data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Wei Xu' _publ_contact_author_email WXU@ICCAS.AC.CN _publ_section_title ; 1,2-Bis [(2,5-dimethyl) dithioene [3,2-b,2,3-d]thiophene] Perfluorocyclopentene: Synthesis and Photochromic Reaction in Solution and LB Films ; _publ_author_name 'Wei Xu.' # Attachment 'shelxl.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 725422' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H14 F6 S6' _chemical_formula_sum 'C25 H14 F6 S6' _chemical_formula_weight 620.72 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.925(4) _cell_length_b 6.9672(8) _cell_length_c 23.953(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.850(7) _cell_angle_gamma 90.00 _cell_volume 4920.4(11) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 5180 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.9 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2512 _exptl_absorpt_coefficient_mu 0.617 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9296 _exptl_absorpt_correction_T_max 0.9757 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19211 _diffrn_reflns_av_R_equivalents 0.0809 _diffrn_reflns_av_sigmaI/netI 0.0620 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4794 _reflns_number_gt 3864 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.7.0' _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^)+(0.1166P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4794 _refine_ls_number_parameters 542 _refine_ls_number_restraints 66 _refine_ls_R_factor_all 0.0910 _refine_ls_R_factor_gt 0.0752 _refine_ls_wR_factor_ref 0.2030 _refine_ls_wR_factor_gt 0.1873 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.220 _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 S1 S 0.73863(4) 1.55077(17) 0.55348(5) 0.0435(3) Uani 1 1 d . . . S2 S 0.79012(4) 1.01771(16) 0.61223(5) 0.0398(3) Uani 1 1 d . . . S3 S 0.66887(4) 1.24957(17) 0.64584(5) 0.0394(3) Uani 1 1 d . . . C1 C 0.78911(16) 1.5134(6) 0.52921(19) 0.0425(11) Uani 1 1 d . . . H1 H 0.8015 1.6048 0.5067 0.051 Uiso 1 1 calc R . . C2 C 0.80946(15) 1.3451(7) 0.54463(18) 0.0408(10) Uani 1 1 d . . . C3 C 0.78306(15) 1.2386(6) 0.57850(17) 0.0362(10) Uani 1 1 d . . . C4 C 0.74380(15) 1.3309(6) 0.58616(17) 0.0356(9) Uani 1 1 d . . . C5 C 0.71889(14) 1.2214(6) 0.62094(17) 0.0339(9) Uani 1 1 d . . . C6 C 0.73975(14) 1.0500(6) 0.63763(17) 0.0335(9) Uani 1 1 d . . . C7 C 0.71599(13) 0.9367(6) 0.67285(17) 0.0330(9) Uani 1 1 d . . . C8 C 0.67656(13) 1.0273(6) 0.67961(17) 0.0350(10) Uani 1 1 d . A . C9 C 0.85290(16) 1.2754(7) 0.5282(2) 0.0478(12) Uani 1 1 d . . . H9A H 0.8649 1.3739 0.5055 0.072 Uiso 1 1 calc R . . H9B H 0.8471 1.1574 0.5058 0.072 Uiso 1 1 calc R . . H9C H 0.8751 1.2493 0.5624 0.072 Uiso 1 1 calc R . . C10 C 0.73230(17) 0.7488(6) 0.6988(2) 0.0446(11) Uani 1 1 d . . . H10A H 0.7559 0.7715 0.7319 0.067 Uiso 1 1 calc R . . H10B H 0.7448 0.6716 0.6709 0.067 Uiso 1 1 calc R . . H10C H 0.7069 0.6800 0.7105 0.067 Uiso 1 1 calc R . . C11 C 0.64299(12) 0.9583(6) 0.71211(14) 0.0349(10) Uani 1 1 d D . . S4 S 0.6125(4) 0.8231(18) 0.5898(4) 0.0326(14) Uani 0.503(2) 1 d PD A 1 S5 S 0.54588(7) 0.3086(3) 0.54110(9) 0.0328(6) Uani 0.503(2) 1 d P A 1 S6 S 0.58467(18) 0.7058(9) 0.4276(2) 0.0406(11) Uani 0.503(2) 1 d PD A 1 C12 C 0.6405(2) 1.0511(11) 0.7719(3) 0.043(2) Uani 0.503(2) 1 d PD A 1 C13 C 0.5982(2) 0.9630(9) 0.7904(3) 0.045(2) Uani 0.503(2) 1 d PD A 1 C14 C 0.5890(2) 0.7810(10) 0.7548(3) 0.041(3) Uani 0.503(2) 1 d PD A 1 C15 C 0.6116(3) 0.8126(11) 0.7028(3) 0.032(2) Uani 0.503(2) 1 d PD A 1 C16 C 0.6011(2) 0.7114(11) 0.6504(3) 0.0304(17) Uani 0.503(2) 1 d PD A 1 C17 C 0.5792(2) 0.5358(11) 0.6400(3) 0.0273(16) Uani 0.503(2) 1 d P A 1 C18 C 0.5717(2) 0.4974(11) 0.5810(3) 0.0311(18) Uani 0.503(2) 1 d P A 1 C19 C 0.5863(2) 0.6433(12) 0.5476(3) 0.0310(18) Uani 0.503(2) 1 d PD A 1 C20 C 0.5766(3) 0.5962(12) 0.4896(3) 0.0336(18) Uani 0.503(2) 1 d PD A 1 C21 C 0.5539(3) 0.4257(12) 0.4790(3) 0.0319(18) Uani 0.503(2) 1 d P A 1 C22 C 0.5425(3) 0.3774(12) 0.4207(3) 0.0366(19) Uani 0.503(2) 1 d P A 1 C23 C 0.5573(3) 0.5178(12) 0.3892(4) 0.038(2) Uani 0.503(2) 1 d PD A 1 H23 H 0.5529 0.5129 0.3490 0.045 Uiso 0.503(2) 1 calc PR A 1 C24 C 0.5656(3) 0.3945(13) 0.6807(4) 0.040(2) Uani 0.503(2) 1 d P A 1 H24A H 0.5368 0.4346 0.6913 0.061 Uiso 0.503(2) 1 calc PR A 1 H24B H 0.5890 0.3885 0.7146 0.061 Uiso 0.503(2) 1 calc PR A 1 H24C H 0.5619 0.2676 0.6628 0.061 Uiso 0.503(2) 1 calc PR A 1 C25 C 0.5199(3) 0.1942(13) 0.3994(5) 0.040(2) Uani 0.503(2) 1 d P A 1 H25A H 0.5143 0.1947 0.3578 0.060 Uiso 0.503(2) 1 calc PR A 1 H25B H 0.4910 0.1819 0.4131 0.060 Uiso 0.503(2) 1 calc PR A 1 H25C H 0.5396 0.0857 0.4132 0.060 Uiso 0.503(2) 1 calc PR A 1 F1 F 0.67752(18) 0.9984(11) 0.8100(2) 0.0561(17) Uani 0.503(2) 1 d PD A 1 F2 F 0.6386(3) 1.2398(8) 0.7715(3) 0.064(2) Uani 0.503(2) 1 d PD A 1 F3 F 0.6055(4) 0.920(2) 0.8459(4) 0.051(3) Uani 0.503(2) 1 d PD A 1 F4 F 0.56281(19) 1.0854(9) 0.7773(3) 0.0599(16) Uani 0.503(2) 1 d PD A 1 F5 F 0.6072(2) 0.6293(9) 0.7849(3) 0.0484(19) Uani 0.503(2) 1 d PD A 1 F6 F 0.5444(3) 0.7463(16) 0.7403(5) 0.045(3) Uani 0.503(2) 1 d PD A 1 F1' F 0.69359(16) 0.8936(9) 0.7961(2) 0.0435(14) Uani 0.497(2) 1 d PD A 2 F2' F 0.6488(2) 1.1420(9) 0.7921(2) 0.0448(15) Uani 0.497(2) 1 d PD A 2 F3' F 0.6282(2) 0.6478(9) 0.7954(4) 0.052(2) Uani 0.497(2) 1 d PD A 2 F4' F 0.5992(5) 0.895(3) 0.8373(4) 0.064(4) Uani 0.497(2) 1 d PD A 2 F5' F 0.5506(3) 0.6883(15) 0.7328(5) 0.041(3) Uani 0.497(2) 1 d PD A 2 F6' F 0.54914(16) 0.9966(8) 0.7463(2) 0.0398(12) Uani 0.497(2) 1 d PD A 2 S4' S 0.6165(4) 0.8021(19) 0.5800(4) 0.0335(15) Uani 0.497(2) 1 d PD A 2 S5' S 0.48305(7) 0.7622(3) 0.49538(9) 0.0369(6) Uani 0.497(2) 1 d P A 2 S6' S 0.59636(19) 0.6984(11) 0.4168(3) 0.0478(13) Uani 0.497(2) 1 d PD A 2 C12' C 0.6521(2) 0.9584(10) 0.7756(3) 0.043(2) Uani 0.497(2) 1 d PD A 2 C13' C 0.61439(19) 0.8333(10) 0.7910(3) 0.039(2) Uani 0.497(2) 1 d PD A 2 C14' C 0.5758(2) 0.8451(11) 0.7392(3) 0.033(2) Uani 0.497(2) 1 d PD A 2 C15' C 0.6006(2) 0.8841(13) 0.6889(2) 0.030(2) Uani 0.497(2) 1 d PD A 2 C16' C 0.5808(2) 