Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Chen-Wei Liu' _publ_contact_author_address ; Department of Chemistry National Dong Hwa University Hualien 97401 TAIWAN ; _publ_contact_author_email CHENWEI@MAIL.NDHU.EDU.TW _publ_section_title ; The Coordination Chemistry of Selenophosphite Ligands. Synthesis and Characterization of Heterometallic Tetranuclear Clusters [M{CpFe(CO)2P(Se)(OR)2}3](PF6) (M=Cu, Ag; R=nPr,iPr) and [Cu(?-X) (CpFe(CO)2P(Se)(OiPr)2]2 (X = Cl, Br) ; loop_ _publ_author_name 'Chen-Wei Liu' 'Jia-Li Chen' 'Bidyut Kumar Santra' 'Bijay Sarkar' #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 277549' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H57 Ag F6 Fe3 O12 P4 Se3' _chemical_formula_weight 1468.03 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' O O 0.0106 0.0060 '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' P P 0.1023 0.0942 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P-62c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x, y, -z+1/2' '-y, x-y, -z+1/2' '-x+y, -x, -z+1/2' 'y, x, -z' 'x-y, -y, -z' '-x, -x+y, -z' 'y, x, z+1/2' 'x-y, -y, z+1/2' '-x, -x+y, z+1/2' _cell_length_a 13.2836(15) _cell_length_b 13.2836(15) _cell_length_c 18.5844(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2839.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 4.17 _cell_measurement_theta_max 12.28 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 3.196 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7338 _exptl_absorpt_correction_T_max 0.9787 _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 297 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4139 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1685 _reflns_number_gt 1416 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0445P)^2^+2.2280P] 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 SHELXL _refine_ls_extinction_coef 0.0035(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 1685 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0912 _refine_ls_wR_factor_gt 0.0857 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 Ag1 Ag 1.6667 1.3333 -0.2500 0.0621(3) Uani 1 6 d S . . Fe1 Fe 1.24799(10) 0.88931(10) -0.2500 0.0654(4) Uani 1 2 d S . . Se1 Se 1.55460(8) 1.11097(6) -0.2500 0.0745(3) Uani 1 2 d S . . P1 P 1.37821(18) 1.07646(17) -0.2500 0.0573(5) Uani 1 2 d S . . P101 P 1.0000 1.0000 -0.5000 0.0732(9) Uani 1 6 d S . . O1 O 1.3583(4) 1.1466(4) -0.3125(3) 0.0775(13) Uani 1 1 d . . . O101 O 1.3700(5) 0.8407(6) -0.3612(4) 0.139(3) Uani 1 1 d . . . C1 C 1.1203(7) 0.9368(10) -0.2500 0.124(6) Uani 1 2 d S . . H1A H 1.1329 1.0161 -0.2500 0.149 Uiso 1 2 calc SR . . C2 C 1.1067(6) 0.8673(8) -0.3112(6) 0.105(3) Uani 1 1 d . . . H2A H 1.1086 0.8896 -0.3616 0.126 Uiso 1 1 calc R . . C3 C 1.0842(6) 0.7612(6) -0.2863(5) 0.101(2) Uani 1 1 d . . . H3A H 1.0695 0.6949 -0.3167 0.121 Uiso 1 1 calc R . . C4 C 1.3829(9) 1.1366(9) -0.3846(5) 0.121(3) Uani 1 1 d . . . H4A H 1.3188 1.0667 -0.4051 0.145 Uiso 1 1 calc R . . H4B H 1.4520 1.1293 -0.3870 0.145 Uiso 1 1 calc R . . C5 C 1.4017(12) 1.2385(11) -0.4274(6) 0.160(5) Uani 1 1 d . . . H5A H 1.3286 1.2383 -0.4289 0.192 Uiso 1 1 calc R . . H5B H 1.4564 1.3077 -0.4013 0.192 Uiso 1 1 calc R . . C6 C 1.4414(17) 1.2496(19) -0.4969(8) 0.239(10) Uani 1 1 d . . . H6A H 1.4495 1.3195 -0.5177 0.359 Uiso 1 1 calc R . . H6B H 1.3869 1.1838 -0.5247 0.359 Uiso 1 1 calc R . . H6C H 1.5154 1.2533 -0.4969 0.359 Uiso 1 1 calc R . . C101 C 1.3228(6) 0.8619(6) -0.3175(5) 0.089(2) Uani 1 1 d . . . F1 F 1.0000 1.0000 -0.4197(5) 0.242(7) Uani 1 3 d S . . F2 F 1.1136(12) 1.0000 -0.5000 0.232(12) Uani 0.67 2 d SP . . F2' F 1.1065(14) 1.1065(14) -0.5000 0.33(2) Uani 0.67 2 d SP . . 