# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Evamarie Hey-Hawkins' _publ_contact_author_email HEY@RZ.UNI-LEIPZIG.DE _publ_section_title ; Tungsten phosphanylarylthiolato complexes [W{PhP(2-SC6H4)2-?3S,S',P}2] and [W{P(2-SC6H4)3-?4S,S',S'',P}2]: Synthesis, structures and redox chemistry ; loop_ _publ_author_name 'Evamarie Hey-Hawkins' 'Alexandra Hildebrand' 'Peter Lonnecke' 'Luminita Silaghi-Dumitrescu' data_c2050fin _database_code_depnum_ccdc_archive 'CCDC 665607' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H42 P2 S4 W' _chemical_formula_weight 1016.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source W W -0.8490 6.8722 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.255(3) _cell_length_b 10.7671(10) _cell_length_c 20.444(2) _cell_angle_alpha 90.00 _cell_angle_beta 129.831(3) _cell_angle_gamma 90.00 _cell_volume 4438.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 4683 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 29.23 _exptl_crystal_description 'hexagonal prism' _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 2.897 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 (Briker AXS)' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13749 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 29.28 _reflns_number_total 5467 _reflns_number_gt 4981 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick,1997)' _computing_molecular_graphics 'ORTEP3 for Windows (L. J. Farrugia,1997)' _computing_publication_material 'WINGX (L.J. Farrugia,1999)' _refine_special_details ; Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 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/[\s2(Fo2)+(0.0204P)2+5.3230P] where P=(Fo2+2Fc2)/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 5467 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0512 _refine_ls_wR_factor_gt 0.0498 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.001 _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 W1 W 0.5000 0.153749(11) 0.7500 0.03146(5) Uani 1 2 d S . . S1 S 0.53070(4) 0.00268(5) 0.85096(4) 0.04944(19) Uani 1 1 d . . . S2 S 0.58755(3) 0.19999(6) 0.74919(4) 0.03906(15) Uani 1 1 d . . . P1 P 0.56728(3) 0.28771(5) 0.87625(3) 0.02503(11) Uani 1 1 d . . . C1 C 0.58466(11) 0.2006(2) 0.96514(14) 0.0286(5) Uani 1 1 d . . . C2 C 0.56580(11) 0.0760(2) 0.95020(14) 0.0336(5) Uani 1 1 d . . . C3 C 0.57582(12) 0.0051(2) 1.01426(16) 0.0416(6) Uani 1 1 d . . . H3 H 0.5624 -0.0784 1.0040 0.050 Uiso 1 1 calc R . . C4 C 0.60551(13) 0.0569(3) 1.09313(16) 0.0435(6) Uani 1 1 d . . . H4 H 0.6120 0.0085 1.1362 0.052 Uiso 1 1 calc R . . C5 C 0.62568(13) 0.1795(3) 1.10897(16) 0.0407(6) Uani 1 1 d . . . H5 H 0.6469 0.2139 1.1631 0.049 Uiso 1 1 calc R . . C6 C 0.61463(11) 0.2514(2) 1.04496(14) 0.0334(5) Uani 1 1 d . . . H6 H 0.6275 0.3354 1.0554 0.040 Uiso 1 1 calc R . . C7 C 0.64438(11) 0.32670(19) 0.89958(14) 0.0275(4) Uani 1 1 d . . . C8 C 0.64812(11) 0.2962(2) 0.83635(14) 0.0313(5) Uani 1 1 d . . . C9 C 0.70223(13) 0.3357(2) 0.84421(17) 0.0425(6) Uani 1 1 d . . . H9 H 0.7046 0.3169 0.8013 0.051 Uiso 1 1 calc R . . C10 C 0.75248(13) 0.4024(3) 0.91504(18) 0.0439(6) Uani 1 1 d . . . H10 H 0.7887 0.4299 0.9198 0.053 Uiso 1 1 calc R . . C11 C 0.74988(13) 0.4290(2) 0.97886(17) 0.0424(6) Uani 1 1 d . . . H11 H 0.7850 0.4719 1.0278 0.051 Uiso 1 1 calc R . . C12 C 0.69610(12) 0.3928(2) 0.97101(15) 0.0356(5) Uani 1 1 d . . . H12 H 0.6941 0.4127 1.0141 0.043 Uiso 1 1 calc R . . C13 C 0.53741(11) 0.43850(19) 0.87943(14) 0.0288(5) Uani 1 1 d . . . C14 C 0.49574(13) 0.4481(2) 0.89843(17) 0.0394(6) Uani 1 1 d . . . H14 H 0.4836 0.3765 0.9119 0.047 Uiso 1 1 calc R . . C15 C 0.47168(14) 0.5637(3) 0.8977(2) 0.0498(7) Uani 1 1 d . . . H15 H 0.4434 0.5700 0.9109 0.060 Uiso 1 1 calc R . . C16 C 0.48900(15) 0.6687(2) 0.8779(2) 0.0509(7) Uani 1 1 d . . . H16 H 0.4731 0.7468 0.8782 0.061 Uiso 1 1 calc R . . C17 C 0.52954(16) 0.6590(2) 0.8579(2) 0.0555(8) Uani 1 1 d . . . H17 H 0.5411 0.7306 0.8436 0.067 Uiso 1 1 calc R . . C18 C 0.55363(14) 0.5445(2) 0.85859(19) 0.0450(6) Uani 1 1 d . . . H18 H 0.5814 0.5389 0.8447 0.054 Uiso 1 1 calc R . . C19 C 0.7208(2) 0.8191(4) 0.8579(2) 0.0732(10) Uani 1 1 d . . . C20 C 0.7778(3) 0.7598(5) 0.8828(4) 0.1174(19) Uani 1 1 d . . . H20 H 0.7882 0.6794 0.9061 0.141 Uiso 1 1 calc R . . C21 C 0.8194(3) 0.8202(6) 0.8732(4) 0.1182(19) Uani 1 1 d . . . H21 H 0.8585 0.7812 0.8910 0.142 Uiso 1 1 calc R . . C22 C 0.8041(3) 0.9328(6) 0.8389(3) 0.1012(16) Uani 1 1 d . . . H22 H 0.8319 0.9730 0.8316 0.121 Uiso 1 1 calc R . . C23 C 0.7487(3) 0.9888(4) 0.8147(3) 0.0932(15) Uani 1 1 d . . . H23 H 0.7382 1.0687 0.7906 0.112 Uiso 1 1 calc R . . C24 C 0.7084(2) 0.9331(3) 0.82404(19) 0.0674(10) Uani 1 1 d . . . H24 H 0.6700 0.9751 0.8064 0.081 Uiso 1 1 calc R . . C25 C 0.6749(3) 0.7553(6) 0.8662(4) 0.137(2) Uani 1 1 d . . . H25A H 0.6963 0.7459 0.9261 0.206 Uiso 1 1 calc R . . H25B H 0.6635 0.6740 0.8397 0.206 Uiso 1 1 calc R . . H25C H 0.6348 0.8043 0.8383 0.206 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 W1 0.03627(8) 0.01914(6) 0.02483(6) 0.000 0.01306(6) 0.000 S1 0.0671(5) 0.0203(3) 0.0323(3) 0.0029(2) 0.0186(3) -0.0029(3) S2 0.0397(3) 0.0441(3) 0.0298(3) -0.0030(2) 0.0207(3) 0.0110(3) P1 0.0276(3) 0.0198(2) 0.0275(3) -0.0007(2) 0.0176(2) 0.0007(2) C1 0.0266(11) 0.0291(10) 0.0298(11) 0.0035(9) 0.0179(10) 0.0041(9) C2 0.0296(12) 0.0313(11) 0.0292(11) 0.0060(9) 0.0140(10) 0.0015(9) C3 0.0366(14) 0.0377(13) 0.0414(13) 0.0119(11) 0.0208(12) -0.0004(11) C4 0.0403(15) 0.0544(16) 0.0393(13) 0.0162(12) 0.0271(12) 0.0071(12) C5 0.0418(14) 0.0516(16) 0.0331(12) 0.0048(11) 0.0260(11) 0.0105(11) C6 0.0335(13) 0.0351(12) 0.0350(12) -0.0006(10) 0.0235(11) 0.0039(10) C7 0.0285(11) 0.0234(10) 0.0313(10) 0.0023(8) 0.0195(9) 0.0040(8) C8 0.0306(12) 0.0309(11) 0.0313(11) 0.0056(9) 0.0193(10) 0.0096(9) C9 0.0442(15) 0.0493(15) 0.0458(14) 0.0118(12) 0.0343(13) 0.0157(12) C10 0.0334(14) 0.0436(14) 0.0606(17) 0.0081(13) 0.0328(13) 0.0054(11) C11 0.0331(13) 0.0390(13) 0.0481(15) -0.0036(11) 0.0228(12) -0.0022(11) C12 0.0347(13) 0.0349(12) 0.0380(12) -0.0046(10) 0.0237(11) -0.0023(10) C13 0.0299(12) 0.0220(10) 0.0325(11) -0.0028(8) 0.0192(10) 0.0006(8) C14 0.0419(14) 0.0323(12) 0.0553(15) 0.0029(11) 0.0363(13) 0.0034(10) C15 0.0541(17) 0.0442(15) 0.0732(19) 0.0003(13) 0.0510(17) 0.0106(13) C16 0.0566(18) 0.0301(13) 0.074(2) -0.0058(12) 0.0457(16) 0.0068(12) C17 0.069(2) 0.0239(12) 0.097(2) 0.0031(14) 0.064(2) 0.0021(13) C18 0.0574(17) 0.0262(12) 0.0767(19) 0.0023(12) 0.0546(16) 0.0029(11) C19 0.077(3) 0.076(2) 0.072(2) -0.0024(19) 0.050(2) -0.003(2) C20 0.123(4) 0.090(3) 0.151(5) 0.053(3) 0.093(4) 0.049(3) C21 0.094(4) 0.129(5) 0.144(5) 0.020(4) 0.082(4) 0.030(3) C22 0.106(4) 0.122(4) 0.085(3) -0.043(3) 0.065(3) -0.052(3) C23 0.128(4) 0.066(3) 0.061(2) -0.0203(19) 0.049(3) -0.020(3) C24 0.075(2) 0.059(2) 0.0412(16) -0.0063(14) 0.0245(17) 0.0123(18) C25 0.144(5) 0.148(5) 0.157(6) -0.012(4) 0.113(5) -0.040(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 S1 2.3290(6) 2_656 ? W1 S1 2.3290(6) . ? W1 S2 2.3623(8) . ? W1 S2 2.3623(8) 2_656 ? W1 P1 2.4539(6) . ? W1 P1 2.4539(6) 2_656 ? S1 C2 1.787(2) . ? S2 C8 1.774(2) . ? P1 C7 1.807(2) . ? P1 C13 1.822(2) . ? P1 C1 1.824(2) . ? C1 C6 1.391(3) . ? C1 C2 1.395(3) . ? C2 C3 1.387(3) . ? C3 C4 1.381(4) . ? C4 C5 1.381(4) . ? C5 C6 1.382(3) . ? C7 C12 1.394(3) . ? C7 C8 1.397(3) . ? C8 C9 1.390(4) . ? C9 C10 1.381(4) . ? C10 C11 1.379(4) . ? C11 C12 1.371(4) . ? C13 C18 1.378(3) . ? C13 C14 1.379(3) . ? C14 C15 1.392(3) . ? C15 C16 1.373(4) . ? C16 C17 1.368(4) . ? C17 C18 1.382(3) . ? C19 C24 1.344(5) . ? C19 C20 1.391(6) . ? C19 C25 1.489(6) . ? C20 C21 1.388(7) . ? C21 C22 1.327(7) . ? C22 C23 1.341(7) . ? C23 C24 1.335(6) . ? 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 S1 W1 S1 91.40(3) 2_656 . ? S1 W1 S2 85.81(3) 2_656 . ? S1 W1 S2 111.56(3) . . ? S1 W1 S2 111.56(3) 2_656 2_656 ? S1 W1 S2 85.81(3) . 2_656 ? S2 W1 S2 155.66(3) . 2_656 ? S1 W1 P1 161.80(2) 2_656 . ? S1 W1 P1 82.59(2) . . ? S2 W1 P1 80.52(2) . . ? S2 W1 P1 85.23(2) 2_656 . ? S1 W1 P1 82.59(2) 2_656 2_656 ? S1 W1 P1 161.80(2) . 2_656 ? S2 W1 P1 85.23(2) . 2_656 ? S2 W1 P1 80.52(2) 2_656 2_656 ? P1 W1 P1 108.00(3) . 2_656 ? C2 S1 W1 109.38(8) . . ? C8 S2 W1 111.49(8) . . ? C7 P1 C13 102.63(10) . . ? C7 P1 C1 109.47(10) . . ? C13 P1 C1 105.14(10) . . ? C7 P1 W1 110.13(7) . . ? C13 P1 W1 121.66(7) . . ? C1 P1 W1 107.34(8) . . ? C6 C1 C2 119.3(2) . . ? C6 C1 P1 123.99(18) . . ? C2 C1 P1 116.68(17) . . ? C3 C2 C1 119.7(2) . . ? C3 C2 S1 118.51(19) . . ? C1 C2 S1 121.74(17) . . ? C4 C3 C2 120.3(2) . . ? C3 C4 C5 120.3(2) . . ? C4 C5 C6 119.8(2) . . ? C5 C6 C1 120.5(2) . . ? C12 C7 C8 119.4(2) . . ? C12 C7 P1 124.76(18) . . ? C8 C7 P1 115.60(17) . . ? C9 C8 C7 119.6(2) . . ? C9 C8 S2 119.14(19) . . ? C7 C8 S2 121.18(18) . . ? C10 C9 C8 120.0(2) . . ? C11 C10 C9 120.5(2) . . ? C12 C11 C10 120.1(2) . . ? C11 C12 C7 120.5(2) . . ? C18 C13 C14 118.9(2) . . ? C18 C13 P1 120.12(18) . . ? C14 C13 P1 120.91(17) . . ? C13 C14 C15 120.0(2) . . ? C16 C15 C14 120.4(2) . . ? C17 C16 C15 119.6(2) . . ? C16 C17 C18 120.3(3) . . ? C13 C18 C17 120.8(2) . . ? C24 C19 C20 117.2(4) . . ? C24 C19 C25 122.3(5) . . ? C20 C19 C25 120.5(5) . . ? C21 C20 C19 119.5(4) . . ? C22 C21 C20 120.2(5) . . ? C21 C22 C23 119.7(5) . . ? C24 C23 C22 121.1(5) . . ? C23 C24 C19 122.1(4) . . ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.656 _refine_diff_density_min -0.586 _refine_diff_density_rms 0.069 data_c2147fin _database_code_depnum_ccdc_archive 'CCDC 665608' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H30 Cl4 O2 P2 S4 W' _chemical_formula_weight 1034.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' P P 0.1023 0.0942 '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' 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.1339(8) _cell_length_b 12.4984(8) _cell_length_c 13.9306(9) _cell_angle_alpha 91.291(1) _cell_angle_beta 102.895(1) _cell_angle_gamma 110.232(1) _cell_volume 1920.