# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1859 data_2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C15 H17 F3 O4 S3 W' _chemical_formula_weight 598.32 _chemical_melting_point ? _chemical_compound_source ? 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' 'W' 'W' -0.8490 6.8722 '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 7.3175(2) _cell_length_b 20.8936(7) _cell_length_c 14.3418(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.71 _cell_angle_gamma 90.00 _cell_volume 2190.24(11) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 4754 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method ? _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 5.600 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.5712 _exptl_absorpt_correction_T_max 0.6389 _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'SMART CCD' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.1 _diffrn_reflns_number 11216 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0793 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3854 _reflns_number_observed 2714 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1571P)^2^+42.0437P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3854 _refine_ls_number_parameters 235 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1051 _refine_ls_R_factor_obs 0.0735 _refine_ls_wR_factor_all 0.2375 _refine_ls_wR_factor_obs 0.2133 _refine_ls_goodness_of_fit_all 0.913 _refine_ls_goodness_of_fit_obs 0.982 _refine_ls_restrained_S_all 0.913 _refine_ls_restrained_S_obs 0.981 _refine_ls_shift/esd_max 0.064 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group W1 W 0.48045(9) 0.34180(3) 0.12601(4) 0.0384(3) Uani 1 d . . S1 S 0.5118(6) 0.3505(2) 0.2978(3) 0.0491(11) Uani 1 d . . S2 S 0.1751(6) 0.3513(2) 0.1911(3) 0.0463(11) Uani 1 d . . S3 S 0.0148(10) 0.3249(3) -0.1441(4) 0.0743(17) Uani 1 d . . C1 C 0.370(3) 0.2356(10) 0.1207(17) 0.067(6) Uani 1 d . . H1A H 0.2478 0.2209 0.1411 0.080 Uiso 1 calc R . C2 C 0.410(4) 0.2560(11) 0.0289(18) 0.081(8) Uani 1 d . . H2A H 0.3230 0.2564 -0.0270 0.097 Uiso 1 calc R . C3 C 0.598(4) 0.2664(10) 0.0288(15) 0.071(6) Uani 1 d . . H3A H 0.6692 0.2758 -0.0276 0.085 Uiso 1 calc R . C4 C 0.674(3) 0.2568(11) 0.120(2) 0.081(8) Uani 1 d . . H4C H 0.8077 0.2569 0.1385 0.097 Uiso 1 calc R . C5 C 0.531(5) 0.2354(11) 0.1744(17) 0.091(9) Uani 1 d . . H5A H 0.5454 0.2206 0.2406 0.109 Uiso 1 calc R . C6 C 0.387(3) 0.4303(11) 0.0442(16) 0.070(6) Uani 1 d . . H6A H 0.2593 0.4397 0.0197 0.084 Uiso 1 calc R . C7 C 0.461(3) 0.4484(10) 0.1261(17) 0.068(6) Uani 1 d . . H7A H 0.3971 0.4742 0.1735 0.082 Uiso 1 calc R . C8 C 0.651(4) 0.4346(12) 0.1297(16) 0.082(8) Uani 1 d . . H8A H 0.7464 0.4483 0.1779 0.099 Uiso 1 calc R . C9 C 0.677(4) 0.4056(12) 0.044(2) 0.087(8) Uani 1 d . . H9A H 0.7965 0.3921 0.0202 0.104 Uiso 1 calc R . C10 C 0.518(5) 0.4044(12) -0.0024(16) 0.083(8) Uani 1 d . . H10A H 0.5005 0.3886 -0.0681 0.100 Uiso 1 calc R . C11 C 0.280(2) 0.3550(8) 0.2990(11) 0.043(4) Uani 1 d . . C12 C 0.003(2) 0.3715(10) 0.3828(13) 0.050(4) Uani 1 d . . H12A H -0.0623 0.3458 0.3327 0.060 Uiso 1 calc R . C13 C -0.048(3) 0.3471(11) 0.4789(17) 0.072(6) Uani 1 d . . H13A H -0.0227 0.3011 0.4834 0.107 Uiso 1 calc R . H13B H -0.1779 0.3549 0.4872 0.107 Uiso 1 calc R . H13C H 0.0253 0.3698 0.5275 0.107 Uiso 1 calc R . C14 C -0.032(3) 0.4413(11) 0.3666(16) 0.070(6) Uani 1 d . . H14A H 0.0031 0.4529 0.3036 0.105 Uiso 1 calc R . H14B H 0.0410 0.4664 0.4127 0.105 Uiso 1 calc