# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Yujie Dong' _publ_contact_author_email yujie-4022@163.com loop_ _publ_author_name 'yujie dong' 'bin xu' 'Jibo Zhang' 'Hongguang Lv' 'Shanpeng Wen' ; feipeng chen ; 'Jiating He' 'Bao Li' 'Ling Ye' 'wenjing tian' data_dyj-7 _database_code_depnum_ccdc_archive 'CCDC 857673' #TrackingRef 'TFDSA.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H18 F4' _chemical_formula_sum 'C30 H18 F4' _chemical_formula_weight 454.44 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_HALL '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.0152(8) _cell_length_b 9.821(2) _cell_length_c 13.736(3) _cell_angle_alpha 78.74(3) _cell_angle_beta 86.02(3) _cell_angle_gamma 84.26(3) _cell_volume 527.88(18) _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 0.67 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 234 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9318 _exptl_absorpt_correction_T_max 0.9905 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4984 _diffrn_reflns_av_R_equivalents 0.0468 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.55 _reflns_number_total 2276 _reflns_number_gt 1296 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0874P)^2^+0.0193P] 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 2276 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1147 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1885 _refine_ls_wR_factor_gt 0.1623 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.014 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 0.2126(7) 0.1437(3) 0.41789(19) 0.0483(7) Uani 1 1 d . . . H1 H 0.3474 0.0603 0.4317 0.058 Uiso 1 1 calc R . . C2 C 0.0886(7) 0.2100(3) 0.49290(19) 0.0532(8) Uani 1 1 d . . . C3 C -0.1134(7) 0.3318(3) 0.4777(2) 0.0519(8) Uani 1 1 d . . . H3 H -0.1970 0.3751 0.5299 0.062 Uiso 1 1 calc R . . C4 C -0.1855(7) 0.3865(3) 0.3814(2) 0.0492(7) Uani 1 1 d . . . C5 C -0.0684(6) 0.3257(3) 0.30272(19) 0.0440(7) Uani 1 1 d . . . H5 H -0.1248 0.3666 0.2384 0.053 Uiso 1 1 calc R . . C6 C 0.1361(6) 0.2019(3) 0.32079(18) 0.0397(6) Uani 1 1 d . . . C7 C 0.2794(6) 0.1286(3) 0.24244(18) 0.0427(7) Uani 1 1 d . . . H7 H 0.4444 0.0565 0.2611 0.051 Uiso 1 1 calc R . . C8 C 0.2028(7) 0.1524(3) 0.14910(18) 0.0431(7) Uani 1 1 d . . . H8 H 0.0411 0.2252 0.1286 0.052 Uiso 1 1 calc R . . C9 C 0.3533(6) 0.0727(3) 0.07388(17) 0.0379(6) Uani 1 1 d . . . C10 C 0.5089(6) 0.1455(3) -0.01345(17) 0.0391(6) Uani 1 1 d . . . C11 C 0.5277(7) 0.2927(3) -0.0296(2) 0.0497(7) Uani 1 1 d . . . H11 H 0.4317 0.3420 0.0182 0.060 Uiso 1 1 calc R . . C12 C 0.6815(8) 0.3622(3) -0.1126(2) 0.0592(8) Uani 1 1 d . . . H12 H 0.6836 0.4585 -0.1224 0.071 Uiso 1 1 calc R . . C13 C 0.8377(8) 0.2892(3) -0.1838(2) 0.0561(8) Uani 1 1 d . . . H13 H 0.9483 0.3370 -0.2399 0.067 Uiso 1 1 calc R . . C14 C 0.8286(7) 0.1503(3) -0.17152(19) 0.0471(7) Uani 1 1 d . . . H14 H 0.9359 0.1036 -0.2193 0.057 Uiso 1 1 calc R . . C15 C 0.6589(6) 0.0725(3) -0.08732(17) 0.0386(6) Uani 1 1 d . . . F1 F 0.1687(6) 0.1524(2) 0.58674(12) 0.0858(7) Uani 1 1 d . . . F2 F -0.3838(5) 0.50763(19) 0.36349(14) 0.0791(7) 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 C1 0.0590(18) 0.0492(16) 0.0379(15) -0.0150(12) -0.0011(12) 0.0022(14) C2 0.0647(19) 0.066(2) 0.0329(15) -0.0182(13) 0.0035(13) -0.0113(17) C3 0.0612(18) 0.0577(18) 0.0438(17) -0.0283(13) 0.0139(13) -0.0128(15) C4 0.0550(17) 0.0407(15) 