Supplementary material (ESI) for J. Mater. Chem. This journal is (C) The Royal Society of Chemistry data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 loop_ _publ_author_name 'Wei Xu' 'Chunyang Jia' 'Quanrui Wang' 'Deqing Zhang' 'Daoben Zhu' 'Lei Zou' _publ_contact_author_name 'Dr Wei Xu' _publ_contact_author_address ; Institute of Chemistry Chinese Academy of Sciences Center for Molecular Sciences Beijing 100080 CHINA ; _publ_contact_author_email WXU@ICCAS.AC.CN _publ_section_title ; Cation radical salts of ethylenedisulfanyl-bridged dimeric ethylenedithiotetrathiafulvalene with 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane(TCNQF4), BF4-, PF6- and AsF6-: synthesis, structure and conducting properties ; data_1 _database_code_CSD 206383 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 S14' _chemical_formula_weight 679.13 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' S S 0.1246 0.1234 '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 5.3620(11) _cell_length_b 6.1450(12) _cell_length_c 20.668(4) _cell_angle_alpha 86.23(3) _cell_angle_beta 88.20(3) _cell_angle_gamma 68.40(3) _cell_volume 631.8(2) _cell_formula_units_Z 1 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.785 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 346 _exptl_absorpt_coefficient_mu 1.213 _exptl_absorpt_correction_type T.Higashi _exptl_absorpt_correction_T_min 0.7480 _exptl_absorpt_correction_T_max 1.4322 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID IP' _diffrn_measurement_method Oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4415 _diffrn_reflns_av_R_equivalents 0.0510 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2831 _reflns_number_gt 2114 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Riogaku, 2001)' _computing_cell_refinement 'RAPID AUTO (Riogaku, 2001)' _computing_data_reduction 'RAPID AUTO (Riogaku, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _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^)+(0.0691P)^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 2831 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 0.929 _refine_ls_restrained_S_all 0.929 _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 S1 S 0.72313(16) 0.65855(14) 0.43154(4) 0.0242(2) Uani 1 1 d . . . S2 S 0.33977(15) 0.63945(12) 0.32993(4) 0.02165(19) Uani 1 1 d . . . S3 S -0.01565(16) 1.13497(13) 0.34332(4) 0.0241(2) Uani 1 1 d . . . S4 S -0.39995(17) 1.10569(13) 0.23310(4) 0.0278(2) Uani 1 1 d . . . S5 S -0.06995(16) 0.60929(12) 0.21627(4) 0.02223(19) Uani 1 1 d . . . S6 S -0.29978(16) 0.61798(14) 0.08393(4) 0.0279(2) Uani 1 1 d . . . S7 S -0.65064(19) 1.17997(13) 0.10297(4) 0.0305(2) Uani 1 1 d . . . C1 C 0.6234(6) 0.4443(5) 0.47960(14) 0.0227(7) Uani 1 1 d . . . H1A H 0.5894 0.3402 0.4507 0.027 Uiso 1 1 calc R . . H1B H 0.7702 0.3503 0.5077 0.027 Uiso 1 1 calc R . . C2 C 0.4316(6) 0.8005(5) 0.38624(13) 0.0192(6) Uani 1 1 d . . . C3 C 0.2677(7) 1.0222(5) 0.39176(14) 0.0240(7) Uani 1 1 d . . . H3A H 0.3043 1.1151 0.4210 0.029 Uiso 1 1 calc R . . C4 C 0.0516(6) 0.8741(5) 0.30335(13) 0.0180(6) Uani 1 1 d . . . C5 C -0.1130(6) 0.8633(5) 0.25666(14) 0.0200(6) Uani 1 1 d . . . C6 C -0.4246(6) 0.9935(5) 0.15850(13) 0.0207(6) Uani 1 1 d . . . C7 C -0.2761(6) 0.7675(5) 0.15097(13) 0.0172(6) Uani 1 1 d . . . C8 C -0.6544(7) 0.7484(6) 0.0697(2) 0.0431(10) Uani 1 1 d . . . H8A H -0.6850 0.7027 0.0275 0.052 Uiso 1 1 calc R . . H8B H -0.7396 0.6742 0.1014 0.052 Uiso 1 1 calc R . . C9 C -0.7962(8) 0.9923(6) 0.0710(3) 0.0616(15) Uani 1 1 d . . . H9A H -0.9611 1.0143 0.0950 0.074 Uiso 1 1 calc R . . H9B H -0.8470 1.0502 0.0266 0.074 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 S1 0.0171(4) 0.0349(4) 0.0220(4) 0.0020(3) -0.0047(3) -0.0116(3) S2 0.0176(4) 0.0225(4) 0.0212(4) -0.0035(3) -0.0049(3) -0.0024(3) S3 0.0249(5) 0.0224(4) 0.0207(4) -0.0047(3) -0.0041(3) -0.0027(3) S4 0.0258(5) 0.0246(4) 0.0224(4) -0.0079(3) -0.0094(3) 0.0051(3) S5 0.0228(4) 0.0181(4) 0.0225(4) -0.0001(3) -0.0082(3) -0.0032(3) S6 0.0203(4) 0.0269(4) 0.0308(4) -0.0132(3) -0.0087(3) 0.0005(3) S7 0.0396(5) 0.0162(4) 0.0324(5) 0.0016(3) -0.0215(4) -0.0052(3) C1 0.0199(17) 0.0282(15) 0.0190(14) 0.0012(12) -0.0032(12) -0.0079(13) C2 0.0171(16) 0.0275(15) 0.0150(13) 0.0019(11) -0.0031(11) -0.0109(13) C3 0.0291(19) 0.0277(16) 0.0181(15) -0.0014(12) -0.0021(13) -0.0136(14) C4 0.0166(15) 0.0199(14) 0.0154(13) 0.0007(11) -0.0007(11) -0.0043(12) C5 0.0174(16) 0.0201(14) 0.0188(14) 0.0011(11) -0.0016(12) -0.0030(12) C6 0.0198(16) 0.0236(14) 0.0157(14) -0.0015(12) -0.0047(12) -0.0039(12) C7 0.0166(16) 0.0190(13) 0.0157(13) 0.0005(11) -0.0040(11) -0.0059(11) C8 0.0199(19) 0.0312(18) 0.078(3) -0.0208(19) -0.0141(18) -0.0045(15) C9 0.021(2) 0.0279(19) 0.137(5) -0.019(2) -0.025(2) -0.0058(16) _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 S1 C2 1.750(3) . ? S1 C1 1.822(3) . ? S2 C4 1.754(3) . ? S2 C2 1.767(3) . ? S3 C3 1.738(3) . ? S3 C4 1.764(3) . ? S4 C6 1.758(3) . ? S4 C5 1.757(3) . ? S5 C5 1.755(3) . ? S5 C7 1.766(3) . ? S6 C7 1.745(3) . ? S6 C8 1.796(4) . ? S7 C6 1.729(3) . ? S7 C9 1.781(4) . ? C1 C1 1.507(6) 2_666 ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.332(4) . ? C3 H3A 0.9300 . ? C4 C5 1.349(4) . ? C6 C7 1.339(4) . ? C8 C9 1.411(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 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 C2 S1 C1 99.97(15) . . ? C4 S2 C2 94.91(14) . . ? C3 S3 C4 94.74(14) . . ? C6 S4 C5 93.58(14) . . ? C5 S5 C7 93.26(13) . . ? C7 S6 C8 100.03(16) . . ? C6 S7 C9 102.37(18) . . ? C1 C1 S1 112.9(3) 2_666 . ? C1 C1 H1A 109.0 2_666 . ? S1 C1 H1A 109.0 . . ? C1 C1 H1B 109.0 2_666 . ? S1 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? C3 C2 S1 124.9(2) . . ? C3 C2 S2 116.7(2) . . ? S1 C2 S2 118.46(17) . . ? C2 C3 S3 118.8(2) . . ? C2 C3 H3A 120.6 . . ? S3 C3 H3A 120.6 . . ? C5 C4 S2 124.5(2) . . ? C5 C4 S3 120.7(2) . . ? S2 C4 S3 114.80(17) . . ? C4 C5 S5 124.1(2) . . ? C4 C5 S4 121.8(2) . . ? S5 C5 S4 114.07(18) . . ? C7 C6 S7 125.7(2) . . ? C7 C6 S4 117.0(2) . . ? S7 C6 S4 117.22(17) . . ? C6 C7 S6 123.5(2) . . ? C6 C7 S5 117.3(2) . . ? S6 C7 S5 118.97(16) . . ? C9 C8 S6 122.0(3) . . ? C9 C8 H8A 106.8 . . ? S6 C8 H8A 106.8 . . ? C9 C8 H8B 106.8 . . ? S6 C8 H8B 106.8 . . ? H8A C8 H8B 106.7 . . ? C8 C9 S7 121.5(3) . . ? C8 C9 H9A 107.0 . . ? S7 C9 H9A 107.0 . . ? C8 C9 H9B 107.0 . . ? S7 C9 H9B 107.0 . . ? H9A C9 H9B 106.7 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.552 _refine_diff_density_min -0.789 _refine_diff_density_rms 0.186 data_1-TCNQF4 _database_code_CSD 206384 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H14 F8 N8 S14' _chemical_formula_weight 1231.