R . H14C H -0.1619 0.4504 0.3729 0.105 Uiso 1 calc R . C15 C -0.005(4) 0.4000(12) -0.2041(14) 0.108(11) Uani 1 d D . F1 F -0.011(3) 0.3975(11) -0.2926(11) 0.143(8) Uani 1 d D . F2 F 0.138(6) 0.4329(13) -0.1854(19) 0.28(2) Uani 1 d D . F3 F -0.151(6) 0.4287(16) -0.184(2) 0.28(2) Uani 1 d D . O1 O 0.2025(17) 0.3618(6) 0.3790(8) 0.048(3) Uani 1 d . . O2 O 0.025(2) 0.3389(8) -0.0480(11) 0.084(5) Uani 1 d . . O3 O 0.190(4) 0.3051(17) -0.1706(17) 0.197(16) Uani 1 d . . O4 O -0.148(6) 0.297(2) -0.164(2) 0.27(3) Uani 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 W1 0.0375(4) 0.0426(5) 0.0358(4) 0.0000(3) 0.0077(3) -0.0006(3) S1 0.035(2) 0.070(3) 0.042(2) -0.005(2) 0.0017(18) -0.001(2) S2 0.031(2) 0.064(3) 0.044(2) 0.001(2) 0.0036(18) -0.0006(19) S3 0.095(5) 0.064(4) 0.064(4) -0.002(3) 0.000(3) -0.007(3) C1 0.065(14) 0.053(12) 0.086(17) 0.003(11) 0.035(12) -0.007(10) C2 0.096(19) 0.059(14) 0.084(18) -0.025(12) -0.034(14) 0.001(13) C3 0.10(2) 0.058(13) 0.055(13) -0.015(10) 0.032(13) 0.003(12) C4 0.030(10) 0.064(14) 0.15(3) -0.003(15) 0.003(13) 0.006(10) C5 0.16(3) 0.050(13) 0.060(15) 0.008(11) -0.017(17) 0.003(15) C6 0.069(15) 0.084(16) 0.057(14) 0.034(12) 0.004(12) 0.004(12) C7 0.078(17) 0.040(11) 0.089(18) -0.004(10) 0.029(13) -0.001(10) C8 0.12(2) 0.077(16) 0.054(14) 0.012(12) -0.006(14) -0.049(16) C9 0.059(15) 0.087(17) 0.12(2) 0.036(16) 0.050(15) -0.010(13) C10 0.13(2) 0.076(16) 0.049(13) 0.015(11) 0.023(15) -0.030(16) C11 0.036(9) 0.057(11) 0.035(9) -0.007(7) 0.006(7) -0.013(8) C12 0.030(9) 0.067(12) 0.055(11) -0.004(9) 0.021(8) -0.003(8) C13 0.055(13) 0.087(16) 0.077(15) -0.003(12) 0.042(11) 0.000(11) C14 0.064(14) 0.068(14) 0.080(15) -0.006(11) 0.024(11) 0.022(11) C15 0.20(4) 0.055(16) 0.072(19) -0.004(13) 0.006(19) -0.01(2) F1 0.19(2) 0.18(2) 0.059(10) 0.029(10) 0.014(10) -0.004(16) F2 0.51(6) 0.15(2) 0.17(2) 0.049(19) -0.09(3) -0.21(3) F3 0.42(5) 0.26(3) 0.18(2) 0.07(2) 0.14(3) 0.26(4) O1 0.044(7) 0.065(8) 0.036(6) 0.001(5) 0.009(5) -0.003(6) O2 0.079(11) 0.124(15) 0.051(9) 0.006(8) 0.014(8) 0.018(10) O3 0.21(3) 0.29(4) 0.102(17) 0.03(2) 0.082(19) 0.15(3) O4 0.33(5) 0.33(5) 0.15(3) 0.09(3) -0.11(3) -0.24(4) _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 W1 C7 2.23(2) . ? W1 C4 2.28(2) . ? W1 C6 2.28(2) . ? W1 C3 2.299(19) . ? W1 C8 2.30(2) . ? W1 C10 2.29(2) . ? W1 C2 2.31(2) . ? W1 C9 2.316(19) . ? W1 C1 2.36(2) . ? W1 C5 2.35(2) . ? W1 S1 2.470(4) . ? W1 S2 2.470(4) . ? S1 C11 1.699(17) . ? S2 C11 1.696(17) . ? S3 O4 1.35(3) . ? S3 O3 1.42(2) . ? S3 O2 1.407(16) . ? S3 C15 1.79(3) . ? C1 C5 1.38(4) . ? C1 C2 1.43(3) . ? C2 C3 1.40(3) . ? C3 C4 1.41(3) . ? C4 C5 1.41(4) . ? C6 C7 1.32(3) . ? C6 C10 1.31(3) . ? C7 C8 1.42(3) . ? C8 C9 1.39(4) . ? C9 C10 1.32(4) . ? C11 O1 1.312(19) . ? C12 O1 1.477(19) . ? C12 C14 1.50(3) . ? C12 C13 1.53(3) . ? C15 F2 1.269(19) . ? C15 F3 1.272(19) . ? C15 F1 1.269(18) . ? 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 W1 C4 144.9(9) . . ? C7 W1 C6 34.1(8) . . ? C4 W1 C6 141.7(10) . . ? C7 W1 C3 135.3(8) . . ? C4 W1 C3 35.8(9) . . ? C6 W1 C3 110.9(9) . . ? C7 W1 C8 36.5(8) . . ? C4 W1 C8 108.6(10) . . ? C6 W1 C8 58.6(9) . . ? C3 W1 C8 111.8(10) . . ? C7 W1 C10 55.9(9) . . ? C4 W1 C10 108.4(11) . . ? C6 W1 C10 33.4(9) . . ? C3 W1 C10 80.9(9) . . ? C8 W1 C10 56.8(9) . . ? C7 W1 C2 139.6(9) . . ? C4 W1 C2 59.5(9) . . ? C6 W1 C2 105.5(9) . . ? C3 W1 C2 35.2(8) . . ? C8 W1 C2 140.4(10) . . ? C10 W1 C2 89.4(10) . . ? C7 W1 C9 57.8(9) . . ? C4 W1 C9 91.5(9) . . ? C6 W1 C9 