# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Tohru Nishinaga' _publ_contact_author_email nishinaga-tohru@tmu.ac.jp loop_ _publ_author_name 'Tohru Nishinaga' 'Toshihiko Miyata' 'Masahide Koizumi' 'Masayoshi Takase' 'Masahiko Iyoda' 'Norihito Kobayashi' ; Y.Kunugi ; data_3a _database_code_depnum_ccdc_archive 'CCDC 795334' #TrackingRef '3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 N2 S4' _chemical_formula_weight 781.12 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' 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 9.7580(12) _cell_length_b 12.2984(13) _cell_length_c 18.563(2) _cell_angle_alpha 99.104(3) _cell_angle_beta 103.488(2) _cell_angle_gamma 102.840(2) _cell_volume 2059.5(4) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 0.267 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD aarea detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9385 _diffrn_reflns_av_R_equivalents 0.0368 _diffrn_reflns_av_sigmaI/netI 0.0836 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 23.26 _reflns_number_total 5894 _reflns_number_gt 3295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0777P)^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 SHELXL _refine_ls_extinction_coef ? _refine_ls_number_reflns 5894 _refine_ls_number_parameters 507 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1222 _refine_ls_R_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.1615 _refine_ls_wR_factor_gt 0.1180 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 C1 C 0.6376(8) 0.4081(5) -0.2067(3) 0.0809(18) Uani 1 1 d . . . H1 H 0.6060 0.4359 -0.2496 0.097 Uiso 1 1 calc R . . C2 C 0.7833(8) 0.4367(5) -0.1690(4) 0.0905(19) Uani 1 1 d . . . H2 H 0.8505 0.4847 -0.1862 0.109 Uiso 1 1 calc R . . C3 C 0.5387(7) 0.3384(5) -0.1809(3) 0.0748(16) Uani 1 1 d . . . H3 H 0.4393 0.3198 -0.2058 0.090 Uiso 1 1 calc R . . C4 C 0.8314(6) 0.3953(5) -0.1061(3) 0.0780(17) Uani 1 1 d . . . H4 H 0.9306 0.4166 -0.0805 0.094 Uiso 1 1 calc R . . C5 C 0.5867(5) 0.2954(4) -0.1177(3) 0.0603(14) Uani 1 1 d . . . H5 H 0.5190 0.2481 -0.1004 0.072 Uiso 1 1 calc R . . C6 C 0.7343(5) 0.3222(4) -0.0802(3) 0.0550(13) Uani 1 1 d . . . C7 C 0.7892(5) 0.2751(4) -0.0148(3) 0.0493(12) Uani 1 1 d . . . C8 C 0.9254(5) 0.2664(4) 0.0131(3) 0.0649(14) Uani 1 1 d . . . H6 H 1.0025 0.2956 -0.0060 0.078 Uiso 1 1 calc R . . C9 C 0.9424(5) 0.2101(5) 0.0729(3) 0.0694(15) Uani 1 1 d . . . H7 H 1.0311 0.1985 0.0970 0.083 Uiso 1 1 calc R . . C10 C 0.8161(5) 0.1735(4) 0.0926(2) 0.0490(12) Uani 1 1 d . . . C11 C 0.7865(5) 0.1101(4) 0.1493(3) 0.0479(12) Uani 1 1 d . . . C12 C 0.6598(5) 0.0328(4) 0.1488(3) 0.0522(12) Uani 1 1 d . . . H8 H 0.5718 0.0111 0.1107 0.063 Uiso 1 1 calc R . . C13 C 0.6866(5) -0.0074(4) 0.2155(3) 0.0520(12) Uani 1 1 d . . . H9 H 0.6191 -0.0599 0.2297 0.062 Uiso 1 1 calc R . . C14 C 0.8292(5) 0.0438(4) 0.2566(2) 0.0449(11) Uani 1 1 d . . . C15 C 1.0207(5) 0.2141(4) 0.2529(3) 0.0595(14) Uani 1 1 d . . . H10 H 1.0586 0.2448 0.2143 0.071 