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5358(17) _cell_length_b 12.105(2) _cell_length_c 12.197(2) _cell_angle_alpha 67.70(3) _cell_angle_beta 89.67(3) _cell_angle_gamma 79.61(3) _cell_volume 1144.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.787 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 618 _exptl_absorpt_coefficient_mu 0.744 _exptl_absorpt_correction_type T.Higashi _exptl_absorpt_correction_T_min 0.5168 _exptl_absorpt_correction_T_max 1.4080 _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 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID IP' _diffrn_measurement_method Oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6814 _diffrn_reflns_av_R_equivalents 0.0853 _diffrn_reflns_av_sigmaI/netI 0.1445 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.38 _reflns_number_total 4809 _reflns_number_gt 2444 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Riogaku, 2001)' _computing_cell_refinement 'RAPID AUTO (Riogaku, 2001)' _computing_data_reduction 'RAPID AUTO (Riogaku, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _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^)+(0.1000P)^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 4809 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1295 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1930 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 0.910 _refine_ls_restrained_S_all 0.910 _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 S1 S 0.5614(2) 0.65683(13) 0.75157(13) 0.0242(4) Uani 1 1 d . . . S2 S 0.3127(2) 0.75264(12) 0.87408(13) 0.0231(4) Uani 1 1 d . . . S3 S 0.4674(2) 0.39677(13) 0.85723(13) 0.0248(4) Uani 1 1 d . . . S4 S 0.2127(2) 0.48189(12) 0.98344(13) 0.0218(4) Uani 1 1 d . . . S5 S 0.6853(2) 0.88877(14) 0.64595(13) 0.0273(4) Uani 1 1 d . . . S6 S 0.0979(2) 0.25179(13) 1.08427(14) 0.0267(4) Uani 1 1 d . . . S7 S 0.4062(2) 0.14726(13) 0.93260(14) 0.0278(4) Uani 1 1 d . . . F1 F 0.3020(4) -0.4989(3) 1.5811(3) 0.0272(8) Uani 1 1 d . . . F2 F 0.1971(5) -0.7026(3) 1.6704(3) 0.0286(9) Uani 1 1 d . . . F3 F -0.0428(5) -0.6263(3) 1.2917(3) 0.0304(9) Uani 1 1 d . . . F4 F 0.0628(5) -0.4232(3) 1.2027(3) 0.0315(9) Uani 1 1 d . . . C1 C 0.4053(7) 0.6298(5) 0.8436(5) 0.0183(12) Uani 1 1 d . . . C2 C 0.3657(7) 0.5147(5) 0.8919(5) 0.0186(12) Uani 1 1 d . . . C3 C 0.3495(7) 0.2917(5) 0.9372(5) 0.0194(13) Uani 1 1 d . . . C4 C 0.2325(8) 0.3301(5) 0.9959(5) 0.0256(14) Uani 1 1 d . . . C5 C 0.5485(8) 0.8077(5) 0.7364(5) 0.0243(14) Uani 1 1 d . . . C6 C 0.4316(8) 0.8505(5) 0.7927(5) 0.0269(15) Uani 1 1 d . . . H6 H 0.4157 0.9304 0.7876 0.032 Uiso 1 1 calc R . . C7 C 0.2188(10) 0.0999(6) 0.9671(6) 0.0367(18) Uani 1 1 d . . . H7A H 0.1394 0.1527 0.9037 0.044 Uiso 1 1 calc R . . H7B H 0.2289 0.0180 0.9693 0.044 Uiso 1 1 calc R . . C8 C 0.1602(10) 0.1015(6) 1.0823(6) 0.0361(18) Uani 1 1 d . . . H8A H 0.2445 0.0562 1.1444 0.043 Uiso 1 1 calc R . . H8B H 0.0708 0.0597 1.1011 0.043 Uiso 1 1 calc R . . C9 C 0.5739(8) 0.9528(5) 0.5015(5) 0.0273(15) Uani 1 1 d . . . H9A H 0.6425 0.9909 0.4405 0.033 Uiso 1 1 calc R . . H9B H 0.5412 0.8880 0.4844 0.033 Uiso 1 1 calc R . . C10 C 0.1891(8) -0.4501(5) 1.3866(5) 0.0205(13) Uani 1 1 d . . . C11 C 0.2217(9) -0.5298(5) 1.5069(5) 0.0263(15) Uani 1 1 d . . . C12 C 0.1631(8) -0.6349(5) 1.5519(5) 0.0214(13) Uani 1 1 d . . . C13 C 0.0724(7) -0.6781(5) 1.4870(5) 0.0181(12) Uani 1 1 d . . . C14 C 0.0411(7) -0.5967(5) 1.3650(5) 0.0212(13) Uani 1 1 d . . . C15 C 0.0966(8) -0.4907(5) 1.3192(5) 0.0211(13) Uani 1 1 d . . . C16 C 0.2504(8) -0.3387(5) 1.3392(5) 0.0234(13) Uani 1 1 d . . . C17 C 0.0142(8) -0.7866(5) 1.5344(5) 0.0260(15) Uani 1 1 d . . . C18 C 0.3623(8) -0.3080(5) 1.4014(6) 0.0270(15) Uani 1 1 d . . . C19 C 0.2104(8) -0.2541(5) 1.2194(6) 0.0271(15) Uani 1 1 d . . . C20 C 0.0650(8) -0.8773(5) 1.6497(5) 0.0239(14) Uani 1 1 d . . . C21 C -0.0925(8) -0.8227(5) 1.4698(6) 0.0250(14) Uani 1 1 d . . . N1 N 0.4572(9) -0.2789(5) 1.4461(6) 0.0439(16) Uani 1 1 d . . . N2 N 0.1866(8) -0.1831(5) 1.1231(5) 0.0383(15) Uani 1 1 d . . . N3 N 0.1075(8) -0.9544(5) 1.7410(5) 0.0332(14) Uani 1 1 d . . . N4 N -0.1796(10) -0.8540(5) 1.4222(5) 0.051(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0272(10) 0.0216(7) 0.0225(8) -0.0057(6) 0.0072(7) -0.0077(7) S2 0.0198(9) 0.0192(7) 0.0295(8) -0.0082(6) 0.0037(7) -0.0048(6) S3 0.0319(10) 0.0195(7) 0.0233(8) -0.0079(6) 0.0084(7) -0.0062(7) S4 0.0227(9) 0.0154(7) 0.0251(8) -0.0050(5) 0.0033(7) -0.0048(6) S5 0.0245(10) 0.0306(8) 0.0242(8) -0.0040(6) 0.0003(7) -0.0131(7) S6 0.0257(10) 0.0200(7) 0.0324(9) -0.0057(6) 0.0078(7) -0.0094(7) S7 0.0354(10) 0.0173(7) 0.0312(9) -0.0090(6) 0.0032(7) -0.0068(7) F1 0.024(2) 0.0304(19) 0.0313(19) -0.0137(15) -0.0049(16) -0.0124(16) F2 0.038(3) 0.0246(18) 0.0192(18) -0.0028(14) -0.0054(17) -0.0086(17) F3 0.045(3) 0.0268(18) 0.0236(18) -0.0103(14) -0.0050(17) -0.0150(17) F4 0.045(3) 0.0303(19) 0.0184(18) -0.0067(14) 0.0006(17) -0.0120(18) C1 0.009(3) 0.022(3) 0.024(3) -0.009(2) 0.000(2) -0.004(2) C2 0.012(3) 0.019(3) 0.020(3) -0.004(2) -0.006(2) 0.000(2) C3 0.018(3) 0.016(3) 0.021(3) -0.002(2) 0.003(3) -0.004(2) C4 0.034(4) 0.018(3) 0.021(3) -0.002(2) 0.000(3) -0.009(3) C5 0.030(4) 0.018(3) 0.021(3) -0.001(2) -0.001(3) -0.009(3) C6 0.034(4) 0.015(3) 0.024(3) 0.001(2) -0.006(3) -0.003(3) C7 0.046(5) 0.026(3) 0.041(4) -0.011(3) 0.020(4) -0.018(3) C8 0.052(5) 0.027(3) 0.033(4) -0.009(3) 0.006(3) -0.020(3) C9 0.041(5) 0.019(3) 0.015(3) -0.001(2) -0.009(3) -0.002(3) C10 0.024(4) 0.014(3) 0.022(3) -0.006(2) 0.011(3) -0.005(2) C11 0.040(4) 0.022(3) 0.022(3) -0.014(2) 0.000(3) -0.006(3) C12 0.027(4) 0.016(3) 0.016(3) -0.003(2) 0.001(3) -0.001(2) C13 0.014(3) 0.015(3) 0.024(3) -0.006(2) -0.003(2) -0.002(2) C14 0.019(3) 0.027(3) 0.023(3) -0.014(2) 0.003(3) -0.009(3) C15 0.022(4) 0.020(3) 0.021(3) -0.010(2) -0.002(3) -0.002(3) C16 0.018(3) 0.027(3) 0.029(3) -0.013(2) 0.005(3) -0.006(3) C17 0.031(4) 0.023(3) 0.024(3) -0.009(2) 0.002(3) -0.004(3) C18 0.024(4) 0.018(3) 0.039(4) -0.009(3) 0.007(3) -0.007(3) C19 0.023(4) 0.024(3) 0.036(4) -0.013(3) 