0.0531(18) -0.0166(12) 0.0106(13) -0.0035(14) C5 0.0480(16) 0.0479(15) 0.0370(14) -0.0128(11) 0.0059(11) -0.0048(13) C6 0.0425(15) 0.0454(15) 0.0340(14) -0.0145(11) 0.0027(11) -0.0078(13) C7 0.0409(14) 0.0524(16) 0.0364(14) -0.0173(12) 0.0001(11) 0.0037(12) C8 0.0440(15) 0.0502(15) 0.0361(14) -0.0152(11) 0.0005(11) 0.0026(12) C9 0.0374(14) 0.0492(15) 0.0297(13) -0.0161(11) -0.0013(10) 0.0003(12) C10 0.0409(14) 0.0476(15) 0.0318(13) -0.0146(11) -0.0027(10) -0.0035(12) C11 0.0588(18) 0.0500(16) 0.0435(16) -0.0192(13) 0.0013(13) -0.0031(14) C12 0.079(2) 0.0465(17) 0.0524(18) -0.0102(14) 0.0049(15) -0.0124(16) C13 0.065(2) 0.0606(19) 0.0424(16) -0.0079(14) 0.0067(13) -0.0140(16) C14 0.0522(16) 0.0575(17) 0.0323(14) -0.0124(12) 0.0050(11) -0.0051(14) C15 0.0384(14) 0.0507(15) 0.0293(13) -0.0145(11) -0.0012(10) -0.0030(12) F1 0.1234(18) 0.1005(16) 0.0346(10) -0.0228(10) -0.0051(10) 0.0054(13) F2 0.0966(15) 0.0614(12) 0.0762(14) -0.0248(10) 0.0162(11) 0.0170(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 C1 C2 1.363(3) . ? C1 C6 1.387(4) . ? C1 H1 0.9300 . ? C2 F1 1.349(3) . ? C2 C3 1.366(4) . ? C3 C4 1.366(4) . ? C3 H3 0.9300 . ? C4 F2 1.354(3) . ? C4 C5 1.368(3) . ? C5 C6 1.388(4) . ? C5 H5 0.9300 . ? C6 C7 1.463(3) . ? C7 C8 1.310(3) . ? C7 H7 0.9300 . ? C8 C9 1.477(3) . ? C8 H8 0.9300 . ? C9 C15 1.407(3) 2_655 ? C9 C10 1.411(3) . ? C10 C15 1.421(3) . ? C10 C11 1.428(4) . ? C11 C12 1.353(4) . ? C11 H11 0.9300 . ? C12 C13 1.401(4) . ? C12 H12 0.9300 . ? C13 C14 1.346(4) . ? C13 H13 0.9300 . ? C14 C15 1.426(3) . ? C14 H14 0.9300 . ? C15 C9 1.407(3) 2_655 ? 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 C6 119.4(3) . . ? C2 C1 H1 120.3 . . ? C6 C1 H1 120.3 . . ? F1 C2 C1 118.5(3) . . ? F1 C2 C3 118.4(3) . . ? C1 C2 C3 123.1(3) . . ? C4 C3 C2 116.2(3) . . ? C4 C3 H3 121.9 . . ? C2 C3 H3 121.9 . . ? F2 C4 C3 117.8(3) . . ? F2 C4 C5 118.6(3) . . ? C3 C4 C5 123.6(3) . . ? C4 C5 C6 118.7(3) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C1 C6 C5 118.9(2) . . ? C1 C6 C7 117.6(2) . . ? C5 C6 C7 123.5(2) . . ? C8 C7 C6 127.7(3) . . ? C8 C7 H7 116.1 . . ? C6 C7 H7 116.1 . . ? C7 C8 C9 125.0(3) . . ? C7 C8 H8 117.5 . . ? C9 C8 H8 117.5 . . ? C15 C9 C10 120.0(2) 2_655 . ? C15 C9 C8 121.5(2) 2_655 . ? C10 C9 C8 118.5(2) . . ? C9 C10 C15 120.3(2) . . ? C9 C10 C11 121.6(2) . . ? C15 C10 C11 118.1(2) . . ? C12 C11 C10 121.6(2) . . ? C12 C11 H11 119.2 . . ? C10 C11 H11 119.2 . . ? C11 C12 C13 120.0(3) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C14 C13 C12 120.4(2) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 121.9(2) . . ? C13 C14 H14 119.1 . . ? C15 C14 H14 119.1 . . ? C9 C15 C10 119.7(2) 2_655 . ? C9 C15 C14 122.4(2) 2_655 . ? C10 C15 C14 117.9(2) . . ? _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.190 _refine_diff_density_min -0.183 _refine_diff_density_rms 0.048 # Attachment 'TFMDSA.CIF' data_dyj-11 _database_code_depnum_ccdc_archive 'CCDC 857674' #TrackingRef 'TFMDSA.