Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof K. C. Kumara Swamy' _publ_contact_author_address ; School of Chemistry University of Hyderabad Gachibowli Hyderabad 500046 INDIA ; _publ_contact_author_email KCKSSC@UOHYD.ERNET.IN _publ_section_title ; Addition products of a P(III)-isothiocyanate to dialkyl acetylenedicarboxylates: A spirocyclic phosphinimine and a triphosphorus heterocycle with tetra- and penta-coordinate phosphorus ; loop_ _publ_author_name 'K.C.Kumara Swamy' 'K. Senthil Kumar' 'N. Satish Kumar' 'Sudha Kumaraswamy' data_compd1 _database_code_depnum_ccdc_archive 'CCDC 263347' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H30 N O2 P S' _chemical_formula_weight 427.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p_21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.2777(16) _cell_length_b 13.122(9) _cell_length_c 9.743(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.90(2) _cell_angle_gamma 90.00 _cell_volume 1175.0(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.208 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.225 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2285 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0807 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 24.97 _reflns_number_total 2156 _reflns_number_gt 991 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0504P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.010(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.12(19) _refine_ls_number_reflns 2156 _refine_ls_number_parameters 271 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1075 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1317 _refine_ls_wR_factor_gt 0.0968 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P P 0.2140(2) 0.51166(17) 0.3261(2) 0.0612(6) Uani 1 d . . . S S 0.1382(3) 0.4052(2) -0.0986(2) 0.0975(9) Uani 1 d . . . O1 O 0.3478(5) 0.5904(4) 0.3373(5) 0.0557(13) Uani 1 d . . . O2 O 0.2668(5) 0.4158(4) 0.4233(5) 0.0582(13) Uani 1 d . . . N N 0.2290(6) 0.4601(5) 0.1678(7) 0.0610(17) Uani 1 d . . . C1 C 0.4676(8) 0.5914(6) 0.2654(7) 0.0475(17) Uani 1 d . . . C2 C 0.4764(8) 0.6674(5) 0.1653(7) 0.0469(17) Uani 1 d . . . C3 C 0.5960(8) 0.6634(5) 0.0977(7) 0.0526(19) Uani 1 d . . . H3 H 0.6047 0.7126 0.0307 0.063 Uiso 1 calc R . . C4 C 0.7060(8) 0.5904(6) 0.1227(7) 0.0519(18) Uani 1 d . . . C5 C 0.6923(7) 0.5206(6) 0.2265(7) 0.0537(18) Uani 1 d . . . H5 H 0.7656 0.4726 0.2483 0.064 Uiso 1 calc R . . C6 C 0.5752(7) 0.5191(6) 0.2990(7) 0.0455(16) Uani 1 d . . . C7 C 0.5680(7) 0.4447(5) 0.4155(7) 0.0531(19) Uani 1 d . . . H7A H 0.6665 0.4300 0.4580 0.064 Uiso 1 calc R . . H7B H 0.5184 0.4774 0.4850 0.064 Uiso 1 calc R . . C8 C 0.4934(7) 0.3461(5) 0.3764(6) 0.0433(17) Uani 1 d . . . C9 C 0.5695(7) 0.2639(6) 0.3377(7) 0.0506(18) Uani 1 d . . . H9 H 0.6678 0.2721 0.3304 0.061 Uiso 1 calc R . . C10 C 0.5069(7) 0.1694(5) 0.3090(7) 0.0473(17) Uani 1 d . . . C11 C 0.3634(7) 0.1592(6) 0.3311(6) 0.0515(19) Uani 1 d . . . H11 H 0.3218 0.0947 0.3191 0.062 Uiso 1 calc R . . C12 C 0.2772(7) 0.2368(6) 0.3694(7) 0.0490(18) Uani 1 d . . . C13 C 0.3465(7) 0.3313(5) 0.3881(6) 0.0452(18) Uani 1 d . . . C14 C 0.3649(8) 0.7546(6) 0.1392(7) 0.057(2) Uani 1 d . . . C15 C 0.3572(11) 0.8112(6) 0.2724(8) 0.085(3) Uani 1 d . . . H15A H 0.2984 0.8711 0.2537 0.127 Uiso 1 calc R . . H15B H 0.4535 0.8306 0.3129 0.127 Uiso 1 calc R . . H15C H 0.3148 0.7680 0.3356 0.127 Uiso 1 calc R . . C16 C 0.4128(10) 0.8312(6) 0.0354(8) 0.086(3) Uani 1 d . . . H16A H 0.3411 0.8841 0.0181 0.129 Uiso 1 calc R . . H16B H 0.4226 0.7968 -0.0498 0.129 Uiso 1 calc R . . H16C H 0.5045 0.8605 0.0730 0.129 Uiso 1 calc R . . C17 C 0.2159(9) 0.7158(6) 0.0785(9) 0.079(3) Uani 1 d . . . H17A H 0.1766 0.6747 0.1460 0.118 Uiso 1 calc R . . H17B H 0.2242 0.6755 -0.0023 0.118 Uiso 1 calc R . . H17C H 0.1525 0.7725 0.0533 0.118 Uiso 1 calc R . . C18 C 0.8336(8) 0.5902(7) 0.0437(9) 0.083(3) Uani 1 d . . . H18A H 0.9184 0.5664 0.1027 0.124 Uiso 1 calc R . . H18B H 0.8506 0.6582 0.0131 0.124 Uiso 1 calc R . . H18C H 0.8138 0.5461 -0.0352 0.124 Uiso 1 calc R . . C19 C 0.5912(8) 0.0832(6) 0.2604(8) 0.070(2) Uani 1 d . . . H19A H 0.6649 0.1094 0.2098 0.105 Uiso 1 calc R . . H19B H 0.5268 0.0396 0.2012 0.105 Uiso 1 calc R . . H19C H 0.6361 0.0450 0.3388 0.105 Uiso 1 calc R . . C20 C 0.1226(8) 0.2191(6) 0.4005(9) 0.067(2) Uani 1 d . . . C21 C 0.0126(8) 0.2782(8) 0.2973(10) 0.103(3) Uani 1 d . . . H21A H -0.0836 0.2523 0.3010 0.154 Uiso 1 calc R . . H21B H 0.0368 0.2699 0.2053 0.154 Uiso 1 calc R . . H21C H 0.0159 0.3492 0.3212 0.154 Uiso 1 calc R . . C22 C 0.0802(8) 0.1061(7) 0.3862(10) 0.095(3) Uani 1 d . . . H22A H -0.0127 0.0961 0.4172 0.143 Uiso 1 calc R . . H22B H 0.1523 0.0656 0.4417 0.143 Uiso 1 calc R . . H22C H 0.0744 0.0859 0.2909 0.143 Uiso 1 calc R . . C23 C 0.1082(10) 0.2505(8) 0.5488(10) 0.101(3) Uani 1 d . . . H23A H 0.1318 0.3215 0.5612 0.152 Uiso 1 calc R . . H23B H 0.1736 0.2107 0.6123 0.152 Uiso 1 calc R . . H23C H 0.0101 0.2392 0.5661 0.152 Uiso 1 calc R . . C24 C 0.1865(8) 0.4378(6) 0.0537(9) 0.061(2) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P 0.0583(13) 0.0608(13) 0.0657(14) 0.0052(12) 0.0126(10) 0.0116(12) S 0.105(2) 0.112(2) 0.0726(16) -0.0196(17) 0.0015(13) -0.0045(18) O1 0.059(3) 0.045(3) 0.064(3) -0.002(3) 0.012(3) 0.005(3) O2 0.062(3) 0.054(3) 0.062(3) 0.007(3) 0.017(2) 0.012(3) N 0.059(4) 0.060(4) 0.060(4) 0.001(3) -0.003(3) 0.002(3) C1 0.054(4) 0.044(4) 0.043(4) -0.005(3) 0.002(4) -0.002(4) C2 0.057(5) 0.041(4) 0.041(4) -0.005(3) 0.001(3) 0.004(4) C3 0.064(5) 0.040(4) 0.054(5) 0.004(4) 0.008(4) -0.008(4) C4 0.055(5) 0.051(4) 0.049(4) -0.008(4) 0.005(4) -0.010(4) C5 0.052(4) 0.042(4) 0.067(5) -0.006(4) 0.008(4) 0.000(4) C6 0.049(4) 0.041(4) 0.045(4) 0.004(4) -0.002(3) -0.006(4) C7 0.052(4) 0.048(4) 0.055(5) 0.010(4) -0.007(3) -0.003(4) C8 0.044(4) 0.045(4) 0.038(4) 0.002(3) -0.004(3) 0.000(4) C9 0.042(4) 0.056(5) 0.054(5) 0.008(4) 0.005(3) 0.005(4) C10 0.049(4) 0.033(4) 0.060(5) 0.008(3) 0.007(4) 0.003(4) C11 0.049(5) 0.060(5) 0.044(4) 0.014(4) 0.002(3) -0.008(4) C12 0.043(4) 0.058(5) 0.044(4) 0.008(4) 0.000(3) -0.003(4) C13 0.042(4) 0.049(4) 0.046(4) 0.005(4) 0.011(3) 0.008(4) C14 0.072(5) 0.052(5) 0.048(4) -0.003(4) 0.003(4) 0.013(4) C15 0.136(8) 0.054(5) 0.063(6) -0.006(4) 0.012(5) 0.026(5) C16 0.118(8) 0.062(6) 0.082(6) 0.018(5) 0.027(6) 0.036(6) C17 0.072(6) 0.068(6) 0.091(6) 0.003(5) -0.006(5) 0.012(5) C18 0.073(6) 0.090(6) 0.088(7) 0.007(6) 0.023(5) 0.001(6) C19 0.081(6) 0.051(4) 0.082(6) 0.002(5) 0.024(5) 0.003(5) C20 0.055(5) 0.062(5) 0.088(7) 0.024(5) 0.016(5) 0.001(4) C21 0.049(5) 0.115(8) 0.142(9) 0.050(7) 0.001(5) -0.012(6) C22 0.055(5) 0.094(8) 0.138(9) 0.005(7) 0.020(5) -0.032(5) C23 0.106(7) 0.099(7) 0.108(8) 0.022(7) 0.047(6) -0.007(7) C24 0.059(5) 0.055(5) 0.068(6) 0.000(4) 0.007(4) -0.002(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 P O1 1.607(5) . ? P O2 1.610(5) . ? P N 1.707(7) . ? S C24 1.551(9) . ? O1 C1 1.393(8) . ? O2 C13 1.401(7) . ? N C24 1.165(9) . ? C1 C6 1.384(9) . ? C1 C2 1.405(9) . ? C2 C3 1.367(9) . ? C2 C14 1.540(10) . ? C3 C4 1.397(10) . ? C4 C5 1.383(9) . ? C4 C18 1.498(9) . ? C5 C6 1.376(8) . ? C6 C7 1.505(9) . ? C7 C8 1.491(9) . ? C8 C9 1.370(9) . ? C8 C13 1.397(9) . ? C9 C10 1.382(9) . ? C10 C11 1.384(9) . ? C10 C19 1.489(9) . ? C11 C12 1.378(10) . ? C12 C13 1.398(9) . ? C12 C20 1.524(9) . ? C14 C15 1.505(9) . ? C14 C17 1.515(10) . ? C14 C16 1.535(10) . ? C20 C23 1.526(11) . ? C20 C22 1.535(11) . ? C20 C21 1.540(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 O1 P O2 107.0(3) . . ? O1 P N 99.1(3) . . ? O2 P N 99.5(3) . . ? C1 O1 P 129.3(4) . . ? C13 O2 P 127.1(4) . . ? C24 N P 154.5(6) . . ? C6 C1 O1 118.3(6) . . ? C6 C1 C2 122.9(7) . . ? O1 C1 C2 118.8(6) . . ? C3 C2 C1 115.8(7) . . ? C3 C2 C14 121.4(7) . . ? C1 C2 C14 122.7(7) . . ? C2 C3 C4 124.4(7) . . ? C5 C4 C3 116.3(7) . . ? C5 C4 C18 122.2(7) . . ? C3 C4 C18 121.4(7) . . ? C6 C5 C4 122.9(7) . . ? C5 C6 C1 117.6(7) . . ? C5 C6 C7 121.1(7) . . ? C1 C6 C7 121.2(6) . . ? C8 C7 C6 115.9(6) . . ? C9 C8 C13 117.3(6) . . ? C9 C8 C7 120.9(6) . . ? C13 C8 C7 121.5(6) . . ? C8 C9 C10 122.9(7) . . ? C9 C10 C11 116.2(7) . . ? C9 C10 C19 121.5(6) . . ? C11 C10 C19 122.3(7) . . ? C12 C11 C10 125.2(7) . . ? C11 C12 C13 114.7(6) . . ? C11 C12 C20 122.6(7) . . ? C13 C12 C20 122.6(7) . . ? C8 C13 C12 123.3(6) . . ? C8 C13 O2 117.7(6) . . ? C12 C13 O2 119.0(6) . . ? C15 C14 C17 110.7(7) . . ? C15 C14 C16 107.3(7) . . ? C17 C14 C16 107.1(6) . . ? C15 C14 C2 109.6(6) . . ? C17 C14 C2 111.8(6) . . ? C16 C14 C2 110.3(6) . . ? C12 C20 C23 110.8(7) . . ? C12 C20 C22 111.4(7) . . ? C23 C20 C22 107.0(8) . . ? C12 C20 C21 110.5(6) . . ? C23 C20 C21 110.2(8) . . ? C22 C20 C21 106.8(7) . . ? N C24 S 176.8(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.190 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.050 #===END data_compd2 _database_code_depnum_ccdc_archive 'CCDC 263348' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H36 N O6 P S' _chemical_formula_weight 569.