# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 1145 _journal_volume ? _journal_year ? _journal_page_first ? _publ_requested_journal 'Journal of Materials Chemistry' loop_ _publ_author_name 'Tatsuro Imakubo' 'Megumi Kibune' 'Takashi Shirahata' _publ_contact_author_name 'Tatsuro Imakubo' _publ_contact_author_address ; Imakubo Initiative Research Unit RIKEN 2-1 Hirosawa Wako Saitama 351-0198 JAPAN ; _publ_contact_author_email IMAKUBO@RIKEN.JP _publ_section_title ; New unsymmetrical donor dimethyl(ethylenedioxy)tetraselenafulvalene (DMEDO-TSeF): Structures and properties of its cation radical salts ; data_(DMEDO-TSeF)2SbF6 _database_code_depnum_ccdc_archive 'CCDC 281658' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 F6 O4 Sb Se8' _chemical_formula_weight 1191.79 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 '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 7.281(3) _cell_length_b 7.930(3) _cell_length_c 14.519(5) _cell_angle_alpha 79.806(8) _cell_angle_beta 89.564(9) _cell_angle_gamma 65.582(7) _cell_volume 749.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293 _cell_measurement_reflns_used 1045 _cell_measurement_theta_min 2.86 _cell_measurement_theta_max 25.56 _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 549 _exptl_absorpt_coefficient_mu 10.702 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.0996 _exptl_absorpt_correction_T_max 0.8144 _exptl_absorpt_process_details ; SADABS; Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _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 8.366 _diffrn_standards_number 28 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.0 _diffrn_reflns_number 5603 _diffrn_reflns_av_R_equivalents 0.0586 _diffrn_reflns_av_sigmaI/netI 0.1228 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 28.37 _reflns_number_total 3688 _reflns_number_gt 2061 _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^)+(0.0722P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3688 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1074 _refine_ls_R_factor_gt 0.0652 _refine_ls_wR_factor_ref 0.1590 _refine_ls_wR_factor_gt 0.1442 _refine_ls_goodness_of_fit_ref 0.862 _refine_ls_restrained_S_all 0.862 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Se1 Se 0.38030(16) 0.19035(13) 0.40276(8) 0.0445(3) Uani 1 1 d . . . Se2 Se 0.19336(15) 0.62635(13) 0.30222(7) 0.0399(3) Uani 1 1 d . . . Se3 Se 0.33407(16) 0.31458(13) 0.61452(7) 0.0419(3) Uani 1 1 d . . . Se4 Se 0.14585(16) 0.74639(13) 0.51833(7) 0.0424(3) Uani 1 1 d . . . O1 O 0.4228(11) 0.1076(9) 0.2240(5) 0.055(2) Uani 1 1 d . . . O2 O 0.2565(12) 0.4964(10) 0.1354(6) 0.062(2) Uani 1 1 d . . . C1 C 0.2720(14) 0.4454(13) 0.4158(7) 0.037(2) Uani 1 1 d . . . C2 C 0.2544(14) 0.4939(12) 0.5009(7) 0.036(2) Uani 1 1 d . . . C3 C 0.3553(15) 0.2571(13) 0.2707(8) 0.045(3) Uani 1 1 d . . . C4 C 0.2802(14) 0.4362(14) 0.2287(8) 0.042(2) Uani 1 1 d . . . C5 C 0.2528(15) 0.5015(14) 0.6923(7) 0.044(2) Uani 1 1 d . . . C6 C 0.1758(14) 0.6810(13) 0.6522(7) 0.038(2) Uani 1 1 d . . . C7 C 0.423(2) 0.1690(18) 0.1296(9) 0.075(4) Uani 1 1 d . . . H7A H 0.3994 0.0813 0.0977 0.090 Uiso 1 1 calc R . . H7B H 0.5588 0.1567 0.1175 0.090 Uiso 1 1 calc R . . C8 C 0.291(3) 0.349(2) 0.0864(11) 0.117(7) Uani 1 1 d . . . H8A H 0.1618 0.3465 0.0731 0.141 Uiso 1 1 calc R . . H8B H 0.3416 0.3788 0.0266 0.141 Uiso 1 1 calc R . . C9 C 0.2912(16) 0.4164(15) 0.7961(7) 0.049(3) Uani 1 1 d . . . H9A H 0.2337 0.5149 0.8317 0.074 Uiso 1 1 calc R . . H9B H 0.4342 0.3511 0.8120 0.074 Uiso 1 1 calc R . . H9C H 0.2300 0.3293 0.8104 0.074 Uiso 1 1 calc R . . C10 C 0.1021(16) 0.8447(14) 0.7004(8) 0.049(3) Uani 1 1 d . . . H10A H -0.0427 0.9071 0.6921 0.073 Uiso 1 1 calc