data_global _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Francois Mathey' _publ_contact_author_email FMathey@ntu.edu.sg loop_ _publ_author_name 'Matthew P. Duffy' 'Yuhan Lin.' 'Liow Yu Ting.' F.Mathey # Attachment 'mat62s.cif' data_mat62s _database_code_depnum_ccdc_archive 'CCDC 809900' #TrackingRef 'mat62s.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H9 O5 P S W' _chemical_formula_sum 'C11 H9 O5 P S W' _chemical_formula_weight 468.06 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.3749(2) _cell_length_b 20.3759(6) _cell_length_c 12.1540(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.8780(10) _cell_angle_gamma 90.00 _cell_volume 1454.54(7) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9906 _cell_measurement_theta_min 3.38 _cell_measurement_theta_max 40.13 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.137 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 8.205 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1379 _exptl_absorpt_correction_T_max 0.1922 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 32910 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 37.00 _reflns_number_total 7391 _reflns_number_gt 6597 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0220P)^2^+2.3170P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7391 _refine_ls_number_parameters 177 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0653 _refine_ls_wR_factor_gt 0.0630 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.150 _refine_ls_shift/su_max 0.004 _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 0.952161(15) 0.853055(4) 0.849893(8) 0.00717(3) Uani 1 1 d . . . S1 S 1.10087(13) 0.91938(3) 0.59157(6) 0.01653(12) Uani 1 1 d D . . H1S H 1.013(8) 0.8660(13) 0.572(4) 0.025 Uiso 1 1 d D . . P1 P 0.97520(11) 0.94572(3) 0.72235(5) 0.00781(10) Uani 1 1 d . . . O1 O 1.3176(4) 0.92020(14) 1.0803(2) 0.0258(5) Uani 1 1 d . . . O2 O 0.5741(4) 0.92795(11) 0.9109(2) 0.0208(4) Uani 1 1 d . . . O3 O 0.5660(4) 0.78697(13) 0.6232(2) 0.0232(5) Uani 1 1 d . . . O4 O 1.3479(4) 0.77454(11) 0.8095(3) 0.0243(5) Uani 1 1 d . . . O5 O 0.9057(5) 0.73517(11) 1.0057(2) 0.0273(5) Uani 1 1 d . . . C1 C 1.1887(5) 0.89647(13) 0.9966(2) 0.0132(4) Uani 1 1 d . . . C2 C 0.7079(4) 0.90193(12) 0.8860(2) 0.0119(4) Uani 1 1 d . . . C3 C 0.7060(5) 0.81113(13) 0.7029(2) 0.0128(4) Uani 1 1 d . . . C4 C 1.2050(5) 0.80325(13) 0.8218(3) 0.0138(4) Uani 1 1 d . . . C5 C 0.9231(5) 0.77807(13) 0.9490(3) 0.0145(4) Uani 1 1 d . . . C6 C 1.1312(4) 1.01975(12) 0.7791(2) 0.0114(4) Uani 1 1 d . . . H6 H 1.2900 1.0218 0.8260 0.014 Uiso 1 1 calc R . . C7 C 0.9921(5) 1.07195(12) 0.7460(2) 0.0112(4) Uani 1 1 d . . . C8 C 1.0647(6) 1.14181(13) 0.7755(3) 0.0203(6) Uani 1 1 d . . . H8A H 1.2233 1.1431 0.8328 0.031 Uiso 1 1 calc R . . H8B H 0.9671 1.1630 0.8105 0.031 Uiso 1 1 calc R . . H8C H 1.0513 1.1651 0.7025 0.031 Uiso 1 1 calc R . . C9 C 0.5699(5) 1.10658(15) 0.6323(3) 0.0198(5) Uani 1 1 d . . . H9A H 0.6018 1.1376 0.5792 0.030 Uiso 1 1 calc R . . H9B H 0.5674 1.1301 0.7022 0.030 Uiso 1 1 calc R . . H9C H 0.4216 1.0858 0.5896 0.030 Uiso 1 1 calc R . . C10 C 0.7513(4) 1.05500(12) 0.6722(2) 0.0112(4) Uani 1 1 d . . . C11 C 0.7166(4) 0.99068(12) 0.6474(2) 0.0102(4) Uani 1 1 d . . . H11 H 0.5755 0.9717 0.5974 0.012 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 0.00886(4) 0.00506(4) 0.00849(4) 0.00118(3) 0.00436(3) 0.00001(3) S1 0.0242(3) 0.0155(3) 0.0149(3) 0.0022(2) 0.0130(2) 0.0044(2) P1 0.0096(2) 0.0054(2) 0.0083(2) 0.00015(18) 0.00338(19) -0.00053(18) O1 0.0234(11) 0.0380(13) 0.0139(9) -0.0058(9) 0.0050(8) -0.0110(10) O2 0.0181(10) 0.0215(10) 0.0278(11) 0.0007(8) 0.0143(9) 0.0054(8) O3 0.0217(11) 0.0306(12) 0.0148(9) -0.0062(8) 0.0045(8) -0.0077(9) O4 0.0204(10) 0.0139(9) 0.0457(15) 0.0016(9) 0.0208(10) 0.0037(8) O5 0.0446(16) 0.0145(9) 0.0315(12) 0.0090(9) 0.0244(12) 0.0027(10) C1 0.0124(10) 0.0160(11) 0.0118(10) 0.0011(8) 0.0053(8) -0.0020(8) C2 0.0112(10) 0.0114(9) 0.0135(10) 0.0021(8) 0.0052(8) 0.0000(8) C3 0.0138(10) 0.0125(10) 0.0137(10) 0.0000(8) 0.0071(8) -0.0012(8) C4 0.0139(10) 0.0100(9) 0.0200(12) 0.0013(8) 0.0094(9) -0.0005(8) C5 0.0189(12) 0.0107(10) 0.0173(11) -0.0003(8) 