0.013(3) -0.008(3) C20 0.023(4) 0.018(3) 0.032(3) -0.010(2) 0.009(3) -0.006(3) C21 0.020(4) 0.027(3) 0.035(4) -0.016(3) 0.012(3) -0.015(3) N1 0.051(5) 0.033(3) 0.057(4) -0.024(3) 0.010(4) -0.013(3) N2 0.055(5) 0.022(3) 0.033(3) -0.006(2) 0.009(3) -0.008(3) N3 0.043(4) 0.022(3) 0.033(3) -0.008(2) 0.006(3) -0.008(3) N4 0.086(6) 0.041(3) 0.042(4) -0.019(3) 0.014(4) -0.037(4) _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 S1 C1 1.733(6) . ? S1 C5 1.747(6) . ? S2 C6 1.717(7) . ? S2 C1 1.722(6) . ? S3 C2 1.726(6) . ? S3 C3 1.758(6) . ? S4 C2 1.716(6) . ? S4 C4 1.762(6) . ? S5 C5 1.767(6) . ? S5 C9 1.824(6) . ? S6 C4 1.727(7) . ? S6 C8 1.810(6) . ? S7 C3 1.750(6) . ? S7 C7 1.790(8) . ? F1 C11 1.336(7) . ? F2 C12 1.365(6) . ? F3 C14 1.336(7) . ? F4 C15 1.345(6) . ? C1 C2 1.396(7) . ? C3 C4 1.343(9) . ? C5 C6 1.345(9) . ? C7 C8 1.495(9) . ? C9 C9 1.533(13) 2_676 ? C10 C15 1.413(8) . ? C10 C11 1.412(8) . ? C10 C16 1.444(8) . ? C11 C12 1.366(8) . ? C12 C13 1.402(8) . ? C13 C17 1.401(8) . ? C13 C14 1.433(8) . ? C14 C15 1.362(8) . ? C16 C18 1.407(9) . ? C16 C19 1.429(8) . ? C17 C20 1.426(8) . ? C17 C21 1.433(9) . ? C18 N1 1.154(9) . ? C19 N2 1.155(8) . ? C20 N3 1.156(7) . ? C21 N4 1.144(9) . ? 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 S1 C5 95.4(3) . . ? C6 S2 C1 95.9(3) . . ? C2 S3 C3 95.1(3) . . ? C2 S4 C4 95.7(3) . . ? C5 S5 C9 100.8(3) . . ? C4 S6 C8 101.8(3) . . ? C3 S7 C7 97.2(3) . . ? C2 C1 S1 121.1(4) . . ? C2 C1 S2 124.0(5) . . ? S1 C1 S2 114.8(3) . . ? C1 C2 S4 123.4(4) . . ? C1 C2 S3 120.6(5) . . ? S4 C2 S3 116.0(3) . . ? C4 C3 S7 128.5(4) . . ? C4 C3 S3 117.1(4) . . ? S7 C3 S3 114.4(3) . . ? C3 C4 S6 129.5(5) . . ? C3 C4 S4 116.1(5) . . ? S6 C4 S4 114.4(4) . . ? C6 C5 S1 116.0(5) . . ? C6 C5 S5 127.1(5) . . ? S1 C5 S5 116.9(4) . . ? C5 C6 S2 117.8(5) . . ? C8 C7 S7 114.5(5) . . ? C7 C8 S6 114.8(4) . . ? C9 C9 S5 111.3(5) 2_676 . ? C15 C10 C11 114.3(5) . . ? C15 C10 C16 124.3(5) . . ? C11 C10 C16 121.4(6) . . ? F1 C11 C12 118.5(5) . . ? F1 C11 C10 119.9(5) . . ? C12 C11 C10 121.4(6) . . ? F2 C12 C11 116.3(5) . . ? F2 C12 C13 118.1(5) . . ? C11 C12 C13 125.6(5) . . ? C12 C13 C17 124.9(5) . . ? C12 C13 C14 112.4(5) . . ? C17 C13 C14 122.7(5) . . ? F3 C14 C15 118.0(5) . . ? F3 C14 C13 119.3(5) . . ? C15 C14 C13 122.7(5) . . ? F4 C15 C14 117.3(5) . . ? F4 C15 C10 119.0(5) . . ? C14 C15 C10 123.6(5) . . ? C18 C16 C19 114.1(5) . . ? C18 C16 C10 124.0(5) . . ? C19 C16 C10 121.8(6) . . ? C13 C17 C20 123.1(6) . . ? C13 C17 C21 124.0(5) . . ? C20 C17 C21 112.8(5) . . ? N1 C18 C16 175.9(7) . . ? N2 C19 C16 175.8(7) . . ? N3 C20 C17 177.1(7) . . ? N4 C21 C17 177.5(7) . . ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 27.38 _diffrn_measured_fraction_theta_full 0.925 _refine_diff_density_max 0.707 _refine_diff_density_min -0.635 _refine_diff_density_rms 0.173 data_1-PF6 _database_code_CSD 206385 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18.50 H15 Cl F6 P S14' _chemical_formula_weight 866.58 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 7.6200(15) _cell_length_b 13.024(3) _cell_length_c 15.709(3) _cell_angle_alpha 97.76(3) _cell_angle_beta 96.96(3) _cell_angle_gamma 101.04(3) _cell_volume 1498.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.918 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 870 _exptl_absorpt_coefficient_mu 1.210 _exptl_absorpt_correction_type T.Higashi _exptl_absorpt_correction_T_min 0.8054 _exptl_absorpt_correction_T_max 1.1792 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID IP' _diffrn_measurement_method Oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10527 _diffrn_reflns_av_R_equivalents 0.0514 _diffrn_reflns_av_sigmaI/netI 0.1016 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 27.36 _reflns_number_total 6655 _reflns_number_gt 4169 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Riogaku, 2001)' _computing_cell_refinement 'RAPID AUTO (Riogaku, 2001)' _computing_data_reduction 'RAPID AUTO (Riogaku, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _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^)+(0.0500P)^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 6655 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0779 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1145 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _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 P1 P 0.18711(16) 0.29656(10) 0.99750(7) 0.0226(3) Uani 1 1 d . . . S1 S -0.25241(16) 0.26293(9) 0.24467(7) 0.0250(3) Uani 1 1 d . . . S2 S -0.07726(15) 0.53297(9) 0.25813(7) 0.0213(3) Uani 1 1 d . . . S3 S -0.31385(15) 0.32349(8) 0.42701(7) 0.0198(2) Uani 1 1 d . . . S4 S -0.17220(15) 0.55100(8) 0.43316(7) 0.0184(2) Uani 1 1 d . . . S5 S -0.26641(15) 0.59912(8) 0.62714(7) 0.0193(2) Uani 1 1 d . . . S6 S -0.41247(15) 0.37218(8) 0.62124(7) 0.0187(2) Uani 1 1 d . . . S7 S -0.50968(15) 0.40420(9) 0.80225(7) 0.0207(3) Uani 1 1 d . . . S8 S -0.46276(15) 0.14981(9) 0.73777(7) 0.0216(3) Uani 1 1 d . . . S9 S 0.06469(14) 0.20096(8) 0.65190(6) 0.0166(2) Uani 1 1 d . . . S10 S -0.31381(14) 0.10667(9) 0.57652(6) 0.0177(2) Uani 1 1 d . . . S11 S 0.18430(14) 0.15518(8) 0.46271(6) 0.0185(2) Uani 1 1 d . . . S12 S -0.19243(14) 0.05444(9) 0.38929(6) 0.0185(2) Uani 1 1 d . . . S13 S 0.32611(16) 0.13668(10) 0.29784(7) 0.0268(3) Uani 1 1 d . . . S14 S -0.12036(16) 0.00200(9) 0.21030(7) 0.0234(3) Uani 1 1 d . . . F1 F 0.1277(5) 0.3103(3) 0.90074(19) 0.0785(13) Uani 1 1 d . . . F2 F 0.2438(5) 0.2819(3) 1.09536(18) 0.0646(11) Uani 1 1 d . . . F3 F 0.1600(6) 0.1732(3) 0.9679(2) 0.0796(12) Uani 1 1 d . . . F4 F 0.2064(5) 0.4181(2) 1.0292(2) 0.0628(10) Uani 1 1 d . . . F5 F -0.0180(4) 0.2750(3) 1.0118(2) 0.0688(11) Uani 1 1 d . . . F6 F 0.3903(4) 0.3167(3) 0.9846(2) 0.0656(11) Uani 1 1 d . . . C1 C -0.1153(7) 0.4310(4) 0.1633(3) 0.0297(11) Uani 1 1 d . . . H1A H -0.1303 0.4638 0.1117 0.036 Uiso 1 1 calc R . . H1B H -0.0085 0.4009 0.1622 0.036 Uiso 1 1 calc R . . C2 C -0.2775(6) 0.3422(4) 0.1589(3) 0.0280(11) Uani 1 1 d . . . H2A H -0.2962 0.2965 0.1030 0.034 Uiso 1 1 calc R . . H2B H -0.3840 0.3720 0.1630 0.034 Uiso 1 1 calc R . . C3 C -0.2337(5) 0.3617(3) 0.3343(3) 0.0171(9) Uani 1 1 d . . . C4 C -0.1660(5) 0.4662(3) 0.3374(3) 0.0175(9) Uani 1 1 d . . . C5 C -0.2670(5) 0.4499(3) 0.4865(3) 0.0162(9) Uani 1 1 d . . . C6 C -0.3080(5) 0.4713(3) 0.5688(3) 0.0155(9) Uani 1 1 d . . . C7 C -0.4166(5) 0.4583(3) 0.7174(2) 0.0187(10) Uani 1 1 d . . . C8 C -0.3489(6) 0.5611(3) 0.7186(3) 0.0215(10) Uani 1 1 d . . . H8A H -0.3461 0.6109 0.7674 0.026 Uiso 1 1 calc R . . C9 C -0.3244(6) 0.3465(3) 0.8469(3) 0.0202(10) Uani 1 1 d . . . H9A H -0.2250 0.3609 0.8140 0.024 Uiso 1 1 calc R . . H9B H -0.2815 0.3805 0.9066 0.024 Uiso 1 1 calc R . . C10 C -0.3799(6) 0.2269(3) 0.8443(3) 0.0204(10) Uani 1 1 d . . . H10A H -0.4733 0.2135 0.8807 0.024 Uiso 1 1 calc R . . H10B H -0.2764 0.2020 0.8696 0.024 Uiso 1 1 calc R . . C11 C -0.0949(6) 0.1982(3) 0.7221(3) 0.0180(9) Uani 1 1 d . . . H11A H -0.0615 0.2241 0.7811 0.022 Uiso 1 1 calc R . . C12 C -0.2686(6) 0.1572(3) 0.6878(2) 0.0165(9) Uani 1 1 d . . . C13 C -0.0892(5) 0.1378(3) 0.5602(2) 0.0143(9) Uani 1 1 d . . . C14 C -0.0378(5) 0.1170(3) 0.4804(2) 0.0145(9) Uani 1 1 d . . . C15 C 0.1390(6) 0.1091(3) 0.3508(3) 0.0168(9) Uani 1 1 d . . . C16 C -0.0344(6) 0.0607(3) 0.3170(3) 0.0181(9) Uani 1 1 d . . . C17 C 0.2415(6) 0.0645(4) 0.1896(3) 0.0296(11) Uani 1 1 d . . . H17A H 0.3206 0.0919 0.1502 0.035 Uiso 1 1 calc R . . H17B H 0.2468 -0.0094 0.1893 0.035 Uiso 1 1 calc R . . C18 C 0.0505(7) 0.0707(4) 0.1558(3) 0.0316(12) Uani 1 1 d . . . H18A H 0.0243 0.0414 0.0944 0.038 Uiso 1 1 calc R . . H18B H 0.0426 0.1447 0.1615 0.038 Uiso 1 1 calc R . . Cl1 Cl -0.3249(2) 0.07493(11) 1.01445(9) 0.0491(4) Uani 1 1 d . . . C19 C -0.5535(13) 0.0325(8) 0.9575(7) 0.036(2) Uani 0.50 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 P1 0.0263(7) 0.0237(7) 0.0152(5) -0.0021(5) 0.0052(5) 0.0011(5) S1 0.0368(7) 0.0164(6) 0.0218(6) -0.0012(5) 0.0102(5) 0.0048(5) S2 0.0256(6) 0.0183(6) 0.0195(5) 0.0025(5) 0.0065(5) 0.0019(5) S3 0.0258(6) 0.0150(5) 0.0182(5) 0.0013(4) 0.0058(5) 0.0029(5) S4 0.0217(6) 0.0154(6) 0.0168(5) 0.0005(4) 0.0021(4) 0.0030(5) S5 0.0237(6) 0.0147(6) 0.0181(5) 0.0004(4) 0.0018(4) 0.0028(5) S6 0.0237(6) 0.0155(6) 0.0164(5) 0.0009(4) 0.0028(4) 0.0044(5) S7 0.0209(6) 0.0246(6) 0.0195(5) 0.0038(5) 0.0076(5) 0.0091(5) S8 0.0195(6) 0.0212(6) 0.0223(6) -0.0024(5) 0.0082(5) 0.0010(5) S9 0.0159(5) 0.0165(6) 0.0149(5) -0.0013(4) 0.0024(4) 0.0003(4) S10 0.0147(5) 0.0209(6) 0.0157(5) -0.0014(4) 0.0019(4) 0.0025(5) S11 0.0183(6) 0.0182(6) 0.0162(5) -0.0018(4) 0.0041(4) -0.0005(5) S12 0.0175(6) 0.0219(6) 0.0140(5) -0.0016(4) 0.0025(4) 0.0021(5) S13 0.0269(7) 0.0262(7) 0.0240(6) -0.0038(5) 0.0127(5) -0.0023(5) S14 0.0313(7) 0.0231(6) 0.0128(5) -0.0004(5) 0.0031(5) 0.0006(5) F1 0.084(3) 0.096(3) 0.0297(18) 0.0245(19) -0.0186(17) -0.035(2) F2 0.083(3) 0.070(3) 0.0256(16) 0.0160(17) -0.0047(16) -0.018(2) F3 0.124(3) 0.0288(19) 0.078(3) -0.0179(19) 0.008(2) 0.020(2) F4 0.066(2) 0.0279(18) 0.086(3) -0.0041(18) 0.006(2) 0.0041(17) F5 0.0295(18) 0.082(3) 0.081(3) -0.008(2) 0.0160(18) -0.0106(18) F6 0.0329(19) 0.107(3) 0.057(2) -0.004(2) 0.0216(16) 0.015(2) C1 0.040(3) 0.027(3) 0.022(2) -0.002(2) 0.013(2) 0.005(2) C2 0.034(3) 0.030(3) 0.019(2) -0.002(2) 0.006(2) 0.005(2) C3 0.016(2) 0.017(2) 0.016(2) -0.0006(17) 0.0032(17) 0.0021(18) C4 0.016(2) 0.022(2) 0.015(2) -0.0016(18) 0.0003(17) 0.0092(18) C5 0.015(2) 0.012(2) 0.020(2) 0.0019(17) 0.0002(17) 0.0015(17) C6 0.016(2) 0.013(2) 0.015(2) 0.0008(17) -0.0013(16) 0.0022(17) C7 0.016(2) 0.025(2) 0.014(2) -0.0044(18) 0.0010(17) 0.0095(19) C8 0.023(2) 0.024(3) 0.017(2) -0.0061(19) 0.0020(18) 0.010(2) C9 0.022(2) 0.019(2) 0.019(2) -0.0013(18) 0.0004(18) 0.0061(19) C10 0.028(3) 0.019(2) 0.017(2) 0.0042(18) 0.0107(19) 0.006(2) C11 0.025(2) 0.016(2) 0.0108(19) -0.0008(17) 0.0015(18) 0.0032(19) C12 0.025(2) 0.014(2) 0.0119(19) 0.0017(17) 0.0089(18) 0.0047(19) C13 0.015(2) 0.010(2) 0.016(2) -0.0003(16) 0.0018(17) 0.0002(17) C14 0.017(2) 0.011(2) 0.015(2) -0.0003(16) 0.0009(17) 0.0023(17) C15 0.020(2) 0.014(2) 0.016(2) -0.0005(17) 0.0080(18) 0.0015(18) C16 0.024(2) 0.016(2) 0.018(2) 0.0056(18) 0.0085(18) 0.0060(19) C17 0.041(3) 0.029(3) 0.022(2) 0.004(2) 0.018(2) 0.008(2) C18 0.044(3) 0.033(3) 0.020(2) 0.006(2) 0.010(2) 0.007(2) Cl1 0.0621(10) 0.0428(9) 0.0381(7) 0.0073(6) -0.0074(7) 0.0096(7) C19 0.032(6) 0.025(6) 0.048(6) 0.015(5) 0.005(5) -0.005(4) _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 P1 F6 1.563(3) . ? P1 F4 1.567(3) . ? P1 F1 1.576(3) . ? P1 F3 1.578(3) . ? P1 F5 1.583(3) . ? P1 F2 1.592(3) . ? S1 C3 1.746(4) . ? S1 C2 1.819(5) . ? S2 C4 1.742(5) . ? S2 C1 1.812(4) . ? S3 C5 1.730(4) . ? S3 C3 1.743(4) . ? S4 C5 1.743(4) . ? S4 C4 1.753(4) . ? S5 C8 1.731(5) . ? S5 C6 1.740(4) . ? S6 C6 1.742(4) . ? S6 C7 1.763(4) . ? S7 C7 1.751(5) . ? S7 C9 1.833(4) . ? S8 C12 1.750(4) . ? S8 C10 1.804(4) . ? S9 C11 1.736(4) . ? S9 C13 1.740(4) . ? S10 C13 1.740(4) . ? S10 C12 1.750(4) . ? S11 C14 1.737(4) . ? S11 C15 1.749(4) . ? S12 C14 1.734(4) . ? S12 C16 1.751(4) . ? S13 C15 1.739(4) . ? S13 C17 1.806(4) . ? S14 C16 1.737(4) . ? S14 C18 1.805(5) . ? C1 C2 1.510(6) . ? C3 C4 1.352(6) . ? C5 C6 1.371(5) . ? C7 C8 1.336(6) . ? C9 C10 1.528(6) . ? C11 C12 1.344(6) . ? C13 C14 1.367(5) . ? C15 C16 1.358(6) . ? C17 C18 1.509(6) . ? Cl1 C19 1.667(10) 2_457 ? Cl1 C19 1.805(10) . ? C19 Cl1 1.667(10) 2_457 ? C19 C19 1.86(2) 2_457 ? 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 F6 P1 F4 90.0(2) . . ? F6 P1 F1 91.0(2) . . ? F4 P1 F1 90.9(2) . . ? F6 P1 F3 92.5(2) . . ? F4 P1 F3 177.3(2) . . ? F1 P1 F3 90.1(2) . . ? F6 P1 F5 179.0(2) . . ? F4 P1 F5 90.44(19) . . ? F1 P1 F5 89.8(2) . . ? F3 P1 F5 87.1(2) . . ? F6 P1 F2 89.9(2) . . ? F4 P1 F2 89.26(19) . . ? F1 P1 F2 179.1(2) . . ? F3 P1 F2 89.7(2) . . ? F5 P1 F2 89.2(2) . . ? C3 S1 C2 98.8(2) . . ? C4 S2 C1 103.8(2) . . ? C5 S3 C3 95.6(2) . . ? C5 S4 C4 94.9(2) . . ? C8 S5 C6 95.3(2) . . ? C6 S6 C7 95.1(2) . . ? C7 S7 C9 100.5(2) . . ? C12 S8 C10 103.5(2) . . ? C11 S9 C13 95.16(19) . . ? C13 S10 C12 94.85(19) . . ? C14 S11 C15 95.23(19) . . ? C14 S12 C16 95.3(2) . . ? C15 S13 C17 102.2(2) . . ? C16 S14 C18 99.4(2) . . ? C2 C1 S2 114.8(3) . . ? C1 C2 S1 112.9(3) . . ? C4 C3 S3 116.9(3) . . ? C4 C3 S1 125.6(3) . . ? S3 C3 S1 117.5(2) . . ? C3 C4 S2 129.8(3) . . ? C3 C4 S4 117.0(3) . . ? S2 C4 S4 113.2(2) . . ? C6 C5 S3 123.0(3) . . ? C6 C5 S4 121.4(3) . . ? S3 C5 S4 115.5(2) . . ? C5 C6 S5 122.8(3) . . ? C5 C6 S6 122.1(3) . . ? S5 C6 S6 115.0(2) . . ? C8 C7 S7 125.3(3) . . ? C8 C7 S6 116.2(3) . . ? S7 C7 S6 118.5(3) . . ? C7 C8 S5 118.3(3) . . ? C10 C9 S7 112.9(3) . . ? C9 C10 S8 115.4(3) . . ? C12 C11 S9 117.4(3) . . ? C11 C12 S10 117.1(3) . . ? C11 C12 S8 129.3(3) . . ? S10 C12 S8 113.6(2) . . ? C14 C13 S9 122.3(3) . . ? C14 C13 S10 122.3(3) . . ? S9 C13 S10 115.4(2) . . ? C13 C14 S12 121.9(3) . . ? C13 C14 S11 122.4(3) . . ? S12 C14 S11 115.7(2) . . ? C16 C15 S13 129.2(3) . . ? C16 C15 S11 117.0(3) . . ? S13 C15 S11 113.8(2) . . ? C15 C16 S14 128.1(3) . . ? C15 C16 S12 116.7(3) . . ? S14 C16 S12 115.2(2) . . ? C18 C17 S13 114.3(3) . . ? C17 C18 S14 114.6(3) . . ? C19 Cl1 C19 64.7(6) 2_457 . ? Cl1 C19 Cl1 115.3(6) 2_457 . ? Cl1 C19 C19 61.2(5) 2_457 2_457 ? Cl1 C19 C19 54.1(5) . 