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p_21/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 10.400(2) _cell_length_b 18.360(4) _cell_length_c 16.485(8) _cell_angle_alpha 90.00 _cell_angle_beta 107.79(3) _cell_angle_gamma 90.00 _cell_volume 2997.1(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.203 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5555 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0981 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 24.97 _reflns_number_total 5256 _reflns_number_gt 2155 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0493P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0021(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5256 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1425 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1491 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P P 0.04674(12) 0.00885(6) 0.29285(7) 0.0395(3) Uani 1 d . . . S S 0.16038(15) -0.19754(7) 0.35116(8) 0.0644(4) Uani 1 d . . . O1 O 0.1395(3) 0.07523(14) 0.32801(16) 0.0381(7) Uani 1 d . . . O4 O 0.0951(3) 0.08256(17) 0.13582(18) 0.0562(9) Uani 1 d . . . O2 O -0.1030(3) 0.03604(15) 0.26732(17) 0.0458(8) Uani 1 d . . . O5 O 0.0852(3) -0.18520(18) 0.1177(2) 0.0631(10) Uani 1 d . . . O6 O 0.2977(3) -0.15195(18) 0.18684(19) 0.0610(9) Uani 1 d . . . N N 0.0687(4) -0.06194(18) 0.3514(2) 0.0429(9) Uani 1 d . . . O3 O 0.1415(4) -0.0181(2) 0.0743(2) 0.0857(13) Uani 1 d . . . C1 C 0.2103(4) 0.0953(2) 0.4128(2) 0.0373(10) Uani 1 d . . . C2 C 0.3489(4) 0.1090(2) 0.4344(3) 0.0383(10) Uani 1 d . . . C3 C 0.4054(5) 0.1362(2) 0.5158(3) 0.0527(12) Uani 1 d . . . H3 H 0.4967 0.1480 0.5326 0.063 Uiso 1 calc R . . C4 C 0.3350(5) 0.1470(3) 0.5737(3) 0.0583(14) Uani 1 d . . . C5 C 0.1996(5) 0.1310(2) 0.5490(3) 0.0513(13) Uani 1 d . . . H5 H 0.1510 0.1377 0.5874 0.062 Uiso 1 calc R . . C6 C 0.1338(4) 0.1050(2) 0.4680(3) 0.0431(11) Uani 1 d . . . C7 C -0.0147(4) 0.0871(2) 0.4412(2) 0.0432(11) Uani 1 d . . . H7A H -0.0255 0.0360 0.4261 0.052 Uiso 1 calc R . . H7B H -0.0473 0.0942 0.4899 0.052 Uiso 1 calc R . . C8 C -0.1022(4) 0.1307(2) 0.3679(3) 0.0389(11) Uani 1 d . . . C9 C -0.1443(4) 0.1999(2) 0.3830(3) 0.0470(12) Uani 1 d . . . H9 H -0.1088 0.2202 0.4369 0.056 Uiso 1 calc R . . C10 C -0.2363(5) 0.2392(2) 0.3212(3) 0.0485(12) Uani 1 d . . . C11 C -0.2928(4) 0.2064(2) 0.2424(3) 0.0489(12) Uani 1 d . . . H11 H -0.3594 0.2317 0.2014 0.059 Uiso 1 calc R . . C12 C -0.2555(4) 0.1379(2) 0.2213(3) 0.0423(11) Uani 1 d . . . C13 C -0.1524(4) 0.1042(2) 0.2857(3) 0.0410(11) Uani 1 d . . . C14 C 0.4325(4) 0.0936(2) 0.3751(3) 0.0443(11) Uani 1 d . . . C15 C 0.3851(5) 0.1407(3) 0.2953(3) 0.0672(15) Uani 1 d . . . H15A H 0.2915 0.1311 0.2666 0.101 Uiso 1 calc R . . H15B H 0.4376 0.1294 0.2580 0.101 Uiso 1 calc R . . H15C H 0.3965 0.1912 0.3110 0.101 Uiso 1 calc R . . C16 C 0.4229(5) 0.0128(2) 0.3513(3) 0.0603(13) Uani 1 d . . . H16A H 0.4451 -0.0162 0.4022 0.091 Uiso 1 calc R . . H16B H 0.4849 0.0021 0.3201 0.091 Uiso 1 calc R . . H16C H 0.3326 0.0017 0.3167 0.091 Uiso 1 calc R . . C17 C 0.5824(5) 0.1099(3) 0.4178(3) 0.0792(17) Uani 1 d . . . H17A H 0.5935 0.1605 0.4332 0.119 Uiso 1 calc R . . H17B H 0.6321 0.0990 0.3788 0.119 Uiso 1 calc R . . H17C H 0.6156 0.0805 0.4680 0.119 Uiso 1 calc R . . C18 C 0.4079(5) 0.1753(3) 0.6612(3) 0.091(2) Uani 1 d . . . H18A H 0.3665 0.1561 0.7013 0.137 Uiso 1 calc R . . H18B H 0.4031 0.2275 0.6611 0.137 Uiso 1 calc R . . H18C H 0.5008 0.1603 0.6770 0.137 Uiso 1 calc R . . C19 C -0.2800(5) 0.3145(3) 0.3373(3) 0.0741(16) Uani 1 d . . . H19A H -0.2104 0.3368 0.3827 0.111 Uiso 1 calc R . . H19B H -0.3616 0.3115 0.3528 0.111 Uiso 1 calc R . . H19C H -0.2958 0.3433 0.2865 0.111 Uiso 1 calc R . . C20 C -0.3268(5) 0.1017(3) 0.1355(3) 0.0577(13) Uani 1 d . . . C21 C -0.4439(5) 0.1487(3) 0.0809(3) 0.0880(19) Uani 1 d . . . H21A H -0.4091 0.1944 0.0684 0.132 Uiso 1 calc R . . H21B H -0.5075 0.1574 0.1115 0.132 Uiso 1 calc R . . H21C H -0.4880 0.1238 0.0286 0.132 Uiso 1 calc R . . C22 C -0.3913(6) 0.0296(3) 0.1519(4) 0.0896(19) Uani 1 d . . . H22A H -0.4440 0.0091 0.0986 0.134 Uiso 1 calc R . . H22B H -0.4486 0.0390 0.1867 0.134 Uiso 1 calc R . . H22C H -0.3215 -0.0039 0.1807 0.134 Uiso 1 calc R . . C23 C -0.2307(6) 0.0868(4) 0.0834(3) 0.110(3) Uani 1 d . . . H23A H -0.1815 0.1304 0.0801 0.165 Uiso 1 calc R . . H23B H -0.2816 0.0716 0.0271 0.165 Uiso 1 calc R . . H23C H -0.1684 0.0491 0.1104 0.165 Uiso 1 calc R . . C24 C 0.0908(4) -0.0266(2) 0.2040(2) 0.0385(10) Uani 1 d . . . C25 C 0.1233(4) -0.0953(2) 0.2248(2) 0.0383(10) Uani 1 d . . . C26 C 0.1147(4) -0.1165(2) 0.3122(3) 0.0436(11) Uani 1 d . . . C27 C 0.1113(4) 0.0120(3) 0.1297(3) 0.0458(11) Uani 1 d . . . C28 C 0.1653(5) -0.1492(3) 0.1695(3) 0.0455(11) Uani 1 d . . . C29 C 0.3479(5) -0.2041(3) 0.1380(3) 0.0847(19) Uani 1 d . . . H29A H 0.3416 -0.2523 0.1590 0.127 Uiso 1 calc R . . H29B H 0.4405 -0.1933 0.1435 0.127 Uiso 1 calc R . . H29C H 0.2948 -0.2012 0.0791 0.127 Uiso 1 calc R . . C30 C 0.1179(6) 0.1274(3) 0.0694(3) 0.0823(19) Uani 1 d . . . H30A H 0.2064 0.1180 0.0652 0.123 Uiso 1 calc R . . H30B H 0.1108 0.1779 0.0828 0.123 Uiso 1 calc R . . H30C H 0.0515 0.1162 0.0160 0.123 Uiso 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 P 0.0436(7) 0.0432(7) 0.0362(6) -0.0001(5) 0.0188(5) 0.0042(6) S 0.0852(11) 0.0435(8) 0.0621(9) 0.0077(6) 0.0190(8) 0.0073(7) O1 0.0447(18) 0.0411(17) 0.0306(15) -0.0032(13) 0.0145(14) -0.0042(15) O4 0.076(2) 0.051(2) 0.0454(19) 0.0047(16) 0.0240(18) -0.0049(19) O2 0.0408(18) 0.0513(19) 0.0485(18) -0.0039(14) 0.0181(15) 0.0085(15) O5 0.063(2) 0.063(2) 0.058(2) -0.0227(18) 0.0106(19) 0.0013(19) O6 0.052(2) 0.072(2) 0.059(2) -0.0185(18) 0.0175(18) 0.0119(19) N 0.049(2) 0.043(2) 0.041(2) 0.0051(17) 0.0210(19) 0.0090(19) O3 0.138(4) 0.083(3) 0.059(2) 0.0016(19) 0.064(2) 0.021(3) C1 0.042(3) 0.039(3) 0.030(2) -0.0022(19) 0.009(2) 0.000(2) C2 0.037(3) 0.042(3) 0.038(2) 0.001(2) 0.014(2) 0.001(2) C3 0.045(3) 0.055(3) 0.052(3) -0.003(2) 0.006(3) 0.005(3) C4 0.055(3) 0.075(4) 0.042(3) -0.015(3) 0.010(3) 0.014(3) C5 0.052(3) 0.067(3) 0.037(3) -0.002(2) 0.018(2) 0.018(3) C6 0.042(3) 0.047(3) 0.041(3) 0.001(2) 0.014(2) 0.005(2) C7 0.052(3) 0.052(3) 0.032(2) -0.003(2) 0.023(2) -0.002(2) C8 0.034(3) 0.049(3) 0.038(2) 0.001(2) 0.017(2) -0.003(2) C9 0.042(3) 0.050(3) 0.056(3) -0.010(2) 0.026(3) -0.005(2) C10 0.039(3) 0.047(3) 0.066(3) 0.001(3) 0.026(3) 0.004(2) C11 0.043(3) 0.054(3) 0.057(3) 0.010(2) 0.026(3) 0.007(2) C12 0.032(3) 0.059(3) 0.040(2) 0.004(2) 0.015(2) 0.009(2) C13 0.041(3) 0.042(3) 0.049(3) -0.002(2) 0.026(2) 0.002(2) C14 0.044(3) 0.049(3) 0.043(3) 0.001(2) 0.016(2) -0.005(2) C15 0.081(4) 0.069(4) 0.066(3) 0.012(3) 0.044(3) -0.002(3) C16 0.055(3) 0.059(3) 0.077(3) 0.000(3) 0.036(3) 0.010(3) C17 0.060(4) 0.111(5) 0.075(4) -0.013(3) 0.034(3) -0.014(4) C18 0.061(4) 0.148(6) 0.052(3) -0.039(4) -0.003(3) 0.024(4) C19 0.070(4) 0.056(3) 0.100(4) -0.010(3) 0.032(3) 0.007(3) C20 0.049(3) 0.076(4) 0.050(3) -0.006(3) 0.018(3) 0.016(3) C21 0.068(4) 0.122(5) 0.055(3) -0.005(3) -0.008(3) 0.032(4) C22 0.078(4) 0.093(5) 0.078(4) -0.031(3) -0.006(3) -0.001(4) C23 0.079(4) 0.208(8) 0.047(3) -0.019(4) 0.026(3) 0.044(5) C24 0.042(3) 0.039(3) 0.036(2) 0.000(2) 0.016(2) 0.003(2) C25 0.033(3) 0.042(3) 0.044(3) -0.005(2) 0.016(2) -0.002(2) C26 0.043(3) 0.044(3) 0.043(3) 0.001(2) 0.012(2) -0.005(2) C27 0.046(3) 0.059(3) 0.036(2) 0.004(2) 0.017(2) 0.003(3) C28 0.047(3) 0.046(3) 0.042(3) -0.001(2) 0.012(2) 0.010(3) C29 0.076(4) 0.108(5) 0.082(4) -0.028(3) 0.042(3) 0.024(4) C30 0.113(5) 0.076(4) 0.060(3) 0.027(3) 0.030(4) -0.011(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 P O1 1.552(3) . ? P O2 1.566(3) . ? P N 1.594(3) . ? P C24 1.786(4) . ? S C26 1.632(4) . ? O1 C1 1.416(4) . ? O4 C27 1.315(5) . ? O4 C30 1.447(5) . ? O2 C13 1.420(5) . ? O5 C28 1.194(5) . ? O6 C28 1.319(5) . ? O6 C29 1.446(5) . ? N C26 1.357(5) . ? O3 C27 1.188(5) . ? C1 C6 1.391(5) . ? C1 C2 1.398(5) . ? C2 C3 1.382(6) . ? C2 C14 1.520(5) . ? C3 C4 1.384(6) . ? C4 C5 1.373(6) . ? C4 C18 1.501(6) . ? C5 C6 1.386(6) . ? C6 C7 1.507(6) . ? C7 C8 1.503(5) . ? C8 C13 1.383(5) . ? C8 C9 1.390(5) . ? C9 C10 1.370(6) . ? C10 C11 1.389(6) . ? C10 C19 1.504(6) . ? C11 C12 1.391(6) . ? C12 C13 1.402(6) . ? C12 C20 1.533(6) . ? C14 C15 1.525(6) . ? C14 C16 1.531(6) . ? C14 C17 1.531(6) . ? C20 C23 1.528(6) . ? C20 C21 1.539(6) . ? C20 C22 1.545(7) . ? C24 C25 1.324(5) . ? C24 C27 1.485(5) . ? C25 C28 1.499(5) . ? C25 C26 1.521(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 O1 P O2 107.66(16) . . ? O1 P N 117.15(18) . . ? O2 P N 111.68(17) . . ? O1 P C24 107.88(17) . . ? O2 P C24 112.28(18) . . ? N P C24 100.05(18) . . ? C1 O1 P 130.5(2) . . ? C27 O4 C30 116.7(3) . . ? C13 O2 P 128.2(3) . . ? C28 O6 C29 115.7(4) . . ? C26 N P 108.6(3) . . ? C6 C1 C2 124.2(4) . . ? C6 C1 O1 116.8(4) . . ? C2 C1 O1 118.9(3) . . ? C3 C2 C1 114.3(4) . . ? C3 C2 C14 122.3(4) . . ? C1 C2 C14 123.4(4) . . ? C2 C3 C4 124.3(5) . . ? C5 C4 C3 118.4(4) . . ? C5 C4 C18 122.0(4) . . ? C3 C4 C18 119.6(5) . . ? C4 C5 C6 121.2(4) . . ? C5 C6 C1 117.5(4) . . ? C5 C6 C7 121.1(4) . . ? C1 C6 C7 121.3(4) . . ? C8 C7 C6 115.8(3) . . ? C13 C8 C9 116.9(4) . . ? C13 C8 C7 123.7(4) . . ? C9 C8 C7 119.3(4) . . ? C10 C9 C8 122.3(4) . . ? C9 C10 C11 117.8(4) . . ? C9 C10 C19 122.2(5) . . ? C11 C10 C19 119.9(5) . . ? C10 C11 C12 123.7(4) . . ? C11 C12 C13 114.7(4) . . ? C11 C12 C20 121.9(4) . . ? C13 C12 C20 123.4(4) . . ? C8 C13 C12 123.9(4) . . ? C8 C13 O2 117.8(4) . . ? C12 C13 O2 118.1(4) . . ? C2 C14 C15 110.6(4) . . ? C2 C14 C16 109.9(3) . . ? C15 C14 C16 110.4(4) . . ? C2 C14 C17 111.8(4) . . ? C15 C14 C17 107.5(4) . . ? C16 C14 C17 106.6(4) . . ? C23 C20 C12 112.4(4) . . ? C23 C20 C21 107.9(4) . . ? C12 C20 C21 111.7(4) . . ? C23 C20 C22 109.8(5) . . ? C12 C20 C22 108.8(4) . . ? C21 C20 C22 105.9(5) . . ? C25 C24 C27 125.4(4) . . ? C25 C24 P 104.1(3) . . ? C27 C24 P 129.7(3) . . ? C24 C25 C28 124.7(4) . . ? C24 C25 C26 113.9(3) . . ? C28 C25 C26 121.3(4) . . ? N C26 C25 113.2(4) . . ? N C26 S 126.1(3) . . ? C25 C26 S 120.7(3) . . ? O3 C27 O4 125.9(4) . . ? O3 C27 C24 123.4(4) . . ? O4 C27 C24 110.7(3) . . ? O5 C28 O6 126.1(4) . . ? O5 C28 C25 122.1(4) . . ? O6 C28 C25 111.9(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C7 H7B N 0.97 2.76 3.658(5) 154.9 3_556 _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.268 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.060 #===END data_compd3 _database_code_depnum_ccdc_archive 'CCDC 263349' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H48 N O6 P S' _chemical_formula_weight 689.