data_ccd750a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 F6 O3 S Ti' _chemical_formula_weight 396.16 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' 'O' 'O' 0.0106 0.0060 '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' 'Ti' 'Ti' 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 13.816(7) _cell_length_b 11.634(6) _cell_length_c 8.886(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1428.3(12) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.842 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.824 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8021 _exptl_absorpt_correction_T_max 0.9221 _exptl_absorpt_process_details SADABS (Sheldrick, 1996) _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 'Bruker P4/CCD' _diffrn_measurement_method '\f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% '< 2%' _diffrn_reflns_number 8183 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0160 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 25.33 _reflns_number_total 1327 _reflns_number_gt 1254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART (v. 4.202, Siemens 1996)' _computing_cell_refinement 'Bruker SAINT (v. 5.00, Bruker 1998)' _computing_data_reduction 'Bruker SAINT (v. 5.00, Bruker 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker AXS SHEXTL (v. 5.10)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0496P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1327 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1380 _refine_ls_wR_factor_gt 0.1369 _refine_ls_goodness_of_fit_ref 2.050 _refine_ls_restrained_S_all 2.050 _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 Ti1 Ti 0.90129(5) 0.2500 0.26200(8) 0.0250(3) Uani 1 2 d S . . S2 S 0.83185(10) 0.2500 0.62967(16) 0.0555(5) Uani 1 2 d S . . O1 O 0.8502(2) 0.2500 0.4708(4) 0.0451(9) Uani 1 2 d S . . O2 O 0.8578(3) 0.3543(6) 0.6962(7) 0.149(3) Uani 1 1 d . . . F1 F 1.1254(2) 0.2500 0.2586(4) 0.0543(9) Uani 1 2 d S . . F2 F 1.06938(16) 0.34151(19) 0.4487(3) 0.0555(7) Uani 1 1 d . . . F3 F 0.6697(3) 0.2500 0.7738(5) 0.0974(17) Uani 1 2 d S . . F4 F 0.66513(18) 0.3405(2) 0.5645(3) 0.0622(7) Uani 1 1 d . . . C1 C 1.0498(3) 0.2500 0.3580(6) 0.0377(11) Uani 1 2 d S . . C2 C 0.8222(3) 0.3773(3) 0.0980(5) 0.0442(9) Uani 1 1 d . . . H2 H 0.7728 0.3509 0.0360 0.053 Uiso 1 1 calc R . . C3 C 0.9206(3) 0.3791(3) 0.0617(5) 0.0459(9) Uani 1 1 d . . . H3 H 0.9480 0.3540 -0.0281 0.055 Uiso 1 1 calc R . . C4 C 0.9700(3) 0.4252(3) 