0.0106(9) 0.0000(8) C6 0.0124(10) 0.0079(9) 0.0124(10) 0.0002(7) 0.0031(8) -0.0020(7) C7 0.0146(10) 0.0075(9) 0.0101(9) -0.0003(7) 0.0032(8) -0.0012(7) C8 0.0288(15) 0.0062(10) 0.0216(13) -0.0003(9) 0.0050(11) -0.0015(9) C9 0.0220(13) 0.0166(12) 0.0158(11) -0.0001(9) 0.0021(10) 0.0089(10) C10 0.0168(10) 0.0088(9) 0.0069(8) 0.0013(7) 0.0032(8) 0.0031(8) C11 0.0088(9) 0.0111(9) 0.0088(9) 0.0004(7) 0.0013(7) 0.0006(7) _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 C5 1.999(3) . ? W1 C2 2.035(3) . ? W1 C1 2.036(3) . ? W1 C4 2.043(3) . ? W1 C3 2.050(3) . ? W1 P1 2.4832(6) . ? S1 P1 2.1087(9) . ? S1 H1S 1.203(19) . ? P1 C6 1.791(2) . ? P1 C11 1.794(2) . ? O1 C1 1.137(3) . ? O2 C2 1.140(3) . ? O3 C3 1.143(3) . ? O4 C4 1.140(3) . ? O5 C5 1.144(3) . ? C6 C7 1.342(4) . ? C6 H6 0.9500 . ? C7 C10 1.487(4) . ? C7 C8 1.497(4) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.497(4) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.344(3) . ? C11 H11 0.9500 . ? 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 C5 W1 C2 89.18(11) . . ? C5 W1 C1 90.84(11) . . ? C2 W1 C1 88.08(11) . . ? C5 W1 C4 89.15(11) . . ? C2 W1 C4 177.38(11) . . ? C1 W1 C4 89.91(11) . . ? C5 W1 C3 89.30(11) . . ? C2 W1 C3 90.07(11) . . ? C1 W1 C3 178.15(11) . . ? C4 W1 C3 91.94(11) . . ? C5 W1 P1 178.15(9) . . ? C2 W1 P1 89.92(7) . . ? C1 W1 P1 90.75(8) . . ? C4 W1 P1 91.80(8) . . ? C3 W1 P1 89.08(7) . . ? P1 S1 H1S 96(2) . . ? C6 P1 C11 91.63(12) . . ? C6 P1 S1 100.83(9) . . ? C11 P1 S1 106.89(9) . . ? C6 P1 W1 123.97(9) . . ? C11 P1 W1 116.08(9) . . ? S1 P1 W1 114.14(3) . . ? O1 C1 W1 178.2(2) . . ? O2 C2 W1 177.1(2) . . ? O3 C3 W1 178.0(2) . . ? O4 C4 W1 177.8(3) . . ? O5 C5 W1 179.8(3) . . ? C7 C6 P1 110.41(19) . . ? C7 C6 H6 124.8 . . ? P1 C6 H6 124.8 . . ? C6 C7 C10 113.8(2) . . ? C6 C7 C8 125.1(3) . . ? C10 C7 C8 121.1(2) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C7 113.8(2) . . ? C11 C10 C9 125.0(3) . . ? C7 C10 C9 121.3(2) . . ? C10 C11 P1 110.22(19) . . ? C10 C11 H11 124.9 . . ? P1 C11 H11 124.9 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 37.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.313 _refine_diff_density_min -3.421 _refine_diff_density_rms 0.243 data_mat51r _database_code_depnum_ccdc_archive 'CCDC 809901' #TrackingRef 'mat51r-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H16 O10 P2 S W2' _chemical_formula_sum 'C22 H16 O10 P2 S W2' _chemical_formula_weight 902.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.3643(8) _cell_length_b 6.6200(3) _cell_length_c 20.5323(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.883(2) _cell_angle_gamma 90.00 _cell_volume 2741.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9380 _cell_measurement_theta_min 2.12 _cell_measurement_theta_max 39.27 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.185 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 8.628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1689 _exptl_absorpt_correction_T_max 0.2772 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 45737 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_sigmaI/netI 0.0804 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 35.00 _reflns_number_total 12043 _reflns_number_gt 9836 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Restraints used in the refinement: sadi c33 c34 c23 c28 DFIX 1.36 C26 C28 C30 C34 DFIX 1.54 0.02 C26 C27 C30 C29 SIMU 0.02 C23 C24 C25 C26 C27 C28 C29 C30 C31 C32 C33 C34 SIMU 0.02 C11 C12 C13 C14 C15 C16 C17 C18 C19 C20 C21 C22 C23 ISOR 0.05 C23 C24 C25 C26 C27 C28 C29 C30 C31 C32 C33 C34 ISOR 0.05 C11 C12 C13 C14 C15 C16 C17 C18 C19 C20 C21 C22 ; _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^)+(0.0398P)^2^+3.6361P] 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 12043 _refine_ls_number_parameters 460 _refine_ls_number_restraints 287 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1188 _refine_ls_wR_factor_gt 0.1049 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.003 _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 C1 C 0.8203(3) 0.2151(8) 0.0445(3) 0.0236(10) Uani 1 1 d . . . C2 C 0.8758(3) 0.6086(8) 0.0534(3) 0.0207(9) Uani 1 1 d . . . C3 C 0.9801(3) 