# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 1145/240 data_global _publ_requested_journal ' JOURNAL OF MATERIALS CHEMISTRY' _publ_contact_author ; Tadashi Sugawara Department of Basic Science, Graduate School of Arts and Scienec, The University of Tokyo, 3-8-1, Komaba, Meguro, Tokyo 153-8902, Japan ; _publ_contact_author_email ' suga@pentacle.c.u-tokyo.ac.jp ' _publ_section_title ; One-Dimensional Double Chain Composed of Carbamoylmethylthio-Substituted TTF-Based Donor in Ion Radical Salt (Papaer ref: B004557H) ; _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (1998). teXsan. Single Crystal Structure Analysis Software. Version 1.9. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; data_1 #------------------------------------------------------------------------------ _audit_creation_date 'Mon May 30 13:33:33 2000' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 516.50 _chemical_formula_analytical 'C11 H11 B F4 N O S8' _chemical_formula_sum 'C11 H11 B F4 N O S8' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 20.944(5) _cell_length_b 9.861(2) _cell_length_c 9.404(2) _cell_angle_alpha 90 _cell_angle_beta 95.61(2) _cell_angle_gamma 90 _cell_volume 1932.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 4.00 _cell_measurement_theta_max 15.00 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/a 1' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z _exptl_crystal_description 'block' _exptl_crystal_colour 'black' _exptl_crystal_size_max .6 _exptl_crystal_size_mid .6 _exptl_crystal_size_min .1 _exptl_crystal_density_diffrn 1.775 _exptl_crystal_density_meas 'not measured' _exptl_absorpt_coefficient_mu 4.066 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 296.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'four-cycle' _diffrn_measurement_device_type 'Rigaku AFC5S' _diffrn_measurement_method '2theta-omega' _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 5106 _reflns_number_observed 3210 _reflns_number_total 4945 _reflns_observed_criterion >3.0sigma(I) _diffrn_reflns_av_R_equivalents 0.003 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -2 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'O' 'O' 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'N' 'N' 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'S' 'S' 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'F' 'F' 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'B' 'B' 0.001 0.001 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.21353(8) -0.2836(2) 1.1827(2) 0.0964(6) Uani 1.00 d . . . S2 S 0.09565(8) -0.5076(1) 1.0317(2) 0.0679(4) Uani 1.00 d . . . S3 S 0.13553(6) -0.0765(1) 1.0256(1) 0.0575(3) Uani 1.00 d . . . S4 S 0.04008(6) -0.2623(1) 0.8925(1) 0.0504(3) Uani 1.00 d . . . S5 S 0.06337(6) 0.1736(1) 0.8555(1) 0.0521(3) Uani 1.00 d . . . S6 S -0.03098(6) -0.0149(1) 0.7208(1) 0.0573(3) Uani 1.00 d . . . S7 S 0.00526(7) 0.4133(1) 0.6868(1) 0.0610(4) Uani 1.00 d . . . S8 S -0.09395(8) 0.2006(1) 0.5271(2) 0.0865(5) Uani 1.00 d . . . F1 F 0.2308(3) -0.3781(7) 0.5799(6) 0.153(2) Uani 1.00 d . . . F2 F 0.2008(3) -0.2649(6) 0.7623(6) 0.145(2) Uani 1.00 d . . . F3 F 0.2294(3) -0.4819(5) 0.7869(7) 0.140(2) Uani 1.00 d . . . F4 F 0.3049(2) -0.3344(5) 0.7547(6) 0.131(2) Uani 1.00 d . . . O1 O 0.0638(3) 0.2955(5) 0.4343(5) 0.101(2) Uani 1.00 d . . . N1 N 0.1667(3) 0.3238(7) 0.5279(7) 0.102(2) Uani 1.00 d . . . C1 C 0.2023(6) -0.4566(9) 1.218(1) 0.171(4) Uani 1.00 d . . . C2 C 0.1692(8) -0.5367(10) 1.132(2) 0.242(7) Uani 1.00 d . . . C3 C 0.1459(2) -0.2462(5) 1.0684(5) 0.057(1) Uani 1.00 d . . . C4 C 0.1002(2) -0.3340(4) 1.0077(4) 0.050(1) Uani 1.00 d . . . C5 C 0.0676(2) -0.0981(4) 0.9097(5) 0.049(1) Uani 1.00 d . . . C6 C 0.0366(2) 0.0091(4) 0.8380(5) 0.049(1) Uani 1.00 d . . . C7 C 0.0068(2) 0.2404(4) 0.7250(5) 0.049(1) Uani 1.00 d . . . C8 C -0.0361(2) 0.1516(4) 0.6621(5) 0.054(1) Uani 1.00 d . . . C9 C -0.1370(3) 0.0478(7) 0.4838(8) 0.095(2) Uani 1.00 d . . . C10 C 0.0840(3) 0.4407(5) 0.6351(6) 0.065(1) Uani 1.00 d . . . C11 C 0.1031(3) 0.3472(6) 0.5218(6) 0.071(2) Uani 1.00 d . . . B1 B 0.2408(3) -0.3639(7) 0.7248(8) 0.066(2) Uani 1.00 d . . . H1 H -0.1554 0.0172 0.5683 0.1107 Uiso 1.00 calc . . . H2 H -0.1086 -0.0182 0.4559 0.1107 Uiso 1.00 calc . . . H3 H -0.1701 0.0653 0.4115 0.1107 Uiso 1.00 calc . . . H6 H 0.1938 0.3585 0.6033 0.1274 Uiso 1.00 calc . . . H7 H 0.1822 0.2697 0.4548 0.1274 Uiso 1.00 calc . . . H8 H 0.0892 0.5282 0.6232 0.1501 Uiso 1.00 calc . . . H9 H 0.1115 0.4133 0.7295 0.1501 Uiso 1.00 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.082(1) 0.083(1) 0.113(1) 0.0033(9) -0.0453(10) 0.0204(10) S2 0.0949(10) 0.0361(6) 0.0712(8) 0.0055(6) 0.0012(7) 0.0101(5) S3 0.0544(6) 0.0434(6) 0.0707(8) -0.0082(5) -0.0139(5) 0.0040(5) S4 0.0587(6) 0.0314(5) 0.0581(6) -0.0050(4) -0.0104(5) 0.0043(4) S5 0.0555(6) 0.0323(5) 0.0653(7) -0.0081(4) -0.0105(5) 0.0047(5) S6 0.0626(7) 0.0329(5) 0.0714(8) -0.0076(5) -0.0190(6) 0.0032(5) S7 0.0700(8) 0.0308(5) 0.0789(8) 0.0018(5) -0.0102(6) 0.0025(5) S8 0.0879(10) 0.0480(7) 0.112(1) -0.0056(7) -0.0497(9) 0.0146(7) F1 0.144(4) 0.200(7) 