0.1838(5) 0.0472(10) Uani 1 1 d . . . H4 H 1.0364 0.4369 0.1899 0.057 Uiso 1 1 calc R . . C5 C 0.9023(3) 0.4510(3) 0.2960(5) 0.0491(10) Uani 1 1 d . . . H5 H 0.9155 0.4823 0.3900 0.059 Uiso 1 1 calc R . . C6 C 0.8108(3) 0.4210(3) 0.2403(5) 0.0462(10) Uani 1 1 d . . . H6 H 0.7523 0.4292 0.2911 0.055 Uiso 1 1 calc R . . C7 C 0.7006(4) 0.2500 0.6337(6) 0.0468(13) Uani 1 2 d S . . 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 Ti1 0.0311(5) 0.0250(4) 0.0188(5) 0.000 -0.0007(3) 0.000 S2 0.0486(8) 0.0958(12) 0.0221(8) 0.000 -0.0003(5) 0.000 O1 0.048(2) 0.067(2) 0.020(2) 0.000 0.0058(15) 0.000 O2 0.078(3) 0.226(6) 0.144(5) -0.140(5) 0.022(3) -0.050(3) F1 0.0334(14) 0.074(2) 0.056(2) 0.000 -0.0007(13) 0.000 F2 0.0603(14) 0.0523(14) 0.0539(16) -0.0135(11) -0.0250(12) -0.0007(10) F3 0.080(3) 0.171(5) 0.041(3) 0.000 0.0268(19) 0.000 F4 0.0645(15) 0.0480(14) 0.0742(19) -0.0019(13) 0.0090(13) 0.0100(11) C1 0.040(3) 0.039(3) 0.034(3) 0.000 -0.007(2) 0.000 C2 0.046(2) 0.0374(19) 0.049(3) 0.0146(18) -0.0142(16) -0.0011(16) C3 0.060(2) 0.043(2) 0.034(2) 0.0162(17) 0.0033(17) 0.0008(17) C4 0.0433(19) 0.0342(19) 0.064(3) 0.0210(18) -0.0096(19) -0.0103(16) C5 0.072(3) 0.0241(17) 0.051(2) -0.0033(16) -0.012(2) -0.0003(17) C6 0.049(2) 0.0323(19) 0.057(3) 0.0084(17) 0.0039(17) 0.0090(17) C7 0.055(3) 0.052(3) 0.033(3) 0.000 0.011(2) 0.000 _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 Ti1 O1 1.985(4) . ? Ti1 C1 2.222(5) . ? Ti1 C3 2.344(4) 7_565 ? Ti1 C3 2.344(4) . ? Ti1 C2 2.348(3) 7_565 ? Ti1 C2 2.348(3) . ? Ti1 C4 2.354(3) . ? Ti1 C4 2.354(3) 7_565 ? Ti1 C6 2.357(4) 7_565 ? Ti1 C6 2.357(4) . ? Ti1 C5 2.358(4) . ? Ti1 C5 2.358(4) 7_565 ? S2 O2 1.397(5) . ? S2 O2 1.397(5) 7_565 ? S2 O1 1.434(4) . ? S2 C7 1.814(6) . ? F1 C1 1.367(6) . ? F2 C1 1.362(4) . ? F3 C7 1.317(7) . ? F4 C7 1.314(4) . ? C1 F2 1.362(4) 7_565 ? C2 C6 1.372(6) . ? C2 C3 1.396(5) . ? C3 C4 1.390(6) . ? C4 C5 1.399(6) . ? C5 C6 1.402(6) . ? C7 F4 1.314(4) 7_565 ? 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 O1 Ti1 C1 88.25(17) . . ? O1 Ti1 C3 138.60(11) . 7_565 ? C1 Ti1 C3 100.76(14) . 7_565 ? O1 Ti1 C3 138.60(11) . . ? C1 Ti1 C3 100.76(14) . . ? C3 Ti1 C3 79.7(2) 7_565 . ? O1 Ti1 C2 114.52(13) . 7_565 ? C1 Ti1 C2 131.91(12) . 7_565 ? C3 Ti1 C2 34.63(13) 7_565 7_565 ? C3 Ti1 C2 89.17(15) . 