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 4253 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 28.29 _exptl_crystal_description prism _exptl_crystal_colour ' orange ' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 3.622 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 CCD area detector' _diffrn_measurement_method '\W scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12323 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 28.29 _reflns_number_total 8997 _reflns_number_gt 8176 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (L. J. Farrugia,1997)' _computing_publication_material 'WINGX (L.J. Farrugia,1999)' _refine_special_details ; Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 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/[\s2(Fo2)+(0.0550P)2+5.5439P] where P=(Fo2+2Fc2)/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 8997 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0490 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.1015 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 W1 W 0.787758(17) 0.640154(16) 0.719753(14) 0.01863(7) Uani 1 1 d . . . S1 S 0.90415(12) 0.58658(11) 0.61388(9) 0.0233(2) Uani 1 1 d . . . S2 S 0.79144(12) 0.71396(12) 0.88983(9) 0.0265(3) Uani 1 1 d . . . S3 S 0.67399(12) 0.59407(11) 0.54065(9) 0.0256(3) Uani 1 1 d . . . S4 S 0.59637(11) 0.68506(11) 0.71087(10) 0.0249(2) Uani 1 1 d . . . P1 P 1.00552(12) 0.69931(11) 0.82731(9) 0.0207(2) Uani 1 1 d . . . P2 P 0.78731(11) 0.88601(10) 0.64106(9) 0.0203(2) Uani 1 1 d . . . O1 O 0.8570(3) 0.8092(3) 0.6822(2) 0.0199(7) Uani 1 1 d . . . O2 O 0.7300(3) 0.5032(3) 0.7479(3) 0.0258(7) Uani 1 1 d . . . C1 C 1.0932(5) 0.6307(4) 0.7794(4) 0.0248(10) Uani 1 1 d . . . C2 C 1.0372(5) 0.5723(4) 0.6851(4) 0.0238(10) Uani 1 1 d . . . C3 C 1.0959(5) 0.5122(5) 0.6425(4) 0.0300(11) Uani 1 1 d . . . H3 H 1.0570 0.4674 0.5811 0.036 Uiso 1 1 calc R . . C4 C 1.2107(5) 0.5187(5) 0.6906(4) 0.0332(12) Uani 1 1 d . . . H4 H 1.2496 0.4782 0.6617 0.040 Uiso 1 1 calc R . . C5 C 1.2693(5) 0.5842(5) 0.7811(5) 0.0331(12) Uani 1 1 d . . . H5 H 1.3489 0.5905 0.8119 0.040 Uiso 1 1 calc R . . C6 C 1.2108(5) 0.6405(5) 0.8263(4) 0.0302(11) Uani 1 1 d . . . H6 H 1.2501 0.6848 0.8880 0.036 Uiso 1 1 calc R . . C7 C 0.9997(5) 0.6664(4) 0.9513(4) 0.0237(10) Uani 1 1 d . . . C8 C 0.9014(5) 0.6813(4) 0.9779(4) 0.0258(10) Uani 1 1 d . . . C9 C 0.8923(5) 0.6734(5) 1.0757(4) 0.0320(12) Uani 1 1 d . . . H9 H 0.8265 0.6836 1.0944 0.038 Uiso 1 1 calc R . . C10 C 0.9804(6) 0.6504(5) 1.1455(4) 0.0350(13) Uani 1 1 d . . . H10 H 0.9746 0.6465 1.2116 0.042 Uiso 1 1 calc R . . C11 C 1.0770(6) 0.6333(5) 1.1183(4) 0.0339(12) Uani 1 1 d . . . H11 H 1.1359 0.6170 1.1656 0.041 Uiso 1 1 calc R . . C12 C 1.0861(5) 0.6404(5) 1.0214(4) 0.0288(11) Uani 1 1 d . . . H12 H 1.1506 0.6276 1.0026 0.035 Uiso 1 1 calc R . . C13 C 1.0974(5) 0.8519(4) 0.8431(4) 0.0263(10) Uani 1 1 d . . . C14 C 1.1733(6) 0.8944(5) 0.7810(5) 0.0371(13) Uani 1 1 d . . . H14 H 1.1725 0.8462 0.7278 0.045 Uiso 1 1 calc R . . C15 C 1.2504(6) 1.0079(6) 0.7972(6) 0.0482(17) Uani 1 1 d . . . H15 H 1.3026 1.0365 0.7555 0.058 Uiso 1 1 calc R . . C16 C 1.2509(6) 1.0785(6) 0.8735(6) 0.0537(19) Uani 1 1 d . . . H16 H 1.3040 1.1554 0.8845 0.064 Uiso 1 1 calc R . . C17 C 1.1739(6) 1.0379(5) 0.9348(5) 0.0470(16) Uani 1 1 d . . . H17 H 1.1740 1.0872 0.9868 0.056 Uiso 1 1 calc R . . C18 C 1.0965(6) 0.9242(5) 0.9193(4) 0.0342(12) Uani 1 1 d . . . H18 H 1.0436 0.8963 0.9605 0.041 Uiso 1 1 calc R . . C19 C 0.6705(4) 0.8212(4) 0.5311(4) 0.0233(10) Uani 1 1 d . . . C20 C 0.6315(5) 0.7060(4) 0.4906(4) 0.0243(10) Uani 1 1 d . . . C21 C 0.5463(5) 0.6725(5) 0.3981(4) 0.0303(11) Uani 1 1 d . . . H21 H 0.5213 0.5970 0.3683 0.036 Uiso 1 1 calc R . . C22 C 0.4986(5) 0.7480(5) 0.3502(4) 0.0348(13) Uani 1 1 d . . . H22 H 0.4431 0.7237 0.2880 0.042 Uiso 1 1 calc R . . C23 C 0.5316(5) 0.8596(5) 0.3929(4) 0.0356(13) Uani 1 1 d . . . H23 H 0.4966 0.9100 0.3614 0.043 Uiso 1 1 calc R . . C24 C 0.6166(5) 0.8950(5) 0.4823(4) 0.0289(11) Uani 1 1 d . . . H24 H 0.6394 0.9704 0.5115 0.035 Uiso 1 1 calc R . . C25 C 0.7166(5) 0.9206(4) 0.7314(4) 0.0254(10) Uani 1 1 d . . . C26 C 0.6340(5) 0.8271(5) 0.7628(4) 0.0249(10) Uani 1 1 d . . . C27 C 0.5735(5) 0.8495(6) 0.8307(5) 0.0359(13) Uani 1 1 d . . . H27 H 0.5192 0.7882 0.8540 0.043 Uiso 1 1 calc R . . C28 C 0.5930(6) 0.9615(6) 0.8641(5) 0.0396(14) Uani 1 1 d . . . H28 H 0.5490 0.9752 0.9076 0.048 Uiso 1 1 calc R . . C29 C 0.6756(6) 1.0529(6) 0.8347(5) 0.0412(14) Uani 1 1 d . . . H29 H 0.6898 1.1283 0.8596 0.049 Uiso 1 1 calc R . . C30 C 0.7382(5) 1.0329(5) 0.7676(4) 0.0309(11) Uani 1 1 d . . . H30 H 0.7946 1.0948 0.7468 0.037 Uiso 1 1 calc R . . C31 C 0.8950(5) 1.0151(4) 0.6138(4) 0.0236(10) Uani 1 1 d . . . C32 C 0.8897(5) 1.0488(4) 0.5186(4) 0.0269(10) Uani 1 1 d . . . H32 H 0.8248 1.0063 0.4655 0.032 Uiso 1 1 calc R . . C33 C 0.9803(5) 1.1452(5) 0.5029(5) 0.0341(12) Uani 1 1 d . . . H33 H 0.9767 1.1680 0.4388 0.041 Uiso 1 1 calc R . . C34 C 1.0764(5) 1.2086(5) 0.5807(5) 0.0336(12) Uani 1 1 d . . . H34 H 1.1369 1.2749 0.5697 0.040 Uiso 1 1 calc R . . C35 C 1.0827(6) 1.1734(5) 0.6748(5) 0.0375(13) Uani 1 1 d . . . H35 H 1.1488 1.2150 0.7275 0.045 Uiso 1 1 calc R . . C36 C 0.9926(5) 1.0778(5) 0.6917(4) 0.0311(11) Uani 1 1 d . . . H36 H 0.9970 1.0550 0.7558 0.037 Uiso 1 1 calc R . . Cl1 Cl 0.21680(18) 0.73512(17) 0.39578(15) 0.0547(4) Uani 1 1 d . . . Cl2 Cl 0.3406(2) 0.81301(17) 0.60342(15) 0.0596(5) Uani 1 1 d . . . C37 C 0.2991(7) 0.7056(6) 0.5063(5) 0.0486(17) Uani 1 1 d . . . H37A H 0.2498 0.6328 0.5253 0.058 Uiso 1 1 calc R . . H37B H 0.3723 0.6967 0.4946 0.058 Uiso 1 1 calc R . . Cl3 Cl 0.4344(3) 0.4147(3) 0.8650(2) 0.0930(9) Uani 1 1 d . . . Cl4 Cl 0.57276(18) 0.2729(2) 0.93341(16) 0.0645(5) Uani 1 1 d . . . C38 C 0.5806(8) 0.4133(8) 0.9147(7) 0.068(2) Uani 1 1 d . . . H38A H 0.6321 0.4437 0.8692 0.082 Uiso 1 1 calc R . . H38B H 0.6170 0.4624 0.9779 0.082 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 W1 0.02142(10) 0.01618(10) 0.01672(9) 0.00144(6) 0.00359(7) 0.00553(7) S1 0.0290(6) 0.0249(6) 0.0175(5) 0.0006(4) 0.0052(5) 0.0120(5) S2 0.0312(6) 0.0335(7) 0.0185(5) 0.0002(5) 0.0050(5) 0.0167(6) S3 0.0297(6) 0.0217(6) 0.0208(6) -0.0016(5) -0.0005(5) 0.0078(5) S4 0.0210(6) 0.0245(6) 0.0269(6) 0.0020(5) 0.0049(5) 0.0060(5) P1 0.0241(6) 0.0193(6) 0.0177(5) 0.0000(4) 0.0038(5) 0.0076(5) P2 0.0229(6) 0.0178(6) 0.0194(6) 0.0024(4) 0.0034(5) 0.0077(5) O1 0.0213(16) 0.0187(16) 0.0187(15) 0.0042(12) 0.0035(13) 0.0066(13) O2 0.0305(19) 0.0224(17) 0.0205(17) 0.0059(13) 0.0049(14) 0.0051(15) C1 0.027(2) 0.021(2) 0.026(2) 0.0033(19) 0.008(2) 0.007(2) C2 0.030(3) 0.023(2) 0.022(2) 0.0066(19) 0.011(2) 0.012(2) C3 0.036(3) 0.033(3) 0.023(2) 0.002(2) 0.009(2) 0.014(2) C4 0.037(3) 0.034(3) 0.038(3) 0.007(2) 0.017(2) 0.019(3) C5 0.028(3) 0.034(3) 0.040(3) 0.006(2) 0.009(2) 0.013(2) C6 0.028(3) 0.033(3) 0.029(3) 0.001(2) 0.004(2) 0.012(2) C7 0.033(3) 0.020(2) 0.017(2) 0.0027(18) 0.0032(19) 0.010(2) C8 0.030(3) 0.023(2) 0.021(2) 0.0029(19) 0.004(2) 0.007(2) C9 0.038(3) 0.039(3) 0.021(2) 0.007(2) 0.009(2) 0.015(3) C10 0.049(3) 0.035(3) 0.021(2) 0.012(2) 0.009(2) 0.014(3) C11 0.041(3) 0.032(3) 0.024(3) 0.010(2) -0.002(2) 0.013(2) C12 0.030(3) 0.027(3) 0.026(3) 0.004(2) 0.003(2) 0.010(2) C13 0.029(3) 0.020(2) 0.025(2) 0.0006(19) 0.000(2) 0.008(2) C14 0.036(3) 0.036(3) 0.043(3) 0.008(3) 0.014(3) 0.014(3) C15 0.036(3) 0.038(4) 0.064(5) 0.016(3) 0.015(3) 0.004(3) C16 0.039(4) 0.025(3) 0.077(5) 0.006(3) -0.006(3) 0.001(3) C17 0.048(4) 0.028(3) 0.050(4) -0.008(3) -0.007(3) 0.008(3) C18 0.041(3) 0.029(3) 0.029(3) -0.001(2) 0.006(2) 0.010(2) C19 0.019(2) 0.028(3) 0.022(2) 0.0048(19) 0.0036(18) 0.009(2) C20 0.024(2) 0.027(3) 0.020(2) 0.0044(19) 0.0044(19) 0.007(2) C21 0.032(3) 0.031(3) 0.021(2) 0.000(2) 0.002(2) 0.005(2) C22 0.031(3) 0.045(3) 0.021(3) 0.004(2) -0.003(2) 0.011(3) C23 0.033(3) 0.041(3) 0.032(3) 0.014(2) 0.001(2) 0.016(3) C24 0.028(3) 0.028(3) 0.030(3) 0.007(2) 0.004(2) 0.010(2) C25 0.026(2) 0.026(2) 0.026(2) 0.003(2) 0.004(2) 0.012(2) C26 0.025(2) 0.030(3) 0.019(2) 0.0017(19) 0.0033(19) 0.011(2) C27 0.030(3) 0.041(3) 0.037(3) 0.002(3) 0.012(2) 0.012(3) C28 0.041(3) 0.046(4) 0.038(3) -0.002(3) 0.017(3) 0.020(3) C29 0.054(4) 0.037(3) 0.040(3) -0.003(3) 0.015(3) 0.024(3) C30 0.038(3) 0.026(3) 0.028(3) 0.001(2) 0.005(2) 0.013(2) C31 0.027(2) 0.018(2) 0.025(2) 0.0027(18) 0.006(2) 0.0074(19) C32 0.030(3) 0.023(2) 0.028(3) 0.006(2) 0.007(2) 0.010(2) C33 0.038(3) 0.030(3) 0.039(3) 0.010(2) 0.017(3) 0.012(2) C34 0.034(3) 0.025(3) 0.047(3) 0.008(2) 0.020(3) 0.011(2) C35 0.036(3) 0.028(3) 0.037(3) -0.004(2) 0.004(2) 0.001(2) C36 0.034(3) 0.028(3) 0.025(3) 0.002(2) 0.002(2) 0.006(2) Cl1 0.0600(11) 0.0532(10) 0.0528(10) 0.0078(8) 0.0077(8) 0.0264(9) Cl2 0.0733(13) 0.0537(11) 0.0507(10) 0.0003(8) 0.0051(9) 0.0280(10) C37 0.067(5) 0.041(4) 0.048(4) 0.015(3) 0.023(4) 0.026(3) Cl3 0.114(2) 0.0922(19) 0.109(2) 0.0348(16) 0.0353(18) 0.0751(18) Cl4 0.0527(11) 0.0748(14) 0.0626(12) 0.0028(10) -0.0062(9) 0.0317(10) C38 0.061(5) 0.060(5) 0.079(6) -0.005(4) 0.039(5) 0.005(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 O2 1.702(4) . ? W1 O1 2.112(3) . ? W1 S1 2.4814(12) . ? W1 S2 2.5084(12) . ? W1 S3 2.5121(12) . ? W1 S4 2.5494(13) . ? W1 P1 2.5701(13) . ? S1 C2 1.765(5) . ? S2 C8 1.766(5) . ? S3 C20 1.758(5) . ? S4 C26 1.765(5) . ? P1 C7 1.795(5) . ? P1 C1 1.798(5) . ? P1 C13 1.825(5) . ? P2 O1 1.528(3) . ? P2 C19 1.787(5) . ? P2 C25 1.794(5) . ? P2 C31 1.801(5) . ? C1 C6 1.392(7) . ? C1 C2 1.392(7) . ? C2 C3 1.400(7) . ? C3 C4 1.378(8) . ? C4 C5 1.384(9) . ? C5 C6 1.387(8) . ? C7 C8 1.394(7) . ? C7 C12 1.398(7) . ? C8 C9 1.393(7) . ? C9 C10 1.390(8) . ? C10 C11 1.391(9) . ? C11 C12 1.380(8) . ? C13 C18 1.383(8) . ? C13 C14 1.385(8) . ? C14 C15 1.382(9) . ? C15 C16 1.364(11) . ? C16 C17 1.380(11) . ? C17 C18 1.386(9) . ? C19 C24 1.409(7) . ? C19 C20 1.411(7) . ? C20 C21 1.410(7) . ? C21 C22 1.380(8) . ? C22 C23 1.389(9) . ? C23 C24 1.377(8) . ? C25 C30 1.395(7) . ? C25 C26 1.404(7) . ? C26 C27 1.397(8) . ? C27 C28 1.387(9) . ? C28 C29 1.374(9) . ? C29 C30 1.398(8) . ? C31 C36 1.393(7) . ? C31 C32 1.395(7) . ? C32 C33 1.382(8) . ? C33 C34 1.385(9) . ? C34 C35 1.387(9) . ? C35 C36 1.379(8) . ? Cl1 C37 1.760(8) . ? Cl2 C37 1.742(8) . ? Cl3 C38 1.761(10) . ? Cl4 C38 1.752(10) . ? 