0.4693(8) 0.1565(3) 0.0210(9) Uani 1 1 d . . . C4 C 0.9256(3) 0.0688(9) 0.1436(3) 0.0292(12) Uani 1 1 d . . . C5 C 0.9577(3) 0.2789(8) 0.0295(3) 0.0223(9) Uani 1 1 d . . . C6 C 0.6084(3) 0.5801(8) 0.0329(3) 0.0236(10) Uani 1 1 d . . . C7 C 0.6242(3) 0.9478(9) 0.1019(3) 0.0231(10) Uani 1 1 d . . . C8 C 0.5353(3) 0.8184(8) 0.1917(3) 0.0206(9) Uani 1 1 d . . . C9 C 0.5215(3) 0.4287(8) 0.1207(3) 0.0220(9) Uani 1 1 d . . . C10 C 0.4929(3) 0.8089(8) 0.0565(3) 0.0282(12) Uani 1 1 d . . . S1 S 0.74443(8) 0.5326(2) 0.13577(7) 0.0143(4) Uani 0.720(5) 1 d P A 1 C11 C 0.8625(8) 0.571(3) 0.2540(7) 0.0134(19) Uani 0.720(5) 1 d PU A 1 H11 H 0.8779 0.7061 0.2509 0.016 Uiso 0.720(5) 1 calc PR A 1 C12 C 0.8614(4) 0.4707(14) 0.3111(4) 0.0153(14) Uani 0.720(5) 1 d PU A 1 C13 C 0.8882(8) 0.548(3) 0.3773(6) 0.026(3) Uani 0.720(5) 1 d PU A 1 H13A H 0.9034 0.6877 0.3735 0.040 Uiso 0.720(5) 1 calc PR A 1 H13B H 0.9256 0.4637 0.3962 0.040 Uiso 0.720(5) 1 calc PR A 1 H13C H 0.8535 0.5443 0.4059 0.040 Uiso 0.720(5) 1 calc PR A 1 C14 C 0.8291(5) 0.1275(14) 0.3590(5) 0.0232(16) Uani 0.720(5) 1 d PU A 1 H14A H 0.8130 -0.0055 0.3430 0.035 Uiso 0.720(5) 1 calc PR A 1 H14B H 0.7983 0.1850 0.3867 0.035 Uiso 0.720(5) 1 calc PR A 1 H14C H 0.8731 0.1136 0.3847 0.035 Uiso 0.720(5) 1 calc PR A 1 C15 C 0.8333(3) 0.2616(10) 0.3027(3) 0.0153(11) Uani 0.720(5) 1 d PU A 1 C16 C 0.8125(3) 0.2135(9) 0.2395(3) 0.0145(11) Uani 0.720(5) 1 d PU A 1 H16 H 0.7912 0.0908 0.2249 0.017 Uiso 0.720(5) 1 calc PR A 1 C17 C 0.6898(8) 0.6942(16) 0.2654(6) 0.0165(19) Uani 0.720(5) 1 d PU A 1 H17 H 0.7072 0.8276 0.2689 0.020 Uiso 0.720(5) 1 calc PR A 1 C18 C 0.6800(5) 0.5774(16) 0.3169(4) 0.0213(16) Uani 0.720(5) 1 d PU A 1 C19 C 0.6905(6) 0.6533(18) 0.3870(4) 0.026(2) Uani 0.720(5) 1 d PU A 1 H19A H 0.7105 0.7881 0.3883 0.040 Uiso 0.720(5) 1 calc PR A 1 H19B H 0.7200 0.5607 0.4144 0.040 Uiso 0.720(5) 1 calc PR A 1 H19C H 0.6477 0.6604 0.4037 0.040 Uiso 0.720(5) 1 calc PR A 1 C20 C 0.6412(5) 0.2233(14) 0.3488(4) 0.0266(16) Uani 0.720(5) 1 d PU A 1 H20A H 0.6273 0.0944 0.3278 0.040 Uiso 0.720(5) 1 calc PR A 1 H20B H 0.6051 0.2780 0.3705 0.040 Uiso 0.720(5) 1 calc PR A 1 H20C H 0.6803 0.2019 0.3815 0.040 Uiso 0.720(5) 1 calc PR A 1 C21 C 0.6576(3) 0.3685(11) 0.2981(3) 0.0181(12) Uani 0.720(5) 1 d PU A 1 C22 C 0.6522(3) 0.3308(10) 0.2344(4) 0.0170(12) Uani 0.720(5) 1 d PU A 1 H22 H 0.6426 0.2027 0.2145 0.020 Uiso 0.720(5) 1 calc PR A 1 S1A S 0.7561(3) 0.6694(7) 0.1379(3) 0.0241(12) Uani 0.280(5) 1 d P A 2 C23 C 0.7692(10) 0.295(3) 0.2256(10) 0.021(3) Uani 0.280(5) 1 d PDU A 2 H23 H 0.7688 0.1474 0.2148 0.025 Uiso 0.280(5) 1 calc PR A 2 C24 C 0.7874(11) 0.324(3) 0.2997(10) 0.023(3) Uani 0.280(5) 1 d PU A 2 C25 C 0.8099(13) 0.136(5) 0.3369(16) 0.033(6) Uani 0.280(5) 1 d PU A 2 H25A H 0.8486 0.0804 0.3196 0.050 Uiso 0.280(5) 1 calc PR A 2 H25B H 0.7740 0.0367 0.3318 0.050 Uiso 0.280(5) 1 calc PR A 2 H25C H 0.8219 0.1689 0.3836 0.050 Uiso 0.280(5) 1 calc PR A 2 C26 C 0.8382(15) 0.483(4) 0.3147(12) 0.026(5) Uani 0.280(5) 1 d PDU A 2 C27 C 0.873(2) 0.533(10) 0.3838(15) 0.035(9) Uani 0.280(5) 1 d PDU A 2 H27A H 0.8948 0.4111 0.4037 0.052 Uiso 0.280(5) 1 calc PR A 2 H27B H 0.8406 0.5816 0.4111 0.052 Uiso 0.280(5) 1 calc PR A 2 H27C H 0.9066 0.6378 0.3809 0.052 Uiso 0.280(5) 1 calc PR A 2 C28 C 0.864(3) 0.563(9) 0.2628(19) 0.033(10) Uani 0.280(5) 1 d PDU A 2 H28 H 0.8934 0.6740 0.2649 0.040 Uiso 0.280(5) 1 calc PR A 2 C29 C 0.7135(19) 0.682(8) 0.3864(16) 0.051(10) Uani 0.280(5) 1 d PDU A 2 H29A H 0.7021 0.8258 0.3881 0.077 Uiso 0.280(5) 1 calc PR A 2 H29B H 0.7602 0.6632 0.4045 0.077 Uiso 0.280(5) 1 calc PR A 2 H29C H 0.6855 0.6042 0.4124 0.077 Uiso 0.280(5) 1 calc PR A 2 C30 C 0.7022(14) 0.609(4) 0.3145(13) 0.031(5) Uani 0.280(5) 1 d PDU A 2 C31 C 0.6687(12) 0.269(4) 0.3393(13) 0.033(5) Uani 0.280(5) 1 d PU A 2 H31A H 0.6738 0.3054 0.3860 0.050 Uiso 0.280(5) 1 calc PR A 2 H31B H 0.6792 0.1259 0.3348 0.050 Uiso 0.280(5) 1 calc PR A 2 H31C H 0.6229 0.2945 0.3194 0.050 Uiso 0.280(5) 1 calc PR A 2 C32 C 0.7153(9) 0.396(3) 0.3048(10) 0.021(3) Uani 0.280(5) 1 d PU A 2 C33 C 0.7002(11) 0.366(3) 0.2285(9) 0.023(3) Uani 0.280(5) 1 d PDU A 2 H33 H 0.6693 0.2488 0.2192 0.028 Uiso 