# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (c) the Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 1145 loop_ _publ_author_name 'Chunyan Chi' 'Jing Luo' 'Hemi Qu' 'Xiaojie Zhang' _publ_contact_author_name 'Chunyan Chi' _publ_contact_author_email CHMCC@NUS.EDU.SG _publ_section_title ; pi-Conjugated Oligothiophene-anthracene Co-oligomers: Synthesis, Physical Properties, and Self-assembly ; # Attachment 'T1A.cif' data_8587 _database_code_depnum_ccdc_archive 'CCDC 736651' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H66 S2' _chemical_formula_weight 731.15 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.6252(12) _cell_length_b 4.5677(3) _cell_length_c 23.5052(14) _cell_angle_alpha 90.00 _cell_angle_beta 101.2370(10) _cell_angle_gamma 90.00 _cell_volume 2066.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9814 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.53 _exptl_crystal_description ROD _exptl_crystal_colour GOLDEN _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.175 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_absorpt_coefficient_mu 0.163 _exptl_absorpt_correction_type 'Sadabs, (Sheldrick 2001)' _exptl_absorpt_correction_T_min 0.8809 _exptl_absorpt_correction_T_max 0.9745 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 area 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 25113 _diffrn_reflns_av_R_equivalents 0.0457 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.06 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4723 _reflns_number_gt 4390 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0741P)^2^+1.1427P] 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 4723 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1305 _refine_ls_wR_factor_gt 0.1278 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 0.164887(17) -0.03905(8) 0.222943(14) 0.01752(12) Uani 1 1 d . . . C1 C 0.03548(7) 0.6869(3) -0.03297(6) 0.0156(3) Uani 1 1 d . . . C2 C 0.07334(8) 0.8842(3) -0.06248(6) 0.0186(3) Uani 1 1 d . . . H2 H 0.0505 0.9723 -0.0977 0.022 Uiso 1 1 calc R . . C3 C 0.14133(8) 0.9488(4) -0.04133(6) 0.0213(3) Uani 1 1 d . . . H3 H 0.1653 1.0799 -0.0619 0.026 Uiso 1 1 calc R . . C4 C 0.17656(8) 0.8213(4) 0.01132(6) 0.0210(3) Uani 1 1 d . . . H4 H 0.2243 0.8634 0.0253 0.025 Uiso 1 1 calc R . . C5 C 0.14209(7) 0.6392(3) 0.04170(6) 0.0189(3) Uani 1 1 d . . . H5 H 0.1660 0.5594 0.0774 0.023 Uiso 1 1 calc R . . C6 C 0.07069(7) 0.5645(3) 0.02134(6) 0.0157(3) Uani 1 1 d . . . C7 C 0.03510(7) 0.3815(3) 0.05406(6) 0.0159(3) Uani 1 1 d . . . C8 C 0.07343(7) 0.2588(3) 0.10980(6) 0.0173(3) Uani 1 1 d . . . H8 H 0.1129 0.1402 