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 O2 W1 O1 178.89(15) . . ? O2 W1 S1 92.06(13) . . ? O1 W1 S1 87.72(10) . . ? O2 W1 S2 89.77(12) . . ? O1 W1 S2 91.02(10) . . ? S1 W1 S2 145.91(4) . . ? O2 W1 S3 94.57(12) . . ? O1 W1 S3 84.34(9) . . ? S1 W1 S3 67.83(4) . . ? S2 W1 S3 145.90(4) . . ? O2 W1 S4 95.91(13) . . ? O1 W1 S4 83.61(9) . . ? S1 W1 S4 142.12(4) . . ? S2 W1 S4 71.26(4) . . ? S3 W1 S4 74.65(4) . . ? O2 W1 P1 99.64(13) . . ? O1 W1 P1 81.34(9) . . ? S1 W1 P1 74.33(4) . . ? S2 W1 P1 71.80(4) . . ? S3 W1 P1 139.90(4) . . ? S4 W1 P1 139.64(4) . . ? C2 S1 W1 111.81(17) . . ? C8 S2 W1 109.09(18) . . ? C20 S3 W1 113.76(17) . . ? C26 S4 W1 110.39(17) . . ? C7 P1 C1 110.7(2) . . ? C7 P1 C13 103.7(2) . . ? C1 P1 C13 104.4(2) . . ? C7 P1 W1 108.72(18) . . ? C1 P1 W1 112.48(18) . . ? C13 P1 W1 116.44(17) . . ? O1 P2 C19 113.4(2) . . ? O1 P2 C25 110.0(2) . . ? C19 P2 C25 107.2(2) . . ? O1 P2 C31 107.4(2) . . ? C19 P2 C31 108.9(2) . . ? C25 P2 C31 109.9(2) . . ? P2 O1 W1 128.4(2) . . ? C6 C1 C2 121.0(5) . . ? C6 C1 P1 124.8(4) . . ? C2 C1 P1 114.1(4) . . ? C1 C2 C3 118.7(5) . . ? C1 C2 S1 121.1(4) . . ? C3 C2 S1 119.8(4) . . ? C4 C3 C2 120.0(5) . . ? C3 C4 C5 120.7(5) . . ? C4 C5 C6 120.1(5) . . ? C5 C6 C1 119.2(5) . . ? C8 C7 C12 120.1(5) . . ? C8 C7 P1 112.2(4) . . ? C12 C7 P1 127.3(4) . . ? C9 C8 C7 119.3(5) . . ? C9 C8 S2 120.1(4) . . ? C7 C8 S2 120.5(4) . . ? C10 C9 C8 120.1(5) . . ? C9 C10 C11 120.4(5) . . ? C12 C11 C10 119.7(5) . . ? C11 C12 C7 120.2(5) . . ? C18 C13 C14 119.7(5) . . ? C18 C13 P1 120.7(4) . . ? C14 C13 P1 119.5(4) . . ? C15 C14 C13 119.9(6) . . ? C16 C15 C14 120.2(7) . . ? C15 C16 C17 120.5(6) . . ? C16 C17 C18 119.7(7) . . ? C13 C18 C17 119.9(6) . . ? C24 C19 C20 119.3(5) . . ? C24 C19 P2 115.2(4) . . ? C20 C19 P2 125.5(4) . . ? C21 C20 C19 117.6(5) . . ? C21 C20 S3 113.7(4) . . ? C19 C20 S3 128.6(4) . . ? C22 C21 C20 121.6(5) . . ? C21 C22 C23 120.8(5) . . ? C24 C23 C22 118.7(5) . . ? C23 C24 C19 121.8(5) . . ? C30 C25 C26 120.8(5) . . ? C30 C25 P2 123.2(4) . . ? C26 C25 P2 115.9(4) . . ? C27 C26 C25 118.2(5) . . ? C27 C26 S4 120.0(4) . . ? C25 C26 S4 121.6(4) . . ? C28 C27 C26 120.5(6) . . ? C29 C28 C27 121.1(6) . . ? C28 C29 C30 119.5(6) . . ? C25 C30 C29 119.8(6) . . ? C36 C31 C32 119.6(5) . . ? C36 C31 P2 116.9(4) . . ? C32 C31 P2 123.3(4) . . ? C33 C32 C31 119.7(5) . . ? C32 C33 C34 120.7(6) . . ? C33 C34 C35 119.4(5) . . ? C36 C35 C34 120.5(6) . . ? C35 C36 C31 120.1(5) . . ? Cl2 C37 Cl1 112.7(4) . . ? Cl4 C38 Cl3 110.0(5) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 2.979 _refine_diff_density_min -1.985 _refine_diff_density_rms 0.154 # Attachment 'cif_file.doc' data_c1914fin _database_code_depnum_ccdc_archive 'CCDC 665609' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H48 P2 S6 W' _chemical_formula_weight 1171.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source W W -0.8490 6.8722 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.449(3) _cell_length_b 11.094(4) _cell_length_c 22.167(7) _cell_angle_alpha 93.405(5) _cell_angle_beta 101.415(5) _cell_angle_gamma 95.282(5) _cell_volume 2500.2(14) _cell_formula_units_Z 2 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 1014 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.40 _exptl_crystal_description prism _exptl_crystal_colour 'dark green' _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 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1180 _exptl_absorpt_coefficient_mu 2.664 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 210(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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26293 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 29.33 _reflns_number_total 12183 _reflns_number_gt 10131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick,1997)' _computing_molecular_graphics 'ORTEP3 for Windows (L. J. Farrugia,1997)' _computing_publication_material 'WINGX (L.J. Farrugia,1999)' _refine_special_details ; Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Slightly disordered solvent toluene molecule C44 to C50: The disordered molecule could not be described ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; 'calc w=1/[\s2(Fo2)+(0.0397P)2+0.0000P] where P=(Fo2+2Fc2)/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 12183 _refine_ls_number_parameters 592 _refine_ls_number_restraints 344 _refine_ls_R_factor_all 0.0450 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0735 _refine_ls_wR_factor_gt 0.0704 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.059 _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 W1 W 0.023188(13) 0.071921(12) 0.259548(6) 0.02424(5) Uani 1 1 d . . . S1 S 0.01794(9) 0.28821(8) 0.29006(4) 0.0344(2) Uani 1 1 d . . . S2 S -0.17736(8) 0.08822(9) 0.17907(4) 0.0362(2) Uani 1 1 d . . . S3 S 0.10929(8) -0.07767(7) 0.19510(4) 0.02633(17) Uani 1 1 d . . . S4 S -0.07741(9) 0.09632(9) 0.35555(4) 0.0374(2) Uani 1 1 d . . . S5 S -0.13498(8) -0.11609(8) 0.24488(4) 0.03214(19) Uani 1 1 d . . . S6 S 0.25691(8) 0.15291(7) 0.30418(4) 0.02803(18) Uani 1 1 d . . . P1 P 0.10745(8) 0.17498(7) 0.17558(4) 0.02413(17) Uani 1 1 d . . . P2 P 0.13005(8) -0.05732(8) 0.33862(4) 0.02349(17) Uani 1 1 d . . . C1 C 0.1265(3) 0.3378(3) 0.18819(17) 0.0309(8) Uani 1 1 d . . . C2 C 0.0828(4) 0.3826(3) 0.23977(17) 0.0333(8) Uani 1 1 d . . . C3 C 0.0870(4) 0.5087(4) 0.2504(2) 0.0506(11) Uani 1 1 d . . . H3 H 0.0612 0.5414 0.2857 0.061 Uiso 1 1 calc R . . C4 C 0.1274(5) 0.5845(4) 0.2106(2) 0.0567(12) Uani 1 1 d . . . H4 H 0.1284 0.6688 0.2186 0.068 Uiso 1 1 calc R . . C5 C 0.1672(5) 0.5405(4) 0.1585(2) 0.0536(12) Uani 1 1 d . . . H5 H 0.1937 0.5942 0.1309 0.064 Uiso 1 1 calc R . . C6 C 0.1677(4) 0.4156(3) 0.1472(2) 0.0414(9) Uani 1 1 d . . . H6 H 0.1957 0.3842 0.1122 0.050 Uiso 1 1 calc R . . C7 C -0.0063(3) 0.1441(3) 0.10257(16) 0.0284(7) Uani 1 1 d . . . C8 C -0.1364(3) 0.1130(3) 0.10747(17) 0.0317(8) Uani 1 1 d . . . C9 C -0.2339(4) 0.0965(4) 0.05412(19) 0.0453(10) Uani 1 1 d . . . H9 H -0.3217 0.0747 0.0566 0.054 Uiso 1 1 calc R . . C10 C -0.2014(5) 0.1123(4) -0.0024(2) 0.0556(12) Uani 1 1 d . . . H10 H -0.2680 0.1030 -0.0382 0.067 Uiso 1 1 calc R . . C11 C -0.0729(4) 0.1415(4) -0.00738(19) 0.0494(11) Uani 1 1 d . . . H11 H -0.0522 0.1497 -0.0464 0.059 Uiso 1 1 calc R . . C12 C 0.0253(4) 0.1587(3) 0.04513(17) 0.0388(9) Uani 1 1 d . . . H12 H 0.1128 0.1801 0.0421 0.047 Uiso 1 1 calc R . . C13 C 0.2572(3) 0.1155(3) 0.16478(15) 0.0269(7) Uani 1 1 d . . . C14 C 0.2507(3) -0.0081(3) 0.17291(15) 0.0258(7) Uani 1 1 d . . . C15 C 0.3533(3) -0.0739(3) 0.16422(16) 0.0323(8) Uani 1 1 d . . . H15 H 0.3480 -0.1580 0.1685 0.039 Uiso 1 1 calc R . . C16 C 0.4634(4) -0.0138(4) 0.14918(18) 0.0397(9) Uani 1 1 d . . . H16 H 0.5338 -0.0571 0.1434 0.048 Uiso 1 1 calc R . . C17 C 0.4706(4) 0.1098(4) 0.14267(18) 0.0393(9) Uani 1 1 d . . . H17 H 0.5466 0.1498 0.1333 0.047 Uiso 1 1 calc R . . C18 C 0.3679(3) 0.1750(3) 0.14979(16) 0.0327(8) Uani 1 1 d . . . H18 H 0.3728 0.2587 0.1446 0.039 Uiso 1 1 calc R . . C19 C 0.1510(3) 0.0203(3) 0.41439(15) 0.0269(7) Uani 1 1 d . . . C20 C 0.0519(3) 0.0928(3) 0.42013(16) 0.0310(8) Uani 1 1 d . . . C21 C 0.0523(4) 0.1523(4) 0.47720(18) 0.0428(10) Uani 1 1 d . . . H21 H -0.0140 0.2018 0.4819 0.051 Uiso 1 1 calc R . . C22 C 0.1512(5) 0.1379(4) 0.52676(19) 0.0497(11) Uani 1 1 d . . . H22 H 0.1508 0.1773 0.5654 0.060 Uiso 1 1 calc R . . C23 C 0.2501(4) 0.0678(4) 0.52113(18) 0.0468(10) Uani 1 1 d . . . H23 H 0.3170 0.0603 0.5555 0.056 Uiso 1 1 calc R . . C24 C 0.2514(4) 0.0073(3) 0.46410(17) 0.0369(8) Uani 1 1 d . . . H24 H 0.3187 -0.0411 0.4596 0.044 Uiso 1 1 calc R . . C25 C 0.0337(3) -0.1979(3) 0.34296(15) 0.0274(7) Uani 1 1 d . . . C26 C -0.0880(3) -0.2155(3) 0.30226(16) 0.0286(7) Uani 1 1 d . . . C27 C -0.1744(4) -0.3165(3) 0.30654(18) 0.0380(9) Uani 1 1 d . . . H27 H -0.2568 -0.3297 0.2795 0.046 Uiso 1 1 calc R . . C28 C -0.1394(4) -0.3975(3) 0.35038(19) 0.0418(9) Uani 1 1 d . . . H28 H -0.1984 -0.4653 0.3531 0.050 Uiso 1 1 calc R . . C29 C -0.0184(4) -0.3798(3) 0.39039(18) 0.0408(9) Uani 1 1 d . . . H29 H 0.0049 -0.4359 0.4198 0.049 Uiso 1 1 calc R . . C30 C 0.0679(4) -0.2799(3) 0.38712(17) 0.0333(8) Uani 1 1 d . . . H30 H 0.1497 -0.2671 0.4146 0.040 Uiso 1 1 calc R . . C31 C 0.2934(3) -0.0795(3) 0.32889(15) 0.0261(7) Uani 1 1 d . . . C32 C 0.3532(3) 0.0294(3) 0.31315(15) 0.0267(7) Uani 1 1 d . . . C33 C 0.4833(3) 0.0383(3) 0.30808(16) 0.0338(8) Uani 1 1 d . . . H33 H 0.5248 0.1118 0.2989 0.041 Uiso 1 1 calc R . . C34 C 0.5522(3) -0.0629(4) 0.31677(17) 0.0400(9) Uani 1 1 d . . . H34 H 0.6405 -0.0576 0.3130 0.048 Uiso 1 1 calc R . . C35 C 0.4926(4) -0.1710(4) 0.33078(18) 0.0397(9) Uani 1 1 d . . . H35 H 0.5404 -0.2387 0.3361 0.048 Uiso 1 1 calc R . . C36 C 0.3620(3) -0.1804(3) 0.33715(17) 0.0329(8) Uani 1 1 d . . . H36 H 0.3213 -0.2538 0.3469 0.039 Uiso 1 1 calc R . . C37 C 0.5487(6) 0.5344(5) 0.1969(3) 0.089(2) Uani 1 1 d D . . C38 C 0.6485(6) 0.4759(5) 0.1761(3) 0.0858(19) Uani 1 1 d D . . H38 H 0.6788 0.5023 0.1414 0.103 Uiso 1 1 calc R . . C39 C 0.6996(6) 0.3851(5) 0.2044(3) 0.091(2) Uani 1 1 d D . . H39 H 0.7670 0.3471 0.1910 0.109 Uiso 1 1 calc R . . C40 C 0.6507(7) 0.3481(7) 0.2541(3) 0.096(2) Uani 1 1 d D . . H40 H 0.6882 0.2839 0.2744 0.115 Uiso 1 1 calc R . . C41 C 0.5545(7) 0.3953(6) 0.2762(4) 0.102(2) Uani 1 1 d D . . H41 H 0.5235 0.3643 0.3098 0.123 Uiso 1 1 calc R . . C42 C 0.5048(6) 0.4882(6) 0.2482(3) 0.0791(18) Uani 1 1 d D . . H42 H 0.4381 0.5245 0.2631 0.095 Uiso 1 1 calc R . . C43 C 0.5044(8) 0.6371(8) 0.1695(4) 0.157(4) Uani 1 1 d D . . H43A H 0.5790 0.6950 0.1682 0.235 Uiso 1 1 calc R . . H43B H 0.4479 0.6739 0.1935 0.235 Uiso 1 1 calc R . . H43C H 0.4556 