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 Ag1 0.0454(3) 0.0454(3) 0.0956(8) 0.000 0.000 0.02269(16) Fe1 0.0412(6) 0.0422(6) 0.1063(10) 0.000 0.000 0.0159(5) Se1 0.0407(5) 0.0418(4) 0.1424(8) 0.000 0.000 0.0215(4) P1 0.0402(10) 0.0407(10) 0.0909(15) 0.000 0.000 0.0201(9) P101 0.0780(14) 0.0780(14) 0.064(2) 0.000 0.000 0.0390(7) O1 0.065(3) 0.068(3) 0.107(3) 0.022(2) 0.010(2) 0.039(2) O101 0.108(4) 0.129(5) 0.181(7) -0.060(5) 0.003(4) 0.061(4) C1 0.034(5) 0.060(6) 0.282(19) 0.000 0.000 0.026(5) C2 0.051(4) 0.092(6) 0.160(8) 0.024(6) -0.017(5) 0.027(4) C3 0.053(4) 0.071(5) 0.156(7) -0.017(4) -0.019(4) 0.014(3) C4 0.140(8) 0.148(9) 0.106(6) 0.035(6) 0.022(6) 0.096(8) C5 0.175(11) 0.166(12) 0.123(8) 0.044(8) 0.016(8) 0.073(9) C6 0.25(2) 0.36(3) 0.146(10) 0.094(14) 0.061(12) 0.19(2) C101 0.064(4) 0.068(4) 0.135(6) -0.026(4) -0.004(4) 0.033(3) F1 0.318(12) 0.318(12) 0.091(6) 0.000 0.000 0.159(6) F2 0.152(9) 0.35(4) 0.26(2) -0.07(3) -0.033(16) 0.177(18) F2' 0.156(12) 0.156(12) 0.49(6) -0.04(2) 0.04(2) -0.056(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 Ag1 Se1 2.5581(7) 2_865 ? Ag1 Se1 2.5581(7) . ? Ag1 Se1 2.5581(7) 3_785 ? Fe1 C101 1.748(8) 4_554 ? Fe1 C101 1.748(8) . ? Fe1 C1 2.085(9) . ? Fe1 C2 2.086(7) . ? Fe1 C2 2.086(7) 4_554 ? Fe1 C3 2.094(6) . ? Fe1 C3 2.094(6) 4_554 ? Fe1 P1 2.207(2) . ? Se1 P1 2.151(2) . ? P1 O1 1.593(4) . ? P1 O1 1.593(4) 4_554 ? P101 F2' 1.415(18) . ? P101 F2' 1.415(18) 3_675 ? P101 F2' 1.415(18) 2_765 ? P101 F1 1.493(10) . ? P101 F1 1.493(10) 7_554 ? P101 F2 1.509(15) 3_675 ? P101 F2 1.509(15) . ? P101 F2 1.509(15) 2_765 ? O1 C4 1.401(10) . ? O101 C101 1.144(9) . ? C1 C2 1.418(11) 4_554 ? C1 C2 1.418(11) . ? C2 C3 1.366(11) . ? C3 C3 1.351(17) 4_554 ? C4 C5 1.480(12) . ? C5 C6 1.376(17) . ? F2 F2' 1.464(8) 3_675 ? F2 F2' 1.464(8) . ? F2' F2 1.464(8) 2_765 ? 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 Se1 Ag1 Se1 120.0 2_865 . ? Se1 Ag1 Se1 120.0 2_865 3_785 ? Se1 Ag1 Se1 120.0 . 3_785 ? C101 Fe1 C101 91.7(5) 4_554 . ? C101 Fe1 C1 134.1(3) 4_554 . ? C101 Fe1 C1 134.1(3) . . ? C101 Fe1 C2 158.0(3) 4_554 . ? C101 Fe1 C2 98.3(4) . . ? C1 Fe1 C2 39.8(3) . . ? C101 Fe1 C2 98.3(4) 4_554 4_554 ? C101 Fe1 C2 158.0(3) . 4_554 ? C1 Fe1 C2 39.8(3) . 4_554 ? C2 Fe1 C2 66.1(6) . 4_554 ? C101 Fe1 C3 122.0(3) 4_554 . ? C101 Fe1 C3 93.9(3) . . ? C1 Fe1 C3 64.8(3) . . ? C2 Fe1 C3 38.1(3) . . ? C2 Fe1 C3 64.2(3) 4_554 . ? C101 Fe1 C3 93.9(3) 4_554 4_554 ? C101 Fe1 C3 122.0(3) . 4_554 ? C1 Fe1 C3 64.8(3) . 4_554 ? C2 Fe1 C3 64.2(3) . 4_554 ? C2 Fe1 C3 38.1(3) 4_554 4_554 ? C3 Fe1 C3 37.6(5) . 4_554 ? C101 Fe1 P1 91.6(2) 4_554 . ? C101 Fe1 P1 91.6(2) . . ? C1 Fe1 P1 87.5(3) . . ? C2 Fe1 P1 107.5(3) . . ? C2 Fe1 P1 107.5(3) 4_554 . ? C3 Fe1 P1 145.7(2) . . ? C3 Fe1 P1 145.7(2) 4_554 . ? P1 Se1 Ag1 100.90(6) . . ? O1 P1 O1 93.7(3) . 4_554 ? O1 P1 Se1 110.94(17) . . ? O1 P1 Se1 110.94(17) 4_554 . ? O1 P1 Fe1 113.14(19) . . ? O1 P1 Fe1 113.14(19) 4_554 . ? Se1 P1 Fe1 113.38(10) . . ? F2' P101 F2' 120.000(3) . 3_675 ? F2' P101 F2' 120.000(4) . 2_765 ? F2' P101 F2' 120.000(1) 3_675 2_765 ? F2' P101 F1 90.000(1) . . ? F2' P101 F1 90.000(1) 3_675 . ? F2' P101 F1 90.000(1) 2_765 . ? F2' P101 F1 90.000(1) . 7_554 ? F2' P101 F1 90.000(1) 3_675 7_554 ? F2' P101 F1 90.000(1) 2_765 7_554 ? F1 P101 F1 180.000(1) . 7_554 ? F2' P101 F2 180.000(1) . 3_675 ? F2' P101 F2 60.000(1) 3_675 3_675 ? F2' P101 F2 60.000(1) 2_765 3_675 ? F1 P101 F2 90.0 . 3_675 ? F1 P101 F2 90.000(1) 7_554 3_675 ? F2' P101 F2 60.000(2) . . ? F2' P101 F2 60.000(1) 3_675 . ? F2' P101 F2 180.000(3) 2_765 . ? F1 P101 F2 90.000(1) . . ? F1 P101 F2 90.000(1) 7_554 . ? F2 P101 F2 120.000(3) 3_675 . ? F2' P101 F2 60.000(2) . 2_765 ? F2' P101 F2 180.000(1) 3_675 2_765 ? F2' P101 F2 60.000(2) 2_765 2_765 ? F1 P101 F2 90.000(1) . 2_765 ? F1 P101 F2 90.000(2) 7_554 2_765 ? F2 P101 F2 120.0 3_675 2_765 ? F2 P101 F2 120.000(2) . 2_765 ? C4 O1 P1 121.8(5) . . ? C2 C1 C2 106.5(10) 4_554 . ? C2 C1 Fe1 70.1(5) 4_554 . ? C2 C1 Fe1 70.1(5) . . ? C3 C2 C1 107.0(9) . . ? C3 C2 Fe1 71.2(4) . . ? C1 C2 Fe1 70.1(5) . . ? C3 C3 C2 109.7(6) 4_554 . ? C3 C3 Fe1 71.2(2) 4_554 . ? C2 C3 Fe1 70.6(4) . . ? O1 C4 C5 111.5(8) . . ? C6 C5 C4 118.9(13) . . ? O101 C101 Fe1 178.1(8) . . ? F2' F2 F2' 114(2) 3_675 . ? F2' F2 P101 56.8(10) 3_675 . ? F2' F2 P101 56.8(10) . . ? P101 F2' F2 63.2(10) . 