R . . H10B H 0.1583 0.9313 0.6742 0.073 Uiso 1 1 calc R . . H10C H 0.1432 0.8016 0.7662 0.073 Uiso 1 1 calc R . . Sb1 Sb 0.0000 1.0000 0.0000 0.0405(3) Uani 1 2 d S . . F1 F 0.1286(12) 0.7808(9) -0.0487(6) 0.089(3) Uani 1 1 d . A . F2A F -0.167(2) 0.8867(18) 0.0553(16) 0.068(6) Uani 0.67(4) 1 d P A 1 F3A F 0.169(4) 0.904(2) 0.1126(11) 0.078(6) Uani 0.67(4) 1 d P A 1 F2B F -0.075(6) 0.886(4) 0.112(3) 0.087(15) Uani 0.33(4) 1 d P A 2 F3B F 0.257(4) 0.905(5) 0.055(5) 0.11(2) Uani 0.33(4) 1 d P 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 Se1 0.0637(7) 0.0275(5) 0.0306(6) -0.0065(5) -0.0028(5) -0.0072(4) Se2 0.0540(6) 0.0278(5) 0.0284(6) -0.0058(4) -0.0028(4) -0.0076(4) Se3 0.0595(7) 0.0277(5) 0.0280(6) -0.0034(4) -0.0021(5) -0.0086(4) Se4 0.0617(7) 0.0274(5) 0.0272(6) -0.0063(4) -0.0023(5) -0.0073(4) O1 0.092(6) 0.030(4) 0.028(4) -0.010(3) -0.003(4) -0.009(4) O2 0.102(6) 0.039(4) 0.031(5) -0.010(4) -0.008(4) -0.014(4) C1 0.047(6) 0.037(5) 0.023(5) -0.001(4) -0.001(4) -0.014(4) C2 0.052(6) 0.023(4) 0.021(5) 0.002(4) -0.012(4) -0.006(4) C3 0.058(6) 0.031(5) 0.035(6) -0.015(5) -0.009(5) -0.003(4) C4 0.046(6) 0.048(6) 0.033(6) -0.022(5) 0.006(5) -0.014(5) C5 0.058(6) 0.044(6) 0.029(6) -0.011(5) 0.001(5) -0.018(5) C6 0.050(6) 0.037(5) 0.028(6) -0.011(5) 0.004(4) -0.016(4) C7 0.116(11) 0.064(9) 0.038(8) -0.028(7) 0.011(8) -0.025(8) C8 0.204(18) 0.068(10) 0.048(10) -0.037(9) 0.019(11) -0.015(11) C9 0.061(7) 0.059(7) 0.018(5) 0.003(5) -0.007(5) -0.020(5) C10 0.068(7) 0.044(6) 0.029(6) -0.012(5) 0.003(5) -0.016(5) Sb1 0.0489(6) 0.0391(5) 0.0327(6) -0.0081(5) 0.0026(4) -0.0171(4) F1 0.131(6) 0.042(4) 0.077(6) -0.031(4) 0.012(5) -0.010(4) F2A 0.082(10) 0.063(7) 0.076(14) -0.024(8) 0.037(9) -0.045(7) F3A 0.105(15) 0.073(9) 0.054(10) -0.003(7) -0.021(8) -0.039(9) F2B 0.11(3) 0.073(16) 0.05(2) 0.009(15) 0.02(2) -0.023(16) F3B 0.044(16) 0.10(2) 0.18(6) -0.07(3) -0.03(2) -0.004(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 C3 1.886(11) . ? Se1 C1 1.888(9) . ? Se2 C4 1.894(9) . ? Se2 C1 1.898(10) . ? Se3 C2 1.893(9) . ? Se3 C5 1.918(10) . ? Se4 C2 1.889(9) . ? Se4 C6 1.910(10) . ? O1 C7 1.371(14) . ? O1 C3 1.380(11) . ? O2 C4 1.341(13) . ? O2 C8 1.411(14) . ? C1 C2 1.347(14) . ? C3 C4 1.321(13) . ? C5 C6 1.316(14) . ? C5 C9 1.516(14) . ? C6 C10 1.485(13) . ? C7 C8 1.381(17) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? Sb1 F3B 1.83(3) . ? Sb1 F3B 1.83(3) 2_575 ? Sb1 F1 1.865(6) 2_575 ? Sb1 F1 1.865(6) . ? Sb1 F2A 1.888(10) . ? Sb1 F2A 1.888(10) 2_575 ? Sb1 F3A 1.891(14) 2_575 ? Sb1 F3A 1.891(14) . ? Sb1 F2B 1.91(3) . ? Sb1 F2B 1.91(3) 2_575 ? 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 C3 Se1 C1 92.1(4) . . ? C4 Se2 C1 92.1(4) . . ? C2 Se3 C5 94.1(4) . . ? C2 Se4 C6 94.5(4) . . ? C7 O1 C3 110.9(8) . . ? C4 O2 C8 112.1(9) . . ? C2 C1 Se1 121.5(8) . . ? C2 C1 Se2 122.7(7) . . ? Se1 C1 Se2 115.8(5) . . ? C1 C2 Se4 123.4(7) . . ? C1 C2 Se3 123.0(7) . . ? Se4 C2 Se3 113.6(5) . . ? C4 C3 O1 124.1(10) . . ? C4 C3 Se1 120.5(8) . . ? O1 C3 Se1 115.3(7) . . ? C3 C4 O2 124.6(9) . . ? C3 C4 Se2 119.4(8) . . ? O2 C4 Se2 116.0(7) . . ? C6 C5 C9 128.2(10) . . ? C6 C5 Se3 119.0(8) . . ? C9 C5 Se3 112.9(7) . . ? C5 C6 C10 126.7(10) . . ? C5 C6 Se4 118.8(8) . . ? C10 C6 Se4 114.5(7) . . ? O1 C7 C8 120.8(12) . . ? O1 C7 H7A 107.1 . . ? C8 C7 H7A 107.1 . . ? O1 C7 H7B 107.1 . . ? C8 C7 H7B 107.1 . . ? H7A C7 H7B 106.8 . . ? C7 C8 O2 117.4(13) . . ? C7 C8 H8A 108.0 . . ? O2 C8 H8A 108.0 . . ? C7 C8 H8B 108.0 . . ? O2 C8 H8B 108.0 . . ? H8A C8 H8B 107.2 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? F3B Sb1 F3B 180(3) . 2_575 ? F3B Sb1 F1 101.9(11) . 