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M p_21/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 12.1695(7) _cell_length_b 12.8469(7) _cell_length_c 24.2906(13) _cell_angle_alpha 90.00 _cell_angle_beta 92.7210(10) _cell_angle_gamma 90.00 _cell_volume 3793.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'irregular blocks' _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.208 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.172 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.9342 _exptl_absorpt_correction_T_max 0.9663 _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35591 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 4.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6638 _reflns_number_gt 4440 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0970P)^2^+1.4652P] 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 6638 _refine_ls_number_parameters 440 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0978 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1995 _refine_ls_wR_factor_gt 0.1767 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.166 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P P 0.19722(6) 0.91102(6) 0.17459(3) 0.0435(2) Uani 1 d . . . S S -0.08106(8) 0.95615(9) 0.25328(5) 0.0772(3) Uani 1 d . . . O1 O 0.21789(16) 0.82583(15) 0.13103(8) 0.0465(5) Uani 1 d . . . O2 O 0.31076(16) 0.94548(16) 0.20123(9) 0.0522(6) Uani 1 d . . . O3 O 0.1031(3) 1.1467(2) 0.07152(12) 0.0895(9) Uani 1 d . . . O4 O 0.2357(2) 1.0288(2) 0.06560(11) 0.0786(8) Uani 1 d . . . O5 O -0.1356(2) 1.0682(2) 0.12075(13) 0.0838(9) Uani 1 d . . . O6 O -0.04672(19) 1.19009(18) 0.17187(11) 0.0694(7) Uani 1 d . . . N N 0.1130(2) 0.8857(2) 0.22029(11) 0.0496(6) Uani 1 d . . . C1 C 0.2124(2) 0.7145(2) 0.13342(12) 0.0430(7) Uani 1 d . . . C2 C 0.1475(3) 0.6632(2) 0.09332(13) 0.0489(7) Uani 1 d . . . C3 C 0.1536(3) 0.5546(2) 0.09592(15) 0.0573(9) Uani 1 d . . . H3 H 0.1109 0.5163 0.0704 0.069 Uiso 1 calc R . . C4 C 0.2189(3) 0.5011(3) 0.13395(15) 0.0599(9) Uani 1 d . . . C5 C 0.2813(3) 0.5579(3) 0.17263(14) 0.0546(8) Uani 1 d . . . H5 H 0.3260 0.5230 0.1987 0.066 Uiso 1 calc R . . C6 C 0.2782(2) 0.6656(2) 0.17320(12) 0.0448(7) Uani 1 d . . . C7 C 0.3436(3) 0.7263(2) 0.21677(13) 0.0521(8) Uani 1 d . . . H7A H 0.3787 0.6772 0.2423 0.062 Uiso 1 calc R . . H7B H 0.2927 0.7675 0.2373 0.062 Uiso 1 calc R . . C8 C 0.4311(2) 0.7983(2) 0.19611(13) 0.0491(7) Uani 1 d . . . C9 C 0.5333(3) 0.7578(3) 0.18461(15) 0.0620(9) Uani 1 d . . . H9 H 0.5442 0.6862 0.1864 0.074 Uiso 1 calc R . . C10 C 0.6188(3) 0.8213(3) 0.17058(17) 0.0680(10) Uani 1 d . . . C11 C 0.6019(3) 0.9276(3) 0.17144(16) 0.0639(9) Uani 1 d . . . H11 H 0.6608 0.9706 0.1640 0.077 Uiso 1 calc R . . C12 C 0.5021(3) 0.9746(3) 0.18281(14) 0.0534(8) Uani 1 d . . . C13 C 0.4172(2) 0.9047(2) 0.19158(12) 0.0465(7) Uani 1 d . . . C14 C 0.0734(3) 0.7185(3) 0.04979(14) 0.0596(9) Uani 1 d . . . C15 C -0.0131(3) 0.7825(4) 0.0779(2) 0.0927(15) Uani 1 d . . . H15A H -0.0570 0.7374 0.0995 0.139 Uiso 1 calc R . . H15B H -0.0594 0.8168 0.0504 0.139 Uiso 1 calc R . . H15C H 0.0225 0.8335 0.1014 0.139 Uiso 1 calc R . . C16 C 0.0131(4) 0.6418(3) 0.01109(19) 0.0891(14) Uani 1 d . . . H16A H 0.0657 0.5998 -0.0070 0.134 Uiso 1 calc R . . H16B H -0.0310 0.6795 -0.0160 0.134 Uiso 1 calc R . . H16C H -0.0334 0.5978 0.0319 0.134 Uiso 1 calc R . . C17 C 0.1428(4) 0.7876(4) 0.01363(17) 0.0912(14) Uani 1 d . . . H17A H 0.1855 0.8349 0.0365 0.137 Uiso 1 calc R . . H17B H 0.0952 0.8263 -0.0115 0.137 Uiso 1 calc R . . H17C H 0.1911 0.7449 -0.0068 0.137 Uiso 1 calc R . . C18 C 0.2233(4) 0.3833(3) 0.1342(2) 0.0910(14) Uani 1 d . . . H18A H 0.1666 0.3566 0.1565 0.136 Uiso 1 calc R . . H18B H 0.2938 0.3608 0.1491 0.136 Uiso 1 calc R . . H18C H 0.2121 0.3578 0.0972 0.136 Uiso 1 calc R . . C19 C 0.7290(3) 0.7763(4) 0.1576(3) 0.1080(18) Uani 1 d . . . H19A H 0.7865 0.8205 0.1727 0.162 Uiso 1 calc R . . H19B H 0.7342 0.7716 0.1184 0.162 Uiso 1 calc R . . H19C H 0.7364 0.7081 0.1736 0.162 Uiso 1 calc R . . C20 C 0.4961(3) 1.0934(3) 0.19088(18) 0.0665(10) Uani 1 d . . . C21 C 0.6013(6) 1.1464(5) 0.1778(4) 0.120(3) Uani 0.80 d P A 1 H21A H 0.6177 1.1321 0.1402 0.180 Uiso 1 calc R A 1 H21B H 0.6600 1.1209 0.2019 0.180 Uiso 1 calc R A 1 H21C H 0.5937 1.2201 0.1827 0.180 Uiso 1 calc R A 1 C22 C 0.3988(9) 1.1447(7) 0.1625(6) 0.170(7) Uani 0.80 d P A 1 H22A H 0.4035 1.1380 0.1234 0.255 Uiso 1 calc R A 1 H22B H 0.3977 1.2171 0.1723 0.255 Uiso 1 calc R A 1 H22C H 0.3326 1.1119 0.1738 0.255 Uiso 1 calc R A 1 C23 C 0.4825(7) 1.1102(5) 0.2531(3) 0.117(2) Uani 0.80 d P A 1 H23A H 0.4855 1.1833 0.2613 0.176 Uiso 1 calc R A 1 H23B H 0.5406 1.0750 0.2737 0.176 Uiso 1 calc R A 1 H23C H 0.4128 1.0827 0.2631 0.176 Uiso 1 calc R A 1 C21A C 0.5765(18) 1.1221(13) 0.2378(10) 0.068(5) Uani 0.20 d P A 2 C22A C 0.539(2) 1.1439(16) 0.1330(9) 0.075(6) Uani 0.20 d P A 2 C23A C 0.390(3) 1.135(2) 0.2018(15) 0.087(9) Uani 0.20 d P A 2 C24 C 0.1267(2) 1.0162(2) 0.14017(13) 0.0470(7) Uani 1 d . . . C25 C 0.0339(2) 1.0265(2) 0.16683(13) 0.0486(7) Uani 1 d . . . C26 C 0.0251(3) 0.9507(2) 0.21408(13) 0.0518(8) Uani 1 d . . . C27 C 0.1528(3) 1.0724(3) 0.08914(15) 0.0587(9) Uani 1 d . . . C28 C 0.2617(5) 1.0707(5) 0.0111(2) 0.129(2) Uani 1 d . . . H28A H 0.1971 1.0670 -0.0138 0.155 Uiso 1 calc R . . H28B H 0.2834 1.1432 0.0146 0.155 Uiso 1 calc R . . C29 C 0.3470(6) 1.0130(6) -0.0102(3) 0.145(3) Uani 1 d . . . H29A H 0.4117 1.0194 0.0137 0.217 Uiso 1 calc R . . H29B H 0.3623 1.0387 -0.0462 0.217 Uiso 1 calc R . . H29C H 0.3258 0.9411 -0.0128 0.217 Uiso 1 calc R . . C30 C -0.0600(3) 1.0975(3) 0.15003(15) 0.0581(9) Uani 1 d . . . C31 C -0.1326(4) 1.2666(3) 0.1587(2) 0.0975(15) Uani 1 d . . . H31A H -0.1561 1.2605 0.1202 0.117 Uiso 1 calc R . . H31B H -0.1956 1.2526 0.1806 0.117 Uiso 1 calc R . . C32 C -0.0950(5) 1.3678(4) 0.1694(3) 0.133(2) Uani 1 d . . . H32A H -0.0669 1.3726 0.2069 0.200 Uiso 1 calc R . . H32B H -0.1546 1.4160 0.1635 0.200 Uiso 1 calc R . . H32C H -0.0375 1.3843 0.1451 0.200 Uiso 1 calc R . . C3S C 0.6971(13) 0.5776(14) 0.0229(6) 0.295(4) Uani 1 d D . . H3S H 0.7573 0.5833 0.0009 0.354 Uiso 1 calc R . . C1S C 0.5192(14) 0.6319(14) 0.0470(6) 0.295(4) Uani 1 d D . . C2S C 0.6142(13) 0.6397(13) 0.0174(6) 0.295(4) Uani 1 d D . . H2S H 0.6180 0.6934 -0.0081 0.354 Uiso 1 calc R . . C4S C 0.6919(14) 0.5045(14) 0.0619(7) 0.295(4) Uani 1 d D . . H4S H 0.7574 0.4685 0.0689 0.354 Uiso 1 calc R . . C5S C 0.6098(14) 0.4743(15) 0.0924(6) 0.295(4) Uani 1 d D . . H5S H 0.6081 0.4162 0.1152 0.354 Uiso 1 calc R . . C6S C 0.5257(13) 0.5486(13) 0.0830(6) 0.295(4) Uani 1 d D . . H6S H 0.4651 0.5402 0.1045 0.354 Uiso 1 calc R . . C7S C 0.4604(11) 0.7142(12) 0.0222(7) 0.330(9) Uani 1 d D . . H7S1 H 0.3863 0.6923 0.0131 0.494 Uiso 1 calc R . . H7S2 H 0.4950 0.7349 -0.0108 0.494 Uiso 1 calc R . . H7S3 H 0.4595 0.7720 0.0472 0.494 Uiso 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 P 0.0427(4) 0.0371(4) 0.0501(5) -0.0020(3) -0.0050(3) 0.0021(3) S 0.0611(6) 0.0825(7) 0.0896(8) -0.0051(6) 0.0217(5) -0.0008(5) O1 0.0540(12) 0.0355(11) 0.0490(12) -0.0019(9) -0.0065(9) 0.0026(9) O2 0.0430(12) 0.0465(12) 0.0663(14) -0.0118(10) -0.0047(10) 0.0020(9) O3 0.104(2) 0.0732(18) 0.091(2) 0.0303(16) 0.0045(17) 0.0323(16) O4 0.0887(19) 0.0710(17) 0.0781(18) 0.0226(14) 0.0252(15) 0.0195(14) O5 0.0617(16) 0.0759(18) 0.110(2) -0.0190(16) -0.0339(15) 0.0113(13) O6 0.0591(14) 0.0529(14) 0.0944(18) -0.0141(13) -0.0161(13) 0.0165(11) N 0.0474(14) 0.0457(15) 0.0550(16) -0.0001(12) -0.0031(12) -0.0012(11) C1 0.0456(16) 0.0357(15) 0.0474(16) -0.0008(12) -0.0002(13) 0.0019(12) C2 0.0522(18) 0.0419(17) 0.0517(18) -0.0030(14) -0.0070(14) 0.0023(14) C3 0.064(2) 0.0431(18) 0.064(2) -0.0080(15) -0.0120(17) -0.0008(15) C4 0.070(2) 0.0427(18) 0.067(2) 0.0012(16) -0.0056(17) 0.0014(16) C5 0.0563(19) 0.0476(18) 0.059(2) 0.0078(15) -0.0095(16) 0.0043(15) C6 0.0464(16) 0.0397(16) 0.0477(17) 0.0039(13) -0.0032(13) 0.0000(13) C7 0.0575(18) 0.0467(18) 0.0505(18) 0.0058(14) -0.0129(14) -0.0003(15) C8 0.0487(17) 0.0466(17) 0.0504(18) -0.0029(14) -0.0145(14) 0.0006(14) C9 0.054(2) 0.0485(19) 0.081(2) -0.0117(17) -0.0147(17) 0.0098(16) C10 0.0470(19) 0.066(2) 0.090(3) -0.020(2) -0.0003(18) 0.0043(17) C11 0.0464(18) 0.067(2) 0.079(3) -0.0109(19) 0.0065(17) -0.0076(17) C12 0.0485(18) 0.0493(18) 0.062(2) -0.0045(15) -0.0034(15) -0.0011(14) C13 0.0404(15) 0.0488(18) 0.0496(17) -0.0040(14) -0.0049(13) 0.0035(13) C14 0.068(2) 0.0479(19) 0.061(2) -0.0064(16) -0.0246(17) 