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H18 F12' _chemical_formula_sum 'C34 H18 F12' _chemical_formula_weight 654.48 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c) _symmetry_space_group_name_HALL '-P 2ybc' 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 4.8750(10) _cell_length_b 13.857(3) _cell_length_c 20.296(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.85(3) _cell_angle_gamma 90.00 _cell_volume 1369.4(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 nedele _exptl_crystal_colour yellow _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.988 _exptl_absorpt_correction_T_max 0.991 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9672 _diffrn_reflns_av_R_equivalents 0.2914 _diffrn_reflns_av_sigmaI/netI 0.2433 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2377 _reflns_number_gt 609 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0705P)^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 2377 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3116 _refine_ls_R_factor_gt 0.0905 _refine_ls_wR_factor_ref 0.2568 _refine_ls_wR_factor_gt 0.1588 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.934 _refine_ls_shift/su_max 0.081 _refine_ls_shift/su_mean 0.010 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 -0.1852(17) 0.0643(7) -0.0306(4) 0.063(2) Uani 1 1 d . . . C2 C -0.3741(17) 0.1336(7) -0.0554(4) 0.070(3) Uani 1 1 d . . . H2 H -0.5040 0.1143 -0.0878 0.084 Uiso 1 1 calc R . . C3 C -0.379(2) 0.2266(7) -0.0350(5) 0.080(3) Uani 1 1 d . . . H3 H -0.5104 0.2700 -0.0519 0.096 Uiso 1 1 calc R . . C4 C -0.1783(19) 0.2541(7) 0.0123(4) 0.079(3) Uani 1 1 d . . . H4 H -0.1685 0.3187 0.0245 0.094 Uiso 1 1 calc R . . C5 C 0.0009(18) 0.1929(7) 0.0412(4) 0.077(3) Uani 1 1 d . . . H5 H 0.1230 0.2142 0.0747 0.092 Uiso 1 1 calc R . . C6 C 0.0054(17) 0.0949(7) 0.0206(4) 0.063(2) Uani 1 1 d . . . C7 C 0.1888(17) 0.0315(7) 0.0515(4) 0.063(2) Uani 1 1 d . . . C8 C 0.3765(18) 0.0655(6) 0.1039(4) 0.074(3) Uani 1 1 d . . . H8 H 0.4916 0.1166 0.0944 0.089 Uiso 1 1 calc R . . C9 C 0.3971(17) 0.0301(6) 0.1633(5) 0.076(3) Uani 1 1 d . . . H9 H 0.2845 -0.0223 0.1715 0.092 Uiso 1 1 calc R . . C10 C 0.5721(19) 0.0623(6) 0.2173(5) 0.066(2) Uani 1 1 d . . . C11 C 0.7454(18) 0.1416(7) 0.2152(4) 0.075(3) Uani 1 1 d . . . H11 H 0.7559 0.1751 0.1757 0.090 Uiso 1 1 calc R . . C12 C 0.9015(19) 0.1727(8) 0.2690(5) 0.075(3) Uani 1 1 d . B . C13 C 0.8913(18) 0.1242(7) 0.3271(5) 0.077(3) Uani 1 1 d . . . H13 H 0.9961 0.1457 0.3637 0.092 Uiso 1 1 calc R . . C14 C 0.727(2) 0.0431(7) 0.3325(4) 0.076(3) Uani 1 1 d . A . C15 C 0.5746(17) 0.0148(6) 0.2775(4) 0.071(3) Uani 1 1 d . . . H15 H 0.4655 -0.0399 0.2806 0.086 Uiso 1 1 calc R . . C16 C 0.721(5) -0.0120(18) 0.3944(6) 0.130(7) Uani 1 1 d . . . C17 C 1.053(4) 0.2641(11) 0.2663(7) 0.091(5) Uani 1 1 d . . . F1 F 0.602(7) -0.0968(15) 0.3910(7) 0.114(9) Uani 0.57(4) 1 d P A . F2 F 0.512(6) 0.0354(17) 0.4295(11) 0.135(10) Uani 0.57(4) 1 d P A . F3 F 0.920(5) -0.006(3) 0.4366(13) 0.167(15) Uani 0.57(4) 1 d P A . F4 F 0.920(5) 0.3311(16) 0.280(2) 0.110(10) Uani 0.50(5) 1 d P B . F5 F 1.196(7) 0.269(2) 0.2059(11) 0.109(11) Uani 0.50(5) 1 d P B . F6 F 1.276(4) 0.257(2) 0.3080(12) 0.092(8) Uani 0.50(5) 1 d P B . F1' F 0.895(14) -0.087(2) 0.3936(13) 0.20(2) Uani 0.43(4) 1 d P A 1 F2' F 0.493(15) -0.045(7) 0.397(4) 0.34(5) Uani 0.43(4) 1 d P A 1 F3' F 0.789(15) 0.0359(19) 0.4386(12) 0.28(2) Uani 0.43(4) 1 d P A 1 F4' F 1.175(19) 0.289(5) 0.320(2) 0.29(3) Uani 0.50(5) 1 d P B 2 F5' F 0.920(7) 0.340(2) 0.241(4) 0.215(19) Uani 0.50(5) 1 d P B 2 F6' F 1.219(9) 0.2639(18) 0.228(3) 0.185(18) Uani 0.50(5) 1 d P 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 0.059(6) 0.076(7) 0.053(6) 0.013(5) -0.007(5) -0.007(5) C2 0.066(6) 0.081(7) 0.061(6) 0.001(5) -0.010(5) 0.001(5) C3 0.091(7) 0.069(7) 0.080(7) 0.008(6) -0.002(6) 0.007(6) C4 0.075(7) 