2_457 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.36 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.525 _refine_diff_density_min -0.567 _refine_diff_density_rms 0.126 data_1-AsF6 _database_code_CSD 206386 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18.50 H15 As Cl F6 S14' _chemical_formula_weight 910.53 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' As As 0.0499 2.0058 '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 7.8300(16) _cell_length_b 13.263(3) _cell_length_c 15.691(3) _cell_angle_alpha 97.26(3) _cell_angle_beta 99.53(3) _cell_angle_gamma 100.75(3) _cell_volume 1557.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.939 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 906 _exptl_absorpt_coefficient_mu 2.167 _exptl_absorpt_correction_type T.Higashi _exptl_absorpt_correction_T_min 0.7051 _exptl_absorpt_correction_T_max 1.2899 _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 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID IP' _diffrn_measurement_method Oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10510 _diffrn_reflns_av_R_equivalents 0.0391 _diffrn_reflns_av_sigmaI/netI 0.0636 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.34 _reflns_number_total 6736 _reflns_number_gt 4155 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Riogaku, 2001)' _computing_cell_refinement 'RAPID AUTO (Riogaku, 2001)' _computing_data_reduction 'RAPID AUTO (Riogaku, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _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^)+(0.0600P)^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 6736 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0785 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _refine_ls_shift/su_max 0.002 _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 Cl1 Cl 0.8241(3) 0.43461(14) 1.00064(13) 0.1228(6) Uani 1 1 d . . . As1 As 0.29613(6) 0.20423(3) 1.00645(3) 0.05460(15) Uani 1 1 d . . . S1 S 0.17949(17) 0.37020(10) 0.68979(9) 0.0721(4) Uani 1 1 d . . . S2 S 0.62015(17) 0.49251(9) 0.78663(7) 0.0632(3) Uani 1 1 d . . . S3 S 0.31836(13) 0.34689(7) 0.52751(7) 0.0482(3) Uani 1 1 d . . . S4 S 0.68762(13) 0.44113(8) 0.61008(7) 0.0498(3) Uani 1 1 d . . . S5 S 0.44179(12) 0.29660(7) 0.34159(7) 0.0439(2) Uani 1 1 d . . . S6 S 0.81066(13) 0.38614(8) 0.42805(7) 0.0471(2) Uani 1 1 d . . . S7 S 0.96364(14) 0.34068(8) 0.27341(8) 0.0578(3) Uani 1 1 d . . . S8 S 1.00615(14) 0.08820(8) 0.21248(7) 0.0532(3) Uani 1 1 d . . . S9 S 0.76452(13) -0.10531(7) 0.38106(7) 0.0482(3) Uani 1 1 d . . . S10 S 0.90214(13) 0.11803(7) 0.38907(7) 0.0465(2) Uani 1 1 d . . . S11 S 0.66522(13) -0.05417(7) 0.57466(7) 0.0445(2) Uani 1 1 d . . . S12 S 0.80530(14) 0.16774(7) 0.57713(7) 0.0488(3) Uani 1 1 d . . . S13 S 0.57636(14) -0.02563(8) 0.74988(8) 0.0553(3) Uani 1 1 d . . . S14 S 0.75495(19) 0.23625(8) 0.75539(8) 0.0703(4) Uani 1 1 d . . . C1 C 0.4393(9) 0.4409(7) 0.8354(4) 0.131(3) Uani 1 1 d . . . H1A H 0.4572 0.3735 0.8481 0.157 Uiso 1 1 calc R . . H1B H 0.4551 0.4850 0.8916 0.157 Uiso 1 1 calc R . . C2 C 0.2687(9) 0.4271(7) 0.7988(4) 0.129(3) Uani 1 1 d . . . H2A H 0.2395 0.4952 0.8061 0.155 Uiso 1 1 calc R . . H2B H 0.2027 0.3864 0.8345 0.155 Uiso 1 1 calc R . . C3 C 0.5333(5) 0.4362(3) 0.6779(3) 0.0466(9) Uani 1 1 d . . . C4 C 0.3640(5) 0.3911(3) 0.6402(3) 0.0472(10) Uani 1 1 d . . . C5 C 0.5371(5) 0.3797(3) 0.5153(2) 0.0402(9) Uani 1 1 d . . . C6 C 0.5883(5) 0.3575(3) 0.4374(2) 0.0389(8) Uani 1 1 d . . . C7 C 0.7705(5) 0.3345(3) 0.3162(3) 0.0420(9) Uani 1 1 d . . . C8 C 0.6024(5) 0.2951(3) 0.2778(3) 0.0438(9) Uani 1 1 d . . . H8A H 0.5719 0.2676 0.2185 0.053 Uiso 1 1 calc R . . C9 C 0.8863(5) 0.2623(3) 0.1651(3) 0.0533(11) Uani 1 1 d . . . H9A H 0.7862 0.2864 0.1357 0.064 Uiso 1 1 calc R . . H9B H 0.9799 0.2751 0.1318 0.064 Uiso 1 1 calc R . . C10 C 0.8316(5) 0.1470(3) 0.1616(3) 0.0500(10) Uani 1 1 d . . . H10A H 0.7927 0.1142 0.1008 0.060 Uiso 1 1 calc R . . H10B H 0.7314 0.1330 0.1905 0.060 Uiso 1 1 calc R . . C11 C 0.8464(5) -0.0668(3) 0.2927(3) 0.0473(10) Uani 1 1 d . . . H11A H 0.8459 -0.1155 0.2445 0.057 Uiso 1 1 calc R . . C12 C 0.9112(5) 0.0345(3) 0.2941(3) 0.0424(9) Uani 1 1 d . . . C13 C 0.8008(5) 0.0203(3) 0.4392(2) 0.0396(9) Uani 1 1 d . . . C14 C 0.7603(5) 0.0413(3) 0.5202(3) 0.0412(9) Uani 1 1 d . . . C15 C 0.6627(5) 0.0319(3) 0.6686(2) 0.0413(9) Uani 1 1 d . . . C16 C 0.7328(5) 0.1340(3) 0.6699(3) 0.0442(9) Uani 1 1 d . . . C17 C 0.6552(10) 0.0745(4) 0.8440(3) 0.109(2) Uani 1 1 d . . . H17A H 0.5549 0.0779 0.8724 0.131 Uiso 1 1 calc R . . H17B H 0.7396 0.0488 0.8837 0.131 Uiso 1 1 calc R . . C18 C 0.7274(13) 0.1682(5) 0.8416(4) 0.181(5) Uani 1 1 d . . . H18A H 0.8466 0.1772 0.8751 0.218 Uiso 1 1 calc R . . H18B H 0.6676 0.2094 0.8776 0.218 Uiso 1 1 calc R . . C19 C 1.0373(19) 0.501(2) 1.0438(9) 0.204(10) Uani 0.50 1 d P . . F1 F 0.228(2) 0.2229(14) 0.9018(9) 0.159(7) Uani 0.50 1 d P . . F2 F 0.328(3) 0.1972(17) 1.1113(8) 0.197(12) Uani 0.50 1 d P . . F3 F 0.0884(11) 0.1642(16) 1.0066(8) 0.137(5) Uani 0.50 1 d P . . F4 F 0.3048(17) 0.0845(7) 0.9644(11) 0.165(5) Uani 0.50 1 d P . . F5 F 0.5063(12) 0.2360(15) 1.0051(13) 0.185(7) Uani 0.50 1 d P . . F6 F 0.307(3) 0.3269(9) 1.0317(12) 0.179(7) Uani 0.50 1 d P . . F11 F 0.448(3) 0.1552(14) 1.0534(15) 0.223(7) Uani 0.50 1 d P . . F12 F 0.130(3) 0.258(2) 0.9771(13) 0.254(9) Uani 0.50 1 d P . . F13 F 0.447(4) 0.308(2) 1.0159(14) 0.280(16) Uani 0.50 1 d P . . F14 F 0.155(3) 0.0933(13) 0.9994(10) 0.212(9) Uani 0.50 1 d P . . F15 F 0.306(2) 0.1857(15) 0.9049(6) 0.158(8) Uani 0.50 1 d P . . F16 F 0.278(2) 0.251(2) 1.1066(12) 0.222(12) Uani 0.50 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 Cl1 0.1411(16) 0.1154(13) 0.1153(15) 0.0367(11) 0.0232(12) 0.0255(11) As1 0.0569(3) 0.0604(3) 