0.1085 0.021 Uiso 1 1 calc R . . C9 C 0.05672(7) 0.3023(3) 0.16106(6) 0.0176(3) Uani 1 1 d . . . H9 H 0.0174 0.4223 0.1618 0.021 Uiso 1 1 calc R . . C10 C 0.09251(7) 0.1852(3) 0.21629(6) 0.0158(3) Uani 1 1 d . . . C11 C 0.07528(7) 0.2257(3) 0.26937(6) 0.0169(3) Uani 1 1 d . . . H11 H 0.0372 0.3425 0.2752 0.020 Uiso 1 1 calc R . . C12 C 0.11992(7) 0.0761(3) 0.31496(6) 0.0173(3) Uani 1 1 d . . . H12 H 0.1145 0.0821 0.3542 0.021 Uiso 1 1 calc R . . C13 C 0.17131(7) -0.0766(3) 0.29681(6) 0.0152(3) Uani 1 1 d . . . C14 C 0.22839(7) -0.2564(3) 0.33225(6) 0.0174(3) Uani 1 1 d . . . H14A H 0.2602 -0.3242 0.3071 0.021 Uiso 1 1 calc R . . H14B H 0.2080 -0.4315 0.3473 0.021 Uiso 1 1 calc R . . C15 C 0.26975(7) -0.0829(3) 0.38322(6) 0.0174(3) Uani 1 1 d . . . H15A H 0.2948 0.0777 0.3679 0.021 Uiso 1 1 calc R . . H15B H 0.2369 0.0069 0.4052 0.021 Uiso 1 1 calc R . . C16 C 0.32193(7) -0.2684(3) 0.42445(6) 0.0159(3) Uani 1 1 d . . . H16A H 0.3552 -0.3565 0.4027 0.019 Uiso 1 1 calc R . . H16B H 0.2970 -0.4300 0.4397 0.019 Uiso 1 1 calc R . . C17 C 0.36203(7) -0.0921(3) 0.47515(6) 0.0169(3) Uani 1 1 d . . . H17A H 0.3285 0.0070 0.4952 0.020 Uiso 1 1 calc R . . H17B H 0.3893 0.0612 0.4599 0.020 Uiso 1 1 calc R . . C18 C 0.41111(7) -0.2786(3) 0.51900(6) 0.0161(3) Uani 1 1 d . . . H18A H 0.3838 -0.4315 0.5343 0.019 Uiso 1 1 calc R . . H18B H 0.4445 -0.3783 0.4989 0.019 Uiso 1 1 calc R . . C19 C 0.45146(7) -0.1021(3) 0.56969(6) 0.0176(3) Uani 1 1 d . . . H19A H 0.4181 0.0037 0.5888 0.021 Uiso 1 1 calc R . . H19B H 0.4802 0.0458 0.5545 0.021 Uiso 1 1 calc R . . C20 C 0.49854(7) -0.2900(3) 0.61476(6) 0.0167(3) Uani 1 1 d . . . H20A H 0.4698 -0.4380 0.6299 0.020 Uiso 1 1 calc R . . H20B H 0.5319 -0.3958 0.5956 0.020 Uiso 1 1 calc R . . C21 C 0.53887(7) -0.1147(3) 0.66544(6) 0.0182(3) Uani 1 1 d . . . H21A H 0.5056 -0.0044 0.6839 0.022 Uiso 1 1 calc R . . H21B H 0.5687 0.0293 0.6504 0.022 Uiso 1 1 calc R . . C22 C 0.58429(7) -0.3044(3) 0.71127(6) 0.0187(3) Uani 1 1 d . . . H22A H 0.5547 -0.4544 0.7249 0.022 Uiso 1 1 calc R . . H22B H 0.6190 -0.4077 0.6931 0.022 Uiso 1 1 calc R . . C23 C 0.62230(8) -0.1327(4) 0.76346(6) 0.0197(3) Uani 1 1 d . . . H23A H 0.6534 0.0117 0.7501 0.024 Uiso 1 1 calc R . . H23B H 0.5878 -0.0228 0.7806 0.024 Uiso 1 1 calc R . . C24 C 0.66517(8) -0.3241(4) 0.81014(6) 0.0223(3) Uani 1 1 d . . . H24A H 0.7025 -0.4198 0.7941 0.027 Uiso 1 1 calc R . . H24B H 0.6350 -0.4800 0.8210 0.027 Uiso 1 1 calc R . . C25 C 0.69767(8) -0.1537(4) 0.86443(6) 0.0243(3) Uani 1 1 d . . . H25A H 0.7305 -0.0093 0.8546 0.036 Uiso 1 1 calc R . . H25B H 0.7223 -0.2892 0.8937 0.036 Uiso 1 1 calc R . . H25C H 