Uiso 1 1 calc R . . H11 H 1.0963 0.1881 0.2838 0.071 Uiso 1 1 calc R . . C16 C 0.9833(6) 0.3079(5) 0.3027(3) 0.0845(18) Uani 1 1 d . . . H12 H 0.9034 0.3298 0.2720 0.101 Uiso 1 1 calc R . . H13 H 0.9494 0.2772 0.3424 0.101 Uiso 1 1 calc R . . C17 C 1.1059(6) 0.4107(5) 0.3383(3) 0.0845(18) Uani 1 1 d . . . H14 H 1.1372 0.4434 0.2987 0.101 Uiso 1 1 calc R . . H15 H 1.1873 0.3885 0.3674 0.101 Uiso 1 1 calc R . . C18 C 1.0697(6) 0.5025(5) 0.3908(3) 0.0855(18) Uani 1 1 d . . . H16 H 0.9810 0.5179 0.3634 0.103 Uiso 1 1 calc R . . H17 H 1.0497 0.4725 0.4336 0.103 Uiso 1 1 calc R . . C19 C 1.1851(7) 0.6110(5) 0.4198(4) 0.103(2) Uani 1 1 d . . . H18 H 1.2072 0.6402 0.3770 0.123 Uiso 1 1 calc R . . H19 H 1.2731 0.5963 0.4486 0.123 Uiso 1 1 calc R . . C20 C 1.1461(7) 0.7006(5) 0.4691(4) 0.114(2) Uani 1 1 d . . . H20 H 1.2260 0.7688 0.4858 0.171 Uiso 1 1 calc R . . H21 H 1.1270 0.6734 0.5125 0.171 Uiso 1 1 calc R . . H22 H 1.0604 0.7171 0.4408 0.171 Uiso 1 1 calc R . . C21 C 0.9123(5) 0.0271(4) 0.3280(3) 0.0470(12) Uani 1 1 d . . . C22 C 1.0481(5) 0.0112(4) 0.3468(3) 0.0622(14) Uani 1 1 d . . . H23 H 1.1055 0.0091 0.3134 0.075 Uiso 1 1 calc R . . C23 C 1.0937(5) -0.0017(4) 0.4217(3) 0.0586(13) Uani 1 1 d . . . H24 H 1.1843 -0.0135 0.4425 0.070 Uiso 1 1 calc R . . C24 C 0.9945(5) 0.0044(4) 0.4608(2) 0.0474(12) Uani 1 1 d . . . C25 C 0.1392(7) 0.3826(6) -0.2143(4) 0.0868(18) Uani 1 1 d . . . H25 H 0.1039 0.4027 -0.2599 0.104 Uiso 1 1 calc R . . C26 C 0.2136(7) 0.4649(5) -0.1498(4) 0.0880(19) Uani 1 1 d . . . H26 H 0.2298 0.5417 -0.1519 0.106 Uiso 1 1 calc R . . C27 C 0.1176(6) 0.2688(6) -0.2105(3) 0.0864(18) Uani 1 1 d . . . H27 H 0.0682 0.2118 -0.2540 0.104 Uiso 1 1 calc R . . C28 C 0.2646(6) 0.4362(5) -0.0821(3) 0.0723(16) Uani 1 1 d . . . H28 H 0.3141 0.4936 -0.0388 0.087 Uiso 1 1 calc R . . C29 C 0.1685(6) 0.2395(5) -0.1427(3) 0.0686(15) Uani 1 1 d . . . H29 H 0.1525 0.1627 -0.1408 0.082 Uiso 1 1 calc R . . C30 C 0.2430(5) 0.3221(4) -0.0777(3) 0.0545(13) Uani 1 1 d . . . C31 C 0.2968(5) 0.2942(4) -0.0038(3) 0.0535(13) Uani 1 1 d . . . C32 C 0.3725(6) 0.3665(4) 0.0639(3) 0.0684(15) Uani 1 1 d . . . H30 H 0.4067 0.4451 0.0693 0.082 Uiso 1 1 calc R . . C33 C 0.3948(6) 0.3127(4) 0.1248(3) 0.0691(15) Uani 1 1 d . . . H31 H 0.4459 0.3526 0.1742 0.083 Uiso 1 1 calc R . . C34 C 0.3355(5) 0.1964(4) 0.1064(3) 0.0528(13) Uani 1 1 d . . . C35 C 0.3214(5) 0.1103(4) 0.1505(3) 0.0506(12) Uani 1 1 d . . . C36 C 0.2231(5) 0.0023(4) 0.1274(3) 0.0628(14) Uani 1 1 d . . . H32 H 0.1555 -0.0279 0.0800 0.075 Uiso 1 1 calc R . . C37 C 0.2429(5) -0.0527(4) 0.1870(3) 0.0627(14) Uani 1 1 d . . . H33 H 0.1916 -0.1265 0.1861 0.075 Uiso 1 1 calc R . . C38 C 0.3513(5) 0.0202(4) 0.2478(3) 0.0510(12) Uani 1 1 d . . . C39 C 0.5236(5) 0.2170(4) 0.2690(3) 0.0546(13) Uani 1 1 d . . . H34 H 0.5735 0.2487 0.2345 0.066 Uiso 1 1 calc R . . H35 H 0.5920 0.1891 0.3034 0.066 Uiso 1 1 calc R . . C40 C 0.4813(5) 0.3120(4) 0.3152(3) 0.0561(13) Uani 1 1 d . . . H36 H 0.4023 0.3323 