2_765 ? P101 F2' F2 63.2(10) . . ? F2 F2' F2 126(2) 2_765 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.248 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.047 data_1 _database_code_depnum_ccdc_archive 'CCDC 668515' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H57 Cu F6 Fe3 O12 P4 Se3' _chemical_formula_weight 1423.70 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Cu Cu 0.3201 1.2651 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P-62c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x, y, -z+1/2' '-y, x-y, -z+1/2' '-x+y, -x, -z+1/2' 'y, x, -z' 'x-y, -y, -z' '-x, -x+y, -z' 'y, x, z+1/2' 'x-y, -y, z+1/2' '-x, -x+y, z+1/2' _cell_length_a 13.0809(13) _cell_length_b 13.0809(13) _cell_length_c 18.877(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2797.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 9.89 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1420 _exptl_absorpt_coefficient_mu 3.275 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6421 _exptl_absorpt_correction_T_max 0.7125 _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 197 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3147 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 22.47 _reflns_number_total 1258 _reflns_number_gt 1116 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0245P)^2^+1.1537P] 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 SHELXL _refine_ls_extinction_coef 0.00339(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 1258 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0620 _refine_ls_wR_factor_gt 0.0594 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Se1 Se 0.56305(7) 0.12585(5) 0.2500 0.0545(2) Uani 1 2 d S . . Cu1 Cu 0.6667 0.3333 0.2500 0.0452(4) Uani 1 6 d S . . Fe1 Fe 0.25283(9) -0.10648(9) 0.2500 0.0477(3) Uani 1 2 d S . . P1 P 0.38128(16) 0.08489(15) 0.2500 0.0422(5) Uani 1 2 d S . . P2 P 0.0000 0.0000 0.5000 0.0608(9) Uani 1 6 d S . . O1 O 0.3572(3) 0.1528(3) 0.31190(18) 0.0523(10) Uani 1 1 d . . . O2 O 0.3798(4) -0.1524(5) 0.3596(3) 0.1048(17) Uani 1 1 d . . . C1 C 0.3828(7) 0.1408(6) 0.3844(3) 0.085(2) Uani 1 1 d . . . H1A H 0.4518 0.1315 0.3863 0.102 Uiso 1 1 calc R . . H1B H 0.3168 0.0706 0.4045 0.102 Uiso 1 1 calc R . . C2 C 0.4044(8) 0.2443(8) 0.4261(4) 0.125(3) Uani 1 1 d . . . H2A H 0.4676 0.3141 0.4038 0.150 Uiso 1 1 calc R . . H2B H 0.3340 0.2513 0.4245 0.150 Uiso 1 1 calc R . . C3 C 0.4352(10) 0.2431(11) 0.4995(4) 0.164(5) Uani 1 1 d . . . H3A H 0.4477 0.3140 0.5223 0.246 Uiso 1 1 calc R . . H3B H 0.5062 0.2387 0.5020 0.246 Uiso 1 1 calc R . . H3C H 0.3723 0.1758 0.5228 0.246 Uiso 1 1 calc R . . C4 C 0.3306(5) -0.1323(5) 0.3170(4) 0.0666(17) Uani 1 1 d . . . C5 C 0.1209(7) -0.0618(8) 0.2500 0.098(4) Uani 1 2 d S . . H5A H 0.1324 0.0183 0.2500 0.117 Uiso 1 2 calc SR . . C6 C 0.1086(6) -0.1308(7) 0.3099(4) 0.084(2) Uani 1 1 d . . . H6A H 0.1104 -0.1076 0.3595 0.100 Uiso 1 1 calc R . . C7 C 0.0870(5) -0.2390(6) 0.2862(3) 0.0800(19) Uani 1 1 d . . . H7A H 0.0729 -0.3058 0.3163 0.096 Uiso 1 1 calc R . . F1 F 0.0000 0.0000 0.4222(4) 0.243(7) Uani 1 3 d S . . F2 F 0.0000 0.1142(12) 0.5000 0.239(10) Uani 0.67 2 d SP . . F3 F 0.097(2) 0.121(3) 0.4763(15) 0.170(13) Uani 0.33 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 Se1 0.0305(4) 0.0307(4) 0.1015(6) 0.000 0.000 0.0147(4) Cu1 0.0334(5) 0.0334(5) 0.0688(10) 0.000 0.000 0.0167(2) Fe1 0.0297(6) 0.0318(6) 0.0773(8) 0.000 0.000 0.0122(5) P1 0.0324(10) 0.0331(11) 0.0611(13) 0.000 0.000 0.0165(9) P2 0.0669(15) 0.0669(15) 0.049(2) 0.000 0.000 0.0334(7) O1 0.0510(19) 0.052(2) 0.061(2) -0.0142(18) -0.0039(19) 0.0308(17) O2 0.090(3) 0.113(4) 0.122(4) 0.043(3) -0.003(3) 0.058(3) C1 0.112(6) 0.102(5) 0.066(4) -0.022(4) -0.011(4) 0.073(5) C2 0.169(8) 0.127(8) 0.074(5) -0.015(5) -0.010(5) 0.070(6) C3 0.169(10) 0.244(15) 0.081(5) -0.043(8) -0.025(6) 0.104(11) C4 0.047(3) 0.054(4) 0.098(5) 0.023(4) 0.010(3) 0.024(3) C5 0.023(4) 0.038(6) 0.227(14) 0.000 0.000 0.011(4) C6 0.040(3) 0.087(6) 0.115(6) -0.022(5) 0.013(4) 0.025(4) C7 