0.6611 -0.0529 0.8799 0.036 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 0.01595(19) 0.0232(2) 0.01230(18) 0.00212(13) 0.00004(13) 0.00463(13) C1 0.0176(7) 0.0169(7) 0.0117(6) -0.0011(5) 0.0011(5) 0.0036(5) C2 0.0207(7) 0.0209(7) 0.0132(6) 0.0002(5) 0.0007(5) 0.0001(6) C3 0.0218(7) 0.0241(8) 0.0183(7) -0.0001(6) 0.0043(6) -0.0029(6) C4 0.0162(7) 0.0277(8) 0.0178(7) -0.0033(6) -0.0004(5) -0.0003(6) C5 0.0168(7) 0.0246(8) 0.0135(6) -0.0015(6) -0.0012(5) 0.0034(6) C6 0.0163(7) 0.0181(7) 0.0119(6) -0.0012(5) 0.0007(5) 0.0041(5) C7 0.0176(7) 0.0174(7) 0.0115(6) -0.0009(5) 0.0005(5) 0.0044(5) C8 0.0136(6) 0.0181(7) 0.0179(7) 0.0012(5) -0.0022(5) 0.0036(5) C9 0.0128(6) 0.0210(7) 0.0171(7) 0.0023(5) -0.0021(5) 0.0022(5) C10 0.0128(6) 0.0172(7) 0.0157(6) 0.0016(5) -0.0015(5) 0.0005(5) C11 0.0127(6) 0.0210(7) 0.0156(6) 0.0007(5) -0.0007(5) 0.0010(5) C12 0.0160(7) 0.0224(7) 0.0121(6) 0.0011(5) -0.0007(5) -0.0009(5) C13 0.0151(6) 0.0172(7) 0.0110(6) 0.0013(5) -0.0026(5) -0.0018(5) C14 0.0176(7) 0.0174(7) 0.0144(6) 0.0009(5) -0.0036(5) 0.0023(5) C15 0.0156(6) 0.0163(7) 0.0171(7) 0.0004(5) -0.0044(5) 0.0014(5) C16 0.0145(6) 0.0171(7) 0.0140(6) 0.0001(5) -0.0023(5) 0.0015(5) C17 0.0160(7) 0.0162(7) 0.0159(6) 0.0001(5) -0.0035(5) 0.0013(5) C18 0.0153(6) 0.0171(7) 0.0138(6) 0.0007(5) -0.0022(5) 0.0011(5) C19 0.0161(7) 0.0193(7) 0.0148(6) -0.0010(5) -0.0033(5) 0.0018(5) C20 0.0149(6) 0.0195(7) 0.0136(6) -0.0008(5) -0.0022(5) 0.0010(5) C21 0.0176(7) 0.0194(7) 0.0149(6) -0.0008(5) -0.0033(5) 0.0011(5) C22 0.0177(7) 0.0216(7) 0.0141(6) -0.0007(5) -0.0036(5) 0.0012(5) C23 0.0177(7) 0.0229(8) 0.0156(7) -0.0015(6) -0.0039(5) -0.0002(6) C24 0.0205(7) 0.0263(8) 0.0170(7) -0.0006(6) -0.0036(5) 0.0026(6) C25 0.0185(7) 0.0365(9) 0.0154(7) -0.0021(6) -0.0028(5) -0.0006(6) _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 C13 1.7246(14) . ? S1 C10 1.7333(14) . ? C1 C7 1.4121(19) 3_565 ? C1 C2 1.430(2) . ? C1 C6 1.4409(18) . ? C2 C3 1.362(2) . ? C3 C4 1.420(2) . ? C4 C5 1.360(2) . ? C5 C6 1.4309(19) . ? C6 C7 1.410(2) . ? C7 C1 1.4121(19) 3_565 ? C7 C8 1.4874(18) . ? C8 C9 1.324(2) . ? C9 C10 1.4525(18) . ? C10 C11 1.3674(19) . ? C11 C12 1.4201(18) . ? C12 C13 1.361(2) . ? C13 C14 1.5033(18) . ? C14 C15 1.5309(18) . ? C15 C16 1.5231(18) . ? C16 C17 1.5238(18) . ? C17 C18 1.5261(18) . ? C18 C19 1.5260(18) . ? C19 C20 1.5269(18) . ? C20 C21 1.5226(18) . ? C21 C22 1.5269(19) . ? C22 C23 1.5231(19) . ? C23 C24 1.5221(19) . ? C24 C25 1.525(2) . ? 