0.2825 0.067 Uiso 1 1 calc R . . H37 H 0.4458 0.2840 0.3553 0.067 Uiso 1 1 calc R . . C41 C 0.6089(5) 0.4178(4) 0.3501(3) 0.0756(17) Uani 1 1 d . B . H38 H 0.6911 0.3952 0.3781 0.091 Uiso 1 1 calc R . . H39 H 0.6378 0.4492 0.3095 0.091 Uiso 1 1 calc R . . C42 C 0.5784(7) 0.5094(5) 0.4022(3) 0.0856(19) Uani 1 1 d . . . H40 H 0.4868 0.5230 0.3771 0.103 Uiso 1 1 calc R A 1 H41 H 0.5662 0.4825 0.4473 0.103 Uiso 1 1 calc R A 1 C43 C 0.686(4) 0.611(3) 0.424(2) 0.140(16) Uani 0.50 1 d P B 1 H42 H 0.6858 0.6390 0.3779 0.169 Uiso 0.50 1 calc PR B 1 H43 H 0.7776 0.5909 0.4387 0.169 Uiso 0.50 1 calc PR B 1 C44 C 0.4049(5) -0.0060(4) 0.3211(3) 0.0517(12) Uani 1 1 d . . . C45 C 0.3996(5) -0.1127(4) 0.3329(3) 0.0645(14) Uani 1 1 d . . . H44 H 0.3724 -0.1774 0.2937 0.077 Uiso 1 1 calc R . . C46 C 0.4391(5) -0.1162(4) 0.4099(3) 0.0638(14) Uani 1 1 d . . . H45 H 0.4392 -0.1840 0.4261 0.077 Uiso 1 1 calc R . . C47 C 0.4769(5) -0.0142(4) 0.4586(3) 0.0516(12) Uani 1 1 d . . . N1 N 0.8913(4) 0.1169(3) 0.2162(2) 0.0479(10) Uani 1 1 d . . . N2 N 0.3986(4) 0.1202(3) 0.2250(2) 0.0464(9) Uani 1 1 d . . . S1 S 0.67607(13) 0.21075(11) 0.03464(7) 0.0569(4) Uani 1 1 d . . . S2 S 0.84006(13) 0.02587(11) 0.40415(7) 0.0539(4) Uani 1 1 d . . . S3 S 0.25657(14) 0.15510(10) 0.00911(7) 0.0577(4) Uani 1 1 d . . . S4 S 0.46394(13) 0.09116(10) 0.40802(7) 0.0565(4) Uani 1 1 d . . . C48 C 0.7162(14) 0.6930(12) 0.3955(10) 0.100(5) Uani 0.50 1 d P B 2 H46 H 0.7353 0.6542 0.3513 0.150 Uiso 0.50 1 calc PR B 2 H47 H 0.7913 0.7635 0.4177 0.150 Uiso 0.50 1 calc PR B 2 H48 H 0.6229 0.7089 0.3812 0.150 Uiso 0.50 1 calc PR B 2 C49 C 0.7003(18) 0.7084(12) 0.4799(8) 0.117(6) Uani 0.50 1 d P B 1 H49 H 0.6355 0.7513 0.4595 0.176 Uiso 0.50 1 calc PR B 1 H50 H 0.7994 0.7555 0.4951 0.176 Uiso 0.50 1 calc PR B 1 H51 H 0.6757 0.6846 0.5232 0.176 Uiso 0.50 1 calc PR B 1 C50 C 0.715(4) 0.625(4) 0.448(2) 0.109(10) Uani 0.50 1 d P B 2 H52 H 0.6975 0.6626 0.4931 0.131 Uiso 0.50 1 calc PR B 2 H53 H 0.8072 0.6050 0.4613 0.131 Uiso 0.50 1 calc PR B 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 C1 0.109(5) 0.085(5) 0.066(4) 0.030(4) 0.029(4) 0.047(4) C2 0.100(5) 0.098(5) 0.094(5) 0.049(4) 0.046(4) 0.028(4) C3 0.078(4) 0.082(4) 0.065(4) 0.017(3) 0.012(3) 0.032(3) C4 0.065(4) 0.097(5) 0.082(4) 0.041(4) 0.028(3) 0.019(3) C5 0.060(4) 0.062(3) 0.059(3) 0.014(3) 0.016(3) 0.019(3) C6 0.061(3) 0.060(3) 0.051(3) 0.012(3) 0.020(3) 0.025(3) C7 0.046(3) 0.053(3) 0.049(3) 0.009(3) 0.014(2) 0.013(2) C8 0.056(3) 0.091(4) 0.059(3) 0.027(3) 0.028(3) 0.022(3) C9 0.047(3) 0.110(5) 0.058(3) 0.029(3) 0.018(3) 0.026(3) C10 0.050(3) 0.056(3) 0.041(3) 0.008(3) 0.015(2) 0.016(2) C11 0.046(3) 0.052(3) 0.043(3) 0.005(2) 0.009(2) 0.017(2) C12 0.040(3) 0.057(3) 0.054(3) 0.005(3) 0.010(2) 0.009(2) C13 0.047(3) 0.056(3) 0.054(3) 0.012(3) 0.018(3) 0.012(2) C14 0.050(3) 0.042(3) 0.047(3) 0.010(2) 0.018(3) 0.016(2) C15 0.057(3) 0.060(3) 0.051(3) 0.013(3) 0.013(3) -0.003(3) C16 0.077(4) 0.064(4) 0.091(5) -0.005(4) 0.007(3) 