0.6137 0.1279 0.235 Uiso 1 1 calc R . . C44 C 0.6737(11) 0.4540(9) 0.5318(4) 0.140(5) Uani 1 1 d D . . C45 C 0.7545(8) 0.4541(7) 0.4927(4) 0.113(3) Uani 1 1 d D . . H45 H 0.8155 0.5225 0.4942 0.136 Uiso 1 1 calc R . . C46 C 0.7534(8) 0.3644(8) 0.4524(4) 0.103(2) Uani 1 1 d D . . H46 H 0.8159 0.3688 0.4271 0.123 Uiso 1 1 calc R . . C47 C 0.6663(9) 0.2655(6) 0.4454(3) 0.100(2) Uani 1 1 d D . . H47 H 0.6694 0.2012 0.4163 0.120 Uiso 1 1 calc R . . C48 C 0.5732(8) 0.2584(8) 0.4808(5) 0.123(4) Uani 1 1 d D . . H48 H 0.5083 0.1920 0.4755 0.148 Uiso 1 1 calc R . . C49 C 0.5788(8) 0.3555(11) 0.5258(4) 0.120(4) Uani 1 1 d D . . H49 H 0.5178 0.3534 0.5518 0.144 Uiso 1 1 calc R . . C50 C 0.6874(14) 0.5553(11) 0.5777(5) 0.339(13) Uani 1 1 d D . . H50A H 0.7789 0.5731 0.5981 0.508 Uiso 1 1 calc R . . H50B H 0.6353 0.5347 0.6080 0.508 Uiso 1 1 calc R . . H50C H 0.6572 0.6260 0.5578 0.508 Uiso 1 1 calc R . . C51 C 0.2321(8) 0.4319(8) -0.0296(4) 0.076(3) Uiso 0.621(9) 1 d PD A -1 C52 C 0.3450(11) 0.4278(10) 0.0116(6) 0.0705(15) Uiso 0.621(9) 1 d PD A -1 H52 H 0.3798 0.4957 0.0393 0.085 Uiso 0.621(9) 1 calc PR A -1 C53 C 0.4087(9) 0.3269(8) 0.0136(4) 0.079(3) Uiso 0.621(9) 1 d PD A -1 H53 H 0.4874 0.3253 0.0426 0.094 Uiso 0.621(9) 1 calc PR A -1 C54 C 0.3590(10) 0.2269(9) -0.0265(4) 0.083(3) Uiso 0.621(9) 1 d PD A -1 H54 H 0.4022 0.1562 -0.0238 0.100 Uiso 0.621(9) 1 calc PR A -1 C55 C 0.2504(10) 0.2293(9) -0.0690(5) 0.080(3) Uiso 0.621(9) 1 d PD A -1 H55 H 0.2191 0.1622 -0.0977 0.096 Uiso 0.621(9) 1 calc PR A -1 C56 C 0.1846(12) 0.3303(8) -0.0705(5) 0.078(3) Uiso 0.621(9) 1 d PD A -1 H56 H 0.1060 0.3311 -0.0996 0.094 Uiso 0.621(9) 1 calc PR A -1 C57 C 0.1652(11) 0.5414(10) -0.0321(6) 0.118(5) Uiso 0.621(9) 1 d PD A -1 H57A H 0.2166 0.6041 -0.0025 0.177 Uiso 0.621(9) 1 calc PR A -1 H57B H 0.0794 0.5239 -0.0222 0.177 Uiso 0.621(9) 1 calc PR A -1 H57C H 0.1551 0.5693 -0.0733 0.177 Uiso 0.621(9) 1 calc PR A -1 C51F C 0.3379(11) 0.3078(11) -0.0225(5) 0.069(4) Uiso 0.379(9) 1 d PD A -2 C52F C 0.3463(17) 0.4165(13) 0.0103(9) 0.0705(15) Uiso 0.379(9) 1 d PD A -2 H52F H 0.4184 0.4401 0.0428 0.085 Uiso 0.379(9) 1 calc PR A -2 C53F C 0.2497(14) 0.4919(14) -0.0040(7) 0.088(5) Uiso 0.379(9) 1 d PD A -2 H53F H 0.2560 0.5685 0.0175 0.105 Uiso 0.379(9) 1 calc PR A -2 C54F C 0.1439(16) 0.4532(15) -0.0504(7) 0.103(6) Uiso 0.379(9) 1 d PD A -2 H54F H 0.0770 0.5041 -0.0604 0.123 Uiso 0.379(9) 1 calc PR A -2 C55F C 0.1333(16) 0.3448(14) -0.0817(8) 0.089(6) Uiso 0.379(9) 1 d PD A -2 H55F H 0.0597 0.3206 -0.1134 0.107 Uiso 0.379(9) 1 calc PR A -2 C56F C 0.2279(12) 0.2700(14) -0.0681(6) 0.060(4) Uiso 0.379(9) 1 d PD A -2 H56F H 0.2192 0.1928 -0.0893 0.072 Uiso 0.379(9) 1 calc PR A -2 C57F C 0.4444(14) 0.2311(12) -0.0090(7) 0.086(5) Uiso 0.379(9) 1 d PD A -2 H57D H 0.5239 0.2804 0.0122 0.129 Uiso 0.379(9) 1 calc PR A -2 H57E H 0.4589 0.1930 -0.0472 0.129 Uiso 0.379(9) 1 calc PR A -2 H57F H 0.4212 0.1689 0.0171 0.129 Uiso 0.379(9) 1 calc PR A -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 W1 0.02173(7) 0.02978(7) 0.02126(7) 0.00060(5) 0.00490(5) 0.00285(5) S1 0.0391(5) 0.0343(5) 0.0316(5) -0.0042(4) 0.0111(4) 0.0094(4) S2 0.0222(4) 0.0551(6) 0.0316(5) 0.0077(4) 0.0034(4) 0.0070(4) S3 0.0280(4) 0.0267(4) 0.0240(4) -0.0006(3) 0.0056(3) 0.0018(3) S4 0.0319(5) 0.0539(6) 0.0304(5) 0.0027(4) 0.0138(4) 0.0101(4) S5 0.0241(4) 0.0425(5) 0.0267(4) 0.0027(4) 0.0016(3) -0.0053(4) S6 0.0266(4) 0.0292(4) 0.0258(4) -0.0008(3) 0.0022(3) -0.0014(3) P1 0.0234(4) 0.0261(4) 0.0227(4) 0.0006(3) 0.0045(3) 0.0029(3) P2 0.0210(4) 0.0288(4) 0.0195(4) -0.0016(3) 0.0037(3) -0.0001(3) C1 0.0307(18) 0.0255(17) 0.035(2) 0.0011(14) 0.0027(15) 0.0024(14) C2 0.037(2) 0.0285(18) 0.033(2) -0.0033(15) 0.0056(16) 0.0046(15) C3 0.065(3) 0.034(2) 0.055(3) -0.0092(19) 0.017(2) 0.0097(19) C4 0.069(3) 0.026(2) 0.076(3) 0.003(2) 0.017(3) 0.0064(19) C5 0.063(3) 0.034(2) 0.064(3) 0.014(2) 0.012(2) -0.0011(19) C6 0.046(2) 0.035(2) 0.044(2) 0.0047(17) 0.0104(19) 0.0040(17) C7 0.0301(18) 0.0295(17) 0.0248(17) 0.0002(14) 0.0027(14) 0.0069(14) C8 0.0328(19) 0.0322(18) 0.0280(18) 0.0022(15) 0.0001(15) 0.0052(14) C9 0.036(2) 0.060(3) 0.035(2) 0.0013(19) -0.0029(17) 0.0033(19) C10 0.051(3) 0.077(3) 0.030(2) 0.001(2) -0.009(2) 0.003(2) C11 0.056(3) 0.065(3) 0.025(2) 0.0013(19) 0.0033(19) 0.006(2) C12 0.040(2) 0.045(2) 0.032(2) 0.0026(17) 0.0083(17) 0.0058(17) C13 0.0264(17) 0.0328(18) 0.0215(16) -0.0010(13) 0.0049(13) 0.0058(13) C14 0.0241(16) 0.0333(18) 0.0192(16) -0.0030(13) 0.0044(13) 0.0021(13) C15 0.0296(18) 0.0370(19) 0.0291(19) -0.0009(15) 0.0016(15) 0.0090(15) C16 0.0266(18) 0.059(3) 0.034(2) -0.0033(18) 0.0068(16) 0.0130(17) C17 0.0254(18) 0.055(2) 0.039(2) 0.0026(18) 0.0095(16) 0.0017(16) C18 0.0290(18) 0.039(2) 0.0303(19) 0.0059(15) 0.0064(15) 0.0022(15) C19 0.0279(17) 0.0311(17) 0.0197(16) -0.0019(13) 0.0052(13) -0.0057(13) C20 0.0354(19) 0.0332(18) 0.0242(17) -0.0007(14) 0.0099(15) -0.0036(14) C21 0.055(3) 0.044(2) 0.033(2) -0.0057(17) 0.0196(19) 0.0022(18) C22 0.064(3) 0.055(3) 0.028(2) -0.0150(19) 0.015(2) -0.006(2) C23 0.052(3) 0.060(3) 0.0226(19) -0.0026(18) -0.0005(18) -0.004(2) C24 0.039(2) 0.043(2) 0.0254(19) 0.0012(16) 0.0029(16) -0.0012(16) C25 0.0269(17) 0.0313(17) 0.0237(17) -0.0030(14) 0.0084(14) -0.0013(13) C26 0.0272(17) 0.0308(18) 0.0263(18) -0.0026(14) 0.0064(14) -0.0035(14) C27 0.0320(19) 0.043(2) 0.035(2) -0.0047(17) 0.0056(16) -0.0142(16) C28 0.044(2) 0.035(2) 0.043(2) 0.0007(17) 0.0107(19) -0.0114(17) C29 0.050(2) 0.037(2) 0.035(2) 0.0088(17) 0.0084(18) 0.0012(17) C30 0.0314(19) 0.038(2) 0.0289(19) 0.0010(15) 0.0040(15) 0.0004(15) C31 0.0193(15) 0.0348(18) 0.0222(16) -0.0015(13) 0.0017(13) 0.0008(13) C32 0.0240(16) 0.0334(18) 0.0208(16) 0.0001(13) 0.0017(13) -0.0003(13) C33 0.0241(17) 0.047(2) 0.0281(19) -0.0009(16) 0.0041(14) -0.0031(15) C34 0.0191(17) 0.068(3) 0.032(2) 0.0002(19) 0.0027(15) 0.0058(17) C35 0.0313(19) 0.049(2) 0.038(2) -0.0024(18) 0.0033(17) 0.0127(17) C36 0.0319(19) 0.0341(19) 0.0316(19) 0.0020(15) 0.0039(15) 0.0041(15) C37 0.081(4) 0.035(3) 0.120(6) 0.000(3) -0.047(4) -0.005(3) C38 0.068(4) 0.068(4) 0.109(5) -0.029(4) 0.005(4) -0.002(3) C39 0.063(4) 0.067(4) 0.129(6) -0.026(4) 0.001(4) -0.007(3) C40 0.064(4) 0.110(6) 0.100(6) -0.006(4) 0.006(4) -0.026(4) C41 0.093(5) 0.081(5) 0.111(6) 0.002(4) -0.015(5) -0.027(4) C42 0.059(3) 0.073(4) 0.093(5) -0.029(4) 0.008(3) -0.016(3) C43 0.116(7) 0.159(9) 0.161(9) -0.019(7) -0.034(6) -0.013(6) C44 0.181(11) 0.171(10) 0.060(5) -0.009(6) -0.035(6) 0.131(9) C45 0.128(7) 0.067(5) 0.118(7) 0.019(5) -0.046(6) 0.018(4) C46 0.113(6) 0.110(6) 0.090(6) 0.054(5) 0.014(5) 0.025(5) C47 0.130(7) 0.076(5) 0.079(5) 0.010(4) -0.026(5) 0.027(4) C48 0.085(6) 0.105(6) 0.164(10) 0.085(6) -0.025(6) -0.005(5) C49 0.084(6) 0.202(11) 0.094(7) 0.085(7) 0.020(5) 0.067(6) C50 0.45(2) 0.311(16) 0.172(11) -0.147(11) -0.212(13) 0.304(17) _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 S1 2.4625(12) . ? W1 S3 2.4711(9) . ? W1 P2 2.4886(10) . ? W1 S2 2.4969(11) . ? W1 S5 2.5019(11) . ? W1 P1 2.5026(10) . ? W1 S6 2.5069(11) . ? W1 S4 2.5645(11) . ? S1 C2 1.763(4) . ? S2 C8 1.754(4) . ? S3 C14 1.773(3) . ? S4 C20 1.768(4) . ? S5 C26 1.759(4) . ? S6 C32 1.771(3) . ? P1 C1 1.798(3) . ? P1 C7 1.802(3) . ? P1 C13 1.806(3) . ? P2 C25 1.795(3) . ? P2 C31 1.799(3) . ? P2 C19 1.805(3) . ? C1 C6 1.392(5) . ? C1 C2 1.394(5) . ? C2 C3 1.400(5) . ? C3 C4 1.354(6) . ? C4 C5 1.380(7) . ? C5 C6 1.394(6) . ? C7 C12 1.392(5) . ? C7 C8 1.398(5) . ? C8 C9 1.391(5) . ? C9 C10 1.378(6) . ? C10 C11 1.379(6) . ? C11 C12 1.382(5) . ? C13 C18 1.387(5) . ? C13 C14 1.392(5) . ? C14 C15 1.388(5) . ? C15 C16 1.385(5) . ? C16 C17 1.383(6) . ? C17 C18 1.377(5) . ? C19 C24 1.387(5) . ? C19 C20 1.389(5) . ? C20 C21 1.391(5) . ? C21 C22 1.379(6) . ? C22 C23 1.370(6) . ? C23 C24 1.399(5) . ? C25 C30 1.393(5) . ? C25 C26 1.396(5) . ? C26 C27 1.393(5) . ? C27 C28 1.381(6) . ? C28 C29 1.383(5) . ? C29 C30 1.378(5) . ? C31 C36 1.386(5) . ? C31 C32 1.404(5) . ? C32 C33 1.381(5) . ? C33 C34 1.391(5) . ? C34 C35 1.380(6) . ? C35 C36 1.394(5) . ? C37 C43 1.396(8) . ? C37 C42 1.414(8) . ? C37 C38 1.414(8) . ? C38 C39 1.318(7) . ? C39 C40 1.371(8) . ? C40 C41 1.337(8) . ? C41 C42 1.327(7) . ? C44 C45 1.325(10) . ? C44 C49 1.388(10) . ? C44 C50 1.447(10) . ? C45 C46 1.295(8) . ? C46 C47 1.340(8) . ? C47 C48 1.365(9) . ? C48 C49 1.413(9) . ? C51 C52 1.349(10) . ? C51 C56 1.392(10) . ? C51 C57 1.455(11) . ? C52 C53 1.352(10) . ? C53 C54 1.373(10) . ? C54 C55 1.327(10) . ? C55 C56 1.366(10) . ? C51F C52F 1.357(12) . ? C51F C56F 1.385(12) . ? C51F C57F 1.458(13) . ? C52F C53F 1.371(13) . ? C53F C54F 1.368(13) . ? C54F C55F 1.336(13) . ? C55F C56F 1.349(12) . ? 