0.040(3) 0.053(4) 0.131(5) 0.015(4) 0.015(3) 0.012(3) F1 0.327(11) 0.327(11) 0.075(6) 0.000 0.000 0.164(6) F2 0.36(4) 0.153(10) 0.27(3) -0.01(2) -0.02(4) 0.182(18) F3 0.14(2) 0.101(12) 0.15(2) 0.058(17) 0.024(16) -0.029(14) _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 Se1 P1 2.160(2) . ? Se1 Cu1 2.3505(7) . ? Cu1 Se1 2.3505(7) 2_655 ? Cu1 Se1 2.3505(7) 3_665 ? Fe1 C4 1.758(7) 4 ? Fe1 C4 1.758(7) . ? Fe1 C5 2.081(9) . ? Fe1 C6 2.083(6) 4 ? Fe1 C6 2.083(6) . ? Fe1 C7 2.102(5) 4 ? Fe1 C7 2.102(5) . ? Fe1 P1 2.210(2) . ? P1 O1 1.592(3) 4 ? P1 O1 1.592(3) . ? P2 F1 1.469(8) 7_556 ? P2 F1 1.469(8) . ? P2 F2 1.494(15) 2 ? P2 F2 1.494(15) 3 ? P2 F2 1.494(15) . ? P2 F3 1.515(15) 2 ? P2 F3 1.515(15) 7_556 ? P2 F3 1.515(15) . ? P2 F3 1.515(15) 3 ? P2 F3 1.515(15) 9_556 ? P2 F3 1.515(15) 8_556 ? O1 C1 1.435(7) . ? O2 C4 1.140(6) . ? C1 C2 1.467(8) . ? C2 C3 1.444(10) . ? C5 C6 1.406(8) . ? C5 C6 1.406(8) 4 ? C6 C7 1.372(10) . ? C7 C7 1.367(12) 4 ? F1 F3 1.77(3) . ? F1 F3 1.77(3) 2 ? F1 F3 1.77(3) 3 ? F2 F3 1.31(4) 9_556 ? F2 F3 1.31(4) . ? F2 F3 1.76(4) 2 ? F2 F3 1.76(4) 7_556 ? F3 F3 1.04(6) 7_556 ? F3 F2 1.76(4) 3 ? 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 P1 Se1 Cu1 102.36(6) . . ? Se1 Cu1 Se1 120.0 . 2_655 ? Se1 Cu1 Se1 120.0 . 3_665 ? Se1 Cu1 Se1 120.0 2_655 3_665 ? C4 Fe1 C4 92.0(4) 4 . ? C4 Fe1 C5 134.0(2) 4 . ? C4 Fe1 C5 134.0(2) . . ? C4 Fe1 C6 98.4(3) 4 4 ? C4 Fe1 C6 158.1(3) . 4 ? C5 Fe1 C6 39.5(2) . 4 ? C4 Fe1 C6 158.1(3) 4 . ? C4 Fe1 C6 98.4(3) . . ? C5 Fe1 C6 39.5(2) . . ? C6 Fe1 C6 65.8(4) 4 . ? C4 Fe1 C7 93.8(3) 4 4 ? C4 Fe1 C7 122.2(3) . 4 ? C5 Fe1 C7 64.7(3) . 4 ? C6 Fe1 C7 38.3(3) 4 4 ? C6 Fe1 C7 64.4(3) . 4 ? C4 Fe1 C7 122.2(3) 4 . ? C4 Fe1 C7 93.8(3) . . ? C5 Fe1 C7 64.7(3) . . ? C6 Fe1 C7 64.4(3) 4 . ? C6 Fe1 C7 38.3(3) . . ? C7 Fe1 C7 38.0(3) 4 . ? C4 Fe1 P1 91.84(19) 4 . ? C4 Fe1 P1 91.84(19) . . ? C5 Fe1 P1 87.1(2) . . ? C6 Fe1 P1 106.9(2) 4 . ? C6 Fe1 P1 106.9(2) . . ? C7 Fe1 P1 145.16(19) 4 . ? C7 Fe1 P1 145.16(19) . . ? O1 P1 O1 94.5(3) 4 . ? O1 P1 Se1 111.23(14) 4 . ? O1 P1 Se1 111.23(14) . . ? O1 P1 Fe1 112.43(14) 4 . ? O1 P1 Fe1 112.43(14) . . ? Se1 P1 Fe1 113.59(9) . . ? F1 P2 F1 180.000(4) 7_556 . ? F1 P2 F2 90.000(6) 7_556 2 ? F1 P2 F2 90.000(6) . 2 ? F1 P2 F2 90.000(1) 7_556 3 ? F1 P2 F2 90.000(2) . 3 ? F2 P2 F2 120.000(3) 2 3 ? F1 P2 F2 90.000(1) 7_556 . ? F1 P2 F2 90.000(2) . . ? F2 P2 F2 120.000(3) 2 . ? F2 P2 F2 120.000(7) 3 . ? F1 P2 F3 107.2(12) 7_556 2 ? F1 P2 F3 72.8(12) . 2 ? F2 P2 F3 51.4(19) 2 2 ? F2 P2 F3 159.8(11) 3 2 ? F2 P2 F3 71.6(18) . 2 ? F1 P2 F3 72.8(12) 7_556 7_556 ? F1 P2 F3 107.2(12) . 7_556 ? F2 P2 F3 159.8(11) 2 7_556 ? F2 P2 F3 51.4(19) 3 7_556 ? F2 P2 F3 71.6(18) . 7_556 ? F3 P2 F3 143(4) 2 7_556 ? F1 P2 F3 107.2(12) 7_556 . ? F1 P2 F3 72.8(12) . . ? F2 P2 F3 159.8(11) 2 . ? F2 P2 F3 71.6(18) 3 . ? F2 P2 F3 51.4(19) . . ? F3 P2 F3 111.7(11) 2 . ? F3 P2 F3 40(2) 7_556 . ? F1 P2 F3 107.2(12) 7_556 3 ? F1 P2 F3 72.8(12) . 3 ? F2 P2 F3 71.6(18) 2 3 ? F2 P2 F3 51.4(19) 3 3 ? F2 P2 F3 159.8(11) . 3 ? F3 P2 F3 111.7(11) 2 3 ? F3 P2 F3 103(4) 7_556 3 ? F3 P2 F3 111.7(11) . 3 ? F1 P2 F3 72.8(12) 7_556 9_556 ? F1 P2 F3 107.2(12) . 9_556 ? F2 P2 F3 71.6(18) 2 9_556 ? F2 P2 F3 159.8(11) 3 9_556 ? F2 P2 F3 51.4(19) . 9_556 ? F3 P2 F3 40(2) 2 9_556 ? F3 P2 F3 111.7(11) 7_556 9_556 ? F3 P2 F3 103(4) . 9_556 ? F3 P2 F3 143(4) 3 9_556 ? F1 P2 F3 72.8(12) 7_556 8_556 ? F1 P2 F3 107.2(12) . 8_556 ? F2 P2 F3 51.4(19) 2 8_556 ? F2 P2 F3 71.6(18) 3 8_556 ? F2 P2 F3 159.8(11) . 8_556 ? F3 P2 F3 103(4) 2 8_556 ? F3 P2 F3 111.7(11) 7_556 8_556 ? F3 P2 F3 143(4) . 8_556 ? F3 P2 F3 40(2) 3 8_556 ? F3 P2 F3 111.7(11) 9_556 8_556 ? C1 O1 P1 121.1(3) . . ? O1 C1 C2 111.1(5) . . ? C3 C2 C1 115.6(8) . . ? O2 C4 Fe1 177.9(6) . . ? C6 C5 C6 107.1(8) . 4 ? C6 C5 Fe1 70.3(4) . . ? C6 C5 Fe1 70.3(4) 4 . ? C7 C6 C5 107.4(7) . . ? C7 C6 Fe1 71.6(3) . . ? C5 C6 Fe1 70.2(5) . . ? C7 C7 C6 109.0(4) 4 . ? C7 C7 Fe1 71.01(17) 4 . ? C6 C7 Fe1 70.1(4) . . ? P2 F1 F3 54.8(7) . . ? P2 F1 F3 54.8(7) . 2 ? F3 F1 F3 90.1(10) . 