0.008(3) C17 0.101(5) 0.067(4) 0.073(4) 0.013(3) 0.021(4) 0.002(3) C18 0.095(5) 0.065(4) 0.086(4) 0.014(4) 0.011(4) 0.018(3) C19 0.094(5) 0.083(5) 0.119(6) 0.015(4) 0.029(4) 0.006(4) C20 0.098(5) 0.078(5) 0.150(7) -0.009(5) 0.046(5) 0.006(4) C21 0.049(3) 0.044(3) 0.050(3) 0.010(2) 0.018(2) 0.013(2) C22 0.052(3) 0.086(4) 0.060(4) 0.025(3) 0.027(3) 0.023(3) C23 0.046(3) 0.077(4) 0.062(4) 0.026(3) 0.019(3) 0.024(3) C24 0.042(3) 0.045(3) 0.053(3) 0.012(3) 0.011(3) 0.007(2) C25 0.101(5) 0.094(5) 0.073(5) 0.033(4) 0.022(4) 0.034(4) C26 0.103(5) 0.071(4) 0.086(5) 0.026(4) 0.019(4) 0.016(4) C27 0.095(5) 0.089(5) 0.057(4) 0.006(4) 0.002(3) 0.015(4) C28 0.085(4) 0.064(4) 0.062(4) 0.013(3) 0.015(3) 0.015(3) C29 0.079(4) 0.061(4) 0.057(4) 0.006(3) 0.013(3) 0.015(3) C30 0.047(3) 0.059(4) 0.059(4) 0.012(3) 0.020(3) 0.015(2) C31 0.051(3) 0.047(3) 0.062(4) 0.005(3) 0.021(3) 0.012(2) C32 0.080(4) 0.046(3) 0.068(4) 0.005(3) 0.012(3) 0.009(3) C33 0.082(4) 0.054(4) 0.059(4) 0.004(3) 0.010(3) 0.010(3) C34 0.051(3) 0.053(3) 0.054(3) 0.004(3) 0.015(2) 0.016(2) C35 0.050(3) 0.048(3) 0.050(3) 0.001(3) 0.014(3) 0.011(2) C36 0.062(3) 0.055(3) 0.053(3) -0.003(3) 0.006(3) 0.001(3) C37 0.062(3) 0.050(3) 0.065(4) 0.007(3) 0.014(3) 0.002(3) C38 0.046(3) 0.046(3) 0.063(4) 0.011(3) 0.024(3) 0.010(2) C39 0.046(3) 0.052(3) 0.063(3) 0.014(3) 0.015(3) 0.006(2) C40 0.057(3) 0.051(3) 0.056(3) 0.005(3) 0.019(3) 0.008(2) C41 0.068(4) 0.058(4) 0.083(4) 0.008(3) 0.004(3) 0.003(3) C42 0.115(5) 0.060(4) 0.066(4) 0.001(3) 0.005(4) 0.020(4) C43 0.17(2) 0.022(11) 0.12(3) -0.033(13) -0.101(16) -0.016(11) C44 0.041(3) 0.051(3) 0.061(4) 0.008(3) 0.017(2) 0.008(2) C45 0.074(4) 0.051(4) 0.067(4) 0.007(3) 0.026(3) 0.012(3) C46 0.074(4) 0.049(3) 0.071(4) 0.016(3) 0.027(3) 0.015(3) C47 0.041(3) 0.051(3) 0.064(3) 0.014(3) 0.019(3) 0.010(2) N1 0.044(2) 0.051(2) 0.045(2) 0.010(2) 0.011(2) 0.0074(18) N2 0.045(2) 0.042(2) 0.048(3) 0.002(2) 0.014(2) 0.0066(18) S1 0.0466(7) 0.0694(9) 0.0585(8) 0.0209(7) 0.0171(6) 0.0160(6) S2 0.0482(7) 0.0685(9) 0.0533(8) 0.0189(7) 0.0193(6) 0.0234(6) S3 0.0614(8) 0.0519(8) 0.0560(8) 0.0046(7) 0.0171(7) 0.0118(6) S4 0.0557(8) 0.0507(8) 0.0602(9) 0.0103(7) 0.0146(7) 0.0113(6) C48 0.094(10) 0.054(9) 0.129(15) 0.003(9) 0.022(9) -0.003(7) C49 0.161(15) 0.065(10) 0.108(13) -0.019(10) 0.022(11) 0.036(10) C50 0.106(16) 0.09(2) 0.067(18) -0.009(18) -0.038(19) -0.018(15) _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 C1 C2 1.367(7) . ? C1 C3 1.369(7) . ? C2 C4 1.373(7) . ? C3 C5 1.388(7) . ? C4 C6 1.381(7) . ? C5 C6 1.384(6) . ? C6 C7 1.468(6) . ? C7 C8 1.344(6) . ? C7 S1 1.733(5) . ? C8 C9 1.396(6) . ? C9 C10 1.368(6) . ? C10 C11 1.449(6) . ? C10 S1 1.727(4) . ? C11 C12 1.379(6) . ? C11 N1 1.391(5) . ? C12 C13 1.394(6) . ? C13 C14 1.371(6) . ? C14 N1 1.386(5) . ? C14 C21 1.453(6) . ? C15 N1 1.469(5) . ? C15 C16 1.525(7) . ? C16 C17 1.470(7) . ? C17 C18 1.528(8) . ? C18 C19 1.470(7) . ? C19 C20 1.492(8) . ? C21 C22 1.356(6) . ? C21 S2 1.721(5) . ? C22 