2_575 ? F3B Sb1 F1 78.1(11) 2_575 2_575 ? F3B Sb1 F1 78.1(11) . . ? F3B Sb1 F1 101.9(11) 2_575 . ? F1 Sb1 F1 180.0(4) 2_575 . ? F1 Sb1 F2A 94.2(5) 2_575 . ? F1 Sb1 F2A 85.8(5) . . ? F1 Sb1 F2A 85.8(5) 2_575 2_575 ? F1 Sb1 F2A 94.2(5) . 2_575 ? F2A Sb1 F2A 180.0(14) . 2_575 ? F1 Sb1 F3A 94.3(7) 2_575 2_575 ? F1 Sb1 F3A 85.7(7) . 2_575 ? F2A Sb1 F3A 90.8(7) . 2_575 ? F2A Sb1 F3A 89.2(7) 2_575 2_575 ? F1 Sb1 F3A 85.7(7) 2_575 . ? F1 Sb1 F3A 94.3(7) . . ? F2A Sb1 F3A 89.2(7) . . ? F2A Sb1 F3A 90.8(7) 2_575 . ? F3A Sb1 F3A 180.0(11) 2_575 . ? F3B Sb1 F2B 88.1(18) . . ? F3B Sb1 F2B 91.9(18) 2_575 . ? F1 Sb1 F2B 83.2(11) 2_575 . ? F1 Sb1 F2B 96.8(11) . . ? F3B Sb1 F2B 91.9(18) . 2_575 ? F3B Sb1 F2B 88.1(18) 2_575 2_575 ? F1 Sb1 F2B 96.8(11) 2_575 2_575 ? F1 Sb1 F2B 83.2(11) . 2_575 ? F2B Sb1 F2B 180(2) . 2_575 ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.37 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.264 _refine_diff_density_min -1.292 _refine_diff_density_rms 0.268 data_DMEDO-TSeF _database_code_depnum_ccdc_archive 'CCDC 281659' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 O2 Se4' _chemical_formula_weight 478.02 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' 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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.958(4) _cell_length_b 8.285(2) _cell_length_c 11.867(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.478(6) _cell_angle_gamma 90.00 _cell_volume 1293.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _cell_measurement_reflns_used 1683 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 25.89 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 11.323 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.0703 _exptl_absorpt_correction_T_max 0.6013 _exptl_absorpt_process_details ; SADABS; Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _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 8.366 _diffrn_standards_number 58 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.0 _diffrn_reflns_number 9395 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.1083 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 28.48 _reflns_number_total 3223 _reflns_number_gt 2234 _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3223 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0790 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1405 _refine_ls_wR_factor_gt 0.1262 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.128 _refine_ls_shift/su_mean 0.003 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 0.48862(5) 0.03539(8) 0.73053(6) 0.0385(2) Uani 1 1 d . . . Se2 Se 0.44239(4) 0.25805(8) 0.49974(6) 0.0367(2) Uani 1 1 d . . . Se3 Se 0.23872(5) 0.02811(10) 0.69906(6) 0.0474(2) Uani 1 1 d . . . Se4 Se 0.18933(5) 0.24065(9) 0.45954(6) 0.0432(2) Uani 1 1 d . . . O1 O 0.0487(3) 0.1182(6) 0.7029(4) 0.0501(12) Uani 1 1 d . . . O2 O 0.0040(3) 0.3078(7) 0.4890(4) 0.0537(13) Uani 1 1 d . . . C1 C 0.7018(5) 0.0450(9) 0.7585(6) 0.0458(17) Uani 1 1 d . . . H1A H 0.7546 0.1133 0.7501 0.069 Uiso 1 1 calc R . . H1B H 0.7102 -0.0623 0.7327 0.069 Uiso 1 1 calc R . . H1C H 0.7057 0.0425 0.8408 0.069 Uiso 1 1 calc R . . C2 C 0.6554(5) 0.2621(8) 0.5336(6) 0.0433(17) Uani 1 1 d . . . H2A H 0.7199 0.2112 0.5720 0.065 Uiso 1 1 calc R . . H2B H 0.6624 0.3768 0.5447 0.065 Uiso 1 1 calc R . . H2C H 0.6327 0.2377 0.4497 0.065 Uiso 1 1 calc R . . C3 C 0.6000(4) 0.1100(8) 0.6832(5) 0.0358(14) Uani 1 1 d . . . C4 C 0.5802(4) 0.2011(8) 0.5867(5) 0.0337(13) Uani 1 1 d . . . C5 C 0.3898(4) 0.1459(7) 0.6060(5) 0.0310(12) Uani 1 1 d . . . C6 C 0.2894(4) 0.1411(8) 0.5910(5) 0.0355(14) Uani 1 1 d . . . C7 C 0.1125(4) 0.1372(9) 0.6379(5) 0.0387(15) Uani 1 1 d . . . C8 C 0.0912(4) 0.2246(8) 0.5387(6) 0.0398(16) Uani 1 1 d . . . C9 C -0.0406(8) 0.2067(18) 0.6522(10) 0.132(6) Uani 1 1 d . . . H9A H -0.0954 0.1287 0.6256 0.158 Uiso 1 1 calc R . . H9B H -0.0517 0.2671 0.7168 0.158 Uiso 1 1 calc R . . C10 C -0.0537(8) 0.3083(15) 0.5640(11) 0.115(5) Uani 1 1 d . . . H10A H -0.0471 0.4155 0.5987 0.138 Uiso 1 1 calc R . . H10B H -0.1239 0.2974 0.5130 0.138 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 0.0373(4) 0.0411(4) 0.0380(4) 0.0060(3) 0.0139(3) 0.0038(3) Se2 0.0342(3) 0.0412(5) 0.0356(4) 0.0040(3) 0.0128(3) 0.0016(2) Se3 0.0398(4) 0.0552(5) 0.0513(4) 0.0177(3) 0.0208(3) 0.0072(3) Se4 0.0372(4) 0.0585(5) 0.0351(4) 0.0072(3) 0.0137(3) 0.0065(3) O1 0.037(2) 0.066(4) 0.053(3) 0.006(2) 0.023(2) -0.001(2) O2 0.045(3) 0.065(4) 0.056(3) 0.012(3) 0.023(2) 0.014(2) C1 0.037(3) 0.047(5) 0.050(4) -0.001(3) 0.011(3) 0.006(3) C2 0.041(4) 0.046(5) 0.048(4) -0.004(3) 0.021(3) -0.001(3) C3 0.025(3) 0.042(4) 0.043(3) 0.001(3) 0.016(2) 0.002(2) C4 0.028(3) 0.037(4) 0.038(3) -0.003(3) 0.013(2) 0.000(2) C5 0.033(3) 0.026(4) 0.034(3) 0.002(2) 0.013(2) 0.003(2) C6 0.039(3) 0.035(4) 0.033(3) 0.005(3) 0.013(3) 0.004(3) C7 0.036(3) 0.044(4) 0.038(3) -0.002(3) 0.015(3) 0.003(3) C8 0.033(3) 0.049(5) 0.037(3) 0.005(3) 0.012(3) 0.005(3) C9 0.080(7) 0.224(16) 0.121(9) 0.080(9) 0.072(7) 0.094(8) C10 0.096(8) 0.143(11) 0.144(10) 0.088(9) 0.091(8) 0.078(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 Se1 C5 1.888(6) . ? Se1 C3 1.923(5) . ? Se2 C5 1.899(6) . ? Se2 C4 1.914(6) . ? Se3 C7 1.896(6) . ? Se3 C6 1.904(6) . ? Se4 C6 1.901(6) . ? Se4 C8 1.907(6) . ? O1 C7 1.368(7) . ? O1 C9 1.397(9) . ? O2 C8 1.351(7) . ? O2 C10 1.386(9) . ? C1 C3 1.504(8) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C4 1.481(8) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.322(8) . ? C5 C6 1.353(8) . ? C7 C8 1.329(9) . ? C9 C10 1.307(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 Se1 C3 93.8(2) . . ? C5 Se2 C4 93.6(2) . . ? C7 Se3 C6 90.8(3) . . ? C6 Se4 C8 91.0(2) . . ? C7 O1 C9 110.6(6) . . ? C8 O2 C10 110.6(6) . . ? C3 C1 H1A 109.5 . . ? C3 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C3 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 C1 127.0(5) . . ? C4 C3 Se1 118.7(4) . . ? C1 C3 Se1 114.1(4) . . ? C3 C4 C2 126.2(5) . . ? C3 C4 Se2 119.3(4) . . ? C2 C4 Se2 114.5(5) . . ? C6 C5 Se1 122.8(5) . . ? C6 C5 Se2 122.7(4) . . ? Se1 C5 Se2 114.4(3) . . ? C5 C6 Se4 122.7(5) . . ? C5 C6 Se3 121.8(4) . . ? Se4 C6 Se3 115.4(3) . . ? C8 C7 O1 124.5(5) . . ? C8 C7 Se3 120.3(4) . . ? O1 C7 Se3 115.2(4) . . ? C7 C8 O2 124.6(6) . . ? C7 C8 Se4 119.3(5) . . ? O2 C8 Se4 116.1(4) . . ? C10 C9 O1 123.3(8) . . ? C10 C9 H9A 106.5 . . ? O1 C9 H9A 106.5 . . ? C10 C9 H9B 106.5 . . ? O1 C9 H9B 106.5 . . ? H9A C9 H9B 106.5 . . ? C9 C10 O2 123.8(8) . . ? C9 C10 H10A 106.4 . . ? O2 C10 H10A 106.4 . . ? C9 C10 H10B 106.4 . . ? O2 C10 H10B 106.4 . . ? H10A C10 H10B 106.4 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.48 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.718 _refine_diff_density_min -0.792 _refine_diff_density_rms 0.169 data_(DMEDO-TSeF)2PF6 _database_code_depnum_ccdc_archive 'CCDC 281660' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 F6 O4 P Se8' _chemical_formula_weight 1101.01 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' 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 7.302(3) _cell_length_b 7.977(3) _cell_length_c 13.500(6) _cell_angle_alpha 73.739(10) _cell_angle_beta 79.794(8) _cell_angle_gamma 79.329(10) _cell_volume 735.2(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293 _cell_measurement_reflns_used 1368 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 26.57 _exptl_crystal_description rod _exptl_crystal_colour black _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 513 _exptl_absorpt_coefficient_mu 10.062 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.2382 _exptl_absorpt_correction_T_max 0.8241 _exptl_absorpt_process_details ; XPREP; Bruker AXS 2000 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _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 8.366 _diffrn_standards_number 46 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.0 _diffrn_reflns_number 5474 _diffrn_reflns_av_R_equivalents 0.0935 _diffrn_reflns_av_sigmaI/netI 0.1047 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 28.38 _reflns_number_total 3607 _reflns_number_gt 2086 _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^)+(0.0549P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3607 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0867 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.1305 _refine_ls_wR_factor_gt 0.1176 _refine_ls_goodness_of_fit_ref 0.847 _refine_ls_restrained_S_all 0.847 _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 0.32837(10) 0.19638(9) 0.43387(6) 0.0425(2) Uani 1 1 d . . . Se2 Se 0.29371(10) 0.58755(9) 0.28436(6) 0.0451(2) Uani 1 1 d . . . Se3 Se 0.23706(10) 0.35732(8) 0.64270(6) 0.0422(2) Uani 1 1 d . . . Se4 Se 0.20628(9) 0.74714(8) 0.50037(6) 0.0393(2) Uani 1 1 d . . . O1 O 0.4023(8) 0.0782(7) 0.2566(5) 0.0650(16) Uani 1 1 d . . . O2 O 0.3787(8) 0.4313(8) 0.1204(4) 0.0635(15) Uani 1 1 d . . . C1 C 0.2865(8) 0.4412(8) 0.4216(5) 0.0348(15) Uani 1 1 d . . . C2 C 0.2510(8) 0.5054(7) 0.5060(6) 0.0352(15) Uani 1 1 d . . . C3 C 0.3628(9) 0.2291(10) 0.2891(6) 0.0444(17) Uani 1 1 d . . . C4 C 0.3509(10) 0.3895(10) 0.2267(6) 0.0467(18) Uani 1 1 d . . . C5 C 0.1818(9) 0.5478(9) 0.7050(6) 0.0387(16) Uani 1 1 d . . . C6 C 0.1696(8) 0.7120(9) 0.6462(5) 0.0357(15) Uani 1 1 d . . . C7 C 0.4299(19) 0.1136(17) 0.1479(9) 0.118(5) Uani 1 1 d . . . H7A H 0.5522 0.0506 0.1288 0.141 Uiso 1 1 calc R . . H7B H 0.3376 0.0590 0.1290 0.141 Uiso 1 1 calc R . . C8 C 0.423(2) 0.2744(17) 0.0870(9) 0.152(6) Uani 1 1 d . . . H8A H 0.3348 0.2834 0.0393 0.182 Uiso 1 1 calc R . . H8B H 0.5458 0.2798 0.0453 0.182 Uiso 1 1 calc R . . C9 C 0.1584(10) 0.4916(9) 0.8239(6) 0.0482(18) Uani 1 1 d . . . H9A H 0.0499 0.4322 0.8494 0.072 Uiso 1 1 calc R . . H9B H 0.1424 0.5940 0.8503 0.072 Uiso 1 1 calc R . . H9C H 0.2682 0.4133 0.8466 0.072 Uiso 1 1 calc R . . C10 C 0.1261(10) 0.8761(9) 0.6843(6) 0.0457(17) Uani 1 1 d . . . H10A H 0.0921 0.8453 0.7585 0.069 Uiso 1 1 calc R . . H10B H 0.0235 0.9527 0.6521 0.069 Uiso 1 1 calc R . . H10C H 0.2349 0.9355 0.6669 0.069 Uiso 1 1 calc R . . P1 P 0.0000 1.0000 0.0000 0.0539(8) Uani 1 2 d S . . F1 F 0.0400(9) 0.8194(7) -0.0308(5) 0.105(2) Uani 1 1 d . A . F2A F 0.2050(19) 1.050(3) -0.029(2) 0.096(11) Uani 0.55(5) 1 d P A 1 F3A F 0.039(6) 0.907(2) 0.1156(14) 0.132(18) Uani 0.55(5) 1 d P A 1 F2B F 0.176(4) 0.916(4) 0.051(3) 0.125(17) Uani 0.45(5) 1 d P A 2 F3B F 0.125(6) 1.067(3) -0.103(3) 0.125(18) Uani 0.45(5) 1 d P 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 Se1 0.0495(4) 0.0364(4) 0.0419(5) -0.0112(3) -0.0043(3) -0.0071(3) Se2 0.0493(4) 0.0428(4) 0.0397(5) -0.0045(4) -0.0056(3) -0.0077(3) Se3 0.0542(4) 0.0316(4) 0.0389(4) -0.0050(3) -0.0069(3) -0.0074(3) Se4 0.0474(4) 0.0316(3) 0.0372(4) -0.0054(3) -0.0065(3) -0.0053(3) O1 0.083(4) 0.058(3) 0.063(4) -0.034(3) 0.000(3) -0.014(3) O2 0.075(4) 0.076(4) 0.038(3) -0.013(3) -0.001(3) -0.015(3) C1 0.035(3) 0.038(4) 0.028(4) -0.003(3) -0.003(3) -0.005(3) C2 0.033(3) 0.022(3) 0.047(4) -0.004(3) -0.003(3) -0.003(2) C3 0.046(4) 0.059(5) 0.034(4) -0.022(4) 0.001(3) -0.013(3) C4 0.045(4) 0.052(4) 0.045(5) -0.017(4) 0.001(4) -0.012(3) C5 0.036(3) 0.041(4) 