2 ? P2 F1 F3 54.8(7) . 3 ? F3 F1 F3 90.1(10) . 3 ? F3 F1 F3 90.1(10) 2 3 ? F3 F2 F3 130(3) 9_556 . ? F3 F2 P2 65.1(16) 9_556 . ? F3 F2 P2 65.1(16) . . ? F3 F2 F3 36.1(19) 9_556 2 ? F3 F2 F3 109(2) . 2 ? P2 F2 F3 54.7(10) . 2 ? F3 F2 F3 109(2) 9_556 7_556 ? F3 F2 F3 36.1(19) . 7_556 ? P2 F2 F3 54.7(10) . 7_556 ? F3 F2 F3 109(2) 2 7_556 ? F3 F3 F2 96(5) 7_556 . ? F3 F3 P2 69.8(11) 7_556 . ? F2 F3 P2 63.5(12) . . ? F3 F3 F2 47(4) 7_556 3 ? F2 F3 F2 114.3(16) . 3 ? P2 F3 F2 53.6(12) . 3 ? F3 F3 F1 114(3) 7_556 . ? F2 F3 F1 84.4(13) . . ? P2 F3 F1 52.4(8) . . ? F2 F3 F1 72.7(15) 3 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 22.47 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.306 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.047 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 668516' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H19 Cl Cu Fe O4 P Se' _chemical_formula_weight 504.05 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Cu Cu 0.3201 1.2651 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7256(6) _cell_length_b 8.6966(6) _cell_length_c 15.8177(11) _cell_angle_alpha 92.768(2) _cell_angle_beta 97.833(2) _cell_angle_gamma 115.965(2) _cell_volume 939.57(12) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 1243 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_absorpt_coefficient_mu 4.078 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4960 _exptl_absorpt_correction_T_max 0.7442 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 11087 _diffrn_reflns_av_R_equivalents 0.0888 _diffrn_reflns_av_sigmaI/netI 0.1381 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4696 _reflns_number_gt 2599 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0331P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4696 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1205 _refine_ls_R_factor_gt 0.0587 _refine_ls_wR_factor_ref 0.1591 _refine_ls_wR_factor_gt 0.1306 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _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 Se1 Se 0.71114(10) 1.05760(8) 0.30502(4) 0.0450(2) Uani 1 1 d . . . Fe1 Fe 0.79051(11) 0.65495(10) 0.31885(5) 0.0333(2) Uani 1 1 d . . . Cu1 Cu 0.58006(11) 0.97562(11) 0.42517(5) 0.0501(2) Uani 1 1 d . . . P1 P 0.7494(2) 0.84696(18) 0.24441(9) 0.0327(3) Uani 1 1 d . . . Cl1 Cl 0.4956(2) 1.20035(19) 0.47456(11) 0.0487(4) Uani 1 1 d . . . C3 C 1.0477(9) 0.8493(8) 0.3914(4) 0.0463(16) Uani 1 1 d . . . H3 H 1.1084 0.9722 0.3819 0.056 Uiso 1 1 calc R . . C6 C 0.7627(9) 0.5338(8) 0.2211(4) 0.0423(14) Uani 1 1 d . . . C4 C 0.9109(10) 0.7764(11) 0.4434(4) 0.0581(19) Uani 1 1 d . . . H4 H 0.8584 0.8371 0.4789 0.070 Uiso 1 1 calc R . . C7 C 0.5385(10) 0.5582(8) 0.3256(4) 0.0450(15) Uani 1 1 d . . . C1 C 0.9775(14) 0.5699(11) 0.3855(6) 0.073(3) Uani 1 1 d . . . H1 H 0.9809 0.4590 0.3721 0.088 Uiso 1 1 calc R . . C2 C 1.0865(10) 0.7241(12) 0.3557(5) 0.064(2) Uani 1 1 d . . . H2 H 1.1804 0.7418 0.3160 0.077 Uiso 1 1 calc R . . C5 C 0.8690(11) 0.6016(12) 0.4405(5) 0.076(3) Uani 1 1 d . . . H5 H 0.7800 0.5166 0.4734 0.091 Uiso 1 1 calc R . . O1 O 0.7551(8) 0.4565(7) 0.1595(3) 0.0678(15) Uani 1 1 d . . . O2 O 0.3764(7) 0.4954(6) 0.3302(3) 0.0621(13) Uani 1 1 d . . . O3 O 0.5627(6) 0.7333(5) 0.1715(2) 0.0442(10) Uani 1 1 d . . . O4 O 0.9155(6) 0.9330(5) 0.1880(3) 0.0465(10) Uani 1 1 d . . . C11 C 1.0707(10) 1.1101(8) 0.2012(5) 0.0510(17) Uani 1 1 d . . . H11 H 1.0794 1.1665 0.2586 0.061 Uiso 1 1 calc R . . C8 C 0.4813(10) 0.8027(9) 0.1030(4) 0.0543(18) Uani 1 1 d . . . H8 H 0.5209 0.9259 0.1206 0.065 Uiso 1 1 calc R . . C9 C 0.2654(12) 0.7033(12) 0.0933(6) 0.092(3) Uani 1 1 d . . . H9A H 0.2266 0.5829 0.0751 0.139 Uiso 1 1 calc R . . H9B H 0.2034 0.7481 0.0504 0.139 Uiso 1 1 calc R . . H9C H 0.2253 0.7140 0.1478 0.139 Uiso 1 1 calc R . . C10 C 0.5580(15) 0.7849(14) 0.0234(5) 0.099(3) Uani 1 1 d . . . H10A H 0.6983 0.8256 0.0373 0.148 Uiso 1 1 calc R . . H10B H 0.5294 0.8529 -0.0181 0.148 Uiso 1 1 calc R . . H10C H 0.4961 0.6648 -0.0009 