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 C13 S1 C10 92.72(7) . . ? C7 C1 C2 122.41(13) 3_565 . ? C7 C1 C6 119.56(13) 3_565 . ? C2 C1 C6 117.99(13) . . ? C3 C2 C1 121.60(13) . . ? C2 C3 C4 120.35(14) . . ? C5 C4 C3 120.09(13) . . ? C4 C5 C6 121.68(13) . . ? C7 C6 C5 121.06(13) . . ? C7 C6 C1 120.68(13) . . ? C5 C6 C1 118.24(13) . . ? C6 C7 C1 119.75(12) . 3_565 ? C6 C7 C8 118.98(12) . . ? C1 C7 C8 121.25(13) 3_565 . ? C9 C8 C7 124.92(13) . . ? C8 C9 C10 126.56(13) . . ? C11 C10 C9 127.09(13) . . ? C11 C10 S1 109.99(10) . . ? C9 C10 S1 122.91(11) . . ? C10 C11 C12 113.41(13) . . ? C13 C12 C11 113.32(12) . . ? C12 C13 C14 128.59(13) . . ? C12 C13 S1 110.56(10) . . ? C14 C13 S1 120.84(11) . . ? C13 C14 C15 112.03(12) . . ? C16 C15 C14 113.45(12) . . ? C15 C16 C17 112.59(12) . . ? C16 C17 C18 113.27(12) . . ? C19 C18 C17 113.31(12) . . ? C18 C19 C20 113.37(12) . . ? C21 C20 C19 113.53(12) . . ? C20 C21 C22 113.36(12) . . ? C23 C22 C21 113.77(13) . . ? C24 C23 C22 113.58(13) . . ? C23 C24 C25 113.10(13) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.766 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.069 # Attachment 'T2A.cif' data_8688 _database_code_depnum_ccdc_archive 'CCDC 736652' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H70 S4' _chemical_formula_weight 895.38 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.5798(3) _cell_length_b 7.4484(4) _cell_length_c 58.222(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.5160(10) _cell_angle_gamma 90.00 _cell_volume 2417.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8295 _cell_measurement_theta_min 2.76 _cell_measurement_theta_max 27.51 _exptl_crystal_description Plate _exptl_crystal_colour Orange _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 0.235 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9161 _exptl_absorpt_correction_T_max 0.9860 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 area 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 30296 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -75 _diffrn_reflns_limit_l_max 75 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5551 _reflns_number_gt 5093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0396P)^2^+3.8641P] 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 5551 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1383 _refine_ls_wR_factor_gt 0.1359 _refine_ls_goodness_of_fit_ref 1.210 _refine_ls_restrained_S_all 1.210 _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 0.55807(10) -0.35953(8) 0.067416(10) 0.01638(14) Uani 1 1 d . . . S2 S 0.31981(10) 0.01801(8) 0.119591(10) 0.01862(15) Uani 1 1 d . . . C1 C 0.3576(4) -0.5373(3) 0.06552(4) 0.0171(5) Uani 1 1 d . . . C2 C 0.1816(5) -0.5160(3) 0.08100(4) 0.0231(5) Uani 1 1 d . . . H2 H 0.0541 -0.5990 