# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Neil Connelly' _publ_contact_author_email NEIL.CONNELLY@BRISTOL.AC.UK _publ_section_title ; Thiolates vs. halides as pi-donors: the redox-active alkyne complexes [M(SR)L(?-R'C?CR')L'] {M = Mo or W, L = CO or P(OMe)3, L' = ?-C5H5 and Tp'} ; loop_ _publ_author_name 'N Connelly' 'Chris Adams' 'R Angharad Baber' 'Supakorn Boonyuen' 'Beatriz E. Diosdado' ; A.Kantacha ; 'A Orpen' 'Elena Patron' # Attachment 'Revised_cifs.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 738814' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H14 Mo O S' _chemical_formula_weight 290.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.771(3) _cell_length_b 12.510(3) _cell_length_c 6.9506(14) _cell_angle_alpha 90.00 _cell_angle_beta 101.33(3) _cell_angle_gamma 90.00 _cell_volume 1174.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5029 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 1.260 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 13225 _diffrn_reflns_av_R_equivalents 0.0547 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2694 _reflns_number_gt 2360 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2694 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0315 _refine_ls_R_factor_gt 0.0254 _refine_ls_wR_factor_ref 0.0581 _refine_ls_wR_factor_gt 0.0561 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.253135(13) -0.005710(14) 0.20407(3) 0.01381(7) Uani 1 1 d . . . C1 C 0.18111(18) 0.16528(19) -0.1642(3) 0.0278(6) Uani 1 1 d . . . H1A H 0.1138 0.1750 -0.2403 0.042 Uiso 1 1 calc R . . H1B H 0.2208 0.1259 -0.2431 0.042 Uiso 1 1 calc R . . H1C H 0.2113 0.2353 -0.1291 0.042 Uiso 1 1 calc R . . C2 C 0.17715(15) 0.10402(17) 0.0175(3) 0.0174(5) Uani 1 1 d . . . C3 C 0.12037(15) 0.07962(18) 0.1378(3) 0.0186(5) Uani 1 1 d . . . C4 C 0.02300(16) 0.1012(2) 0.1889(4) 0.0265(5) Uani 1 1 d . . . H4A H -0.0162 0.1469 0.0881 0.040 Uiso 1 1 calc R . . H4B H 0.0326 0.1375 0.3162 0.040 Uiso 1 1 calc R . . H4C H -0.0120 0.0336 0.1963 0.040 Uiso 1 1 calc R . . C5 C 0.16891(16) -0.05468(19) 0.3784(3) 0.0209(5) Uani 1 1 d . . . O1 O 0.11310(12) -0.08905(15) 0.4667(2) 0.0325(4) Uani 1 1 d . . . S1 S 0.35352(4) 0.08830(5) 0.46233(8) 0.01977(13) Uani 1 1 d . . . C6 C 0.44223(17) 0.1643(2) 0.3544(3) 0.0286(6) Uani 1 1 d . . . H6A H 0.4669 0.2247 0.4399 0.043 Uiso 1 1 calc R . . H6B H 0.4097 0.1910 0.2252 0.043 Uiso 1 1 calc R . . H6C H 0.4978 0.1180 0.3400 0.043 Uiso 1 1 calc R . . C7 C 0.25673(17) -0.17161(19) 0.0624(3) 0.0259(5) Uani 1 1 d . . . H7A H 0.2017 -0.2178 0.0594 0.031 Uiso 1 1 calc R . . C8 C 0.26827(17) -0.0958(2) -0.0812(3) 0.0256(5) Uani 1 1 d . . . H8A H 0.2216 -0.0815 -0.1984 0.031 Uiso 1 1 calc R . . C9 C 0.36121(18) -0.0440(2) -0.0221(3) 0.0255(5) Uani 1 1 d . . . H9A H 0.3876 0.0107 -0.0917 0.031 Uiso 1 1 calc R . . C10 C 0.40672(16) -0.08880(19) 0.1588(3) 0.0215(5) Uani 1 1 d . . . H10A H 0.4701 -0.0699 0.2322 0.026 Uiso 1 1 calc R . . C11 C 0.34325(16) -0.16590(17) 0.2129(3) 0.0210(5) Uani 1 1 d . . . H11A H 0.3558 -0.2072 0.3299 0.025 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.01401(10) 0.01557(11) 0.01239(10) -0.00014(7) 0.00391(7) 0.00013(7) C1 0.0329(14) 0.0254(13) 0.0233(12) 0.0078(10) 0.0012(11) 0.0023(11) C2 0.0164(10) 0.0169(11) 0.0173(10) -0.0038(9) -0.0003(9) -0.0005(9) C3 0.0158(11) 0.0214(12) 0.0171(10) -0.0045(9) -0.0007(9) -0.0022(9) C4 0.0184(11) 0.0285(14) 0.0337(13) -0.0051(11) 0.0077(10) 0.0029(10) C5 0.0204(11) 0.0249(13) 0.0167(11) 0.0008(9) 0.0021(9) 0.0003(10) O1 0.0275(9) 0.0461(12) 0.0273(9) 0.0106(8) 0.0137(8) -0.0027(8) S1 0.0190(3) 0.0250(3) 0.0147(3) -0.0018(2) 0.0019(2) -0.0024(2) C6 0.0279(13) 0.0314(14) 0.0261(12) 0.0004(11) 0.0044(11) -0.0120(11) C7 0.0244(12) 0.0215(12) 0.0322(13) -0.0101(10) 0.0063(11) 0.0021(10) C8 0.0296(13) 0.0311(14) 0.0159(11) -0.0094(10) 0.0040(10) 0.0101(11) C9 0.0306(13) 0.0282(13) 0.0225(12) 0.0047(10) 0.0167(11) 0.0092(11) C10 0.0173(11) 0.0245(13) 0.0250(12) 0.0012(10) 0.0098(9) 0.0047(9) C11 0.0231(12) 0.0157(11) 0.0252(12) 0.0034(9) 0.0070(10) 0.0051(9) _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 Mo1 C5 1.934(2) . ? Mo1 C2 2.032(2) . ? Mo1 C3 2.089(2) . ? Mo1 C7 2.302(2) . ? Mo1 C8 2.325(2) . ? Mo1 C11 2.352(2) . ? Mo1 S1 2.3540(8) . ? Mo1 C9 2.416(2) . ? Mo1 C10 2.432(2) . ? C1 C2 1.488(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.289(3) . ? C3 C4 1.478(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 O1 1.157(3) . ? S1 C6 1.822(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.409(3) . ? C7 C11 1.425(3) . ? C7 H7A 0.9500 . ? C8 C9 1.421(3) . ? C8 H8A 0.9500 . ? C9 C10 1.407(3) . ? C9 H9A 0.9500 . ? C10 C11 1.402(3) . ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 Mo1 C2 108.47(9) . . ? C5 Mo1 C3 72.14(9) . . ? C2 Mo1 C3 36.42(8) . . ? C5 Mo1 C7 92.77(10) . . ? C2 Mo1 C7 112.82(8) . . ? C3 Mo1 C7 117.25(8) . . ? C5 Mo1 C8 123.09(9) . . ? C2 Mo1 C8 84.51(9) . . ? C3 Mo1 C8 106.31(8) . . ? C7 Mo1 C8 35.44(9) . . ? C5 Mo1 C11 95.28(9) . . ? C2 Mo1 C11 142.70(8) . . ? C3 Mo1 C11 151.14(8) . . ? C7 Mo1 C11 35.63(8) . . ? C8 Mo1 C11 58.28(8) . . ? C5 Mo1 S1 90.87(7) . . ? C2 Mo1 S1 107.51(6) . . ? C3 Mo1 S1 105.68(6) . . ? C7 Mo1 S1 135.88(6) . . ? C8 Mo1 S1 139.00(6) . . ? C11 Mo1 S1 100.25(6) . . ? C5 Mo1 C9 150.11(10) . . ? C2 Mo1 C9 91.39(8) . . ? C3 Mo1 C9 125.61(8) . . ? C7 Mo1 C9 58.34(9) . . ? C8 Mo1 C9 34.83(8) . . ? C11 Mo1 C9 57.23(8) . . ? S1 Mo1 C9 104.51(6) . . ? C5 Mo1 C10 126.13(9) . . ? C2 Mo1 C10 123.92(8) . . ? C3 Mo1 C10 159.33(8) . . ? C7 Mo1 C10 57.78(8) . . ? C8 Mo1 C10 57.08(8) . . ? C11 Mo1 C10 34.03(8) . . ? S1 Mo1 C10 85.23(6) . . ? C9 Mo1 C10 33.73(8) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 143.2(2) . . ? C3 C2 Mo1 74.21(14) . . ? C1 C2 Mo1 142.17(17) . . ? C2 C3 C4 143.8(2) . . ? C2 C3 Mo1 69.37(13) . . ? C4 C3 Mo1 146.79(17) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O1 C5 Mo1 173.24(19) . . ? C6 S1 Mo1 106.71(8) . . ? S1 C6 H6A 109.5 . . ? S1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? S1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C11 107.0(2) . . ? C8 C7 Mo1 73.18(13) . . ? C11 C7 Mo1 74.08(13) . . ? C8 C7 H7A 126.5 . . ? C11 C7 H7A 126.5 . . ? Mo1 C7 H7A 118.3 . . ? C7 C8 C9 108.8(2) . . ? C7 C8 Mo1 71.38(13) . . ? C9 C8 Mo1 76.06(13) . . ? C7 C8 H8A 125.6 . . ? C9 C8 H8A 125.6 . . ? Mo1 C8 H8A 118.8 . . ? C10 C9 C8 107.1(2) . . ? C10 C9 Mo1 73.78(13) . . ? C8 C9 Mo1 69.11(13) . . ? C10 C9 H9A 126.4 . . ? C8 C9 H9A 126.4 . . ? Mo1 C9 H9A 122.4 . . ? C11 C10 C9 108.8(2) . . ? C11 C10 Mo1 69.84(12) . . ? C9 C10 Mo1 72.49(13) . . ? C11 C10 H10A 125.6 . . ? C9 C10 H10A 125.6 . . ? Mo1 C10 H10A 123.7 . . ? C10 C11 C7 108.2(2) . . ? C10 C11 Mo1 76.13(13) . . ? C7 C11 Mo1 70.29(12) . . ? C10 C11 H11A 125.9 . . ? C7 C11 H11A 125.9 . . ? Mo1 C11 H11A 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 Mo1 C2 C3 4.17(16) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.488 _refine_diff_density_min -0.500 _refine_diff_density_rms 0.085 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 738815' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 Mo O S' _chemical_formula_weight 414.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.424(3) _cell_length_b 7.8081(18) _cell_length_c 10.812(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.774(18) _cell_angle_gamma 90.00 _cell_volume 878.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5827 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 27.40 _exptl_crystal_description Block _exptl_crystal_colour Blue-green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 0.869 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.225 _exptl_absorpt_correction_T_max 0.286 _exptl_absorpt_process_details XPREP _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 10261 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0437 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4003 _reflns_number_gt 3870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0235P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(3) _refine_ls_number_reflns 4003 _refine_ls_number_parameters 218 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0258 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0551 _refine_ls_wR_factor_gt 0.0548 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.319671(18) 0.05557(3) 0.281187(17) 0.01666(6) Uani 1 1 d . . . C1 C 0.1196(3) -0.0113(3) 0.0359(2) 0.0190(6) Uani 1 1 d . . . C2 C 0.1630(3) 0.0012(3) 0.1668(2) 0.0190(6) Uani 1 1 d . . . C3 C 0.1225(3) 0.0196(3) 0.2768(2) 0.0171(6) Uani 1 1 d . . . C4 C 0.0022(3) 0.0186(3) 0.3395(2) 0.0154(6) Uani 1 1 d . . . C5 C 0.2830(2) 0.0428(5) 0.4570(2) 0.0187(5) Uani 1 1 d . . . O1 O 0.26285(18) 0.0379(4) 0.55934(15) 0.0261(4) Uani 1 1 d . . . S1 S 0.42736(8) -0.20255(9) 0.32806(7) 0.02125(16) Uani 1 1 d . . . C6 C 0.4946(3) -0.2815(4) 0.1873(3) 0.0262(7) Uani 1 1 d . . . H6A H 0.5533 -0.3767 0.2081 0.039 Uiso 1 1 calc R . . H6B H 0.5417 -0.1889 0.1491 0.039 Uiso 1 1 calc R . . H6C H 0.4248 -0.3211 0.1291 0.039 Uiso 1 1 calc R . . C7 C 0.4398(3) 0.1667(4) 0.1178(3) 0.0248(6) Uani 1 1 d . . . H7A H 0.4547 0.1081 0.0378 0.030 Uiso 1 1 calc R . . C8 C 0.3368(3) 0.2791(3) 0.1399(3) 0.0240(6) Uani 1 1 d . . . H8A H 0.2681 0.3164 0.0768 0.029 Uiso 1 1 calc R . . C9 C 0.3571(3) 0.3455(4) 0.2600(3) 0.0259(6) Uani 1 1 d . . . H9A H 0.3067 0.4398 0.2963 0.031 Uiso 1 1 calc R . . C10 C 0.5237(3) 0.1669(4) 0.2255(3) 0.0281(7) Uani 1 1 d . . . H10A H 0.6080 0.1056 0.2356 0.034 Uiso 1 1 calc R . . C11 C 0.4725(3) 0.2737(4) 0.3134(3) 0.0291(8) Uani 1 1 d . . . H11A H 0.5161 0.3067 0.3951 0.035 Uiso 1 1 calc R . . C12 C -0.0010(2) 0.0489(5) -0.0047(2) 0.0211(5) Uani 1 1 d . . . H12B H -0.0557 0.0972 0.0530 0.025 Uiso 1 1 calc R . . C13 C -0.0420(3) 0.0390(5) -0.1288(2) 0.0257(6) Uani 1 1 d . . . H13A H -0.1239 0.0829 -0.1564 0.031 Uiso 1 1 calc R . . C14 C 0.0362(3) -0.0349(4) -0.2129(3) 0.0265(7) Uani 1 1 d . . . H14A H 0.0071 -0.0435 -0.2978 0.032 Uiso 1 1 calc R . . C15 C 0.1556(3) -0.0958(4) -0.1734(3) 0.0255(6) Uani 1 1 d . . . H15A H 0.2089 -0.1467 -0.2311 0.031 Uiso 1 1 calc R . . C16 C 0.1986(3) -0.0832(4) -0.0502(2) 0.0225(6) Uani 1 1 d . . . H16A H 0.2819 -0.1233 -0.0238 0.027 Uiso 1 1 calc R . . C17 C -0.0174(3) 0.1272(3) 0.4392(2) 0.0191(6) Uani 1 1 d . . . H17A H 0.0500 0.2002 0.4706 0.023 Uiso 1 1 calc R . . C18 C -0.1353(3) 0.1288(4) 0.4928(2) 0.0232(6) Uani 1 1 d . . . H18A H -0.1486 0.2041 0.5598 0.028 Uiso 1 1 calc R . . C19 C -0.2319(3) 0.0220(4) 0.4491(2) 0.0250(8) Uani 1 1 d . . . H19A H -0.3122 0.0234 0.4858 0.030 Uiso 1 1 calc R . . C20 C -0.2132(3) -0.0884(4) 