56.7(9) . . ? C3 W1 C9 80.1(10) . . ? C8 W1 C9 34.9(9) . . ? C10 W1 C9 33.2(9) . . ? C2 W1 C9 105.5(11) . . ? C7 W1 C1 156.2(9) . . ? C4 W1 C1 58.6(8) . . ? C6 W1 C1 130.7(9) . . ? C3 W1 C1 58.3(8) . . ? C8 W1 C1 167.2(10) . . ? C10 W1 C1 124.4(9) . . ? C2 W1 C1 35.5(8) . . ? C9 W1 C1 138.1(9) . . ? C7 W1 C5 162.2(9) . . ? C4 W1 C5 35.5(9) . . ? C6 W1 C5 163.4(9) . . ? C3 W1 C5 58.2(9) . . ? C8 W1 C5 135.3(11) . . ? C10 W1 C5 139.0(10) . . ? C2 W1 C5 58.1(8) . . ? C9 W1 C5 126.9(11) . . ? C1 W1 C5 34.0(9) . . ? C7 W1 S1 85.9(6) . . ? C4 W1 S1 94.0(8) . . ? C6 W1 S1 117.7(7) . . ? C3 W1 S1 129.4(6) . . ? C8 W1 S1 83.7(6) . . ? C10 W1 S1 138.8(7) . . ? C2 W1 S1 131.7(7) . . ? C9 W1 S1 115.5(9) . . ? C1 W1 S1 96.7(6) . . ? C5 W1 S1 76.7(6) . . ? C7 W1 S2 81.9(6) . . ? C4 W1 S2 130.9(6) . . ? C6 W1 S2 82.7(6) . . ? C3 W1 S2 131.1(7) . . ? C8 W1 S2 115.0(8) . . ? C10 W1 S2 113.8(9) . . ? C2 W1 S2 96.4(7) . . ? C9 W1 S2 137.5(7) . . ? C1 W1 S2 76.9(5) . . ? C5 W1 S2 95.6(8) . . ? S1 W1 S2 70.12(15) . . ? C11 S1 W1 88.2(6) . . ? C11 S2 W1 88.3(6) . . ? O4 S3 O3 128(3) . . ? O4 S3 O2 107.8(19) . . ? O3 S3 O2 108.4(15) . . ? O4 S3 C15 103.3(19) . . ? O3 S3 C15 100.3(15) . . ? O2 S3 C15 106.7(10) . . ? C5 C1 C2 108(2) . . ? C5 C1 W1 72.6(13) . . ? C2 C1 W1 70.4(12) . . ? C3 C2 C1 107(2) . . ? C3 C2 W1 71.8(12) . . ? C1 C2 W1 74.1(12) . . ? C4 C3 C2 109(2) . . ? C4 C3 W1 71.3(12) . . ? C2 C3 W1 73.0(12) . . ? C5 C4 C3 107(2) . . ? C5 C4 W1 75.2(13) . . ? C3 C4 W1 72.9(12) . . ? C1 C5 C4 109(2) . . ? C1 C5 W1 73.4(13) . . ? C4 C5 W1 69.4(13) . . ? C7 C6 C10 107(2) . . ? C7 C6 W1 71.0(12) . . ? C10 C6 W1 73.6(14) . . ? C6 C7 C8 109(2) . . ? C6 C7 W1 74.9(13) . . ? C8 C7 W1 74.6(13) . . ? C9 C8 C7 103(2) . . ? C9 C8 W1 73.0(13) . . ? C7 C8 W1 68.9(12) . . ? C10 C9 C8 108(2) . . ? C10 C9 W1 72.2(13) . . ? C8 C9 W1 72.1(12) . . ? C9 C10 C6 112(3) . . ? C9 C10 W1 74.6(14) . . ? C6 C10 W1 73.0(12) . . ? O1 C11 S1 119.3(12) . . ? O1 C11 S2 127.3(13) . . ? S1 C11 S2 113.4(9) . . ? O1 C12 C14 106.9(16) . . ? O1 C12 C13 105.6(15) . . ? C14 C12 C13 114.6(16) . . ? F2 C15 F3 113(3) . . ? F2 C15 F1 103(2) . . ? F3 C15 F1 105(3) . . ? F2 C15 S3 109.1(18) . . ? F3 C15 S3 111(2) . . ? F1 C15 S3 116.2(19) . . ? C11 O1 C12 121.1(13) . . ? _refine_diff_density_max 3.173 _refine_diff_density_min -1.478 _refine_diff_density_rms 0.278 #===END data_3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C18 H16 F3 N O3 S W' _chemical_formula_weight 567.23 _chemical_melting_point ? _chemical_compound_source ? 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' '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' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ORTHORHOMBIC _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.759(2) _cell_length_b 13.161(3) _cell_length_c 15.623(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1801.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 24.91 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.092 _exptl_crystal_density_method ? _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 6.579 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.5101 _exptl_absorpt_correction_T_max 0.8173 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8181 _diffrn_reflns_av_R_equivalents 0.1185 _diffrn_reflns_av_sigmaI/netI 0.0824 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 24.91 _reflns_number_total 2821 _reflns_number_observed 2741 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 2821 