C23 1.403(6) . ? C23 C24 1.347(6) . ? C24 C24 1.456(9) 2_756 ? C24 S2 1.724(4) . ? C25 C26 1.367(7) . ? C25 C27 1.384(7) . ? C26 C28 1.370(7) . ? C27 C29 1.375(7) . ? C28 C30 1.391(6) . ? C29 C30 1.376(6) . ? C30 C31 1.471(6) . ? C31 C32 1.355(6) . ? C31 S3 1.736(5) . ? C32 C33 1.398(7) . ? C33 C34 1.371(6) . ? C34 C35 1.439(6) . ? C34 S3 1.733(5) . ? C35 N2 1.385(5) . ? C35 C36 1.389(6) . ? C36 C37 1.383(6) . ? C37 C38 1.378(6) . ? C38 N2 1.382(5) . ? C38 C44 1.452(6) . ? C39 N2 1.468(5) . ? C39 C40 1.528(6) . ? C40 C41 1.516(6) . ? C41 C42 1.495(7) . ? C42 C43 1.38(4) . ? C42 C50 1.66(4) . ? C43 C49 1.41(4) . ? C44 C45 1.357(6) . ? C44 S4 1.736(5) . ? C45 C46 1.400(7) . ? C46 C47 1.345(6) . ? C47 C47 1.459(9) 2_656 ? C47 S4 1.725(5) . ? C48 C50 1.38(4) . ? 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 C1 C3 119.7(6) . . ? C1 C2 C4 120.6(6) . . ? C1 C3 C5 120.0(6) . . ? C2 C4 C6 120.8(5) . . ? C6 C5 C3 120.6(5) . . ? C4 C6 C5 118.3(5) . . ? C4 C6 C7 119.7(5) . . ? C5 C6 C7 122.0(5) . . ? C8 C7 C6 128.0(4) . . ? C8 C7 S1 109.3(4) . . ? C6 C7 S1 122.5(3) . . ? C7 C8 C9 114.8(5) . . ? C10 C9 C8 113.7(5) . . ? C9 C10 C11 130.9(4) . . ? C9 C10 S1 109.2(4) . . ? C11 C10 S1 119.9(3) . . ? C12 C11 N1 107.2(4) . . ? C12 C11 C10 129.6(4) . . ? N1 C11 C10 123.1(4) . . ? C11 C12 C13 108.2(4) . . ? C14 C13 C12 108.4(4) . . ? C13 C14 N1 107.6(4) . . ? C13 C14 C21 130.0(4) . . ? N1 C14 C21 122.4(4) . . ? N1 C15 C16 111.2(4) . . ? C17 C16 C15 114.3(5) . . ? C16 C17 C18 114.1(5) . . ? C19 C18 C17 114.8(6) . . ? C18 C19 C20 114.0(6) . . ? C22 C21 C14 129.4(4) . . ? C22 C21 S2 110.0(4) . . ? C14 C21 S2 120.6(3) . . ? C21 C22 C23 113.5(4) . . ? C24 C23 C22 113.9(4) . . ? C23 C24 C24 128.6(5) . 2_756 ? C23 C24 S2 110.1(3) . . ? C24 C24 S2 121.3(5) 2_756 . ? C26 C25 C27 118.8(6) . . ? C25 C26 C28 121.1(6) . . ? C29 C27 C25 120.4(6) . . ? C26 C28 C30 120.6(5) . . ? C27 C29 C30 121.0(5) . . ? C29 C30 C28 118.2(5) . . ? C29 C30 C31 122.6(5) . . ? C28 C30 C31 119.2(5) . . ? C32 C31 C30 128.5(5) . . ? C32 C31 S3 109.1(4) . . ? C30 C31 S3 122.2(4) . . ? C31 C32 C33 114.1(5) . . ? C34 C33 C32 115.0(5) . . ? C33 C34 C35 133.6(5) . . ? C33 C34 S3 108.1(4) . . ? C35 C34 S3 118.2(4) . . ? N2 C35 C36 106.5(4) . . ? N2 C35 C34 126.9(4) . . ? C36 C35 C34 126.6(5) . . ? C37 C36 C35 108.4(4) . . ? C38 C37 C36 108.6(4) . . ? C37 C38 N2 107.0(4) . . ? C37 C38 C44 125.6(4) . . ? N2 C38 C44 127.5(4) . . ? N2 C39 C40 113.7(4) . . ? C41 C40 C39 112.1(4) . . ? C42 C41 C40 114.6(5) . . ? C43 C42 C41 114(2) . . ? C43 C42 C50 13(3) . . ? C41 C42 C50 118.0(17) . . ? C42 C43 C49 128(4) . . ? C45 C44 C38 124.9(5) . . ? C45 C44 S4 109.3(4) . . ? C38 C44 S4 125.4(4) . . ? C44 C45 C46 113.5(5) . . ? C47 C46 C45 114.9(5) . . ? C46 C47 C47 129.8(6) . 