0.8436(11) 0.6298(3) 0.0277(17) Uani 0.497(2) 1 d PD A 2 C17' C 0.5351(2) 0.8310(11) 0.6058(3) 0.0278(17) Uani 0.497(2) 1 d P A 2 C18' C 0.5310(3) 0.7870(12) 0.5471(4) 0.0321(18) Uani 0.497(2) 1 d P A 2 C19' C 0.5710(3) 0.7639(12) 0.5276(3) 0.0313(18) Uani 0.497(2) 1 d PD A 2 C20' C 0.5633(3) 0.7279(12) 0.4684(3) 0.0323(18) Uani 0.497(2) 1 d PD A 2 C21' C 0.5179(3) 0.7216(11) 0.4460(4) 0.0332(18) Uani 0.497(2) 1 d P A 2 C22' C 0.5082(3) 0.6916(13) 0.3856(4) 0.043(2) Uani 0.497(2) 1 d P A 2 C23' C 0.5481(3) 0.6735(14) 0.3662(4) 0.049(2) Uani 0.497(2) 1 d PD A 2 H23' H 0.5494 0.6489 0.3275 0.059 Uiso 0.497(2) 1 calc PR A 2 C24' C 0.4940(3) 0.8653(15) 0.6323(4) 0.039(2) Uani 0.497(2) 1 d P A 2 H24D H 0.4842 0.7440 0.6471 0.058 Uiso 0.497(2) 1 calc PR A 2 H24E H 0.4695 0.9166 0.6038 0.058 Uiso 0.497(2) 1 calc PR A 2 H24F H 0.5013 0.9577 0.6634 0.058 Uiso 0.497(2) 1 calc PR A 2 C25' C 0.4609(4) 0.6865(16) 0.3527(4) 0.055(3) Uani 0.497(2) 1 d P A 2 H25D H 0.4466 0.8122 0.3547 0.082 Uiso 0.497(2) 1 calc PR A 2 H25E H 0.4433 0.5887 0.3687 0.082 Uiso 0.497(2) 1 calc PR A 2 H25F H 0.4619 0.6551 0.3130 0.082 Uiso 0.497(2) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0631(7) 0.0372(7) 0.0328(6) 0.0078(5) 0.0158(5) -0.0030(5) S2 0.0534(7) 0.0388(7) 0.0317(6) 0.0053(5) 0.0204(5) 0.0012(5) S3 0.0418(6) 0.0432(7) 0.0343(6) 0.0105(5) 0.0095(5) -0.0005(5) C1 0.060(3) 0.041(3) 0.029(2) 0.005(2) 0.015(2) -0.012(2) C2 0.055(3) 0.046(3) 0.023(2) -0.0023(19) 0.0122(19) -0.008(2) C3 0.052(2) 0.035(2) 0.023(2) -0.0012(18) 0.0107(18) -0.0018(19) C4 0.057(2) 0.030(2) 0.021(2) 0.0010(17) 0.0103(18) -0.0056(19) C5 0.043(2) 0.035(2) 0.026(2) 0.0015(18) 0.0128(18) -0.0062(18) C6 0.046(2) 0.034(2) 0.023(2) 0.0018(17) 0.0130(17) -0.0028(18) C7 0.043(2) 0.035(2) 0.022(2) 0.0024(17) 0.0072(17) -0.0027(18) C8 0.039(2) 0.040(2) 0.025(2) 0.0065(18) 0.0035(17) -0.0069(18) C9 0.060(3) 0.058(3) 0.031(2) 0.005(2) 0.020(2) -0.004(2) C10 0.061(3) 0.038(3) 0.038(3) 0.010(2) 0.018(2) 0.005(2) C11 0.037(2) 0.042(3) 0.027(2) 0.0082(19) 0.0094(17) -0.0010(18) S4 0.039(3) 0.041(3) 0.019(3) 0.002(2) 0.0099(17) -0.008(2) S5 0.0362(11) 0.0341(12) 0.0304(12) 0.0009(9) 0.0120(9) 0.0012(8) S6 0.053(3) 0.0420(19) 0.028(2) 0.0033(15) 0.0114(16) -0.0031(18) C12 0.038(4) 0.063(7) 0.022(3) 0.028(4) -0.007(3) -0.010(4) C13 0.053(5) 0.059(7) 0.026(5) 0.011(5) 0.013(4) 0.005(5) C14 0.029(5) 0.065(8) 0.031(6) 0.008(5) 0.013(4) 0.005(5) C15 0.033(5) 0.039(6) 0.025(5) 0.003(4) 0.011(4) 0.004(4) C16 0.029(4) 0.033(5) 0.030(4) 0.003(4) 0.006(3) 0.003(3) C17 0.028(3) 0.032(4) 0.023(4) 0.007(3) 0.008(3) 0.006(3) C18 0.029(4) 0.036(4) 0.033(4) 0.000(3) 0.016(3) 0.001(3) C19 0.035(4) 0.035(5) 0.027(4) 0.001(4) 0.014(3) -0.003(4) C20 0.034(4) 0.040(5) 0.029(4) 0.002(4) 0.012(3) -0.002(4) C21 0.039(4) 0.032(4) 0.028(4) -0.004(3) 0.013(3) 0.007(3) C22 0.037(4) 0.045(5) 0.027(4) -0.001(4) 0.005(3) 0.011(4) C23 0.038(4) 0.048(5) 0.028(4) 0.000(4) 0.007(3) 0.009(4) C24 0.045(4) 0.047(5) 0.034(5) 0.009(4) 0.021(4) 0.001(4) C25 0.037(5) 0.041(5) 0.043(6) -0.009(5) 