0.092(8) 0.068(6) 0.002(6) -0.003(6) -0.019(6) C5 0.081(7) 0.092(8) 0.056(6) 0.004(6) -0.009(5) -0.009(6) C6 0.068(7) 0.069(7) 0.052(5) -0.006(5) 0.000(5) -0.021(5) C7 0.063(6) 0.075(7) 0.048(6) 0.011(5) -0.011(5) -0.002(5) C8 0.077(6) 0.096(8) 0.046(5) -0.001(5) -0.022(5) -0.014(5) C9 0.076(7) 0.079(7) 0.072(7) -0.001(6) -0.020(6) -0.015(5) C10 0.072(7) 0.056(6) 0.070(7) 0.002(5) -0.001(6) -0.006(5) C11 0.078(7) 0.096(8) 0.050(6) 0.011(5) -0.005(5) 0.010(6) C12 0.073(7) 0.099(8) 0.052(6) 0.010(6) -0.014(5) 0.012(6) C13 0.076(7) 0.090(8) 0.062(7) -0.020(6) -0.023(5) 0.012(6) C14 0.090(8) 0.092(8) 0.045(6) 0.000(6) -0.015(5) 0.011(6) C15 0.084(7) 0.066(6) 0.062(6) 0.007(5) -0.010(5) -0.007(5) C16 0.19(2) 0.17(2) 0.025(7) 0.006(10) -0.031(11) -0.029(19) C17 0.078(10) 0.119(14) 0.072(9) 0.001(9) -0.021(8) -0.044(11) F1 0.19(2) 0.085(12) 0.060(9) 0.028(8) -0.022(10) -0.021(13) F2 0.21(2) 0.128(16) 0.070(12) 0.027(11) 0.041(13) 0.025(15) F3 0.192(18) 0.16(3) 0.139(19) 0.087(19) -0.103(13) -0.011(17) F4 0.103(14) 0.043(11) 0.19(3) -0.014(12) 0.048(16) 0.042(10) F5 0.12(2) 0.15(2) 0.047(11) -0.012(9) -0.015(11) -0.036(14) F6 0.070(13) 0.129(15) 0.073(13) -0.005(10) -0.033(8) -0.023(11) F1' 0.40(7) 0.080(18) 0.124(17) -0.002(14) -0.07(2) 0.08(3) F2' 0.33(7) 0.31(9) 0.39(7) 0.25(6) -0.05(5) -0.06(6) F3' 0.31(7) 0.289(15) 0.228(11) 0.031(10) -0.05(2) 0.08(3) F4' 0.42(7) 0.28(5) 0.15(3) -0.03(3) -0.04(4) -0.23(5) F5' 0.16(2) 0.108(17) 0.37(5) 0.11(2) -0.05(3) -0.045(16) F6' 0.18(3) 0.058(13) 0.33(5) 0.01(2) 0.16(3) -0.017(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 C7 1.394(10) 3 ? C1 C2 1.406(10) . ? C1 C6 1.424(10) . ? C2 C3 1.354(10) . ? C2 H2 0.9300 . ? C3 C4 1.390(10) . ? C3 H3 0.9300 . ? C4 C5 1.332(10) . ? C4 H4 0.9300 . ? C5 C6 1.420(10) . ? C5 H5 0.9300 . ? C6 C7 1.381(10) . ? C7 C1 1.394(10) 3 ? C7 C8 1.447(10) . ? C8 C9 1.301(9) . ? C8 H8 0.9300 . ? C9 C10 1.426(10) . ? C9 H9 0.9300 . ? C10 C15 1.387(10) . ? C10 C11 1.389(10) . ? C11 C12 1.369(10) . ? C11 H11 0.9300 . ? C12 C13 1.359(10) . ? C12 C17 1.468(14) . ? C13 C14 1.388(11) . ? C13 H13 0.9300 . ? C14 C15 1.367(10) . ? C14 C16 1.474(15) . ? C15 H15 0.9300 . ? C16 F3' 1.15(3) . ? C16 F2' 1.20(6) . ? C16 F3 1.27(3) . ? C16 F1 1.31(3) . ? C16 F1' 1.34(4) . ? C16 F2 1.43(3) . ? C17 F6' 1.15(4) . ? C17 F4 1.17(2) . ? C17 F4' 1.26(4) . ? C17 F5' 1.33(4) . ? C17 F6 1.35(3) . ? C17 F5 1.44(4) . ? F1 F2' 0.91(10) . ? F1 F1' 1.43(6) . ? F2 F2' 1.30(10) . ? F2 F3' 1.35(6) . ? F3 F3' 0.86(4) . ? F3 F1' 1.43(3) . ? F4 F5' 0.79(6) . ? F4 F4' 1.57(7) . ? F6 F4' 0.71(11) . ? F6 F6' 1.63(7) . ? 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 C7 C1 C2 123.0(8) 3 . ? C7 C1 C6 120.3(8) 3 . ? C2 C1 C6 116.7(9) . . ? C3 C2 C1 124.3(9) . . ? C3 C2 H2 117.9 . . ? C1 C2 H2 117.9 . . ? C2 C3 C4 116.6(9) . . ? C2 C3 H3 121.7 . . ? C4 C3 H3 121.7 . . ? C5 C4 C3 123.6(10) . . ? C5 C4 H4 118.2 . . ? C3 C4 H4 118.2 . . ? C4 C5 C6 119.9(9) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 119.6(9) . . ? C7 C6 C1 121.7(8) . . ? C5 C6 C1 118.7(9) . . ? C6 C7 C1 118.0(8) . 