0.0066(16) C15 0.072(3) 0.090(3) 0.112(3) -0.024(3) -0.035(2) 0.028(2) C16 0.104(3) 0.067(2) 0.092(3) -0.011(2) -0.048(3) 0.004(2) C17 0.123(4) 0.083(3) 0.064(3) 0.018(2) -0.028(2) -0.010(3) C18 0.123(4) 0.042(2) 0.104(3) 0.004(2) -0.034(3) 0.000(2) C19 0.055(2) 0.097(3) 0.173(5) -0.041(3) 0.018(3) 0.011(2) C20 0.058(2) 0.0422(19) 0.099(3) -0.0043(19) 0.0009(19) -0.0059(16) C21 0.098(5) 0.065(4) 0.200(9) -0.010(5) 0.045(5) -0.023(3) C22 0.126(8) 0.049(4) 0.323(17) 0.051(8) -0.113(11) -0.013(4) C23 0.158(7) 0.060(4) 0.136(6) -0.037(4) 0.039(5) -0.019(4) C21A 0.072(13) 0.032(9) 0.099(15) -0.008(9) -0.008(11) -0.009(8) C22A 0.091(15) 0.055(11) 0.080(14) 0.023(10) 0.008(12) -0.002(11) C23A 0.081(16) 0.023(11) 0.15(3) -0.002(15) -0.02(2) 0.012(10) C24 0.0462(17) 0.0375(16) 0.0565(18) -0.0029(14) -0.0064(14) 0.0011(13) C25 0.0447(17) 0.0420(17) 0.0580(19) -0.0108(14) -0.0094(14) -0.0008(13) C26 0.0491(17) 0.0484(18) 0.0570(19) -0.0093(15) -0.0064(14) -0.0042(14) C27 0.064(2) 0.0472(19) 0.065(2) 0.0049(16) -0.0039(17) 0.0047(16) C28 0.149(5) 0.126(5) 0.118(4) 0.058(4) 0.063(4) 0.036(4) C29 0.155(6) 0.153(6) 0.134(5) 0.009(4) 0.077(5) -0.001(5) C30 0.0497(19) 0.055(2) 0.069(2) -0.0079(17) -0.0091(16) 0.0082(16) C31 0.080(3) 0.067(3) 0.143(4) -0.010(3) -0.025(3) 0.029(2) C32 0.156(5) 0.069(3) 0.168(6) 0.001(3) -0.054(5) 0.023(3) C3S 0.254(7) 0.411(11) 0.217(6) -0.067(6) -0.011(6) 0.060(7) C1S 0.254(7) 0.411(11) 0.217(6) -0.067(6) -0.011(6) 0.060(7) C2S 0.254(7) 0.411(11) 0.217(6) -0.067(6) -0.011(6) 0.060(7) C4S 0.254(7) 0.411(11) 0.217(6) -0.067(6) -0.011(6) 0.060(7) C5S 0.254(7) 0.411(11) 0.217(6) -0.067(6) -0.011(6) 0.060(7) C6S 0.254(7) 0.411(11) 0.217(6) -0.067(6) -0.011(6) 0.060(7) C7S 0.243(13) 0.333(18) 0.41(2) 0.061(16) -0.022(13) 0.158(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 P O1 1.551(2) . ? P O2 1.562(2) . ? P N 1.580(3) . ? P C24 1.787(3) . ? S C26 1.643(3) . ? O1 C1 1.433(3) . ? O2 C13 1.427(3) . ? O3 C27 1.198(4) . ? O4 C27 1.309(4) . ? O4 C28 1.478(5) . ? O5 C30 1.197(4) . ? O6 C30 1.309(4) . ? O6 C31 1.459(4) . ? N C26 1.360(4) . ? C1 C6 1.377(4) . ? C1 C2 1.391(4) . ? C2 C3 1.399(4) . ? C2 C14 1.531(4) . ? C3 C4 1.374(5) . ? C4 C5 1.387(5) . ? C4 C18 1.515(5) . ? C5 C6 1.384(4) . ? C6 C7 1.510(4) . ? C7 C8 1.515(4) . ? C8 C13 1.380(4) . ? C8 C9 1.388(4) . ? C9 C10 1.378(5) . ? C10 C11 1.381(5) . ? C10 C19 1.507(5) . ? C11 C12 1.395(5) . ? C12 C13 1.393(4) . ? C12 C20 1.541(5) . ? C14 C15 1.522(5) . ? C14 C16 1.525(5) . ? C14 C17 1.531(6) . ? C20 C23A 1.44(3) . ? C20 C22 1.495(9) . ? C20 C21 1.498(7) . ? C20 C21A 1.51(2) . ? C20 C23 1.544(8) . ? C20 C22A 1.65(2) . ? C24 C25 1.335(4) . ? C24 C27 1.482(5) . ? C25 C30 1.503(4) . ? C25 C26 1.513(5) . ? C28 C29 1.396(7) . ? C31 C32 1.399(7) . ? C3S C2S 1.288(12) . ? C3S C4S 1.338(12) . ? C1S C6S 1.383(13) . ? C1S C2S 1.394(12) . ? C1S C7S 1.396(14) . ? C4S C5S 1.331(12) . ? C5S C6S 1.409(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 O1 P O2 108.29(11) . . ? O1 P N 117.75(13) . . ? O2 P N 110.96(13) . . ? O1 P C24 107.72(13) . . ? O2 P C24 112.03(13) . . ? N P C24 99.86(14) . . ? C1 O1 P 131.86(19) . . ? C13 O2 P 128.30(19) . . ? C27 O4 C28 116.0(3) . . ? C30 O6 C31 116.8(3) . . ? C26 N P 109.2(2) . . ? C6 C1 C2 124.6(3) . . ? C6 C1 O1 117.2(2) . . ? C2 C1 O1 118.0(2) . . ? C1 C2 C3 114.4(3) . . ? C1 C2 C14 124.1(3) . . ? C3 C2 C14 121.5(3) . . ? C4 C3 C2 123.8(3) . . ? C3 C4 C5 118.3(3) . . ? C3 C4 C18 121.4(3) . . ? C5 C4 C18 120.3(3) . . ? C6 C5 C4 121.2(3) . . ? C1 C6 C5 117.7(3) . . ? C1 C6 C7 121.7(3) . . ? C5 C6 C7 120.7(3) . . ? C6 C7 C8 116.0(3) . . ? C13 C8 C9 117.6(3) . . ? C13 C8 C7 123.0(3) . . ? C9 C8 C7 119.2(3) . . ? C10 C9 C8 121.4(3) . . ? C9 C10 C11 117.8(3) . . ? C9 C10 C19 121.0(4) . . ? C11 C10 C19 121.1(4) . . ? C10 C11 C12 124.2(3) . . ? C13 C12 C11 114.2(3) . . ? C13 C12 C20 125.4(3) . . ? C11 C12 C20 120.0(3) . . ? C8 C13 C12 124.1(3) . . ? C8 C13 O2 117.4(3) . . ? C12 C13 O2 118.3(3) . . ? C15 C14 C16 107.6(3) . . ? C15 C14 C2 109.8(3) . . ? C16 C14 C2 112.1(3) . . ? C15 C14 C17 110.8(4) . . ? C16 C14 C17 106.5(3) . . ? C2 C14 C17 110.0(3) . . ? C23A C20 C22 38.7(13) . . ? C23A C20 C21 131.2(12) . . ? C22 C20 C21 111.6(6) . . ? C23A C20 C21A 109.1(16) . . ? C22 C20 C21A 135.2(9) . . ? C21 C20 C21A 61.4(10) . . ? C23A C20 C12 116.0(12) . . ? C22 C20 C12 114.8(5) . . ? C21 C20 C12 112.2(4) . . ? C21A C20 C12 107.7(7) . . ? C23A C20 C23 68.1(14) . . ? C22 C20 C23 105.6(7) . . ? C21 C20 C23 106.1(5) . . ? C21A C20 C23 47.4(9) . . ? C12 C20 C23 105.7(4) . . ? C23A C20 C22A 109.5(15) . . ? C22 C20 C22A 73.1(10) . . ? C21 C20 C22A 48.3(8) . . ? C21A C20 C22A 109.1(13) . . ? C12 C20 C22A 105.2(8) . . ? C23 C20 C22A 146.1(9) . . ? C25 C24 C27 125.2(3) . . ? C25 C24 P 104.3(2) . . ? C27 C24 P 130.0(2) . . ? C24 C25 C30 125.3(3) . . ? C24 C25 C26 113.3(3) . . ? C30 C25 C26 121.1(3) . . ? N C26 C25 113.4(3) . . ? N C26 S 126.7(3) . . ? C25 C26 S 119.9(2) . . ? O3 C27 O4 124.8(3) . . ? O3 C27 C24 124.2(3) . . ? O4 C27 C24 110.9(3) . . ? C29 C28 O4 109.4(5) . . ? O5 C30 O6 127.1(3) . . ? O5 C30 C25 121.6(3) . . ? O6 C30 C25 111.3(3) . . ? C32 C31 O6 111.2(4) . . ? C2S C3S C4S 116.4(18) . . ? C6S C1S C2S 110.9(17) . . ? C6S C1S C7S 151(2) . . ? C2S C1S C7S 98.3(15) . . ? C3S C2S C1S 124.6(18) . . ? C5S C4S C3S 131.4(18) . . ? C4S C5S C6S 105.7(17) . . ? C1S C6S C5S 130.2(18) . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.497 _refine_diff_density_min -0.434 _refine_diff_density_rms 0.058 #===END data_compd5 _database_code_depnum_ccdc_archive 'CCDC 263350' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H104 Cl4 N3 O10 P3 S3' _chemical_formula_weight 1622.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 20.597(5) _cell_length_b 17.682(9) _cell_length_c 25.858(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.30(2) _cell_angle_gamma 90.00 _cell_volume 9360(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.151 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3432 _exptl_absorpt_coefficient_mu 0.296 _exptl_absorpt_correction_type 'empirical, SADABS' _exptl_absorpt_correction_T_min 0.9164 _exptl_absorpt_correction_T_max 0.9431 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44076 _diffrn_reflns_av_R_equivalents 0.0366 _diffrn_reflns_av_sigmaI/netI 0.0506 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 25.00 _reflns_number_total 16434 _reflns_number_gt 11841 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1534P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.09(7) _refine_ls_number_reflns 16434 _refine_ls_number_parameters 995 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0739 _refine_ls_wR_factor_ref 0.2141 _refine_ls_wR_factor_gt 0.1915 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.006 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.34953(6) 0.37979(6) 0.06917(4) 0.0476(3) Uani 1 d . . . P2 P 0.22060(6) 0.46683(6) 0.08636(4) 0.0487(3) Uani 1 d . . . P3 P 0.29860(7) 0.15392(7) 0.19582(5) 0.0618(3) Uani 1 d . . . S1 S 0.36500(6) 0.28641(6) 0.11926(5) 0.0557(3) Uani 1 d . . . S2 S 0.55425(12) 0.3612(2) 0.02870(15) 0.1506(11) Uani 1 d . . . S3 S 0.38643(8) 0.12428(9) 0.18808(7) 0.0811(4) Uani 1 d . . . O1 O 0.31536(16) 0.36406(17) 0.01163(11) 0.0517(7) Uani 1 d . . . O2 O 0.36808(16) 0.46553(16) 0.08186(12) 0.0515(7) Uani 1 d . . . O3 O 0.25072(18) 0.53138(17) 0.12284(12) 0.0566(8) Uani 1 d . . . O4 O 0.21527(16) 0.49550(18) 0.02844(11) 0.0541(7) Uani 1 d . . . O5 O 0.24491(18) 0.09037(19) 0.18255(15) 0.0655(9) Uani 1 d . . . O6 O 0.2896(2) 0.1830(2) 0.25292(14) 0.0773(11) Uani 1 d . . . O7 O 0.0838(2) 0.5179(2) 0.0907(2) 0.0866(12) Uani 1 d . . . O8 O 0.0451(3) 0.4107(3) 0.1229(3) 0.119(2) Uani 1 d . . . O9 O 0.1068(2) 0.2434(2) 0.12573(18) 0.0807(11) Uani 1 d . . . O10 O 0.1406(2) 0.3050(2) 0.19898(16) 0.0829(12) Uani 1 d . . . N1 N 0.4294(2) 0.3571(2) 0.05377(17) 0.0596(10) Uani 1 d . . . N2 N 0.27262(19) 0.3964(2) 0.09168(13) 0.0471(8) Uani 1 d . . . N3 N 0.2618(2) 0.2217(2) 0.16289(17) 0.0623(10) Uani 1 d . . . C1 C 0.3455(2) 0.3604(3) -0.03470(16) 0.0515(10) Uani 1 d . . . C2 C 0.3455(3) 0.2914(3) -0.06161(18) 0.0597(12) Uani 1 d . . . C3 C 0.3763(3) 0.2939(4) -0.10682(19) 0.0694(14) Uani 1 d . . . H3 H 0.3789 0.2494 -0.1256 0.083 Uiso 1 calc R . . C4 C 0.4035(3) 0.3590(4) -0.1256(2) 0.0742(15) Uani 1 d . . . C5 C 0.3976(3) 0.4255(3) -0.09916(19) 0.0675(14) Uani 1 d . . . H5 H 0.4138 0.4699 -0.1121 0.081 Uiso 1 calc R . . C6 C 0.3678(2) 0.4278(3) -0.05335(17) 0.0560(11) Uani 1 d . . . C7 C 0.3593(3) 0.5018(3) -0.02581(18) 0.0590(12) Uani 1 d . . . H7A H 0.3512 0.5411 -0.0519 0.071 Uiso 1 calc R . . H7B H 0.3208 0.4980 -0.0076 0.071 Uiso 1 calc R . . C8 C 0.4158(3) 0.5262(3) 0.01252(19) 0.0557(11) Uani 1 d . . . C9 C 0.4655(3) 0.5702(3) -0.0051(2) 0.0669(14) Uani 1 d . . . H9 H 0.4631 0.5827 -0.0402 0.080 Uiso 1 calc R . . C10 C 0.5183(3) 0.5957(3) 0.0284(2) 0.0690(14) Uani 1 d . . . C11 C 0.5188(3) 0.5772(3) 0.0802(2) 0.0693(14) Uani 1 d . . . H11 H 0.5531 0.5956 0.1031 0.083 Uiso 1 calc R . . C12 C 0.4717(3) 0.5331(3) 0.10087(19) 0.0598(12) Uani 1 d . . . C13 C 0.4212(3) 0.5085(3) 0.06498(18) 0.0547(11) Uani 1 d . . . C14 C 0.3172(3) 0.2165(3) -0.0447(2) 0.0741(15) Uani 1 d . . . C15 C 0.2556(4) 0.2254(4) -0.0167(3) 0.094(2) Uani 1 d . . . H15A H 0.2319 0.2693 -0.0297 0.141 Uiso 1 calc R . . H15B H 0.2680 0.2309 0.0200 0.141 Uiso 1 calc R . . H15C H 0.2286 0.1814 -0.0229 0.141 Uiso 1 calc R . . C16 C 0.3696(5) 0.1771(5) -0.0082(4) 0.119(3) Uani 1 d . . . H16A H 0.3537 0.1288 0.0017 0.179 Uiso 1 calc R . . H16B H 0.3800 0.2076 0.0223 0.179 Uiso 1 calc R . . H16C H 0.4080 0.1703 -0.0255 0.179 Uiso 1 calc R . . C17 C 0.2966(7) 0.1658(5) -0.0931(4) 0.154(5) Uani 1 d . . . H17A H 0.2701 0.1947 -0.1188 0.231 Uiso 1 calc R . . H17B H 0.2722 0.1232 -0.0829 0.231 Uiso 1 calc R . . H17C H 0.3350 0.1484 -0.1075 0.231 Uiso 1 calc R . . C18 C 0.4362(5) 0.3562(5) -0.1751(3) 0.105(2) Uani 1 d . . . H18A H 0.4283 0.3078 -0.1915 0.158 Uiso 1 calc R . . H18B H 0.4823 0.3636 -0.1670 0.158 Uiso 1 calc R . . H18C H 0.4186 0.3953 -0.1983 0.158 Uiso 1 calc R . . C19 C 0.5706(4) 0.6463(5) 0.0100(3) 0.107(2) Uani 1 d . . . H19A H 0.5934 0.6720 0.0393 0.161 Uiso 1 calc R . . H19B H 0.5506 0.6829 -0.0141 0.161 Uiso 1 calc R . . H19C H 0.6009 0.6162 -0.0067 0.161 Uiso 1 calc R . . C20 C 0.4784(4) 0.5186(3) 0.1602(2) 0.0781(17) Uani 1 d . . . C21 C 0.4778(7) 0.4401(5) 0.1733(3) 0.155(5) Uani 1 d . . . H21A H 0.4340 0.4211 0.1670 0.232 Uiso 1 calc R . . H21B H 0.4934 0.4338 0.2094 0.232 Uiso 1 calc R . . H21C H 0.5055 0.4128 0.1523 0.232 Uiso 1 calc R . . C22 C 0.4135(10) 0.5539(11) 0.1799(4) 0.224(9) Uani 1 d . . . H22A H 0.3937 0.5886 0.1544 0.336 Uiso 1 calc R . . H22B H 0.4247 0.5800 0.2122 0.336 Uiso 1 calc R . . H22C H 0.3832 0.5139 0.1850 0.336 Uiso 1 calc R . . C23 C 0.5345(8) 0.5561(11) 0.1872(4) 0.233(10) Uani 1 d . . . H23A H 0.5718 0.5234 0.1881 0.349 Uiso 1 calc R . . H23B H 0.5259 0.5678 0.2220 0.349 Uiso 1 calc R . . H23C H 0.5430 0.6020 0.1692 0.349 Uiso 1 calc R . . C24 C 0.2170(3) 0.5926(3) 0.14180(19) 0.0573(11) Uani 1 d . . . C25 C 0.1979(3) 0.5928(3) 0.1923(2) 0.0668(13) Uani 1 d . . . C26 C 0.1605(4) 0.6560(4) 0.2028(3) 0.094(2) Uani 1 d . . . H26 H 0.1439 0.6569 0.2348 0.113 Uiso 1 calc R . . C27 C 0.1463(4) 0.7158(4) 0.1710(3) 0.102(2) Uani 1 d . . . C28 C 0.1703(4) 0.7146(3) 0.1228(3) 0.0834(18) Uani 1 d . . . H28 H 0.1627 0.7556 0.1005 0.100 Uiso 1 calc R . . C29 C 0.2053(3) 0.6534(3) 0.1074(2) 0.0646(13) Uani 1 d . . . C30 C 0.2305(3) 0.6522(3) 0.0553(2) 0.0691(14) Uani 1 d . . . H30A H 0.2689 0.6202 0.0570 0.083 Uiso 1 calc R . . H30B H 0.2435 0.7030 0.0466 0.083 Uiso 1 calc R . . C31 C 0.1806(3) 0.6237(3) 0.0133(2) 0.0646(13) Uani 1 d . . . C32 C 0.1383(4) 0.6761(3) -0.0142(2) 0.0812(17) Uani 1 d . . . H32 H 0.1419 0.7271 -0.0055 0.097 Uiso 1 calc R . . C33 C 0.0928(4) 0.6544(5) -0.0527(3) 0.097(2) Uani 1 d . . . C34 C 0.0877(3) 0.5774(4) -0.0656(2) 0.0820(17) Uani 1 d . . . H34 H 0.0562 0.5631 -0.0924 0.098 Uiso 1 calc R . . C35 C 0.1270(3) 0.5211(3) -0.0409(2) 0.0677(14) Uani 1 d . . . C36 C 0.1717(2) 0.5482(3) 0.00067(17) 0.0547(11) Uani 1 d . . . C37 C 0.2148(4) 0.5358(4) 0.2364(2) 0.0849(19) Uani 1 d . . . C38 C 0.2592(5) 0.4721(4) 0.2249(3) 0.105(3) Uani 1 d . . . H38A H 0.2942 0.4916 0.2071 0.158 Uiso 1 calc R . . H38B H 0.2350 0.4354 0.2033 0.158 Uiso 1 calc R . . H38C H 0.2769 0.4487 0.2568 0.158 Uiso 1 calc R . . C39 C 0.2497(6) 0.5794(5) 0.2818(3) 0.122(3) Uani 1 d . . . H39A H 0.2621 0.5453 0.3101 0.183 Uiso 1 calc R . . H39B H 0.2210 0.6174 0.2930 0.183 Uiso 1 calc R . . H39C H 0.2880 0.6030 0.2712 0.183 Uiso 1 calc R . . C40 C 0.1534(6) 0.5008(5) 0.2518(4) 0.137(4) Uani 1 d . . . H40A H 0.1596 0.4876 0.2880 0.206 Uiso 1 calc R . . H40B H 0.1432 0.4561 0.2314 0.206 Uiso 1 calc R . . H40C H 0.1180 0.5362 0.2458 0.206 Uiso 1 calc R . . C41 C 0.1036(6) 0.7800(6) 0.1844(5) 0.151(4) Uani 1 d . . . H41A H 0.0721 0.7618 0.2062 0.227 Uiso 1 calc R . . H41B H 0.0814 0.8009 0.1530 0.227 Uiso 1 calc R . . H41C H 0.1300 0.8183 0.2026 0.227 Uiso 1 calc R . . C42 C 0.0459(5) 0.7105(5) -0.0820(4) 0.122(3) Uani 1 d . . . H42A H 0.0680 0.7368 -0.1074 0.182 Uiso 1 calc R . . H42B H 0.0310 0.7461 -0.0579 0.182 Uiso 1 calc R . . H42C H 0.0091 0.6836 -0.0992 0.182 Uiso 1 calc R . . C43 C 0.1257(3) 0.4413(4) -0.0618(2) 0.0774(16) Uani 1 d . . . C44 C 0.1936(4) 0.4219(5) -0.0784(3) 0.098(2) Uani 1 d . . . H44A H 0.2042 0.4570 -0.1045 0.147 Uiso 1 calc R . . H44B H 0.1930 0.3715 -0.0922 0.147 Uiso 1 calc R . . H44C H 0.2259 0.4251 -0.0487 0.147 Uiso 1 calc R . . C45 C 0.1071(5) 0.3838(4) -0.0230(3) 0.101(2) Uani 1 d . . . H45A H 0.1411 0.3805 0.0054 0.151 Uiso 1 calc R . . H45B H 0.1013 0.3353 -0.0396 0.151 Uiso 1 calc R . . H45C H 0.0671 0.3988 -0.0101 0.151 Uiso 1 calc R . . C46 C 0.0778(4) 0.4338(5) -0.1115(3) 0.108(2) Uani 1 d . . . H46A H 0.0341 0.4288 -0.1023 0.162 Uiso 1 calc R . . H46B H 0.0888 0.3899 -0.1306 0.162 Uiso 1 calc R . . H46C H 0.0806 0.4781 -0.1327 0.162 Uiso 1 calc R . . C47 C 0.2552(3) 0.0139(3) 0.1947(2) 0.0640(13) Uani 1 d . . . C48 C 0.2659(3) -0.0382(3) 0.1562(3) 0.0752(16) Uani 1 d . . . C49 C 0.2779(4) -0.1133(3) 0.1733(3) 0.095(2) Uani 1 d . . . H49 H 0.2862 -0.1499 0.1490 0.113 Uiso 1 calc R . . C50 C 0.2778(4) -0.1341(3) 0.2236(3) 0.088(2) Uani 1 d . . . C51 C 0.2605(4) -0.0816(4) 0.2591(3) 0.091(2) Uani 1 d . . . H51 H 0.2554 -0.0971 0.2928 0.109 Uiso 1 calc R . . C52 C 0.2509(3) -0.0068(3) 0.2456(2) 0.0732(16) Uani 1 d . . . C53 C 0.2324(3) 0.0491(4) 0.2848(3) 0.0846(18) Uani 1 d . . . H53A H 0.2061 0.0238 0.3084 0.101 Uiso 1 calc R . . H53B H 0.2058 0.0884 0.2669 0.101 Uiso 1 calc R . . C54 C 0.2913(3) 0.0857(3) 0.3164(2) 0.0742(15) Uani 1 d . . . C55 C 0.3190(4) 0.0521(4) 0.3619(2) 0.0845(18) Uani 1 d . . . H55 H 0.3010 0.0075 0.3730 0.101 Uiso 1 calc R . . C56 C 0.3720(4) 0.0824(4) 0.3910(2) 0.0862(19) Uani 1 d . . . C57 C 0.3969(5) 0.1507(4) 0.3739(3) 0.105(3) Uani 1 d . . . H57 H 0.4311 0.1733 0.3948 0.126 Uiso 1 calc R . . C58 C 0.3739(4) 0.1865(4) 0.3281(2) 0.0874(19) Uani 1 d . . . C59 C 0.3198(4) 0.1512(3) 0.2993(2) 0.0786(17) Uani 1 d . . . C60 C 0.2605(4) -0.0208(4) 0.0976(2) 0.0860(19) Uani 1 d . . . C61 C 0.2404(9) -0.0907(7) 0.0649(4) 0.205(8) Uani 1 d . . . H61A H 0.2381 -0.0781 0.0286 0.307 Uiso 1 calc R . . H61B H 0.1984 -0.1079 0.0728 0.307 Uiso 1 calc R . . H61C H 0.2720 -0.1301 0.0727 0.307 Uiso 1 calc R . . C62 C 0.3292(10) -0.0109(14) 0.0838(5) 0.246(11) Uani 1 d . . . H62A H 0.3474 -0.0594 0.0771 0.370 Uiso 1 calc R . . H62B H 0.3554 0.0131 0.1121 0.370 Uiso 1 calc R . . H62C H 0.3286 0.0201 0.0532 0.370 Uiso 1 calc R . . C63 C 0.2236(11) 0.0465(9) 0.0802(4) 0.246(11) Uani 1 d . . . H63A H 0.2518 0.0898 0.0837 0.369 Uiso 1 calc R . . H63B H 0.1882 0.0534 0.1009 0.369 Uiso 1 calc R . . H63C H 0.2065 0.0405 0.0443 0.369 Uiso 1 calc R . . C64 C 0.2976(7) -0.2154(4) 0.2403(4) 0.145(4) Uani 1 d . . . H64A H 0.3362 -0.2139 0.2646 0.218 Uiso 1 calc R . . H64B H 0.3061 -0.2442 0.2102 0.218 Uiso 1 calc R . . H64C H 0.2628 -0.2387 0.2563 0.218 Uiso 1 calc R . . C65 C 0.4001(5) 0.0448(5) 0.4403(3) 0.113(3) Uani 1 d . . . H65A H 0.3970 0.0784 0.4691 0.169 Uiso 1 calc R . . H65B H 0.4451 0.0326 0.4380 0.169 Uiso 1 calc R . . H65C H 0.3762 -0.0007 0.4454 0.169 Uiso 1 calc R . . C66 C 0.4091(7) 0.2610(5) 0.3141(3) 0.150(5) Uani 1 d D . . C67 C 0.3725(6) 0.3067(4) 0.2720(4) 0.134(4) Uani 1 d D . . H67A H 0.3295 0.3173 0.2810 0.200 Uiso 1 calc R . . H67B H 0.3694 0.2789 0.2399 0.200 Uiso 1 calc R . . H67C H 0.3952 0.3534 0.2679 0.200 Uiso 1 calc R . . C68 C 0.4251(8) 0.3059(6) 0.3644(4) 0.183(7) Uani 1 d D . . H68A H 0.4482 0.3512 0.3572 0.275 Uiso 1 calc R . . H68B H 0.4519 0.2757 0.3892 0.275 Uiso 1 calc R . . H68C H 0.3854 0.3189 0.3785 0.275 Uiso 1 calc R . . C69 C 0.4779(8) 0.2382(10) 0.2963(9) 0.243(10) Uani 1 d D . . H69A H 0.4764 0.1867 0.2845 0.364 Uiso 1 calc R . . H69B H 0.5112 0.2434 0.3251 0.364 Uiso 1 calc R . . H69C H 0.4877 0.2707 0.2685 0.364 Uiso 1 calc R . . C70 C 0.4813(3) 0.3570(3) 0.0429(2) 0.0709(14) Uani 1 d . . . C71 C 0.1544(3) 0.4199(3) 0.10668(18) 0.0568(11) Uani 1 d . . . C72 C 0.1785(2) 0.3484(3) 0.12366(17) 0.0526(11) Uani 1 d . . . C73 C 0.2425(2) 0.3358(2) 0.11661(16) 0.0483(10) Uani 1 d . . . C74 C 0.0901(3) 0.4475(4) 0.1079(3) 0.0754(15) Uani 1 d . . . C75 C 0.1373(3) 0.2915(3) 0.1489(2) 0.0626(13) Uani 1 d . . . C76 C 0.0169(5) 0.5489(6) 0.0889(8) 0.201(8) Uani 1 d D . . H76A H -0.0099 0.5279 0.0591 0.242 Uiso 1 calc R . . H76B H -0.0021 0.5337 0.1200 0.242 Uiso 1 calc R . . C77 C 0.0163(7) 0.6295(7) 0.0853(9) 0.229(9) Uani 1 d D . . H77A H 0.0427 0.6504 0.1148 0.344 Uiso 1 calc R . . H77B H -0.0277 0.6476 0.0848 0.344 Uiso 1 calc R . . H77C H 0.0337 0.6447 0.0539 0.344 Uiso 1 calc R . . C78 C 0.1044(6) 0.2496(6) 0.2282(4) 0.140(4) Uani 1 d . . . H78A H 0.0577 0.2554 0.2192 0.167 Uiso 1 calc R . . H78B H 0.1166 0.1983 0.2199 0.167 Uiso 1 calc R . . C79 C 0.1212(10) 0.2641(10) 0.2810(5) 0.218(8) Uani 1 d . . . H79A H 0.1672 0.2561 0.2897 0.327 Uiso 1 calc R . . H79B H 0.0973 0.2307 0.3012 0.327 Uiso 1 calc R . . H79C H 0.1106 0.3156 0.2884 0.327 Uiso 1 calc R . . C80 C 0.2837(2) 0.2759(3) 0.13659(17) 0.0515(10) Uani 1 d . . . Cl1S Cl 0.4388(2) -0.0946(2) 0.32242(14) 0.1329(12) Uani 0.70 d P . . Cl2S Cl 0.4756(3) -0.0576(4) 0.2223(3) 0.225(4) Uani 0.70 d P . . Cl3S Cl -0.1129(3) 0.2380(3) 0.1149(3) 0.189(2) Uani 0.70 d P . . Cl4S Cl -0.0807(4) 0.2782(4) 0.0195(3) 0.244(4) Uani 0.70 d P . . C1S C 0.4347(8) -0.0305(8) 0.2726(7) 0.141(6) Uani 0.70 d P . . H1S1 H 0.3892 -0.0222 0.2598 0.169 Uiso 0.70 calc PR . . H1S2 H 0.4525 0.0173 0.2861 0.169 Uiso 0.70 calc PR . . C2S C -0.0519(6) 0.2696(8) 0.0847(7) 0.139(6) Uani 0.70 d P . . H2S1 H -0.0155 0.2344 0.0890 0.167 Uiso 0.70 calc PR . . H2S2 H -0.0371 0.3182 0.0987 0.167 Uiso 0.70 calc PR . . Cl5S Cl 0.1549(4) 0.0805(9) 0.4168(4) 0.209(5) Uani 0.40 d P . . Cl6S Cl 0.0677(5) -0.0308(6) 0.3624(5) 0.196(5) Uani 0.40 d P . . C3S C 0.0825(15) 0.030(2) 0.4056(17) 0.190(17) Uani 0.40 d P . . H3S1 H 0.0764 0.0053 0.4382 0.228 Uiso 0.40 calc PR . . H3S2 H 0.0480 0.0674 0.3998 0.228 Uiso 0.40 calc PR . . Cl7S Cl 0.2415(5) 0.3590(8) 0.3825(4) 0.121(4) Uani 0.20 d PD . . Cl8S Cl 0.2945(8) 0.2581(11) 0.4511(5) 0.178(8) Uani 0.20 d PD . . C4S C 0.2410(19) 0.2669(14) 0.3965(13) 0.108(12) Uiso 0.20 d PD . . H4S1 H 0.2551 0.2372 0.3682 0.130 Uiso 0.20 calc PR . . H4S2 H 0.1976 0.2506 0.4028 0.130 Uiso 0.20 calc PR . . 