0.113(4) 0.024(4) -0.005(3) -0.017(4) F2 0.154(4) 0.137(5) 0.145(4) 0.062(4) 0.023(3) 0.004(3) F3 0.127(4) 0.091(3) 0.195(5) -0.033(3) -0.024(4) 0.044(3) F4 0.094(3) 0.115(4) 0.179(5) -0.025(3) -0.015(3) 0.019(3) O1 0.123(4) 0.085(3) 0.095(3) -0.027(3) 0.006(3) -0.031(3) N1 0.093(4) 0.106(5) 0.106(4) -0.005(3) 0.014(3) -0.018(4) C1 0.20(1) 0.081(6) 0.20(1) 0.014(6) -0.120(9) 0.039(6) C2 0.28(2) 0.077(6) 0.32(2) 0.028(8) -0.23(2) 0.027(8) C3 0.060(3) 0.052(3) 0.058(3) 0.007(2) -0.005(2) 0.010(2) C4 0.063(3) 0.038(2) 0.048(2) 0.006(2) -0.002(2) 0.007(2) C5 0.051(2) 0.035(2) 0.058(2) -0.003(2) -0.007(2) 0.002(2) C6 0.054(2) 0.033(2) 0.058(2) -0.005(2) -0.007(2) 0.004(2) C7 0.055(2) 0.033(2) 0.058(2) -0.002(2) -0.005(2) 0.005(2) C8 0.056(2) 0.036(2) 0.066(3) 0.001(2) -0.010(2) 0.002(2) C9 0.084(4) 0.073(4) 0.117(5) -0.018(3) -0.040(4) 0.014(4) C10 0.084(3) 0.041(2) 0.067(3) -0.014(2) 0.003(2) 0.000(2) C11 0.101(4) 0.049(3) 0.063(3) -0.026(3) 0.006(3) 0.002(2) B1 0.062(3) 0.053(3) 0.083(4) -0.008(3) -0.001(3) 0.005(3) #------------------------------------------------------------------------------ _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00207|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2945 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0557 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0884 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.695 _refine_ls_shift/esd_max 0.0003 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.32 _refine_diff_density_max 0.79 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C3 1.732(5) 1_555 1_555 yes S1 C1 1.758(9) 1_555 1_555 yes S2 C4 1.731(4) 1_555 1_555 yes S2 C2 1.75(1) 1_555 1_555 yes S3 C3 1.730(5) 1_555 1_555 yes S3 C5 1.718(4) 1_555 1_555 yes S4 C4 1.730(4) 1_555 1_555 yes S4 C5 1.722(4) 1_555 1_555 yes S5 C6 1.719(4) 1_555 1_555 yes S5 C7 1.749(4) 1_555 1_555 yes S6 C6 1.723(4) 1_555 1_555 yes S6 C8 1.732(4) 1_555 1_555 yes S7 C7 1.742(4) 1_555 1_555 yes S7 C10 1.785(6) 1_555 1_555 yes S8 C8 1.736(4) 1_555 1_555 yes S8 C9 1.781(6) 1_555 1_555 yes F1 B1 1.365(9) 1_555 1_555 yes F2 B1 1.355(8) 1_555 1_555 yes F3 B1 1.333(7) 1_555 1_555 yes F4 B1 1.376(7) 1_555 1_555 yes O1 C11 1.217(7) 1_555 1_555 yes N1 C11 1.348(9) 1_555 1_555 yes C3 C4 1.373(7) 1_555 1_555 yes C5 C6 1.382(6) 1_555 1_555 yes C7 C8 1.349(6) 1_555 1_555 yes C10 C11 1.492(8) 1_555 1_555 yes C1 C2 1.28(1) 1_555 1_555 yes #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 S1 C1 102.0(4) 1_555 1_555 1_555 yes C4 S2 C2 100.1(4) 1_555 1_555 1_555 yes C3 S3 C5 