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_obs 0.0493 _refine_ls_wR_factor_all 0.1122 _refine_ls_wR_factor_obs 0.1118 _refine_ls_goodness_of_fit_all 0.877 _refine_ls_goodness_of_fit_obs 0.887 _refine_ls_restrained_S_all 0.877 _refine_ls_restrained_S_obs 0.887 _refine_ls_shift/esd_max 0.181 _refine_ls_shift/esd_mean 0.030 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group W W 0.92230(4) 0.60919(3) 0.58685(2) 0.0195(2) Uani 1 d . . N N 1.1102(10) 0.6820(7) 0.6429(6) 0.028(2) Uani 1 d . . C1 C 0.6730(11) 0.6165(10) 0.6225(7) 0.032(2) Uani 1 d . . H1 H 0.6078(11) 0.5583(10) 0.6289(7) 0.080 Uiso 1 d R . C2 C 0.7530(13) 0.6635(9) 0.6897(8) 0.036(3) Uani 1 d . . H2 H 0.7510(13) 0.6455(9) 0.7493(8) 0.080 Uiso 1 d R . C3 C 0.8158(13) 0.7520(9) 0.6534(8) 0.035(3) Uani 1 d . . H3 H 0.8744(13) 0.8016(9) 0.6842(8) 0.080 Uiso 1 d R . C4 C 0.7854(14) 0.7582(8) 0.5675(9) 0.038(3) Uani 1 d . . H4 H 0.8143(14) 0.8132(8) 0.5305(9) 0.080 Uiso 1 d R . C5 C 0.6936(11) 0.6731(9) 0.5438(7) 0.030(2) Uani 1 d . . H5 H 0.6427(11) 0.6620(9) 0.4902(7) 0.080 Uiso 1 d R . C6 C 1.0506(15) 0.4899(9) 0.4984(8) 0.037(3) Uani 1 d . . H6 H 1.0994(15) 0.5050(9) 0.4448(8) 0.080 Uiso 1 d R . C7 C 1.1197(14) 0.4902(9) 0.5781(9) 0.042(3) Uani 1 d . . H7 H 1.2255(14) 0.5038(9) 0.5893(9) 0.080 Uiso 1 d R . C8 C 1.0097(17) 0.4624(9) 0.6409(8) 0.040(3) Uani 1 d . . H8 H 1.0286(17) 0.4482(9) 0.7002(8) 0.080 Uiso 1 d R . C9 C 0.8709(14) 0.4428(8) 0.5950(9) 0.042(3) Uani 1 d . . H9 H 0.7799(14) 0.4135(8) 0.6187(9) 0.080 Uiso 1 d R . C10 C 0.8956(13) 0.4664(8) 0.5084(7) 0.030(2) Uani 1 d . . H10 H 0.8226(13) 0.4567(8) 0.4633(7) 0.080 Uiso 1 d R . C11 C 1.2125(12) 0.7201(9) 0.6774(8) 0.031(3) Uani 1 d . . C12 C 1.3357(12) 0.7619(10) 0.7275(7) 0.031(3) Uani 1 d . . C13 C 1.4028(14) 0.8515(9) 0.7003(8) 0.038(3) Uani 1 d . . H13 H 1.3704(14) 0.8846(9) 0.6486(8) 0.080 Uiso 1 d R . C14 C 1.5191(16) 0.8919(10) 0.7526(7) 0.039(3) Uani 1 d . . H14 H 1.5638(16) 0.9560(10) 0.7377(7) 0.080 Uiso 1 d R . C15 C 1.5693(14) 0.8411(9) 0.8236(7) 0.036(3) Uani 1 d . . H15 H 1.6526(14) 0.8677(9) 0.8567(7) 0.080 Uiso 1 d R . C16 C 1.5023(13) 0.7507(10) 0.8466(7) 0.035(3) Uani 1 d . . H16 H 1.5343(13) 0.7177(10) 0.8984(7) 0.080 Uiso 1 d R . C17 C 1.3864(13) 0.7078(9) 0.7970(7) 0.030(3) Uani 1 d . . H17 H 1.3453(13) 0.6419(9) 0.8101(7) 0.080 Uiso 1 d R . C18 C 0.5220(13) 0.8354(8) 0.0894(7) 0.024(2) Uani 1 d . . S S 0.5306(3) 0.9746(2) 0.1001(2) 0.0266(6) Uani 1 d . . F1 F 0.3919(8) 0.8113(6) 0.0435(5) 0.045(2) Uani 1 d . . F2 F 0.6349(8) 0.7987(6) 0.0486(5) 0.042(2) Uani 1 d . . F3 F 0.5036(9) 0.7904(5) 0.1647(5) 0.040(2) Uani 1 d . . O1 O 0.5508(11) 1.0084(6) 0.0128(5) 0.036(2) Uani 1 d . . O2 O 0.3879(9) 1.0030(6) 0.1398(5) 0.035(2) Uani 1 d . . O3 O 0.6635(10) 0.9864(6) 0.1546(5) 0.034(2) Uani 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 W 0.0165(2) 0.0170(3) 0.0249(2) 0.0007(2) -0.0024(2) -0.0006(2) N 0.031(5) 0.024(5) 0.030(5) -0.002(4) 0.003(4) 0.003(4) C1 0.018(5) 0.033(7) 0.046(6) -0.001(5) -0.010(4) 0.004(5) C2 0.027(6) 0.038(7) 0.043(6) -0.013(5) 0.006(5) 0.004(5) C3 0.022(6) 0.031(8) 0.050(8) -0.021(6) -0.005(5) 0.001(5) C4 0.034(6) 0.013(6) 0.068(9) 0.011(5) -0.013(6) -0.007(5) C5 0.019(5) 0.026(6) 0.044(7) 0.000(5) -0.011(4) 0.004(5) C6 0.035(7) 0.035(8) 0.041(7) -0.010(5) 0.002(5) 0.001(5) C7 0.027(6) 0.041(7) 0.056(8) 0.008(6) -0.005(6) 0.015(5) C8 0.072(9) 0.009(6) 0.037(7) 0.007(5) -0.015(6) 0.004(6) C9 0.043(7) 0.009(6) 0.073(9) 0.006(6) 0.007(7) -0.006(5) C10 0.030(6) 