0.148 Uiso 1 1 calc R . . C12 C 1.0272(15) 1.2052(11) 0.1331(6) 0.094(3) Uani 1 1 d . . . H12A H 0.9998 1.1398 0.0774 0.141 Uiso 1 1 calc R . . H12B H 1.1391 1.3165 0.1354 0.141 Uiso 1 1 calc R . . H12C H 0.9143 1.2216 0.1419 0.141 Uiso 1 1 calc R . . C13 C 1.2579(11) 1.1023(12) 0.1946(6) 0.088(3) Uani 1 1 d . . . H13A H 1.2779 1.0289 0.2351 0.133 Uiso 1 1 calc R . . H13B H 1.3657 1.2173 0.2077 0.133 Uiso 1 1 calc R . . H13C H 1.2515 1.0555 0.1367 0.133 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 Se1 0.0602(4) 0.0401(4) 0.0481(4) 0.0096(3) 0.0160(3) 0.0323(3) Fe1 0.0325(4) 0.0274(4) 0.0380(5) 0.0040(3) -0.0022(3) 0.0141(3) Cu1 0.0426(5) 0.0551(5) 0.0490(5) 0.0038(4) 0.0100(4) 0.0185(4) P1 0.0364(8) 0.0294(7) 0.0331(8) 0.0049(6) 0.0024(6) 0.0164(6) Cl1 0.0504(9) 0.0361(8) 0.0625(10) 0.0082(7) 0.0185(7) 0.0195(7) C3 0.039(3) 0.037(3) 0.050(4) 0.005(3) -0.012(3) 0.011(3) C6 0.043(3) 0.037(3) 0.046(4) 0.001(3) -0.002(3) 0.020(3) C4 0.050(4) 0.082(6) 0.040(4) -0.006(4) -0.010(3) 0.033(4) C7 0.050(4) 0.042(4) 0.044(4) 0.004(3) -0.001(3) 0.024(3) C1 0.089(6) 0.052(5) 0.079(6) -0.015(4) -0.042(5) 0.049(5) C2 0.041(4) 0.096(6) 0.065(5) -0.006(5) -0.006(3) 0.044(4) C5 0.056(5) 0.077(6) 0.056(5) 0.039(4) -0.017(4) 0.000(4) O1 0.085(4) 0.067(3) 0.054(3) -0.020(3) -0.005(3) 0.044(3) O2 0.035(3) 0.059(3) 0.082(4) 0.012(3) 0.008(2) 0.013(2) O3 0.049(2) 0.038(2) 0.042(2) 0.0089(19) -0.0070(18) 0.021(2) O4 0.056(3) 0.036(2) 0.054(3) 0.011(2) 0.021(2) 0.022(2) C11 0.051(4) 0.033(3) 0.069(4) 0.010(3) 0.021(3) 0.015(3) C8 0.060(4) 0.039(4) 0.052(4) 0.014(3) -0.014(3) 0.017(3) C9 0.059(5) 0.078(6) 0.109(7) 0.028(5) -0.035(5) 0.015(4) C10 0.122(8) 0.127(9) 0.046(5) 0.004(5) -0.004(5) 0.060(7) C12 0.104(7) 0.071(6) 0.141(9) 0.062(6) 0.049(6) 0.057(5) C13 0.051(5) 0.094(7) 0.126(8) 0.038(6) 0.042(5) 0.028(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 Se1 P1 2.1781(16) . ? Se1 Cu1 2.2736(10) . ? Fe1 C6 1.761(7) . ? Fe1 C7 1.772(7) . ? Fe1 C5 2.073(6) . ? Fe1 C4 2.073(6) . ? Fe1 C2 2.080(6) . ? Fe1 C1 2.083(7) . ? Fe1 C3 2.091(6) . ? Fe1 P1 2.1972(16) . ? Cu1 Cl1 2.2142(18) 2_676 ? Cu1 Cl1 2.4423(18) . ? Cu1 Cu1 2.9110(16) 2_676 ? P1 O4 1.593(4) . ? P1 O3 1.605(4) . ? Cl1 Cu1 2.2142(18) 2_676 ? C3 C2 1.367(10) . ? C3 C4 1.376(9) . ? C6 O1 1.136(7) . ? C4 C5 1.406(11) . ? C7 O2 1.141(7) . ? C1 C2 1.382(12) . ? C1 C5 1.383(12) . ? O3 C8 1.464(7) . ? O4 C11 1.462(7) . ? C11 C12 1.479(10) . ? C11 C13 1.495(10) . ? C8 C9 1.486(10) . ? C8 C10 1.493(11) . ? 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 P1 Se1 Cu1 108.96(5) . . ? C6 Fe1 C7 95.6(3) . . ? C6 Fe1 C5 125.7(4) . . ? C7 Fe1 C5 92.7(3) . . ? C6 Fe1 C4 158.5(3) . . ? C7 Fe1 C4 100.4(3) . . ? C5 Fe1 C4 39.6(3) . . ? C6 Fe1 C2 95.3(3) . . ? C7 Fe1 C2 157.2(3) . . ? C5 Fe1 C2 64.7(3) . . ? C4 Fe1 C2 64.9(3) . . ? C6 Fe1 C1 93.6(3) . . ? C7 Fe1 C1 120.4(4) . . ? C5 Fe1 C1 38.9(3) . . ? C4 Fe1 C1 65.9(3) . . ? C2 Fe1 C1 38.8(3) . . ? C6 Fe1 C3 128.1(3) . . ? C7 Fe1 C3 136.3(3) . . ? C5 Fe1 C3 64.9(3) . . ? C4 Fe1 C3 38.6(3) . . ? C2 Fe1 C3 38.3(3) . . ? C1 Fe1 C3 64.9(3) . . ? C6 Fe1 P1 88.5(2) . . ? C7 Fe1 P1 89.6(2) . . ? C5 Fe1 P1 145.2(3) . . ? C4 Fe1 P1 105.9(2) . . ? C2 Fe1 P1 110.7(3) . . ? C1 Fe1 P1 149.5(3) . . ? C3 Fe1 P1 90.07(18) . . ? Cl1 Cu1 Se1 150.96(6) 2_676 . ? Cl1 Cu1 Cl1 102.79(6) 2_676 . ? Se1 Cu1 Cl1 106.09(5) . . ? Cl1 Cu1 Cu1 54.90(5) 2_676 2_676 ? Se1 Cu1 Cu1 153.84(6) . 2_676 ? Cl1 Cu1 Cu1 47.88(5) . 