96.0(2) 1_555 1_555 1_555 yes C4 S4 C5 96.2(2) 1_555 1_555 1_555 yes C6 S5 C7 95.5(2) 1_555 1_555 1_555 yes C6 S6 C8 95.4(2) 1_555 1_555 1_555 yes C7 S7 C10 101.8(2) 1_555 1_555 1_555 yes C8 S8 C9 103.5(3) 1_555 1_555 1_555 yes S1 C3 S3 115.2(3) 1_555 1_555 1_555 yes S1 C3 C4 128.2(4) 1_555 1_555 1_555 yes S3 C3 C4 116.5(3) 1_555 1_555 1_555 yes S2 C4 S4 116.1(3) 1_555 1_555 1_555 yes S2 C4 C3 127.9(3) 1_555 1_555 1_555 yes S4 C4 C3 116.0(3) 1_555 1_555 1_555 yes S3 C5 S4 115.2(2) 1_555 1_555 1_555 yes S3 C5 C6 122.4(3) 1_555 1_555 1_555 yes S4 C5 C6 122.4(3) 1_555 1_555 1_555 yes S5 C6 S6 115.5(2) 1_555 1_555 1_555 yes S5 C6 C5 122.8(3) 1_555 1_555 1_555 yes S6 C6 C5 121.7(3) 1_555 1_555 1_555 yes S5 C7 S7 120.7(2) 1_555 1_555 1_555 yes S5 C7 C8 116.1(3) 1_555 1_555 1_555 yes S7 C7 C8 123.1(3) 1_555 1_555 1_555 yes S6 C8 S8 120.9(3) 1_555 1_555 1_555 yes S6 C8 C7 117.3(3) 1_555 1_555 1_555 yes S8 C8 C7 121.8(3) 1_555 1_555 1_555 yes S7 C10 C11 114.8(4) 1_555 1_555 1_555 yes O1 C11 N1 123.8(6) 1_555 1_555 1_555 yes O1 C11 C10 122.1(6) 1_555 1_555 1_555 yes N1 C11 C10 114.0(5) 1_555 1_555 1_555 yes S1 C1 C2 123.5(8) 1_555 1_555 1_555 yes S2 C2 C1 129.2(10) 1_555 1_555 1_555 yes F1 B1 F2 107.1(6) 1_555 1_555 1_555 yes F1 B1 F3 109.3(6) 1_555 1_555 1_555 yes F1 B1 F4 106.1(6) 1_555 1_555 1_555 yes F2 B1 F3 111.9(6) 1_555 1_555 1_555 yes F2 B1 F4 114.2(6) 1_555 1_555 1_555 yes F3 B1 F4 107.9(5) 1_555 1_555 1_555 yes #==END data_2 #------------------------------------------------------------------------------ _audit_creation_date 'Mon May 30 13:33:33 2000' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 705.85 _chemical_formula_analytical ? _chemical_formula_sum 'C23 H11 F4 N5 O S8 ' _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 7.5773(8) _cell_length_b 13.5538(14) _cell_length_c 14.2164(13) _cell_angle_alpha 76.894(8) _cell_angle_beta 85.153(8) _cell_angle_gamma 74.656(9) _cell_volume 1370.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 21.4 _cell_measurement_theta_max 42.5 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _exptl_crystal_description 'plate' _exptl_crystal_colour 'black' _exptl_crystal_size_max .1 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .03 _exptl_crystal_density_diffrn 1.710 _exptl_crystal_density_meas 'not measured' _exptl_absorpt_coefficient_mu 7.09 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector ? _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5597 _reflns_number_observed 2400 _reflns_number_total 5597 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 