0.020(6) 0.041(6) -0.010(4) -0.004(5) 0.005(5) C11 0.019(6) 0.036(7) 0.039(6) -0.004(5) -0.008(5) -0.004(5) C12 0.020(5) 0.043(8) 0.031(6) -0.013(5) -0.003(5) 0.006(5) C13 0.030(6) 0.031(7) 0.054(7) 0.008(5) 0.004(6) -0.006(5) C14 0.057(7) 0.025(8) 0.034(6) -0.010(6) -0.004(6) -0.004(6) C15 0.028(6) 0.034(7) 0.047(7) -0.016(5) -0.008(6) -0.013(6) C16 0.025(6) 0.053(9) 0.027(6) -0.008(5) -0.007(5) 0.004(6) C17 0.021(5) 0.032(7) 0.038(6) -0.012(5) 0.007(5) -0.011(5) C18 0.043(6) 0.018(6) 0.009(4) -0.005(4) -0.005(5) 0.001(5) S 0.0217(13) 0.025(2) 0.033(2) 0.0011(11) -0.0028(10) 0.0058(10) F1 0.030(4) 0.041(4) 0.064(5) -0.011(3) -0.014(3) -0.008(3) F2 0.040(4) 0.038(4) 0.046(4) -0.002(3) -0.005(3) 0.013(3) F3 0.053(4) 0.027(4) 0.039(4) 0.011(3) 0.011(3) -0.005(3) O1 0.040(5) 0.026(5) 0.042(5) 0.009(3) 0.001(4) 0.004(4) O2 0.030(5) 0.039(5) 0.035(4) -0.005(3) 0.000(4) 0.011(4) O3 0.031(5) 0.027(5) 0.045(5) -0.002(3) -0.010(4) 0.001(4) _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 W N 2.096(9) . ? W C8 2.243(11) . ? W C9 2.239(10) . ? W C1 2.256(10) . ? W C10 2.256(10) . ? W C5 2.275(10) . ? W C4 2.319(11) . ? W C2 2.300(11) . ? W C3 2.342(11) . ? W C7 2.337(11) . ? W C6 2.374(12) . ? N C11 1.159(14) . ? C1 C2 1.41(2) . ? C1 C5 1.45(2) . ? C2 C3 1.41(2) . ? C3 C4 1.37(2) . ? C4 C5 1.43(2) . ? C6 C10 1.40(2) . ? C6 C7 1.39(2) . ? C7 C8 1.42(2) . ? C8 C9 1.43(2) . ? C9 C10 1.40(2) . ? C11 C12 1.44(2) . ? C12 C13 1.39(2) . ? C12 C17 1.37(2) . ? C13 C14 1.41(2) . ? C14 C15 1.37(2) . ? C15 C16 1.37(2) . ? C16 C17 1.40(2) . ? C18 F2 1.271(13) . ? C18 F3 1.328(13) . ? C18 F1 1.384(13) . ? C18 S 1.841(11) . ? S O1 1.446(9) . ? S O2 1.444(9) . ? S O3 1.451(8) . ? 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 N W C8 88.2(4) . . ? N W C9 125.5(4) . . ? C8 W C9 37.3(5) . . ? N W C1 129.6(4) . . ? C8 W C1 105.9(5) . . ? C9 W C1 80.4(5) . . ? N W C10 133.6(4) . . ? C8 W C10 61.5(5) . . ? C9 W C10 36.4(5) . . ? C1 W C10 94.0(4) . . ? N W C5 130.2(4) . . ? C8 W C5 136.9(5) . . ? C9 W C5 101.6(4) . . ? C1 W C5 37.3(4) . . ? C10 W C5 93.2(4) . . ? N W C4 94.3(4) . . ? C8 W C4 162.6(5) . . ? C9 W C4 136.9(4) . . ? C1 W C4 59.7(4) . . ? C10 W C4 125.5(4) . . ? C5 W C4 36.2(4) . . ? N W C2 94.2(4) . . ? C8 W C2 103.0(5) . . ? C9 W C2 97.7(5) . . ? C1 W C2 35.9(4) . . ? C10 W C2 124.9(4) . . ? C5 W C2 61.6(4) . . ? C4 W C2 59.7(5) . . ? N W C3 76.2(4) . . ? C8 W C3 131.3(5) . . ? C9 W C3 132.8(5) . . ? C1 W C3 58.0(4) . . ? C10 W C3 150.3(4) . . ? C5 W C3 58.9(4) . . ? C4 W C3 34.2(5) . . ? C2 W C3 35.3(4) . . ? N W C7 75.5(4) . . ? C8 W C7 36.1(5) . . ? C9 W C7 59.8(5) . . ? C1 W C7 139.4(4) . . ? C10 W C7 59.1(4) . . ? C5 W C7 151.9(5) . . ? C4 W C7 160.4(5) . . ? C2 W C7 136.5(5) . . ? C3 W C7 149.2(4) . . ? N W C6 100.0(4) . . ? C8 W C6 59.2(5) . . ? C9 W C6 58.8(5) . . ? C1 W C6 129.0(4) . . ? C10 W C6 35.1(4) . . ? C5 W C6 119.3(4) . . ? C4 W C6 136.7(5) . . ? C2 W C6 156.5(4) . . ? C3 W C6 167.8(5) . . ? C7 W C6 34.2(5) . . ? C11 N W 176.9(9) . . ? C2 C1 C5 110.2(10) . . ? C2 C1 W 73.8(6) . . ? C5 C1 W 72.1(6) . . ? C3 C2 C1 104.9(11) . . ? C3 C2 W 73.9(7) . . ? C1 C2 W 70.3(6) . . ? C4 C3 C2 111.6(10) . . ? C4 C3 W 72.0(7) . . ? C2 C3 W 70.8(6) . . ? C3 C4 C5 108.4(11) . . ? C3 C4 W 73.8(7) . . ? C5 C4 W 70.2(6) . . ? C4 C5 C1 104.7(10) . . ? C4 C5 W 73.6(6) . . ? C1 C5 W 70.6(5) . . ? C10 C6 C7 108.9(12) . . ? C10 C6 W 67.8(7) . . ? C7 C6 W 71.4(7) . . ? C6 C7 C8 108.9(12) . . ? C6 C7 W 74.4(7) . . ? C8 C7 W 68.3(7) . . ? C7 C8 