0.0825 0.028 Uiso 1 1 calc R . . C3 C 0.2075(4) -0.3585(3) 0.09454(4) 0.0203(5) Uani 1 1 d . . . H3 H 0.0997 -0.3257 0.1060 0.024 Uiso 1 1 calc R . . C4 C 0.4039(4) -0.2588(3) 0.08939(4) 0.0150(4) Uani 1 1 d . . . C5 C 0.4873(4) -0.0907(3) 0.09929(4) 0.0143(4) Uani 1 1 d . . . C6 C 0.6921(4) 0.0039(3) 0.09564(4) 0.0217(5) Uani 1 1 d . . . H6 H 0.8092 -0.0333 0.0853 0.026 Uiso 1 1 calc R . . C7 C 0.7118(4) 0.1636(3) 0.10894(4) 0.0209(5) Uani 1 1 d . . . H7 H 0.8438 0.2437 0.1083 0.025 Uiso 1 1 calc R . . C8 C 0.5253(4) 0.1913(3) 0.12268(4) 0.0153(4) Uani 1 1 d . . . C9 C 0.3734(4) -0.6815(3) 0.04887(4) 0.0215(5) Uani 1 1 d . . . H9 H 0.2683 -0.7800 0.0509 0.026 Uiso 1 1 calc R . . C10 C 0.5128(4) -0.6947(3) 0.03136(4) 0.0185(5) Uani 1 1 d . . . H10 H 0.6238 -0.6007 0.0289 0.022 Uiso 1 1 calc R . . C11 C 0.5054(4) -0.8500(3) 0.01520(4) 0.0157(4) Uani 1 1 d . . . C12 C 0.3303(4) -0.8589(3) -0.00290(4) 0.0159(4) Uani 1 1 d . . . C13 C 0.3250(4) -1.0112(3) -0.01818(4) 0.0154(4) Uani 1 1 d . . . C14 C 0.1423(4) -1.0168(3) -0.03624(4) 0.0188(5) Uani 1 1 d . . . H14A H 0.1380 -1.1151 -0.0466 0.023 Uiso 1 1 calc R . . C15 C -0.0247(4) -0.8851(3) -0.03886(4) 0.0216(5) Uani 1 1 d . . . H15A H -0.1463 -0.8939 -0.0508 0.026 Uiso 1 1 calc R . . C16 C -0.0190(4) -0.7349(3) -0.02400(4) 0.0213(5) Uani 1 1 d . . . H16A H -0.1350 -0.6423 -0.0261 0.026 Uiso 1 1 calc R . . C17 C 0.1528(4) -0.7226(3) -0.00663(4) 0.0188(5) Uani 1 1 d . . . H17A H 0.1543 -0.6208 0.0032 0.023 Uiso 1 1 calc R . . C18 C 0.4836(4) 0.3409(3) 0.13928(4) 0.0178(5) Uani 1 1 d . . . H18A H 0.4800 0.2903 0.1550 0.021 Uiso 1 1 calc R . . H18B H 0.3245 0.3949 0.1355 0.021 Uiso 1 1 calc R . . C19 C 0.6742(4) 0.4885(3) 0.13907(4) 0.0174(5) Uani 1 1 d . . . H19A H 0.8342 0.4346 0.1424 0.021 Uiso 1 1 calc R . . H19B H 0.6743 0.5426 0.1235 0.021 Uiso 1 1 calc R . . C20 C 0.6304(4) 0.6350(3) 0.15667(4) 0.0177(5) Uani 1 1 d . . . H20A H 0.4693 0.6872 0.1534 0.021 Uiso 1 1 calc R . . H20B H 0.6313 0.5804 0.1722 0.021 Uiso 1 1 calc R . . C21 C 0.8161(4) 0.7851(3) 0.15671(4) 0.0180(5) Uani 1 1 d . . . H21A H 0.8091 0.8443 0.1415 0.022 Uiso 1 1 calc R . . H21B H 0.9780 0.7323 0.1591 0.022 Uiso 1 1 calc R . . C22 C 0.7786(4) 0.9263(3) 0.17523(4) 0.0186(5) Uani 1 1 d . . . H22A H 0.6164 0.9788 0.1728 0.022 Uiso 1 1 calc R . . H22B H 0.7852 0.8668 0.1904 0.022 Uiso 1 1 calc R . . C23 C 0.9633(4) 1.0776(3) 0.17549(4) 0.0181(5) Uani 1 1 d . . . H23A H 0.9551 1.1384 0.1604 0.022 Uiso 1 1 calc R . . H23B H 1.1257 1.0252 0.1777 0.022 Uiso 1 1 calc R . . C24 C 0.9262(4) 1.2167(3) 0.19427(4) 0.0190(5) Uani 1 1 d . . . H24A H 0.7637 1.2688 0.1920 0.023 