3 ? C6 C7 C8 119.9(9) . . ? C1 C7 C8 122.1(8) 3 . ? C9 C8 C7 125.1(9) . . ? C9 C8 H8 117.4 . . ? C7 C8 H8 117.4 . . ? C8 C9 C10 127.6(9) . . ? C8 C9 H9 116.2 . . ? C10 C9 H9 116.2 . . ? C15 C10 C11 115.1(9) . . ? C15 C10 C9 120.5(9) . . ? C11 C10 C9 124.5(9) . . ? C12 C11 C10 122.6(9) . . ? C12 C11 H11 118.7 . . ? C10 C11 H11 118.7 . . ? C13 C12 C11 119.6(10) . . ? C13 C12 C17 119.9(10) . . ? C11 C12 C17 120.1(10) . . ? C12 C13 C14 121.0(9) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C15 C14 C13 117.4(9) . . ? C15 C14 C16 121.0(12) . . ? C13 C14 C16 121.6(12) . . ? C14 C15 C10 124.3(9) . . ? C14 C15 H15 117.9 . . ? C10 C15 H15 117.9 . . ? F3' C16 F2' 115(5) . . ? F3' C16 F3 41(2) . . ? F2' C16 F3 133(3) . . ? F3' C16 F1 132(3) . . ? F2' C16 F1 42(5) . . ? F3 C16 F1 115(2) . . ? F3' C16 F1' 107(3) . . ? F2' C16 F1' 107(5) . . ? F3 C16 F1' 66(2) . . ? F1 C16 F1' 65(3) . . ? F3' C16 F2 62(3) . . ? F2' C16 F2 58(5) . . ? F3 C16 F2 100(2) . . ? F1 C16 F2 97(2) . . ? F1' C16 F2 146(2) . . ? F3' C16 C14 110(2) . . ? F2' C16 C14 107(3) . . ? F3 C16 C14 119.5(19) . . ? F1 C16 C14 116.6(14) . . ? F1' C16 C14 111(2) . . ? F2 C16 C14 103.4(19) . . ? F6' C17 F4 125(2) . . ? F6' C17 F4' 105(3) . . ? F4 C17 F4' 80(5) . . ? F6' C17 F5' 95(2) . . ? F4 C17 F5' 36(2) . . ? F4' C17 F5' 109(3) . . ? F6' C17 F6 81(3) . . ? F4 C17 F6 111(2) . . ? F4' C17 F6 31(5) . . ? F5' C17 F6 132(2) . . ? F6' C17 F5 16(4) . . ? F4 C17 F5 117(2) . . ? F4' C17 F5 119(4) . . ? F5' C17 F5 83(3) . . ? F6 C17 F5 97(2) . . ? F6' C17 C12 113(2) . . ? F4 C17 C12 112.9(18) . . ? F4' C17 C12 115(2) . . ? F5' C17 C12 118(2) . . ? F6 C17 C12 107.6(16) . . ? F5 C17 C12 109.8(16) . . ? F2' F1 C16 63(5) . . ? F2' F1 F1' 121(6) . . ? C16 F1 F1' 58.4(17) . . ? F2' F2 F3' 97(4) . . ? F2' F2 C16 52(3) . . ? F3' F2 C16 48.7(16) . . ? F3' F3 C16 62(3) . . ? F3' F3 F1' 121(5) . . ? C16 F3 F1' 59(2) . . ? F5' F4 C17 83(3) . . ? F5' F4 F4' 122(5) . . ? C17 F4 F4' 52(3) . . ? F4' F6 C17 67(4) . . ? F4' F6 F6' 102(5) . . ? C17 F6 F6' 44.0(14) . . ? C16 F1' F3 54.3(16) . . ? C16 F1' F1 56(2) . . ? F3 F1' F1 99(3) . . ? F1 F2' C16 75(6) . . ? F1 F2' F2 136(8) . . ? C16 F2' F2 70(5) . . ? F3 F3' C16 77(3) . . ? F3 F3' F2 137(6) . . ? C16 F3' F2 69(3) . . ? F6 F4' C17 81(6) . . ? F6 F4' F4 127(6) . . ? C17 F4' F4 47(2) . . ? F4 F5' C17 61(3) . . ? C17 F6' F6 55(3) . . ? 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 C7 C1 C2 C3 178.5(8) 3 . . . ? C6 C1 C2 C3 2.1(12) . . . . ? C1 C2 C3 C4 1.6(13) . . . . ? C2 C3 C4 C5 -5.0(13) . . . . ? C3 C4 C5 C6 4.4(13) . . . . ? C4 C5 C6 C7 -178.9(8) . . . . ? C4 C5 C6 C1 -0.4(12) . . . . ? C7 C1 C6 C7 -0.7(13) 3 . . . ? C2 C1 C6 C7 175.9(7) . . . . ? C7 C1 C6 C5 -179.2(8) 3 . . . ? C2 C1 C6 C5 -2.7(10) . . . . ? C5 C6 C7 C1 179.2(7) . . . 3 ? C1 C6 C7 C1 0.6(13) . . . 3 ? C5 C6 C7 C8 -0.7(12) . . . . ? C1 C6 C7 C8 -179.2(7) . . . . ? C6 C7 C8 C9 123.5(10) . . . . ? C1 C7 C8 C9 -56.3(12) 3 . . . ? C7 C8 C9 C10 -178.1(9) . . . . ? C8 C9 C10 C15 -178.3(9) . . . . ? C8 C9 C10 C11 2.9(15) . . . . ? C15 C10 C11 C12 -1.8(13) . . . . ? C9 C10 C11 C12 177.1(8) . . . . ? C10 C11 C12 C13 0.7(14) . . . . ? C10 C11 C12 C17 -172.1(12) . . . . ? C11 C12 C13 C14 0.6(14) . . . . ? C17 C12 C13 C14 173.4(12) . . . . ? C12 C13 C14 C15 -0.6(14) . . . . ? C12 C13 C14 C16 178.0(14) . . . . ? C13 C14 C15 C10 -0.7(13) . . . . ? C16 C14 C15 C10 -179.3(15) . . . . ? C11 C10 C15 C14 1.8(13) . . . . ? C9 C10 C15 C14 -177.1(9) . . . . ? C15 C14 C16 F3' -158(4) . . . . ? C13 C14 C16 F3' 23(5) . . . . ? C15 C14 C16 F2' -33(7) . . . . ? C13 C14 C16 F2' 149(6) . . . . ? C15 C14 C16 F3 157(3) . . . . ? C13 C14 C16 F3 -22(4) . . . . ? C15 C14 C16 F1 11(3) . . . . ? C13 C14 C16 F1 -167(2) . . . . ? C15 C14 C16 F1' 83(4) . . . . ? C13 