0.011(4) 0.005(4) F1 0.046(3) 0.090(6) 0.030(3) 0.004(3) 0.000(3) -0.020(4) F2 0.106(6) 0.058(4) 0.035(4) -0.010(3) 0.035(4) -0.012(4) F3 0.045(5) 0.089(7) 0.022(4) -0.002(4) 0.018(4) -0.011(5) F4 0.064(4) 0.072(4) 0.050(4) 0.001(3) 0.029(3) 0.014(3) F5 0.054(4) 0.063(4) 0.028(4) 0.012(3) 0.008(4) 0.001(4) F6 0.029(3) 0.078(8) 0.030(4) -0.007(4) 0.015(3) -0.009(4) F1' 0.040(3) 0.062(4) 0.027(3) 0.012(3) 0.003(2) -0.004(3) F2' 0.052(3) 0.055(5) 0.029(4) -0.006(3) 0.010(3) -0.015(3) F3' 0.061(5) 0.053(4) 0.040(4) 0.026(3) 0.002(4) 0.002(4) F4' 0.062(6) 0.103(9) 0.024(5) 0.006(5) 0.002(4) -0.033(5) F5' 0.045(4) 0.048(5) 0.034(5) 0.002(4) 0.018(3) -0.011(4) F6' 0.044(3) 0.051(3) 0.030(3) 0.000(2) 0.022(2) 0.006(2) S4' 0.0354(19) 0.048(3) 0.020(3) 0.002(2) 0.0131(18) 0.0001(16) S5' 0.0356(11) 0.0478(14) 0.0270(12) 0.0028(10) 0.0041(9) -0.0012(9) S6' 0.060(3) 0.061(2) 0.026(2) 0.0006(16) 0.0174(17) 0.013(2) C12' 0.038(4) 0.063(7) 0.022(3) 0.028(4) -0.007(3) -0.010(4) C13' 0.049(5) 0.048(6) 0.020(5) 0.002(4) 0.011(4) -0.013(5) C14' 0.040(6) 0.036(6) 0.027(5) -0.005(4) 0.019(4) -0.007(5) C15' 0.034(5) 0.030(5) 0.030(5) 0.007(4) 0.019(4) 0.004(4) C16' 0.030(4) 0.040(5) 0.017(4) 0.007(3) 0.013(3) -0.001(3) C17' 0.026(4) 0.035(4) 0.025(4) 0.004(3) 0.011(3) 0.003(3) C18' 0.033(4) 0.036(5) 0.026(4) 0.002(4) 0.002(3) -0.005(3) C19' 0.040(4) 0.032(5) 0.023(4) 0.007(4) 0.011(3) 0.006(4) C20' 0.043(4) 0.036(5) 0.022(4) -0.001(4) 0.016(4) 0.008(4) C21' 0.046(5) 0.029(4) 0.026(4) 0.000(3) 0.007(4) -0.003(3) C22' 0.057(5) 0.042(5) 0.029(5) -0.007(4) 0.004(4) 0.007(4) C23' 0.070(6) 0.047(6) 0.028(5) -0.001(4) 0.004(5) 0.009(5) C24' 0.036(5) 0.054(6) 0.031(5) 0.008(5) 0.016(4) -0.001(4) C25' 0.075(7) 0.057(6) 0.029(5) -0.008(5) -0.003(5) -0.004(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C4 1.716(4) . ? S1 C1 1.729(5) . ? S2 C6 1.734(4) . ? S2 C3 1.734(4) . ? S3 C5 1.715(4) . ? S3 C8 1.744(4) . ? C1 C2 1.343(6) . ? C1 H1 0.9500 . ? C2 C3 1.432(6) . ? C2 C9 1.502(6) . ? C3 C4 1.379(6) . ? C4 C5 1.430(5) . ? C5 C6 1.375(6) . ? C6 C7 1.430(5) . ? C7 C8 1.372(6) . ? C7 C10 1.495(6) . ? C8 C11 1.454(5) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C15 1.374(7) . ? C11 C15' 1.395(7) . ? C11 C12' 1.500(7) . ? C11 C12 1.585(7) . ? S4 C19 1.714(9) . ? S4 C16 1.732(9) . ? S5 C18 1.729(8) . ? S5 C21 1.748(8) . ? S6 C20 1.724(8) . ? S6 C23 1.725(8) . ? C12 F2 1.315(8) . ? C12 F1 1.361(7) . ? C12 C13 1.539(7) . ? C13 F3 1.343(9) . ? C13 F4 1.353(7) . ? C13 C14 1.526(7) . ? C14 F5 1.341(8) . ? C14 F6 1.341(8) . ? C14 C15 1.533(7) . ? C15 C16 1.427(8) . ? C16 C17 1.390(10) . ? C17 C18 1.419(11) . ? C17 C24 1.490(10) . ? C18 C19 1.407(11) . ? C19 C20 1.408(11) . ? C20 C21 1.370(11) . ? C21 C22 1.421(11) . ? C22 C23 1.356(12) . ? C22 C25 1.493(12) . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? F1' C12' 1.332(7) . ? F2' C12' 1.347(8) . ? F3' C13' 1.355(8) . ? F4' C13' 1.339(9) . ? F5' C14' 1.321(8) . ? F6' C14' 1.351(7) . ? S4' C19' 1.706(10) . ? S4' C16' 1.756(9) . ? S5' C21' 1.728(8) . ? S5' C18' 1.735(8) . ? S6' C20' 1.722(7) . ? S6' C23' 1.727(8) . ? C12' C13' 1.521(7) . ? C13' C14' 1.546(7) . ? C14' C15' 1.542(7) . ? C15' C16' 1.467(8) . ? C16' C17' 1.391(10) . ? C17' C18' 1.425(11) . ? C17' C24' 1.497(10) . ? C18' C19' 1.368(11) . ? C19' C20' 1.421(11) . ? C20' C21' 1.376(12) . ? C21' C22' 1.441(12) . ? C22' C23' 1.362(13) . ? C22' C25' 1.497(14) . ? C23' H23' 0.9500 . ? C24' H24D 0.9800 . ? C24' H24E 0.9800 . ? C24' H24F 0.9800 . ? C25' H25D 0.9800 . ? C25' H25E 0.9800 . ? C25' H25F 0.9800 . ? 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 90.2(2) . . ? C6 S2 C3 90.2(2) . . ? C5 S3 C8 90.34(19) . . ? C2 C1 S1 114.8(3) . . ? C2 C1 H1 122.6 . . ? S1 C1 H1 122.6 . . ? C1 C2 C3 109.9(4) . . ? C1 C2 C9 125.6(4) . . ? C3 C2 C9 124.5(4) . . ? C4 C3 C2 113.5(4) . . ? C4 C3 S2 113.0(3) . . ? C2 C3 S2 133.5(4) . . ? C3 C4 C5 111.7(4) . . ? C3 C4 S1 111.6(3) . . ? C5 C4 S1 136.6(3) . . ? C6 C5 C4 112.1(4) . . ? C6 C5 S3 112.2(3) . . ? C4 C5 S3 135.6(3) . . ? C5 C6 C7 113.8(4) . . ? C5 C6 S2 112.9(3) . . ? C7 C6 S2 133.2(3) . . ? C8 C7 C6 109.9(4) . . ? C8 C7 C10 125.5(4) . . ? C6 C7 C10 124.6(4) . . ? C7 C8 C11 126.8(4) . . ? C7 C8 S3 113.7(3) . . ? C11 C8 S3 119.6(3) . . ? C2 C9 H9A 109.5 . . ? C2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C15 C11 C15' 27.4(4) . . ? C15 C11 C8 132.3(4) . . ? C15' C11 C8 125.1(4) . . ? C15 C11 C12' 99.5(4) . . ? C15' C11 C12' 113.6(4) . . ? C8 C11 C12' 121.4(4) . . ? C15 C11 C12 108.1(4) . . ? C15' C11 C12 109.3(4) . . ? C8 C11 C12 119.5(4) . . ? C12' C11 C12 27.3(3) . . ? C19 S4 C16 91.7(6) . . ? C18 S5 C21 90.1(4) . . ? C20 S6 C23 89.9(5) . . ? F2 C12 F1 107.7(7) . . ? F2 C12 C13 111.4(6) . . ? F1 C12 C13 108.4(5) . . ? F2 C12 C11 114.2(5) . . ? F1 C12 C11 109.7(6) . . ? C13 C12 C11 105.4(4) . . ? F3 C13 F4 111.0(8) . . ? F3 C13 C14 110.4(8) . . ? F4 C13 C14 109.6(5) . . ? F3 C13 C12 111.8(6) . . ? F4 C13 C12 109.3(5) . . ? C14 C13 C12 104.5(5) . . ? F5 C14 F6 107.0(8) . . ? F5 C14 C13 109.8(6) . . ? F6 C14 C13 111.8(6) . . ? F5 C14 C15 110.7(6) . . ? F6 C14 C15 111.9(7) . . ? C13 C14 C15 105.7(5) . . ? C11 C15 C16 123.3(5) . . ? C11 C15 C14 111.1(5) . . ? C16 C15 C14 125.6(6) . . ? C17 C16 C15 128.2(7) . . ? C17 C16 S4 113.6(6) . . ? C15 C16 S4 118.0(6) . . ? C16 C17 C18 109.5(7) . . ? C16 C17 C24 129.6(7) . . ? C18 C17 C24 120.8(7) . . ? C19 C18 C17 114.8(7) . . ? C19 C18 S5 112.8(6) . . ? C17 C18 S5 132.4(6) . . ? C18 C19 C20 111.2(7) . . ? C18 C19 S4 110.3(7) . . ? C20 C19 S4 138.4(7) . . ? C21 C20 C19 113.3(7) . . ? C21 C20 S6 111.3(6) . . ? C19 C20 S6 135.4(7) . . ? C20 C21 C22 114.6(7) . . ? C20 C21 S5 112.5(6) . . ? C22 C21 S5 132.9(7) . . ? C23 C22 C21 109.3(8) . . ? C23 C22 C25 126.7(8) . . ? C21 C22 C25 123.9(8) . . ? C22 C23 S6 114.9(7) . . ? C22 C23 H23 122.5 . . ? S6 C23 H23 122.5 . . ? C19' S4' C16' 91.3(6) . . ? C21' S5' C18' 89.1(4) . . ? C20' S6' C23' 90.2(5) . . ? F1' C12' F2' 108.9(6) . . ? F1' C12' C11 111.8(6) . . ? F2' C12' C11 106.7(5) . . ? F1' C12' C13' 113.6(5) . . ? F2' C12' C13' 112.2(6) . . ? C11 C12' C13' 