C9 106.0(10) . . ? C7 C8 W 75.5(7) . . ? C9 C8 W 71.2(7) . . ? C10 C9 C8 108.1(11) . . ? C10 C9 W 72.4(6) . . ? C8 C9 W 71.5(6) . . ? C9 C10 C6 107.8(11) . . ? C9 C10 W 71.1(6) . . ? C6 C10 W 77.1(7) . . ? N C11 C12 174.4(13) . . ? C13 C12 C17 123.2(11) . . ? C13 C12 C11 118.4(11) . . ? C17 C12 C11 118.3(12) . . ? C12 C13 C14 116.6(11) . . ? C15 C14 C13 121.3(12) . . ? C14 C15 C16 119.8(11) . . ? C15 C16 C17 121.1(11) . . ? C12 C17 C16 117.6(11) . . ? F2 C18 F3 111.6(10) . . ? F2 C18 F1 107.1(8) . . ? F3 C18 F1 104.8(9) . . ? F2 C18 S 113.1(8) . . ? F3 C18 S 111.6(7) . . ? F1 C18 S 108.0(8) . . ? O1 S O2 115.6(5) . . ? O1 S O3 115.0(6) . . ? O2 S O3 114.5(5) . . ? O1 S C18 103.0(5) . . ? O2 S C18 105.1(5) . . ? O3 S C18 101.1(5) . . ? _refine_diff_density_max 4.310 _refine_diff_density_min -2.304 _refine_diff_density_rms 0.289 #===END data_exo_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H19 F6 P W' _chemical_formula_weight 564.15 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'W' 'W' -0.8490 6.8722 '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 6.5260(13) _cell_length_b 17.464(4) _cell_length_c 15.736(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.67(3) _cell_angle_gamma 90.00 _cell_volume 1787.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1.75 _cell_measurement_theta_max 25.00 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.096 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 6.610 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.3417 _exptl_absorpt_correction_T_max 0.7513 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 220(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 3998 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -3 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2861 _reflns_number_gt 2220 _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^)+(0.0001P)^2^+44.1078P] 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 SHELXL _refine_ls_extinction_coef 0.00050(17) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2861 _refine_ls_number_parameters 239 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0981 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.1589 _refine_ls_wR_factor_gt 0.1399 _refine_ls_goodness_of_fit_ref 1.213 _refine_ls_restrained_S_all 1.213 _refine_ls_shift/su_max 0.756 _refine_ls_shift/su_mean 0.012 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 P P 0.5354(8) 0.3915(3) 1.1895(3) 0.0557(12) Uani 1 1 d . . . W W 0.95044(13) 0.68901(4) 1.10281(4) 0.0524(3) Uani 1 1 d D . . C1 C 1.174(3) 0.6117(11) 1.0392(13) 0.068(6) Uani 1 1 d . . . H1A H 1.3018 0.6279 1.0145 0.081 Uiso 1 1 d R . . C2 C 1.159(4) 0.5813(12) 1.1218(12) 0.079(8) Uani 1 1 d . . . H2A H 1.2731 0.5744 1.1664 0.095 Uiso 1 1 d R . . C3 C 0.963(3) 0.5563(11) 1.1254(15) 0.068(6) Uani 1 1 d . . . H3A H 0.9103 0.5299 1.1749 0.082 Uiso 1 1 d R . . C4 C 0.851(4) 0.5702(10) 1.0493(14) 0.068(5) Uani 1 1 d . . . H4A H 0.7074 0.5534 1.0341 0.082 Uiso 1 1 d R . . C5 C 0.978(3) 0.6046(11) 0.9953(11) 0.059(5) Uani 1 1 d . . . H5A H 0.9437 0.6151 0.9339 0.071 Uiso 1 1 d R . . C6 C 0.854(4) 0.7670(11) 0.9914(12) 0.075(7) Uani 1 1 d . . . H6A H 0.8003 0.7495 0.9340 0.090 Uiso 1 1 d R . . C7 C 0.739(3) 0.7870(13) 1.0528(18) 0.080(7) Uani 1 1 d . . . H7A H 0.5869 0.7868 1.0496 0.096 Uiso 1 1 d R . . C8 C 0.876(5) 0.8170(10) 1.1222(14) 0.091(9) Uani 1 1 d . . . H8A H 0.8340 0.8410 1.1751 0.110 Uiso 1 1 d R . . C9 C 1.063(5) 0.8149(14) 1.0964(17) 0.095(8) Uani 1 1 d . . . H9A H 1.1880 0.8360 1.1282 0.114 Uiso 1 1 d R . . C10 C 1.056(5) 0.7836(12) 1.0157(16) 0.090(8) Uani 1 1 d . . . H10A H 1.1715 0.7804 0.9789 0.107 Uiso 1 1 d R . . C11 C 0.736(3) 0.6730(10) 1.2077(11) 0.060(5) Uani 1 1 d . . . H11A H 0.6302 0.7123 1.2115 0.072 Uiso 1 1 d R . . H11B H 0.6853 0.6209 1.2154 0.072 Uiso 1 1 d R . . C12 C 0.933(3) 0.6903(9) 1.2497(10) 0.051(4) Uani 1 1 d . . . H12A H 0.9396 0.7428 1.2733 0.061 Uiso 1 1 d R . . C13 C 1.052(3) 0.6355(8) 1.3048(10) 0.043(4) Uani 1 1 d . . . C14 C 1.256(3) 0.6495(12) 1.3301(12) 0.068(6) Uani 1 1 d . . . H14A H 1.3215 0.6929 1.3096 0.082 Uiso 1 1 d R . . C15 C 1.365(4) 0.5995(14) 1.3858(13) 0.077(6) Uani 1 1 d . . . H15A H 1.5049 0.6087 1.4022 0.092 Uiso 1 1 d R . . C16 C 1.267(4) 0.5363(15) 1.4171(15) 0.091(8) Uani 1 1 d . . . H16A H 1.3420 0.5031 1.4550 0.109 Uiso 1 1 d R . . C17 C 1.068(5) 0.5216(10) 1.3949(13) 0.084(7) Uani 1 1 d . . . H17A H 1.0042 0.4786 1.4173 0.101 Uiso 1 1 d R . . C18 C 0.954(3) 0.5703(9) 1.3379(11) 0.059(5) Uani 1 1 d . . . H18A H 0.8154 0.5600 1.3217 0.071 Uiso 1 1 d R . . F1 F 0.7717(18) 0.3851(9) 1.1883(9) 0.104(5) Uani 1 1 d . . . F2 F 0.565(3) 0.4589(11) 1.2495(12) 0.153(8) Uani 1 1 d . . . F3 F 0.518(2) 0.4466(8) 1.1108(8) 0.110(5) Uani 1 1 d . . . F4 F 0.510(3) 0.3221(8) 1.1249(12) 0.146(7) Uani 1 1 d . . . F5 F 0.548(2) 0.3338(11) 1.2658(11) 0.153(8) Uani 1 1 d . . . F6 F 0.2902(18) 0.3977(10) 1.1923(9) 0.109(5) Uani 1 1 d . . . H100 H 0.758(15) 0.683(8) 1.036(7) 0.050 Uiso 1 1 d 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 P 0.058(3) 0.052(3) 0.057(3) 0.011(2) 0.001(2) -0.011(2) W 0.0833(6) 0.0386(4) 0.0380(4) -0.0005(3) 0.0224(3) 0.0082(4) C1 0.064(13) 0.067(12) 0.077(15) -0.026(10) 0.030(11) 0.006(10) C2 0.12(2) 0.083(15) 0.032(11) -0.025(9) -0.023(11) 0.060(14) C3 0.065(14) 0.050(11) 0.090(17) -0.004(10) 0.010(13) 0.012(10) C4 0.079(15) 0.048(10) 0.077(14) -0.011(10) 0.007(12) 0.001(10) C5 0.063(13) 0.076(12) 0.036(10) -0.017(9) -0.014(9) 0.022(10) C6 0.13(2) 0.054(12) 0.037(11) -0.008(8) -0.005(13) -0.003(13) C7 0.049(12) 0.071(14) 0.12(2) 0.019(14) 0.006(13) 0.014(10) C8 0.19(3) 0.023(9) 0.073(15) 0.019(9) 0.066(18) 0.036(13) C9 0.11(2) 0.080(16) 0.088(18) -0.001(14) -0.025(16) -0.015(16) C10 0.12(2) 0.060(13) 0.084(18) 0.022(12) 0.002(16) -0.033(14) C11 0.058(12) 0.056(11) 0.071(12) 0.024(9) 0.034(10) 0.015(9) C12 0.079(13) 0.038(8) 0.037(9) -0.004(7) 0.015(8) 0.002(9) C13 0.048(10) 0.040(8) 0.042(9) -0.010(7) 0.012(7) -0.002(7) C14 0.082(16) 0.080(14) 0.048(12) -0.011(10) 0.033(11) 0.010(12) C15 0.082(16) 0.088(16) 0.058(14) -0.027(12) -0.002(12) -0.003(13) C16 0.10(2) 0.092(18) 0.074(16) -0.020(13) -0.032(15) 0.023(16) C17 0.16(3) 0.038(10) 0.058(13) 0.000(10) 0.012(14) -0.002(13) C18 0.092(15) 0.038(9) 0.051(11) 0.004(8) 0.024(10) -0.006(9) F1 0.051(8) 0.134(12) 0.125(11) 0.047(9) 0.004(7) 0.013(7) F2 0.141(16) 0.163(16) 0.160(15) -0.104(14) 0.033(12) -0.017(13) F3 0.113(11) 0.122(11) 0.100(10) 0.067(9) 0.041(8) 0.025(9) F4 0.179(18) 0.079(10) 0.173(16) -0.047(10) -0.034(14) 0.007(11) F5 0.075(10) 0.22(2) 0.163(15) 0.137(15) -0.004(9) -0.028(11) F6 0.043(7) 0.181(15) 0.104(10) 0.056(10) 0.007(7) -0.010(8) _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 P F2 1.512(15) . ? P F1 1.548(13) . ? P F5 1.564(13) . ? P F3 1.565(12) . ? P F4 1.582(15) . ? P F6 1.608(13) . ? W C5 2.262(17) . ? W C11 2.264(16) . ? W C6 2.27(2) . ? W C1 2.279(17) . ? W C10 2.29(2) . ? W C7 2.30(2) . ? W C8 2.313(17) . ? W C4 2.313(19) . ? W