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 S1 W1 S3 146.43(3) . . ? S1 W1 P2 118.17(3) . . ? S3 W1 P2 78.52(4) . . ? S1 W1 S2 87.07(3) . . ? S3 W1 S2 93.79(4) . . ? P2 W1 S2 144.69(3) . . ? S1 W1 S5 136.00(3) . . ? S3 W1 S5 73.65(4) . . ? P2 W1 S5 76.95(3) . . ? S2 W1 S5 67.85(3) . . ? S1 W1 P1 77.55(3) . . ? S3 W1 P1 70.27(3) . . ? P2 W1 P1 131.06(3) . . ? S2 W1 P1 75.47(4) . . ? S5 W1 P1 125.68(3) . . ? S1 W1 S6 74.37(3) . . ? S3 W1 S6 87.41(3) . . ? P2 W1 S6 68.09(3) . . ? S2 W1 S6 146.68(3) . . ? S5 W1 S6 142.95(3) . . ? P1 W1 S6 73.65(3) . . ? S1 W1 S4 69.33(3) . . ? S3 W1 S4 143.01(3) . . ? P2 W1 S4 71.28(3) . . ? S2 W1 S4 98.60(4) . . ? S5 W1 S4 79.06(3) . . ? P1 W1 S4 146.65(3) . . ? S6 W1 S4 100.26(4) . . ? C2 S1 W1 111.52(12) . . ? C8 S2 W1 110.99(12) . . ? C14 S3 W1 109.14(11) . . ? C20 S4 W1 106.51(12) . . ? C26 S5 W1 111.11(11) . . ? C32 S6 W1 108.73(11) . . ? C1 P1 C7 104.20(16) . . ? C1 P1 C13 112.38(16) . . ? C7 P1 C13 105.93(15) . . ? C1 P1 W1 112.99(12) . . ? C7 P1 W1 111.37(12) . . ? C13 P1 W1 109.65(12) . . ? C25 P2 C31 112.34(16) . . ? C25 P2 C19 104.47(15) . . ? C31 P2 C19 105.22(15) . . ? C25 P2 W1 113.85(12) . . ? C31 P2 W1 110.85(12) . . ? C19 P2 W1 109.51(12) . . ? C6 C1 C2 121.1(3) . . ? C6 C1 P1 124.0(3) . . ? C2 C1 P1 114.6(3) . . ? C1 C2 C3 117.8(4) . . ? C1 C2 S1 123.1(3) . . ? C3 C2 S1 119.0(3) . . ? C4 C3 C2 121.1(4) . . ? C3 C4 C5 121.4(4) . . ? C4 C5 C6 119.3(4) . . ? C1 C6 C5 119.3(4) . . ? C12 C7 C8 120.5(3) . . ? C12 C7 P1 125.0(3) . . ? C8 C7 P1 114.3(3) . . ? C9 C8 C7 119.1(4) . . ? C9 C8 S2 119.6(3) . . ? C7 C8 S2 121.2(3) . . ? C10 C9 C8 119.7(4) . . ? C9 C10 C11 121.2(4) . . ? C10 C11 C12 119.9(4) . . ? C11 C12 C7 119.5(4) . . ? C18 C13 C14 120.3(3) . . ? C18 C13 P1 129.3(3) . . ? C14 C13 P1 110.5(2) . . ? C15 C14 C13 120.4(3) . . ? C15 C14 S3 121.5(3) . . ? C13 C14 S3 118.1(2) . . ? C16 C15 C14 118.9(3) . . ? C17 C16 C15 120.4(3) . . ? C18 C17 C16 121.0(3) . . ? C17 C18 C13 119.0(3) . . ? C24 C19 C20 121.5(3) . . ? C24 C19 P2 125.0(3) . . ? C20 C19 P2 113.4(3) . . ? C19 C20 C21 119.3(4) . . ? C19 C20 S4 118.2(3) . . ? C21 C20 S4 122.3(3) . . ? C22 C21 C20 119.1(4) . . ? C23 C22 C21 121.8(4) . . ? C22 C23 C24 119.9(4) . . ? C19 C24 C23 118.5(4) . . ? C30 C25 C26 120.5(3) . . ? C30 C25 P2 124.2(3) . . ? C26 C25 P2 115.0(3) . . ? C27 C26 C25 118.8(3) . . ? C27 C26 S5 118.8(3) . . ? C25 C26 S5 122.3(3) . . ? C28 C27 C26 120.2(4) . . ? C27 C28 C29 120.7(3) . . ? C30 C29 C28 119.9(4) . . ? C29 C30 C25 119.9(3) . . ? C36 C31 C32 120.7(3) . . ? C36 C31 P2 130.2(3) . . ? C32 C31 P2 109.1(2) . . ? C33 C32 C31 120.0(3) . . ? C33 C32 S6 123.0(3) . . ? C31 C32 S6 116.9(2) . . ? C32 C33 C34 119.2(3) . . ? C35 C34 C33 120.9(3) . . ? C34 C35 C36 120.5(3) . . ? C31 C36 C35 118.8(3) . . ? C43 C37 C42 123.2(7) . . ? C43 C37 C38 120.0(8) . . ? C42 C37 C38 116.6(5) . . ? C39 C38 C37 121.2(7) . . ? C38 C39 C40 117.4(7) . . ? C41 C40 C39 125.8(8) . . ? C42 C41 C40 116.6(8) . . ? C41 C42 C37 122.3(6) . . ? C45 C44 C49 117.2(8) . . ? C45 C44 C50 119.3(13) . . ? C49 C44 C50 123.5(13) . . ? C46 C45 C44 123.2(8) . . ? C45 C46 C47 122.3(8) . . ? C46 C47 C48 119.8(7) . . ? C47 C48 C49 117.0(7) . . ? C44 C49 C48 120.4(8) . . ? C52 C51 C56 118.0(9) . . ? C52 C51 C57 120.4(9) . . ? C56 C51 C57 121.6(9) . . ? C51 C52 C53 120.7(10) . . ? C52 C53 C54 120.3(10) . . ? C55 C54 C53 120.6(10) . . ? C54 C55 C56 119.3(10) . . ? C55 C56 C51 121.1(10) . . ? C52F C51F C56F 119.9(12) . . ? C52F C51F C57F 119.6(11) . . ? C56F C51F C57F 120.5(10) . . ? C51F C52F C53F 120.1(14) . . ? C54F C53F C52F 118.5(15) . . ? C55F C54F C53F 121.7(15) . . ? C54F C55F C56F 120.3(15) . . ? C55F C56F C51F 119.5(13) . . ? _diffrn_measured_fraction_theta_max 0.889 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.862 _refine_diff_density_min -0.773 _refine_diff_density_rms 0.098 # Attachment 's038fin_new_ccdc_665610.cif' data_s038_fin _database_code_depnum_ccdc_archive 'CCDC 665610' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H40 B Cl4 F4 P3 S9 W2' _chemical_formula_weight 1690.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' P P 0.1023 0.0942 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.2601(15) _cell_length_b 14.6295(15) _cell_length_c 15.1780(17) _cell_angle_alpha 72.088(12) _cell_angle_beta 81.358(13) _cell_angle_gamma 74.814(12) _cell_volume 2899.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 206(2) _cell_measurement_reflns_used 5461 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 24.40 _exptl_crystal_description 'thin rhombus ' _exptl_crystal_colour 'dark violet' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.937 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1644 _exptl_absorpt_coefficient_mu 4.609 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.6704 _exptl_absorpt_correction_T_max 0.8858 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 206(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 'Stoe IPDS area detector' _diffrn_measurement_method '\f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15937 _diffrn_reflns_av_R_equivalents 0.0929 _diffrn_reflns_av_sigmaI/netI 0.3006 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 23.25 _reflns_number_total 7890 _reflns_number_gt 3072 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE IPDS software' _computing_cell_refinement 'STOE IPDS software' _computing_data_reduction 'STOE IPDS software, STOE X-RED' _computing_structure_solution SHELXS-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (L. J. Farrugia, 1997)' _computing_publication_material 'WINGX (L.J. Farrugia,1999)' _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. As one can gather from the extremely small crystal dimensions, the diffraction of the sample was relatively poor, although we choose long exposure times and collected data for nearly 2 days. To prevent some atoms from becoming a non positive definite, an isotropic refinement of all carbon and solvent atoms was applied. ; _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^)+(0.0296P)^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 7890 _refine_ls_number_parameters 412 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1326 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1163 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 0.636 _refine_ls_restrained_S_all 0.636 _refine_ls_shift/su_max 0.001 _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 W1 W 0.86516(6) 0.95001(7) 0.31103(5) 0.0359(3) Uani 1 1 d . . . W2 W 0.76340(5) 0.78847(7) 0.41342(5) 0.0351(3) Uani 1 1 d . . . S1 S 0.9112(3) 0.9110(4) 0.1676(3) 0.0410(13) Uani 1 1 d . . . S2 S 1.0140(3) 0.9918(4) 0.3184(4) 0.0461(15) Uani 1 1 d . . . S3 S 0.7736(3) 1.0696(4) 0.3928(3) 0.0455(14) Uani 1 1 d . . . S4 S 0.9404(3) 0.7676(4) 0.3589(3) 0.0355(13) Uani 1 1 d . . . S5 S 0.6941(3) 0.9432(4) 0.2964(3) 0.0357(13) Uani 1 1 d . . . S6 S 0.6119(3) 0.7280(4) 0.4306(3) 0.0463(15) Uani 1 1 d . . . S7 S 0.8517(3) 0.8722(4) 0.4860(3) 0.0371(13) Uani 1 1 d . . . S8 S 0.8497(4) 0.6007(5) 0.4452(4) 0.0467(15) Uani 1 1 d . . . S9 S 0.6288(3) 0.8942(4) 0.4899(3) 0.0415(13) Uani 1 1 d . . . P1 P 0.8315(3) 1.1120(4) 0.1943(4) 0.0392(14) Uani 1 1 d . . . P2 P 0.7681(3) 0.7306(4) 0.2728(3) 0.0354(13) Uani 1 1 d . . . P3 P 0.7773(3) 0.6974(4) 0.5809(4) 0.0382(14) Uani 1 1 d . . . F1 F 0.8678(10) 0.5198(11) 0.0305(10) 0.100(5) Uani 1 1 d . . . F2 F 0.7285(10) 0.6261(11) 0.0103(10) 0.098(5) Uani 1 1 d . . . F3 F 0.7364(11) 0.4658(13) 0.0600(12) 0.122(6) Uani 1 1 d . . . F4 F 0.7798(12) 0.5380(11) -0.0847(9) 0.121(6) Uani 1 1 d . . . C1 C 0.8294(12) 1.1042(15) 0.0785(12) 0.042(5) Uiso 1 1 d . . . C2 C 0.8712(12) 1.0085(14) 0.0707(12) 0.038(5) Uiso 1 1 d . . . C3 C 0.8772(14) 0.9852(17) -0.0175(14) 0.060(6) Uiso 1 1 d . . . H3 H 0.9041 0.9214 -0.0238 0.072 Uiso 1 1 calc R . . C4 C 0.8405(12) 1.0638(14) -0.0908(12) 0.042(5) Uiso 1 1 d . . . H4 H 0.8400 1.0517 -0.1481 0.051 Uiso 1 1 calc R . . C5 C 0.8032(12) 1.1619(15) -0.0846(13) 0.050(5) Uiso 1 1 d . . . H5 H 0.7810 1.2126 -0.1376 0.061 Uiso 1 1 calc R . . C6 C 0.7994(13) 1.1829(17) -0.0041(13) 0.056(6) Uiso 1 1 d . . . H6 H 0.7775 1.2485 -0.0012 0.067 Uiso 1 1 calc R . . C7 C 0.9323(13) 1.1718(17) 0.1892(14) 0.046(5) Uiso 1 1 d . . . C8 C 1.0112(13) 1.1068(15) 0.2403(13) 0.044(5) Uiso 1 1 d . . . C9 C 1.0965(15) 1.1488(18) 0.2250(15) 0.058(6) Uiso 1 1 d . . . H9 H 1.1527 1.1137 0.2564 0.069 Uiso 1 1 calc R . . C10 C 1.0930(16) 1.2384(19) 0.1653(15) 0.067(7) Uiso 1 1 d . . . H10 H 1.1504 1.2615 0.1551 0.080 Uiso 1 1 calc R . . C11 C 1.0199(14) 1.2975(18) 0.1198(14) 0.056(6) Uiso 1 1 d . . . H11 H 1.0242 1.3601 0.0801 0.067 Uiso 1 1 calc R . . C12 C 0.9328(15) 1.2629(18) 0.1329(14) 0.060(6) Uiso 1 1 d . . . H12 H 0.8770 1.3028 0.1028 0.072 Uiso 1 1 calc R . . C13 C 0.7182(11) 1.1901(13) 0.2241(11) 0.033(4) Uiso 1 1 d . . . C14 C 0.6942(12) 1.1654(14) 0.3181(12) 0.043(5) Uiso 1 1 d . . . C15 C 0.6063(12) 1.2139(14) 0.3551(13) 0.048(5) Uiso 1 1 d . . . H15 H 0.5889 1.1960 0.4193 0.058 Uiso 1 1 calc R . . C16 C 0.5465(13) 1.2881(15) 0.2955(12) 0.047(5) Uiso 1 1 d . . . H16 H 0.4884 1.3229 0.3198 0.056 Uiso 1 1 calc R . . C17 C 0.5683(13) 1.3127(15) 0.2032(13) 0.051(5) Uiso 1 1 d . . . H17 H 0.5249 1.3627 0.1636 0.061 Uiso 1 1 calc R . . C18 C 0.6517(14) 1.2660(16) 0.1679(15) 0.058(6) Uiso 1 1 d . . . H18 H 0.6665 1.2846 0.1033 0.069 Uiso 1 1 calc R . . C19 C 0.8898(12) 0.6889(14) 0.2306(12) 0.041(5) Uiso 1 1 d . . . C20 C 0.9652(11) 0.7082(13) 0.2685(11) 0.034(4) Uiso 1 1 d . . . C21 C 1.0636(12) 0.6739(14) 0.2423(12) 0.042(5) Uiso 1 1 d . . . H21 H 1.1126 0.6822 0.2723 0.050 Uiso 1 1 calc R . . C22 C 1.0884(12) 0.6278(13) 0.1719(11) 0.038(4) Uiso 1 1 d . . . H22 H 1.1540 0.6059 0.1524 0.046 Uiso 1 1 calc R . . C23 C 1.0140(13) 0.6147(15) 0.1313(13) 0.052(5) Uiso 1 1 d . . . H23 H 1.0304 0.5836 0.0835 0.063 Uiso 1 1 calc R . . C24 C 0.9213(11) 0.6441(13) 0.1567(11) 0.035(4) Uiso 1 1 d . . . H24 H 0.8741 0.6353 0.1249 0.042 Uiso 1 1 calc R . . C25 C 0.7075(12) 0.8313(15) 0.1776(12) 0.043(5) Uiso 1 1 d . . . C26 C 0.6785(11) 0.9204(14) 0.1902(11) 0.031(4) Uiso 1 1 d . . . C27 C 0.6409(12) 1.0017(14) 0.1208(11) 0.041(5) Uiso 1 1 d . . . H27 H 0.6266 1.0655 0.1282 0.049 Uiso 1 1 calc R . . C28 C 0.6245(12) 0.9861(15) 0.0384(12) 0.044(5) Uiso 1 1 d . . . H28 H 0.5968 1.0403 -0.0097 0.053 Uiso 1 1 calc R . . C29 C 0.6474(12) 0.8954(14) 0.0268(13) 0.045(5) Uiso 1 1 d . . . H29 H 0.6337 0.8868 -0.0284 0.054 Uiso 1 1 calc R . . C30 C 0.6909(12) 0.8144(15) 0.0948(12) 0.049(5) Uiso 1 1 d . . . H30 H 0.7088 0.7509 0.0864 0.058 Uiso 1 1 calc R . . C31 C 0.7022(11) 0.6321(13) 0.2990(11) 0.032(4) Uiso 1 1 d . . . C32 C 0.6310(12) 0.6381(14) 0.3710(12) 0.039(5) Uiso 1 1 d . . . C33 C 0.5704(13) 0.5712(15) 0.3938(13) 0.049(5) Uiso 1 1 d . . . H33 H 0.5190 0.5746 0.4401 0.059 Uiso 1 1 calc R . . C34 C 0.5875(15) 0.5008(17) 0.3472(14) 0.066(6) Uiso 1 1 d . . . H34 H 0.5486 0.4544 0.3650 0.079 Uiso 1 1 calc R . . C35 C 0.6536(14) 0.4951(16) 0.2811(14) 0.057(6) Uiso 1 1 d . . . H35 H 0.6624 0.4464 0.2503 0.069 Uiso 1 1 calc R . . C36 C 0.7125(13) 0.5633(15) 0.2556(13) 0.048(5) Uiso 1 1 d . . . H36 H 0.7609 0.5604 0.2064 0.058 Uiso 1 1 calc R . . C37 C 0.9026(12) 0.6911(15) 0.6030(12) 0.043(5) Uiso 1 1 d . . . C38 C 0.9383(11) 0.7736(13) 0.5511(11) 0.033(4) Uiso 1 1 d . . . C39 C 