103.4(4) . . ? F4' C13' F3' 112.4(10) . . ? F4' C13' C12' 112.9(8) . . ? F3' C13' C12' 109.7(5) . . ? F4' C13' C14' 109.6(7) . . ? F3' C13' C14' 106.8(5) . . ? C12' C13' C14' 105.1(4) . . ? F5' C14' F6' 108.9(7) . . ? F5' C14' C15' 113.3(7) . . ? F6' C14' C15' 109.5(6) . . ? F5' C14' C13' 112.5(7) . . ? F6' C14' C13' 108.5(6) . . ? C15' C14' C13' 104.0(4) . . ? C11 C15' C16' 130.2(5) . . ? C11 C15' C14' 106.3(4) . . ? C16' C15' C14' 123.5(5) . . ? C17' C16' C15' 128.0(6) . . ? C17' C16' S4' 112.2(6) . . ? C15' C16' S4' 119.7(6) . . ? C16' C17' C18' 109.5(6) . . ? C16' C17' C24' 129.5(7) . . ? C18' C17' C24' 120.9(7) . . ? C19' C18' C17' 115.4(7) . . ? C19' C18' S5' 114.2(6) . . ? C17' C18' S5' 130.4(6) . . ? C18' C19' C20' 111.1(7) . . ? C18' C19' S4' 111.5(7) . . ? C20' C19' S4' 137.2(7) . . ? C21' C20' C19' 112.0(6) . . ? C21' C20' S6' 111.5(6) . . ? C19' C20' S6' 136.4(7) . . ? C20' C21' C22' 114.3(8) . . ? C20' C21' S5' 113.6(6) . . ? C22' C21' S5' 132.0(7) . . ? C23' C22' C21' 108.6(8) . . ? C23' C22' C25' 128.5(9) . . ? C21' C22' C25' 122.9(8) . . ? C22' C23' S6' 115.3(7) . . ? C22' C23' H23' 122.3 . . ? S6' C23' H23' 122.3 . . ? C17' C24' H24D 109.5 . . ? C17' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? C17' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? C22' C25' H25D 109.5 . . ? C22' C25' H25E 109.5 . . ? H25D C25' H25E 109.5 . . ? C22' C25' H25F 109.5 . . ? H25D C25' H25F 109.5 . . ? H25E C25' H25F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 S1 C1 C2 -0.2(4) . . . . ? S1 C1 C2 C3 -0.3(5) . . . . ? S1 C1 C2 C9 178.5(4) . . . . ? C1 C2 C3 C4 0.9(5) . . . . ? C9 C2 C3 C4 -177.9(4) . . . . ? C1 C2 C3 S2 -178.8(4) . . . . ? C9 C2 C3 S2 2.3(7) . . . . ? C6 S2 C3 C4 -0.5(3) . . . . ? C6 S2 C3 C2 179.3(5) . . . . ? C2 C3 C4 C5 -179.0(4) . . . . ? S2 C3 C4 C5 0.8(5) . . . . ? C2 C3 C4 S1 -1.1(5) . . . . ? S2 C3 C4 S1 178.7(2) . . . . ? C1 S1 C4 C3 0.8(3) . . . . ? C1 S1 C4 C5 177.9(5) . . . . ? C3 C4 C5 C6 -0.8(5) . . . . ? S1 C4 C5 C6 -178.0(4) . . . . ? C3 C4 C5 S3 -179.4(4) . . . . ? S1 C4 C5 S3 3.5(8) . . . . ? C8 S3 C5 C6 0.4(3) . . . . ? C8 S3 C5 C4 178.9(5) . . . . ? C4 C5 C6 C7 179.6(4) . . . . ? S3 C5 C6 C7 -1.5(5) . . . . ? C4 C5 C6 S2 0.5(5) . . . . ? S3 C5 C6 S2 179.4(2) . . . . ? C3 S2 C6 C5 0.0(3) . . . . ? C3 S2 C6 C7 -178.9(4) . . . . ? C5 C6 C7 C8 2.1(5) . . . . ? S2 C6 C7 C8 -179.0(3) . . . . ? C5 C6 C7 C10 -177.2(4) . . . . ? S2 C6 C7 C10 1.7(7) . . . . ? C6 C7 C8 C11 179.7(4) . . . . ? C10 C7 C8 C11 -1.0(7) . . . . ? C6 C7 C8 S3 -1.8(5) . . . . ? C10 C7 C8 S3 177.5(3) . . . . ? C5 S3 C8 C7 0.9(3) . . . . ? C5 S3 C8 C11 179.5(3) . . . . ? C7 C8 C11 C15 -71.9(8) . . . . ? S3 C8 C11 C15 109.7(7) . . . . ? C7 C8 C11 C15' -106.0(7) . . . . ? S3 C8 C11 C15' 75.6(6) . . . . ? C7 C8 C11 C12' 72.8(6) . . . . ? S3 C8 C11 C12' -105.6(5) . . . . ? C7 C8 C11 C12 104.5(6) . . . . ? S3 C8 C11 C12 -73.9(5) . . . . ? C15 C11 C12 F2 -132.2(7) . . . . ? C15' C11 C12 F2 -103.3(7) . . . . ? C8 C11 C12 F2 50.6(7) . . . . ? C12' C11 C12 F2 152.5(11) . . . . ? C15 