0.046(5) -0.017(4) -0.006(3) -0.010(3) C6 0.028(3) 0.042(4) 0.040(4) -0.012(3) -0.006(3) -0.008(3) C7 0.188(13) 0.108(10) 0.058(8) -0.052(8) -0.005(8) 0.013(9) C8 0.32(2) 0.098(10) 0.053(8) -0.045(8) 0.001(10) -0.047(11) C9 0.056(4) 0.042(4) 0.043(5) -0.005(4) -0.007(4) -0.006(3) C10 0.056(4) 0.037(4) 0.044(5) -0.015(3) -0.002(3) -0.002(3) P1 0.066(2) 0.0499(17) 0.0499(19) -0.0209(16) 0.0010(16) -0.0146(15) F1 0.158(6) 0.068(3) 0.098(5) -0.048(4) 0.013(4) -0.023(3) F2A 0.068(8) 0.102(13) 0.14(2) -0.070(15) 0.018(10) -0.030(8) F3A 0.27(5) 0.088(11) 0.048(13) -0.001(9) -0.06(2) -0.034(19) F2B 0.14(2) 0.14(3) 0.11(3) -0.06(3) -0.06(2) 0.038(19) F3B 0.16(3) 0.108(14) 0.11(3) -0.033(15) 0.05(3) -0.066(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 Se1 C3 1.875(7) . ? Se1 C1 1.885(6) . ? Se2 C1 1.891(6) . ? Se2 C4 1.899(8) . ? Se3 C5 1.883(7) . ? Se3 C2 1.889(7) . ? Se4 C2 1.877(6) . ? Se4 C6 1.886(7) . ? O1 C3 1.359(8) . ? O1 C7 1.400(12) . ? O2 C4 1.366(9) . ? O2 C8 1.410(12) . ? C1 C2 1.342(9) . ? C3 C4 1.317(10) . ? C5 C6 1.324(9) . ? C5 C9 1.528(10) . ? C6 C10 1.499(9) . ? C7 C8 1.313(15) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? P1 F2B 1.517(18) . ? P1 F2B 1.517(18) 2_575 ? P1 F3B 1.543(18) 2_575 ? P1 F3B 1.543(18) . ? P1 F1 1.571(5) 2_575 ? P1 F1 1.571(5) . ? P1 F2A 1.575(12) . ? P1 F2A 1.575(12) 2_575 ? P1 F3A 1.581(13) . ? P1 F3A 1.581(13) 2_575 ? 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 C3 Se1 C1 92.4(3) . . ? C1 Se2 C4 91.9(3) . . ? C5 Se3 C2 93.5(3) . . ? C2 Se4 C6 94.5(3) . . ? C3 O1 C7 111.6(7) . . ? C4 O2 C8 109.1(7) . . ? C2 C1 Se1 121.3(5) . . ? C2 C1 Se2 122.8(5) . . ? Se1 C1 Se2 115.9(4) . . ? C1 C2 Se4 123.8(5) . . ? C1 C2 Se3 122.3(5) . . ? Se4 C2 Se3 113.9(4) . . ? C4 C3 O1 124.7(7) . . ? C4 C3 Se1 120.2(6) . . ? O1 C3 Se1 115.1(5) . . ? C3 C4 O2 126.1(7) . . ? C3 C4 Se2 119.6(6) . . ? O2 C4 Se2 114.3(5) . . ? C6 C5 C9 126.1(6) . . ? C6 C5 Se3 120.1(6) . . ? C9 C5 Se3 113.8(5) . . ? C5 C6 C10 126.1(7) . . ? C5 C6 Se4 118.1(5) . . ? C10 C6 Se4 115.8(5) . . ? C8 C7 O1 122.8(11) . . ? C8 C7 H7A 106.6 . . ? O1 C7 H7A 106.6 . . ? C8 C7 H7B 106.6 . . ? O1 C7 H7B 106.6 . . ? H7A C7 H7B 106.6 . . ? C7 C8 O2 125.6(10) . . ? C7 C8 H8A 105.9 . . ? O2 C8 H8A 105.9 . . ? C7 C8 H8B 105.9 . . ? O2 C8 H8B 105.9 . . ? H8A C8 H8B 106.2 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? F2B P1 F2B 180.000(2) . 2_575 ? F2B P1 F3B 90.8(10) . 2_575 ? F2B P1 F3B 89.2(10) 2_575 2_575 ? F2B P1 F3B 89.2(10) . . ? F2B P1 F3B 90.8(10) 2_575 . ? F3B P1 F3B 180.000(7) 2_575 . ? F2B P1 F1 100.2(9) . 2_575 ? F2B P1 F1 79.8(9) 2_575 2_575 ? F3B P1 F1 84.7(8) 2_575 2_575 ? F3B P1 F1 95.3(8) . 2_575 ? F2B P1 F1 79.8(9) . . ? F2B P1 F1 100.2(9) 2_575 . ? F3B P1 F1 95.3(8) 2_575 . ? F3B P1 F1 84.7(8) . . ? F1 P1 F1 180.0(4) 2_575 . ? F1 P1 F2A 81.3(6) 2_575 . ? F1 P1 F2A 98.7(6) . . ? F1 P1 F2A 98.7(6) 2_575 2_575 ? F1 P1 F2A 81.3(6) . 2_575 ? F2A P1 F2A 180.000(1) . 2_575 ? F1 P1 F3A 87.8(7) 2_575 . ? F1 P1 F3A 92.2(7) . . ? F2A P1 F3A 90.0(9) . . ? F2A P1 F3A 90.0(9) 2_575 . ? F1 P1 F3A 92.2(7) 2_575 2_575 ? F1 P1 F3A 87.8(7) . 2_575 ? F2A P1 F3A 90.0(9) . 2_575 ? F2A P1 F3A 90.0(9) 2_575 2_575 ? F3A P1 F3A 180.000(5) . 