0.3512(3) 0.0240(6) Uani 1 1 d . . . H20A H -0.2801 -0.1638 0.3221 0.029 Uiso 1 1 calc R . . C21 C -0.0968(3) -0.0886(4) 0.2960(2) 0.0197(6) Uani 1 1 d . . . H21A H -0.0848 -0.1625 0.2279 0.024 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.01484(10) 0.01834(10) 0.01694(9) -0.00014(12) 0.00199(7) -0.00159(12) C1 0.0220(15) 0.0176(12) 0.0176(13) -0.0017(10) 0.0025(11) -0.0061(11) C2 0.0168(14) 0.0178(13) 0.0223(13) -0.0004(10) 0.0006(10) -0.0017(10) C3 0.0187(13) 0.0135(17) 0.0188(11) -0.0007(9) -0.0017(9) 0.0003(9) C4 0.0152(13) 0.0151(17) 0.0159(11) 0.0051(9) 0.0002(9) 0.0022(9) C5 0.0172(12) 0.0160(13) 0.0229(11) -0.0011(15) 0.0004(9) -0.0001(15) O1 0.0295(10) 0.0302(12) 0.0186(8) 0.0025(11) 0.0028(7) 0.0011(12) S1 0.0220(4) 0.0226(4) 0.0196(3) 0.0008(3) 0.0051(3) 0.0004(3) C6 0.0264(17) 0.0294(15) 0.0241(15) -0.0033(12) 0.0103(13) 0.0015(13) C7 0.0255(17) 0.0256(15) 0.0242(14) 0.0036(12) 0.0091(12) -0.0047(12) C8 0.0255(16) 0.0201(14) 0.0267(15) 0.0071(11) 0.0040(12) -0.0019(12) C9 0.0330(18) 0.0171(14) 0.0275(15) 0.0019(12) 0.0005(13) -0.0072(12) C10 0.0173(16) 0.0297(16) 0.0374(17) 0.0105(13) 0.0029(13) -0.0066(12) C11 0.0274(19) 0.0302(18) 0.0293(17) 0.0046(14) -0.0026(14) -0.0154(15) C12 0.0235(12) 0.0192(12) 0.0208(10) -0.0003(16) 0.0032(9) -0.0019(18) C13 0.0279(14) 0.0217(15) 0.0268(12) 0.0010(15) -0.0039(10) -0.0061(16) C14 0.042(2) 0.0215(15) 0.0157(13) 0.0033(11) -0.0027(12) -0.0060(13) C15 0.0355(18) 0.0219(15) 0.0197(14) -0.0009(11) 0.0075(12) -0.0026(13) C16 0.0213(15) 0.0256(14) 0.0212(13) -0.0006(11) 0.0047(11) -0.0007(12) C17 0.0183(15) 0.0216(12) 0.0173(13) 0.0027(10) 0.0004(10) 0.0014(11) C18 0.0243(16) 0.0302(14) 0.0152(13) 0.0030(11) 0.0028(11) 0.0075(12) C19 0.0202(14) 0.033(2) 0.0225(12) 0.0101(12) 0.0065(10) 0.0042(12) C20 0.0169(15) 0.0247(15) 0.0298(15) 0.0078(12) -0.0027(12) -0.0017(12) C21 0.0209(16) 0.0194(13) 0.0185(13) 0.0012(10) -0.0007(11) 0.0021(11) _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 Mo1 C5 1.966(2) . ? Mo1 C2 2.028(3) . ? Mo1 C3 2.072(3) . ? Mo1 C9 2.311(3) . ? Mo1 C8 2.334(3) . ? Mo1 C11 2.343(3) . ? Mo1 S1 2.3460(9) . ? Mo1 C7 2.394(3) . ? Mo1 C10 2.411(3) . ? C1 C12 1.386(4) . ? C1 C16 1.400(4) . ? C1 C2 1.460(4) . ? C2 C3 1.296(4) . ? C3 C4 1.464(3) . ? C4 C21 1.387(4) . ? C4 C17 1.397(3) . ? C5 O1 1.140(3) . ? S1 C6 1.824(3) . ? C7 C10 1.409(4) . ? C7 C8 1.418(4) . ? C8 C9 1.401(4) . ? C9 C11 1.415(5) . ? C10 C11 1.397(4) . ? C12 C13 1.383(3) . ? C13 C14 1.386(4) . ? C14 C15 1.374(4) . ? C15 C16 1.380(4) . ? C17 C18 1.393(4) . ? C18 C19 1.368(4) . ? C19 C20 1.389(4) . ? C20 C21 1.388(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 Mo1 C2 112.30(11) . . ? C5 Mo1 C3 76.10(10) . . ? C2 Mo1 C3 36.85(10) . . ? C5 Mo1 C9 100.99(13) . . ? C2 Mo1 C9 106.21(10) . . ? C3 Mo1 C9 107.71(10) . . ? C5 Mo1 C8 134.35(14) . . ? C2 Mo1 C8 81.41(10) . . ? C3 Mo1 C8 101.83(10) . . ? C9 Mo1 C8 35.10(10) . . ? C5 Mo1 C11 93.82(13) . . ? C2 Mo1 C11 139.07(11) . . ? C3 Mo1 C11 139.98(11) . . ? C9 Mo1 C11 35.40(11) . . ? C8 Mo1 C11 58.19(11) . . ? C5 Mo1 S1 82.42(11) . . ? C2 Mo1 S1 107.85(7) . . ? C3 Mo1 S1 110.39(7) . . ? C9 Mo1 S1 141.39(8) . . ? C8 Mo1 S1 136.68(7) . . ? C11 Mo1 S1 106.35(9) . . ? C5 Mo1 C7 151.17(12) . . ? C2 Mo1 C7 93.73(11) . . ? C3 Mo1 C7 126.75(10) . . ? C9 Mo1 C7 58.10(10) . . ? C8 Mo1 C7 34.88(10) . . ? C11 Mo1 C7 57.49(11) . . ? S1 Mo1 C7 101.82(8) . . ? C5 Mo1 C10 119.38(11) . . ? C2 Mo1 C10 127.70(10) . . ? C3 Mo1 C10 158.97(10) . . ? C9 Mo1 C10 57.62(11) . . ? C8 Mo1 C10 57.31(11) . . ? C11 Mo1 C10 34.15(11) . . ? S1 Mo1 C10 86.92(8) . . ? C7 Mo1 C10 34.11(10) . . ? C12 C1 C16 119.1(2) . . ? C12 C1 C2 120.1(2) . . ? C16 C1 C2 120.9(3) . . ? C3 C2 C1 142.9(3) . . ? C3 C2 Mo1 73.42(17) . . ? C1 C2 Mo1 142.3(2) . . ? C2 C3 C4 139.9(3) . . ? C2 C3 Mo1 69.73(16) . . ? C4 C3 Mo1 150.28(19) . . ? C21 C4 C17 119.0(2) . . ? C21 C4 C3 119.1(2) . . ? C17 C4 C3 121.8(2) . . ? O1 C5 Mo1 178.9(3) . . ? C6 S1 Mo1 108.34(11) . . ? C10 C7 C8 107.2(3) . . ? C10 C7 Mo1 73.60(16) . . ? C8 C7 Mo1 70.27(15) . . ? C9 C8 C7 108.3(3) . . ? C9 C8 Mo1 71.54(16) . . ? C7 C8 Mo1 74.85(15) . . ? C8 C9 C11 107.7(3) . . ? C8 C9 Mo1 73.36(16) . . ? C11 C9 Mo1 73.52(17) . . ? C11 C10 C7 108.5(3) . . ? C11 C10 Mo1 70.26(17) . . ? C7 C10 Mo1 72.29(17) . . ? C10 C11 C9 108.1(3) . . ? C10 C11 Mo1 75.59(17) . . ? C9 C11 Mo1 71.08(17) . . ? C13 C12 C1 120.2(3) . . ? C12 C13 C14 120.2(3) . . ? C15 C14 C13 120.0(3) . . ? C14 C15 C16 120.3(3) . . ? C15 C16 C1 120.2(3) . . ? C18 C17 C4 120.3(3) . . ? C19 C18 C17 120.0(3) . . ? C18 C19 C20 120.3(3) . . ? C21 C20 C19 119.9(3) . . ? C4 C21 C20 120.4(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 Mo1 C2 C3 11.4(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.944 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.068 #===EN data_4 _database_code_depnum_ccdc_archive 'CCDC 738816' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H20 Mo O S' _chemical_formula_weight 476.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.382(6) _cell_length_b 10.380(4) _cell_length_c 17.901(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.72(3) _cell_angle_gamma 90.00 _cell_volume 2054.5(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 300 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Black _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 0.755 _exptl_absorpt_correction_type psi-scans _exptl_absorpt_correction_T_min 0.276 _exptl_absorpt_correction_T_max 0.322 _exptl_absorpt_process_details XPREP _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 23164 _diffrn_reflns_av_R_equivalents 0.0468 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4708 _reflns_number_gt 4292 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0321P)^2^+0.4357P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4708 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0261 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0615 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.160277(12) 0.383559(12) 0.175541(8) 0.01498(6) Uani 1 1 d . . . C1 C 0.44499(15) 0.42712(16) 0.16382(9) 0.0179(3) Uani 1 1 d . . . C2 C 0.31763(15) 0.45563(15) 0.15626(9) 0.0169(3) Uani 1 1 d . . . C3 C 0.23253(15) 0.53735(15) 0.12731(9) 0.0163(3) Uani 1 1 d . . . C4 C 0.20698(14) 0.66208(15) 0.09004(9) 0.0165(3) Uani 1 1 d . . . C5 C 0.02015(15) 0.48311(16) 0.12292(10) 0.0200(3) Uani 1 1 d . . . O1 O -0.06339(11) 0.53366(12) 0.08630(7) 0.0270(3) Uani 1 1 d . . . S1 S 0.13488(4) 0.46242(4) 0.29494(2) 0.02099(10) Uani 1 1 d . . . C6 C 0.25325(16) 0.39226(15) 0.36526(9) 0.0192(3) Uani 1 1 d . . . C7 C 0.22554(16) 0.18857(16) 0.13756(10) 0.0218(4) Uani 1 1 d . . . H7A H 0.2950 0.1762 0.1130 0.026 Uiso 1 1 calc R . . C8 C 0.10406(16) 0.20935(16) 0.09836(10) 0.0219(4) Uani 1 1 d . . . H8A H 0.0721 0.2112 0.0413 0.026 Uiso 1 1 calc R . . C9 C 0.03335(16) 0.20415(16) 0.15415(10) 0.0228(4) Uani 1 1 d . . . H9A H -0.0570 0.2066 0.1427 0.027 Uiso 1 1 calc R . . C10 C 0.11039(17) 0.17899(16) 0.22636(10) 0.0228(4) Uani 1 1 d . . . H10A H 0.0849 0.1663 0.2756 0.027 Uiso 1 1 calc R . . C11 C 0.22931(16) 0.17151(16) 0.21696(10) 0.0226(4) Uani 1 1 d . . . H11A H 0.3029 0.1504 0.2582 0.027 Uiso 1 1 calc R . . C12 C 0.22726(17) 0.30068(17) 0.41580(10) 0.0223(4) Uani 1 1 d . . . H12A H 0.1460 0.2745 0.4117 0.027 Uiso 1 1 calc R . . C13 C 0.31930(18) 0.24772(17) 0.47192(10) 0.0263(4) Uani 1 1 d . . . H13A H 0.3014 0.1835 0.5054 0.032 Uiso 1 1 calc R . . C14 C 0.43703(18) 0.28795(18) 0.47946(10) 0.0281(4) Uani 1 1 d . . . H14A H 0.4999 0.2529 0.5189 0.034 Uiso 1 1 calc R . . C15 C 0.46356(18) 0.37907(18) 0.42979(11) 0.0283(4) Uani 1 1 d . . . H15A H 0.5447 0.4065 0.4350 0.034 Uiso 1 1 calc R . . C16 C 0.37218(17) 0.43080(18) 0.37230(10) 0.0241(4) Uani 1 1 d . . . H16A H 0.3909 0.4926 0.3377 0.029 Uiso 1 1 calc R . . C17 C 0.14108(15) 0.75341(16) 0.12039(9) 0.0181(3) Uani 1 1 d . . . H17A H 0.1097 0.7321 0.1635 0.022 Uiso 1 1 calc R . . C18 C 0.12137(16) 0.87424(15) 0.08807(10) 0.0214(4) Uani 1 1 d . . . H18A H 0.0784 0.9369 0.1098 0.026 Uiso 1 1 calc R . . C19 C 0.16451(16) 0.90476(16) 0.02329(10) 0.0229(4) Uani 1 1 d . . . H19A H 0.1505 0.9879 0.0008 0.028 Uiso 1 1 calc R . . C20 C 0.22776(15) 0.81341(17) -0.00800(10) 0.0212(3) Uani 1 1 d . . . H20A H 0.2561 0.8337 -0.0524 0.025 Uiso 1 1 calc R . . C21 C 0.24964(15) 0.69335(16) 0.02513(9) 0.0188(3) Uani 1 1 d . . . H21A H 0.2939 0.6315 0.0038 0.023 Uiso 1 1 calc R . . C22 C 0.50076(16) 0.32699(17) 0.21078(10) 0.0243(4) Uani 1 1 d . . . H22A H 0.4557 0.2784 0.2393 0.029 Uiso 1 1 calc R . . C23 C 0.62071(16) 0.29750(18) 0.21636(11) 0.0274(4) Uani 1 1 d . . . H23A H 0.6573 0.2280 0.2480 0.033 Uiso 1 1 calc R . . C24 C 0.68790(17) 0.36860(17) 0.17606(11) 0.0250(4) Uani 1 1 d . . . H24A H 0.7705 0.3480 0.1801 0.030 Uiso 1 1 calc R . . C25 C 0.63510(16) 0.46905(17) 0.13019(10) 0.0228(4) Uani 1 1 d . . . H25A H 0.6815 0.5183 0.1028 0.027 Uiso 1 1 calc R . . C26 C 0.51470(15) 0.49856(16) 0.12377(10) 0.0198(3) Uani 1 1 d . . . H26A H 0.4788 0.5680 0.0919 0.024 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.01576(8) 0.01256(8) 0.01582(8) 0.00142(5) 0.00215(5) 0.00012(5) C1 0.0181(8) 0.0173(8) 0.0171(8) -0.0028(6) 0.0016(6) -0.0002(6) C2 0.0193(8) 0.0156(8) 0.0154(7) -0.0016(6) 0.0031(6) -0.0018(6) C3 0.0191(8) 0.0153(7) 0.0145(7) -0.0024(6) 0.0040(6) -0.0027(6) C4 0.0158(8) 0.0156(7) 0.0157(7) 0.0004(6) -0.0010(6) -0.0024(6) C5 0.0209(9) 0.0162(8) 0.0230(8) -0.0012(7) 0.0055(7) -0.0034(6) O1 0.0194(6) 0.0233(6) 0.0340(7) 0.0035(5) -0.0021(5) 0.0028(5) S1 0.0219(2) 0.0213(2) 0.0200(2) 0.00021(16) 0.00536(16) 0.00596(16) C6 0.0243(9) 0.0176(8) 0.0157(8) -0.0032(6) 0.0047(7) 0.0050(6) C7 0.0276(9) 0.0132(8) 0.0252(9) -0.0008(6) 0.0075(7) 0.0012(7) C8 0.0295(9) 0.0138(8) 0.0202(8) -0.0023(6) 0.0015(7) -0.0028(7) C9 0.0232(9) 0.0161(8) 0.0277(9) 0.0010(7) 0.0029(7) -0.0057(7) C10 0.0302(10) 0.0155(8) 0.0227(9) 0.0036(7) 0.0067(7) -0.0048(7) C11 0.0276(9) 0.0129(8) 0.0249(9) 0.0044(7) 0.0016(7) 0.0006(7) C12 0.0269(9) 0.0221(8) 0.0189(8) -0.0033(7) 0.0075(7) 0.0022(7) C13 0.0389(11) 0.0224(9) 0.0182(8) 0.0000(7) 0.0085(8) 0.0057(8) C14 0.0327(10) 0.0289(10) 0.0195(9) -0.0012(7) -0.0004(7) 0.0098(8) C15 0.0238(10) 0.0298(10) 0.0297(10) -0.0021(8) 0.0033(8) 0.0015(7) C16 0.0268(9) 0.0228(9) 0.0222(9) -0.0004(7) 0.0050(7) 0.0002(7) C17 0.0187(8) 0.0176(8) 0.0169(8) -0.0003(6) 0.0020(6) -0.0014(6) C18 0.0220(9) 0.0151(8) 0.0246(9) -0.0017(7) 0.0006(7) 0.0004(6) C19 0.0239(9) 0.0158(8) 0.0254(9) 0.0042(7) -0.0016(7) -0.0012(7) C20 0.0204(8) 0.0240(9) 0.0174(8) 0.0042(7) 0.0011(7) -0.0035(7) C21 0.0175(8) 0.0195(8) 0.0183(8) -0.0006(6) 