Uiso 1 1 calc R . . H24B H 0.9344 1.1557 0.2094 0.023 Uiso 1 1 calc R . . C25 C 1.1101(4) 1.3685(3) 0.19463(4) 0.0188(5) Uani 1 1 d . . . H25A H 1.2727 1.3165 0.1969 0.023 Uiso 1 1 calc R . . H25B H 1.1020 1.4296 0.1795 0.023 Uiso 1 1 calc R . . C26 C 1.0725(4) 1.5074(3) 0.21341(4) 0.0191(5) Uani 1 1 d . . . H26A H 0.9090 1.5580 0.2112 0.023 Uiso 1 1 calc R . . H26B H 1.0824 1.4464 0.2285 0.023 Uiso 1 1 calc R . . C27 C 1.2531(4) 1.6608(3) 0.21377(4) 0.0179(5) Uani 1 1 d . . . H27A H 1.4166 1.6108 0.2162 0.021 Uiso 1 1 calc R . . H27B H 1.2448 1.7214 0.1986 0.021 Uiso 1 1 calc R . . C28 C 1.2107(4) 1.7990(3) 0.23242(4) 0.0210(5) Uani 1 1 d . . . H28A H 1.0480 1.8503 0.2298 0.025 Uiso 1 1 calc R . . H28B H 1.2159 1.7378 0.2475 0.025 Uiso 1 1 calc R . . C29 C 1.3924(5) 1.9511(4) 0.23321(5) 0.0281(6) Uani 1 1 d . . . H29A H 1.5528 1.9026 0.2369 0.042 Uiso 1 1 calc R . . H29B H 1.3506 2.0379 0.2450 0.042 Uiso 1 1 calc R . . H29C H 1.3912 2.0109 0.2182 0.042 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 0.0153(3) 0.0158(3) 0.0183(3) -0.0071(2) 0.0023(2) -0.0015(2) S2 0.0154(3) 0.0170(3) 0.0237(3) -0.0093(2) 0.0043(2) -0.0025(2) C1 0.0207(11) 0.0139(11) 0.0165(11) -0.0027(9) 0.0007(9) -0.0023(9) C2 0.0269(13) 0.0195(12) 0.0233(12) -0.0060(10) 0.0071(10) -0.0079(10) C3 0.0231(12) 0.0200(12) 0.0182(11) -0.0044(9) 0.0048(9) -0.0010(10) C4 0.0163(10) 0.0162(11) 0.0127(10) -0.0041(8) 0.0010(8) 0.0045(9) C5 0.0168(10) 0.0146(11) 0.0116(10) -0.0035(8) -0.0003(8) 0.0030(8) C6 0.0231(12) 0.0217(12) 0.0207(12) -0.0040(10) 0.0067(9) -0.0004(10) C7 0.0228(12) 0.0193(12) 0.0209(12) -0.0028(9) 0.0046(9) -0.0059(10) C8 0.0169(10) 0.0122(10) 0.0166(10) -0.0013(8) -0.0011(8) -0.0011(8) C9 0.0244(12) 0.0149(11) 0.0254(12) -0.0065(9) 0.0028(10) -0.0052(9) C10 0.0217(11) 0.0133(11) 0.0205(11) -0.0049(9) 0.0011(9) -0.0022(9) C11 0.0208(11) 0.0126(10) 0.0141(10) -0.0012(8) 0.0049(8) -0.0033(9) C12 0.0198(11) 0.0140(11) 0.0140(10) -0.0014(8) 0.0036(8) -0.0018(9) C13 0.0185(10) 0.0137(11) 0.0141(10) -0.0014(8) 0.0020(8) -0.0021(9) C14 0.0236(12) 0.0147(11) 0.0180(11) -0.0025(9) -0.0002(9) -0.0018(9) C15 0.0229(12) 0.0200(12) 0.0214(12) 0.0008(10) -0.0046(9) -0.0015(10) C16 0.0226(12) 0.0160(11) 0.0252(12) 0.0010(10) 0.0006(10) 0.0047(9) C17 0.0242(12) 0.0134(11) 0.0188(11) -0.0039(9) 0.0018(9) 0.0016(9) C18 0.0203(11) 0.0165(11) 0.0169(11) -0.0052(9) 0.0028(9) -0.0012(9) C19 0.0194(11) 0.0137(11) 0.0191(11) -0.0023(9) 0.0007(9) 0.0006(9) C20 0.0203(11) 0.0128(11) 0.0199(11) -0.0032(9) 0.0015(9) -0.0013(9) C21 0.0190(11) 0.0134(11) 0.0214(11) -0.0033(9) 0.0000(9) -0.0011(9) C22 0.0214(11) 0.0140(11) 