0.280(5) 1 calc PR A 2 C34 C 0.691(2) 0.748(5) 0.2661(19) 0.031(7) Uani 0.280(5) 1 d PDU A 2 H34 H 0.6947 0.8907 0.2678 0.037 Uiso 0.280(5) 1 calc PR A 2 O1 O 0.7759(2) 0.1473(8) 0.0127(3) 0.0358(11) Uani 1 1 d . . . O2 O 0.8617(2) 0.7543(7) 0.0258(2) 0.0318(9) Uani 1 1 d . . . O3 O 1.0253(2) 0.5385(7) 0.1873(3) 0.0363(11) Uani 1 1 d . . . O4 O 0.9396(3) -0.0841(7) 0.1671(2) 0.0451(14) Uani 1 1 d . . . O5 O 0.9897(2) 0.2442(8) -0.0103(3) 0.0342(10) Uani 1 1 d . . . O6 O 0.6291(3) 0.5214(7) -0.0125(2) 0.0370(11) Uani 1 1 d . . . O7 O 0.6548(3) 1.0909(8) 0.0957(3) 0.0386(11) Uani 1 1 d . . . O8 O 0.5146(2) 0.8942(8) 0.2346(2) 0.0337(10) Uani 1 1 d . . . O9 O 0.4935(3) 0.2808(7) 0.1226(3) 0.0331(10) Uani 1 1 d . . . O10 O 0.4469(2) 0.8742(8) 0.0249(3) 0.0405(13) Uani 1 1 d . . . P1 P 0.83158(7) 0.4205(2) 0.18600(7) 0.0216(3) Uani 1 1 d . . . P2 P 0.66617(7) 0.5654(3) 0.19021(7) 0.0258(3) Uani 1 1 d . . . W1 W 0.901153(10) 0.34100(3) 0.099812(10) 0.01456(5) Uani 1 1 d . A . W2 W 0.571714(9) 0.69436(3) 0.113129(9) 0.01480(5) Uani 1 1 d . A . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.029(3) 0.024(2) 0.017(2) -0.0036(18) 0.001(2) -0.0011(19) C2 0.024(2) 0.020(2) 0.019(2) 0.0000(17) 0.0051(18) 0.0012(18) C3 0.019(2) 0.022(2) 0.020(2) 0.0028(17) -0.0019(18) -0.0014(17) C4 0.037(3) 0.025(2) 0.021(3) 0.0033(19) -0.010(2) 0.000(2) C5 0.022(2) 0.023(2) 0.022(2) -0.0008(18) 0.0017(19) -0.0013(18) C6 0.030(3) 0.026(2) 0.014(2) 0.0008(17) -0.0006(19) -0.0076(19) C7 0.024(2) 0.029(2) 0.014(2) -0.0035(18) -0.0029(19) -0.0053(19) C8 0.023(2) 0.026(2) 0.013(2) 0.0012(16) 0.0019(18) 0.0039(17) C9 0.027(2) 0.024(2) 0.015(2) 0.0018(17) 0.0027(19) 0.0016(18) C10 0.030(3) 0.024(2) 0.027(3) 0.009(2) -0.010(2) -0.006(2) S1 0.0122(6) 0.0232(8) 0.0077(6) 0.0032(5) 0.0017(5) 0.0026(5) C11 0.015(4) 0.014(4) 0.010(3) 0.003(3) -0.001(3) -0.002(3) C12 0.015(3) 0.020(3) 0.011(3) 0.001(2) 0.002(3) -0.001(3) C13 0.036(7) 0.033(5) 0.008(3) 0.000(3) -0.001(4) -0.005(5) C14 0.026(4) 0.026(3) 0.019(4) 0.009(3) 0.007(3) 0.000(3) C15 0.015(3) 0.020(3) 0.010(2) 0.003(2) 0.000(2) 0.003(2) C16 0.012(2) 0.015(2) 0.016(3) 0.002(2) 0.003(2) -0.0004(19) C17 0.022(4) 0.020(4) 0.007(3) 0.001(3) 0.000(3) 0.005(4) C18 0.019(4) 0.035(4) 0.010(3) 0.005(3) 0.004(3) 0.011(3) C19 0.034(6) 0.039(5) 0.006(3) 0.003(3) 0.002(3) 0.016(4) C20 0.024(4) 0.038(4) 0.018(3) 0.011(3) 0.006(3) 0.003(3) C21 0.014(3) 0.028(3) 0.013(3) 0.005(2) 0.005(2) 0.007(2) C22 0.013(3) 0.024(3) 0.014(3) 0.005(2) 0.002(2) 0.002(2) S1A 0.028(2) 0.023(2) 0.021(2) 0.0038(16) 0.0033(19) 0.0042(17) C23 0.027(7) 0.017(6) 0.018(6) 0.001(5) 0.005(6) -0.001(5) C24 0.030(8) 0.019(6) 0.020(7) -0.007(5) 0.002(6) -0.005(6) C25 0.021(10) 0.046(13) 0.030(13) -0.005(11) -0.007(9) 0.004(9) C26 0.037(11) 0.028(9) 0.016(8) -0.010(6) 0.011(9) -0.004(9) C27 0.033(16) 0.052(17) 0.022(14) -0.007(11) 0.011(10) -0.016(13) C28 0.036(16) 0.030(16) 0.032(16) -0.011(12) -0.001(13) -0.002(13) C29 0.037(17) 0.07(2) 0.051(19) -0.008(14) 0.012(15) 0.012(16) C30 0.027(10) 0.028(9) 0.039(10) -0.010(8) 0.013(9) -0.001(8) C31 0.020(9) 0.050(13) 0.031(11) -0.003(10) 0.010(8) -0.006(9) C32 0.020(7) 0.019(6) 0.026(7) -0.006(6) 0.008(6) -0.009(5) C33 0.032(8) 0.025(7) 0.014(7) -0.005(5) 0.008(6) -0.009(6) C34 0.023(11) 0.042(16) 0.029(12) -0.006(12) 0.010(9) -0.013(14) O1 0.025(2) 0.052(3) 0.028(2) -0.013(2) -0.0043(19) -0.0104(19) O2 0.036(2) 0.0273(19) 0.032(2) 0.0092(17) 0.0049(19) 0.0080(17) O3 0.0206(19) 0.042(2) 0.042(3) -0.004(2) -0.0087(19) -0.0069(17) O4 0.085(4) 0.0210(19) 0.026(2) 0.0058(17) -0.005(3) 0.001(2) O5 0.031(2) 0.041(2) 0.033(3) -0.010(2) 0.0128(19) -0.0008(19) O6 0.055(3) 0.039(2) 0.020(2) -0.0067(17) 0.015(2) -0.011(2) O7 0.040(3) 0.040(2) 0.035(3) -0.001(2) 0.002(2) -0.023(2) O8 0.037(2) 0.041(2) 0.024(2) -0.0069(18) 0.0084(19) 0.005(2) O9 0.042(3) 0.0246(19) 0.033(2) 0.0028(17) 0.006(2) -0.0098(18) O10 0.024(2) 0.047(3) 0.044(3) 0.024(2) -0.018(2) -0.0078(19) P1 0.0173(6) 0.0369(7) 0.0106(5) -0.0034(5) 0.0017(4) -0.0087(5) P2 0.0222(6) 0.0453(8) 0.0093(5) 0.0013(5) 0.0005(5) 0.0152(6) W1 0.01513(8) 0.01589(8) 0.01212(8) 0.00059(5) -0.00009(6) -0.00119(6) W2 0.01552(9) 0.01779(8) 