0.0019(6) -0.0004(6) C22 0.0222(9) 0.0244(9) 0.0246(9) 0.0050(7) 0.0021(7) 0.0003(7) C23 0.0225(9) 0.0271(9) 0.0279(9) 0.0046(8) -0.0031(7) 0.0047(7) C24 0.0176(8) 0.0278(10) 0.0282(10) -0.0060(7) 0.0024(7) 0.0029(7) C25 0.0218(9) 0.0235(9) 0.0238(9) -0.0051(7) 0.0069(7) -0.0034(7) C26 0.0211(9) 0.0176(8) 0.0197(8) -0.0015(6) 0.0029(7) -0.0001(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 C5 1.9458(19) . ? Mo1 C2 2.0443(19) . ? Mo1 C3 2.0753(17) . ? Mo1 C8 2.2735(17) . ? Mo1 C7 2.3130(18) . ? Mo1 C9 2.3322(18) . ? Mo1 S1 2.3695(7) . ? Mo1 C11 2.3949(18) . ? Mo1 C10 2.4298(18) . ? C1 C22 1.392(2) . ? C1 C26 1.401(2) . ? C1 C2 1.454(2) . ? C2 C3 1.299(2) . ? C3 C4 1.454(2) . ? C4 C17 1.396(2) . ? C4 C21 1.400(2) . ? C5 O1 1.146(2) . ? S1 C6 1.7680(19) . ? C6 C16 1.388(3) . ? C6 C12 1.392(2) . ? C7 C8 1.411(3) . ? C7 C11 1.423(2) . ? C8 C9 1.424(3) . ? C9 C10 1.404(2) . ? C10 C11 1.405(3) . ? C12 C13 1.382(3) . ? C13 C14 1.379(3) . ? C14 C15 1.380(3) . ? C15 C16 1.386(3) . ? C17 C18 1.377(2) . ? C18 C19 1.399(3) . ? C19 C20 1.386(3) . ? C20 C21 1.377(2) . ? C22 C23 1.379(3) . ? C23 C24 1.383(3) . ? C24 C25 1.374(3) . ? C25 C26 1.382(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 Mo1 C2 111.98(7) . . ? C5 Mo1 C3 75.54(7) . . ? C2 Mo1 C3 36.76(6) . . ? C5 Mo1 C8 92.75(7) . . ? C2 Mo1 C8 108.67(7) . . ? C3 Mo1 C8 116.18(6) . . ? C5 Mo1 C7 127.29(7) . . ? C2 Mo1 C7 85.14(7) . . ? C3 Mo1 C7 111.36(7) . . ? C8 Mo1 C7 35.82(6) . . ? C5 Mo1 C9 86.55(7) . . ? C2 Mo1 C9 142.92(6) . . ? C3 Mo1 C9 146.83(6) . . ? C8 Mo1 C9 36.00(6) . . ? C7 Mo1 C9 58.84(7) . . ? C5 Mo1 S1 89.53(6) . . ? C2 Mo1 S1 108.97(5) . . ? C3 Mo1 S1 104.76(5) . . ? C8 Mo1 S1 138.24(5) . . ? C7 Mo1 S1 133.14(5) . . ? C9 Mo1 S1 102.74(5) . . ? C5 Mo1 C11 144.00(6) . . ? C2 Mo1 C11 98.76(7) . . ? C3 Mo1 C11 134.62(7) . . ? C8 Mo1 C11 58.77(7) . . ? C7 Mo1 C11 35.13(6) . . ? C9 Mo1 C11 57.45(7) . . ? S1 Mo1 C11 98.02(5) . . ? C5 Mo1 C10 114.07(7) . . ? C2 Mo1 C10 132.44(6) . . ? C3 Mo1 C10 168.19(6) . . ? C8 Mo1 C10 58.35(6) . . ? C7 Mo1 C10 57.67(7) . . ? C9 Mo1 C10 34.21(6) . . ? S1 Mo1 C10 82.81(5) . . ? C11 Mo1 C10 33.86(6) . . ? C22 C1 C26 118.15(16) . . ? C22 C1 C2 120.67(16) . . ? C26 C1 C2 121.18(15) . . ? C3 C2 C1 143.36(16) . . ? C3 C2 Mo1 72.92(11) . . ? C1 C2 Mo1 143.49(12) . . ? C2 C3 C4 144.44(16) . . ? C2 C3 Mo1 70.33(10) . . ? C4 C3 Mo1 145.08(12) . . ? C17 C4 C21 119.32(15) . . ? C17 C4 C3 119.58(15) . . ? C21 C4 C3 121.09(15) . . ? O1 C5 Mo1 173.52(15) . . ? C6 S1 Mo1 105.34(6) . . ? C16 C6 C12 119.39(16) . . ? C16 C6 S1 120.53(14) . . ? C12 C6 S1 120.04(14) . . ? C8 C7 C11 108.04(16) . . ? C8 C7 Mo1 70.56(10) . . ? C11 C7 Mo1 75.58(10) . . ? C7 C8 C9 107.18(16) . . ? C7 C8 Mo1 73.62(10) . . ? C9 C8 Mo1 74.25(10) . . ? C10 C9 C8 108.62(16) . . ? C10 C9 Mo1 76.71(10) . . ? C8 C9 Mo1 69.75(9) . . ? C9 C10 C11 108.01(16) . . ? C9 C10 Mo1 69.09(9) . . ? C11 C10 Mo1 71.71(10) . . ? C10 C11 C7 108.12(16) . . ? C10 C11 Mo1 74.43(10) . . ? C7 C11 Mo1 69.29(9) . . ? C13 C12 C6 120.20(18) . . ? C14 C13 C12 120.14(18) . . ? C13 C14 C15 120.03(17) . . ? C14 C15 C16 120.24(19) . . ? C15 C16 C6 119.98(18) . . ? C18 C17 C4 120.26(16) . . ? C17 C18 C19 120.02(16) . . ? C20 C19 C18 119.87(16) . . ? C21 C20 C19 120.20(16) . . ? C20 C21 C4 120.29(16) . . ? C23 C22 C1 120.75(17) . . ? C22 C23 C24 120.28(17) . . ? C25 C24 C23 119.94(18) . . ? C24 C25 C26 120.15(17) . . ? C25 C26 C1 120.72(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 Mo1 C2 C3 8.01(12) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.414 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.064 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 738817' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H23 Mo O3 P S' _chemical_formula_weight 386.28 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' 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' Mo Mo -1.6832 0.6857 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9327(12) _cell_length_b 13.7281(18) _cell_length_c 13.3220(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.822(10) _cell_angle_gamma 90.00 _cell_volume 1633.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Purple _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.571 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 1.029 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.453 _exptl_absorpt_correction_T_max 0.522 _exptl_absorpt_process_details XPREP _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 18396 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0419 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3751 _reflns_number_gt 3186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0289P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3751 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0664 _refine_ls_wR_factor_gt 0.0649 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.67643(2) 0.057772(14) 0.257435(16) 0.01290(7) Uani 1 1 d . . . C1 C 0.7484(3) -0.1254(2) 0.1001(2) 0.0275(6) Uani 1 1 d . . . H1A H 0.7888 -0.1161 0.0327 0.041 Uiso 1 1 calc R . . H1B H 0.6409 -0.1391 0.0949 0.041 Uiso 1 1 calc R . . H1C H 0.7996 -0.1802 0.1329 0.041 Uiso 1 1 calc R . . C2 C 0.7729(3) -0.03468(18) 0.1608(2) 0.0195(6) Uani 1 1 d . . . C3 C 0.8662(3) 0.03663(19) 0.17289(19) 0.0189(6) Uani 1 1 d . . . C4 C 1.0161(3) 0.0668(2) 0.1338(2) 0.0275(7) Uani 1 1 d . . . H4A H 1.0568 0.0145 0.0922 0.041 Uiso 1 1 calc R . . H4B H 1.0847 0.0797 0.1903 0.041 Uiso 1 1 calc R . . H4C H 1.0046 0.1260 0.0932 0.041 Uiso 1 1 calc R . . S1 S 0.72852(7) -0.00382(5) 0.42085(5) 0.01843(15) Uani 1 1 d . . . C6 C 0.6410(3) -0.12367(19) 0.4240(2) 0.0256(6) Uani 1 1 d . . . H6A H 0.6850 -0.1619 0.4792 0.038 Uiso 1 1 calc R . . H6B H 0.6577 -0.1572 0.3603 0.038 Uiso 1 1 calc R . . H6C H 0.5332 -0.1163 0.4344 0.038 Uiso 1 1 calc R . . C7 C 0.4176(3) 0.04328(19) 0.3129(2) 0.0216(6) Uani 1 1 d . . . H7A H 0.3852 0.0176 0.3794 0.026 Uiso 1 1 calc R . . C8 C 0.4530(3) 0.14093(19) 0.2916(2) 0.0210(6) Uani 1 1 d . . . H8A H 0.4429 0.1968 0.3391 0.025 Uiso 1 1 calc R . . C9 C 0.4880(3) 0.1486(2) 0.1875(2) 0.0255(6) Uani 1 1 d . . . H9A H 0.4994 0.2102 0.1482 0.031 Uiso 1 1 calc R . . C10 C 0.4756(3) 0.0533(2) 0.1480(2) 0.0264(6) Uani 1 1 d . . . H10A H 0.4814 0.0364 0.0752 0.032 Uiso 1 1 calc R . . C11 C 0.4330(3) -0.0118(2) 0.2248(2) 0.0242(6) Uani 1 1 d . . . H11A H 0.4095 -0.0826 0.2166 0.029 Uiso 1 1 calc R . . P1 P 0.81066(7) 0.20093(5) 0.28581(5) 0.01524(14) Uani 1 1 d . . . O2 O 0.8259(2) 0.26396(12) 0.18548(13) 0.0201(4) Uani 1 1 d . . . C12 C 0.9118(3) 0.3533(2) 0.1828(2) 0.0285(7) Uani 1 1 d . . . H12A H 0.8812 0.3916 0.1239 0.043 Uiso 1 1 calc R . . H12B H 1.0186 0.3377 0.1787 0.043 Uiso 1 1 calc R . . H12C H 0.8937 0.3910 0.2438 0.043 Uiso 1 1 calc R . . O3 O 0.9808(2) 0.20592(13) 0.32708(14) 0.0232(4) Uani 1 1 d . . . C13 C 1.0487(3) 0.1309(2) 0.3873(2) 0.0280(7) Uani 1 1 d . . . H13A H 1.1559 0.1276 0.3732 0.042 Uiso 1 1 calc R . . H13B H 1.0018 0.0682 0.3712 0.042 Uiso 1 1 calc R . . H13C H 1.0347 0.1457 0.4585 0.042 Uiso 1 1 calc R . . O4 O 0.7318(2) 0.28440(12) 0.35366(13) 0.0197(4) Uani 1 1 d . . . C14 C 0.7318(3) 0.2726(2) 0.4602(2) 0.0282(7) Uani 1 1 d . . . H14A H 0.6726 0.3248 0.4904 0.042 Uiso 1 1 calc R . . H14B H 0.8348 0.2756 0.4862 0.042 Uiso 1 1 calc R . . H14C H 0.6879 0.2094 0.4770 0.042 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.01433(11) 0.01079(11) 0.01362(11) 0.00030(9) 0.00139(8) 0.00017(9) C1 0.0337(17) 0.0234(14) 0.0255(15) -0.0071(12) 0.0055(13) -0.0006(13) C2 0.0226(14) 0.0162(13) 0.0197(14) -0.0005(10) 0.0017(11) 0.0045(11) C3 0.0232(14) 0.0195(13) 0.0141(13) 0.0013(10) 0.0026(11) 0.0044(11) C4 0.0276(16) 0.0265(15) 0.0288(16) -0.0013(13) 0.0125(13) -0.0012(12) S1 0.0211(3) 0.0169(3) 0.0173(3) 0.0028(3) -0.0007(3) -0.0036(3) C6 0.0319(16) 0.0178(13) 0.0270(15) 0.0058(12) -0.0025(12) -0.0064(12) C7 0.0130(13) 0.0260(14) 0.0258(15) 0.0039(12) 0.0026(11) -0.0002(11) C8 0.0163(13) 0.0193(13) 0.0276(15) -0.0044(11) 0.0023(11) 0.0046(11) C9 0.0209(15) 0.0261(15) 0.0294(16) 0.0087(12) -0.0017(12) 0.0075(12) C10 0.0217(15) 0.0354(16) 0.0220(15) -0.0045(13) -0.0070(11) 0.0049(13) C11 0.0153(14) 0.0228(14) 0.0344(17) -0.0057(13) -0.0036(12) -0.0014(11) P1 0.0179(3) 0.0121(3) 0.0157(3) 0.0001(3) 0.0006(3) -0.0003(3) O2 0.0287(10) 0.0147(9) 0.0169(9) 0.0018(7) 0.0015(8) -0.0069(8) C12 0.0378(18) 0.0194(14) 0.0282(16) 0.0040(12) 0.0049(13) -0.0108(13) O3 0.0202(10) 0.0180(9) 0.0312(11) 0.0030(8) -0.0044(8) -0.0037(8) C13 0.0179(15) 0.0284(15) 0.0376(17) 0.0080(13) -0.0037(12) 0.0012(12) O4 0.0268(10) 0.0154(9) 0.0171(9) -0.0021(7) 0.0008(8) 0.0030(8) C14 0.0387(18) 0.0266(15) 0.0193(15) -0.0045(12) 0.0044(13) 0.0024(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 Mo1 C2 2.011(3) . ? Mo1 C3 2.069(3) . ? Mo1 C9 2.283(3) . ? Mo1 C10 2.296(3) . ? Mo1 P1 2.3302(7) . ? Mo1 C8 2.349(3) . ? Mo1 S1 2.3753(7) . ? Mo1 C11 2.409(3) . ? Mo1 C7 2.445(3) . ? C1 C2 1.499(4) . ? C2 C3 1.294(4) . ? C3 C4 1.502(4) . ? S1 C6 1.822(3) . ? C7 C11 1.404(4) . ? C7 C8 1.407(4) . ? C8 C9 1.429(4) . ? C9 C10 1.414(4) . ? C10 C11 1.415(4) . ? P1 O2 1.5997(18) . ? P1 O3 1.6099(19) . ? P1 O4 1.6263(18) . ? O2 C12 1.447(3) . ? O3 C13 1.434(3) . ? O4 C14 1.428(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Mo1 C3 36.95(10) . . ? C2 Mo1 C9 113.83(11) . . ? C3 Mo1 C9 117.36(10) . . ? C2 Mo1 C10 85.12(11) . . ? C3 Mo1 C10 106.82(11) . . ? C9 Mo1 C10 35.97(10) . . ? C2 Mo1 P1 114.32(8) . . ? C3 Mo1 P1 77.46(8) . . ? C9 Mo1 P1 88.86(8) . . ? C10 Mo1 P1 121.39(8) . . ? C2 Mo1 C8 143.50(10) . . ? C3 Mo1 C8 151.46(10) . . ? C9 Mo1 C8 35.91(10) . . ? C10 Mo1 C8 58.51(10) . . ? P1 Mo1 C8 89.73(7) . . ? C2 Mo1 S1 106.38(8) . . ? C3 Mo1 S1 107.32(7) . . ? C9 Mo1 S1 134.59(7) . . ? C10 Mo1 S1 135.52(8) . . ? P1 Mo1 S1 93.32(2) . . ? C8 Mo1 S1 98.70(7) . . ? C2 Mo1 C11 91.62(10) . . ? C3 Mo1 C11 126.20(10) . . ? C9 Mo1 C11 58.99(10) . . ? C10 Mo1 C11 34.92(10) . . ? P1 Mo1 C11 145.58(7) . . ? C8 Mo1 C11 57.36(9) . . ? S1 Mo1 C11 100.87(7) . . ? C2 Mo1 C7 123.92(10) . . ? C3 Mo1 C7 159.82(10) . . ? C9 Mo1 C7 58.19(10) . . ? C10 Mo1 C7 57.06(10) . . ? P1 Mo1 C7 120.41(7) . . ? C8 Mo1 C7 34.06(9) . . ? S1 Mo1 C7 82.40(7) . . ? C11 Mo1 C7 33.63(9) . . ? C3 C2 C1 141.7(3) . . ? C3 C2 Mo1 73.97(16) . . ? C1 C2 Mo1 144.0(2) . . ? C2 C3 C4 137.8(3) . . ? C2 C3 Mo1 69.08(16) . . ? C4 C3 Mo1 153.1(2) . . ? C6 S1 Mo1 105.32(9) . . ? C11 C7 C8 108.6(2) . . ? C11 C7 Mo1 71.76(15) . . ? C8 C7 Mo1 69.23(14) . . ? C7 C8 C9 108.6(2) . . ? C7 C8 Mo1 76.71(15) . . ? C9 C8 Mo1 69.52(14) . . ? C10 C9 C8 106.0(2) . . ? C10 C9 Mo1 72.50(16) . . ? C8 C9 Mo1 74.57(15) . . ? C9 C10 C11 109.7(2) . . ? C9 C10 Mo1 71.53(16) . . ? C11 C10 Mo1 76.92(16) . . ? C7 C11 C10 107.1(2) . . ? C7 C11 Mo1 74.61(15) . . ? C10 C11 Mo1 68.17(15) . . ? O2 P1 O3 99.84(10) . . ? O2 P1 O4 97.24(9) . . ? O3 P1 O4 101.23(10) . . ? O2 P1 Mo1 111.75(7) . . ? O3 P1 Mo1 124.90(7) . . ? O4 P1 Mo1 117.27(7) . . ? C12 O2 P1 122.07(17) . . ? C13 O3 P1 123.37(16) . . ? C14 O4 P1 118.60(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 Mo1 C2 C3 4.28(18) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.523 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.081 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 738818' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H25 Mo O3 P S' _chemical_formula_sum 'C18 H25 Mo O3 P S' _chemical_formula_weight 448.