C14 C16 F1' -95(4) . . . . ? C15 C14 C16 F2 -93(2) . . . . ? C13 C14 C16 F2 88(2) . . . . ? C13 C12 C17 F6' 124(4) . . . . ? C11 C12 C17 F6' -63(4) . . . . ? C13 C12 C17 F4 -87(3) . . . . ? C11 C12 C17 F4 86(3) . . . . ? C13 C12 C17 F4' 3(7) . . . . ? C11 C12 C17 F4' 176(6) . . . . ? C13 C12 C17 F5' -127(4) . . . . ? C11 C12 C17 F5' 46(4) . . . . ? C13 C12 C17 F6 36(2) . . . . ? C11 C12 C17 F6 -151.4(17) . . . . ? C13 C12 C17 F5 140.8(16) . . . . ? C11 C12 C17 F5 -46(2) . . . . ? F3' C16 F1 F2' 81(7) . . . . ? F3 C16 F1 F2' 127(6) . . . . ? F1' C16 F1 F2' 173(6) . . . . ? F2 C16 F1 F2' 23(6) . . . . ? C14 C16 F1 F2' -85(6) . . . . ? F3' C16 F1 F1' -92(5) . . . . ? F2' C16 F1 F1' -173(6) . . . . ? F3 C16 F1 F1' -46(3) . . . . ? F2 C16 F1 F1' -150(2) . . . . ? C14 C16 F1 F1' 102(3) . . . . ? F3' C16 F2 F2' -152(4) . . . . ? F3 C16 F2 F2' -135(4) . . . . ? F1 C16 F2 F2' -18(3) . . . . ? F1' C16 F2 F2' -73(7) . . . . ? C14 C16 F2 F2' 101(3) . . . . ? F2' C16 F2 F3' 152(4) . . . . ? F3 C16 F2 F3' 18(2) . . . . ? F1 C16 F2 F3' 134(2) . . . . ? F1' C16 F2 F3' 80(6) . . . . ? C14 C16 F2 F3' -106(3) . . . . ? F2' C16 F3 F3' -79(8) . . . . ? F1 C16 F3 F3' -126(5) . . . . ? F1' C16 F3 F3' -171(5) . . . . ? F2 C16 F3 F3' -24(4) . . . . ? C14 C16 F3 F3' 88(5) . . . . ? F3' C16 F3 F1' 171(5) . . . . ? F2' C16 F3 F1' 92(8) . . . . ? F1 C16 F3 F1' 45(3) . . . . ? F2 C16 F3 F1' 147(3) . . . . ? C14 C16 F3 F1' -101(3) . . . . ? F6' C17 F4 F5' 40(6) . . . . ? F4' C17 F4 F5' 141(5) . . . . ? F6 C17 F4 F5' 133(4) . . . . ? F5 C17 F4 F5' 23(5) . . . . ? C12 C17 F4 F5' -106(4) . . . . ? F6' C17 F4 F4' -102(3) . . . . ? F5' C17 F4 F4' -141(5) . . . . ? F6 C17 F4 F4' -8(4) . . . . ? F5 C17 F4 F4' -118(3) . . . . ? C12 C17 F4 F4' 113(3) . . . . ? F6' C17 F6 F4' 139(6) . . . . ? F4 C17 F6 F4' 15(6) . . . . ? F5' C17 F6 F4' 50(7) . . . . ? F5 C17 F6 F4' 138(6) . . . . ? C12 C17 F6 F4' -109(6) . . . . ? F4 C17 F6 F6' -124(3) . . . . ? F4' C17 F6 F6' -139(6) . . . . ? F5' C17 F6 F6' -89(4) . . . . ? F5 C17 F6 F6' -2(2) . . . . ? C12 C17 F6 F6' 112(2) . . . . ? F3' C16 F1' F3 -6(3) . . . . ? F2' C16 F1' F3 -130(4) . . . . ? F1 C16 F1' F3 -135(2) . . . . ? F2 C16 F1' F3 -72(6) . . . . ? C14 C16 F1' F3 114(2) . . . . ? F3' C16 F1' F1 129(3) . . . . ? F2' C16 F1' F1 5(4) . . . . ? F3 C16 F1' F1 135(2) . . . . ? F2 C16 F1' F1 63(6) . . . . ? C14 C16 F1' F1 -111(2) . . . . ? F3' F3 F1' C16 9(4) . . . . ? F3' F3 F1' F1 -27(5) . . . . ? C16 F3 F1' F1 -36.5(16) . . . . ? F2' F1 F1' C16 -7(6) . . . . ? F2' F1 F1' F3 28(6) . . . . ? C16 F1 F1' F3 35.5(13) . . . . ? F1' F1 F2' C16 7(6) . . . . ? C16 F1 F2' F2 -38(7) . . . . ? F1' F1 F2' F2 -31(11) . . . . ? F3' C16 F2' F1 -126(5) . . . . ? F3 C16 F2' F1 -80(9) . . . . ? F1' C16 F2' F1 -7(6) . . . . ? F2 C16 F2' F1 -153(6) . . . . ? C14 C16 F2' F1 112(3) . . . . ? F3' C16 F2' F2 27(4) . . . . ? F3 C16 F2' F2 73(6) . . . . ? F1 C16 F2' F2 153(6) . . . . ? F1' C16 F2' F2 146(2) . . . . ? C14 C16 F2' F2 -96(3) . . . . ? F3' F2 F2' F1 19(10) . . . . ? C16 F2 F2' F1 40(8) . . . . ? F3' F2 F2' C16 -20(3) . . . . ? F1' F3 F3' C16 -9(4) . . . . ? C16 F3 F3' F2 38(4) . . . . ? F1' F3 F3' F2 29(7) . . . . ? F2' C16 F3' F3 128(5) . . . . ? F1 C16 F3' F3 81(7) . . . . ? F1' C16 F3' F3 9(5) . . . . ? F2 C16 F3' F3 153(4) . . . . ? C14 C16 F3' F3 -112(3) . . . . ? F2' C16 F3' F2 -26(4) . . . . ? F3 C16 F3' F2 -153(4) . . . . ? F1 C16 F3' F2 -73(4) . . . . ? F1' C16 F3' F2 -145(3) . . . . ? C14 C16 F3' F2 95(3) . . . . ? F2' F2 F3' F3 -18(6) . . . . ? C16 F2 F3' F3 -40(5) . . . . ? F2' F2 F3' C16 22(3) . . . . ? F6' F6 F4' C17 28(3) . . . . ? C17 F6 F4' F4 -13(5) . . . . ? F6' F6 F4' F4 15(8) . . . . ? F6' C17 F4' F6 -42(6) . . . . ? F4 C17 F4' F6 -166(6) . . . . ? F5' C17 F4' F6 -143(5) . . . . ? F5 C17 F4' F6 -50(7) . . . . ? C12 C17 F4' F6 83(7) . . . . ? F6' C17 F4' F4 124(3) . . . . ? F5' C17 F4' F4 23(3) . . . . ? F6 C17 F4' F4 166(6) . . . . ? F5 C17 F4' F4 116(4) . . . . ? C12 C17 F4' F4 -111(3) . . . . ? F5' F4 F4' F6 -30(11) . . . . ? C17 F4 F4' F6 18(7) . . . . ? F5' F4 F4' C17 -47(5) . . . . ? F4' F4 F5' C17 36(3) . . . . ? F6' C17 F5' F4 -148(5) . . . . ? F4' C17 F5' F4 -41(6) . . . . ? F6 C17 F5' F4 -66(5) . . . . ? F5 C17 F5' F4 -159(4) . . . . ? C12 C17 F5' F4 92(4) . . . . ? F4 C17 F6' F6 109(3) . . . . ? F4' C17 F6' F6 21(4) . . . . ? F5' C17 F6' F6 132(2) . . . . ? F5 C17 F6' F6 174(8) . . . . ? C12 C17 F6' F6 -106(2) . . . . ? F4' F6 F6' C17 -38(5) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.183 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.050 # Attachment 'TMDSA.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 857675' #TrackingRef 'TMDSA.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H30' _chemical_formula_weight 438.58 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_HALL '-P 2ybc' 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 7.7071(15) _cell_length_b 30.672(6) _cell_length_c 5.2356(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.83(3) _cell_angle_gamma 90.00 _cell_volume 1233.3(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 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 468 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9914 _exptl_absorpt_correction_T_max 0.9927 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9431 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0586 _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 -5 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2172 _reflns_number_gt 1323 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1397P)^2^+0.3202P] 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 2172 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1178 _refine_ls_R_factor_gt 0.0766 _refine_ls_wR_factor_ref 0.2451 _refine_ls_wR_factor_gt 0.2154 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 0.3441(5) 0.69856(14) 0.5726(11) 0.1018(15) Uani 1 1 d . . . H1A H 0.2713 0.6851 0.6901 0.153 Uiso 1 1 calc R . . H1B H 0.2993 0.6922 0.3999 0.153 Uiso 1 1 calc R . . H1C H 0.3455 0.7295 0.5987 0.153 Uiso 1 1 calc R . . C2 C 0.5272(4) 0.68088(9) 0.6182(7) 0.0613(9) Uani 1 1 d . . . C3 C 0.6429(5) 0.69796(9) 0.8081(6) 0.0601(9) Uani 1 1 d . . . H3 H 0.6078 0.7211 0.9064 0.072 Uiso 1 1 calc R . . C4 C 0.8095(4) 0.68154(9) 0.8555(6) 0.0571(9) Uani 1 1 d . . . C5 C 0.9345(6) 0.70066(13) 1.0601(8) 0.0857(12) Uani 1 1 d . . . H5A H 1.0344 0.6820 1.0878 0.128 Uiso 1 1 calc R . . H5B H 0.8785 0.7033 1.2164 0.128 Uiso 1 1 calc R . . H5C H 0.9708 0.7290 1.0073 0.128 Uiso 1 1 calc R . . C6 C 0.8585(4) 0.64681(9) 0.7063(6) 0.0599(9) Uani 1 1 d . . . H6 H 0.9699 0.6352 0.7361 0.072 Uiso 1 1 calc R . . C7 C 0.7451(4) 0.62901(9) 0.5140(6) 0.0556(9) Uani 1 1 d . . . C8 C 0.5810(5) 0.64694(9) 0.4736(7) 0.0597(9) Uani 1 1 d . . . H8 H 0.5041 0.6356 0.3438 0.072 Uiso 1 