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 P1 0.0609(7) 0.0422(5) 0.0409(5) 0.0022(5) 0.0114(5) 0.0028(5) P2 0.0625(7) 0.0424(6) 0.0425(6) 0.0045(5) 0.0123(5) 0.0060(5) P3 0.0742(8) 0.0466(6) 0.0643(8) 0.0153(6) 0.0070(6) -0.0005(6) S1 0.0646(7) 0.0473(6) 0.0563(7) 0.0106(5) 0.0113(5) 0.0083(5) S2 0.0795(13) 0.173(3) 0.208(3) 0.004(2) 0.0563(16) 0.0128(15) S3 0.0754(9) 0.0684(9) 0.1002(11) 0.0213(8) 0.0125(8) 0.0032(7) O1 0.0649(19) 0.0501(17) 0.0416(16) -0.0019(13) 0.0126(13) 0.0036(14) O2 0.0640(19) 0.0459(16) 0.0469(16) 0.0031(12) 0.0162(14) 0.0027(14) O3 0.082(2) 0.0438(16) 0.0451(16) 0.0021(13) 0.0117(15) 0.0120(15) O4 0.068(2) 0.0524(17) 0.0423(16) 0.0040(13) 0.0055(14) 0.0063(15) O5 0.071(2) 0.0520(19) 0.074(2) 0.0184(16) 0.0061(17) -0.0027(16) O6 0.116(3) 0.058(2) 0.059(2) 0.0129(17) 0.013(2) 0.002(2) O7 0.068(2) 0.069(2) 0.126(4) 0.021(2) 0.022(2) 0.0139(19) O8 0.078(3) 0.087(3) 0.204(6) 0.020(3) 0.067(4) 0.004(3) O9 0.082(3) 0.067(2) 0.093(3) -0.001(2) 0.010(2) -0.022(2) O10 0.119(3) 0.069(2) 0.068(2) 0.0005(18) 0.046(2) -0.024(2) N1 0.065(3) 0.056(2) 0.059(2) 0.0074(18) 0.013(2) -0.002(2) N2 0.062(2) 0.0446(19) 0.0358(17) 0.0015(14) 0.0125(15) -0.0017(17) N3 0.073(3) 0.048(2) 0.068(3) 0.0150(19) 0.016(2) 0.0036(19) C1 0.058(3) 0.063(3) 0.035(2) 0.0012(19) 0.0094(18) 0.006(2) C2 0.073(3) 0.060(3) 0.046(2) -0.004(2) 0.006(2) 0.012(2) C3 0.086(4) 0.079(4) 0.045(3) -0.006(2) 0.018(2) 0.013(3) C4 0.078(4) 0.099(4) 0.047(3) -0.003(3) 0.015(2) 0.009(3) C5 0.075(3) 0.082(4) 0.047(3) 0.013(2) 0.014(2) 0.006(3) C6 0.057(3) 0.070(3) 0.041(2) 0.009(2) 0.0063(19) 0.002(2) C7 0.078(3) 0.055(3) 0.046(2) 0.013(2) 0.012(2) 0.003(2) C8 0.067(3) 0.047(2) 0.055(3) 0.005(2) 0.011(2) 0.004(2) C9 0.088(4) 0.061(3) 0.055(3) 0.007(2) 0.021(3) -0.005(3) C10 0.077(4) 0.061(3) 0.072(3) 0.004(2) 0.021(3) -0.011(3) C11 0.074(3) 0.064(3) 0.070(3) 0.003(2) 0.006(3) -0.018(3) C12 0.077(3) 0.050(3) 0.052(3) -0.001(2) 0.007(2) -0.006(2) C13 0.071(3) 0.042(2) 0.054(3) 0.0046(19) 0.023(2) -0.002(2) C14 0.107(4) 0.053(3) 0.065(3) -0.013(2) 0.023(3) -0.003(3) C15 0.113(5) 0.066(4) 0.110(5) -0.021(3) 0.042(4) -0.023(4) C16 0.160(8) 0.075(4) 0.127(7) 0.024(4) 0.028(6) 0.002(5) C17 0.258(14) 0.109(6) 0.108(6) -0.061(5) 0.083(8) -0.070(8) C18 0.134(6) 0.129(6) 0.058(4) 0.005(4) 0.041(4) 0.004(5) C19 0.102(5) 0.124(6) 0.099(5) 0.001(4) 0.027(4) -0.040(5) C20 0.113(5) 0.069(3) 0.053(3) -0.003(2) 0.007(3) -0.027(3) C21 0.300(15) 0.080(5) 0.070(5) 0.013(4) -0.043(7) -0.018(7) C22 0.31(2) 0.298(19) 0.068(6) -0.022(8) 0.051(8) 0.139(17) C23 0.250(16) 0.36(2) 0.073(5) 0.046(9) -0.042(7) -0.213(16) C24 0.071(3) 0.042(2) 0.060(3) -0.008(2) 0.010(2) 0.003(2) C25 0.088(4) 0.055(3) 0.059(3) -0.010(2) 0.015(3) 0.006(3) C26 0.117(6) 0.093(5) 0.077(4) -0.020(4) 0.026(4) 0.027(4) C27 0.128(6) 0.084(4) 0.096(5) -0.019(4) 0.021(4) 0.042(4) C28 0.109(5) 0.053(3) 0.085(4) 0.000(3) -0.001(4) 0.018(3) C29 0.081(3) 0.047(3) 0.066(3) -0.003(2) 0.010(3) 0.005(2) C30 0.083(4) 0.053(3) 0.070(3) 0.018(2) 0.006(3) -0.008(3) C31 0.077(3) 0.061(3) 0.055(3) 0.018(2) 0.004(2) 0.007(3) C32 0.109(5) 0.059(3) 0.072(4) 0.021(3) -0.003(3) 0.011(3) C33 0.106(5) 0.097(5) 0.084(4) 0.034(4) -0.004(4) 0.031(4) C34 0.078(4) 0.106(5) 0.059(3) 0.016(3) -0.005(3) 0.009(3) C35 0.075(3) 0.077(4) 0.052(3) 0.012(2) 0.006(2) 0.004(3) C36 0.059(3) 0.057(3) 0.048(2) 0.012(2) 0.003(2) 0.010(2) C37 0.135(6) 0.071(4) 0.051(3) -0.009(3) 0.024(3) -0.005(4) C38 0.173(8) 0.086(4) 0.057(4) 0.015(3) 0.015(4) 0.035(5) C39 0.214(10) 0.086(5) 0.061(4) -0.010(3) -0.005(5) 0.005(5) C40 0.208(11) 0.095(5) 0.122(7) 0.004(5) 0.080(7) -0.035(6) C41 0.177(10) 0.132(8) 0.149(9) -0.022(6) 0.034(7) 0.079(8) C42 0.130(7) 0.117(6) 0.109(6) 0.023(5) -0.026(5) 0.045(5) C43 0.086(4) 0.088(4) 0.056(3) -0.006(3) -0.004(3) -0.009(3) C44 0.097(5) 0.121(6) 0.076(4) -0.023(4) 0.009(3) 0.007(4) C45 0.145(7) 0.078(4) 0.078(4) -0.001(3) 0.009(4) -0.024(4) C46 0.101(5) 0.110(6) 0.104(5) -0.016(4) -0.025(4) 0.002(4) C47 0.063(3) 0.054(3) 0.074(3) 0.022(3) 0.002(2) -0.009(2) C48 0.090(4) 0.052(3) 0.082(4) 0.017(3) 0.001(3) -0.005(3) C49 0.132(6) 0.050(3) 0.095(5) 0.012(3) -0.013(4) 0.000(3) C50 0.110(5) 0.053(3) 0.094(5) 0.018(3) -0.019(4) -0.009(3) C51 0.125(6) 0.062(4) 0.080(4) 0.023(3) -0.013(4) -0.028(4) C52 0.092(4) 0.060(3) 0.066(3) 0.022(3) 0.003(3) -0.024(3) C53 0.089(4) 0.088(4) 0.082(4) 0.030(3) 0.032(3) -0.007(3) C54 0.104(4) 0.054(3) 0.067(3) 0.009(2) 0.022(3) -0.005(3) C55 0.118(5) 0.074(4) 0.063(3) 0.019(3) 0.015(3) -0.008(4) C56 0.135(6) 0.070(4) 0.055(3) 0.008(3) 0.013(4) -0.008(4) C57 0.157(8) 0.089(5) 0.066(4) 0.010(3) -0.008(4) -0.011(5) C58 0.136(6) 0.063(3) 0.063(3) 0.009(3) 0.005(4) -0.007(4) C59 0.123(5) 0.058(3) 0.055(3) 0.015(2) 0.013(3) 0.007(3) C60 0.124(6) 0.069(4) 0.065(4) 0.011(3) 0.010(4) 0.004(4) C61 0.35(2) 0.152(10) 0.090(6) 0.025(6) -0.059(9) -0.117(12) C62 0.259(19) 0.38(3) 0.111(9) -0.024(12) 0.070(11) -0.16(2) C63 0.44(3) 0.227(14) 0.066(6) 0.028(7) -0.019(9) 0.185(17) C64 0.253(13) 0.063(4) 0.110(6) 0.032(4) -0.025(7) 0.002(6) C65 0.153(8) 0.112(6) 0.069(4) 0.023(4) -0.008(4) -0.022(5) C66 0.270(15) 0.076(5) 0.093(6) 0.015(4) -0.030(7) -0.047(7) C67 0.201(10) 0.059(4) 0.135(7) 0.022(4) -0.010(7) -0.031(5) C68 0.303(18) 0.111(7) 0.126(8) 0.008(6) -0.024(9) -0.100(10) C69 0.212(16) 0.211(16) 0.33(3) -0.029(16) 0.160(18) -0.097(14) C70 0.075(4) 0.069(3) 0.069(3) -0.001(3) 0.007(3) 0.006(3) C71 0.067(3) 0.056(3) 0.049(2) 0.004(2) 0.013(2) 0.006(2) C72 0.065(3) 0.049(2) 0.046(2) 0.0013(19) 0.015(2) -0.001(2) C73 0.067(3) 0.040(2) 0.038(2) 0.0037(17) 0.0082(19) 0.0013(19) C74 0.076(4) 0.068(3) 0.087(4) 0.004(3) 0.029(3) 0.016(3) C75 0.075(3) 0.047(3) 0.069(3) 0.010(2) 0.024(3) -0.002(2) C76 0.096(7) 0.133(9) 0.38(2) 0.088(11) 0.071(10) 0.065(6) C77 0.134(10) 0.194(15) 0.37(3) 0.060(15) 0.078(13) 0.087(10) C78 0.205(10) 0.120(6) 0.107(7) 0.017(5) 0.081(7) -0.051(7) C79 0.31(2) 0.237(16) 0.119(9) 0.035(9) 0.091(11) -0.097(15) C80 0.064(3) 0.047(2) 0.043(2) 0.0024(19) 0.005(2) -0.001(2) Cl1S 0.153(3) 0.133(3) 0.108(2) 0.047(2) -0.005(2) 0.002(2) Cl2S 0.186(5) 0.285(7) 0.226(6) 0.137(6) 0.114(4) 0.111(5) Cl3S 0.154(4) 0.156(4) 0.266(6) 0.062(4) 0.069(4) 0.041(3) Cl4S 0.322(9) 0.236(7) 0.173(5) 0.049(5) 0.021(5) 0.153(7) C1S 0.139(11) 0.112(9) 0.185(14) 0.085(10) 0.077(10) 0.057(8) C2S 0.076(7) 0.108(9) 0.225(18) -0.010(10) -0.025(9) 0.002(6) Cl5S 0.129(5) 0.370(17) 0.138(6) -0.078(8) 0.059(5) -0.053(8) Cl6S 0.186(9) 0.189(9) 0.226(10) -0.069(8) 0.082(8) -0.058(7) C3S 0.114(19) 0.23(4) 0.24(4) 0.09(3) 0.07(2) -0.04(2) Cl7S 0.098(7) 0.167(11) 0.100(7) -0.037(7) 0.021(5) 0.011(7) Cl8S 0.182(13) 0.258(18) 0.108(8) 0.005(10) 0.081(9) 0.117(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 P1 O2 1.589(3) . ? P1 O1 1.599(3) . ? P1 N2 1.771(4) . ? P1 N1 1.780(5) . ? P1 S1 2.1013(17) . ? P2 O3 1.565(3) . ? P2 O4 1.573(3) . ? P2 N2 1.638(4) . ? P2 C71 1.726(5) . ? P3 O5 1.587(4) . ? P3 O6 1.593(4) . ? P3 N3 1.611(4) . ? P3 S3 1.915(2) . ? S1 C80 1.790(5) . ? S2 C70 1.587(7) . ? O1 C1 1.410(5) . ? O2 C13 1.438(6) . ? O3 C24 1.403(6) . ? O4 C36 1.431(5) . ? O5 C47 1.399(6) . ? O6 C59 1.405(7) . ? O7 C74 1.323(7) . ? O7 C76 1.479(10) . ? O8 C74 1.230(8) . ? O9 C75 1.182(7) . ? O10 C75 1.311(7) . ? O10 C78 1.486(8) . ? N1 C70 1.135(7) . ? N2 C73 1.428(6) . ? N3 C80 1.286(6) . ? C1 C6 1.382(7) . ? C1 C2 1.405(7) . ? C2 C3 1.391(7) . ? C2 C14 1.530(8) . ? C3 C4 1.390(9) . ? C4 C5 1.372(9) . ? C4 C18 1.511(8) . ? C5 C6 1.393(7) . ? C6 C7 1.509(7) . ? C7 C8 1.506(8) . ? C8 C13 1.385(7) . ? C8 C9 1.401(7) . ? C9 C10 1.389(9) . ? C10 C11 1.376(8) . ? C10 C19 1.517(9) . ? C11 C12 1.397(8) . ? C12 C13 1.386(7) . ? C12 C20 1.546(7) . ? C14 C16 1.522(11) . ? C14 C15 1.536(10) . ? C14 C17 1.560(9) . ? C20 C21 1.429(10) . ? C20 C23 1.443(11) . ? C20 C22 1.608(17) . ? C24 C29 1.399(7) . ? C24 C25 1.404(7) . ? C25 C26 1.400(9) . ? C25 C37 1.533(9) . ? C26 C27 1.352(11) . ? C27 C28 1.391(11) . ? C27 C41 1.499(10) . ? C28 C29 1.383(8) . ? C29 C30 1.496(8) . ? C30 C31 1.498(8) . ? C31 C36 1.382(7) . ? C31 C32 1.410(8) . ? C32 C33 1.346(10) . ? C33 C34 1.404(11) . ? C33 C42 1.527(9) . ? C34 C35 1.393(9) . ? C35 C36 1.420(8) . ? C35 C43 1.509(9) . ? C37 C40 1.501(12) . ? C37 C38 1.501(10) . ? C37 C39 1.519(10) . ? C43 C45 1.506(10) . ? C43 C46 1.538(9) . ? C43 C44 1.547(10) . ? C47 C52 1.377(8) . ? C47 C48 1.393(9) . ? C48 C49 1.413(8) . ? C48 C60 1.538(9) . ? C49 C50 1.352(10) . ? C50 C51 1.380(11) . ? C50 C64 1.543(9) . ? C51 C52 1.378(8) . ? C52 C53 1.494(10) . ? C53 C54 1.529(10) . ? C54 C55 1.385(9) . ? C54 C59 1.393(8) . ? C55 C56 1.365(10) . ? C56 C57 1.402(10) . ? C56 C65 1.497(9) . ? C57 C58 1.380(9) . ? C58 