2_656 ? C46 C47 S4 109.4(4) . . ? C47 C47 S4 120.8(5) 2_656 . ? C14 N1 C11 108.6(4) . . ? C14 N1 C15 122.2(4) . . ? C11 N1 C15 124.9(4) . . ? C38 N2 C35 109.6(4) . . ? C38 N2 C39 125.6(4) . . ? C35 N2 C39 124.4(4) . . ? C10 S1 C7 93.0(2) . . ? C21 S2 C24 92.5(2) . . ? C34 S3 C31 93.6(2) . . ? C47 S4 C44 92.9(2) . . ? C48 C50 C42 104(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.325 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.086 # Attachment '5a.cif' data_5a _database_code_depnum_ccdc_archive 'CCDC 795335' #TrackingRef '5a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H43 F5 N2 S4' _chemical_formula_weight 871.08 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 5.5928(11) _cell_length_b 10.505(2) _cell_length_c 18.392(4) _cell_angle_alpha 104.347(4) _cell_angle_beta 93.216(4) _cell_angle_gamma 90.447(4) _cell_volume 1045.0(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 ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 454 _exptl_absorpt_coefficient_mu 0.287 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD aarea detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3852 _diffrn_reflns_av_R_equivalents 0.0124 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.14 _diffrn_reflns_theta_max 23.29 _reflns_number_total 2855 _reflns_number_gt 2467 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_number_reflns 2855 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1632 _refine_ls_wR_factor_gt 0.1525 _refine_ls_goodness_of_fit_ref 1.328 _refine_ls_restrained_S_all 1.328 _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 -0.81535(14) 0.19093(8) 0.01999(5) 0.0640(3) Uani 1 1 d . . . S2 S 0.25852(14) 0.62914(8) 0.17650(4) 0.0597(3) Uani 1 1 d . . . N1 N -0.2605(4) 0.3588(2) 0.15531(12) 0.0513(6) Uani 1 1 d . . . C1 C -0.8961(5) 0.0342(3) 0.02206(16) 0.0574(7) Uani 1 1 d . . . C2 C -0.7351(6) -0.0125(3) 0.06745(17) 0.0637(8) Uani 1 1 d . . . H1 H -0.7492 -0.0952 0.0769 0.076 Uiso 1 1 calc R . . C3 C -0.5458(6) 0.0774(3) 0.09841(16) 0.0626(8) Uani 1 1 d . . . H2 H -0.4226 0.0595 0.1303 0.075 Uiso 1 1 calc R . . C4 C -0.5596(5) 0.1919(3) 0.07761(14) 0.0530(7) Uani 1 1 d . . . C5 C -0.4005(5) 0.3058(3) 0.09010(14) 0.0507(7) Uani 1 1 d . . . C6 C -0.3605(5) 0.3835(3) 0.04122(15) 0.0559(8) Uani 1 1 d . . . H3 H -0.4312 0.3713 -0.0071 0.067 Uiso 1 1 calc R . . C7 C -0.1981(5) 0.4824(3) 0.07597(15) 0.0540(7) Uani 1 1 d . . . H4 H -0.1400 0.5476 0.0550 0.065 Uiso 1 1 calc R . . C8 C -0.1367(5) 0.4679(3) 0.14723(15) 0.0514(7) Uani 1 1 d . . . C9 C 0.0214(5) 0.5527(3) 0.20524(15) 0.0530(7) Uani 1 1 d . . . C10 C 0.0124(6) 0.5916(3) 0.28154(16) 0.0632(8) Uani 1 1 d . . . H5 H -0.1013 0.5598 0.3080 0.076 Uiso 1 1 calc R . . C11 C 0.1913(6) 0.6840(3) 0.31591(16) 0.0658(9) Uani 1 1 d . . . H6 H 0.2080 0.7190 0.3676 0.079 Uiso 1 1 calc R . . C12 C 0.3396(6) 0.7184(3) 0.26694(15) 0.0571(7) Uani 1 1 d . . . C13 C 0.5389(6) 0.8150(3) 0.28339(16) 0.0598(8) Uani 1 1 d . A . C14 C 0.6008(7) 0.8863(3) 0.35652(19) 0.0745(10) Uani 1 1 d . . . C15 C 0.7952(8) 0.9744(4) 0.3732(3) 0.0938(13) Uani 1 1 d . A . C16 C 0.9298(8) 0.9932(4) 0.3161(3) 0.0924(13) Uani 1 1 d . . . C17 C 0.8667(7) 0.9272(4) 0.2438(2) 0.0796(10) Uani 1 1 