0.0439(3) 0.0051(2) 0.0084(2) 0.0095(2) S1 0.0740(8) 0.0694(8) 0.0680(8) -0.0085(6) 0.0355(7) -0.0028(6) S2 0.0819(8) 0.0645(7) 0.0404(6) -0.0016(5) 0.0093(6) 0.0179(6) S3 0.0489(6) 0.0430(5) 0.0477(6) -0.0028(5) 0.0118(5) 0.0017(4) S4 0.0480(6) 0.0561(6) 0.0414(6) -0.0015(5) 0.0042(5) 0.0118(5) S5 0.0427(5) 0.0411(5) 0.0440(6) -0.0018(4) 0.0070(4) 0.0062(4) S6 0.0422(5) 0.0498(6) 0.0445(6) -0.0030(5) 0.0046(5) 0.0089(4) S7 0.0501(6) 0.0553(6) 0.0650(8) -0.0053(5) 0.0225(6) 0.0041(5) S8 0.0496(6) 0.0589(6) 0.0578(7) 0.0090(5) 0.0190(5) 0.0215(5) S9 0.0530(6) 0.0372(5) 0.0502(6) -0.0007(4) 0.0046(5) 0.0089(4) S10 0.0556(6) 0.0375(5) 0.0466(6) 0.0027(4) 0.0099(5) 0.0134(4) S11 0.0471(5) 0.0365(5) 0.0466(6) 0.0016(4) 0.0044(5) 0.0078(4) S12 0.0619(6) 0.0355(5) 0.0488(6) 0.0040(4) 0.0111(5) 0.0111(4) S13 0.0589(6) 0.0511(6) 0.0590(7) 0.0103(5) 0.0203(6) 0.0108(5) S14 0.1123(10) 0.0413(6) 0.0598(8) -0.0026(5) 0.0270(7) 0.0205(6) C1 0.105(5) 0.228(9) 0.050(4) 0.010(5) 0.030(4) 0.009(5) C2 0.102(5) 0.205(8) 0.066(4) 0.004(5) 0.032(4) -0.005(5) C3 0.062(3) 0.0343(19) 0.046(2) 0.0037(17) 0.014(2) 0.0157(18) C4 0.061(3) 0.0329(19) 0.048(2) -0.0010(17) 0.016(2) 0.0096(17) C5 0.045(2) 0.0334(19) 0.040(2) 0.0040(16) 0.0042(18) 0.0092(15) C6 0.044(2) 0.0329(18) 0.038(2) 0.0040(16) 0.0044(17) 0.0089(15) C7 0.049(2) 0.0368(19) 0.043(2) 0.0061(17) 0.0113(19) 0.0130(16) C8 0.048(2) 0.042(2) 0.040(2) 0.0000(17) 0.0103(19) 0.0105(17) C9 0.063(3) 0.057(3) 0.046(3) 0.010(2) 0.023(2) 0.017(2) C10 0.058(2) 0.052(2) 0.042(2) 0.0042(19) 0.010(2) 0.0165(19) C11 0.046(2) 0.048(2) 0.046(2) -0.0042(19) 0.0030(19) 0.0163(18) C12 0.042(2) 0.043(2) 0.044(2) 0.0008(17) 0.0066(18) 0.0182(16) C13 0.040(2) 0.0344(18) 0.043(2) 0.0005(17) 0.0025(18) 0.0132(15) C14 0.0363(19) 0.0360(19) 0.048(2) 0.0040(17) -0.0006(17) 0.0083(15) C15 0.043(2) 0.040(2) 0.040(2) 0.0009(17) 0.0046(17) 0.0145(16) C16 0.049(2) 0.040(2) 0.043(2) 0.0010(17) 0.0063(19) 0.0158(17) C17 0.211(7) 0.062(3) 0.058(4) -0.002(3) 0.051(4) 0.026(4) C18 0.334(13) 0.093(5) 0.070(5) -0.012(4) 0.068(6) -0.083(7) C19 0.071(10) 0.42(3) 0.095(12) 0.061(18) 0.018(9) -0.036(14) F1 0.178(13) 0.172(12) 0.097(9) 0.086(9) -0.023(8) -0.035(10) F2 0.213(19) 0.244(18) 0.059(7) 0.090(11) -0.058(9) -0.108(14) F3 0.045(4) 0.233(16) 0.114(8) -0.006(11) 0.027(4) -0.007(7) F4 0.153(9) 0.056(5) 0.263(16) -0.040(7) 0.015(10) 0.029(5) F5 0.054(5) 0.177(14) 0.289(18) -0.009(14) 0.049(7) -0.044(7) F6 0.30(2) 0.072(7) 0.147(12) -0.054(8) 0.011(15) 0.067(10) F11 0.187(15) 0.214(16) 0.266(19) 0.054(14) -0.072(14) 0.129(14) F12 0.250(19) 0.35(3) 0.209(19) 0.048(18) -0.011(15) 0.23(2) F13 0.34(3) 0.186(19) 0.205(18) 0.052(18) 0.012(19) -0.19(2) F14 0.27(2) 0.142(12) 0.149(12) 0.036(11) 0.002(15) -0.114(12) F15 0.172(11) 0.27(2) 0.031(5) -0.015(7) 0.042(6) 0.057(10) F16 0.135(9) 0.36(3) 0.120(14) -0.114(15) 0.062(10) -0.002(13) _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 Cl1 C19 1.565(16) 2_767 ? Cl1 C19 1.717(15) . ? As1 F11 1.579(8) . ? As1 F15 1.598(9) . ? As1 F6 1.609(9) . ? As1 F13 1.611(11) . ? As1 F3 1.615(7) . ? As1 F12 1.622(10) . ? As1 F5 1.625(8) . ? As1 F2 1.640(9) . ? As1 F14 1.647(10) . ? As1 F16 1.656(12) . ? As1 F4 1.659(7) . ? As1 F1 1.703(11) . ? S1 C4 1.746(4) . ? S1 C2 1.751(6) . ? S2 C3 1.742(4) . ? S2 C1 1.786(6) . ? S3 C5 1.735(4) . ? S3 C4 1.746(4) . ? S4 C3 1.735(4) . ? S4 C5 1.738(4) . ? S5 C8 1.733(4) . ? S5 C6 1.734(4) . ? S6 C6 1.747(4) . ? S6 C7 1.756(4) . ? S7 C7 1.746(4) . ? S7 C9 1.821(4) . ? S8 C12 1.747(4) . ? S8 C10 1.818(4) . ? S9 C11 1.717(4) . ? S9 C13 1.744(4) . ? S10 C13 1.735(4) . ? S10 C12 1.760(4) . ? S11 C14 1.738(4) . ? S11 C15 1.752(4) . ? S12 C16 1.728(4) . ? S12 C14 1.741(4) . ? S13 C15 1.733(4) . ? S13 C17 1.796(5) . ? S14 C18 1.739(6) . ? S14 C16 1.744(4) . ? C1 C2 1.333(8) . ? C3 C4 1.349(5) . ? C5 C6 1.362(5) . ? C7 C8 1.330(5) . ? C9 C10 1.501(5) . ? C11 C12 1.340(5) . ? C13 C14 1.367(5) . ? C15 C16 1.359(5) . ? C17 C18 1.274(7) . ? C19 C19 1.40(3) 2_767 ? C19 Cl1 1.565(15) 2_767 ? F1 F15 0.85(2) . ? F1 F12 1.58(2) . ? F2 F16 0.88(3) . ? F2 F11 1.54(2) . ? F3 F14 1.16(2) . ? F3 F12 1.383(19) . ? F4 F14 1.39(2) . ? F4 F11 1.685(18) . ? F4 F15 1.729(18) . ? F5 F13 1.14(3) . ? F5 F11 1.44(2) . ? F6 F13 1.23(3) . ? F6 F12 1.56(3) . ? F6 F16 1.66(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 C19 Cl1 C19 50.1(9) 2_767 . ? F11 As1 F15 105.2(11) . . ? F11 As1 F6 118.8(8) . . ? F15 As1 F6 105.5(10) . . ? F11 As1 F13 86.3(11) . . ? F15 As1 F13 86.8(11) . . ? F6 As1 F13 44.8(11) . . ? F11 As1 F3 123.7(13) . . ? F15 As1 F3 103.5(7) . . ? F6 As1 F3 98.1(10) . . ? F13 As1 F3 142.6(17) . . ? F11 As1 F12 168.7(13) . . ? F15 As1 F12 86.0(7) . . ? F6 As1 F12 57.6(10) . . ? F13 As1 F12 95.6(17) . . ? F3 As1 F12 50.6(8) . . ? F11 As1 F5 53.4(8) . . ? F15 As1 F5 75.5(9) . . ? F6 As1 F5 85.9(8) . . ? F13 As1 F5 41.4(11) . . ? F3 As1 F5 176.0(10) . . ? F12 As1 F5 132.9(14) . . ? F11 As1 F2 57.1(7) . . ? F15 As1 F2 161.8(13) . . ? F6 As1 F2 88.4(9) . . ? F13 As1 F2 95.3(8) . . ? F3 As1 F2 85.6(9) . . ? F12 As1 F2 111.7(14) . . ? F5 As1 F2 94.2(9) . . ? F11 As1 F14 89.2(13) . . ? F15 As1 F14 93.7(9) . . ? F6 As1 F14 139.1(14) . . ? F13 As1 F14 175.4(17) . . ? F3 As1 F14 41.6(7) . . ? F12 As1 F14 89.0(9) . . ? F5 As1 F14 134.4(13) . . ? F2 As1 F14 82.8(7) . . ? F11 As1 F16 85.4(9) . . ? F15 As1 F16 166.1(14) . . ? F6 As1 F16 60.9(10) . . ? F13 As1 F16 84.9(11) . . ? F3 As1 F16 76.9(7) . . ? F12 As1 F16 83.7(12) . . ? F5 As1 F16 105.0(8) . . ? F2 As1 F16 31.1(10) . . ? F14 As1 F16 95.4(12) . . ? F11 As1 F4 62.7(7) . . ? F15 As1 F4 64.1(7) . . ? F6 As1 F4 168.6(11) . . ? F13 As1 F4 126.8(16) . . ? F3 As1 F4 89.2(6) . . ? F12 As1 F4 123.3(9) . . ? F5 As1 F4 86.8(8) . . ? F2 As1 F4 100.9(12) . . ? F14 As1 F4 49.9(8) . . ? F16 As1 F4 129.7(14) . . ? F11 As1 F1 134.7(13) . . ? F15 As1 F1 29.7(7) . . ? F6 As1 F1 84.8(9) . . ? F13 As1 F1 86.5(9) . . ? F3 As1 F1 85.9(7) . . ? F12 As1 F1 56.6(7) . . ? F5 As1 F1 94.8(10) . . ? F2 As1 F1 168.3(13) . . ? F14 As1 F1 96.2(7) . . ? F16 As1 F1 138.2(14) . . ? F4 As1 F1 87.1(7) . . ? C4 S1 C2 102.4(3) . . ? C3 S2 C1 99.3(3) . . ? C5 S3 C4 94.93(19) . . ? C3 S4 C5 95.63(19) . . ? C8 S5 C6 95.37(18) . . ? C6 S6 C7 94.96(18) . . ? C7 S7 C9 103.28(19) . . ? C12 S8 C10 101.67(18) . . ? C11 S9 C13 94.94(18) . . ? C13 S10 C12 95.21(18) . . ? C14 S11 C15 95.27(18) . . ? C16 