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.4174(15) _cell_length_b 12.505(3) _cell_length_c 20.942(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1942.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1223 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 19.9 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.878 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.960 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13737 _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_sigmaI/netI 0.0815 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4455 _reflns_number_gt 3827 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0277P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(5) _refine_ls_number_reflns 4455 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.77663(4) 0.11613(3) 0.140806(15) 0.01127(9) Uani 1 1 d . . . C1 C 0.5032(6) 0.2040(4) 0.0265(2) 0.0212(10) Uani 1 1 d . . . H1A H 0.4930 0.2746 0.0066 0.032 Uiso 1 1 calc R . . H1B H 0.3874 0.1842 0.0457 0.032 Uiso 1 1 calc R . . H1C H 0.5362 0.1510 -0.0060 0.032 Uiso 1 1 calc R . . C2 C 0.6444(6) 0.2070(3) 0.07680(18) 0.0140(9) Uani 1 1 d . . . C3 C 0.7328(6) 0.2729(3) 0.11253(17) 0.0148(8) Uani 1 1 d . . . C4 C 0.7511(6) 0.3909(3) 0.11687(19) 0.0238(9) Uani 1 1 d . . . H4A H 0.7583 0.4212 0.0738 0.036 Uiso 1 1 calc R . . H4B H 0.8609 0.4087 0.1406 0.036 Uiso 1 1 calc R . . H4C H 0.6462 0.4206 0.1391 0.036 Uiso 1 1 calc R . . S1 S 1.05132(14) 0.05730(9) 0.09390(5) 0.0159(2) Uani 1 1 d . . . C6 C 1.0118(6) -0.0326(3) 0.02915(19) 0.0155(9) Uani 1 1 d . . . C7 C 0.7459(6) -0.0349(3) 0.20519(19) 0.0209(10) Uani 1 1 d . . . H7A H 0.8438 -0.0580 0.2310 0.025 Uiso 1 1 calc R . . C8 C 0.6134(6) 0.0423(4) 0.2225(2) 0.0214(10) Uani 1 1 d . . . H8A H 0.6064 0.0797 0.2619 0.026 Uiso 1 1 calc R . . C9 C 0.4957(6) 0.0527(4) 0.1709(2) 0.0252(11) Uani 1 1 d . . . H9A H 0.3942 0.0989 0.1692 0.030 Uiso 1 1 calc R . . C10 C 0.5523(7) -0.0168(4) 0.1216(2) 0.0257(11) Uani 1 1 d . . . H10A H 0.4960 -0.0253 0.0812 0.031 Uiso 1 1 calc R . . C11 C 0.7060(6) -0.0708(3) 0.1429(2) 0.0215(9) Uani 1 1 d . . . H11A H 0.7721 -0.1227 0.1195 0.026 Uiso 1 1 calc R . . C12 C 1.1270(6) -0.1194(4) 0.02295(19) 0.0227(9) Uani 1 1 d . . . H12A H 1.2186 -0.1306 0.0540 0.027 Uiso 1 1 calc R . . C13 C 1.1107(7) -0.1903(4) -0.0279(2) 0.0276(11) Uani 1 1 d . . . H13A H 1.1913 -0.2490 -0.0319 0.033 Uiso 1 1 calc R . . C14 C 0.9753(7) -0.1745(4) -0.0729(2) 0.0258(11) Uani 1 1 d . . . H14A H 0.9625 -0.2225 -0.1078 0.031 Uiso 1 1 calc R . . C15 C 0.8591(7) -0.0884(4) -0.0665(2) 0.0275(12) Uani 1 1 d . . . H15A H 0.7664 -0.0776 -0.0971 0.033 Uiso 1 1 calc R . . C16 C 0.8769(6) -0.0178(4) -0.0158(2) 0.0191(10) Uani 1 1 d . . . H16A H 0.7964 0.0410 -0.0119 0.023 Uiso 1 1 calc R . . P1 P 0.96649(15) 0.20165(9) 0.21452(5) 0.0145(2) Uani 1 1 d . . . O1 O 1.0079(4) 0.1250(3) 0.27390(13) 0.0253(7) Uani 1 1 d . . . C17 C 1.1207(8) 0.1605(4) 0.3259(2) 0.0397(14) Uani 1 1 d . . . H17A H 1.1330 0.1029 0.3573 0.060 Uiso 1 1 calc R . . H17B H 1.0657 0.2231 0.3463 0.060 Uiso 1 1 calc R . . H17C H 1.2400 0.1798 0.3094 0.060 Uiso 1 1 calc R . . O2 O 1.1711(4) 0.2373(2) 0.19858(14) 0.0215(7) Uani 1 1 d . . . C18 C 1.2068(6) 0.3125(4) 0.1487(2) 0.0255(10) Uani 1 1 d . . . H18A H 1.3368 0.3154 0.1406 0.038 Uiso 1 1 calc R . . H18B H 1.1640 0.3834 0.1616 0.038 Uiso 1 1 calc R . . H18C H 1.1441 0.2903 0.1097 0.038 Uiso 1 1 calc R . . O3 O 0.9092(4) 0.3129(2) 0.24711(13) 0.0203(7) Uani 1 1 d . . . C19 C 0.7372(7) 0.3239(4) 0.2764(2) 0.0345(12) Uani 1 1 d . . . H19A H 0.7205 0.3980 0.2903 0.052 Uiso 1 1 calc R . . H19B H 0.7296 0.2761 0.3134 0.052 Uiso 1 1 calc R . . H19C H 0.6430 0.3050 0.2456 0.052 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.00916(15) 0.01041(15) 0.01424(15) 0.00047(15) -0.00082(14) -0.00004(14) C1 0.017(2) 0.024(3) 0.023(2) 0.006(2) -0.0024(19) -0.001(2) C2 0.013(2) 0.017(2) 0.0127(19) 0.0048(18) 0.0035(16) 0.0017(18) C3 0.015(2) 0.012(2) 0.0171(18) 0.0038(16) 0.0048(18) 0.0046(18) C4 0.025(3) 0.019(2) 0.0273(19) 0.0010(19) -0.0030(18) 0.002(2) S1 0.0121(5) 0.0158(6) 0.0197(5) -0.0058(4) -0.0013(4) 0.0004(4) C6 0.015(2) 0.011(2) 0.020(2) -0.0027(18) 0.0038(18) -0.0049(17) C7 0.018(3) 0.017(2) 0.027(2) 0.0089(17) -0.004(2) 0.002(2) C8 0.024(3) 0.019(2) 0.022(2) 0.001(2) 0.0062(19) -0.006(2) C9 0.014(2) 0.024(3) 0.038(3) 0.011(2) 0.002(2) -0.002(2) C10 0.031(3) 0.024(3) 0.022(2) 0.008(2) -0.0051(19) -0.016(2) C11 0.023(2) 0.0129(19) 0.028(2) 0.004(2) 0.007(2) -0.0070(18) C12 0.022(2) 0.026(2) 0.021(2) -0.005(2) 0.0010(17) 0.001(2) C13 0.033(3) 0.017(3) 0.033(3) -0.013(2) 0.007(2) 0.001(2) C14 0.032(3) 0.024(3) 0.022(2) -0.014(2) 0.006(2) -0.010(2) C15 0.027(3) 0.033(3) 0.022(2) 0.000(2) 0.000(2) -0.007(2) C16 0.018(2) 0.020(2) 0.019(2) -0.0002(19) -0.0017(18) -0.0021(19) P1 0.0143(6) 0.0122(6) 0.0172(5) -0.0018(5) -0.0019(4) 0.0008(5) O1 0.0370(19) 0.0168(17) 0.0221(14) 0.0006(15) -0.0152(13) -0.0034(16) C17 0.063(4) 0.027(3) 0.029(3) 0.004(2) -0.025(3) -0.017(3) O2 0.0137(17) 0.0237(18) 0.0271(16) -0.0047(14) -0.0020(12) -0.0026(13) C18 0.019(2) 0.028(2) 0.030(2) -0.005(2) 0.006(2) -0.009(2) O3 0.0214(17) 0.0133(16) 0.0261(16) -0.0055(13) 0.0010(13) 0.0006(14) C19 0.031(3) 0.036(3) 0.037(3) -0.011(2) 0.014(2) 0.004(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 Mo1 C2 2.012(4) . ? Mo1 C3 2.074(4) . ? Mo1 C8 2.291(4) . ? Mo1 C9 2.317(5) . ? Mo1 C7 2.331(4) . ? Mo1 P1 2.3473(12) . ? Mo1 S1 2.3785(11) . ? Mo1 C10 2.386(4) . ? Mo1 C11 2.396(4) . ? C1 C2 1.486(6) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.293(6) . ? C3 C4 1.484(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? S1 C6 1.785(4) . ? C6 C16 1.386(6) . ? C6 C12 1.388(6) . ? C7 C11 1.411(6) . ? C7 C8 1.424(6) . ? C7 H7A 0.9500 . ? C8 C9 1.395(6) . ? C8 H8A 0.9500 . ? C9 C10 1.413(7) . ? C9 H9A 0.9500 . ? C10 C11 1.398(7) . ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? C12 C13 1.390(6) . ? C12 H12A 0.9500 . ? C13 C14 1.391(7) . ? C13 H13A 0.9500 . ? C14 C15 1.386(7) . ? C14 H14A 0.9500 . ? C15 C16 1.387(6) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? P1 O1 1.600(3) . ? P1 O3 1.607(3) . ? P1 O2 1.617(3) . ? O1 C17 1.444(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O2 C18 1.431(5) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O3 C19 1.422(6) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? 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 C2 Mo1 C3 36.84(16) . . ? C2 Mo1 C8 117.88(17) . . ? C3 Mo1 C8 120.78(16) . . ? C2 Mo1 C9 86.35(16) . . ? C3 Mo1 C9 105.11(17) . . ? C8 Mo1 C9 35.24(16) . . ? C2 Mo1 C7 142.64(16) . . ? C3 Mo1 C7 156.29(15) . . ? C8 Mo1 C7 35.88(16) . . ? C9 Mo1 C7 58.49(16) . . ? C2 Mo1 P1 118.25(13) . . ? C3 Mo1 P1 81.43(12) . . ? C8 Mo1 P1 90.54(12) . . ? C9 Mo1 P1 121.09(12) . . ? C7 Mo1 P1 92.71(11) . . ? C2 Mo1 S1 108.49(11) . . ? C3 Mo1 S1 107.98(12) . . ? C8 Mo1 S1 129.53(12) . . ? C9 Mo1 S1 140.97(13) . . ? C7 Mo1 S1 94.13(11) . . ? P1 Mo1 S1 84.18(4) . . ? C2 Mo1 C10 86.63(17) . . ? C3 Mo1 C10 120.09(17) . . ? C8 Mo1 C10 58.42(15) . . ? C9 Mo1 C10 34.94(16) . . ? C7 Mo1 C10 57.65(15) . . ? P1 Mo1 C10 147.83(11) . . ? S1 Mo1 C10 108.20(13) . . ? C2 Mo1 C11 117.16(16) . . ? C3 Mo1 C11 153.31(16) . . ? C8 Mo1 C11 58.48(16) . . ? C9 Mo1 C11 57.60(16) . . ? C7 Mo1 C11 34.69(14) . . ? P1 Mo1 C11 124.30(11) . . ? S1 Mo1 C11 83.87(11) . . ? C10 Mo1 C11 33.99(16) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 141.7(4) . . ? C3 C2 Mo1 74.2(2) . . ? C1 C2 Mo1 143.3(3) . . ? C2 C3 C4 135.7(4) . . ? C2 C3 Mo1 69.0(2) . . ? C4 C3 Mo1 155.2(3) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 S1 Mo1 111.58(14) . . ? C16 C6 C12 119.0(4) . . ? C16 C6 S1 123.4(3) . . ? C12 C6 S1 117.5(3) . . ? C11 C7 C8 107.8(4) . . ? C11 C7 Mo1 75.1(2) . . ? C8 C7 Mo1 70.5(2) . . ? C11 C7 H7A 126.1 . . ? C8 C7 H7A 126.1 . . ? Mo1 C7 H7A 120.1 . . ? C9 C8 C7 107.3(4) . . ? C9 C8 Mo1 73.4(3) . . ? C7 C8 Mo1 73.6(2) . . ? C9 C8 H8A 126.3 . . ? C7 C8 H8A 126.3 . . ? Mo1 C8 H8A 118.6 . . ? C8 C9 C10 108.8(4) . . ? C8 C9 Mo1 71.4(3) . . ? C10 C9 Mo1 75.2(3) . . ? C8 C9 H9A 125.6 . . ? C10 C9 H9A 125.6 . . ? Mo1 C9 H9A 119.6 . . ? C11 C10 C9 107.8(4) . . ? C11 C10 Mo1 73.4(2) . . ? C9 C10 Mo1 69.9(3) . . ? C11 C10 H10A 126.1 . . ? C9 C10 H10A 126.1 . . ? Mo1 C10 H10A 122.3 . . ? C10 C11 C7 108.2(4) . . ? C10 C11 Mo1 72.6(2) . . ? C7 C11 Mo1 70.2(2) . . ? C10 C11 H11A 125.9 . . ? C7 C11 H11A 125.9 . . ? Mo1 C11 H11A 123.0 . . ? C6 C12 C13 121.1(4) . . ? C6 C12 H12A 119.4 . . ? C13 C12 H12A 119.4 . . ? C12 C13 C14 119.4(4) . . ? C12 C13 H13A 120.3 . . ? C14 C13 H13A 120.3 . . ? C15 C14 C13 119.6(4) . . ? C15 C14 H14A 120.2 . . ? C13 C14 H14A 120.2 . . ? C14 C15 C16 120.6(4) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C6 C16 C15 120.2(4) . . ? C6 C16 H16A 119.9 . . ? C15 C16 H16A 119.9 . . ? O1 P1 O3 103.85(16) . . ? O1 P1 O2 98.35(17) . . ? O3 P1 O2 95.60(17) . . ? O1 P1 Mo1 110.69(12) . . ? O3 P1 Mo1 121.01(12) . . ? O2 P1 Mo1 123.57(12) . . ? C17 O1 P1 120.9(3) . . ? O1 C17 H17A 109.5 . . ? O1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C18 O2 P1 120.4(3) . . ? O2 C18 H18A 109.5 . . ? O2 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O2 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C19 O3 P1 120.2(3) . . ? O3 C19 H19A 109.5 . . ? O3 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? O3 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 Mo1 C2 C3 105.0(3) . . . . ? C9 Mo1 C2 C3 121.4(3) . . . . ? C7 Mo1 C2 C3 140.2(3) . . . . ? P1 Mo1 C2 C3 -2.2(3) . . . . ? S1 Mo1 C2 C3 -95.5(2) . . . . ? C10 Mo1 C2 C3 156.4(3) . . . . ? C11 Mo1 C2 C3 171.9(2) . . . . ? C3 Mo1 C2 C1 -169.5(6) . . . . ? C8 Mo1 C2 C1 -64.5(5) . . . . ? C9 Mo1 C2 C1 -48.2(5) . . . . ? C7 Mo1 C2 C1 -29.3(6) . . . . ? P1 Mo1 C2 C1 -171.7(4) . . . . ? S1 Mo1 C2 C1 94.9(5) . . . . ? C10 