C11 C12 F1 106.8(6) . . . . ? C15' C11 C12 F1 135.8(6) . . . . ? C8 C11 C12 F1 -70.3(6) . . . . ? C12' C11 C12 F1 31.6(7) . . . . ? C15 C11 C12 C13 -9.6(7) . . . . ? C15' C11 C12 C13 19.3(7) . . . . ? C8 C11 C12 C13 173.2(4) . . . . ? C12' C11 C12 C13 -84.9(9) . . . . ? F2 C12 C13 F3 -96.3(10) . . . . ? F1 C12 C13 F3 22.0(10) . . . . ? C11 C12 C13 F3 139.3(9) . . . . ? F2 C12 C13 F4 27.1(8) . . . . ? F1 C12 C13 F4 145.3(7) . . . . ? C11 C12 C13 F4 -97.3(6) . . . . ? F2 C12 C13 C14 144.3(6) . . . . ? F1 C12 C13 C14 -97.5(7) . . . . ? C11 C12 C13 C14 19.9(6) . . . . ? F3 C13 C14 F5 -23.7(9) . . . . ? F4 C13 C14 F5 -146.3(6) . . . . ? C12 C13 C14 F5 96.6(6) . . . . ? F3 C13 C14 F6 94.9(10) . . . . ? F4 C13 C14 F6 -27.7(9) . . . . ? C12 C13 C14 F6 -144.8(8) . . . . ? F3 C13 C14 C15 -143.1(8) . . . . ? F4 C13 C14 C15 94.3(6) . . . . ? C12 C13 C14 C15 -22.8(7) . . . . ? C15' C11 C15 C16 75.7(10) . . . . ? C8 C11 C15 C16 -10.5(12) . . . . ? C12' C11 C15 C16 -160.4(8) . . . . ? C12 C11 C15 C16 172.8(7) . . . . ? C15' C11 C15 C14 -102.1(11) . . . . ? C8 C11 C15 C14 171.7(5) . . . . ? C12' C11 C15 C14 21.7(7) . . . . ? C12 C11 C15 C14 -5.0(8) . . . . ? F5 C14 C15 C11 -100.9(7) . . . . ? F6 C14 C15 C11 139.9(8) . . . . ? C13 C14 C15 C11 17.9(8) . . . . ? F5 C14 C15 C16 81.3(10) . . . . ? F6 C14 C15 C16 -37.9(11) . . . . ? C13 C14 C15 C16 -159.9(8) . . . . ? C11 C15 C16 C17 162.7(7) . . . . ? C14 C15 C16 C17 -19.8(13) . . . . ? C11 C15 C16 S4 -22.5(12) . . . . ? C14 C15 C16 S4 155.0(8) . . . . ? C19 S4 C16 C17 2.4(8) . . . . ? C19 S4 C16 C15 -173.1(7) . . . . ? C15 C16 C17 C18 174.2(8) . . . . ? S4 C16 C17 C18 -0.7(9) . . . . ? C15 C16 C17 C24 -7.8(13) . . . . ? S4 C16 C17 C24 177.2(8) . . . . ? C16 C17 C18 C19 -1.9(9) . . . . ? C24 C17 C18 C19 180.0(7) . . . . ? C16 C17 C18 S5 -178.8(6) . . . . ? C24 C17 C18 S5 3.0(11) . . . . ? C21 S5 C18 C19 -0.6(6) . . . . ? C21 S5 C18 C17 176.4(8) . . . . ? C17 C18 C19 C20 -178.5(7) . . . . ? S5 C18 C19 C20 -1.0(9) . . . . ? C17 C18 C19 S4 3.7(10) . . . . ? S5 C18 C19 S4 -178.8(6) . . . . ? C16 S4 C19 C18 -3.3(8) . . . . ? C16 S4 C19 C20 179.7(10) . . . . ? C18 C19 C20 C21 2.6(10) . . . . ? S4 C19 C20 C21 179.5(9) . . . . ? C18 C19 C20 S6 179.8(7) . . . . ? S4 C19 C20 S6 -3.3(17) . . . . ? C23 S6 C20 C21 -0.2(7) . . . . ? C23 S6 C20 C19 -177.4(9) . . . . ? C19 C20 C21 C22 178.2(7) . . . . ? S6 C20 C21 C22 0.3(9) . . . . ? C19 C20 C21 S5 -3.0(9) . . . . ? S6 C20 C21 S5 179.1(4) . . . . ? C18 S5 C21 C20 2.0(6) . . . . ? C18 S5 C21 C22 -179.4(8) . . . . ? C20 C21 C22 C23 -0.2(10) . . . . ? S5 C21 C22 C23 -178.8(6) . . . . ? C20 C21 C22 C25 176.7(7) . . . . ? S5 C21 C22 C25 -1.8(12) . . . . ? C21 C22 C23 S6 0.1(9) . . . . ? C25 C22 C23 S6 -176.7(7) . . . . ? C20 S6 C23 C22 0.0(7) . . . . ? C15 C11 C12' F1' 110.1(6) . . . . ? C15' C11 C12' F1' 134.7(6) . . . . ? C8 C11 C12' F1' -44.2(7) . . . . ? C12 C11 C12' F1' -138.6(11) . . . . ? C15 C11 C12' F2' -130.9(6) . . . . ? C15' C11 C12' F2' -106.3(6) . . . . ? C8 C11 C12' F2' 74.8(6) . . . . ? C12 C11 