S12 C14 95.71(18) . . ? C15 S13 C17 102.5(2) . . ? C18 S14 C16 100.8(3) . . ? C2 C1 S2 124.9(5) . . ? C1 C2 S1 123.9(5) . . ? C4 C3 S4 116.7(3) . . ? C4 C3 S2 128.8(3) . . ? S4 C3 S2 114.6(2) . . ? C3 C4 S1 128.3(3) . . ? C3 C4 S3 117.4(3) . . ? S1 C4 S3 114.3(2) . . ? C6 C5 S3 122.6(3) . . ? C6 C5 S4 122.2(3) . . ? S3 C5 S4 115.3(2) . . ? C5 C6 S5 123.4(3) . . ? C5 C6 S6 121.6(3) . . ? S5 C6 S6 114.9(2) . . ? C8 C7 S7 130.1(3) . . ? C8 C7 S6 116.7(3) . . ? S7 C7 S6 113.2(2) . . ? C7 C8 S5 118.1(3) . . ? C10 C9 S7 116.6(3) . . ? C9 C10 S8 114.0(3) . . ? C12 C11 S9 119.1(3) . . ? C11 C12 S8 125.8(3) . . ? C11 C12 S10 115.6(3) . . ? S8 C12 S10 118.5(2) . . ? C14 C13 S10 121.6(3) . . ? C14 C13 S9 123.2(3) . . ? S10 C13 S9 115.1(2) . . ? C13 C14 S11 123.4(3) . . ? C13 C14 S12 121.5(3) . . ? S11 C14 S12 115.1(2) . . ? C16 C15 S13 128.2(3) . . ? C16 C15 S11 116.6(3) . . ? S13 C15 S11 115.1(2) . . ? C15 C16 S12 117.2(3) . . ? C15 C16 S14 126.8(3) . . ? S12 C16 S14 115.9(2) . . ? C18 C17 S13 124.6(5) . . ? C17 C18 S14 132.4(5) . . ? C19 C19 Cl1 70.6(12) 2_767 2_767 ? C19 C19 Cl1 59.3(10) 2_767 . ? Cl1 C19 Cl1 129.9(9) 2_767 . ? F15 F1 F12 126.7(16) . . ? F15 F1 As1 68.3(11) . . ? F12 F1 As1 59.1(6) . . ? F16 F2 F11 127.9(17) . . ? F16 F2 As1 75.4(12) . . ? F11 F2 As1 59.5(6) . . ? F14 F3 F12 128.6(14) . . ? F14 F3 As1 70.7(8) . . ? F12 F3 As1 65.0(7) . . ? F14 F4 As1 64.6(6) . . ? F14 F4 F11 94.2(14) . . ? As1 F4 F11 56.3(4) . . ? F14 F4 F15 98.0(10) . . ? As1 F4 F15 56.2(5) . . ? F11 F4 F15 95.3(10) . . ? F13 F5 F11 114.7(17) . . ? F13 F5 As1 68.6(10) . . ? F11 F5 As1 61.7(6) . . ? F13 F6 F12 118.4(14) . . ? F13 F6 As1 67.7(9) . . ? F12 F6 As1 61.7(7) . . ? F13 F6 F16 98.8(15) . . ? F12 F6 F16 85.8(16) . . ? As1 F6 F16 60.9(7) . . ? F5 F11 F2 106.8(10) . . ? F5 F11 As1 65.0(6) . . ? F2 F11 As1 63.5(5) . . ? F5 F11 F4 92.1(14) . . ? F2 F11 F4 104.1(12) . . ? As1 F11 F4 61.0(5) . . ? F3 F12 F6 111.8(12) . . ? F3 F12 F1 99.4(12) . . ? F6 F12 F1 91.0(16) . . ? F3 F12 As1 64.4(6) . . ? F6 F12 As1 60.8(7) . . ? F1 F12 As1 64.3(6) . . ? F5 F13 F6 136.9(14) . . ? F5 F13 As1 70.0(8) . . ? F6 F13 As1 67.5(8) . . ? F3 F14 F4 128.4(13) . . ? F3 F14 As1 67.7(7) . . ? F4 F14 As1 65.5(7) . . ? F1 F15 As1 82.0(14) . . ? F1 F15 F4 124.1(18) . . ? As1 F15 F4 59.7(5) . . ? F2 F16 As1 73.5(14) . . ? F2 F16 F6 123.3(19) . . ? As1 F16 F6 58.1(7) . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 27.34 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 0.580 _refine_diff_density_min -0.788 _refine_diff_density_rms 0.086 data_1-BF4 _database_code_CSD 206387 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H14 B F4 S14' _chemical_formula_weight 765.94 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' B B 0.0013 0.0007 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 7.5666(15) _cell_length_b 28.340(6) _cell_length_c 13.239(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.09(3) _cell_angle_gamma 90.00 _cell_volume 2753.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour black _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.848 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1548 _exptl_absorpt_coefficient_mu 1.144 _exptl_absorpt_correction_type T.Higashi _exptl_absorpt_correction_T_min 0.7699 _exptl_absorpt_correction_T_max 1.2691 _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 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID IP' _diffrn_measurement_method Oscillation _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10645 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.1279 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.35 _reflns_number_total 5976 _reflns_number_gt 3502 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID AUTO (Riogaku, 2001)' _computing_cell_refinement 'RAPID AUTO (Riogaku, 2001)' _computing_data_reduction 'RAPID AUTO (Riogaku, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Siemens, 1994)' _computing_publication_material 'SHELXTL (Siemens, 1994)' _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^)+(0.0200P)^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 5976 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0849 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.0689 _refine_ls_wR_factor_gt 0.0635 _refine_ls_goodness_of_fit_ref 0.784 _refine_ls_restrained_S_all 0.784 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.002 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 S1 S 0.00729(13) 0.12894(3) -0.08526(7) 0.0224(2) Uani 1 1 d . . . S2 S 0.12635(13) 0.12503(3) 0.18679(7) 0.0221(2) Uani 1 1 d . . . S3 S 0.27217(13) 0.03178(3) 0.15827(7) 0.0217(2) Uani 1 1 d . . . S4 S 0.16956(12) 0.03304(3) -0.07052(7) 0.0187(2) Uani 1 1 d . . . S5 S 0.34006(12) -0.07244(3) -0.07260(7) 0.0197(2) Uani 1 1 d . . . S6 S 0.44439(12) -0.07162(3) 0.15626(7) 0.0200(2) Uani 1 1 d . . . S7 S 0.60829(13) -0.16922(3) 0.17059(7) 0.0230(2) Uani 1 1 d . . . S8 S 0.53742(12) -0.12820(3) 0.40116(7) 0.0200(2) Uani 1 1 d . . . S9 S 0.33230(12) -0.04180(3) 0.40840(7) 0.0178(2) Uani 1 1 d . . . S10 S -0.03189(11) -0.08363(3) 0.33206(7) 0.0160(2) Uani 1 1 d . . . S11 S 0.15445(12) 0.05916(3) 0.42211(7) 0.0182(2) Uani 1 1 d . . . S12 S -0.21292(12) 0.02008(3) 0.34068(6) 0.0176(2) Uani 1 1 d . . . S13 S -0.40509(13) 0.11046(3) 0.32465(7) 0.0224(2) Uani 1 1 d . . . S14 S 0.03644(13) 0.15785(3) 0.42767(7) 0.0219(2) Uani 1 1 d . . . C1 C 0.0847(5) 0.17756(12) 0.0017(3) 0.0201(8) Uani 1 1 d . . . H1A H 0.2167 0.1790 0.0171 0.024 Uiso 1 1 calc R . . H1B H 0.0375 0.2067 -0.0329 0.024 Uiso 1 1 calc R . . C2 C 0.0260(5) 0.17376(13) 0.1034(2) 0.0235(9) Uani 1 1 d . . . H2A H -0.1055 0.1706 0.0873 0.028 Uiso 1 1 calc R . . H2B H 0.0573 0.2030 0.1418 0.028 Uiso 1 1 calc R . . C3 C 0.1574(4) 0.08197(12) 0.0987(2) 0.0148(8) Uani 1 1 d . . . C4 C 0.1113(4) 0.08246(12) -0.0063(3) 0.0171(8) Uani 1 1 d . . . C5 C 0.2642(4) 0.00147(13) 0.0420(3) 0.0161(8) Uani 1 1 d . . . C6 C 0.3368(4) -0.04242(13) 0.0416(3) 0.0182(8) Uani 1 1 d . . . C7 C 0.4438(4) -0.12267(12) -0.0104(3) 0.0195(8) Uani 1 1 d . . . H7A H 0.4661 -0.1486 -0.0486 0.023 Uiso 1 1 calc R . . C8 C 0.4912(4) -0.12332(12) 0.0940(3) 0.0178(8) Uani 1 1 d . . . C9 C 0.4331(5) -0.19072(13) 0.2327(2) 0.0210(9) Uani 1 1 d . . . H9A H 0.3225 -0.1726 0.2070 0.025 Uiso 1 1 calc R . . H9B H 0.4064 -0.2234 0.2131 0.025 Uiso 1 1 calc