Mo1 C2 C1 -13.2(5) . . . . ? C11 Mo1 C2 C1 2.3(5) . . . . ? C1 C2 C3 C4 -8.1(9) . . . . ? Mo1 C2 C3 C4 -178.0(5) . . . . ? C1 C2 C3 Mo1 169.9(6) . . . . ? C8 Mo1 C3 C2 -96.5(3) . . . . ? C9 Mo1 C3 C2 -61.9(3) . . . . ? C7 Mo1 C3 C2 -104.9(4) . . . . ? P1 Mo1 C3 C2 178.0(2) . . . . ? S1 Mo1 C3 C2 97.1(2) . . . . ? C10 Mo1 C3 C2 -27.5(3) . . . . ? C11 Mo1 C3 C2 -16.3(5) . . . . ? C2 Mo1 C3 C4 176.7(9) . . . . ? C8 Mo1 C3 C4 80.2(8) . . . . ? C9 Mo1 C3 C4 114.7(7) . . . . ? C7 Mo1 C3 C4 71.7(9) . . . . ? P1 Mo1 C3 C4 -5.3(7) . . . . ? S1 Mo1 C3 C4 -86.3(7) . . . . ? C10 Mo1 C3 C4 149.1(7) . . . . ? C11 Mo1 C3 C4 160.4(6) . . . . ? C2 Mo1 S1 C6 -66.8(2) . . . . ? C3 Mo1 S1 C6 -105.68(19) . . . . ? C8 Mo1 S1 C6 89.4(2) . . . . ? C9 Mo1 S1 C6 41.0(2) . . . . ? C7 Mo1 S1 C6 83.00(19) . . . . ? P1 Mo1 S1 C6 175.31(16) . . . . ? C10 Mo1 S1 C6 25.75(19) . . . . ? C11 Mo1 S1 C6 49.81(19) . . . . ? Mo1 S1 C6 C16 41.5(4) . . . . ? Mo1 S1 C6 C12 -140.7(3) . . . . ? C2 Mo1 C7 C11 55.2(4) . . . . ? C3 Mo1 C7 C11 127.9(4) . . . . ? C8 Mo1 C7 C11 115.5(4) . . . . ? C9 Mo1 C7 C11 77.4(3) . . . . ? P1 Mo1 C7 C11 -157.4(2) . . . . ? S1 Mo1 C7 C11 -73.0(3) . . . . ? C10 Mo1 C7 C11 36.0(3) . . . . ? C2 Mo1 C7 C8 -60.3(4) . . . . ? C3 Mo1 C7 C8 12.4(5) . . . . ? C9 Mo1 C7 C8 -38.1(3) . . . . ? P1 Mo1 C7 C8 87.2(3) . . . . ? S1 Mo1 C7 C8 171.5(2) . . . . ? C10 Mo1 C7 C8 -79.5(3) . . . . ? C11 Mo1 C7 C8 -115.5(4) . . . . ? C11 C7 C8 C9 -0.3(5) . . . . ? Mo1 C7 C8 C9 66.2(3) . . . . ? C11 C7 C8 Mo1 -66.5(3) . . . . ? C2 Mo1 C8 C9 29.1(3) . . . . ? C3 Mo1 C8 C9 71.5(3) . . . . ? C7 Mo1 C8 C9 -114.3(4) . . . . ? P1 Mo1 C8 C9 151.8(3) . . . . ? S1 Mo1 C8 C9 -125.3(3) . . . . ? C10 Mo1 C8 C9 -37.1(3) . . . . ? C11 Mo1 C8 C9 -77.2(3) . . . . ? C2 Mo1 C8 C7 143.4(3) . . . . ? C3 Mo1 C8 C7 -174.2(2) . . . . ? C9 Mo1 C8 C7 114.3(4) . . . . ? P1 Mo1 C8 C7 -93.9(2) . . . . ? S1 Mo1 C8 C7 -11.0(3) . . . . ? C10 Mo1 C8 C7 77.2(3) . . . . ? C11 Mo1 C8 C7 37.1(2) . . . . ? C7 C8 C9 C10 0.1(5) . . . . ? Mo1 C8 C9 C10 66.4(3) . . . . ? C7 C8 C9 Mo1 -66.3(3) . . . . ? C2 Mo1 C9 C8 -154.5(3) . . . . ? C3 Mo1 C9 C8 -122.4(3) . . . . ? C7 Mo1 C9 C8 38.8(3) . . . . ? P1 Mo1 C9 C8 -33.4(3) . . . . ? S1 Mo1 C9 C8 90.3(3) . . . . ? C10 Mo1 C9 C8 116.2(4) . . . . ? C11 Mo1 C9 C8 79.9(3) . . . . ? C2 Mo1 C9 C10 89.3(3) . . . . ? C3 Mo1 C9 C10 121.4(3) . . . . ? C8 Mo1 C9 C10 -116.2(4) . . . . ? C7 Mo1 C9 C10 -77.4(3) . . . . ? P1 Mo1 C9 C10 -149.6(2) . . . . ? S1 Mo1 C9 C10 -25.9(4) . . . . ? C11 Mo1 C9 C10 -36.3(3) . . . . ? C8 C9 C10 C11 0.1(5) . . . . ? Mo1 C9 C10 C11 64.1(3) . . . . ? C8 C9 C10 Mo1 -63.9(3) . . . . ? C2 Mo1 C10 C11 154.8(3) . . . . ? C3 Mo1 C10 C11 171.0(3) . . . . ? C8 Mo1 C10 C11 -79.3(3) . . . . ? C9 Mo1 C10 C11 -116.7(4) . . . . ? C7 Mo1 C10 C11 -36.7(3) . . . . ? P1 Mo1 C10 C11 -62.3(4) . . . . ? S1 Mo1 C10 C11 46.5(3) . . . . ? C2 Mo1 C10 C9 -88.5(3) . . . . ? C3 Mo1 C10 C9 -72.3(3) . . . . ? C8 Mo1 C10 C9 37.4(3) . . . . ? C7 Mo1 C10 C9 80.0(3) . . . . ? P1 Mo1 C10 C9 54.4(4) . . . . ? S1 Mo1 C10 C9 163.2(2) . . . . ? C11 Mo1 C10 C9 116.7(4) . . . . ? C9 C10 C11 C7 -0.3(5) . . . . ? Mo1 C10 C11 C7 61.5(3) . . . . ? C9 C10 C11 Mo1 -61.8(3) . . . . ? C8 C7 C11 C10 0.3(5) . . . . ? Mo1 C7 C11 C10 -63.1(3) . . . . ? C8 C7 C11 Mo1 63.4(3) . . . . ? C2 Mo1 C11 C10 -28.5(3) . . . . ? C3 Mo1 C11 C10 -17.6(5) . . . . ? C8 Mo1 C11 C10 79.1(3) . . . . ? C9 Mo1 C11 C10 37.3(3) . . . . ? C7 Mo1 C11 C10 117.5(4) . . . . ? P1 Mo1 C11 C10 145.2(2) . . . . ? S1 Mo1 C11 C10 -136.1(3) . . . . ? C2 Mo1 C11 C7 -145.9(3) . . . . ? C3 Mo1 C11 C7 -135.1(3) . . . . ? C8 Mo1 C11 C7 -38.4(3) . . . . ? C9 Mo1 C11 C7 -80.2(3) . . . . ? P1 Mo1 C11 C7 27.7(3) . . . . ? S1 Mo1 C11 C7 106.4(3) . . . . ? C10 Mo1 C11 C7 -117.5(4) . . . . ? C16 C6 C12 C13 1.0(7) . . . . ? S1 C6 C12 C13 -176.9(3) . . . . ? C6 C12 C13 C14 -0.7(7) . . . . ? C12 C13 C14 C15 0.2(7) . . . . ? C13 C14 C15 C16 0.2(7) . . . . ? C12 C6 C16 C15 -0.6(6) . . . . ? S1 C6 C16 C15 177.1(3) . . . . ? C14 C15 C16 C6 0.1(7) . . . . ? C2 Mo1 P1 O1 161.68(18) . . . . ? C3 Mo1 P1 O1 160.35(17) . . . . ? C8 Mo1 P1 O1 39.28(18) . . . . ? C9 Mo1 P1 O1 57.82(19) . . . . ? C7 Mo1 P1 O1 3.44(17) . . . . ? S1 Mo1 P1 O1 -90.43(14) . . . . ? C10 Mo1 P1 O1 24.9(3) . . . . ? C11 Mo1 P1 O1 -11.94(19) . . . . ? C2 Mo1 P1 O3 39.98(19) . . . . ? C3 Mo1 P1 O3 38.64(17) . . . . ? C8 Mo1 P1 O3 -82.43(18) . . . . ? C9 Mo1 P1 O3 -63.9(2) . . . . ? C7 Mo1 P1 O3 -118.26(17) . . . . ? S1 Mo1 P1 O3 147.86(14) . . . . ? C10 Mo1 P1 O3 -96.8(3) . . . . ? C11 Mo1 P1 O3 -133.64(18) . . . . ? C2 Mo1 P1 O2 -82.4(2) . . . . ? C3 Mo1 P1 O2 -83.74(18) . . . . ? C8 Mo1 P1 O2 155.19(19) . . . . ? C9 Mo1 P1 O2 173.7(2) . . . . ? C7 Mo1 P1 O2 119.36(18) . . . . ? S1 Mo1 P1 O2 25.48(15) . . . . ? C10 Mo1 P1 O2 140.8(3) . . . . ? C11 Mo1 P1 O2 103.98(19) . . . . ? O3 P1 O1 C17 -48.1(4) . . . . ? O2 P1 O1 C17 49.8(4) . . . . ? Mo1 P1 O1 C17 -179.4(3) . . . . ? O1 P1 O2 C18 -177.3(3) . . . . ? O3 P1 O2 C18 -72.4(3) . . . . ? Mo1 P1 O2 C18 60.9(3) . . . . ? O1 P1 O3 C19 -74.4(3) . . . . ? O2 P1 O3 C19 -174.5(3) . . . . ? Mo1 P1 O3 C19 50.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.590 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.101 #===END data_11 _database_code_depnum_ccdc_archive 'CCDC 738819' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H25 O3 P S W' _chemical_formula_weight 536.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.3979(8) _cell_length_b 12.5890(13) _cell_length_c 21.201(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1974.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 6.049 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.436 _exptl_absorpt_correction_T_max 0.647 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12981 _diffrn_reflns_av_R_equivalents 0.0466 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4450 _reflns_number_gt 3985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0231P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.015(10) _refine_ls_number_reflns 4450 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0587 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W1 W -0.27572(3) -0.613922(17) -0.140610(11) 0.01747(6) Uani 1 1 d . . . C1 C -0.0031(9) -0.7055(6) -0.0270(3) 0.0354(17) Uani 1 1 d . . . H1A H 0.0030 -0.7767 -0.0084 0.053 Uiso 1 1 calc R . . H1B H -0.0339 -0.6537 0.0057 0.053 Uiso 1 1 calc R . . H1C H 0.1144 -0.6873 -0.0455 0.053 Uiso 1 1 calc R . . C2 C -0.1434(9) -0.7039(5) -0.0769(3) 0.0253(14) Uani 1 1 d . . . C3 C -0.2345(9) -0.7688(4) -0.1125(3) 0.0255(14) Uani 1 1 d . . . C4 C -0.2548(9) -0.8882(4) -0.1160(3) 0.0342(14) Uani 1 1 d . . . H4A H -0.2970 -0.9152 -0.0752 0.051 Uiso 1 1 calc R . . H4B H -0.1377 -0.9203 -0.1262 0.051 Uiso 1 1 calc R . . H4C H -0.3428 -0.9064 -0.1488 0.051 Uiso 1 1 calc R . . S1 S -0.5494(2) -0.55607(12) -0.09258(8) 0.0239(3) Uani 1 1 d . . . C6 C -0.5086(9) -0.4689(5) -0.0277(3) 0.0237(15) Uani 1 1 d . . . C7 C -0.0648(10) -0.4742(5) -0.1207(3) 0.0380(19) Uani 1 1 d . . . H7A H -0.0074 -0.4577 -0.0792 0.046 Uiso 1 1 calc R . . C8 C -0.2149(10) -0.4254(4) -0.1454(3) 0.0364(15) Uani 1 1 d . . . H8A H -0.2874 -0.3692 -0.1238 0.044 Uiso 1 1 calc R . . C9 C -0.2495(10) -0.4651(4) -0.2065(3) 0.0324(16) Uani 1 1 d . . . H9A H -0.3445 -0.4385 -0.2361 0.039 Uiso 1 1 calc R . . C10 C -0.1124(10) -0.5397(6) -0.2215(3) 0.0373(18) Uani 1 1 d . . . H10A H -0.0887 -0.5721 -0.2638 0.045 Uiso 1 1 calc R . . C11 C 0.0037(9) -0.5451(6) -0.1667(4) 0.0351(18) Uani 1 1 d . . . H11A H 0.1214 -0.5839 -0.1642 0.042 Uiso 1 1 calc R . . C12 C -0.6255(9) -0.3836(6) -0.0193(3) 0.0375(16) Uani 1 1 d . . . H12A H -0.7213 -0.3728 -0.0485 0.045 Uiso 1 1 calc R . . C13 C -0.6046(11) -0.3137(6) 0.0312(3) 0.043(2) Uani 1 1 d . . . H13A H -0.6845 -0.2552 0.0361 0.052 Uiso 1 1 calc R . . C14 C -0.4694(12) -0.3299(6) 0.0732(4) 0.048(2) Uani 1 1 d . . . H14A H -0.4565 -0.2831 0.1080 0.058 Uiso 1 1 calc R . . C15 C -0.3512(10) -0.4126(5) 0.0662(3) 0.0397(19) Uani 1 1 d . . . H15A H -0.2565 -0.4227 0.0958 0.048 Uiso 1 1 calc R . . C16 C -0.3702(11) -0.4822(6) 0.0152(3) 0.0357(18) Uani 1 1 d . . . H16A H -0.2872 -0.5392 0.0101 0.043 Uiso 1 1 calc R . . P1 P -0.4652(2) -0.69711(12) -0.21504(8) 0.0220(4) Uani 1 1 d . . . O3 O -0.4103(7) -0.8064(4) -0.2475(3) 0.0491(14) Uani 1 1 d . . . C19 C -0.7059(9) -0.8084(5) -0.1507(3) 0.0378(16) Uani 1 1 d . . . H19A H -0.8359 -0.8112 -0.1420 0.057 Uiso 1 1 calc R . . H19B H -0.6411 -0.7874 -0.1124 0.057 Uiso 1 1 calc R . . H19C H -0.6640 -0.8785 -0.1644 0.057 Uiso 1 1 calc R . . O2 O -0.6721(7) -0.7331(4) -0.1991(2) 0.0538(15) Uani 1 1 d . . . C18 C -0.2367(11) -0.8226(6) -0.2753(3) 0.052(2) Uani 1 1 d . . . H18A H -0.2444 -0.8793 -0.3069 0.079 Uiso 1 1 calc R . . H18B H -0.1500 -0.8428 -0.2425 0.079 Uiso 1 1 calc R . . H18C H -0.1965 -0.7568 -0.2957 0.079 Uiso 1 1 calc R . . O1 O -0.5141(8) -0.6224(4) -0.2716(3) 0.0618(17) Uani 1 1 d . . . C17 C -0.6323(15) -0.6552(6) -0.3220(4) 0.080(4) Uani 1 1 d . . . H17A H -0.6599 -0.5940 -0.3489 0.120 Uiso 1 1 calc R . . H17B H -0.7446 -0.6835 -0.3042 0.120 Uiso 1 1 calc R . . H17C H -0.5726 -0.7102 -0.3472 0.120 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.01447(10) 0.01595(10) 0.02199(10) 0.00138(11) -0.00128(10) -0.00043(9) C1 0.029(4) 0.042(4) 0.036(4) 0.014(3) -0.008(3) -0.004(3) C2 0.024(3) 0.033(4) 0.019(3) 0.005(3) 0.005(3) 0.001(3) C3 0.023(4) 0.025(3) 0.029(3) 0.008(2) 0.007(3) 0.005(3) C4 0.039(4) 0.019(3) 0.045(3) 0.004(3) -0.001(3) -0.002(4) S1 0.0169(8) 0.0241(8) 0.0306(9) -0.0079(7) -0.0017(7) 0.0014(6) C6 0.025(4) 0.020(3) 0.026(4) -0.006(3) 0.004(3) -0.001(3) C7 0.041(5) 0.037(4) 0.036(4) 0.007(3) -0.008(3) -0.023(3) C8 0.044(4) 0.014(2) 0.052(4) 0.000(3) 0.011(5) -0.013(3) C9 0.032(4) 0.025(3) 0.040(4) 0.015(3) -0.004(3) -0.002(3) C10 0.038(5) 0.041(4) 0.033(4) 0.002(3) 0.013(3) -0.010(3) C11 0.013(3) 0.040(4) 0.052(5) 0.022(4) 0.000(3) -0.010(3) C12 0.036(4) 0.037(4) 0.040(4) -0.010(4) 0.003(3) 0.000(4) C13 0.053(5) 0.036(4) 0.041(5) -0.023(4) 0.013(4) 0.002(4) C14 0.063(6) 0.044(5) 0.038(5) -0.027(4) 0.011(4) -0.017(4) C15 0.040(4) 0.049(5) 0.030(4) -0.009(3) -0.004(3) -0.013(3) C16 0.037(4) 0.038(4) 0.032(4) -0.005(3) -0.002(3) -0.005(3) P1 0.0217(9) 0.0198(8) 0.0244(9) -0.0018(7) -0.0019(7) -0.0002(7) O3 0.042(3) 0.043(3) 0.062(4) -0.021(3) 0.003(3) 0.007(3) C19 0.032(4) 0.042(4) 0.040(4) -0.003(3) 0.009(4) -0.010(3) O2 0.042(3) 0.072(4) 0.047(3) -0.008(3) -0.006(3) -0.017(3) C18 0.041(5) 0.066(5) 0.051(5) -0.015(4) 0.016(4) 0.011(4) O1 0.096(4) 0.024(3) 0.065(4) 0.008(3) -0.056(3) -0.005(3) C17 0.128(9) 0.045(5) 0.068(6) 