C12' F2' -19.7(6) . . . . ? C15 C11 C12' C13' -12.4(6) . . . . ? C15' C11 C12' C13' 12.2(7) . . . . ? C8 C11 C12' C13' -166.7(4) . . . . ? C12 C11 C12' C13' 98.8(9) . . . . ? F1' C12' C13' F4' 95.0(11) . . . . ? F2' C12' C13' F4' -29.2(11) . . . . ? C11 C12' C13' F4' -143.8(10) . . . . ? F1' C12' C13' F3' -31.2(8) . . . . ? F2' C12' C13' F3' -155.3(6) . . . . ? C11 C12' C13' F3' 90.1(7) . . . . ? F1' C12' C13' C14' -145.6(6) . . . . ? F2' C12' C13' C14' 90.2(6) . . . . ? C11 C12' C13' C14' -24.3(6) . . . . ? F4' C13' C14' F5' -87.6(11) . . . . ? F3' C13' C14' F5' 34.3(8) . . . . ? C12' C13' C14' F5' 150.8(7) . . . . ? F4' C13' C14' F6' 32.9(10) . . . . ? F3' C13' C14' F6' 154.8(6) . . . . ? C12' C13' C14' F6' -88.7(6) . . . . ? F4' C13' C14' C15' 149.3(10) . . . . ? F3' C13' C14' C15' -88.7(7) . . . . ? C12' C13' C14' C15' 27.8(7) . . . . ? C15 C11 C15' C16' -110.5(13) . . . . ? C8 C11 C15' C16' 5.1(12) . . . . ? C12' C11 C15' C16' -173.8(8) . . . . ? C12 C11 C15' C16' 157.2(8) . . . . ? C15 C11 C15' C14' 68.7(9) . . . . ? C8 C11 C15' C14' -175.7(5) . . . . ? C12' C11 C15' C14' 5.4(8) . . . . ? C12 C11 C15' C14' -23.6(7) . . . . ? F5' C14' C15' C11 -143.0(8) . . . . ? F6' C14' C15' C11 95.3(7) . . . . ? C13' C14' C15' C11 -20.5(7) . . . . ? F5' C14' C15' C16' 36.3(12) . . . . ? F6' C14' C15' C16' -85.5(9) . . . . ? C13' C14' C15' C16' 158.8(7) . . . . ? C11 C15' C16' C17' -156.7(8) . . . . ? C14' C15' C16' C17' 24.2(13) . . . . ? C11 C15' C16' S4' 23.9(13) . . . . ? C14' C15' C16' S4' -155.2(8) . . . . ? C19' S4' C16' C17' -1.0(9) . . . . ? C19' S4' C16' C15' 178.5(7) . . . . ? C15' C16' C17' C18' -179.3(8) . . . . ? S4' C16' C17' C18' 0.1(10) . . . . ? C15' C16' C17' C24' 3.8(15) . . . . ? S4' C16' C17' C24' -176.8(9) . . . . ? C16' C17' C18' C19' 1.1(10) . . . . ? C24' C17' C18' C19' 178.3(8) . . . . ? C16' C17' C18' S5' -177.5(6) . . . . ? C24' C17' C18' S5' -0.3(13) . . . . ? C21' S5' C18' C19' -0.5(7) . . . . ? C21' S5' C18' C17' 178.1(8) . . . . ? C17' C18' C19' C20' -177.7(7) . . . . ? S5' C18' C19' C20' 1.1(10) . . . . ? C17' C18' C19' S4' -1.9(11) . . . . ? S5' C18' C19' S4' 177.0(7) . . . . ? C16' S4' C19' C18' 1.6(9) . . . . ? C16' S4' C19' C20' 175.9(10) . . . . ? C18' C19' C20' C21' -1.2(11) . . . . ? S4' C19' C20' C21' -175.6(10) . . . . ? C18' C19' C20' S6' 175.9(8) . . . . ? S4' C19' C20' S6' 1.6(18) . . . . ? C23' S6' C20' C21' -1.1(8) . . . . ? C23' S6' C20' C19' -178.2(10) . . . . ? C19' C20' C21' C22' 178.1(7) . . . . ? S6' C20' C21' C22' 0.2(10) . . . . ? C19' C20' C21' S5' 0.9(10) . . . . ? S6' C20' C21' S5' -177.0(5) . . . . ? C18' S5' C21' C20' -0.2(7) . . . . ? C18' S5' C21' C22' -176.8(9) . . . . ? C20' C21' C22' C23' 1.1(11) . . . . ? S5' C21' C22' C23' 177.6(7) . . . . ? C20' C21' C22' C25' -178.0(9) . . . . ? S5' C21' C22' C25' -1.4(14) . . . . ? C21' C22' C23' S6' -1.9(11) . . . . ? C25' C22' C23' S6' 177.1(9) . . . . ? C20' S6' C23' C22' 1.8(9) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.574 _refine_diff_density_min -0.679 _refine_diff_density_rms 0.107