74.23 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.018 0.009 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'H' 'H' 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; 'F' 'F' 0.073 0.053 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'N' 'N' 0.031 0.018 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'O' 'O' 0.049 0.032 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; 'S' 'S' 0.333 0.557 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S -0.0219(5) 1.3452(3) 1.0482(3) 0.055(1) Uani 1.00 d . . . S2 S 0.4347(5) 1.2040(3) 1.0206(3) 0.055(1) Uani 1.00 d . . . S3 S -0.1029(4) 1.2015(3) 0.9428(3) 0.042(1) Uani 1.00 d . . . S4 S 0.2708(4) 1.0800(3) 0.9264(2) 0.039(1) Uani 1.00 d . . . S5 S -0.2443(4) 1.0508(3) 0.8393(3) 0.045(1) Uani 1.00 d . . . S6 S 0.1290(4) 0.9293(3) 0.8191(2) 0.041(1) Uani 1.00 d . . . S7 S -0.4028(5) 0.9445(4) 0.7177(3) 0.065(1) Uani 1.00 d . . . S8 S 0.0215(6) 0.8025(3) 0.6954(3) 0.063(1) Uani 1.00 d . . . F1 F -0.1975(10) 1.4234(6) 1.3867(5) 0.051(2) Uani 1.00 d . . . F2 F -0.336(1) 1.3406(5) 1.5486(5) 0.051(2) Uani 1.00 d . . . F3 F -0.306(1) 1.6274(6) 1.6798(5) 0.056(3) Uani 1.00 d . . . F4 F -0.173(1) 1.7116(6) 1.5163(5) 0.059(3) Uani 1.00 d . . . O1 O -0.241(2) 0.9947(10) 0.4883(10) 0.107(5) Uani 1.00 d . . . N1 N -0.142(2) 1.098(1) 0.5630(10) 0.078(5) Uani 1.00 d . . . N2 N -0.063(2) 1.543(1) 1.1990(9) 0.082(5) Uani 1.00 d . . . N3 N -0.015(2) 1.791(1) 1.3156(9) 0.077(5) Uani 1.00 d . . . N4 N -0.512(2) 1.261(1) 1.7423(10) 0.072(5) Uani 1.00 d . . . N5 N -0.486(3) 1.514(2) 1.861(1) 0.130(8) Uani 1.00 d . . . C1 C 0.184(3) 1.371(2) 1.078(2) 0.14(1) Uani 1.00 d . . . C2 C 0.346(3) 1.334(2) 1.041(2) 0.16(1) Uani 1.00 d . . . C3 C 0.066(2) 1.2411(9) 0.9911(8) 0.037(4) Uani 1.00 d . . . C4 C 0.233(2) 1.1833(10) 0.9827(9) 0.042(4) Uani 1.00 d . . . C5 C 0.044(2) 1.0940(10) 0.9087(8) 0.037(4) Uani 1.00 d . . . C6 C -0.016(2) 1.0289(9) 0.8616(8) 0.038(4) Uani 1.00 d . . . C7 C -0.208(2) 0.954(1) 0.7713(9) 0.051(5) Uani 1.00 d . . . C8 C -0.039(2) 0.898(1) 0.7621(8) 0.043(4) Uani 1.00 d . . . C9 C -0.438(2) 1.059(1) 0.620(1) 0.086(7) Uani 1.00 d . . . C10 C -0.272(3) 1.047(2) 0.551(1) 0.091(8) Uani 1.00 d . . . C11 C 0.256(3) 0.775(2) 0.694(2) 0.125(9) Uani 1.00 d . . . C12 C -0.174(1) 1.5709(10) 1.4418(8) 0.034(3) Uani 1.00 d . . . C13 C -0.225(1) 1.4772(9) 1.4588(9) 0.036(4) Uani 1.00 d . . . C14 C -0.291(2) 1.430(1) 1.5423(9) 0.038(4) Uani 1.00 d . . . C15 C -0.330(1) 1.4783(10) 1.6253(9) 0.034(3) Uani 1.00 d . . . C16 C -0.279(2) 