0.010(4) -0.081(6) -0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W1 C2 2.016(6) . ? W1 C3 2.062(5) . ? W1 C10 2.296(7) . ? W1 C11 2.309(6) . ? W1 C9 2.345(5) . ? W1 P1 2.3560(17) . ? W1 S1 2.3805(16) . ? W1 C7 2.388(6) . ? W1 C8 2.418(5) . ? C1 C2 1.482(9) . ? C2 C3 1.302(8) . ? C3 C4 1.512(7) . ? S1 C6 1.785(6) . ? C6 C16 1.380(10) . ? C6 C12 1.390(9) . ? C7 C8 1.373(10) . ? C7 C11 1.416(10) . ? C8 C9 1.412(9) . ? C9 C10 1.418(9) . ? C10 C11 1.446(10) . ? C12 C13 1.395(9) . ? C13 C14 1.354(11) . ? C14 C15 1.368(10) . ? C15 C16 1.399(9) . ? P1 O1 1.566(5) . ? P1 O3 1.591(5) . ? P1 O2 1.632(6) . ? O3 C18 1.428(9) . ? C19 O2 1.418(7) . ? O1 C17 1.441(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 W1 C3 37.2(2) . . ? C2 W1 C10 118.3(3) . . ? C3 W1 C10 121.5(2) . . ? C2 W1 C11 86.4(2) . . ? C3 W1 C11 107.0(3) . . ? C10 W1 C11 36.6(2) . . ? C2 W1 C9 143.9(3) . . ? C3 W1 C9 156.3(2) . . ? C10 W1 C9 35.6(2) . . ? C11 W1 C9 58.9(2) . . ? C2 W1 P1 119.21(19) . . ? C3 W1 P1 82.01(18) . . ? C10 W1 P1 89.63(19) . . ? C11 W1 P1 122.6(2) . . ? C9 W1 P1 90.29(17) . . ? C2 W1 S1 107.34(18) . . ? C3 W1 S1 106.96(17) . . ? C10 W1 S1 129.97(19) . . ? C11 W1 S1 138.5(2) . . ? C9 W1 S1 94.63(18) . . ? P1 W1 S1 85.22(6) . . ? C2 W1 C7 88.7(2) . . ? C3 W1 C7 123.3(3) . . ? C10 W1 C7 59.2(2) . . ? C11 W1 C7 35.0(2) . . ? C9 W1 C7 57.5(2) . . ? P1 W1 C7 146.52(17) . . ? S1 W1 C7 104.8(2) . . ? C2 W1 C8 119.3(3) . . ? C3 W1 C8 155.9(2) . . ? C10 W1 C8 58.1(2) . . ? C11 W1 C8 56.9(2) . . ? C9 W1 C8 34.4(2) . . ? P1 W1 C8 121.24(18) . . ? S1 W1 C8 82.89(17) . . ? C7 W1 C8 33.2(2) . . ? C3 C2 C1 140.2(6) . . ? C3 C2 W1 73.3(4) . . ? C1 C2 W1 145.7(5) . . ? C2 C3 C4 134.8(6) . . ? C2 C3 W1 69.5(4) . . ? C4 C3 W1 155.7(5) . . ? C6 S1 W1 111.9(2) . . ? C16 C6 C12 118.1(6) . . ? C16 C6 S1 124.0(5) . . ? C12 C6 S1 117.9(5) . . ? C8 C7 C11 108.0(6) . . ? C8 C7 W1 74.6(4) . . ? C11 C7 W1 69.4(4) . . ? C7 C8 C9 109.8(6) . . ? C7 C8 W1 72.2(4) . . ? C9 C8 W1 69.9(3) . . ? C8 C9 C10 108.1(6) . . ? C8 C9 W1 75.6(3) . . ? C10 C9 W1 70.3(3) . . ? C9 C10 C11 106.0(6) . . ? C9 C10 W1 74.1(4) . . ? C11 C10 W1 72.2(4) . . ? C7 C11 C10 108.1(6) . . ? C7 C11 W1 75.5(4) . . ? C10 C11 W1 71.2(4) . . ? C6 C12 C13 121.1(7) . . ? C14 C13 C12 119.4(7) . . ? C13 C14 C15 121.1(7) . . ? C14 C15 C16 119.8(7) . . ? C6 C16 C15 120.5(7) . . ? O1 P1 O3 104.3(3) . . ? O1 P1 O2 96.2(3) . . ? O3 P1 O2 95.1(3) . . ? O1 P1 W1 112.6(2) . . ? O3 P1 W1 121.5(2) . . ? O2 P1 W1 122.8(2) . . ? C18 O3 P1 122.1(5) . . ? C19 O2 P1 120.1(5) . . ? C17 O1 P1 122.4(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 W1 C2 C3 1.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.244 _refine_diff_density_min -1.078 _refine_diff_density_rms 0.133 #===END data_12 _database_code_depnum_ccdc_archive 'CCDC 738820' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H35 B N6 O S W' _chemical_formula_weight 734.37 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' B B 0.0013 0.0007 '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' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 16.1775(12) _cell_length_b 11.5422(9) _cell_length_c 16.3575(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3054.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 3.885 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13635 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 27.51 _reflns_number_total 4734 _reflns_number_gt 3628 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0081P)^2^+0.2218P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(14) _refine_ls_number_reflns 4734 _refine_ls_number_parameters 378 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0432 _refine_ls_R_factor_gt 0.0251 _refine_ls_wR_factor_ref 0.0480 _refine_ls_wR_factor_gt 0.0436 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W1 W -0.012308(8) -0.752869(16) -0.53842(4) 0.01658(5) Uani 1 1 d . . . C1 C 0.0716(3) -0.5960(4) -0.3891(3) 0.0213(12) Uani 1 1 d . . . C2 C 0.0241(3) -0.6884(5) -0.4260(3) 0.0204(13) Uani 1 1 d . . . C3 C -0.0217(4) -0.7785(6) -0.4114(4) 0.0169(16) Uani 1 1 d . . . C4 C -0.0537(4) -0.8434(5) -0.3418(3) 0.0214(15) Uani 1 1 d . . . C5 C -0.0461(3) -0.9121(4) -0.5231(3) 0.0236(13) Uani 1 1 d . . . O1 O -0.0640(2) -1.0095(3) -0.5124(2) 0.0311(9) Uani 1 1 d . . . S1 S -0.14725(8) -0.67978(11) -0.56273(8) 0.0257(3) Uani 1 1 d . . . C6 C -0.2296(3) -0.7824(4) -0.5399(6) 0.0346(12) Uani 1 1 d . . . H6A H -0.2795 -0.7607 -0.5701 0.052 Uiso 1 1 calc R . . H6B H -0.2412 -0.7814 -0.4811 0.052 Uiso 1 1 calc R . . H6C H -0.2123 -0.8604 -0.5563 0.052 Uiso 1 1 calc R . . N1 N 0.0263(2) -0.5764(3) -0.5804(2) 0.0180(9) Uani 1 1 d . . . N2 N 0.0675(2) -0.7481(4) -0.7151(2) 0.0205(9) Uani 1 1 d . . . N3 N 0.1212(2) -0.8021(3) -0.5502(3) 0.0181(9) Uani 1 1 d . . . N4 N 0.0885(3) -0.5642(4) -0.6376(2) 0.0189(10) Uani 1 1 d . . . N5 N 0.0008(3) -0.7899(5) -0.6727(4) 0.0184(14) Uani 1 1 d . . . N6 N 0.1717(2) -0.7433(3) -0.6051(2) 0.0198(9) Uani 1 1 d . . . B1 B 0.1327(4) -0.6700(6) -0.6735(3) 0.0237(14) Uani 1 1 d . . . H1 H 0.1757 -0.6453 -0.7138 0.028 Uiso 1 1 calc R . . C7 C 0.3193(3) -0.7352(5) -0.6502(3) 0.0396(16) Uani 1 1 d . . . H7A H 0.3072 -0.7532 -0.7075 0.059 Uiso 1 1 calc R . . H7B H 0.3715 -0.7720 -0.6343 0.059 Uiso 1 1 calc R . . H7C H 0.3239 -0.6511 -0.6434 0.059 Uiso 1 1 calc R . . C8 C 0.2507(3) -0.7802(4) -0.5971(3) 0.0245(12) Uani 1 1 d . . . C9 C 0.2517(3) -0.8601(4) -0.5347(4) 0.0263(11) Uani 1 1 d . . . H9A H 0.2988 -0.8998 -0.5143 0.032 Uiso 1 1 calc R . . C10 C 0.1716(3) -0.8716(4) -0.5075(3) 0.0239(12) Uani 1 1 d . . . C11 C 0.1401(4) -0.9489(5) -0.4408(3) 0.0398(16) Uani 1 1 d . . . H11A H 0.0866 -0.9816 -0.4569 0.060 Uiso 1 1 calc R . . H11B H 0.1334 -0.9039 -0.3904 0.060 Uiso 1 1 calc R . . H11C H 0.1797 -1.0118 -0.4314 0.060 Uiso 1 1 calc R . . C12 C 0.1695(4) -0.4083(5) -0.7069(3) 0.0335(16) Uani 1 1 d . . . H12A H 0.1641 -0.4492 -0.7591 0.050 Uiso 1 1 calc R . . H12B H 0.2243 -0.4234 -0.6837 0.050 Uiso 1 1 calc R . . H12C H 0.1627 -0.3249 -0.7158 0.050 Uiso 1 1 calc R . . C13 C 0.1043(3) -0.4503(4) -0.6489(3) 0.0234(12) Uani 1 1 d . . . C14 C 0.0523(3) -0.3884(4) -0.6006(3) 0.0257(12) Uani 1 1 d . . . H14A H 0.0495 -0.3063 -0.5966 0.031 Uiso 1 1 calc R . . C15 C 0.0035(3) -0.4686(4) -0.5577(3) 0.0227(13) Uani 1 1 d . . . C16 C -0.0576(4) -0.4415(4) -0.4928(3) 0.0321(14) Uani 1 1 d . . . H16A H -0.0755 -0.5134 -0.4664 0.048 Uiso 1 1 calc R . . H16B H -0.1056 -0.4026 -0.5171 0.048 Uiso 1 1 calc R . . H16C H -0.0322 -0.3904 -0.4521 0.048 Uiso 1 1 calc R . . C17 C 0.1321(3) -0.7569(5) -0.8534(3) 0.0345(13) Uani 1 1 d . . . H17A H 0.1385 -0.6728 -0.8587 0.052 Uiso 1 1 calc R . . H17B H 0.1184 -0.7902 -0.9068 0.052 Uiso 1 1 calc R . . H17C H 0.1839 -0.7908 -0.8335 0.052 Uiso 1 1 calc R . . C18 C 0.0641(3) -0.7828(4) -0.7941(3) 0.0238(13) Uani 1 1 d . . . C19 C -0.0077(4) -0.8440(6) -0.8032(4) 0.0283(18) Uani 1 1 d . . . H19A H -0.0276 -0.8779 -0.8523 0.034 Uiso 1 1 calc R . . C20 C -0.0462(4) -0.8475(6) -0.7278(4) 0.0223(15) Uani 1 1 d . . . C21 C -0.1266(4) -0.9047(6) -0.7088(3) 0.0324(17) Uani 1 1 d . . . H21A H -0.1425 -0.9551 -0.7544 0.049 Uiso 1 1 calc R . . H21B H -0.1692 -0.8455 -0.7005 0.049 Uiso 1 1 calc R . . H21C H -0.1209 -0.9511 -0.6589 0.049 Uiso 1 1 calc R . . C22 C -0.1294(4) -0.9016(5) -0.3452(3) 0.0264(15) Uani 1 1 d . . . H22A H -0.1590 -0.9045 -0.3953 0.032 Uiso 1 1 calc R . . C23 C -0.1616(4) -0.9547(5) -0.2769(4) 0.0328(15) Uani 1 1 d . . . H23A H -0.2137 -0.9922 -0.2803 0.039 Uiso 1 1 calc R . . C24 C -0.1194(4) -0.9544(5) -0.2036(4) 0.0373(16) Uani 1 1 d . . . H24A H -0.1422 -0.9915 -0.1569 0.045 Uiso 1 1 calc R . . C25 C -0.0434(4) -0.8992(4) -0.1990(3) 0.0316(14) Uani 1 1 d . . . H25A H -0.0133 -0.8992 -0.1491 0.038 Uiso 1 1 calc R . . C26 C -0.0114(4) -0.8442(6) -0.2670(3) 0.0274(18) Uani 1 1 d . . . H26A H 0.0405 -0.8061 -0.2630 0.033 Uiso 1 1 calc R . . C27 C 0.0468(3) -0.5497(4) -0.3145(3) 0.0245(12) Uani 1 1 d . . . H27A H 0.0008 -0.5823 -0.2867 0.029 Uiso 1 1 calc R . . C28 C 0.0884(4) -0.4564(5) -0.2801(3) 0.0326(14) Uani 1 1 d . . . H28A H 0.0709 -0.4246 -0.2294 0.039 Uiso 1 1 calc R . . C29 C 0.1557(4) -0.4107(5) -0.3207(4) 0.0353(16) Uani 1 1 d . . . H29A H 0.1830 -0.3448 -0.2988 0.042 Uiso 1 1 calc R . . C30 C 0.1838(4) -0.4590(5) -0.3921(4) 0.0346(16) Uani 1 1 d . . . H30A H 0.2323 -0.4296 -0.4176 0.042 Uiso 1 1 calc R . . C31 C 0.1416(4) -0.5505(5) -0.4269(3) 0.0269(13) Uani 1 1 d . . . H31A H 0.1604 -0.5827 -0.4770 0.032 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.01597(8) 0.01753(8) 0.01625(6) -0.00057(13) 0.0003(3) 0.00002(9) C1 0.021(3) 0.020(3) 0.023(3) -0.002(2) -0.006(2) -0.002(2) C2 0.020(3) 0.021(3) 0.020(3) 0.000(2) 0.004(2) 0.005(2) C3 0.013(4) 0.022(4) 0.015(2) -0.006(2) 0.002(2) 0.010(2) C4 0.028(4) 0.016(4) 0.021(3) 0.005(3) 0.006(3) 0.002(3) C5 0.017(3) 0.035(3) 0.018(3) -0.003(2) -0.0010(18) -0.001(2) O1 0.032(3) 0.0201(19) 0.041(2) 0.0018(17) -0.0003(16) -0.0073(16) S1 0.0190(7) 0.0266(7) 0.0315(7) 0.0024(6) -0.0006(5) 0.0021(5) C6 0.018(3) 0.041(3) 0.044(3) 0.011(5) 0.003(5) -0.0061(19) N1 0.018(3) 0.018(2) 0.018(2) 0.0019(18) 0.0033(17) -0.0027(17) N2 0.024(2) 0.024(2) 0.0136(16) -0.003(2) 0.0001(14) 0.000(2) N3 0.013(2) 0.0229(19) 0.019(2) 0.003(2) 0.0019(19) 0.0003(15) N4 0.015(3) 0.021(2) 0.021(2) -0.0022(19) -0.0017(18) -0.005(2) N5 0.010(3) 0.017(2) 0.028(3) -0.002(2) 0.000(2) 0.008(2) N6 0.017(2) 0.025(2) 0.0175(18) -0.002(2) 0.0000(14) 0.001(2) B1 0.023(4) 0.028(4) 0.020(3) 0.006(3) 0.003(2) -0.002(3) C7 0.016(3) 0.067(5) 0.036(3) -0.009(3) 0.006(2) 0.001(3) C8 0.018(3) 0.033(3) 0.023(2) -0.006(2) 0.0020(19) 0.000(2) C9 0.018(3) 0.032(3) 0.029(3) -0.003(4) -0.007(3) 0.0073(19) C10 0.023(4) 0.025(3) 0.024(2) -0.003(2) -0.002(2) 0.001(2) C11 0.042(5) 0.041(4) 0.036(3) 0.011(3) 0.002(3) 0.017(3) C12 0.035(4) 0.029(4) 0.037(4) 0.013(3) 0.002(3) -0.013(3) C13 0.024(3) 0.025(3) 0.021(3) 0.000(2) -0.006(2) -0.004(2) C14 0.033(4) 0.017(3) 0.027(3) 0.001(2) -0.006(2) -0.001(2) C15 0.025(3) 0.022(3) 0.021(3) 0.003(2) 0.0000(19) 0.004(2) C16 0.039(4) 0.026(3) 0.031(3) 0.000(3) 0.008(3) 0.006(3) C17 0.044(4) 0.041(4) 0.019(2) 0.004(3) 0.002(2) 0.007(3) C18 0.037(4) 0.016(3) 0.018(2) -0.001(2) -0.005(2) 0.009(2) C19 0.037(5) 0.023(5) 0.025(3) -0.008(3) -0.012(3) 0.012(3) C20 0.023(4) 0.018(4) 0.026(3) 0.002(3) -0.006(3) 0.002(3) C21 0.032(4) 0.033(4) 0.033(3) -0.007(3) -0.006(3) -0.002(3) C22 0.027(4) 0.023(3) 0.029(3) -0.004(3) 0.004(3) -0.002(3) C23 0.030(4) 0.027(3) 0.042(4) 0.006(3) 0.015(3) 0.002(3) C24 0.053(5) 0.022(3) 0.037(3) 0.012(3) 0.024(3) 0.016(3) C25 0.051(4) 0.025(3) 0.019(3) 0.001(2) 0.005(3) 0.009(3) C26 0.032(5) 