7_565 ? O1 Ti1 C2 114.52(13) . . ? C1 Ti1 C2 131.91(12) . . ? C3 Ti1 C2 89.17(15) 7_565 . ? C3 Ti1 C2 34.63(13) . . ? C2 Ti1 C2 78.2(2) 7_565 . ? O1 Ti1 C4 114.78(12) . . ? C1 Ti1 C4 75.00(11) . . ? C3 Ti1 C4 106.56(16) 7_565 . ? C3 Ti1 C4 34.42(14) . . ? C2 Ti1 C4 123.42(15) 7_565 . ? C2 Ti1 C4 57.16(13) . . ? O1 Ti1 C4 114.79(12) . 7_565 ? C1 Ti1 C4 75.00(11) . 7_565 ? C3 Ti1 C4 34.42(14) 7_565 7_565 ? C3 Ti1 C4 106.56(16) . 7_565 ? C2 Ti1 C4 57.16(13) 7_565 7_565 ? C2 Ti1 C4 123.42(15) . 7_565 ? C4 Ti1 C4 120.0(2) . 7_565 ? O1 Ti1 C6 83.57(12) . 7_565 ? C1 Ti1 C6 121.41(11) . 7_565 ? C3 Ti1 C6 57.14(14) 7_565 7_565 ? C3 Ti1 C6 122.59(15) . 7_565 ? C2 Ti1 C6 33.90(15) 7_565 7_565 ? C2 Ti1 C6 103.57(15) . 7_565 ? C4 Ti1 C6 157.00(15) . 7_565 ? C4 Ti1 C6 57.23(14) 7_565 7_565 ? O1 Ti1 C6 83.57(12) . . ? C1 Ti1 C6 121.41(11) . . ? C3 Ti1 C6 122.59(15) 7_565 . ? C3 Ti1 C6 57.14(14) . . ? C2 Ti1 C6 103.57(14) 7_565 . ? C2 Ti1 C6 33.90(15) . . ? C4 Ti1 C6 57.23(14) . . ? C4 Ti1 C6 157.00(15) 7_565 . ? C6 Ti1 C6 115.1(2) 7_565 . ? O1 Ti1 C5 83.25(11) . . ? C1 Ti1 C5 86.88(10) . . ? C3 Ti1 C5 137.05(16) 7_565 . ? C3 Ti1 C5 57.39(15) . . ? C2 Ti1 C5 135.06(14) 7_565 . ? C2 Ti1 C5 57.07(15) . . ? C4 Ti1 C5 34.55(14) . . ? C4 Ti1 C5 153.46(16) 7_565 . ? C6 Ti1 C5 148.25(14) 7_565 . ? C6 Ti1 C5 34.58(14) . . ? O1 Ti1 C5 83.25(11) . 7_565 ? C1 Ti1 C5 86.88(10) . 7_565 ? C3 Ti1 C5 57.39(15) 7_565 7_565 ? C3 Ti1 C5 137.05(16) . 7_565 ? C2 Ti1 C5 57.07(15) 7_565 7_565 ? C2 Ti1 C5 135.06(14) . 7_565 ? C4 Ti1 C5 153.46(16) . 7_565 ? C4 Ti1 C5 34.55(14) 7_565 7_565 ? C6 Ti1 C5 34.58(14) 7_565 7_565 ? C6 Ti1 C5 148.25(14) . 7_565 ? C5 Ti1 C5 165.3(2) . 7_565 ? O2 S2 O2 120.7(6) . 7_565 ? O2 S2 O1 111.8(3) . . ? O2 S2 O1 111.8(3) 7_565 . ? O2 S2 C7 104.4(2) . . ? O2 S2 C7 104.4(2) 7_565 . ? O1 S2 C7 101.3(2) . . ? S2 O1 Ti1 169.4(2) . . ? F2 C1 F2 102.8(4) . 7_565 ? F2 C1 F1 103.3(3) . . ? F2 C1 F1 103.3(3) 7_565 . ? F2 C1 Ti1 114.2(2) . . ? F2 C1 Ti1 114.2(2) 7_565 . ? F1 C1 Ti1 117.2(3) . . ? C6 C2 C3 108.6(4) . . ? C6 C2 Ti1 73.4(2) . . ? C3 C2 Ti1 72.6(2) . . ? C4 C3 C2 107.6(4) . . ? C4 C3 Ti1 73.1(2) . . ? C2 C3 Ti1 72.8(2) . . ? C3 C4 C5 108.1(3) . . ? C3 C4 Ti1 72.4(2) . . ? C5 C4 Ti1 72.9(2) . . ? C4 C5 C6 107.3(4) . . ? C4 C5 Ti1 72.5(2) . . ? C6 C5 Ti1 72.7(2) . . ? C2 C6 C5 108.3(4) . . ? C2 C6 Ti1 72.7(2) . . ? C5 C6 Ti1 72.7(2) . . ? F4 C7 F4 106.6(5) 7_565 . ? F4 C7 F3 108.7(3) 7_565 . ? F4 C7 F3 108.7(3) . . ? F4 C7 S2 111.3(3) 7_565 . ? F4 C7 S2 111.3(3) . . ? F3 C7 S2 110.1(4) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.566 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.073