2_575 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 28.38 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.030 _refine_diff_density_min -0.829 _refine_diff_density_rms 0.179 data_(DMEDO-TSeF)2AsF6 _database_code_depnum_ccdc_archive 'CCDC 281661' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H20 As F6 O4 Se8' _chemical_formula_weight 1144.96 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' As As 0.0499 2.0058 '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 7.269(3) _cell_length_b 7.632(3) _cell_length_c 14.345(6) _cell_angle_alpha 78.664(8) _cell_angle_beta 86.234(8) _cell_angle_gamma 69.542(7) _cell_volume 731.1(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293 _cell_measurement_reflns_used 1471 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 26.98 _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.601 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 531 _exptl_absorpt_coefficient_mu 11.187 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.0714 _exptl_absorpt_correction_T_max 0.8072 _exptl_absorpt_process_details ; SADABS; Sheldrick 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _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 8.366 _diffrn_standards_number 43 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 2.0 _diffrn_reflns_number 4486 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 28.33 _reflns_number_total 3177 _reflns_number_gt 2052 _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^)+(0.1294P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3177 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0963 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.1986 _refine_ls_wR_factor_gt 0.1872 _refine_ls_goodness_of_fit_ref 0.942 _refine_ls_restrained_S_all 0.942 _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 0.36446(15) 0.18676(13) 0.40406(7) 0.0408(3) Uani 1 1 d . . . Se2 Se 0.22382(15) 0.62243(13) 0.30053(7) 0.0402(3) Uani 1 1 d . . . Se3 Se 0.30808(15) 0.31864(13) 0.61576(7) 0.0401(3) Uani 1 1 d . . . Se4 Se 0.16531(14) 0.75050(12) 0.51748(7) 0.0379(3) Uani 1 1 d . . . O1 O 0.4243(13) 0.0959(11) 0.2254(6) 0.062(2) Uani 1 1 d . . . O2 O 0.3054(13) 0.4866(11) 0.1326(5) 0.062(2) Uani 1 1 d . . . C1 C 0.2781(13) 0.4442(12) 0.4162(7) 0.033(2) Uani 1 1 d . . . C2 C 0.2513(13) 0.4966(11) 0.5009(7) 0.033(2) Uani 1 1 d . . . C3 C 0.3649(15) 0.2471(13) 0.2702(7) 0.042(2) Uani 1 1 d . . . C4 C 0.3081(16) 0.4278(14) 0.2269(7) 0.045(2) Uani 1 1 d . . . C5 C 0.2357(14) 0.5066(14) 0.6930(7) 0.037(2) Uani 1 1 d . . . C6 C 0.1732(13) 0.6874(13) 0.6513(7) 0.037(2) Uani 1 1 d . . . C7 C 0.422(3) 0.154(2) 0.1281(10) 0.106(6) Uani 1 1 d . . . H7A H 0.5582 0.1137 0.1077 0.128 Uiso 1 1 calc R . . H7B H 0.3606 0.0801 0.1018 0.128 Uiso 1 1 calc R . . C8 C 0.341(4) 0.330(2) 0.0864(10) 0.140(9) Uani 1 1 d . . . H8A H 0.2150 0.3408 0.0624 0.168 Uiso 1 1 calc R . . H8B H 0.4207 0.3503 0.0312 0.168 Uiso 1 1 calc R . . C9 C 0.2493(18) 0.4282(15) 0.7987(7) 0.052(3) Uani 1 1 d . . . H9A H 0.1978 0.5312 0.8329 0.078 Uiso 1 1 calc R . . H9B H 0.3842 0.3589 0.8163 0.078 Uiso 1 1 calc R . . H9C H 0.1747 0.3445 0.8140 0.078 Uiso 1 1 calc R . . C10 C 0.1038(17) 0.8585(15) 0.7006(8) 0.047(3) Uani 1 1 d . . . H10A H -0.0331 0.9268 0.6875 0.071 Uiso 1 1 calc R . . H10B H 0.1776 0.9408 0.6775 0.071 Uiso 1 1 calc R . . H10C H 0.1232 0.8159 0.7680 0.071 Uiso 1 1 calc R . . As1 As 1.0000 1.0000 0.0000 0.0533(5) Uani 1 2 d S . . F1 F 1.0914(15) 0.7884(11) -0.0398(6) 0.098(3) Uani 1 1 d . A . F2A F 0.829(6) 0.913(4) 0.047(2) 0.106(14) Uani 0.51(5) 1 d P A 1 F3A F 1.137(5) 0.913(3) 0.099(2) 0.097(13) Uani 0.51(5) 1 d P A 1 F2B F 0.764(3) 1.043(6) -0.020(4) 0.14(3) Uani 0.49(5) 1 d P A 2 F3B F 0.977(8) 0.901(3) 0.1172(15) 0.14(2) Uani 0.49(5) 1 d P 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 Se1 0.0502(6) 0.0312(5) 0.0395(6) -0.0093(4) -0.0015(4) -0.0103(4) Se2 0.0486(6) 0.0330(5) 0.0349(6) -0.0059(4) -0.0020(4) -0.0089(4) Se3 0.0526(6) 0.0311(5) 0.0341(6) -0.0037(4) -0.0003(4) -0.0126(4) Se4 0.0479(6) 0.0294(5) 0.0342(5) -0.0073(4) -0.0004(4) -0.0099(4) O1 0.086(6) 0.049(4) 0.053(5) -0.028(4) -0.005(4) -0.014(4) O2 0.094(6) 0.056(5) 0.035(4) -0.013(4) -0.004(4) -0.022(4) C1 