d . A . C18 C 0.6752(6) 0.8404(3) 0.2279(2) 0.0674(9) Uani 1 1 d . . . F1 F 0.4544(7) 0.8667(4) 0.41476(18) 0.0817(11) Uani 0.50 1 d P A 1 F2 F 0.8255(9) 1.0276(5) 0.4469(2) 0.1040(15) Uani 0.50 1 d P A 1 F3 F 1.0966(7) 1.0706(4) 0.3370(3) 0.1001(14) Uani 0.50 1 d P A 1 F4 F 0.9779(7) 0.9453(4) 0.1931(2) 0.0810(11) Uani 0.50 1 d P A 1 F5 F 0.6142(6) 0.7786(4) 0.15835(18) 0.0672(9) Uani 0.50 1 d P A 1 C19 C -0.2516(5) 0.3087(3) 0.22295(15) 0.0544(7) Uani 1 1 d . . . H7 H -0.1065 0.3418 0.2534 0.065 Uiso 1 1 calc R . . H8 H -0.2448 0.2136 0.2083 0.065 Uiso 1 1 calc R . . C20 C -0.4666(5) 0.3482(3) 0.26990(15) 0.0557(7) Uani 1 1 d . . . H9 H -0.4777 0.4432 0.2831 0.067 Uiso 1 1 calc R . . H10 H -0.6116 0.3118 0.2404 0.067 Uiso 1 1 calc R . . C21 C -0.4477(5) 0.3002(3) 0.34076(15) 0.0617(8) Uani 1 1 d . . . H11 H -0.2952 0.3304 0.3675 0.074 Uiso 1 1 calc R . . H12 H -0.4484 0.2049 0.3270 0.074 Uiso 1 1 calc R . . C22 C -0.6466(6) 0.3456(3) 0.39350(16) 0.0667(8) Uani 1 1 d . . . H13 H -0.6465 0.4409 0.4075 0.080 Uiso 1 1 calc R . . H14 H -0.7995 0.3150 0.3671 0.080 Uiso 1 1 calc R . . C23 C -0.6221(7) 0.2963(4) 0.46398(17) 0.0802(10) Uani 1 1 d . . . H15 H -0.6194 0.2011 0.4499 0.096 Uiso 1 1 calc R . . H16 H -0.4703 0.3280 0.4907 0.096 Uiso 1 1 calc R . . C24 C -0.8201(8) 0.3388(5) 0.5160(2) 0.1013(14) Uani 1 1 d . . . H17 H -0.8377 0.4322 0.5251 0.152 Uiso 1 1 calc R . . H18 H -0.7821 0.3162 0.5627 0.152 Uiso 1 1 calc R . . H19 H -0.9673 0.2952 0.4934 0.152 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 0.0571(5) 0.0579(5) 0.0801(6) 0.0238(4) -0.0005(4) 0.0108(4) S2 0.0697(5) 0.0627(5) 0.0477(5) 0.0140(3) 0.0109(3) 0.0019(4) N1 0.0540(13) 0.0578(15) 0.0478(12) 0.0216(11) 0.0105(10) 0.0119(11) C1 0.0514(16) 0.0617(18) 0.0623(17) 0.0180(14) 0.0180(13) 0.0114(14) C2 0.071(2) 0.0601(19) 0.0650(18) 0.0237(15) 0.0091(16) 0.0061(16) C3 0.067(2) 0.065(2) 0.0599(17) 0.0232(15) 0.0046(15) 0.0109(16) C4 0.0551(17) 0.0559(18) 0.0510(15) 0.0170(13) 0.0102(12) 0.0125(14) C5 0.0505(15) 0.0552(17) 0.0500(15) 0.0184(13) 0.0093(12) 0.0139(13) C6 0.0602(18) 0.0666(19) 0.0457(14) 0.0219(13) 0.0069(13) 0.0154(15) C7 0.0611(17) 0.0544(17) 0.0521(15) 0.0219(13) 0.0123(13) 0.0108(14) C8 0.0529(16) 0.0565(17) 0.0490(15) 0.0190(13) 0.0119(12) 0.0093(14) C9 0.0588(17) 0.0554(17) 0.0481(14) 0.0176(12) 0.0090(13) 0.0154(14) C10 0.0692(19) 0.071(2) 0.0532(16) 0.0184(15) 0.0165(14) 0.0137(17) C11 0.082(2) 0.066(2) 0.0484(16) 0.0117(14) 0.0083(15) 0.0152(18) C12 0.0689(19) 0.0509(17) 0.0534(16) 0.0158(13) 0.0050(14) 0.0163(15) C13 0.0663(19) 0.0505(17) 0.0622(17) 0.0147(14) -0.0058(15) 0.0173(15) C14 0.081(2) 0.064(2) 0.074(2) 0.0120(17) -0.0067(18) 0.0121(19) C15 0.098(3) 0.077(3) 0.094(3) 0.005(2) -0.024(3) 0.008(2) C16 0.077(3) 0.054(2) 0.137(4) 0.013(2) -0.028(3) 0.007(2) C17 0.072(2) 0.061(2) 0.109(3) 0.027(2) 0.001(2) 0.0072(19) C18 0.069(2) 0.0528(19) 0.081(2) 0.0195(16) -0.0026(17) 0.0066(16) F1 0.096(3) 0.095(3) 0.0483(18) 0.0075(18) 