1.0316(13) 0.7792(16) 0.5642(13) 0.047(5) Uiso 1 1 d . . . H39 H 1.0565 0.8344 0.5302 0.056 Uiso 1 1 calc R . . C40 C 1.0865(13) 0.7021(15) 0.6279(12) 0.045(5) Uiso 1 1 d . . . H40 H 1.1476 0.7074 0.6394 0.054 Uiso 1 1 calc R . . C41 C 1.0544(14) 0.6185(17) 0.6747(14) 0.061(6) Uiso 1 1 d . . . H41 H 1.0963 0.5653 0.7130 0.073 Uiso 1 1 calc R . . C42 C 0.9578(12) 0.6104(15) 0.6663(12) 0.045(5) Uiso 1 1 d . . . H42 H 0.9334 0.5550 0.7007 0.054 Uiso 1 1 calc R . . C43 C 0.7533(12) 0.5799(14) 0.6089(12) 0.041(5) Uiso 1 1 d . . . C44 C 0.7849(13) 0.5324(15) 0.5408(12) 0.046(5) Uiso 1 1 d . . . C45 C 0.7677(15) 0.4425(18) 0.5448(15) 0.060(6) Uiso 1 1 d . . . H45 H 0.7908 0.4127 0.4965 0.072 Uiso 1 1 calc R . . C46 C 0.7137(14) 0.3975(17) 0.6250(14) 0.060(6) Uiso 1 1 d . . . H46 H 0.6979 0.3380 0.6282 0.072 Uiso 1 1 calc R . . C47 C 0.6835(15) 0.4372(17) 0.6983(16) 0.066(6) Uiso 1 1 d . . . H47 H 0.6497 0.4044 0.7517 0.080 Uiso 1 1 calc R . . C48 C 0.7041(12) 0.5277(15) 0.6918(13) 0.043(5) Uiso 1 1 d . . . H48 H 0.6855 0.5548 0.7422 0.051 Uiso 1 1 calc R . . C49 C 0.6985(11) 0.7671(14) 0.6528(11) 0.036(4) Uiso 1 1 d . . . C50 C 0.6352(11) 0.8534(13) 0.6140(11) 0.035(4) Uiso 1 1 d . . . C51 C 0.5761(13) 0.9099(15) 0.6663(13) 0.048(5) Uiso 1 1 d . . . H51 H 0.5339 0.9694 0.6373 0.058 Uiso 1 1 calc R . . C52 C 0.5780(14) 0.8800(17) 0.7609(14) 0.065(6) Uiso 1 1 d . . . H52 H 0.5390 0.9207 0.7962 0.078 Uiso 1 1 calc R . . C53 C 0.6357(12) 0.7920(15) 0.8044(13) 0.047(5) Uiso 1 1 d . . . H53 H 0.6336 0.7702 0.8696 0.056 Uiso 1 1 calc R . . C54 C 0.6968(13) 0.7358(15) 0.7527(13) 0.049(5) Uiso 1 1 d . . . H54 H 0.7381 0.6760 0.7826 0.058 Uiso 1 1 calc R . . B1 B 0.7786(19) 0.535(2) 0.0023(17) 0.050(7) Uani 1 1 d . . . Cl1 Cl 0.5911(5) 0.4303(5) 0.9319(5) 0.089(2) Uiso 1 1 d D . . Cl2 Cl 0.5232(9) 0.2609(10) 0.9469(8) 0.193(5) Uiso 1 1 d D . . C55 C 0.4892(14) 0.3894(15) 0.9273(19) 0.105(9) Uiso 1 1 d D . . H55A H 0.4631 0.4209 0.8662 0.127 Uiso 1 1 calc R . . H55B H 0.4386 0.4064 0.9747 0.127 Uiso 1 1 calc R . . Cl3 Cl 0.4096(14) 0.8509(16) 0.2348(15) 0.321(9) Uiso 1 1 d D . . Cl4 Cl 0.2675(14) 0.8780(15) 0.3617(13) 0.289(8) Uiso 1 1 d D . . C56 C 0.392(2) 0.856(4) 0.353(2) 0.22(2) Uiso 1 1 d D . . H56A H 0.4222 0.7931 0.3957 0.268 Uiso 1 1 calc R . . H56B H 0.4158 0.9098 0.3605 0.268 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 W1 0.0321(5) 0.0438(8) 0.0315(5) -0.0069(5) -0.0010(4) -0.0134(5) W2 0.0296(5) 0.0474(7) 0.0273(5) -0.0063(5) 0.0006(4) -0.0136(5) S1 0.032(3) 0.054(4) 0.034(3) -0.011(3) 0.002(2) -0.010(2) S2 0.038(3) 0.053(4) 0.047(3) -0.008(3) -0.009(2) -0.015(3) S3 0.046(3) 0.052(4) 0.036(3) -0.011(3) 0.002(2) -0.010(3) S4 0.032(3) 0.039(4) 0.035(3) -0.012(3) -0.003(2) -0.007(2) S5 0.032(3) 0.044(4) 0.032(3) -0.007(3) 0.000(2) -0.015(2) S6 0.040(3) 0.060(4) 0.042(3) -0.011(3) 0.002(2) -0.023(3) S7 0.032(3) 0.045(4) 0.029(3) -0.002(3) -0.003(2) -0.011(2) S8 0.043(3) 0.057(4) 0.038(3) -0.009(3) 0.006(2) -0.018(3) S9 0.033(3) 0.051(4) 0.033(3) -0.005(3) -0.001(2) -0.007(2) P1 0.037(3) 0.042(4) 0.040(3) -0.010(3) 0.000(2) -0.017(3) P2 0.033(3) 0.035(4) 0.035(3) -0.004(3) -0.005(2) -0.008(2) P3 0.034(3) 0.038(4) 0.037(3) 0.001(3) -0.003(2) -0.012(3) F1 0.102(11) 0.115(14) 0.115(12) -0.068(11) -0.017(9) -0.034(9) F2 0.113(11) 0.069(11) 0.108(11) -0.036(10) 0.000(9) -0.007(9) F3 0.119(12) 0.100(15) 0.132(13) 0.022(12) -0.011(10) -0.066(11) F4 0.173(14) 0.109(13) 0.057(9) -0.033(9) -0.030(9) 0.030(11) B1 0.069(18) 0.05(2) 0.040(15) -0.011(15) -0.018(13) -0.017(16) _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 S1 2.374(5) . ? W1 S2 2.384(5) . ? W1 S3 2.441(5) . ? W1 P1 2.462(6) . ? W1 S5 2.512(4) . ? W1 S4 2.518(5) . ? W1 S7 2.547(5) . ? W1 W2 2.9942(14) . ? W2 S5 2.477(5) . ? W2 S6 2.491(5) . ? W2 P3 2.492(5) . ? W2 S4 2.504(4) . ? W2 S9 2.510(5) . ? W2 P2 2.514(5) . ? W2 S7 2.521(5) . ? W2 S8 2.624(6) . ? S1 C2 1.750(18) . ? S2 C8 1.73(2) . ? S3 C14 1.763(18) . ? S4 C20 1.787(16) . ? S5 C26 1.799(16) . ? S6 C32 1.759(18) . ? S7 C38 1.771(17) . ? S8 C44 1.77(2) . ? S9 C50 1.802(17) . ? P1 C1 1.801(17) . ? P1 C13 1.803(16) . ? P1 C7 1.85(2) . ? P2 C19 1.773(17) . ? P2 C31 1.833(18) . ? P2 C25 1.844(18) . ? P3 C43 1.75(2) . ? P3 C49 1.791(17) . ? P3 C37 1.840(17) . ? F1 B1 1.34(2) . ? F2 B1 1.36(3) . ? F3 B1 1.33(3) . ? F4 B1 1.31(2) . ? C1 C2 1.40(2) . ? C1 C6 1.45(2) . ? C2 C3 1.47(2) . ? C3 C4 1.38(2) . ? C4 C5 1.42(2) . ? C5 C6 1.34(2) . ? C7 C12 1.34(3) . ? C7 C8 1.42(2) . ? C8 C9 1.46(3) . ? C9 C10 1.34(3) . ? C10 C11 1.30(3) . ? C11 C12 1.43(3) . ? C13 C14 1.37(2) . ? C13 C18 1.40(2) . ? C14 C15 1.40(2) . ? C15 C16 1.37(2) . ? C16 C17 1.35(2) . ? C17 C18 1.33(2) . ? C19 C20 1.42(2) . ? C19 C24 1.43(2) . ? C20 C21 1.40(2) . ? C21 C22 1.39(2) . ? C22 C23 1.39(2) . ? C23 C24 1.32(2) . ? C25 C26 1.32(2) . ? C25 C30 1.42(2) . ? C26 C27 1.37(2) . ? C27 C28 1.40(2) . ? C28 C29 1.34(2) . ? C29 C30 1.38(2) . ? C31 C36 1.33(2) . ? C31 C32 1.38(2) . ? C32 C33 1.40(2) . ? C33 C34 1.37(2) . ? C34 C35 1.28(2) . ? C35 C36 1.40(3) . ? C37 C38 1.40(2) . ? C37 C42 1.41(2) . ? C38 C39 1.40(2) . ? C39 C40 1.38(2) . ? C40 C41 1.37(2) . ? C41 C42 1.44(2) . ? C43 C44 1.37(2) . ? C43 C48 1.44(3) . ? C44 C45 1.38(3) . ? C45 C46 1.41(3) . ? C46 C47 1.37(3) . ? C47 C48 1.40(3) . ? C49 C50 1.36(2) . ? C49 C54 1.44(2) . ? C50 C51 1.36(2) . ? C51 C52 1.37(2) . ? C52 C53 1.36(3) . ? C53 C54 1.37(2) . ? Cl1 C55 1.728(16) . ? Cl2 C55 1.754(17) . ? Cl3 C56 1.788(19) . ? Cl4 C56 1.715(19) . ? 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 S1 W1 S2 95.32(17) . . ? S1 W1 S3 147.78(17) . . ? S2 W1 S3 91.30(18) . . ? S1 W1 P1 76.39(18) . . ? S2 W1 P1 83.68(18) . . ? S3 W1 P1 73.06(17) . . ? S1 W1 S5 88.37(15) . . ? S2 W1 S5 168.32(19) . . ? S3 W1 S5 79.85(16) . . ? P1 W1 S5 86.44(16) . . ? S1 W1 S4 76.39(17) . . ? S2 W1 S4 92.76(18) . . ? S3 W1 S4 134.82(16) . . ? P1 W1 S4 152.08(16) . . ? S5 W1 S4 98.89(16) . . ? S1 W1 S7 142.60(18) . . ? S2 W1 S7 91.56(16) . . ? S3 W1 S7 68.35(17) . . ? P1 W1 S7 140.98(17) . . ? S5 W1 S7 92.21(15) . . ? S4 W1 S7 66.58(16) . . ? S1 W1 W2 100.02(13) . . ? S2 W1 W2 136.92(14) . . ? S3 W1 W2 96.36(13) . . ? P1 W1 W2 139.02(11) . . ? S5 W1 W2 52.59(12) . . ? S4 W1 W2 53.19(11) . . ? S7 W1 W2 53.38(12) . . ? S5 W2 S6 91.68(17) . . ? S5 W2 P3 147.37(17) . . ? S6 W2 P3 85.33(17) . . ? S5 W2 S4 100.21(16) . . ? S6 W2 S4 147.17(18) . . ? P3 W2 S4 99.70(15) . . ? S5 W2 S9 70.26(15) . . ? S6 W2 S9 71.27(17) . . ? P3 W2 S9 78.07(16) . . ? S4 W2 S9 141.56(16) . . ? S5 W2 P2 77.55(16) . . ? S6 W2 P2 74.07(16) . . ? P3 W2 P2 131.85(18) . . ? S4 W2 P2 78.77(14) . . ? S9 W2 P2 131.15(14) . . ? S5 W2 S7 93.68(16) . . ? S6 W2 S7 142.92(16) . . ? P3 W2 S7 70.82(18) . . ? S4 W2 S7 67.18(15) . . ? S9 W2 S7 76.17(15) . . ? P2 W2 S7 142.79(15) . . ? S5 W2 S8 146.37(16) . . ? S6 W2 S8 83.79(18) . . ? P3 W2 S8 65.64(17) . . ? S4 W2 S8 69.38(18) . . ? S9 W2 S8 137.38(17) . . ? P2 W2 S8 69.15(16) . . ? S7 W2 S8 109.89(16) . . ? S5 W2 W1 53.66(11) . . ? S6 W2 W1 145.27(13) . . ? P3 W2 W1 124.28(13) . . ? S4 W2 W1 53.62(12) . . ? S9 W2 W1 95.56(13) . . ? P2 W2 W1 93.78(12) . . ? S7 W2 W1 54.19(11) . . ? S8 W2 W1 122.81(12) . . ? C2 S1 W1 114.0(6) . . ? C8 S2 W1 106.9(6) . . ? C14 S3 W1 109.8(6) . . ? C20 S4 W2 109.3(5) . . ? C20 S4 W1 115.8(6) . . ? W2 S4 W1 73.19(13) . . ? C26 S5 W2 111.6(6) . . ? C26 S5 W1 113.8(5) . . ? W2 S5 W1 73.75(12) . . ? C32 S6 W2 109.5(6) . . ? C38 S7 W2 103.9(6) . . ? C38 S7 W1 126.4(6) . . ? W2 S7 W1 72.43(12) . . ? C44 S8 W2 108.5(7) . . ? C50 S9 W2 110.5(6) . . ? C1 P1 C13 108.8(8) . . ? C1 P1 C7 105.8(9) . . ? C13 P1 C7 109.0(9) . . ? C1 P1 W1 113.5(7) . . ? C13 P1 W1 111.7(6) . . ? C7 P1 W1 107.8(7) . . ? C19 P2 C31 109.9(8) . . ? C19 P2 C25 107.4(8) . . ? C31 P2 C25 106.3(8) . . ? C19 P2 W2 111.1(6) . . ? C31 P2 W2 110.8(5) . . ? C25 P2 W2 111.1(6) . . ? C43 P3 C49 109.8(9) . . ? C43 P3 C37 111.9(9) . . ? C49 P3 C37 106.2(8) . . ? C43 P3 W2 112.9(6) . . ? C49 P3 W2 110.9(6) . . ? C37 P3 W2 105.0(6) . . ? C2 C1 C6 119.1(16) . . ? C2 C1 P1 112.0(14) . . ? C6 C1 P1 128.6(15) . . ? C1 C2 C3 121.3(17) . . ? C1 C2 S1 121.2(13) . . ? C3 C2 S1 117.4(14) . . ? C4 C3 C2 115.1(19) . . ? C3 C4 C5 123.8(18) . . ? C6 C5 C4 120.7(19) . . ? C5 C6 C1 119.6(19) . . ? C12 C7 C8 125(2) . . ? C12 C7 P1 121.5(16) . . ? C8 C7 P1 112.6(17) . . ? C7 C8 C9 113(2) . . ? C7 C8 S2 128.1(16) . . ? C9 C8 S2 119.2(15) . . ? C10 C9 C8 119(2) . . ? C11 C10 C9 128(2) . . ? C10 C11 C12 117(2) . . ? C7 C12 C11 118(2) . . ? C14 C13 C18 117.2(16) . . ? C14 C13 P1 111.7(13) . . ? C18 C13 P1 131.0(14) . . ? C13 C14 C15 120.7(16) . . ? C13 C14 S3 119.7(13) . . ? C15 C14 S3 119.6(14) . . ? C16 C15 C14 118.2(18) . . ? C17 C16 C15 121.9(18) . . ? C18 C17 C16 120(2) . . ? C17 C18 C13 122.2(19) . . ? C20 C19 C24 114.9(15) . . ? C20 C19 P2 117.6(13) . . ? C24 C19 P2 127.2(13) . . ? C21 C20 C19 121.4(15) . . ? C21 C20 S4 116.5(12) . . ? C19 C20 S4 121.8(12) . . ? C22 C21 C20 119.7(16) . . ? C23 C22 C21 118.3(16) . . ? C24 C23 C22 122.8(18) . . ? C23 C24 C19 122.5(16) . . ? C26 C25 C30 121.0(17) . . ? C26 C25 P2 117.3(13) . . ? C30 C25 P2 121.7(14) . . ? C25 C26 C27 121.8(16) . . ? C25 C26 S5 122.0(14) . . ? C27 C26 S5 116.1(13) . . ? C26 C27 C28 117.5(17) . . ? C29 C28 C27 121.3(18) . . ? C28 C29 C30 121.1(18) . . ? C29 C30 C25 117.1(18) . . ? C36 C31 C32 120.0(18) . . ? C36 C31 P2 128.3(14) . . ? C32 C31 P2 111.6(13) . . ? C31 C32 C33 117.4(17) . . ? C31 C32 S6 122.6(15) . . ? C33 C32 S6 119.9(13) . . ? C34 C33 C32 118.9(19) . . ? C35 C34 C33 123(2) . . ? C34 C35 C36 118(2) . . ? C31 C36 C35 121.9(18) . . ? C38 C37 C42 122.8(16) . . ? C38 C37 P3 114.1(13) . . ? C42 C37 P3 123.1(16) . . ? C37 C38 C39 119.5(17) . . ? C37 C38 S7 115.0(12) . . ? C39 C38 S7 124.8(16) . . ? C40 C39 C38 119(2) . . ? C41 C40 C39 121.9(19) . . ? C40 C41 C42 121(2) . . ? C37 C42 C41 115(2) . . ? C44 C43 C48 116.4(18) . . ? C44 C43 P3 114.5(15) . . ? C48 C43 P3 129.2(14) . . ? C43 C44 C45 124.5(19) . . ? C43 C44 S8 112.3(15) . . ? C45 C44 S8 123.2(15) . . ? C44 C45 C46 117(2) . . ? C47 C46 C45 123(2) . . ? C46 C47 C48 119(2) . . ? C47 C48 C43 121.0(18) . . ? C50 C49 C54 116.6(16) . . ? C50 C49 P3 120.4(13) . . ? C54 C49 P3 123.0(14) . . ? C51 C50 C49 122.1(16) . . ? C51 C50 S9 118.8(14) . . ? C49 C50 S9 119.1(13) . . ? C50 C51 C52 120.2(19) . . ? C53 C52 C51 121(2) . . ? C52 C53 C54 119.6(19) . . ? C53 C54 C49 120.7(18) . . ? F4 B1 F3 113(2) . . ? F4 B1 F1 113(2) . . ? F3 B1 F1 107(2) . . ? F4 B1 F2 107(2) . . ? F3 B1 F2 110(2) . . ? F1 B1 F2 107(2) . . ? Cl1 C55 Cl2 108.3(12) . . ? Cl4 C56 Cl3 96.6(17) . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 1.762 _refine_diff_density_min -0.988 _refine_diff_density_rms 0.165 #------------------------------------------------------------------------------# # END OF DATA BLOCK # #------------------------------------------------------------------------------# data_c2061fin _database_code_depnum_ccdc_archive 'CCDC 666008' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H15 P S2' _chemical_formula_weight 326.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' 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 p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.7251(8) _cell_length_b 8.0946(8) _cell_length_c 26.725(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.533(2) _cell_angle_gamma 90.00 _cell_volume 1656.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 4724 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 28.61 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 0.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 210(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 (Bruker AXS)' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9751 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 29.00 _reflns_number_total 4021 _reflns_number_gt 3664 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick,1997)' _computing_molecular_graphics 'ORTEP3 for Windows (L. J. Farrugia,1997)' _computing_publication_material 'WINGX (L.J. Farrugia,1999)' _refine_special_details ; Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 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/[\s2(Fo2)+(0.0340P)2+1.6832P] where P=(Fo2+2Fc2)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4021 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0910 _refine_ls_R_factor_gt 0.0800 _refine_ls_wR_factor_ref 0.1428 _refine_ls_wR_factor_gt 0.1390 _refine_ls_goodness_of_fit_ref 1.354 _refine_ls_restrained_S_all 1.354 _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 0.83249(13) -0.22733(17) 0.24160(4) 0.0660(3) Uani 1 1 d . . . S2 S 0.52911(13) 0.17362(12) 0.09780(4) 0.0556(3) Uani 1 1 d . . . P1 P 0.87596(9) 0.02216(9) 0.15435(3) 0.02701(18) Uani 1 1 d . . . C1 C 1.0539(4) -0.1207(3) 0.17650(10) 0.0266(6) Uani 1 1 d . . . C2 C 1.0334(4) -0.2277(4) 0.21653(11) 0.0379(7) Uani 1 1 d . . . C3 C 1.1704(5) -0.3311(5) 0.23589(14) 0.0479(9) Uani 1 1 d . . . C4 C 1.3270(5) -0.3277(5) 0.21682(14) 0.0472(9) Uani 1 1 d . . . C5 C 1.3501(4) -0.2237(4) 0.17737(13) 0.0387(7) Uani 1 1 d . . . C6 C 1.2134(4) -0.1216(4) 0.15734(11) 0.0308(6) Uani 1 1 d . . . C7 C 0.7339(4) -0.1044(4) 0.10919(10) 0.0279(6) Uani 1 1 d . . . C8 C 0.5794(4) -0.0344(4) 0.08466(11) 0.0365(7) Uani 1 1 d . . . C9 C 0.4671(5) -0.1292(6) 0.05087(13) 0.0496(9) Uani 1 1 d . . . C10 C 0.5044(5) -0.2922(6) 0.04283(14) 0.0555(11) Uani 1 1 d . . . C11 C 0.6527(5) -0.3645(5) 0.06784(14) 0.0486(9) Uani 1 1 d . . . C12 C 0.7675(4) -0.2706(4) 0.10017(12) 0.0354(7) Uani 1 1 d . . . C13 C 0.9758(4) 0.1616(3) 0.11230(11) 0.0279(6) Uani 1 1 d . . . C14 C 0.9699(4) 0.1381(4) 0.06048(12) 0.0354(7) Uani 1 1 d . . . C15 C 1.0400(5) 0.2539(4) 0.03067(14) 0.0431(8) Uani 1 1 d . . . C16 C 1.1196(4) 0.3937(4) 0.05253(15) 0.0454(8) Uani 1 1 d . . . C17 C 1.1287(5) 0.4187(4) 0.10347(15) 0.0468(9) Uani 1 1 d . . . C18 C 1.0562(4) 0.3041(4) 0.13386(13) 0.0393(7) Uani 1 1 d . . . H18 H 1.053(4) 0.337(3) 0.1753(11) 0.022(7) Uiso 1 1 d . . . H12 H 0.865(4) -0.319(4) 0.1178(12) 0.034(9) Uiso 1 1 d . . . H6 H 1.229(4) -0.051(4) 0.1307(11) 0.026(7) Uiso 1 1 d . . . H14 H 0.914(4) 0.048(4) 0.0460(11) 0.031(8) Uiso 1 1 d . . . H17 H 1.181(5) 0.517(5) 0.1194(13) 0.046(10) Uiso 1 1 d . . . H16 H 1.166(5) 0.464(5) 0.0320(15) 0.061(12) Uiso 1 1 d . . . H5 H 1.457(5) -0.222(5) 0.1648(14) 0.055(11) Uiso 1 1 d . . . H11 H 0.681(5) -0.474(5) 0.0636(14) 0.052(11) Uiso 1 1 d . . . H10 H 0.427(5) -0.356(5) 0.0218(13) 0.049(10) Uiso 1 1 d . . . H9 H 0.365(5) -0.083(5) 0.0355(14) 0.049(10) Uiso 1 1 d . . . H4 H 1.417(5) -0.392(5) 0.2311(14) 0.057(11) Uiso 1 1 d . . . H3 H 1.150(5) -0.390(5) 0.2623(15) 0.057(11) Uiso 1 1 d . . . H15 H 1.032(5) 0.235(4) -0.0033(14) 0.043(10) Uiso 1 1 d . . . H2S H 0.385(8) 0.177(7) 0.071(2) 0.118(19) Uiso 1 1 d . . . H1S H 0.856(7) -0.327(7) 0.277(2) 0.114(19) Uiso 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 S1 0.0465(5) 0.0951(9) 0.0592(6) 0.0343(6) 0.0174(5) -0.0082(5) S2 0.0447(5) 0.0476(5) 0.0734(7) 0.0145(5) 0.0038(4) 0.0135(4) P1 0.0294(4) 0.0257(4) 0.0261(3) -0.0016(3) 0.0041(3) -0.0002(3) C1 0.0314(14) 0.0253(13) 0.0219(12) 0.0026(10) -0.0006(10) -0.0044(11) C2 0.0383(16) 0.0424(18) 0.0321(15) 0.0085(13) 0.0013(12) -0.0105(14) C3 0.054(2) 0.047(2) 0.0402(18) 0.0247(16) -0.0036(15) -0.0046(17) C4 0.0432(19) 0.0436(19) 0.051(2) 0.0122(16) -0.0088(16) 0.0045(16) C5 0.0319(16) 0.0398(18) 0.0440(18) 0.0030(14) 0.0033(13) 0.0037(14) C6 0.0363(15) 0.0297(15) 0.0257(14) 0.0024(11) 0.0016(11) -0.0024(12) C7 0.0287(14) 0.0307(14) 0.0248(13) 0.0031(11) 0.0053(11) -0.0051(11) C8 0.0326(15) 0.0430(18) 0.0335(15) 0.0107(13) 0.0032(12) -0.0029(13) C9 0.0346(18) 0.076(3) 0.0363(17) 0.0141(18) -0.0043(14) -0.0168(18) C10 0.056(2) 0.070(3) 0.0398(19) -0.0058(18) 0.0027(17) -0.035(2) C11 0.061(2) 0.041(2) 0.0458(19) -0.0100(15) 0.0127(17) -0.0199(17) C12 0.0377(16) 0.0344(16) 0.0346(16) -0.0013(13) 0.0064(13) -0.0042(13) C13 0.0278(13) 0.0222(13) 0.0337(14) 0.0028(11) 0.0035(11) 0.0026(11) C14 0.0400(17) 0.0299(15) 0.0359(16) 0.0008(12) 0.0030(13) -0.0065(13) C15 0.0468(19) 0.0422(19) 0.0405(19) 0.0101(15) 0.0067(15) -0.0019(15) C16 0.0364(17) 0.0333(17) 0.067(2) 0.0199(16) 0.0069(16) 0.0002(14) C17 0.0427(19) 0.0244(16) 0.071(2) 0.0018(16) -0.0011(17) -0.0061(14) C18 0.0410(17) 0.0262(15) 0.0487(19) -0.0057(13) -0.0021(14) -0.0002(13) _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 C2 1.769(3) . ? S2 C8 1.774(3) . ? P1 C13 1.833(3) . ? P1 C1 1.834(3) . ? P1 C7 1.834(3) . ? C1 C6 1.395(4) . ? C1 C2 1.402(4) . ? C2 C3 1.395(5) . ? C3 C4 1.373(5) . ? C4 C5 1.379(5) . ? C5 C6 1.391(4) . ? C7 C12 1.397(4) . ? C7 C8 1.404(4) . ? C8 C9 1.397(5) . ? C9 C10 1.373(6) . ? C10 C11 1.379(6) . ? C11 C12 1.382(5) . ? C13 C14 1.393(4) . ? C13 C18 1.398(4) . ? C14 C15 1.386(4) . ? C15 C16 1.380(5) . ? C16 C17 1.369(5) . ? C17 C18 1.397(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 P1 C1 103.20(12) . . ? C13 P1 C7 101.78(13) . . ? C1 P1 C7 102.64(13) . . ? C6 C1 C2 118.0(3) . . ? C6 C1 P1 123.1(2) . . ? C2 C1 P1 118.8(2) . . ? C3 C2 C1 119.9(3) . . ? C3 C2 S1 121.4(2) . . ? C1 C2 S1 118.7(2) . . ? C4 C3 C2 120.9(3) . . ? C3 C4 C5 120.3(3) . . ? C4 C5 C6 119.3(3) . . ? C5 C6 C1 121.6(3) . . ? C12 C7 C8 118.3(3) . . ? C12 C7 P1 122.9(2) . . ? C8 C7 P1 118.8(2) . . ? C9 C8 C7 119.9(3) . . ? C9 C8 S2 121.1(3) . . ? C7 C8 S2 119.0(2) . . ? C10 C9 C8 120.3(4) . . ? C9 C10 C11 120.7(3) . . ? C10 C11 C12 119.6(4) . . ? C11 C12 C7 121.3(3) . . ? C14 C13 C18 118.5(3) . . ? C14 C13 P1 124.3(2) . . ? C18 C13 P1 117.1(2) . . ? C15 C14 C13 121.0(3) . . ? C16 C15 C14 119.8(3) . . ? C17 C16 C15 120.3(3) . . ? C16 C17 C18 120.5(3) . . ? C17 C18 C13 119.9(3) . . ? _diffrn_measured_fraction_theta_max 0.913 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.379 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.057 data_c1659fin _database_code_depnum_ccdc_archive 'CCDC 666009' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H15 P S3' _chemical_formula_weight 358.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.245(2) _cell_length_b 7.4264(11) _cell_length_c 31.628(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.567(3) _cell_angle_gamma 90.00 _cell_volume 3480.8(9) _cell_formula_units_Z 8 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 919 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 27.44 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.511 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 (Bruker AXS)' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21495 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 29.43 _reflns_number_total 8718 _reflns_number_gt 5153 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick,1997)' _computing_molecular_graphics 'ORTEP3 for Windows (L. J. Farrugia,1997)' _computing_publication_material 'WINGX (L.J. Farrugia,1999)' _refine_special_details ; Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 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/[\s2(Fo2)+(0.0692P)2+0.0000P] where P=(Fo2+2Fc2)/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 8718 _refine_ls_number_parameters 417 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0976 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1289 _refine_ls_wR_factor_gt 0.1090 _refine_ls_goodness_of_fit_ref 0.952 _refine_ls_restrained_S_all 0.952 _refine_ls_shift/su_max 0.022 _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 S1 S 0.19281(5) 0.51311(11) 0.12629(3) 0.0597(2) Uani 1 1 d D . . S2 S 0.38533(6) 0.40874(13) 0.03803(3) 0.0638(2) Uani 1 1 d D . . S3 S 0.54398(5) 0.79661(9) 0.18273(3) 0.0496(2) Uani 1 1 d D . . S4 S 0.85685(5) -0.05355(10) 0.20315(2) 0.0496(2) Uani 1 1 d D . . S5 S 0.74848(9) 0.23707(13) 0.05790(4) 0.0987(4) Uani 1 1 d . . . H5S H 0.8349 0.2403 0.0811 0.148 Uiso 1 1 d R . . S6 S 1.07185(5) -0.00259(12) 0.10725(3) 0.0582(2) Uani 1 1 d D . . P1 P 0.40365(4) 0.48028(8) 0.13777(2) 0.03138(15) Uani 1 1 d . . . P2 P 0.87238(4) -0.08833(9) 0.10618(2) 0.03618(16) Uani 1 1 d . . . C1 C 