C9 2.32(2) . ? W C12 2.323(15) . ? W C2 2.326(18) . ? W C3 2.344(19) . ? C1 C2 1.42(3) . ? C1 C5 1.41(3) . ? C2 C3 1.36(3) . ? C3 C4 1.37(3) . ? C4 C5 1.37(3) . ? C6 C7 1.32(3) . ? C6 C10 1.37(3) . ? C7 C8 1.45(3) . ? C8 C9 1.32(3) . ? C9 C10 1.38(3) . ? C11 C12 1.43(3) . ? C12 C13 1.47(2) . ? C13 C14 1.38(3) . ? C13 C18 1.43(2) . ? C14 C15 1.39(3) . ? C15 C16 1.39(3) . ? C16 C17 1.35(3) . ? C17 C18 1.40(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 F2 P F1 89.3(10) . . ? F2 P F5 91.5(12) . . ? F1 P F5 88.5(8) . . ? F2 P F3 90.7(10) . . ? F1 P F3 92.3(8) . . ? F5 P F3 177.7(10) . . ? F2 P F4 178.2(12) . . ? F1 P F4 89.5(10) . . ? F5 P F4 89.8(11) . . ? F3 P F4 88.0(9) . . ? F2 P F6 90.3(10) . . ? F1 P F6 179.1(8) . . ? F5 P F6 90.6(8) . . ? F3 P F6 88.5(8) . . ? F4 P F6 90.9(10) . . ? C5 W C11 123.8(8) . . ? C5 W C6 81.2(7) . . ? C11 W C6 119.2(8) . . ? C5 W C1 36.2(7) . . ? C11 W C1 134.6(7) . . ? C6 W C1 99.5(8) . . ? C5 W C10 88.6(9) . . ? C11 W C10 139.4(9) . . ? C6 W C10 35.1(8) . . ? C1 W C10 86.0(9) . . ? C5 W C7 108.1(9) . . ? C11 W C7 87.3(8) . . ? C6 W C7 33.5(8) . . ? C1 W C7 132.8(9) . . ? C10 W C7 57.2(9) . . ? C5 W C8 139.3(7) . . ? C11 W C8 82.8(7) . . ? C6 W C8 58.2(7) . . ? C1 W C8 141.2(9) . . ? C10 W C8 57.2(9) . . ? C7 W C8 36.7(8) . . ? C5 W C4 34.9(7) . . ? C11 W C4 89.0(7) . . ? C6 W C4 101.8(7) . . ? C1 W C4 58.6(8) . . ? C10 W C4 121.3(9) . . ? C7 W C4 113.6(9) . . ? C8 W C4 149.2(11) . . ? C5 W C9 122.6(10) . . ? C11 W C9 111.4(9) . . ? C6 W C9 57.9(8) . . ? C1 W C9 109.0(10) . . ? C10 W C9 34.8(8) . . ? C7 W C9 57.6(9) . . ? C8 W C9 33.1(9) . . ? C4 W C9 156.1(9) . . ? C5 W C12 139.8(7) . . ? C11 W C12 36.2(6) . . ? C6 W C12 136.9(7) . . ? C1 W C12 121.8(7) . . ? C10 W C12 129.1(8) . . ? C7 W C12 104.9(8) . . ? C8 W C12 80.3(6) . . ? C4 W C12 109.6(7) . . ? C9 W C12 94.3(8) . . ? C5 W C2 59.2(6) . . ? C11 W C2 101.2(8) . . ? C6 W C2 135.1(8) . . ? C1 W C2 35.8(7) . . ? C10 W C2 117.4(10) . . ? C7 W C2 167.2(8) . . ? C8 W C2 153.1(11) . . ? C4 W C2 57.7(8) . . ? C9 W C2 125.9(11) . . ? C12 W C2 87.4(6) . . ? C5 W C3 57.7(7) . . ? C11 W C3 77.5(7) . . ? C6 W C3 135.6(7) . . ? C1 W C3 57.7(8) . . ? C10 W C3 142.8(9) . . ? C7 W C3 143.2(9) . . ? C8 W C3 160.1(8) . . ? C4 W C3 34.3(7) . . ? C9 W C3 159.2(9) . . ? C12 W C3 82.1(7) . . ? C2 W C3 33.8(8) . . ? C2 C1 C5 107(2) . . ? C2 C1 W 73.9(10) . . ? C5 C1 W 71.3(10) . . ? C3 C2 C1 107.2(18) . . ? C3 C2 W 73.9(12) . . ? C1 C2 W 70.3(10) . . ? C2 C3 C4 110(2) . . ? C2 C3 W 72.4(12) . . ? C4 C3 W 71.6(11) . . ? C3 C4 C5 108(2) . . ? C3 C4 W 74.1(12) . . ? C5 C4 W 70.5(11) . . ? C4 C5 C1 107.7(18) . . ? C4 C5 W 74.6(11) . . ? C1 C5 W 72.6(10) . . ? C7 C6 C10 109(2) . . ? C7 C6 W 74.4(13) . . ? C10 C6 W 73.2(12) . . ? C6 C7 C8 107(2) . . ? C6 C7 W 72.1(13) . . ? C8 C7 W 72.3(11) . . ? C9 C8 C7 107(2) . . ? C9 C8 W 73.9(14) . . ? C7 C8 W 71.0(11) . . ? C8 C9 C10 109(2) . . ? C8 C9 W 73.0(14) . . ? C10 C9 W 71.2(13) . . ? C6 C10 C9 108(3) . . ? C6 C10 W 71.7(12) . . ? C9 C10 W 74.0(14) . . ? C12 C11 W 74.1(9) . . ? C11 C12 C13 123.3(15) . . ? C11 C12 W 69.6(9) . . ? C13 C12 W 120.9(11) . . ? C14 C13 C18 119.1(17) . . ? C14 C13 C12 120.5(16) . . ? C18 C13 C12 120.3(16) . . ? C13 C14 C15 120(2) . . ? C16 C15 C14 120(2) . . ? C17 C16 C15 122(2) . . ? C16 C17 C18 120(2) . . ? C17 C18 C13 119(2) . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.907 _refine_diff_density_max 1.285 _refine_diff_density_min -1.843 _refine_diff_density_rms 0.206 #===END