1.573(1) 1.6080(9) 0.043(4) Uani 1.00 d . . . C17 C -0.211(2) 1.6190(9) 1.5227(9) 0.041(4) Uani 1.00 d . . . C18 C -0.103(2) 1.621(1) 1.3511(9) 0.044(4) Uani 1.00 d . . . C19 C -0.080(2) 1.574(1) 1.2677(10) 0.056(5) Uani 1.00 d . . . C20 C -0.061(2) 1.717(1) 1.3343(9) 0.048(4) Uani 1.00 d . . . C21 C -0.404(2) 1.431(1) 1.7118(9) 0.045(4) Uani 1.00 d . . . C22 C -0.459(2) 1.337(1) 1.7283(10) 0.049(4) Uani 1.00 d . . . C23 C -0.449(2) 1.482(1) 1.793(1) 0.076(6) Uani 1.00 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.057(2) 0.049(2) 0.053(2) 0.002(2) 0.009(2) -0.021(2) S2 0.039(2) 0.069(3) 0.075(3) -0.019(2) 0.004(2) -0.048(2) S3 0.030(2) 0.048(2) 0.046(2) -0.003(2) -0.005(2) -0.013(2) S4 0.032(2) 0.050(2) 0.045(2) -0.013(2) 0.006(2) -0.027(2) S5 0.037(2) 0.050(2) 0.052(2) -0.016(2) -0.011(2) -0.011(2) S6 0.034(2) 0.059(2) 0.039(2) -0.022(2) 0.004(2) -0.022(2) S7 0.059(2) 0.088(3) 0.065(3) -0.042(2) -0.018(2) -0.016(3) S8 0.072(3) 0.086(3) 0.055(3) -0.044(2) 0.010(2) -0.039(2) F1 0.061(5) 0.062(5) 0.037(4) -0.010(4) -0.005(4) -0.030(4) F2 0.071(5) 0.045(5) 0.048(5) -0.025(4) -0.010(4) -0.015(4) F3 0.087(6) 0.060(5) 0.037(4) -0.034(4) 0.012(4) -0.029(4) F4 0.101(6) 0.046(5) 0.039(5) -0.033(4) 0.011(4) -0.015(4) O1 0.106(9) 0.12(1) 0.13(1) -0.027(8) -0.013(8) -0.100(10) N1 0.09(1) 0.08(1) 0.074(10) -0.021(8) -0.012(8) -0.032(8) N2 0.09(1) 0.11(1) 0.035(7) 0.001(9) -0.001(7) -0.024(8) N3 0.11(1) 0.08(1) 0.055(9) -0.061(9) -0.007(8) -0.004(8) N4 0.067(9) 0.069(10) 0.08(1) -0.030(7) -0.007(7) -0.004(8) N5 0.20(2) 0.19(2) 0.07(1) -0.16(2) 0.05(1) -0.07(1) C1 0.08(1) 0.13(2) 0.25(3) -0.03(1) -0.01(2) -0.14(2) C2 0.08(1) 0.15(2) 0.34(4) -0.06(1) 0.07(2) -0.20(2) C3 0.038(7) 0.034(7) 0.033(7) 0.003(6) 0.002(6) -0.009(6) C4 0.057(8) 0.047(8) 0.031(7) -0.017(7) -0.005(6) -0.020(6) C5 0.036(7) 0.052(8) 0.036(7) -0.032(6) -0.007(6) -0.007(6) C6 0.039(7) 0.049(8) 0.028(7) -0.017(6) -0.004(5) -0.006(6) C7 0.067(10) 0.07(1) 0.033(8) -0.037(8) -0.006(7) -0.019(7) C8 0.071(10) 0.053(9) 0.019(6) -0.045(8) 0.010(6) -0.005(6) C9 0.07(1) 0.09(1) 0.10(1) 0.006(10) -0.04(1) -0.04(1) C10 0.12(2) 0.09(2) 0.08(1) -0.04(1) 0.00(1) -0.04(1) C11 0.09(1) 0.15(2) 0.16(2) 0.02(1) -0.03(1) -0.12(2) C12 0.032(6) 0.047(8) 0.020(6) -0.002(5) -0.006(5) -0.011(6) C13 0.034(7) 0.034(7) 0.041(7) 0.008(5) -0.011(6) -0.027(6) C14 0.033(6) 0.054(9) 0.034(7) -0.015(6) 0.003(5) -0.021(7) C15 0.021(5) 0.046(8) 0.033(7) 0.000(5) -0.007(5) -0.013(6) C16 0.053(8) 0.056(9) 0.031(7) -0.017(7) 0.009(6) -0.032(7) C17 0.057(8) 0.035(8) 0.035(7) -0.021(6) 