2_676 ? O4 P1 O3 101.5(2) . . ? O4 P1 Se1 105.99(16) . . ? O3 P1 Se1 109.58(17) . . ? O4 P1 Fe1 112.49(17) . . ? O3 P1 Fe1 103.75(15) . . ? Se1 P1 Fe1 121.71(7) . . ? Cu1 Cl1 Cu1 77.21(6) 2_676 . ? C2 C3 C4 108.6(7) . . ? C2 C3 Fe1 70.4(4) . . ? C4 C3 Fe1 70.0(4) . . ? O1 C6 Fe1 176.1(6) . . ? C3 C4 C5 106.9(7) . . ? C3 C4 Fe1 71.4(4) . . ? C5 C4 Fe1 70.2(4) . . ? O2 C7 Fe1 179.7(6) . . ? C2 C1 C5 107.0(7) . . ? C2 C1 Fe1 70.5(4) . . ? C5 C1 Fe1 70.2(4) . . ? C3 C2 C1 109.1(7) . . ? C3 C2 Fe1 71.3(4) . . ? C1 C2 Fe1 70.7(4) . . ? C1 C5 C4 108.2(7) . . ? C1 C5 Fe1 71.0(4) . . ? C4 C5 Fe1 70.2(4) . . ? C8 O3 P1 124.7(4) . . ? C11 O4 P1 127.4(4) . . ? O4 C11 C12 108.8(6) . . ? O4 C11 C13 107.3(6) . . ? C12 C11 C13 110.0(7) . . ? O3 C8 C9 105.9(5) . . ? O3 C8 C10 108.9(6) . . ? C9 C8 C10 113.3(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.073 _refine_diff_density_min -0.626 _refine_diff_density_rms 0.144 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 668517' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H19 Br Cu Fe O4 P Se' _chemical_formula_weight 548.51 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Cu Cu 0.3201 1.2651 '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 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 9.4601(9) _cell_length_b 17.7641(15) _cell_length_c 11.7681(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.726(4) _cell_angle_gamma 90.00 _cell_volume 1970.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.849 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 5.780 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5438 _exptl_absorpt_correction_T_max 0.5956 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 18312 _diffrn_reflns_av_R_equivalents 0.1362 _diffrn_reflns_av_sigmaI/netI 0.1579 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 28.31 _reflns_number_total 4901 _reflns_number_gt 1786 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0389P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4901 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1956 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1268 _refine_ls_wR_factor_gt 0.0917 _refine_ls_goodness_of_fit_ref 0.904 _refine_ls_restrained_S_all 0.904 _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 Se1 Se 0.94710(9) 0.19915(4) 0.08146(6) 0.0679(3) Uani 1 1 d . . . Fe1 Fe 0.92224(11) 0.34193(5) 0.30325(8) 0.0514(3) Uani 1 1 d . . . Br1 Br 0.92004(11) 0.03530(5) -0.14762(7) 0.0905(4) Uani 1 1 d . . . Cu1 Cu 0.98686(11) 0.07314(5) 0.05346(9) 0.0732(3) Uani 1 1 d . . . P1 P 0.9675(2) 0.22402(10) 0.26267(15) 0.0493(5) Uani 1 1 d . . . O3 O 0.8556(6) 0.1786(3) 0.3297(4) 0.0813(16) Uani 1 1 d . . . O4 O 1.1114(6) 0.1958(3) 0.3226(4) 0.0775(16) Uani 1 1 d . . . O2 O 1.0719(8) 0.4026(4) 0.1191(6) 0.122(3) Uani 1 1 d . . . C4 C 1.0678(10) 0.3731(6) 0.4374(7) 0.081(3) Uani 1 1 d . . . H4A H 1.1713 0.3711 0.4371 0.098 Uiso 1 1 calc R . . C7 C 1.0130(10) 0.3764(4) 0.1913(7) 0.072(2) Uani 1 1 d . . . C3 C 0.9817(12) 0.4347(5) 0.4046(7) 0.089(3) Uani 1 1 d . . . H3A H 1.0144 0.4833 0.3773 0.107 Uiso 1 1 calc R . . C11 C 1.2400(8) 0.1694(5) 0.2760(6) 0.067(2) Uani 1 1 d . . . H11A H 1.2149 0.1461 0.2016 0.080 Uiso 1 1 calc R . . O1 O 0.6498(7) 0.3301(3) 0.1701(5) 0.105(2) Uani 1 1 d . . . C5 C 0.9830(12) 0.3167(5) 0.4722(6) 0.078(3) Uani 1 1 d . . . H5A H 1.0149 0.2675 0.5021 0.093 Uiso 1 1 calc R . . C6 C 0.7571(9) 0.3342(4) 0.2216(7) 0.072(2) Uani 1 1 d . . . C2 C 0.8443(11) 0.4163(6) 0.4212(7) 0.086(3) Uani 1 1 d . . . H2A H 0.7616 0.4492 0.4076 0.104 Uiso 1 1 calc R . . C8 C 0.8454(10) 0.0993(5) 0.3424(8) 0.089(3) Uani 1 1 d . . . H8A H 0.9161 0.0755 0.2978 0.106 Uiso 1 1 calc R . . C1 C 0.8435(11) 0.3429(6) 0.4619(7) 0.082(3) Uani 1 1 d . . . H1A H 0.7601 0.3153 0.4833 0.099 Uiso 1 1 calc R . . C12 C 1.2997(10) 0.1112(5) 0.3563(8) 0.114(4) Uani 1 1 d . . . H12A H 1.2316 0.0715 0.3619 0.171 Uiso 1 1 calc R . . H12B H 1.3215 0.1333 0.4301 0.171 Uiso 1 1 calc R . . H12C H 1.3846 0.0909 0.3289 0.171 Uiso 1 1 calc R . . C13 C 1.3362(11) 0.2331(5) 0.2612(7) 0.118(4) Uani 1 1 d . . . H13A H 1.2911 0.2685 0.2084 0.178 Uiso 1 1 calc R . . H13B H 1.4219 0.2150 0.2322 0.178 Uiso 1 1 calc R . . H13C H 1.3586 0.2573 0.3334 0.178 Uiso 1 1 calc R . . C9 C 0.8805(14) 0.0812(6) 0.4647(11) 0.183(6) Uani 1 1 d . . . H9A H 0.9732 0.1001 0.4886 0.275 Uiso 1 1 calc R . . H9D H 0.8790 0.0276 0.4751 0.275 Uiso 1 1 calc R . . H9B H 0.8119 0.1041 0.5096 0.275 Uiso 1 1 calc R . . C10 C 0.7075(14) 0.0725(6) 0.3010(12) 0.185(6) Uani 1 1 d . . . H10A H 0.6895 0.0854 0.2219 0.277 Uiso 1 1 calc R . . H10B