0.35566(16) 0.4856(3) 0.18573(8) 0.0346(5) Uani 1 1 d . . . C2 C 0.26300(17) 0.5145(3) 0.18005(9) 0.0434(6) Uani 1 1 d . . . C3 C 0.2263(2) 0.5368(4) 0.21595(12) 0.0648(9) Uani 1 1 d . . . H3A H 0.1638 0.5546 0.2121 0.078 Uiso 1 1 calc R . . C4 C 0.2810(3) 0.5331(5) 0.25695(13) 0.0778(11) Uani 1 1 d . . . H4A H 0.2560 0.5515 0.2811 0.093 Uiso 1 1 calc R . . C5 C 0.3719(2) 0.5027(5) 0.26326(10) 0.0652(9) Uani 1 1 d . . . H5A H 0.4089 0.4986 0.2916 0.078 Uiso 1 1 calc R . . C6 C 0.40852(19) 0.4786(4) 0.22808(9) 0.0452(6) Uani 1 1 d . . . H6A H 0.4708 0.4567 0.2326 0.054 Uiso 1 1 calc R . . C7 C 0.36464(15) 0.2604(3) 0.11433(8) 0.0339(5) Uani 1 1 d . . . C8 C 0.35761(16) 0.2315(4) 0.06996(9) 0.0408(6) Uani 1 1 d . . . C9 C 0.33012(19) 0.0631(4) 0.05220(10) 0.0540(8) Uani 1 1 d . . . H9 H 0.3249 0.0428 0.0224 0.065 Uiso 1 1 calc R . . C10 C 0.31070(18) -0.0730(4) 0.07779(12) 0.0584(9) Uani 1 1 d . . . H10 H 0.2931 -0.1862 0.0654 0.070 Uiso 1 1 calc R . . C11 C 0.31675(18) -0.0459(4) 0.12153(11) 0.0517(7) Uani 1 1 d . . . H11 H 0.3029 -0.1395 0.1389 0.062 Uiso 1 1 calc R . . C12 C 0.34329(16) 0.1195(3) 0.13938(9) 0.0411(6) Uani 1 1 d . . . H12 H 0.3472 0.1384 0.1692 0.049 Uiso 1 1 calc R . . C13 C 0.52399(15) 0.4341(3) 0.15971(7) 0.0303(5) Uani 1 1 d . . . C14 C 0.58323(16) 0.5761(3) 0.17674(8) 0.0345(5) Uani 1 1 d . . . C15 C 0.67571(17) 0.5453(4) 0.18934(9) 0.0432(6) Uani 1 1 d . . . H15 H 0.7146 0.6404 0.2010 0.052 Uiso 1 1 calc R . . C16 C 0.71093(18) 0.3786(4) 0.18501(9) 0.0492(7) Uani 1 1 d . . . H16 H 0.7736 0.3599 0.1937 0.059 Uiso 1 1 calc R . . C17 C 0.65451(17) 0.2378(4) 0.16791(10) 0.0484(7) Uani 1 1 d . . . H17 H 0.6786 0.1234 0.1647 0.058 Uiso 1 1 calc R . . C18 C 0.56219(16) 0.2663(3) 0.15550(9) 0.0396(6) Uani 1 1 d . . . H18 H 0.5242 0.1698 0.1439 0.048 Uiso 1 1 calc R . . C19 C 0.90394(15) -0.2797(3) 0.14348(8) 0.0332(5) Uani 1 1 d . . . C20 C 0.90062(15) -0.2564(3) 0.18706(8) 0.0349(6) Uani 1 1 d . . . C21 C 0.93128(17) -0.3929(4) 0.21716(8) 0.0440(6) Uani 1 1 d . . . H21 H 0.9295 -0.3763 0.2464 0.053 Uiso 1 1 calc R . . C22 C 0.96407(18) -0.5515(4) 0.20450(9) 0.0465(7) Uani 1 1 d . . . H22 H 0.9850 -0.6422 0.2251 0.056 Uiso 1 1 calc R . . C23 C 0.96637(18) -0.5779(4) 0.16164(10) 0.0489(7) Uani 1 1 d . . . H23 H 0.9876 -0.6871 0.1528 0.059 Uiso 1 1 calc R . . C24 C 0.93716(17) -0.4419(3) 0.13182(9) 0.0406(6) Uani 1 1 d . . . H24 H 0.9399 -0.4597 0.1027 0.049 Uiso 1 1 calc R . . C25 C 0.74998(17) -0.1154(4) 0.08642(8) 0.0408(6) Uani 1 1 d . . . C26 C 0.6974(2) 0.0320(4) 0.06771(9) 0.0604(9) Uani 1 1 d . . . C27 C 0.6039(3) 0.0171(6) 0.05554(11) 0.0821(13) Uani 1 1 d . . . H27 H 0.5690 0.1168 0.0434 0.099 Uiso 1 1 calc R . . C28 C 0.5621(2) -0.1421(8) 0.06108(11) 0.0871(14) Uani 1 1 d . . . H28 H 0.4988 -0.1499 0.0529 0.105 Uiso 1 1 calc R . . C29 C 0.6117(2) -0.2905(6) 0.07855(9) 0.0676(10) Uani 1 1 d . . . H29 H 0.5831 -0.4002 0.0817 0.081 Uiso 1 1 calc R . . C30 C 0.70468(18) -0.2749(5) 0.09141(9) 0.0507(7) Uani 1 1 d . . . H30 H 0.7386 -0.3752 0.1040 0.061 Uiso 1 1 calc R . . C31 C 0.91753(16) -0.1606(3) 0.06035(8) 0.0362(6) Uani 1 1 d . . . C32 C 1.00830(17) -0.1233(3) 0.06206(8) 0.0405(6) Uani 1 1 d . . . C33 C 1.0473(2) -0.1799(4) 0.02866(10) 0.0515(7) Uani 1 1 d . . . H33 H 1.1087 -0.1577 0.0302 0.062 Uiso 1 1 calc R . . C34 C 0.9953(2) -0.2688(4) -0.00672(10) 0.0576(8) Uani 1 1 d . . . H34 H 1.0215 -0.3066 -0.0293 0.069 Uiso 1 1 calc R . . C35 C 0.9050(2) -0.3033(4) -0.00946(10) 0.0566(8) Uani 1 1 d . . . H35 H 0.8698 -0.3620 -0.0340 0.068 Uiso 1 1 calc R . . C36 C 0.86684(19) -0.2506(4) 0.02422(9) 0.0466(7) Uani 1 1 d . . . H36 H 0.8058 -0.2760 0.0227 0.056 Uiso 1 1 calc R . . H1S H 0.140(2) 0.616(5) 0.1441(14) 0.164(19) Uiso 1 1 d D . . H2S H 0.384(3) 0.317(5) 0.0013(9) 0.132(15) Uiso 1 1 d D . . H3S H 0.4615(18) 0.790(7) 0.1549(13) 0.18(2) Uiso 1 1 d D . . H4S H 0.870(4) -0.123(8) 0.2434(10) 0.21(2) Uiso 1 1 d D . . H6S H 1.1518(17) 0.015(6) 0.0982(14) 0.141(16) 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 S1 0.0338(4) 0.0607(5) 0.0789(6) -0.0092(4) 0.0019(4) -0.0001(3) S2 0.0816(6) 0.0712(6) 0.0389(4) 0.0011(4) 0.0145(4) -0.0049(5) S3 0.0596(5) 0.0335(4) 0.0563(5) -0.0107(3) 0.0146(4) -0.0055(3) S4 0.0519(4) 0.0545(5) 0.0416(4) -0.0101(3) 0.0094(3) 0.0091(3) S5 0.1441(10) 0.0482(5) 0.0863(8) 0.0095(5) -0.0087(7) 0.0283(6) S6 0.0415(4) 0.0781(6) 0.0539(5) -0.0037(4) 0.0087(3) -0.0033(4) P1 0.0322(3) 0.0266(3) 0.0351(3) -0.0015(3) 0.0073(3) 0.0006(3) P2 0.0388(4) 0.0346(4) 0.0356(4) 0.0016(3) 0.0097(3) 0.0065(3) C1 0.0355(13) 0.0288(13) 0.0419(14) -0.0057(11) 0.0135(11) -0.0004(10) C2 0.0371(14) 0.0337(14) 0.0620(18) -0.0111(13) 0.0165(13) -0.0016(11) C3 0.0494(19) 0.068(2) 0.088(3) -0.0199(19) 0.0385(18) -0.0036(16) C4 0.082(3) 0.096(3) 0.074(3) -0.027(2) 0.056(2) -0.012(2) C5 0.073(2) 0.085(2) 0.0437(18) -0.0093(16) 0.0254(16) -0.0078(18) C6 0.0458(16) 0.0517(17) 0.0409(15) -0.0035(13) 0.0159(12) 0.0002(13) C7 0.0276(12) 0.0325(13) 0.0407(15) -0.0069(11) 0.0064(10) 0.0010(10) C8 0.0310(13) 0.0449(16) 0.0432(16) -0.0077(12) 0.0021(11) 0.0058(11) C9 0.0456(17) 0.0561(19) 0.0540(18) -0.0238(15) -0.0007(13) 0.0102(14) C10 0.0363(16) 0.0361(16) 0.096(3) -0.0208(17) 0.0008(15) 0.0026(12) C11 0.0412(16) 0.0352(15) 0.078(2) -0.0044(15) 0.0126(14) -0.0023(12) C12 0.0345(14) 0.0326(14) 0.0568(17) -0.0005(12) 0.0122(12) 0.0014(11) C13 0.0306(12) 0.0306(13) 0.0318(13) 0.0022(10) 0.0113(10) -0.0016(10) C14 0.0386(14) 0.0359(13) 0.0304(13) -0.0006(10) 0.0110(10) -0.0039(11) C15 0.0373(15) 0.0496(17) 0.0430(15) -0.0023(12) 0.0101(11) -0.0134(12) C16 0.0293(14) 0.0600(19) 0.0583(18) 0.0022(15) 0.0104(12) -0.0019(13) C17 0.0361(15) 0.0430(16) 0.068(2) 0.0018(14) 0.0169(13) 0.0048(12) C18 0.0349(14) 0.0329(14) 0.0515(17) 0.0008(12) 0.0113(12) -0.0015(11) C19 0.0288(12) 0.0362(14) 0.0333(13) 0.0011(10) 0.0048(10) -0.0005(10) C20 0.0263(12) 0.0414(14) 0.0350(14) -0.0020(11) 0.0034(10) -0.0013(10) C21 0.0408(15) 0.0591(18) 0.0312(14) 0.0070(13) 0.0068(11) -0.0034(13) C22 0.0417(16) 0.0479(17) 0.0490(17) 0.0154(13) 0.0089(12) 0.0027(12) C23 0.0510(17) 0.0391(15) 0.0591(19) 0.0093(14) 0.0182(14) 0.0089(13) C24 0.0433(15) 0.0412(15) 0.0394(15) 0.0010(11) 0.0136(11) 0.0044(12) C25 0.0369(15) 0.0549(17) 0.0310(13) -0.0021(12) 0.0088(11) 0.0128(12) C26 0.070(2) 0.065(2) 0.0411(17) -0.0058(14) 0.0044(15) 0.0324(17) C27 0.065(2) 0.119(4) 0.052(2) -0.017(2) -0.0080(18) 0.056(2) C28 0.043(2) 0.169(5) 0.049(2) -0.020(3) 0.0079(16) 0.024(3) C29 0.0376(17) 0.129(3) 0.0372(17) 0.0031(19) 0.0099(13) -0.0116(19) C30 0.0391(16) 0.079(2) 0.0342(15) 0.0066(14) 0.0086(12) 0.0004(14) C31 0.0416(15) 0.0350(14) 0.0327(13) 0.0054(11) 0.0105(11) 0.0097(11) C32 0.0448(16) 0.0386(14) 0.0399(15) 0.0084(11) 0.0137(12) 0.0099(12) C33 0.0575(18) 0.0495(17) 0.0550(19) 0.0136(14) 0.0281(15) 0.0177(14) C34 0.087(2) 0.0470(18) 0.0491(19) 0.0074(14) 0.0364(17) 0.0245(16) C35 0.076(2) 0.0514(18) 0.0423(17) -0.0051(14) 0.0141(15) 0.0114(16) C36 0.0515(17) 0.0451(16) 0.0448(16) -0.0009(13) 0.0145(13) 0.0066(13) _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 C2 1.784(3) . ? S2 C8 1.770(3) . ? S3 C14 1.769(3) . ? S4 C20 1.770(3) . ? S5 C26 1.770(4) . ? S6 C32 1.771(3) . ? P1 C1 1.833(2) . ? P1 C7 1.834(2) . ? P1 C13 1.835(2) . ? P2 C31 1.825(2) . ? P2 C25 1.835(3) . ? P2 C19 1.837(2) . ? C1 C6 1.393(4) . ? C1 C2 1.398(3) . ? C2 C3 1.388(4) . ? C3 C4 1.368(5) . ? C4 C5 1.372(5) . ? C5 C6 1.368(4) . ? C7 C12 1.396(3) . ? C7 C8 1.399(4) . ? C8 C9 1.394(4) . ? C9 C10 1.370(4) . ? C10 C11 1.380(4) . ? C11 C12 1.373(4) . ? C13 C18 1.395(3) . ? C13 C14 1.410(3) . ? C14 C15 1.391(3) . ? C15 C16 1.369(4) . ? C16 C17 1.381(4) . ? C17 C18 1.386(3) . ? C19 C24 1.390(3) . ? C19 C20 1.402(3) . ? C20 C21 1.394(4) . ? C21 C22 1.376(4) . ? C22 C23 1.378(4) . ? C23 C24 1.382(4) . ? C25 C30 1.399(4) . ? C25 C26 1.403(4) . ? C26 C27 1.391(5) . ? C27 C28 1.374(6) . ? C28 C29 1.377(6) . ? C29 C30 1.385(4) . ? C31 C36 1.391(4) . ? C31 C32 1.400(3) . ? C32 C33 1.393(4) . ? C33 C34 1.379(4) . ? C34 C35 1.382(4) . ? C35 C36 1.384(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C7 101.50(11) . . ? C1 P1 C13 104.41(11) . . ? C7 P1 C13 100.79(10) . . ? C31 P2 C25 103.90(11) . . ? C31 P2 C19 101.06(11) . . ? C25 P2 C19 103.08(12) . . ? C6 C1 C2 117.9(2) . . ? C6 C1 P1 122.82(19) . . ? C2 C1 P1 118.97(19) . . ? C3 C2 C1 120.1(3) . . ? C3 C2 S1 120.9(2) . . ? C1 C2 S1 118.9(2) . . ? C4 C3 C2 120.0(3) . . ? C3 C4 C5 120.8(3) . . ? C6 C5 C4 119.6(3) . . ? C5 C6 C1 121.5(3) . . ? C12 C7 C8 118.8(2) . . ? C12 C7 P1 122.3(2) . . ? C8 C7 P1 118.9(2) . . ? C9 C8 C7 119.2(3) . . ? C9 C8 S2 121.8(2) . . ? C7 C8 S2 119.1(2) . . ? C10 C9 C8 120.7(3) . . ? C9 C10 C11 120.8(3) . . ? C12 C11 C10 119.1(3) . . ? C11 C12 C7 121.5(3) . . ? C18 C13 C14 117.4(2) . . ? C18 C13 P1 122.24(18) . . ? C14 C13 P1 119.91(18) . . ? C15 C14 C13 120.1(2) . . ? C15 C14 S3 117.83(19) . . ? C13 C14 S3 122.05(19) . . ? C16 C15 C14 121.0(2) . . ? C15 C16 C17 120.1(3) . . ? C16 C17 C18 119.5(3) . . ? C17 C18 C13 121.9(2) . . ? C24 C19 C20 117.9(2) . . ? C24 C19 P2 123.83(19) . . ? C20 C19 P2 118.13(19) . . ? C21 C20 C19 119.9(2) . . ? C21 C20 S4 120.7(2) . . ? C19 C20 S4 119.39(19) . . ? C22 C21 C20 120.7(2) . . ? C21 C22 C23 120.2(2) . . ? C22 C23 C24 119.3(3) . . ? C23 C24 C19 122.1(3) . . ? C30 C25 C26 117.4(3) . . ? C30 C25 P2 122.9(2) . . ? C26 C25 P2 119.5(2) . . ? C27 C26 C25 120.1(4) . . ? C27 C26 S5 119.0(3) . . ? C25 C26 S5 120.9(3) . . ? C28 C27 C26 120.6(3) . . ? C27 C28 C29 120.8(3) . . ? C28 C29 C30 118.6(4) . . ? C29 C30 C25 122.4(3) . . ? C36 C31 C32 118.7(2) . . ? C36 C31 P2 123.6(2) . . ? C32 C31 P2 117.70(19) . . ? C33 C32 C31 120.3(3) . . ? C33 C32 S6 121.0(2) . . ? C31 C32 S6 118.69(19) . . ? C34 C33 C32 119.5(3) . . ? C33 C34 C35 121.0(3) . . ? C34 C35 C36 119.4(3) . . ? C35 C36 C31 121.0(3) . . ? _diffrn_measured_fraction_theta_max 0.905 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.373 _refine_diff_density_min -0.374 _refine_diff_density_rms 0.053