0.008(6) -0.009(6) C18 0.043(7) 0.052(9) 0.030(7) -0.002(6) -0.003(6) -0.008(7) C19 0.060(9) 0.07(1) 0.027(7) -0.007(8) 0.006(7) -0.010(8) C20 0.053(8) 0.07(1) 0.029(7) -0.027(8) -0.008(6) 0.001(8) C21 0.045(7) 0.059(9) 0.038(8) -0.019(7) 0.003(6) -0.017(7) C22 0.037(7) 0.06(1) 0.040(8) 0.006(7) -0.006(6) -0.020(8) C23 0.11(1) 0.10(1) 0.044(10) -0.08(1) 0.021(9) -0.027(10) #------------------------------------------------------------------------------ _refine_special_details ; Refinement using reflections with F^2^ > 3.0 sigma(F^2^). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 3.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00207|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2079 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0725 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0765 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.797 _refine_ls_shift/esd_max 0.00 _refine_ls_shift/esd_mean ? _refine_diff_density_min -0.70 _refine_diff_density_max 1.12 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.79(2) . . yes S1 C3 1.74(1) . . yes S2 C2 1.79(2) . . yes S2 C4 1.77(1) . . yes S3 C3 1.75(1) . . yes S3 C5 1.72(1) . . yes S4 C4 1.71(1) . . yes S4 C5 1.71(1) . . yes S5 C6 1.72(1) . . yes S5 C7 1.75(1) . . yes S6 C6 1.69(1) . . yes S6 C8 1.75(1) . . yes S7 C7 1.76(1) . . yes S7 C9 1.81(2) . . yes S8 C8 1.72(1) . . yes S8 C11 1.71(2) . . yes F1 C13 1.36(1) . . yes F2 C14 1.33(1) . . yes F3 C16 1.36(1) . . yes F4 C17 1.34(1) . . yes O1 C10 1.24(2) . . yes N1 C10 1.38(2) . . yes N2 C19 1.13(2) . . yes N3 C20 1.11(2) . . yes N4 C22 1.16(2) . . yes N5 C23 1.13(2) . . yes C1 C2 1.32(2) . . yes C3 C4 1.31(2) . . yes C5 C6 1.40(1) . . yes C7 C8 1.32(2) . . yes C9 C10 1.52(3) . . yes C12 C13 1.38(2) . . yes C12 C17 1.42(2) . . yes C12 C18 1.45(2) . . yes C13 C14 1.34(2) . . yes C14 C15 1.45(2) . . yes C15 C16 1.40(2) . . yes C15 C21 1.39(2) . . yes C16 C17 1.36(2) . . yes C18 C19 1.44(2) . . yes C18 C20 1.39(2) . . yes C21 C22 1.42(2) . . yes C21 C23 1.45(2) . . yes #------------------------------------------------------------------------------ #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C3 101.2(8) 1_555 1_555 1_555 yes C2 S2 C4 99.4(8) 1_555 1_555 1_555 yes C3 S3 C5 95.6(5) 1_555 1_555 1_555 yes C4 S4 C5 94.8(6) 1_555 1_555 1_555 yes C6 S5 C7 94.4(6) 1_555 1_555 1_555 yes C6 S6 C8 95.6(6) 1_555 1_555 1_555 yes C7 S7 C9 101.2(7) 1_555 1_555 1_555 yes C8 S8 C11 101.9(8) 1_555 1_555 1_555 yes C10 N1 H6 119(1) 1_555 1_555 1_555 no C10 N1 H7 119(1) 1_555 1_555 