C59 1.416(10) . ? C58 C66 1.565(11) . ? C60 C63 1.456(13) . ? C60 C62 1.508(19) . ? C60 C61 1.529(13) . ? C66 C67 1.493(11) . ? C66 C68 1.528(12) . ? C66 C69 1.589(15) . ? C71 C72 1.412(7) . ? C71 C74 1.415(8) . ? C72 C73 1.368(7) . ? C72 C75 1.510(7) . ? C73 C80 1.418(7) . ? C76 C77 1.429(9) . ? C78 C79 1.395(17) . ? Cl1S C1S 1.711(11) . ? Cl2S C1S 1.695(16) . ? Cl3S C2S 1.649(17) . ? Cl4S C2S 1.730(19) . ? Cl5S C3S 1.74(3) . ? Cl6S C3S 1.56(5) . ? Cl7S C4S 1.667(19) . ? Cl8S C4S 1.702(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 O2 P1 O1 115.43(17) . . ? O2 P1 N2 88.69(17) . . ? O1 P1 N2 90.94(17) . . ? O2 P1 N1 93.10(19) . . ? O1 P1 N1 94.35(19) . . ? N2 P1 N1 173.05(19) . . ? O2 P1 S1 127.28(13) . . ? O1 P1 S1 117.28(13) . . ? N2 P1 S1 90.49(13) . . ? N1 P1 S1 83.08(15) . . ? O3 P2 O4 108.70(18) . . ? O3 P2 N2 106.93(19) . . ? O4 P2 N2 107.54(18) . . ? O3 P2 C71 116.2(2) . . ? O4 P2 C71 118.0(2) . . ? N2 P2 C71 98.1(2) . . ? O5 P3 O6 106.2(2) . . ? O5 P3 N3 97.8(2) . . ? O6 P3 N3 98.9(2) . . ? O5 P3 S3 115.30(17) . . ? O6 P3 S3 113.08(19) . . ? N3 P3 S3 122.96(18) . . ? C80 S1 P1 98.82(15) . . ? C1 O1 P1 127.5(3) . . ? C13 O2 P1 127.9(3) . . ? C24 O3 P2 126.4(3) . . ? C36 O4 P2 131.4(3) . . ? C47 O5 P3 123.4(3) . . ? C59 O6 P3 125.2(4) . . ? C74 O7 C76 114.6(6) . . ? C75 O10 C78 114.1(6) . . ? C70 N1 P1 167.1(5) . . ? C73 N2 P2 107.2(3) . . ? C73 N2 P1 118.2(3) . . ? P2 N2 P1 134.3(2) . . ? C80 N3 P3 131.4(4) . . ? C6 C1 C2 123.9(4) . . ? C6 C1 O1 116.8(4) . . ? C2 C1 O1 119.0(4) . . ? C3 C2 C1 114.4(5) . . ? C3 C2 C14 119.4(5) . . ? C1 C2 C14 126.1(4) . . ? C2 C3 C4 124.0(5) . . ? C5 C4 C3 118.2(5) . . ? C5 C4 C18 121.5(6) . . ? C3 C4 C18 120.2(6) . . ? C4 C5 C6 121.3(5) . . ? C1 C6 C5 117.8(5) . . ? C1 C6 C7 121.5(4) . . ? C5 C6 C7 120.7(5) . . ? C8 C7 C6 116.0(4) . . ? C13 C8 C9 117.5(5) . . ? C13 C8 C7 123.5(4) . . ? C9 C8 C7 119.0(4) . . ? C10 C9 C8 121.9(5) . . ? C11 C10 C9 116.8(5) . . ? C11 C10 C19 121.0(6) . . ? C9 C10 C19 122.0(6) . . ? C10 C11 C12 125.0(5) . . ? C13 C12 C11 114.9(5) . . ? C13 C12 C20 126.2(5) . . ? C11 C12 C20 118.9(5) . . ? C8 C13 C12 123.9(4) . . ? C8 C13 O2 115.8(4) . . ? C12 C13 O2 120.2(4) . . ? C16 C14 C2 107.8(6) . . ? C16 C14 C15 108.6(6) . . ? C2 C14 C15 114.0(5) . . ? C16 C14 C17 110.3(7) . . ? C2 C14 C17 110.3(6) . . ? C15 C14 C17 105.8(7) . . ? C21 C20 C23 111.0(10) . . ? C21 C20 C12 113.1(5) . . ? C23 C20 C12 112.5(6) . . ? C21 C20 C22 105.8(10) . . ? C23 C20 C22 108.6(12) . . ? C12 C20 C22 105.4(6) . . ? C29 C24 C25 122.9(5) . . ? C29 C24 O3 115.3(4) . . ? C25 C24 O3 121.8(4) . . ? C26 C25 C24 113.5(5) . . ? C26 C25 C37 117.7(5) . . ? C24 C25 C37 128.8(5) . . ? C27 C26 C25 126.4(6) . . ? C26 C27 C28 117.2(6) . . ? C26 C27 C41 123.1(8) . . ? C28 C27 C41 119.6(8) . . ? C29 C28 C27 121.2(6) . . ? C28 C29 C24 118.5(5) . . ? C28 C29 C30 120.8(5) . . ? C24 C29 C30 120.7(5) . . ? C29 C30 C31 112.3(5) . . ? C36 C31 C32 117.2(5) . . ? C36 C31 C30 124.0(4) . . ? C32 C31 C30 118.7(5) . . ? C33 C32 C31 121.8(6) . . ? C32 C33 C34 118.7(6) . . ? C32 C33 C42 122.3(7) . . ? C34 C33 C42 118.9(7) . . ? C35 C34 C33 124.0(6) . . ? C34 C35 C36 113.7(5) . . ? C34 C35 C43 121.2(5) . . ? C36 C35 C43 124.8(5) . . ? C31 C36 C35 124.3(4) . . ? C31 C36 O4 116.8(4) . . ? C35 C36 O4 118.6(4) . . ? C40 C37 C38 107.1(7) . . ? C40 C37 C39 110.2(7) . . ? C38 C37 C39 106.7(7) . . ? C40 C37 C25 109.9(7) . . ? C38 C37 C25 116.0(5) . . ? C39 C37 C25 106.9(5) . . ? C45 C43 C35 112.9(5) . . ? C45 C43 C46 108.2(6) . . ? C35 C43 C46 111.3(6) . . ? C45 C43 C44 109.8(6) . . ? C35 C43 C44 109.0(5) . . ? C46 C43 C44 105.4(6) . . ? C52 C47 C48 122.6(5) . . ? C52 C47 O5 116.6(5) . . ? C48 C47 O5 120.7(5) . . ? C47 C48 C49 115.7(6) . . ? C47 C48 C60 125.0(5) . . ? C49 C48 C60 119.2(6) . . ? C50 C49 C48 122.5(7) . . ? C49 C50 C51 119.1(6) . . ? C49 C50 C64 119.6(7) . . ? C51 C50 C64 121.3(7) . . ? C52 C51 C50 121.1(6) . . ? C47 C52 C51 118.4(6) . . ? C47 C52 C53 121.3(5) . . ? C51 C52 C53 120.2(6) . . ? C52 C53 C54 113.4(6) . . ? C55 C54 C59 118.5(6) . . ? C55 C54 C53 120.1(5) . . ? C59 C54 C53 121.3(5) . . ? C56 C55 C54 122.0(6) . . ? C55 C56 C57 117.6(6) . . ? C55 C56 C65 120.3(6) . . ? C57 C56 C65 122.0(7) . . ? C58 C57 C56 124.2(7) . . ? C57 C58 C59 115.2(6) . . ? C57 C58 C66 117.4(7) . . ? C59 C58 C66 127.4(6) . . ? C54 C59 O6 116.1(6) . . ? C54 C59 C58 122.3(5) . . ? O6 C59 C58 121.5(5) . . ? C63 C60 C62 107.6(13) . . ? C63 C60 C61 112.9(10) . . ? C62 C60 C61 99.6(11) . . ? C63 C60 C48 116.6(7) . . ? C62 C60 C48 106.7(8) . . ? C61 C60 C48 111.7(6) . . ? C67 C66 C68 112.6(9) . . ? C67 C66 C58 114.5(8) . . ? C68 C66 C58 107.6(7) . . ? C67 C66 C69 108.7(12) . . ? C68 C66 C69 105.3(12) . . ? C58 C66 C69 107.7(8) . . ? N1 C70 S2 177.0(6) . . ? C72 C71 C74 126.9(5) . . ? C72 C71 P2 105.2(4) . . ? C74 C71 P2 127.9(4) . . ? C73 C72 C71 114.5(4) . . ? C73 C72 C75 123.0(4) . . ? C71 C72 C75 122.4(4) . . ? C72 C73 C80 128.2(4) . . ? C72 C73 N2 114.2(4) . . ? C80 C73 N2 117.0(4) . . ? O8 C74 O7 123.6(6) . . ? O8 C74 C71 124.4(6) . . ? O7 C74 C71 112.0(5) . . ? O9 C75 O10 126.8(5) . . ? O9 C75 C72 123.6(5) . . ? O10 C75 C72 109.6(5) . . ? C77 C76 O7 111.9(9) . . ? C79 C78 O10 107.0(9) . . ? N3 C80 C73 121.2(5) . . ? N3 C80 S1 127.1(4) . . ? C73 C80 S1 111.7(3) . . ? Cl2S C1S Cl1S 113.7(7) . . ? Cl3S C2S Cl4S 107.0(8) . . ? Cl6S C3S Cl5S 125(2) . . ? Cl7S C4S Cl8S 104.6(15) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.498 _refine_diff_density_max 0.697 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.081 #===END data_compd8 _database_code_depnum_ccdc_archive 'CCDC 266939' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H42 N O7 P S' _chemical_formula_weight 615.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M p_b_c_n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 22.9303(18) _cell_length_b 15.1394(12) _cell_length_c 18.8660(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6549.4(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description lumps _exptl_crystal_colour 'wine red' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 0.193 _exptl_absorpt_correction_type 'EMPIRICAL, SADABS' _exptl_absorpt_correction_T_min 0.9443 _exptl_absorpt_correction_T_max 0.9532 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32879 _diffrn_reflns_av_R_equivalents 0.0835 _diffrn_reflns_av_sigmaI/netI 0.0819 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5773 _reflns_number_gt 2772 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0420P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5773 _refine_ls_number_parameters 379 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1215 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1121 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.056 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P P 0.63177(4) 0.80826(6) 0.23006(5) 0.0431(2) Uani 1 d . . . S S 0.58066(5) 0.62257(8) 0.43512(7) 0.0880(4) Uani 1 d . . . O1 O 0.66231(9) 0.73745(13) 0.18050(11) 0.0456(6) Uani 1 d . . . O2 O 0.66050(9) 0.90143(13) 0.21371(10) 0.0418(6) Uani 1 d . . . O3 O 0.56841(9) 0.80795(14) 0.22618(11) 0.0513(6) Uani 1 d . . . O4 O 0.76487(11) 0.79897(18) 0.27752(14) 0.0741(8) Uani 1 d . . . O5 O 0.73278(9) 0.87964(16) 0.36958(13) 0.0593(7) Uani 1 d . . . O6 O 0.72626(10) 0.70302(16) 0.43734(13) 0.0649(7) Uani 1 d . . . O7 O 0.66179(11) 0.79277(19) 0.49139(13) 0.0762(8) Uani 1 d D . . N N 0.53619(12) 0.74983(19) 0.35898(15) 0.0590(8) Uani 1 d . . . H0A H 0.5393 0.7979 0.3349 0.071 Uiso 1 calc R . . H0B H 0.5024 0.7266 0.3659 0.071 Uiso 1 calc R . . C1 C 0.63504(14) 0.7132(2) 0.11584(18) 0.0460(9) Uani 1 d . . . C2 C 0.61160(14) 0.6279(2) 0.10955(19) 0.0476(9) Uani 1 d . . . C3 C 0.58346(14) 0.6121(2) 0.0456(2) 0.0559(10) Uani 1 d . . . H3 H 0.5656 0.5574 0.0395 0.067 Uiso 1 calc R . . C4 C 0.58012(15) 0.6723(3) -0.00983(19) 0.0540(10) Uani 1 d . . . C5 C 0.60806(14) 0.7528(2) -0.00099(19) 0.0521(9) Uani 1 d . . . H5 H 0.6080 0.7932 -0.0381 0.063 Uiso 1 calc R . . C6 C 0.63596(14) 0.7744(2) 0.06137(18) 0.0433(8) Uani 1 d . . . C7 C 0.66820(13) 0.8615(2) 0.06769(17) 0.0469(9) Uani 1 d . . . H7A H 0.6833 0.8771 0.0213 0.056 Uiso 1 calc R . . H7B H 0.7014 0.8530 0.0988 0.056 Uiso 1 calc R . . C8 C 0.63259(13) 0.9386(2) 0.09546(18) 0.0413(8) Uani 1 d . . . C9 C 0.60178(14) 0.9921(2) 0.04906(19) 0.0491(9) Uani 1 d . . . H9 H 0.6020 0.9789 0.0009 0.059 Uiso 1 calc R . . C10 C 0.57069(14) 1.0648(2) 0.0729(2) 0.0504(9) Uani 1 d . . . C11 C 0.57575(14) 1.0869(2) 0.1437(2) 0.0520(10) Uani 1 d . . . H11 H 0.5571 1.1379 0.1592 0.062 Uiso 1 calc R . . C12 C 0.60694(14) 1.0378(2) 0.19351(18) 0.0448(9) Uani 1 d . . . C13 C 0.63195(13) 0.9606(2) 0.16648(18) 0.0407(8) Uani 1 d . . . C14 C 0.61866(17) 0.5548(2) 0.1644(2) 0.0585(10) Uani 1 d . . . C15 C 0.5951(2) 0.5805(3) 0.2372(2) 0.118(2) Uani 1 d . . . H15A H 0.6150 0.6324 0.2537 0.178 Uiso 1 calc R . . H15B H 0.6015 0.5330 0.2699 0.178 Uiso 1 calc R . . H15C H 0.5541 0.5925 0.2337 0.178 Uiso 1 calc R . . C16 C 0.5874(2) 0.4703(3) 0.1430(2) 0.1029(17) Uani 1 d . . . H16A H 0.5466 0.4821 0.1371 0.154 Uiso 1 calc R . . H16B H 0.5927 0.4264 0.1791 0.154 Uiso 1 calc R . . H16C H 0.6033 0.4490 0.0991 0.154 Uiso 1 calc R . . C17 C 0.68313(19) 0.5334(3) 0.1709(3) 0.1137(18) Uani 1 d . . . H17A H 0.6977 0.5138 0.1259 0.171 Uiso 1 calc R . . H17B H 0.6885 0.4875 0.2054 0.171 Uiso 1 calc R . . H17C H 0.7040 