H 0.6369 0.0954 0.3440 0.277 Uiso 1 1 calc R . . H10C H 0.7039 0.0188 0.3095 0.277 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 Se1 0.0884(6) 0.0622(5) 0.0502(5) -0.0187(4) -0.0130(4) 0.0170(5) Fe1 0.0550(7) 0.0509(6) 0.0475(6) -0.0146(5) -0.0004(5) 0.0003(5) Br1 0.1235(9) 0.0726(6) 0.0718(6) -0.0245(4) -0.0132(5) 0.0257(6) Cu1 0.0677(7) 0.0620(6) 0.0906(8) -0.0272(5) 0.0102(5) 0.0019(5) P1 0.0531(13) 0.0456(11) 0.0489(11) -0.0074(8) 0.0021(9) 0.0029(9) O3 0.098(4) 0.061(3) 0.087(4) -0.005(3) 0.021(3) -0.021(3) O4 0.067(4) 0.109(4) 0.054(3) -0.017(3) -0.006(3) 0.036(3) O2 0.155(7) 0.112(6) 0.104(5) 0.003(4) 0.046(5) -0.040(5) C4 0.067(6) 0.097(7) 0.075(6) -0.030(5) -0.023(5) -0.005(6) C7 0.100(7) 0.046(5) 0.072(6) -0.016(4) 0.011(5) -0.012(5) C3 0.108(9) 0.081(7) 0.076(7) -0.035(5) -0.008(6) -0.020(7) C11 0.050(5) 0.093(6) 0.057(5) -0.030(4) 0.005(4) 0.005(5) O1 0.079(5) 0.106(5) 0.122(5) -0.033(4) -0.039(4) 0.025(4) C5 0.117(9) 0.078(6) 0.036(5) -0.018(4) -0.004(5) 0.036(7) C6 0.069(6) 0.055(5) 0.091(6) -0.016(4) -0.001(5) 0.012(4) C2 0.084(8) 0.101(8) 0.072(6) -0.054(6) -0.003(5) 0.035(6) C8 0.091(7) 0.064(6) 0.114(8) 0.006(5) 0.031(6) -0.014(5) C1 0.094(8) 0.082(7) 0.073(6) -0.031(5) 0.020(5) -0.002(6) C12 0.096(8) 0.091(7) 0.152(10) 0.015(7) -0.012(7) 0.033(6) C13 0.125(9) 0.145(9) 0.085(7) -0.015(6) 0.007(6) -0.070(8) C9 0.191(15) 0.155(12) 0.207(15) 0.116(11) 0.033(11) -0.010(10) C10 0.140(12) 0.159(12) 0.252(16) -0.016(11) -0.006(11) -0.089(10) _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 Se1 P1 2.1707(19) . ? Se1 Cu1 2.2980(12) . ? Fe1 C7 1.743(10) . ? Fe1 C6 1.771(9) . ? Fe1 C1 2.066(8) . ? Fe1 C5 2.073(7) . ? Fe1 C4 2.083(7) . ? Fe1 C3 2.085(7) . ? Fe1 C2 2.094(7) . ? Fe1 P1 2.1981(19) . ? Br1 Cu1 2.3566(13) 3_755 ? Br1 Cu1 2.4909(13) . ? Cu1 Br1 2.3566(13) 3_755 ? Cu1 Cu1 2.9069(17) 3_755 ? P1 O4 1.563(5) . ? P1 O3 1.592(6) . ? O3 C8 1.420(9) . ? O4 C11 1.452(8) . ? O2 C7 1.151(9) . ? C4 C5 1.367(11) . ? C4 C3 1.401(11) . ? C3 C2 1.369(12) . ? C11 C13 1.471(10) . ? C11 C12 1.482(10) . ? O1 C6 1.141(8) . ? C5 C1 1.395(11) . ? C2 C1 1.389(11) . ? C8 C10 1.435(13) . ? C8 C9 1.486(12) . ? 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 P1 Se1 Cu1 109.68(6) . . ? C7 Fe1 C6 94.9(4) . . ? C7 Fe1 C1 156.5(3) . . ? C6 Fe1 C1 97.1(4) . . ? C7 Fe1 C5 133.3(4) . . ? C6 Fe1 C5 131.8(4) . . ? C1 Fe1 C5 39.4(3) . . ? C7 Fe1 C4 98.2(4) . . ? C6 Fe1 C4 158.6(4) . . ? C1 Fe1 C4 65.0(4) . . ? C5 Fe1 C4 38.4(3) . . ? C7 Fe1 C3 91.6(4) . . ? C6 Fe1 C3 123.8(4) . . ? C1 Fe1 C3 65.0(4) . . ? C5 Fe1 C3 65.3(3) . . ? C4 Fe1 C3 39.3(3) . . ? C7 Fe1 C2 120.1(4) . . ? C6 Fe1 C2 93.8(4) . . ? C1 Fe1 C2 39.0(3) . . ? C5 Fe1 C2 65.5(3) . . ? C4 Fe1 C2 65.0(3) . . ? C3 Fe1 C2 38.3(3) . . ? C7 Fe1 P1 93.1(2) . . ? C6 Fe1 P1 89.3(2) . . ? C1 Fe1 P1 107.2(3) . . ? C5 Fe1 P1 87.6(2) . . ? C4 Fe1 P1 106.8(3) . . ? C3 Fe1 P1 146.1(3) . . ? C2 Fe1 P1 146.2(3) . . ? Cu1 Br1 Cu1 73.63(4) 3_755 . ? Se1 Cu1 Br1 142.00(5) . 3_755 ? Se1 Cu1 Br1 111.55(5) . . ? Br1 Cu1 Br1 106.37(4) 3_755 . ? Se1 Cu1 Cu1 162.50(7) . 3_755 ? Br1 Cu1 Cu1 55.30(4) 3_755 3_755 ? Br1 Cu1 Cu1 51.06(4) . 3_755 ? O4 P1 O3 101.8(3) . . ? O4 P1 Se1 112.4(2) . . ? O3 P1 Se1 112.0(2) . . ? O4 P1 Fe1 112.7(2) . . ? O3 P1 Fe1 103.1(2) . . ? Se1 P1 Fe1 113.84(8) . . ? C8 O3 P1 127.5(5) . . ? C11 O4 P1 131.2(5) . . ? C5 C4 C3 108.2(9) . . ? C5 C4 Fe1 70.4(4) . . ? C3 C4 Fe1 70.4(4) . . ? O2 C7 Fe1 176.7(7) . . ? C2 C3 C4 108.1(9) . . ? C2 C3 Fe1 71.2(5) . . ? C4 C3 Fe1 70.3(4) . . ? O4 C11 C13 110.0(7) . . ? O4 C11 C12 105.7(7) . . ? C13 C11 C12 113.9(7) . . ? C4 C5 C1 107.7(8) . . ? C4 C5 Fe1 71.2(5) . . ? C1 C5 Fe1 70.0(5) . . ? O1 C6 Fe1 178.9(8) . . ? C3 C2 C1 107.8(9) . . ? C3 C2 Fe1 70.5(5) . . ? C1 C2 Fe1 69.4(5) . . ? O3 C8 C10 111.2(9) . . ? O3 C8 C9 107.8(8) . . ? C10 C8 C9 112.4(9) . . ? C2 C1 C5 108.1(9) . . ? C2 C1 Fe1 71.6(5) . . ? C5 C1 Fe1 70.6(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.529 _refine_diff_density_min -0.434 _refine_diff_density_rms 0.099