1_555 no H6 N1 H7 120(1) 1_555 1_555 1_555 no S1 C1 C2 123(1) 1_555 1_555 1_555 yes S2 C2 C1 126(1) 1_555 1_555 1_555 yes S1 C3 S3 113.4(7) 1_555 1_555 1_555 yes S1 C3 C4 132(1) 1_555 1_555 1_555 yes S3 C3 C4 114.5(9) 1_555 1_555 1_555 yes S2 C4 S4 114.1(7) 1_555 1_555 1_555 yes S2 C4 C3 125.9(10) 1_555 1_555 1_555 yes S4 C4 C3 119(1) 1_555 1_555 1_555 yes S3 C5 S4 114.9(6) 1_555 1_555 1_555 yes S3 C5 C6 122.3(8) 1_555 1_555 1_555 yes S4 C5 C6 122.5(9) 1_555 1_555 1_555 yes S5 C6 S6 116.2(7) 1_555 1_555 1_555 yes S5 C6 C5 120.8(9) 1_555 1_555 1_555 yes S6 C6 C5 122.9(9) 1_555 1_555 1_555 yes S5 C7 S7 116.3(9) 1_555 1_555 1_555 yes S5 C7 C8 117.4(10) 1_555 1_555 1_555 yes S7 C7 C8 126(1) 1_555 1_555 1_555 yes S6 C8 S8 120.3(9) 1_555 1_555 1_555 yes S6 C8 C7 116(1) 1_555 1_555 1_555 yes S8 C8 C7 123(1) 1_555 1_555 1_555 yes S7 C9 C10 108(1) 1_555 1_555 1_555 yes S7 C9 H4 109(1) 1_555 1_555 1_555 no S7 C9 H5 110(1) 1_555 1_555 1_555 no C10 C9 H4 110(1) 1_555 1_555 1_555 no C10 C9 H5 111(1) 1_555 1_555 1_555 no H4 C9 H5 105(1) 1_555 1_555 1_555 no O1 C10 N1 117(1) 1_555 1_555 1_555 yes O1 C10 C9 126(1) 1_555 1_555 1_555 yes N1 C10 C9 116(1) 1_555 1_555 1_555 yes S8 C11 H1 110(1) 1_555 1_555 1_555 no S8 C11 H2 108(1) 1_555 1_555 1_555 no S8 C11 H3 109(1) 1_555 1_555 1_555 no H1 C11 H2 109(1) 1_555 1_555 1_555 no H1 C11 H3 111(2) 1_555 1_555 1_555 no H2 C11 H3 107(1) 1_555 1_555 1_555 no C13 C12 C17 112(1) 1_555 1_555 1_555 yes C13 C12 C18 125(1) 1_555 1_555 1_555 yes C17 C12 C18 121(1) 1_555 1_555 1_555 yes F1 C13 C12 118(1) 1_555 1_555 1_555 yes F1 C13 C14 115(1) 1_555 1_555 1_555 yes C12 C13 C14 126(1) 1_555 1_555 1_555 yes F2 C14 C13 120(1) 1_555 1_555 1_555 yes F2 C14 C15 117(1) 1_555 1_555 1_555 yes C13 C14 C15 121(1) 1_555 1_555 1_555 yes C14 C15 C16 111(1) 1_555 1_555 1_555 yes C14 C15 C21 122(1) 1_555 1_555 1_555 yes C16 C15 C21 125(1) 1_555 1_555 1_555 yes F3 C16 C15 118(1) 1_555 1_555 1_555 yes F3 C16 C17 116(1) 1_555 1_555 1_555 yes C15 C16 C17 125(1) 1_555 1_555 1_555 yes F4 C17 C12 119(1) 1_555 1_555 1_555 yes F4 C17 C16 118(1) 1_555 1_555 1_555 yes C12 C17 C16 122(1) 1_555 1_555 1_555 yes C12 C18 C19 120(1) 1_555 1_555 1_555 yes C12 C18 C20 124(1) 1_555 1_555 1_555 yes C19 C18 C20 114(1) 1_555 1_555 1_555 yes N2 C19 C18 176(1) 1_555 1_555 1_555 yes N3 C20 C18 173(1) 1_555 1_555 1_555 yes C15 C21 C22 125(1) 1_555 1_555 1_555 yes C15 C21 C23 121(1) 1_555 1_555 1_555 yes C22 C21 C23 112(1) 1_555 1_555 1_555 yes N4 C22 C21 177(1) 1_555 1_555 1_555 yes N5 C23 C21 174(1) 1_555 1_555 1_555 yes #==END