0.5852 0.1856 0.171 Uiso 1 calc R . . C18 C 0.54797(17) 0.6492(3) -0.0772(2) 0.0824(14) Uani 1 d . . . H18A H 0.5638 0.5957 -0.0967 0.124 Uiso 1 calc R . . H18B H 0.5524 0.6963 -0.1109 0.124 Uiso 1 calc R . . H18C H 0.5073 0.6409 -0.0669 0.124 Uiso 1 calc R . . C19 C 0.53459(15) 1.1206(2) 0.0231(2) 0.0705(12) Uani 1 d . . . H19A H 0.4939 1.1112 0.0326 0.106 Uiso 1 calc R . . H19B H 0.5430 1.1042 -0.0250 0.106 Uiso 1 calc R . . H19C H 0.5439 1.1818 0.0300 0.106 Uiso 1 calc R . . C20 C 0.61419(16) 1.0687(2) 0.2702(2) 0.0578(10) Uani 1 d . . . C21 C 0.67945(17) 1.0759(2) 0.2882(2) 0.0768(13) Uani 1 d . . . H21A H 0.6975 1.0191 0.2829 0.115 Uiso 1 calc R . . H21B H 0.6839 1.0957 0.3362 0.115 Uiso 1 calc R . . H21C H 0.6977 1.1174 0.2567 0.115 Uiso 1 calc R . . C22 C 0.58373(18) 1.0064(3) 0.3219(2) 0.0836(13) Uani 1 d . . . H22A H 0.5433 1.0015 0.3095 0.125 Uiso 1 calc R . . H22B H 0.5871 1.0294 0.3692 0.125 Uiso 1 calc R . . H22C H 0.6017 0.9492 0.3197 0.125 Uiso 1 calc R . . C23 C 0.58922(19) 1.1620(3) 0.2806(2) 0.0899(15) Uani 1 d . . . H23A H 0.6052 1.2009 0.2454 0.135 Uiso 1 calc R . . H23B H 0.5994 1.1831 0.3270 0.135 Uiso 1 calc R . . H23C H 0.5475 1.1602 0.2760 0.135 Uiso 1 calc R . . C24 C 0.66523(13) 0.78865(19) 0.31469(17) 0.0397(8) Uani 1 d . . . C25 C 0.72751(16) 0.8207(2) 0.3179(2) 0.0505(9) Uani 1 d . . . C26 C 0.79109(16) 0.9128(3) 0.3845(2) 0.0848(14) Uani 1 d . . . H26A H 0.8063 0.9443 0.3437 0.102 Uiso 1 calc R . . H26B H 0.8172 0.8642 0.3952 0.102 Uiso 1 calc R . . C27 C 0.7866(2) 0.9729(3) 0.4462(3) 0.1127(19) Uani 1 d . . . H27A H 0.7593 1.0192 0.4358 0.169 Uiso 1 calc R . . H27B H 0.8242 0.9983 0.4558 0.169 Uiso 1 calc R . . H27C H 0.7736 0.9404 0.4868 0.169 Uiso 1 calc R . . C28 C 0.64216(14) 0.7531(2) 0.37285(17) 0.0429(8) Uani 1 d . . . C29 C 0.68170(16) 0.7438(2) 0.43735(18) 0.0497(9) Uani 1 d . . . C32 C 0.58290(15) 0.7120(2) 0.38516(18) 0.0506(9) Uani 1 d . . . C30 C 0.69686(17) 0.7989(3) 0.55108(17) 0.0966(15) Uani 1 d D . . H30A H 0.6924 0.8564 0.5732 0.116 Uiso 1 calc R . . H30B H 0.7375 0.7908 0.5385 0.116 Uiso 1 calc R . . C31 C 0.6770(2) 0.7264(3) 0.6010(2) 0.1126(17) Uani 1 d D . . H31A H 0.6361 0.7331 0.6106 0.169 Uiso 1 calc R . . H31B H 0.6984 0.7304 0.6446 0.169 Uiso 1 calc R . . H31C H 0.6839 0.6699 0.5795 0.169 Uiso 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 P 0.0436(5) 0.0494(6) 0.0363(5) -0.0017(5) -0.0038(5) 0.0007(5) S 0.0724(8) 0.0843(8) 0.1072(11) 0.0431(8) 0.0087(7) -0.0010(6) O1 0.0522(14) 0.0457(14) 0.0389(14) -0.0052(11) -0.0043(12) 0.0004(11) O2 0.0473(13) 0.0420(14) 0.0361(14) 0.0006(11) -0.0058(11) 0.0022(11) O3 0.0393(13) 0.0687(16) 0.0458(15) 0.0029(12) -0.0071(11) -0.0002(12) O4 0.0503(17) 0.110(2) 0.062(2) -0.0046(17) 0.0079(14) 0.0050(15) O5 0.0492(16) 0.0674(17) 0.0612(19) -0.0065(15) -0.0119(13) -0.0094(13) O6 0.0525(16) 0.0797(19) 0.0624(18) 0.0068(14) -0.0102(13) 0.0232(14) O7 0.0669(17) 0.124(2) 0.0372(16) -0.0113(16) -0.0225(14) 0.0320(16) N 0.0418(18) 0.073(2) 0.063(2) 0.0107(18) -0.0038(15) -0.0009(16) C1 0.044(2) 0.055(2) 0.039(2) -0.0115(19) -0.0033(18) 0.0058(18) C2 0.051(2) 0.047(2) 0.045(2) -0.009(2) -0.0008(19) 0.0004(18) C3 0.055(2) 0.055(3) 0.058(3) -0.014(2) 0.000(2) -0.0062(19) C4 0.055(2) 0.063(3) 0.044(3) -0.007(2) -0.0032(19) 0.005(2) C5 0.063(2) 0.055(2) 0.039(2) -0.0058(19) -0.0003(19) 0.005(2) C6 0.042(2) 0.051(2) 0.037(2) -0.0058(18) 0.0033(18) 0.0036(17) C7 0.049(2) 0.055(2) 0.037(2) -0.0034(18) 0.0042(18) -0.0027(18) C8 0.041(2) 0.046(2) 0.037(2) 0.0020(17) -0.0011(18) -0.0076(17) C9 0.052(2) 0.058(3) 0.037(2) 0.0024(19) -0.0030(18) -0.014(2) C10 0.045(2) 0.053(2) 0.054(3) 0.009(2) -0.0060(19) -0.0053(19) C11 0.053(2) 0.050(2) 0.053(3) 0.003(2) 0.003(2) 0.0082(18) C12 0.047(2) 0.048(2) 0.039(2) -0.0001(19) 0.0010(18) 0.0019(17) C13 0.040(2) 0.043(2) 0.040(2) 0.0032(18) -0.0037(17) 0.0006(17) C14 0.077(3) 0.043(2) 0.056(3) -0.004(2) -0.005(2) -0.007(2) C15 0.214(6) 0.068(3) 0.073(4) 0.007(3) 0.041(4) -0.006(3) C16 0.155(4) 0.056(3) 0.097(4) 0.010(3) -0.030(3) -0.026(3) C17 0.105(4) 0.098(4) 0.138(5) 0.043(3) -0.034(3) 0.009(3) C18 0.098(3) 0.091(3) 0.059(3) -0.016(2) -0.031(2) -0.013(3) C19 0.068(3) 0.070(3) 0.074(3) 0.020(2) -0.017(2) 0.002(2) C20 0.075(3) 0.057(3) 0.042(2) -0.007(2) -0.001(2) 0.018(2) C21 0.095(3) 0.070(3) 0.066(3) -0.017(2) -0.026(2) 0.006(2) C22 0.117(4) 0.091(3) 0.043(3) -0.001(2) 0.017(3) 0.019(3) C23 0.130(4) 0.075(3) 0.065(3) -0.017(2) -0.005(3) 0.040(3) C24 0.040(2) 0.042(2) 0.037(2) -0.0024(17) -0.0035(16) 0.0010(16) C25 0.047(2) 0.063(3) 0.042(2) 0.005(2) -0.003(2) 0.006(2) C26 0.053(3) 0.113(4) 0.088(4) 0.009(3) -0.024(2) -0.030(3) C27 0.114(4) 0.095(4) 0.130(5) -0.014(3) -0.046(4) -0.037(3) C28 0.040(2) 0.048(2) 0.041(2) -0.0026(17) -0.0064(17) 0.0051(17) C29 0.056(3) 0.061(3) 0.033(2) 0.003(2) -0.0048(19) 0.002(2) C32 0.053(2) 0.058(2) 0.041(2) -0.0040(19) -0.0019(18) 0.0066(19) C30 0.089(3) 0.116(4) 0.084(4) 0.019(3) 0.008(3) 0.028(3) C31 0.108(4) 0.140(5) 0.090(4) 0.008(4) -0.007(3) 0.023(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P O3 1.455(2) . ? P O1 1.586(2) . ? P O2 1.587(2) . ? P C24 1.796(3) . ? S C32 1.650(4) . ? O1 C1 1.419(4) . ? O2 C13 1.423(3) . ? O4 C25 1.192(4) . ? O5 C25 1.328(4) . ? O5 C26 1.455(4) . ? O6 C29 1.194(4) . ? O7 C29 1.341(4) . ? O7 C30 1.3870(10) . ? N C32 1.311(4) . ? N H0A 0.8600 . ? N H0B 0.8600 . ? C1 C6 1.384(4) . ? C1 C2 1.404(4) . ? C2 C3 1.389(5) . ? C2 C14 1.524(5) . ? C3 C4 1.390(5) . ? C3 H3 0.9300 . ? C4 C5 1.386(4) . ? C4 C18 1.510(5) . ? C5 C6 1.379(4) . ? C5 H5 0.9300 . ? C6 C7 1.516(4) . ? C7 C8 1.518(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.381(4) . ? C8 C9 1.386(4) . ? C9 C10 1.386(4) . ? C9 H9 0.9300 . ? C10 C11 1.382(4) . ? C10 C19 1.511(4) . ? C11 C12 1.395(4) . ? C11 H11 0.9300 . ? C12 C13 1.398(4) . ? C12 C20 1.529(5) . ? C14 C17 1.519(5) . ? C14 C16 1.521(5) . ? C14 C15 1.526(5) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C22 1.527(5) . ? C20 C23 1.537(4) . ? C20 C21 1.538(5) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C28 1.332(4) . ? C24 C25 1.509(4) . ? C26 C27 1.480(5) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C32 1.513(4) . ? C28 C29 1.524(4) . ? C30 C31 1.5168(10) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? 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 O3 P O1 114.17(12) . . ? O3 P O2 114.06(12) . . ? O1 P O2 107.64(12) . . ? O3 P C24 118.09(14) . . ? O1 P C24 102.92(13) . . ? O2 P C24 98.17(13) . . ? C1 O1 P 119.15(19) . . ? C13 O2 P 119.35(18) . . ? C25 O5 C26 117.2(3) . . ? C29 O7 C30 117.2(3) . . ? C32 N H0A 120.0 . . ? C32 N H0B 120.0 . . ? H0A N H0B 120.0 . . ? C6 C1 C2 124.0(3) . . ? C6 C1 O1 117.3(3) . . ? C2 C1 O1 118.6(3) . . ? C3 C2 C1 114.2(3) . . ? C3 C2 C14 120.9(3) . . ? C1 C2 C14 124.8(3) . . ? C2 C3 C4 124.5(3) . . ? C2 C3 H3 117.8 . . ? C4 C3 H3 117.8 . . ? C5 C4 C3 117.4(3) . . ? C5 C4 C18 122.0(4) . . ? C3 C4 C18 120.5(3) . . ? C6 C5 C4 121.7(3) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C1 117.9(3) . . ? C5 C6 C7 120.0(3) . . ? C1 C6 C7 122.1(3) . . ? C6 C7 C8 115.7(3) . . ? C6 C7 H7A 108.4 . . ? C8 C7 H7A 108.4 . . ? C6 C7 H7B 108.4 . . ? C8 C7 H7B 108.4 . . ? H7A C7 H7B 107.4 . . ? C13 C8 C9 117.8(3) . . ? C13 C8 C7 121.7(3) . . ? C9 C8 C7 120.4(3) . . ? C8 C9 C10 121.4(3) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C11 C10 C9 117.6(3) . . ? C11 C10 C19 120.8(3) . . ? C9 C10 C19 121.5(4) . . ? C10 C11 C12 124.4(3) . . ? C10 C11 H11 117.8 . . ? C12 C11 H11 117.8 . . ? C11 C12 C13 114.2(3) . . ? C11 C12 C20 122.0(3) . . ? C13 C12 C20 123.8(3) . . ? C8 C13 C12 124.1(3) . . ? C8 C13 O2 116.8(3) . . ? C12 C13 O2 119.1(3) . . ? C17 C14 C16 107.5(3) . . ? C17 C14 C2 108.3(3) . . ? C16 C14 C2 112.4(3) . . ? C17 C14 C15 109.0(4) . . ? C16 C14 C15 106.7(3) . . ? C2 C14 C15 112.8(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C4 C18 H18A 109.5 . . ? C4 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C4 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C10 C19 H19A 109.5 . . ? C10 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C10 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C22 C20 C12 111.5(3) . . ? C22 C20 C23 108.4(3) . . ? C12 C20 C23 111.2(3) . . ? C22 C20 C21 110.4(3) . . ? C12 C20 C21 109.7(3) . . ? C23 C20 C21 105.6(3) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C28 C24 C25 118.2(3) . . ? C28 C24 P 129.0(3) . . ? C25 C24 P 112.7(2) . . ? O4 C25 O5 126.1(3) . . ? O4 C25 C24 124.4(4) . . ? O5 C25 C24 109.4(3) . . ? O5 C26 C27 107.5(4) . . ? O5 C26 H26A 110.2 . . ? C27 C26 H26A 110.2 . . ? O5 C26 H26B 110.2 . . ? C27 C26 H26B 110.2 . . ? H26A C26 H26B 108.5 . . ? 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 . . ? C24 C28 C32 130.5(3) . . ? C24 C28 C29 117.3(3) . . ? C32 C28 C29 111.9(3) . . ? O6 C29 O7 125.3(3) . . ? O6 C29 C28 123.9(3) . . ? O7 C29 C28 110.7(3) . . ? N C32 C28 119.7(3) . . ? N C32 S 123.3(3) . . ? C28 C32 S 117.0(3) . . ? O7 C30 C31 106.4(3) . . ? O7 C30 H30A 110.5 . . ? C31 C30 H30A 110.5 . . ? O7 C30 H30B 110.5 . . ? C31 C30 H30B 110.5 . . ? H30A C30 H30B 108.6 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N H0A O3 0.86 2.16 2.756(3) 125.9 . N H0B O3 0.86 2.68 3.018(3) 105.1 3_655 _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.909 _refine_diff_density_max 0.592 _refine_diff_density_min -0.564 _refine_diff_density_rms 0.048 #===END