0.01031(8) 0.00252(5) -0.00097(6) 0.00037(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.133(7) . ? C1 W1 2.044(6) . ? C2 O2 1.136(7) . ? C2 W1 2.044(5) . ? C3 O3 1.140(7) . ? C3 W1 2.037(5) . ? C4 O4 1.140(7) . ? C4 W1 2.045(6) . ? C5 O5 1.137(7) . ? C5 W1 2.008(6) . ? C6 O6 1.143(7) . ? C6 W2 2.045(6) . ? C7 O7 1.150(7) . ? C7 W2 2.019(6) . ? C8 O8 1.143(7) . ? C8 W2 2.039(5) . ? C9 O9 1.136(7) . ? C9 W2 2.051(5) . ? C10 O10 1.149(7) . ? C10 W2 1.997(6) . ? S1 P1 2.064(2) . ? S1 P2 2.080(2) . ? C11 C12 1.351(14) . ? C11 P1 1.761(15) . ? C11 H11 0.9500 . ? C12 C13 1.485(13) . ? C12 C15 1.499(11) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.468(10) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.347(9) . ? C16 P1 1.831(6) . ? C16 H16 0.9500 . ? C17 C18 1.348(14) . ? C17 P2 1.772(11) . ? C17 H17 0.9500 . ? C18 C21 1.491(13) . ? C18 C19 1.511(12) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.488(11) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.321(10) . ? C22 P2 1.840(7) . ? C22 H22 0.9500 . ? S1A P2 2.349(6) . ? S1A P1 2.375(5) . ? C23 C33 1.49(3) . ? C23 C24 1.53(3) . ? C23 P1 1.802(19) . ? C23 H23 1.0000 . ? C24 C26 1.48(3) . ? C24 C25 1.50(4) . ? C24 C32 1.56(3) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C28 1.355(19) . ? C26 C27 1.533(19) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 P1 1.88(5) . ? C28 H28 0.9500 . ? C29 C30 1.540(19) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C34 1.348(19) . ? C30 C32 1.46(3) . ? C31 C32 1.51(3) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.57(3) . ? C33 P2 1.64(2) . ? C33 H33 1.0000 . ? C34 P2 1.98(4) . ? C34 H34 0.9500 . ? P1 W1 2.4706(14) . ? P2 W2 2.4696(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 W1 178.5(6) . . ? O2 C2 W1 177.9(5) . . ? O3 C3 W1 178.3(5) . . ? O4 C4 W1 178.8(7) . . ? O5 C5 W1 179.9(6) . . ? O6 C6 W2 178.2(5) . . ? O7 C7 W2 179.2(6) . . ? O8 C8 W2 177.6(5) . . ? O9 C9 W2 177.5(5) . . ? O10 C10 W2 178.7(6) . . ? P1 S1 P2 116.02(9) . . ? C12 C11 P1 111.2(10) . . ? C12 C11 H11 124.4 . . ? P1 C11 H11 124.4 . . ? C11 C12 C13 125.2(11) . . ? C11 C12 C15 114.1(9) . . ? C13 C12 C15 120.7(9) . . ? C16 C15 C14 124.8(7) . . ? C16 C15 C12 113.2(6) . . ? C14 C15 C12 122.1(7) . . ? C15 C16 P1 109.7(5) . . ? C15 C16 H16 125.2 . . ? P1 C16 H16 125.2 . . ? C18 C17 P2 110.8(8) . . ? C18 C17 H17 124.6 . . ? P2 C17 H17 124.6 . . ? C17 C18 C21 113.7(8) . . ? C17 C18 C19 122.7(10) . . ? C21 C18 C19 123.6(8) . . ? C22 C21 C20 125.0(7) . . ? C22 C21 C18 114.4(6) . . ? C20 C21 C18 120.5(7) . . ? C21 C22 P2 109.4(5) . . ? C21 C22 H22 125.3 . . ? P2 C22 H22 125.3 . . ? P2 S1A P1 96.15(18) . . ? C33 C23 C24 91.2(15) . . ? C33 C23 P1 126.8(14) . . ? C24 C23 P1 107.5(13) . . ? C33 C23 H23 109.7 . . ? C24 C23 H23 109.7 . . ? P1 C23 H23 109.7 . . ? C26 C24 C25 109(2) . . ? C26 C24 C23 111.5(18) . . ? C25 C24 C23 114.6(18) . . ? C26 C24 C32 114.1(17) . . ? C25 C24 C32 116.2(19) . . ? C23 C24 C32 90.2(16) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C28 C26 C24 116(3) . . ? C28 C26 C27 118(3) . . ? C24 C26 C27 125(3) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 P1 110(3) . . ? C26 C28 H28 125.1 . . ? P1 C28 H28 125.1 . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C34 C30 C32 125(3) . . ? C34 C30 C29 119(3) . . ? C32 C30 C29 115(3) . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 C31 109.5(19) . . ? C30 C32 C24 119.7(17) . . ? C31 C32 C24 121.4(18) . . ? C30 C32 C33 104.1(18) . . ? C31 C32 C33 110.4(16) . . ? C24 C32 C33 87.2(15) . . ? C23 C33 C32 91.3(16) . . ? C23 C33 P2 125.0(14) . . ? C32 C33 P2 112.9(13) . . ? C23 C33 H33 108.6 . . ? C32 C33 H33 108.6 . . ? P2 C33 H33 108.6 . . ? C30 C34 P2 99(2) . . ? C30 C34 H34 130.3 . . ? P2 C34 H34 130.3 . . ? C11 P1 C23 95.9(7) . . ? C11 P1 C16 91.8(4) . . ? C23 P1 C16 33.2(6) . . ? C11 P1 C28 4.7(16) . . ? C23 P1 C28 92.3(11) . . ? C16 P1 C28 87.1(12) . . ? C11 P1 S1 112.4(7) . . ? C23 P1 S1 77.3(6) . . ? C16 P1 S1 109.3(2) . . ? C28 P1 S1 115(2) . . ? C11 P1 S1A 94.4(6) . . ? C23 P1 S1A 93.0(6) . . ? C16 P1 S1A 126.2(2) . . ? C28 P1 S1A 98(2) . . ? S1 P1 S1A 23.01(14) . . ? C11 P1 W1 120.7(5) . . ? C23 P1 W1 137.2(6) . . ? C16 