0.0001(18) -0.018(2) F2 0.114(3) 0.097(3) 0.082(3) -0.008(2) -0.028(2) -0.028(3) F3 0.074(3) 0.076(3) 0.141(4) 0.013(3) -0.014(3) -0.029(2) F4 0.071(2) 0.077(3) 0.101(3) 0.033(2) 0.016(2) -0.011(2) F5 0.076(2) 0.072(2) 0.0539(19) 0.0147(16) 0.0158(16) -0.0129(18) C19 0.0605(17) 0.0591(17) 0.0493(15) 0.0238(13) 0.0050(12) 0.0076(14) C20 0.0554(16) 0.0631(18) 0.0533(15) 0.0222(13) 0.0086(13) 0.0058(14) C21 0.0620(18) 0.077(2) 0.0525(16) 0.0257(15) 0.0097(13) 0.0098(16) C22 0.072(2) 0.077(2) 0.0551(17) 0.0234(15) 0.0123(15) 0.0051(17) C23 0.094(2) 0.100(3) 0.0559(18) 0.0324(18) 0.0211(17) 0.016(2) C24 0.111(3) 0.129(4) 0.076(2) 0.043(2) 0.038(2) 0.025(3) _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 1.714(3) . ? S1 C4 1.730(3) . ? S2 C9 1.719(3) . ? S2 C12 1.729(3) . ? N1 C8 1.378(4) . ? N1 C5 1.385(4) . ? N1 C19 1.465(3) . ? C1 C2 1.369(4) . ? C1 C1 1.455(6) 2_355 ? C2 C3 1.410(5) . ? C3 C4 1.351(4) . ? C4 C5 1.449(4) . ? C5 C6 1.382(4) . ? C6 C7 1.379(4) . ? C7 C8 1.381(4) . ? C8 C9 1.458(4) . ? C9 C10 1.365(4) . ? C10 C11 1.397(5) . ? C11 C12 1.368(4) . ? C12 C13 1.468(5) . ? C13 C18 1.383(5) . ? C13 C14 1.391(4) . ? C14 C15 1.393(6) . ? C14 F1 1.437(5) . ? C15 F2 1.334(5) . ? C15 C16 1.378(6) . ? C16 F3 1.213(5) . ? C16 C17 1.362(6) . ? C17 F4 1.203(5) . ? C17 C18 1.372(5) . ? C18 F5 1.308(5) . ? C19 C20 1.520(4) . ? C20 C21 1.508(4) . ? C21 C22 1.519(4) . ? C22 C23 1.510(4) . ? C23 C24 1.502(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 C1 S1 C4 92.86(14) . . ? C9 S2 C12 92.77(14) . . ? C8 N1 C5 109.3(2) . . ? C8 N1 C19 125.5(2) . . ? C5 N1 C19 125.1(2) . . ? C2 C1 C1 128.0(4) . 2_355 ? C2 C1 S1 110.1(2) . . ? C1 C1 S1 121.9(3) 2_355 . ? C1 C2 C3 113.1(3) . . ? C4 C3 C2 113.9(3) . . ? C3 C4 C5 133.2(3) . . ? C3 C4 S1 109.9(2) . . ? C5 C4 S1 116.8(2) . . ? C6 C5 N1 106.6(3) . . ? C6 C5 C4 127.7(3) . . ? N1 C5 C4 125.7(2) . . ? C7 C6 C5 108.6(3) . . ? C6 C7 C8 108.3(3) . . ? N1 C8 C7 107.1(3) . . ? N1 C8 C9 125.2(2) . . ? C7 C8 C9 127.7(3) . . ? C10 C9 C8 131.9(3) . . ? C10 C9 S2 110.4(2) . . ? C8 C9 S2 117.59(19) . . ? C9 C10 C11 113.2(3) . . ? C12 C11 C10 114.2(3) . . ? C11 C12 C13 128.5(3) . . ? C11 C12 S2 109.4(2) . . ? C13 C12 S2 122.1(2) . . ? C18 C13 C14 116.3(3) . . ? C18 C13 C12 122.5(3) . . ? C14 C13 C12 121.2(3) . . ? C13 C14 C15 121.8(4) . . ? C13 C14 F1 117.4(3) . . ? C15 C14 F1 120.8(3) . . ? F2 C15 C16 129.1(5) . . ? F2 C15 C14 111.2(5) . . ? C16 C15 C14 119.7(4) . . ? F3 C16 C17 126.6(6) . . ? F3 C16 C15 114.1(5) . . ? C17 C16 C15 119.2(4) . . ? F4 C17 C16 120.1(4) . . ? F4 C17 C18 119.1(4) . . ? C16 C17 C18 120.7(4) . . ? F5 C18 C17 120.3(4) . . ? F5 C18 C13 117.4(3) . . ? C17 C18 C13 122.3(3) . . ? N1 C19 C20 112.7(2) . . ? C21 C20 C19 111.5(2) . . ? C20 C21 C22 114.3(3) . . ? C23 C22 C21 113.1(3) . . ? C24 C23 C22 113.5(3) . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 23.29 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.281 _refine_diff_density_min -0.344 _refine_diff_density_rms 0.095