0.0203(11) -0.0029(9) 0.0010(9) -0.0012(9) C23 0.0203(11) 0.0142(11) 0.0198(11) -0.0027(9) 0.0006(9) -0.0005(9) C24 0.0224(11) 0.0152(11) 0.0195(11) -0.0033(9) 0.0015(9) -0.0014(9) C25 0.0212(11) 0.0157(11) 0.0195(11) -0.0025(9) 0.0011(9) -0.0011(9) C26 0.0227(11) 0.0154(11) 0.0193(11) -0.0031(9) 0.0014(9) -0.0021(9) C27 0.0215(11) 0.0153(11) 0.0168(11) -0.0017(9) 0.0001(9) -0.0029(9) C28 0.0243(12) 0.0187(12) 0.0199(11) -0.0045(9) -0.0002(9) -0.0015(10) C29 0.0337(14) 0.0211(13) 0.0291(14) -0.0086(11) -0.0011(11) -0.0072(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 C1 1.733(2) . ? S1 C4 1.742(2) . ? S2 C8 1.731(2) . ? S2 C5 1.739(2) . ? C1 C2 1.371(3) . ? C1 C9 1.453(3) . ? C2 C3 1.417(3) . ? C3 C4 1.368(3) . ? C4 C5 1.447(3) . ? C5 C6 1.367(3) . ? C6 C7 1.421(3) . ? C7 C8 1.356(3) . ? C8 C18 1.500(3) . ? C9 C10 1.313(3) . ? C10 C11 1.490(3) . ? C11 C13 1.407(3) 3_635 ? C11 C12 1.407(3) . ? C12 C17 1.428(3) . ? C12 C13 1.441(3) . ? C13 C11 1.407(3) 3_635 ? C13 C14 1.433(3) . ? C14 C15 1.357(3) . ? C15 C16 1.414(3) . ? C16 C17 1.366(3) . ? C18 C19 1.530(3) . ? C19 C20 1.525(3) . ? C20 C21 1.524(3) . ? C21 C22 1.527(3) . ? C22 C23 1.527(3) . ? C23 C24 1.527(3) . ? C24 C25 1.526(3) . ? C25 C26 1.526(3) . ? C26 C27 1.523(3) . ? C27 C28 1.523(3) . ? C28 C29 1.520(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 C1 S1 C4 92.15(11) . . ? C8 S2 C5 92.55(11) . . ? C2 C1 C9 126.2(2) . . ? C2 C1 S1 110.41(18) . . ? C9 C1 S1 123.34(18) . . ? C1 C2 C3 113.8(2) . . ? C4 C3 C2 113.0(2) . . ? C3 C4 C5 129.0(2) . . ? C3 C4 S1 110.70(17) . . ? C5 C4 S1 120.30(17) . . ? C6 C5 C4 129.8(2) . . ? C6 C5 S2 110.10(17) . . ? C4 C5 S2 120.04(17) . . ? C5 C6 C7 113.1(2) . . ? C8 C7 C6 114.0(2) . . ? C7 C8 C18 129.7(2) . . ? C7 C8 S2 110.32(18) . . ? C18 C8 S2 120.00(17) . . ? C10 C9 C1 129.0(2) . . ? C9 C10 C11 123.2(2) . . ? C13 C11 C12 119.9(2) 3_635 . ? C13 C11 C10 119.5(2) 3_635 . ? C12 C11 C10 120.6(2) . . ? C11 C12 C17 122.3(2) . . ? C11 C12 C13 119.6(2) . . ? C17 C12 C13 118.1(2) . . ? C11 C13 C14 121.5(2) 3_635 . ? C11 C13 C12 120.5(2) 3_635 . ? C14 C13 C12 118.1(2) . . ? C15 C14 C13 121.6(2) . . ? C14 C15 C16 120.4(2) . . ? C17 C16 C15 120.2(2) . . ? C16 C17 C12 121.6(2) . . ? C8 C18 C19 113.62(19) . . ? C20 C19 C18 112.14(19) . . ? C21 C20 C19 113.40(19) . . ? C20 C21 C22 113.08(19) . . ? C23 C22 C21 113.69(19) . . ? C22 C23 C24 113.27(19) . . ? C25 C24 C23 113.6(2) . . ? C26 C25 C24 113.5(2) . . ? C27 C26 C25 114.0(2) . . ? C28 C27 C26 113.2(2) . . ? C29 C28 C27 113.6(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.641 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.072