P1 W1 117.4(2) . . ? C28 P1 W1 122.7(16) . . ? S1 P1 W1 104.89(7) . . ? S1A P1 W1 104.61(14) . . ? C33 P2 C17 85.6(7) . . ? C33 P2 C22 33.7(7) . . ? C17 P2 C22 91.1(4) . . ? C33 P2 C34 93.8(11) . . ? C17 P2 C34 8.8(10) . . ? C22 P2 C34 99.6(9) . . ? C33 P2 S1 82.5(7) . . ? C17 P2 S1 112.4(6) . . ? C22 P2 S1 111.0(2) . . ? C34 P2 S1 110.6(15) . . ? C33 P2 S1A 98.7(7) . . ? C17 P2 S1A 97.0(6) . . ? C22 P2 S1A 131.0(3) . . ? C34 P2 S1A 92.7(14) . . ? S1 P2 S1A 23.39(13) . . ? C33 P2 W2 145.7(7) . . ? C17 P2 W2 119.1(4) . . ? C22 P2 W2 116.6(2) . . ? C34 P2 W2 112.8(12) . . ? S1 P2 W2 106.18(7) . . ? S1A P2 W2 101.12(14) . . ? C5 W1 C3 90.6(2) . . ? C5 W1 C2 88.6(2) . . ? C3 W1 C2 92.0(2) . . ? C5 W1 C1 90.8(2) . . ? C3 W1 C1 178.5(2) . . ? C2 W1 C1 87.8(2) . . ? C5 W1 C4 90.4(3) . . ? C3 W1 C4 89.5(2) . . ? C2 W1 C4 178.2(2) . . ? C1 W1 C4 90.8(2) . . ? C5 W1 P1 179.50(16) . . ? C3 W1 P1 89.27(16) . . ? C2 W1 P1 90.97(15) . . ? C1 W1 P1 89.29(17) . . ? C4 W1 P1 90.1(2) . . ? C10 W2 C7 90.8(2) . . ? C10 W2 C8 87.6(3) . . ? C7 W2 C8 90.7(2) . . ? C10 W2 C6 91.4(3) . . ? C7 W2 C6 87.6(2) . . ? C8 W2 C6 177.9(2) . . ? C10 W2 C9 90.0(2) . . ? C7 W2 C9 176.7(2) . . ? C8 W2 C9 92.6(2) . . ? C6 W2 C9 89.2(2) . . ? C10 W2 P2 175.7(2) . . ? C7 W2 P2 88.99(16) . . ? C8 W2 P2 88.18(15) . . ? C6 W2 P2 92.83(17) . . ? C9 W2 P2 90.43(16) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 35.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 4.363 _refine_diff_density_min -3.833 _refine_diff_density_rms 0.310 # Attachment 'mat54s.cif' data_mat54s _database_code_depnum_ccdc_archive 'CCDC 809902' #TrackingRef 'mat54s.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H16 O10 P2 S W2' _chemical_formula_sum 'C22 H16 O10 P2 S W2' _chemical_formula_weight 902.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.34540(10) _cell_length_b 9.55690(10) _cell_length_c 17.2960(2) _cell_angle_alpha 97.99 _cell_angle_beta 98.7280(10) _cell_angle_gamma 98.47 _cell_volume 1330.12(3) _cell_formula_units_Z 2 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9879 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 31.05 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.252 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 844 _exptl_absorpt_coefficient_mu 8.892 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1251 _exptl_absorpt_correction_T_max 0.4150 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(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 APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22739 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 31.08 _reflns_number_total 8467 _reflns_number_gt 7569 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0132P)^2^+1.2235P] 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 8467 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0209 _refine_ls_wR_factor_ref 0.0488 _refine_ls_wR_factor_gt 0.0472 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 0.850678(12) 0.709180(11) 0.440127(6) 0.01301(3) Uani 1 1 d . . . W2 W 0.144496(12) 0.282905(11) 0.135950(6) 0.01220(3) Uani 1 1 d . . . C1 C 0.9505(3) 0.5533(3) 0.38203(16) 0.0181(5) Uani 1 1 d . . . C2 C 0.7339(3) 0.5590(3) 0.49662(17) 0.0200(6) Uani 1 1 d . . . C3 C 0.7402(3) 0.8706(3) 0.48838(17) 0.0212(6) Uani 1 1 d . . . C4 C 0.9764(3) 0.8442(3) 0.38097(16) 0.0184(5) Uani 1 1 d . . . C5 C 1.0417(3) 0.7587(3) 0.53165(17) 0.0204(6) Uani 1 1 d . . . C6 C 0.1336(3) 0.2227(3) 0.24463(16) 0.0160(5) Uani 1 1 d . . . C7 C 0.3263(4) 0.1650(3) 0.12019(17) 0.0204(6) Uani 1 1 d . . . C8 C 0.1683(4) 0.3524(3) 0.03189(18) 0.0261(7) Uani 1 1 d . . . C9 C -0.0408(4) 0.3945(3) 0.15250(16) 0.0205(6) Uani 1 1 d . . . C10 C -0.0306(3) 0.1179(3) 0.08003(15) 0.0163(5) Uani 1 1 d . . . C11 C 0.1395(3) 0.8073(3) 0.15870(17) 0.0196(6) Uani 1 1 d . . . H11A H 0.1378 0.8364 0.1065 0.029 Uiso 1 1 calc R . . H11B H 0.1601 0.8928 0.1997 0.029 Uiso 1 1 calc R . . H11C H 0.0330 0.7494 0.1601 0.029 Uiso 1 1 calc R . . C12 C 0.2736(3) 0.7201(3) 0.17376(15) 0.0131(5) Uani 1 1 d . . . C13 C 0.2973(3) 0.6591(3) 0.25081(15) 0.0119(4) Uani 1 1 d . . . H13 H 0.1916 0.6416 0.2713 0.014 Uiso 1 1 calc R . . C14 C 