1 calc R . . C9 C 0.7883(5) 0.59246(11) 0.3439(7) 0.0710(10) Uani 1 1 d . . . H9 H 0.7029 0.5852 0.2149 0.085 Uiso 1 1 calc R . . C10 C 0.9264(5) 0.56995(11) 0.3518(7) 0.0656(9) Uani 1 1 d . . . H10 H 1.0134 0.5764 0.4803 0.079 Uiso 1 1 calc R . . C11 C 0.9604(4) 0.53409(9) 0.1719(6) 0.0526(8) Uani 1 1 d . . . C12 C 1.1043(4) 0.53780(9) 0.0263(5) 0.0472(8) Uani 1 1 d . . . C13 C 1.2115(4) 0.57575(10) 0.0400(6) 0.0590(9) Uani 1 1 d . . . H13 H 1.1877 0.5980 0.1526 0.071 Uiso 1 1 calc R . . C14 C 1.3467(5) 0.58026(11) -0.1065(7) 0.0652(9) Uani 1 1 d . . . H14 H 1.4164 0.6050 -0.0909 0.078 Uiso 1 1 calc R . . C15 C 1.3818(5) 0.54750(11) -0.2823(8) 0.0773(11) Uani 1 1 d . . . H15 H 1.4735 0.5510 -0.3852 0.093 Uiso 1 1 calc R . . C16 C 1.2840(5) 0.51092(11) -0.3037(8) 0.0740(11) Uani 1 1 d . . . H16 H 1.3086 0.4898 -0.4231 0.089 Uiso 1 1 calc R . . C17 C 1.1442(4) 0.50393(9) -0.1478(6) 0.0522(8) 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 C1 0.070(3) 0.087(3) 0.147(4) -0.003(3) 0.005(3) 0.016(2) C2 0.062(2) 0.0467(17) 0.077(2) 0.0052(16) 0.0157(18) -0.0009(14) C3 0.077(2) 0.0441(16) 0.062(2) -0.0060(14) 0.0215(18) 0.0052(16) C4 0.071(2) 0.0490(16) 0.0520(19) 0.0009(14) 0.0085(16) -0.0033(15) C5 0.103(3) 0.081(2) 0.071(2) -0.0078(19) -0.008(2) -0.007(2) C6 0.060(2) 0.0531(18) 0.068(2) 0.0074(15) 0.0129(17) 0.0118(15) C7 0.072(2) 0.0434(15) 0.0543(19) -0.0094(14) 0.0215(17) -0.0023(15) C8 0.063(2) 0.0534(17) 0.063(2) -0.0069(15) 0.0083(16) -0.0079(16) C9 0.073(2) 0.067(2) 0.075(2) -0.0020(17) 0.0150(19) -0.0004(19) C10 0.069(2) 0.066(2) 0.062(2) 0.0016(16) 0.0109(17) 0.0029(18) C11 0.066(2) 0.0457(16) 0.0480(17) -0.0038(13) 0.0148(15) 0.0085(14) C12 0.0531(18) 0.0492(15) 0.0394(16) 0.0020(12) 0.0045(13) 0.0054(13) C13 0.071(2) 0.0546(17) 0.0512(19) -0.0060(14) 0.0017(16) -0.0026(15) C14 0.062(2) 0.065(2) 0.069(2) 0.0083(17) 0.0091(17) -0.0110(16) C15 0.070(2) 0.068(2) 0.100(3) 0.006(2) 0.039(2) 0.0038(18) C16 0.080(3) 0.0554(19) 0.092(3) -0.0008(17) 0.041(2) 0.0078(17) C17 0.055(2) 0.0495(16) 0.0541(18) 0.0026(13) 0.0149(15) 0.0108(14) _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 1.512(5) . ? C2 C8 1.372(4) . ? C2 C3 1.381(5) . ? C3 C4 1.382(5) . ? C4 C6 1.392(4) . ? C4 C5 1.499(5) . ? C6 C7 1.388(5) . ? C7 C8 1.379(5) . ? C7 C9 1.487(5) . ? C9 C10 1.266(5) . ? C10 C11 1.486(4) . ? C11 C12 1.403(4) . ? C11 C17 1.417(4) 3_765 ? C12 C13 1.425(4) . ? C12 C17 1.432(4) . ? C13 C14 1.352(5) . ? C14 C15 1.404(5) . ? C15 C16 1.351(5) . ? C16 C17 1.421(5) . ? C17 C11 1.417(4) 3_765 ? 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 C8 C2 C3 118.6(3) . . ? C8 C2 C1 120.4(4) . . ? C3 C2 C1 121.0(3) . . ? C2 C3 C4 121.6(3) . . ? C3 C4 C6 118.0(3) . . ? C3 C4 C5 121.2(3) . . ? C6 C4 C5 120.8(3) . . ? C7 C6 C4 121.6(3) . . ? C8 C7 C6 117.9(3) . . ? C8 C7 C9 117.2(3) . . ? C6 C7 C9 124.9(3) . . ? C2 C8 C7 122.2(3) . . ? C10 C9 C7 128.4(4) . . ? C9 C10 C11 125.1(4) . . ? C12 C11 C17 119.2(3) . 3_765 ? C12 C11 C10 118.3(3) . . ? C17 C11 C10 122.4(3) 3_765 . ? C11 C12 C13 121.3(3) . . ? C11 C12 C17 120.6(3) . . ? C13 C12 C17 118.0(3) . . ? C14 C13 C12 121.7(3) . . ? C13 C14 C15 119.9(3) . . ? C16 C15 C14 120.8(3) . . ? C15 C16 C17 121.5(3) . . ? C11 C17 C16 121.7(3) 3_765 . ? C11 C17 C12 120.2(3) 3_765 . ? C16 C17 C12 118.0(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.382 _refine_diff_density_min -0.238 _refine_diff_density_rms 0.047