0.037(5) 0.026(4) 0.034(5) -0.008(4) -0.002(4) -0.008(4) C2 0.046(5) 0.016(4) 0.035(5) 0.002(4) -0.005(4) -0.009(4) C3 0.054(6) 0.033(5) 0.032(5) -0.009(4) -0.007(4) -0.004(4) C4 0.059(6) 0.039(6) 0.038(6) -0.012(5) 0.000(5) -0.015(5) C5 0.047(5) 0.042(5) 0.027(5) -0.010(4) 0.002(4) -0.020(4) C6 0.038(5) 0.036(5) 0.036(5) -0.010(4) -0.003(4) -0.007(4) C7 0.182(18) 0.074(11) 0.052(9) -0.023(8) -0.020(10) -0.019(11) C8 0.29(3) 0.081(12) 0.038(9) -0.025(9) 0.014(12) -0.049(15) C9 0.080(8) 0.040(6) 0.030(5) 0.005(5) -0.012(5) -0.017(5) C10 0.058(6) 0.046(6) 0.040(6) -0.017(5) -0.007(5) -0.015(5) As1 0.0711(12) 0.0503(9) 0.0438(9) -0.0132(8) 0.0054(8) -0.0260(8) F1 0.146(8) 0.060(5) 0.080(6) -0.027(4) -0.001(5) -0.019(5) F2A 0.17(3) 0.086(16) 0.09(2) -0.028(14) 0.055(19) -0.076(17) F3A 0.12(2) 0.070(12) 0.08(2) -0.028(11) -0.025(17) 0.001(12) F2B 0.057(12) 0.17(4) 0.22(5) -0.17(4) 0.009(17) -0.019(15) F3B 0.24(5) 0.101(16) 0.043(12) -0.005(11) 0.03(2) -0.04(2) _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 C1 1.882(9) . ? Se1 C3 1.885(10) . ? Se2 C1 1.892(9) . ? Se2 C4 1.896(10) . ? Se3 C2 1.883(8) . ? Se3 C5 1.893(9) . ? Se4 C2 1.875(8) . ? Se4 C6 1.884(10) . ? O1 C3 1.355(11) . ? O1 C7 1.378(16) . ? O2 C4 1.339(12) . ? O2 C8 1.416(16) . ? C1 C2 1.335(14) . ? C3 C4 1.325(13) . ? C5 C6 1.319(13) . ? C5 C9 1.513(13) . ? C6 C10 1.523(14) . ? C7 C8 1.302(19) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? As1 F2A 1.65(2) 2_775 ? As1 F2A 1.65(2) . ? As1 F2B 1.664(18) 2_775 ? As1 F2B 1.664(18) . ? As1 F3A 1.672(19) . ? As1 F3A 1.672(19) 2_775 ? As1 F1 1.714(8) 2_775 ? As1 F1 1.714(8) . ? As1 F3B 1.73(2) . ? As1 F3B 1.73(2) 2_775 ? 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 C1 Se1 C3 92.8(4) . . ? C1 Se2 C4 92.4(4) . . ? C2 Se3 C5 94.2(4) . . ? C2 Se4 C6 94.2(4) . . ? C3 O1 C7 111.2(9) . . ? C4 O2 C8 109.8(9) . . ? C2 C1 Se1 121.9(7) . . ? C2 C1 Se2 122.6(7) . . ? Se1 C1 Se2 115.5(5) . . ? C1 C2 Se4 123.9(7) . . ? C1 C2 Se3 122.4(7) . . ? Se4 C2 Se3 113.7(5) . . ? C4 C3 O1 125.0(9) . . ? C4 C3 Se1 119.6(8) . . ? O1 C3 Se1 115.4(7) . . ? C3 C4 O2 124.7(10) . . ? C3 C4 Se2 119.5(8) . . ? O2 C4 Se2 115.8(7) . . ? C6 C5 C9 127.1(9) . . ? C6 C5 Se3 118.5(7) . . ? C9 C5 Se3 114.3(7) . . ? C5 C6 C10 126.4(9) . . ? C5 C6 Se4 119.4(7) . . ? C10 C6 Se4 114.2(6) . . ? C8 C7 O1 122.8(14) . . ? C8 C7 H7A 106.6 . . ? O1 C7 H7A 106.6 . . ? C8 C7 H7B 106.6 . . ? O1 C7 H7B 106.6 . . ? H7A C7 H7B 106.6 . . ? C7 C8 O2 123.4(14) . . ? C7 C8 H8A 106.5 . . ? O2 C8 H8A 106.5 . . ? C7 C8 H8B 106.5 . . ? O2 C8 H8B 106.5 . . ? H8A C8 H8B 106.5 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? F2A As1 F2A 180.0(19) 2_775 . ? F2B As1 F2B 180.000(1) 2_775 . ? F2A As1 F3A 87.3(12) 2_775 . ? F2A As1 F3A 92.7(12) . . ? F2A As1 F3A 92.7(12) 2_775 2_775 ? F2A As1 F3A 87.3(12) . 2_775 ? F3A As1 F3A 180.0(15) . 2_775 ? F2A As1 F1 82.9(9) 2_775 2_775 ? F2A As1 F1 97.1(9) . 2_775 ? F2B As1 F1 97.0(9) 2_775 2_775 ? F2B As1 F1 83.0(9) . 2_775 ? F3A As1 F1 87.1(7) . 2_775 ? F3A As1 F1 92.9(7) 2_775 2_775 ? F2A As1 F1 97.1(9) 2_775 . ? F2A As1 F1 82.9(9) . . ? F2B As1 F1 83.0(9) 2_775 . ? F2B As1 F1 97.0(9) . . ? F3A As1 F1 92.9(7) . . ? F3A As1 F1 87.1(7) 2_775 . ? F1 As1 F1 180.0(5) 2_775 . ? F2B As1 F3B 88.9(16) 2_775 . ? F2B As1 F3B 91.1(16) . . ? F1 As1 F3B 84.2(9) 2_775 . ? F1 As1 F3B 95.8(9) . . ? F2B As1 F3B 91.1(16) 2_775 2_775 ? F2B As1 F3B 88.9(16) . 2_775 ? F1 As1 F3B 95.8(9) 2_775 2_775 ? F1 As1 F3B 84.2(9) . 2_775 ? F3B As1 F3B 180.0(19) . 2_775 ? _diffrn_measured_fraction_theta_max 0.871 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.871 _refine_diff_density_max 3.038 _refine_diff_density_min -0.955 _refine_diff_density_rms 0.312