R . . C10 C 0.4885(5) -0.18725(12) 0.3513(3) 0.0215(9) Uani 1 1 d . . . H10A H 0.5956 -0.2067 0.3769 0.026 Uiso 1 1 calc R . . H10B H 0.3911 -0.2001 0.3789 0.026 Uiso 1 1 calc R . . C11 C 0.3212(4) -0.10222(12) 0.3809(2) 0.0147(8) Uani 1 1 d . . . C12 C 0.1546(4) -0.12097(12) 0.3471(2) 0.0175(8) Uani 1 1 d . . . H12A H 0.1393 -0.1530 0.3323 0.021 Uiso 1 1 calc R . . C13 C 0.0971(5) -0.03332(12) 0.3740(2) 0.0147(8) Uani 1 1 d . . . C14 C 0.0212(4) 0.00992(12) 0.3788(2) 0.0142(8) Uani 1 1 d . . . C15 C -0.0279(5) 0.09930(12) 0.3979(2) 0.0161(8) Uani 1 1 d . . . C16 C -0.1949(5) 0.08104(12) 0.3607(2) 0.0168(8) Uani 1 1 d . . . C17 C -0.3419(5) 0.16750(12) 0.3827(3) 0.0212(9) Uani 1 1 d . . . H17A H -0.4416 0.1894 0.3578 0.025 Uiso 1 1 calc R . . H17B H -0.3230 0.1649 0.4576 0.025 Uiso 1 1 calc R . . C18 C -0.1697(5) 0.18754(12) 0.3584(3) 0.0225(9) Uani 1 1 d . . . H18A H -0.1604 0.2208 0.3763 0.027 Uiso 1 1 calc R . . H18B H -0.1799 0.1850 0.2841 0.027 Uiso 1 1 calc R . . B1 B 0.0052(6) -0.25234(17) 0.3430(4) 0.0296(11) Uani 1 1 d . . . F1 F -0.1614(3) -0.24569(12) 0.3557(3) 0.1024(13) Uani 1 1 d . . . F2 F 0.0244(4) -0.22997(9) 0.25271(19) 0.0752(10) Uani 1 1 d . . . F3 F 0.1374(3) -0.23384(7) 0.42623(15) 0.0333(6) Uani 1 1 d . . . F4 F 0.0363(3) -0.29977(7) 0.33503(15) 0.0355(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0250(6) 0.0184(5) 0.0197(5) -0.0011(4) -0.0025(4) 0.0040(4) S2 0.0294(6) 0.0192(5) 0.0189(5) 0.0004(4) 0.0081(4) 0.0049(5) S3 0.0286(6) 0.0180(5) 0.0192(5) 0.0022(4) 0.0074(4) 0.0037(5) S4 0.0196(5) 0.0175(5) 0.0181(5) -0.0014(4) 0.0032(4) 0.0013(4) S5 0.0208(5) 0.0176(5) 0.0205(5) -0.0025(4) 0.0051(4) -0.0002(4) S6 0.0255(5) 0.0147(5) 0.0209(5) 0.0000(4) 0.0078(4) 0.0018(4) S7 0.0253(6) 0.0193(6) 0.0278(5) 0.0030(4) 0.0131(4) 0.0066(5) S8 0.0157(5) 0.0184(5) 0.0243(5) -0.0030(4) 0.0019(4) 0.0036(4) S9 0.0144(5) 0.0135(5) 0.0246(5) -0.0031(4) 0.0030(4) 0.0003(4) S10 0.0147(5) 0.0137(5) 0.0186(5) -0.0013(4) 0.0020(4) 0.0011(4) S11 0.0173(5) 0.0135(5) 0.0227(5) -0.0018(4) 0.0029(4) 0.0009(4) S12 0.0157(5) 0.0153(5) 0.0195(5) -0.0018(4) 0.0000(4) 0.0017(4) S13 0.0182(5) 0.0195(6) 0.0260(5) -0.0037(4) -0.0014(4) 0.0072(4) S14 0.0246(6) 0.0139(5) 0.0254(5) -0.0021(4) 0.0026(4) 0.0011(4) C1 0.019(2) 0.011(2) 0.028(2) -0.0033(17) 0.0006(17) 0.0005(16) C2 0.023(2) 0.020(2) 0.026(2) 0.0021(17) 0.0034(18) 0.0042(18) C3 0.0161(19) 0.014(2) 0.0162(18) 0.0014(15) 0.0074(15) 0.0002(16) C4 0.0104(19) 0.018(2) 0.023(2) 0.0008(16) 0.0050(16) 0.0006(16) C5 0.0121(18) 0.016(2) 0.0205(19) -0.0013(16) 0.0052(15) -0.0040(16) C6 0.015(2) 0.020(2) 0.0208(19) -0.0003(17) 0.0063(16) -0.0012(17) C7 0.022(2) 0.013(2) 0.0253(19) -0.0039(17) 0.0088(17) -0.0016(17) C8 0.018(2) 0.0127(19) 0.0254(19) 0.0004(17) 0.0108(16) 0.0026(16) C9 0.021(2) 0.018(2) 0.026(2) -0.0004(17) 0.0091(17) 0.0024(17) C10 0.027(2) 0.015(2) 0.026(2) 0.0039(17) 0.0121(18) 0.0070(17) C11 0.017(2) 0.0107(19) 0.0154(18) -0.0006(15) 0.0030(16) 0.0012(16) C12 0.026(2) 0.0099(19) 0.0192(19) 0.0005(15) 0.0115(17) 0.0050(17) C13 0.0188(19) 0.014(2) 0.0126(17) 0.0014(15) 0.0056(15) 0.0001(16) C14 0.0135(19) 0.015(2) 0.0130(17) -0.0005(15) 0.0001(15) 0.0021(16) C15 0.028(2) 0.0124(19) 0.0084(16) 0.0023(15) 0.0046(16) 0.0038(17) C16 0.027(2) 0.011(2) 0.0135(18) -0.0007(15) 0.0056(16) 0.0046(17) C17 0.028(2) 0.017(2) 0.0176(19) 0.0000(17) 0.0051(17) 0.0115(18) C18 0.035(2) 0.014(2) 0.0180(19) 0.0023(16) 0.0058(18) 0.0063(18) B1 0.028(3) 0.017(3) 0.042(3) -0.005(2) 0.004(2) 0.001(2) F1 0.0333(18) 0.095(3) 0.180(4) -0.072(3) 0.029(2) 0.0076(18) F2 0.116(3) 0.0467(19) 0.0455(17) 0.0172(15) -0.0148(17) -0.0305(18) F3 0.0435(15) 0.0248(13) 0.0290(12) -0.0084(11) 0.0039(11) -0.0075(11) F4 0.0490(15) 0.0167(13) 0.0320(12) -0.0028(10) -0.0074(11) 0.0006(11) _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 S1 C4 1.745(3) . ? S1 C1 1.800(3) . ? S2 C3 1.743(3) . ? S2 C2 1.815(3) . ? S3 C5 1.751(3) . ? S3 C3 1.751(3) . ? S4 C5 1.736(4) . ? S4 C4 1.750(3) . ? S5 C7 1.734(4) . ? S5 C6 1.740(3) . ? S6 C6 1.746(3) . ? S6 C8 1.759(3) . ? S7 C8 1.752(3) . ? S7 C9 1.826(3) . ? S8 C11 1.754(3) . ? S8 C10 1.804(3) . ? S9 C13 1.743(3) . ? S9 C11 1.749(3) . ? S10 C12 1.736(3) . ? S10 C13 1.741(3) . ? S11 C14 1.735(3) . ? S11 C15 1.756(3) . ? S12 C14 1.744(3) . ? S12 C16 1.748(4) . ? S13 C16 1.756(3) . ? S13 C17 1.804(3) . ? S14 C15 1.747(4) . ? S14 C18 1.813(3) . ? C1 C2 1.520(4) . ? C3 C4 1.348(4) . ? C5 C6 1.360(5) . ? C7 C8 1.341(4) . ? C9 C10 1.526(4) . ? C11 C12 1.341(4) . ? C13 C14 1.361(4) . ? C15 C16 1.343(5) . ? C17 C18 1.526(5) . ? B1 F1 1.325(5) . ? B1 F4 1.373(5) . ? B1 F2 1.392(5) . ? B1 F3 1.397(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 S1 C1 99.52(16) . . ? C3 S2 C2 103.30(16) . . ? C5 S3 C3 95.48(16) . . ? C5 S4 C4 95.50(16) . . ? C7 S5 C6 95.13(17) . . ? C6 S6 C8 95.25(16) . . ? C8 S7 C9 100.85(16) . . ? C11 S8 C10 103.46(16) . . ? C13 S9 C11 94.96(16) . . ? C12 S10 C13 94.93(17) . . ? C14 S11 C15 95.34(17) . . ? C14 S12 C16 94.78(16) . . ? C16 S13 C17 100.43(17) . . ? C15 S14 C18 99.71(17) . . ? C2 C1 S1 113.1(3) . . ? C1 C2 S2 115.1(3) . . ? C4 C3 S2 129.8(3) . . ? C4 C3 S3 116.6(3) . . ? S2 C3 S3 113.59(18) . . ? C3 C4 S1 126.2(3) . . ? C3 C4 S4 117.4(3) . . ? S1 C4 S4 116.31(19) . . ? C6 C5 S4 123.4(3) . . ? C6 C5 S3 121.6(3) . . ? S4 C5 S3 114.8(2) . . ? C5 C6 S5 122.8(3) . . ? C5 C6 S6 122.2(3) . . ? S5 C6 S6 114.9(2) . . ? C8 C7 S5 118.5(3) . . ? C7 C8 S7 125.3(3) . . ? C7 C8 S6 116.0(3) . . ? S7 C8 S6 118.57(19) . . ? C10 C9 S7 113.2(2) . . ? C9 C10 S8 114.6(2) . . ? C12 C11 S9 116.8(3) . . ? C12 C11 S8 130.6(3) . . ? S9 C11 S8 112.55(19) . . ? C11 C12 S10 118.0(3) . . ? C14 C13 S10 122.8(3) . . ? C14 C13 S9 121.8(3) . . ? S10 C13 S9 115.33(19) . . ? C13 C14 S11 121.4(3) . . ? C13 C14 S12 123.1(3) . . ? S11 C14 S12 115.49(19) . . ? C16 C15 S14 129.4(3) . . ? C16 C15 S11 116.4(3) . . ? S14 C15 S11 114.2(2) . . ? C15 C16 S12 117.9(3) . . ? C15 C16 S13 128.7(3) . . ? S12 C16 S13 113.34(19) . . ? C18 C17 S13 113.3(2) . . ? C17 C18 S14 113.2(2) . . ? F1 B1 F4 109.6(4) . . ? F1 B1 F2 110.2(4) . . ? F4 B1 F2 108.9(4) . . ? F1 B1 F3 111.5(4) . . ? F4 B1 F3 109.0(4) . . ? F2 B1 F3 107.6(4) . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 27.35 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.711 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.086