0.4396(3) 0.7478(3) 0.31716(14) 0.0119(5) Uani 1 1 d . . . H14 H 0.4011 0.7706 0.3687 0.014 Uiso 1 1 calc R . . C15 C 0.5279(3) 0.8808(3) 0.29291(15) 0.0127(5) Uani 1 1 d . . . C16 C 0.4860(3) 1.0242(3) 0.32010(17) 0.0179(5) Uani 1 1 d . . . H16A H 0.5439 1.0965 0.2944 0.027 Uiso 1 1 calc R . . H16B H 0.5196 1.0497 0.3778 0.027 Uiso 1 1 calc R . . H16C H 0.3670 1.0204 0.3060 0.027 Uiso 1 1 calc R . . C17 C 0.7377(3) 0.9557(3) 0.20759(17) 0.0194(5) Uani 1 1 d . . . H17A H 0.7316 1.0538 0.2309 0.029 Uiso 1 1 calc R . . H17B H 0.6964 0.9406 0.1504 0.029 Uiso 1 1 calc R . . H17C H 0.8523 0.9408 0.2169 0.029 Uiso 1 1 calc R . . C18 C 0.6351(3) 0.8516(3) 0.24494(15) 0.0132(5) Uani 1 1 d . . . C19 C 0.6452(3) 0.6930(3) 0.22832(15) 0.0126(5) Uani 1 1 d . . . H19 H 0.7558 0.6784 0.2166 0.015 Uiso 1 1 calc R . . C20 C 0.5027(3) 0.6010(3) 0.16215(15) 0.0136(5) Uani 1 1 d . . . H20 H 0.5468 0.5425 0.1203 0.016 Uiso 1 1 calc R . . C21 C 0.3817(3) 0.6891(3) 0.12660(15) 0.0139(5) Uani 1 1 d . . . C22 C 0.3962(4) 0.7325(3) 0.04747(16) 0.0202(6) Uani 1 1 d . . . H22A H 0.3081 0.7857 0.0319 0.030 Uiso 1 1 calc R . . H22B H 0.3868 0.6466 0.0077 0.030 Uiso 1 1 calc R . . H22C H 0.5032 0.7935 0.0511 0.030 Uiso 1 1 calc R . . O1 O 1.0054(3) 0.4696(2) 0.34592(13) 0.0266(5) Uani 1 1 d . . . O2 O 0.6750(3) 0.4708(3) 0.52653(13) 0.0296(5) Uani 1 1 d . . . O3 O 0.6769(3) 0.9609(3) 0.51192(14) 0.0319(5) Uani 1 1 d . . . O4 O 1.0513(3) 0.9131(2) 0.34552(13) 0.0292(5) Uani 1 1 d . . . O5 O 1.1503(3) 0.7882(3) 0.58252(14) 0.0328(6) Uani 1 1 d . . . O6 O 0.1312(3) 0.1923(2) 0.30554(12) 0.0231(4) Uani 1 1 d . . . O7 O 0.4260(3) 0.0985(3) 0.11017(15) 0.0341(6) Uani 1 1 d . . . O8 O 0.1871(4) 0.3903(3) -0.02679(14) 0.0482(8) Uani 1 1 d . . . O9 O -0.1484(3) 0.4515(3) 0.16209(14) 0.0322(5) Uani 1 1 d . . . O10 O -0.1337(2) 0.0262(2) 0.04768(12) 0.0225(4) Uani 1 1 d . . . P1 P 0.61948(8) 0.65252(7) 0.32797(4) 0.01209(12) Uani 1 1 d . . . P2 P 0.35442(8) 0.48779(7) 0.20792(4) 0.01209(12) Uani 1 1 d . . . S1 S 0.50769(8) 0.43689(7) 0.30311(4) 0.01563(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.01124(5) 0.01645(5) 0.01027(5) 0.00250(4) -0.00064(4) 0.00127(4) W2 0.01385(5) 0.01115(5) 0.01021(5) 0.00035(4) -0.00038(4) 0.00153(4) C1 0.0171(12) 0.0222(14) 0.0158(13) 0.0088(11) 0.0002(10) 0.0035(10) C2 0.0140(12) 0.0284(15) 0.0162(13) 0.0038(11) -0.0017(10) 0.0038(11) C3 0.0191(13) 0.0254(15) 0.0161(13) 0.0003(11) -0.0016(10) 0.0025(11) C4 0.0168(12) 0.0184(13) 0.0167(13) -0.0016(10) -0.0022(10) 0.0018(10) C5 0.0175(12) 0.0260(15) 0.0175(13) 0.0077(11) 0.0017(10) 0.0009(11) C6 0.0147(11) 0.0128(12) 0.0201(13) 0.0028(10) 0.0008(10) 0.0030(9) C7 0.0225(13) 0.0195(14) 0.0161(13) -0.0006(11) 0.0004(11) 0.0004(11) C8 0.0289(15) 0.0257(16) 0.0167(14) 0.0020(12) -0.0038(12) -0.0085(12) C9 0.0250(14) 0.0193(14) 0.0145(13) 0.0013(10) -0.0027(11) 0.0034(11) C10 0.0199(12) 0.0197(13) 0.0105(12) 0.0023(10) 0.0054(10) 0.0049(10) C11 0.0166(12) 0.0214(14) 0.0204(14) 0.0028(11) -0.0004(10) 0.0071(10) C12 0.0129(11) 0.0118(11) 0.0132(12) 0.0026(9) -0.0015(9) 0.0010(9) C13 0.0118(10) 0.0121(11) 0.0121(11) 0.0023(9) 0.0028(9) 0.0024(9) C14 0.0120(11) 0.0143(12) 0.0090(11) 0.0002(9) 0.0021(9) 0.0017(9) C15 0.0119(11) 0.0124(11) 0.0120(11) 0.0009(9) -0.0017(9) 0.0018(9) C16 0.0180(12) 0.0146(12) 0.0205(14) 0.0023(10) 0.0011(10) 0.0037(10) C17 0.0166(12) 0.0217(14) 0.0218(14) 0.0093(11) 0.0059(10) 0.0015(10) C18 0.0108(11) 0.0137(12) 0.0144(12) 0.0034(9) 0.0005(9) 0.0007(9) C19 0.0121(11) 0.0141(12) 0.0124(11) 0.0023(9) 0.0032(9) 0.0037(9) C20 0.0150(11) 0.0157(12) 0.0109(11) 0.0015(9) 0.0032(9) 0.0048(9) C21 0.0147(11) 0.0141(12) 0.0113(11) 0.0028(9) -0.0012(9) 0.0004(9) C22 0.0236(14) 0.0235(14) 0.0150(13) 0.0058(11) 0.0030(11) 0.0065(11) O1 0.0332(12) 0.0264(12) 0.0249(11) 0.0072(9) 0.0092(9) 0.0131(9) O2 0.0216(10) 0.0404(14) 0.0296(12) 0.0199(10) 0.0049(9) 0.0009(9) O3 0.0304(12) 0.0376(14) 0.0260(12) -0.0057(10) 0.0039(10) 0.0121(10) O4 0.0281(11) 0.0291(12) 0.0287(12) 0.0117(10) 0.0038(9) -0.0055(9) O5 0.0227(11) 0.0450(15) 0.0245(12) 0.0106(10) -0.0081(9) -0.0062(10) O6 0.0310(11) 0.0223(11) 0.0184(10) 0.0071(8) 0.0065(9) 0.0067(9) O7 0.0284(12) 0.0366(14) 0.0367(14) -0.0033(11) 0.0027(10) 0.0156(10) O8 0.0633(18) 0.0503(18) 0.0187(12) 0.0128(11) -0.0048(12) -0.0241(14) O9 0.0340(12) 0.0347(13) 0.0314(13) 0.0039(10) 0.0025(10) 0.0218(11) O10 0.0223(10) 0.0237(11) 0.0168(10) -0.0027(8) 0.0033(8) -0.0051(8) P1 0.0121(3) 0.0129(3) 0.0106(3) 0.0022(2) -0.0001(2) 0.0019(2) P2 0.0142(3) 0.0115(3) 0.0097(3) 0.0018(2) -0.0006(2) 0.0020(2) S1 0.0185(3) 0.0130(3) 0.0140(3) 0.0040(2) -0.0022(2) 0.0019(2) _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 C5 2.019(3) . ? W1 C4 2.026(3) . ? W1 C1 2.031(3) . ? W1 C3 2.055(3) . ? W1 C2 2.057(3) . ? W1 P1 2.4583(6) . ? W2 C10 2.006(3) . ? W2 C8 2.030(3) . ? W2 C9 2.036(3) . ? W2 C7 2.047(3) . ? W2 C6 2.052(3) . ? W2 P2 2.4703(7) . ? C1 O1 1.138(3) . ? C2 O2 1.139(4) . ? C3 O3 1.136(4) . ? C4 O4 1.143(4) . ? C5 O5 1.135(3) . ? C6 O6 1.133(3) . ? C7 O7 1.138(4) . ? C8 O8 1.149(4) . ? C9 O9 1.138(3) . ? C10 O10 1.147(3) . ? C11 C12 1.504(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C21 1.342(4) . ? C12 C13 1.525(3) . ? C13 C14 1.570(3) . ? C13 P2 1.859(3) . ? C13 H13 1.0000 . ? C14 C15 1.517(4) . ? C14 P1 1.866(2) . ? C14 H14 1.0000 . ? C15 C18 1.342(4) . ? C15 C16 1.494(4) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.495(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.520(4) . ? C19 C20 1.580(4) . ? C19 P1 1.855(3) . ? C19 H19 1.0000 . ? C20 C21 1.521(3) . ? C20 P2 1.863(3) . ? C20 H20 1.0000 . ? C21 C22 1.501(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? P1 S1 2.0897(9) . ? P2 S1 2.0857(9) . ? 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 C5 W1 C4 89.07(11) . . ? C5 W1 C1 93.36(11) . . ? C4 W1 C1 85.70(11) . . ? C5 W1 C3 91.25(12) . . ? C4 W1 C3 91.37(12) . . ? C1 W1 C3 174.49(11) . . ? C5 W1 C2 90.44(11) . . ? C4 W1 C2 175.13(11) . . ? C1 W1 C2 89.48(11) . . ? C3 W1 C2 93.49(12) . . ? C5 W1 P1 179.08(9) . . ? C4 W1 P1 90.08(8) . . ? C1 W1 P1 86.95(8) . . ? C3 W1 P1 88.40(8) . . ? C2 W1 P1 90.43(8) . . ? C10 W2 C8 91.16(11) . . ? C10 W2 C9 86.99(11) . . ? C8 W2 C9 92.56(13) . . ? C10 W2 C7 91.63(11) . . ? C8 W2 C7 88.70(13) . . ? C9 W2 C7 178.15(12) . . ? C10 W2 C6 92.57(11) . . ? C8 W2 C6 176.23(11) . . ? C9 W2 C6 88.11(11) . . ? C7 W2 C6 90.72(11) . . ? C10 W2 P2 178.17(8) . . ? C8 W2 P2 90.06(8) . . ? C9 W2 P2 91.60(8) . . ? C7 W2 P2 89.76(8) . . ? C6 W2 P2 86.22(8) . . ? O1 C1 W1 176.2(2) . . ? O2 C2 W1 176.1(3) . . ? O3 C3 W1 177.1(3) . . ? O4 C4 W1 175.6(3) . . ? O5 C5 W1 178.9(3) . . ? O6 C6 W2 178.1(2) . . ? O7 C7 W2 178.8(3) . . ? O8 C8 W2 177.6(3) . . ? O9 C9 W2 177.0(3) . . ? O10 C10 W2 178.1(2) . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C21 C12 C11 127.3(2) . . ? C21 C12 C13 113.6(2) . . ? C11 C12 C13 119.1(2) . . ? C12 C13 C14 114.9(2) . . ? C12 C13 P2 96.45(16) . . ? C14 C13 P2 111.03(16) . . ? C12 C13 H13 111.2 . . ? C14 C13 H13 111.2 . . ? P2 C13 H13 111.2 . . ? C15 C14 C13 113.5(2) . . ? C15 C14 P1 96.59(16) . . ? C13 C14 P1 110.46(17) . . ? C15 C14 H14 111.8 . . ? C13 C14 H14 111.8 . . ? P1 C14 H14 111.8 . . ? C18 C15 C16 127.2(2) . . ? C18 C15 C14 113.0(2) . . ? C16 C15 C14 119.8(2) . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 C17 127.2(2) . . ? C15 C18 C19 113.2(2) . . ? C17 C18 C19 119.6(2) . . ? C18 C19 C20 114.4(2) . . ? C18 C19 P1 97.05(16) . . ? C20 C19 P1 111.01(17) . . ? C18 C19 H19 111.2 . . ? C20 C19 H19 111.2 . . ? P1 C19 H19 111.2 . . ? C21 C20 C19 113.4(2) . . ? C21 C20 P2 96.76(16) . . ? C19 C20 P2 110.27(17) . . ? C21 C20 H20 111.9 . . ? C19 C20 H20 111.9 . . ? P2 C20 H20 111.9 . . ? C12 C21 C22 128.2(2) . . ? C12 C21 C20 112.7(2) . . ? C22 C21 C20 119.2(2) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 P1 C14 85.84(11) . . ? C19 P1 S1 102.50(9) . . ? C14 P1 S1 102.60(8) . . ? C19 P1 W1 121.47(8) . . ? C14 P1 W1 125.12(8) . . ? S1 P1 W1 114.14(3) . . ? C13 P2 C20 85.97(11) . . ? C13 P2 S1 103.06(8) . . ? C20 P2 S1 102.16(8) . . ? C13 P2 W2 121.75(8) . . ? C20 P2 W2 125.47(8) . . ? S1 P2 W2 113.46(3) . . ? P2 S1 P1 87.61(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 31.08 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.209 _refine_diff_density_min -1.433 _refine_diff_density_rms 0.150