0.029(5) 0.021(3) -0.002(3) 0.000(3) -0.005(3) C27 0.031(4) 0.021(3) 0.021(2) -0.002(2) 0.000(2) 0.002(2) C28 0.039(4) 0.033(3) 0.026(3) -0.013(3) -0.011(3) 0.013(3) C29 0.035(4) 0.026(3) 0.045(4) -0.003(3) -0.017(3) -0.002(3) C30 0.027(4) 0.037(4) 0.040(4) 0.004(3) -0.004(3) -0.013(3) C31 0.032(4) 0.026(3) 0.023(3) 0.000(2) 0.000(2) -0.001(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 W1 C5 1.934(5) . ? W1 C2 2.069(6) . ? W1 C3 2.104(7) . ? W1 N1 2.238(4) . ? W1 N3 2.242(3) . ? W1 N5 2.247(6) . ? W1 S1 2.3739(13) . ? C1 C31 1.392(7) . ? C1 C27 1.392(6) . ? C1 C2 1.447(7) . ? C2 C3 1.299(9) . ? C3 C4 1.458(8) . ? C4 C22 1.397(8) . ? C4 C26 1.403(8) . ? C5 O1 1.174(5) . ? S1 C6 1.821(4) . ? N1 C15 1.350(5) . ? N1 N4 1.381(5) . ? N2 C18 1.354(6) . ? N2 N5 1.370(7) . ? N2 B1 1.546(7) . ? N3 C10 1.341(6) . ? N3 N6 1.390(5) . ? N4 C13 1.352(6) . ? N4 B1 1.532(7) . ? N5 C20 1.354(8) . ? N6 C8 1.354(6) . ? N6 B1 1.539(7) . ? C7 C8 1.502(7) . ? C8 C9 1.375(7) . ? C9 C10 1.377(7) . ? C10 C11 1.499(7) . ? C12 C13 1.499(7) . ? C13 C14 1.357(7) . ? C14 C15 1.405(6) . ? C15 C16 1.484(6) . ? C17 C18 1.497(7) . ? C18 C19 1.367(8) . ? C19 C20 1.381(8) . ? C20 C21 1.492(8) . ? C22 C23 1.376(7) . ? C23 C24 1.379(8) . ? C24 C25 1.387(8) . ? C25 C26 1.381(8) . ? C27 C28 1.388(7) . ? C28 C29 1.380(8) . ? C29 C30 1.372(8) . ? C30 C31 1.381(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 W1 C2 107.9(2) . . ? C5 W1 C3 73.6(2) . . ? C2 W1 C3 36.3(3) . . ? C5 W1 N1 169.59(17) . . ? C2 W1 N1 82.29(18) . . ? C3 W1 N1 116.8(2) . . ? C5 W1 N3 92.46(18) . . ? C2 W1 N3 83.88(18) . . ? C3 W1 N3 96.9(2) . . ? N1 W1 N3 86.28(14) . . ? C5 W1 N5 88.4(2) . . ? C2 W1 N5 155.5(2) . . ? C3 W1 N5 160.91(16) . . ? N1 W1 N5 81.21(19) . . ? N3 W1 N5 77.09(18) . . ? C5 W1 S1 95.70(15) . . ? C2 W1 S1 106.43(15) . . ? C3 W1 S1 98.55(16) . . ? N1 W1 S1 83.22(11) . . ? N3 W1 S1 164.09(13) . . ? N5 W1 S1 89.47(14) . . ? C31 C1 C27 118.6(5) . . ? C31 C1 C2 121.7(5) . . ? C27 C1 C2 119.7(5) . . ? C3 C2 C1 144.8(5) . . ? C3 C2 W1 73.3(3) . . ? C1 C2 W1 141.9(4) . . ? C2 C3 C4 139.2(6) . . ? C2 C3 W1 70.4(3) . . ? C4 C3 W1 150.4(5) . . ? C22 C4 C26 117.3(6) . . ? C22 C4 C3 121.8(6) . . ? C26 C4 C3 120.8(6) . . ? O1 C5 W1 177.6(4) . . ? C6 S1 W1 114.02(17) . . ? C15 N1 N4 106.9(4) . . ? C15 N1 W1 132.7(3) . . ? N4 N1 W1 120.3(3) . . ? C18 N2 N5 110.3(5) . . ? C18 N2 B1 128.4(4) . . ? N5 N2 B1 121.3(4) . . ? C10 N3 N6 105.8(4) . . ? C10 N3 W1 133.8(4) . . ? N6 N3 W1 119.8(3) . . ? C13 N4 N1 109.3(4) . . ? C13 N4 B1 129.4(4) . . ? N1 N4 B1 121.2(4) . . ? C20 N5 N2 106.1(5) . . ? C20 N5 W1 133.7(5) . . ? N2 N5 W1 120.2(4) . . ? C8 N6 N3 109.8(4) . . ? C8 N6 B1 129.1(4) . . ? N3 N6 B1 119.9(4) . . ? N4 B1 N6 110.5(4) . . ? N4 B1 N2 108.4(4) . . ? N6 B1 N2 106.2(4) . . ? N6 C8 C9 107.1(4) . . ? N6 C8 C7 122.2(5) . . ? C9 C8 C7 130.7(5) . . ? C8 C9 C10 107.1(4) . . ? N3 C10 C9 110.2(5) . . ? N3 C10 C11 122.0(5) . . ? C9 C10 C11 127.8(5) . . ? N4 C13 C14 108.4(5) . . ? N4 C13 C12 122.2(5) . . ? C14 C13 C12 129.4(5) . . ? C13 C14 C15 107.0(5) . . ? N1 C15 C14 108.5(4) . . ? N1 C15 C16 125.0(4) . . ? C14 C15 C16 126.3(5) . . ? N2 C18 C19 106.9(5) . . ? N2 C18 C17 122.0(5) . . ? C19 C18 C17 131.1(5) . . ? C18 C19 C20 107.5(6) . . ? N5 C20 C19 109.1(6) . . ? N5 C20 C21 124.6(5) . . ? C19 C20 C21 126.3(6) . . ? C23 C22 C4 120.9(6) . . ? C22 C23 C24 121.2(6) . . ? C23 C24 C25 119.1(5) . . ? C26 C25 C24 119.9(5) . . ? C25 C26 C4 121.5(6) . . ? C28 C27 C1 120.8(5) . . ? C29 C28 C27 119.0(5) . . ? C30 C29 C28 121.1(6) . . ? C29 C30 C31 119.8(6) . . ? C30 C31 C1 120.6(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 W1 C2 C3 -19.8(4) . . . . ? S1 W1 C2 C3 82.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.656 _refine_diff_density_min -0.806 _refine_diff_density_rms 0.095 #===END data_13 _database_code_depnum_ccdc_archive 'CCDC 738821' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H37 B N6 O S W' _chemical_formula_sum 'C36 H37 B N6 O S W' _chemical_formula_weight 796.44 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' B B 0.0013 0.0007 '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' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 24.431(5) _cell_length_b 10.4601(16) _cell_length_c 39.276(6) _cell_angle_alpha 90.00 _cell_angle_beta 127.619(10) _cell_angle_gamma 90.00 _cell_volume 7950(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 183 _cell_measurement_theta_min 2.602 _cell_measurement_theta_max 25.623 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3184 _exptl_absorpt_coefficient_mu 2.991 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.550 _exptl_absorpt_correction_T_max 0.653 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 79506 _diffrn_reflns_av_R_equivalents 0.1636 _diffrn_reflns_av_sigmaI/netI 0.2038 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -50 _diffrn_reflns_limit_l_max 50 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 27.52 _reflns_number_total 18227 _reflns_number_gt 8454 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Bruker, 1998)' _computing_publication_material 'Bruker SHELXTL (Bruker, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0633P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 18227 _refine_ls_number_parameters 841 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.1514 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1514 _refine_ls_wR_factor_gt 0.1301 _refine_ls_goodness_of_fit_ref 0.876 _refine_ls_restrained_S_all 0.876 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W1 W -0.25297(2) -0.45249(4) -0.401139(11) 0.02046(11) Uani 1 1 d . . . S1 S -0.32530(14) -0.2705(2) -0.41858(8) 0.0275(6) Uani 1 1 d . . . O1 O -0.2607(4) -0.3830(7) -0.4807(2) 0.0381(19) Uani 1 1 d . . . N1 N -0.2640(4) -0.5170(7) -0.3510(2) 0.0197(18) Uani 1 1 d . . . N2 N -0.2339(4) -0.7484(8) -0.3844(2) 0.0223(19) Uani 1 1 d . . . N3 N -0.2129(4) -0.6467(7) -0.3971(2) 0.0225(19) Uani 1 1 d U . . N4 N -0.3574(4) -0.6830(7) -0.4308(2) 0.026(2) Uani 1 1 d . . . N5 N -0.3494(4) -0.5703(7) -0.4462(2) 0.026(2) Uani 1 1 d . . . N6 N -0.2840(4) -0.6414(7) -0.3519(2) 0.0197(18) Uani 1 1 d . . . C1 C -0.1031(5) -0.4346(8) -0.3016(3) 0.019(2) Uani 1 1 d . . . C2 C -0.1545(5) -0.4127(8) -0.3476(3) 0.019(2) Uani 1 1 d . . . C3 C -0.1638(5) -0.3529(9) -0.3790(3) 0.024(2) Uani 1 1 d . . . C4 C -0.1248(5) -0.2700(9) -0.3890(3) 0.023(2) Uani 1 1 d . . . C5 C -0.2578(6) -0.4091(9) -0.4523(3) 0.033(3) Uani 1 1 d . . . C6 C -0.3684(5) -0.2634(9) -0.3944(3) 0.023(2) Uani 1 1 d . . . C7 C -0.4025(5) -0.3680(10) -0.3924(3) 0.034(3) Uani 1 1 d . . . H7A H -0.4027 -0.4466 -0.4036 0.041 Uiso 1 1 calc R . . C8 C -0.4347(6) -0.3552(11) -0.3746(4) 0.048(3) Uani 1 1 d . . . H8A H -0.4555 -0.4255 -0.3722 0.057 Uiso 1 1 calc R . . C9 C -0.4370(7) -0.2347(13) -0.3595(4) 0.056(4) Uani 1 1 d . . . H9A H -0.4600 -0.2263 -0.3476 0.068 Uiso 1 1 calc R . . C10 C -0.4063(7) -0.1306(13) -0.3619(4) 0.066(4) Uani 1 1 d . . . H10A H -0.4081 -0.0515 -0.3518 0.080 Uiso 1 1 calc R . . C11 C -0.3725(6) -0.1455(10) -0.3798(3) 0.040(3) Uani 1 1 d . . . H11A H -0.3519 -0.0747 -0.3821 0.049 Uiso 1 1 calc R . . C13 C -0.3085(6) -0.7853(9) -0.3111(3) 0.038(3) Uani 1 1 d . . . H13A H -0.3087 -0.7774 -0.2868 0.057 Uiso 1 1 calc R . . H13B H -0.2776 -0.8528 -0.3059 0.057 Uiso 1 1 calc R . . H13C H -0.3543 -0.8047 -0.3363 0.057 Uiso 1 1 calc R . . C14 C -0.2846(5) -0.6611(9) -0.3177(3) 0.025(2) Uani 1 1 d . . . C15 C -0.2645(5) -0.5481(9) -0.2952(3) 0.031(2) Uani 1 1 d . . . H15A H -0.2608 -0.5318 -0.2706 0.037 Uiso 1 1 calc R . . C16 C -0.2505(5) -0.4627(9) -0.3161(3) 0.020(2) Uani 1 1 d . . . C17 C -0.2274(5) -0.3270(9) -0.3039(3) 0.028(2) Uani 1 1 d . . . H17A H -0.2182 -0.2923 -0.3226 0.043 Uiso 1 1 calc R . . H17B H -0.1861 -0.3237 -0.2747 0.043 Uiso 1 1 calc R . . H17C H -0.2631 -0.2779 -0.3067 0.043 Uiso 1 1 calc R . . C18 C -0.4464(7) -0.8529(12) -0.4557(4) 0.067(4) Uani 1 1 d . . . H18A H -0.4420 -0.8487 -0.4297 0.101 Uiso 1 1 calc R . . H18B H -0.4207 -0.9247 -0.4544 0.101 Uiso 1 1 calc R . . H18C H -0.4942 -0.8624 -0.4799 0.101 Uiso 1 1 calc R . . C19 C -0.4190(6) -0.7340(11) -0.4606(3) 0.038(3) Uani 1 1 d . . . C20 C -0.4520(6) -0.6504(12) -0.4960(3) 0.049(3) Uani 1 1 d . . . H20A H -0.4963 -0.6605 -0.5216 0.058 Uiso 1 1 calc R . . C21 C -0.4084(6) -0.5530(11) -0.4863(3) 0.036(3) Uani 1 1 d . . . C22 C -0.4180(6) -0.4456(10) -0.5147(3) 0.042(3) Uani 1 1 d . . . H22A H -0.4035 -0.3669 -0.4988 0.062 Uiso 1 1 calc R . . H22B H -0.4659 -0.4396 -0.5390 0.062 Uiso 1 1 calc R . . H22C H -0.3908 -0.4615 -0.5244 0.062 Uiso 1 1 calc R . . C23 C -0.2052(6) -0.9795(10) -0.3637(3) 0.042(3) Uani 1 1 d . . . H23A H -0.1639 -1.0298 -0.3502 0.063 Uiso 1 1 calc R . . H23B H -0.2430 -1.0232 -0.3887 0.063 Uiso 1 1 calc R . . H23C H -0.2154 -0.9666 -0.3439 0.063 Uiso 1 1 calc R . . C24 C -0.1943(6) -0.8505(10) -0.3767(3) 0.031(3) Uani 1 1 d . . . C25 C -0.1474(5) -0.8177(9) -0.3831(3) 0.034(3) Uani 1 1 d . . . H25A H -0.1134 -0.8694 -0.3797 0.040 Uiso 1 1 calc R . . C26 C -0.1614(5) -0.6890(10) -0.3959(3) 0.031(3) Uani 1 1 d . . . C27 C -0.1226(5) -0.6108(10) -0.4064(3) 0.032(3) Uani 1 1 d . . . H27A H -0.1543 -0.5576 -0.4308 0.049 Uiso 1 1 calc R . . H27B H -0.0989 -0.6662 -0.4130 0.049 Uiso 1 1 calc R . . H27C H -0.0896 -0.5581 -0.3822 0.049 Uiso 1 1 calc R . . C28 C -0.0566(5) -0.3422(9) -0.2752(3) 0.027(2) Uani 1 1 d . . . H28A H -0.0568 -0.2647 -0.2869 0.033 Uiso 1 1 calc R . . C29 C -0.0086(5) -0.3619(10) -0.2309(3) 0.032(3) Uani 1 1 d . . . H29A H 0.0220 -0.2972 -0.2132 0.038 Uiso 1 1 calc R . . C30 C -0.0070(5) -0.4771(10) -0.2138(3) 0.030(3) Uani 1 1 d . . . H30A H 0.0259 -0.4923 -0.1845 0.035 Uiso 1 1 calc R . . C31 C -0.0545(5) -0.5710(8) -0.2403(3) 0.024(2) Uani 1 1 d . . . H31A H -0.0550 -0.6476 -0.2284 0.029 Uiso 1 1 calc R . . C32 C -0.1008(5) -0.5518(9) -0.2838(3) 0.023(2) Uani 1 1 d . . . H32A H -0.1308 -0.6171 -0.3015 0.028 Uiso 1 1 calc R . . C33 C -0.1611(6) -0.1737(9) -0.4207(3) 0.028(2) Uani 1 1 d . . . H33A H -0.2084 -0.1631 -0.4356 0.034 Uiso 1 1 calc R . . C34 C -0.1248(6) -0.0953(9) -0.4290(3) 0.033(3) Uani 1 1 d . . . H34A H -0.1486 -0.0338 -0.4505 0.040 Uiso 1 1 calc R . . C35 C -0.0550(6) -0.1061(9) -0.4066(3) 0.029(3) Uani 1 1 d . . . H35A H -0.0312 -0.0519 -0.4122 0.035 Uiso 1 1 calc R . . C36 C -0.0198(6) -0.2015(10) -0.3747(4) 0.039(3) Uani 1 1 d . . . H36A H 0.0277 -0.2114 -0.3593 0.047 Uiso 1 1 calc R . . C37 C -0.0551(5) -0.2791(9) -0.3663(3) 0.027(2) Uani 1 1 d . . . H37A H -0.0310 -0.3398 -0.3446 0.033 Uiso 1 1 calc R . . B1 B -0.2996(6) -0.7338(11) -0.3872(3) 0.024(3) Uani 1 1 d . . . H1 H -0.3125 -0.8176 -0.3829 0.028 Uiso 1 1 d R . . W101 W 0.18143(2) -0.46808(4) -0.379017(11) 0.01973(11) Uani 1 1 d . . . S101 S 0.14747(14) -0.3363(2) -0.34490(8) 0.0249(6) Uani 1 1 d . . . O101 O 0.1415(4) -0.2413(7) -0.4411(2) 0.043(2) Uani 1 1 d . . . N101 N 0.1923(4) -0.6389(6) -0.3410(2) 0.0166(17) Uani 1 1 d U . . N102 N 0.1553(4) -0.7283(7) -0.4267(2) 0.025(2) Uani 1 1 d . . . N103 N 0.1841(4) -0.6084(7) -0.4203(2) 0.0183(18) Uani 1 1 d . . . N104 N 0.0553(4) -0.6591(7) -0.4281(2) 0.0194(18) Uani 1 1 d . . . N105 N 0.0712(4) -0.5274(7) -0.4249(2) 0.0227(18) Uani 1 1 d . . . N106 N 0.1595(4) -0.7518(7) -0.3610(2) 0.0217(19) Uani 1 1 d . . . C101 C 0.3486(6) -0.5483(10) -0.3067(3) 0.033(3) Uani 1 1 d . . . C102 C 0.2870(5) -0.4750(8) -0.3387(3) 0.018(2) Uani 1 1 d . . . C103 C 0.2699(5) -0.3662(9) -0.3580(3) 0.025(2) Uani 1 1 d . . . C104 C 0.2975(6) -0.2422(10) -0.3596(3) 0.033(3) Uani 1 1 d . . . C105 C 0.1557(5) -0.3246(9) -0.4182(3) 0.032(3) Uani 1 1 d . . . C106 C 0.1234(5) -0.4174(9) -0.3159(3) 0.027(2) Uani 1 1 d . . . C107 C 0.0868(5) -0.5273(10) -0.3289(3) 0.030(2) Uani 1 1 d . . . H10C H 0.0747 -0.5654 -0.3540 0.036 Uiso 1 1 calc R . . C108 C 0.0659(6) -0.5878(10) -0.3061(4) 0.039(3) Uani 1 1 d . . . H10D H 0.0425 -0.6655 -0.3150 0.047 Uiso 1 1 calc R . . C109 C 0.0825(6) -0.5236(11) -0.2693(4) 0.046(3) Uani 1 1 d . . . H10E H 0.0708 -0.5595 -0.2528 0.056 Uiso 1 1 calc R . . C110 C 0.1156(6) -0.4090(11) -0.2580(3) 0.046(3) Uani 1 1 d . . . H11B H 0.1240 -0.3656 -0.2346 0.055 Uiso 1 1 calc R . . C111 C 0.1374(5) -0.3545(9) -0.2801(3) 0.025(2) Uani 1 1 d . . . H11C H 0.1611 -0.2771 -0.2711 0.030 Uiso 1 1 calc R . . C113 C 0.1362(6) -0.9307(9) -0.4656(3) 0.043(3) Uani 1 1 d . . . H11D H 0.1521 -0.9823 -0.4409 0.064 Uiso 1 1 calc R . . H11E H 0.1521 -0.9667 -0.4806 0.064 Uiso 1 1 calc R . . H11F H 0.0866 -0.9285 -0.4844 0.064 Uiso 1 1 calc R . . C114 C 0.1635(6) -0.7987(10) -0.4516(3) 0.031(3) Uani 1 1 d . . . C115 C 0.2009(5) -0.7269(10) -0.4604(3) 0.031(3) Uani 1 1 d U . . H11G H 0.2164 -0.7522 -0.4759 0.037 Uiso 1 1 calc R . . C116 C 0.2107(5) -0.6058(9) -0.4407(3) 0.026(2) Uani 1 1 d . . . C117 C 0.2509(6) -0.4939(10) -0.4397(4) 0.050(4) Uani 1 1 d . . . H11H H 0.2232 -0.4180 -0.4490 0.074 Uiso 1 1 calc R . . H11I H 0.2628 -0.5106 -0.4585 0.074 Uiso 1 1 calc R . . H11J H 0.2924 -0.4820 -0.4109 0.074 Uiso 1 1 calc R . . C118 C -0.0460(5) -0.8029(10) -0.4584(3) 0.036(3) Uani 1 1 d . . . H11K H -0.0274 -0.8636 -0.4672 0.054 Uiso 1 1 calc R . . H11L H -0.0949 -0.7947 -0.4805 0.054 Uiso 1 1 calc R . . H11M H -0.0375 -0.8318 -0.4323 0.054 Uiso 1 1 calc R . . C119 C -0.0115(5) -0.6740(9) -0.4506(3) 0.022(2) Uani 1 1 d . . . C120 C -0.0423(5) -0.5551(10) -0.4639(3) 0.031(3) Uani 1 1 d . . . H12A H -0.0894 -0.5378 -0.4808 0.037 Uiso 1 1 calc R . . C121 C 0.0100(5) -0.4674(9) -0.4474(3) 0.020(2) Uani 1 1 d . . . C122 C 0.0020(5) -0.3269(8) -0.4544(3) 0.028(3) Uani 1 1 d . . . H12B H 0.0348 -0.2839 -0.4276 0.042 Uiso 1 1 calc R . . H12C H -0.0440 -0.3024 -0.4654 0.042 Uiso 1 1 calc R . . H12D H 0.0101 -0.3035 -0.4746 0.042 Uiso 1 1 calc R . . C123 C 0.1444(6) -0.9719(9) -0.3426(3) 0.047(3) Uani 1 1 d . . . H12E H 0.1403 -1.0035 -0.3670 0.071 Uiso 1 1 calc R . . H12F H 0.0994 -0.9676 -0.3494 0.071 Uiso 1 1 calc R . . H12G H 0.1733 -1.0283 -0.3186 0.071 Uiso 1 1 calc R . . C124 C 0.1756(6) -0.8421(8) -0.3313(3) 0.028(3) Uani 1 1 d . . . C125 C 0.2200(6) -0.7866(9) -0.2911(3) 0.034(3) Uani 1 1 d . . . H12H H 0.2397 -0.8266 -0.2648 0.040 Uiso 1 1 calc R . . C126 C 0.2300(5) -0.6586(9) -0.2972(3) 0.026(2) Uani 1 1 d . . . C127 C 0.2719(5) -0.5622(9) -0.2640(3) 0.029(2) Uani 1 1 d . . . H12I H 0.2774 -0.4891 -0.2764 0.043 Uiso 1 1 calc R . . H12J H 0.3164 -0.5974 -0.2418 0.043 Uiso 1 1 calc R . . H12K H 0.2493 -0.5367 -0.2518 0.043 Uiso 1 1 calc R . . C128 C 0.3490(6) -0.6819(10) -0.3090(3) 0.034(3) Uani 1 1 d . . . H12L H 0.3096 -0.7242 -0.3314 0.040 Uiso 1 1 calc R . . C129 C 0.4071(7) -0.7520(12) -0.2784(4) 0.052(3) Uani 1 1 d . . . H12M H 0.4067 -0.8403 -0.2812 0.063 Uiso 1 1 calc R . . C130 C 0.4652(7) -0.6932(13) -0.2440(4) 0.059(4) Uani 1 1 d . . . H13D H 0.5033 -0.7411 -0.2228 0.071 Uiso 1 1 calc R . . C131 C 0.4661(6) -0.5581(13) -0.2414(4) 0.058(4) Uani 1 1 d . . . H13E H 0.5055 -0.5160 -0.2188 0.070 Uiso 1 1 calc R . . C132 C 0.4066(6) -0.4875(11) -0.2733(4) 0.049(3) Uani 1 1 d . . . H13F H 0.4070 -0.3988 -0.2715 0.059 Uiso 1 1 calc R . . C133 C 0.2711(7) -0.1310(11) -0.3574(4) 0.065(4) Uani 1 1 d . . . H13G H 0.2360 -0.1338 -0.3546 0.078 Uiso 1 1 calc R . . C134 C 0.2950(8) -0.0157(14) -0.3591(4) 0.069(4) Uani 1 1 d U . . H13H H 0.2751 0.0592 -0.3585 0.083 Uiso 1 1 calc R . . C135 C 0.3467(9) -0.0097(12) -0.3618(4) 0.075(5) Uani 1 1 d . . . H13I H 0.3636 0.0693 -0.3624 0.090 Uiso 1 1 calc R . . C136 C 0.3753(7) -0.1201(15) -0.3635(3) 0.059(4) Uani 1 1 d . . . H13J H 0.4114 -0.1161 -0.3654 0.071 Uiso 1 1 calc R . . C137 C 0.3502(6) -0.2371(13) -0.3625(4) 0.056(4) Uani 1 1 d . . . H13K H 0.3693 -0.3122 -0.3638 0.067 Uiso 1 1 calc R . . B101 B 0.1119(6) -0.7591(10) -0.4103(3) 0.021(3) Uani 1 1 d . . . H101 H 0.0915 -0.8446 -0.4198 0.025 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.0283(3) 0.0202(2) 0.0178(2) -0.00141(17) 0.01662(19) -0.0023(2) S1 0.0395(17) 0.0222(14) 0.0280(14) 0.0072(11) 0.0244(13) 0.0063(13) O1 0.055(5) 0.050(5) 0.020(4) -0.001(3) 0.028(4) -0.014(4) N1 0.023(4) 0.016(4) 0.026(4) 0.002(3) 0.018(4) -0.004(4) N2 0.028(5) 0.027(5) 0.013(4) -0.001(3) 0.013(4) -0.005(4) N3 0.018(3) 0.026(4) 0.033(4) -0.004(3) 0.020(3) 0.005(3) N4 0.034(5) 0.016(4) 0.023(5) -0.005(4) 0.016(4) -0.013(4) N5 0.028(5) 0.025(5) 0.022(4) 0.005(3) 0.013(4) -0.001(4) N6 0.025(5) 0.011(4) 0.027(4) 0.005(3) 0.018(4) 0.000(4) C1 0.022(5) 0.020(5) 0.024(5) -0.006(4) 0.018(4) -0.007(4) C2 0.040(6) 0.007(4) 0.033(6) 0.001(4) 0.034(5) 0.000(4) C3 0.027(6) 0.018(5) 0.035(6) -0.006(4) 0.022(5) 0.006(5) C4 0.035(7) 0.025(6) 0.011(5) -0.008(4) 0.015(5) -0.008(5) C5 0.057(8) 0.024(6) 0.024(6) -0.011(4) 0.028(6) -0.016(5) C6 0.024(6) 0.031(6) 0.020(5) 0.002(4) 0.017(5) 0.009(5) C7 0.034(7) 0.033(7) 0.031(6) -0.012(5) 0.017(5) -0.007(5) C8 0.049(8) 0.035(7) 0.072(9) 0.017(6) 0.043(7) 0.007(6) C9 0.073(10) 0.064(10) 0.079(10) 0.007(8) 0.071(9) 0.016(8) C10 0.085(11) 0.046(9) 0.102(11) -0.010(8) 0.074(10) 0.017(8) C11 0.061(8) 0.030(7) 0.043(7) 0.003(5) 0.038(7) 0.012(6) C13 0.060(8) 0.025(6) 0.044(7) 0.009(5) 0.040(6) -0.006(6) C14 0.031(6) 0.022(6) 0.026(5) 0.003(4) 0.020(5) 0.007(5) C15 0.052(7) 0.024(6) 0.030(5) -0.001(5) 0.032(5) -0.006(6) C16 0.021(5) 0.025(5) 0.023(5) -0.002(5) 0.018(4) -0.003(5) C17 0.042(7) 0.026(6) 0.026(5) -0.001(4) 0.025(5) 0.008(5) C18 0.058(9) 0.058(9) 0.061(9) 0.019(7) 0.024(8) -0.018(8) C19 0.044(8) 0.032(7) 0.036(7) 0.005(5) 0.023(6) -0.005(6) C20 0.020(6) 0.057(9) 0.031(7) -0.001(6) -0.004(5) -0.019(6) C21 0.043(7) 0.043(7) 0.010(5) 0.000(5) 0.010(5) -0.005(6) C22 0.042(7) 0.033(7) 0.025(6) 0.004(5) 0.008(5) 0.003(6) C23 0.053(8) 0.040(7) 0.045(7) -0.006(6) 0.036(6) 0.009(6) C24 0.043(7) 0.027(6) 0.027(6) 0.003(5) 0.023(5) 0.007(5) C25 0.037(7) 0.021(6) 0.048(7) -0.013(5) 0.029(6) 0.001(5) C26 0.035(7) 0.036(7) 0.023(6) -0.005(5) 0.019(5) 0.000(6) C27 0.033(7) 0.038(7) 0.038(6) -0.001(5) 0.028(6) 0.008(5) C28 0.032(6) 0.025(6) 0.031(6) -0.004(5) 0.022(5) -0.003(5) C29 0.043(7) 0.027(6) 0.032(6) -0.011(5) 0.027(6) -0.006(5) C30 0.028(6) 0.045(7) 0.012(5) -0.002(5) 0.011(4) -0.005(6) C31 0.035(6) 0.013(5) 0.026(5) 0.009(4) 0.020(5) -0.001(4) C32 0.025(6) 0.021(5) 0.031(5) -0.012(4) 0.022(5) -0.016(5) C33 0.043(7) 0.017(5) 0.030(6) -0.002(4) 0.026(5) 0.002(5) C34 0.057(8) 0.020(6) 0.042(6) 0.005(5) 0.040(6) 0.010(6) C35 0.045(8) 0.016(5) 0.048(7) -0.005(5) 0.040(6) -0.008(5) C36 0.052(8) 0.030(7) 0.062(8) -0.007(6) 0.048(7) 0.004(6) C37 0.042(7) 0.015(5) 0.036(6) -0.001(4) 0.029(6) -0.003(5) B1 0.027(7) 0.020(6) 0.018(6) -0.004(5) 0.010(5) -0.004(5) W101 0.0316(3) 0.01225(19) 0.0203(2) -0.00113(17) 0.01838(19) -0.0020(2) S101 0.0409(17) 0.0149(13) 0.0300(14) -0.0050(10) 0.0274(13) -0.0025(12) O101 0.065(6) 0.024(4) 0.047(5) 0.006(4) 0.038(5) -0.004(4) N101 0.027(4) 0.007(3) 0.012(3) 0.003(2) 0.010(3) 0.001(3) N102 0.055(6) 0.010(4) 0.023(4) -0.008(3) 0.031(4) -0.009(4) N103 0.033(5) 0.010(4) 0.028(4) -0.005(3) 0.027(4) 0.000(4) N104 0.022(5) 0.016(4) 0.027(4) 0.000(3) 0.019(4) -0.003(4) N105 0.038(5) 0.016(4) 0.025(4) -0.001(4) 0.025(4) -0.001(4) N106 0.039(5) 0.018(4) 0.018(4) -0.002(3) 0.022(4) -0.007(4) C101 0.043(7) 0.027(6) 0.032(6) -0.004(5) 0.023(5) -0.001(6) C102 0.032(6) 0.011(5) 0.023(5) 0.002(4) 0.023(5) 0.006(5) C103 0.034(6) 0.017(5) 0.027(6) -0.003(4) 0.019(5) 0.002(5) C104 0.042(7) 0.024(6) 0.035(6) -0.001(5) 0.025(6) -0.009(5) C105 0.036(7) 0.015(6) 0.043(7) -0.012(5) 0.024(6) -0.016(5) C106 0.030(6) 0.019(5) 0.024(5) 0.003(4) 0.013(5) 0.005(5) C107 0.042(7) 0.033(6) 0.022(5) -0.003(5) 0.023(5) -0.014(6) C108 0.061(8) 0.023(6) 0.065(8) 0.008(5) 0.054(7) 0.004(6) C109 0.071(9) 0.031(7) 0.067(8) 0.008(6) 0.058(8) 0.010(7) C110 0.072(9) 0.043(7) 0.040(7) 0.003(6) 0.044(7) 0.008(7) C111 0.037(6) 0.022(5) 0.020(5) -0.007(4) 0.019(5) -0.001(5) C113 0.083(9) 0.026(6) 0.038(6) -0.010(5) 0.047(7) -0.005(6) C114 0.044(7) 0.025(6) 0.025(6) -0.003(5) 0.022(5) 0.007(5) C115 0.041(5) 0.032(4) 0.026(4) -0.007(3) 0.023(3) 0.008(4) C116 0.039(7) 0.018(5) 0.030(6) 0.005(4) 0.026(5) 0.005(5) C117 0.084(10) 0.043(7) 0.060(8) -0.019(6) 0.064(8) -0.035(7) C118 0.026(6) 0.029(6) 0.043(7) 0.004(5) 0.016(5) -0.010(5) C119 0.025(6) 0.019(5) 0.025(5) -0.002(4) 0.017(5) 0.001(5) C120 0.021(6) 0.046(7) 0.025(5) 0.001(5) 0.014(5) 0.003(6) C121 0.022(5) 0.008(5) 0.024(5) 0.000(4) 0.011(4) -0.004(5) C122 0.045(7) 0.008(5) 0.022(5) -0.003(4) 0.016(5) -0.008(5) C123 0.072(9) 0.020(6) 0.043(7) 0.013(5) 0.032(7) 0.002(6) C124 0.053(7) 0.007(5) 0.041(6) 0.008(4) 0.038(6) 0.008(5) C125 0.061(8) 0.022(6) 0.029(6) 0.009(5) 0.034(6) 0.000(6) C126 0.034(6) 0.022(6) 0.032(6) 0.005(4) 0.025(5) 0.004(5) C127 0.045(7) 0.028(6) 0.015(5) -0.008(4) 0.019(5) -0.003(5) C128 0.036(7) 0.024(6) 0.037(6) -0.010(5) 0.020(6) -0.003(5) C129 0.054(9) 0.047(8) 0.054(8) 0.003(7) 0.033(8) 0.014(7) C130 0.052(9) 0.059(10) 0.050(8) 0.023(7) 0.023(7) 0.026(8) C131 0.031(7) 0.056(9) 0.059(8) 0.006(7) 0.012(6) -0.011(7) C132 0.050(8) 0.037(7) 0.043(7) 0.001(6) 0.020(7) -0.003(6) C133 0.082(11) 0.019(7) 0.096(11) -0.010(7) 0.055(9) -0.005(7) C134 0.064(6) 0.054(6) 0.076(6) -0.001(4) 0.036(4) -0.005(4) C135 0.105(14) 0.020(7) 0.065(10) 0.001(6) 0.034(9) -0.026(8) C136 0.065(10) 0.088(11) 0.041(7) -0.017(7) 0.041(7) -0.048(9) C137 0.054(9) 0.067(10) 0.049(8) -0.025(7) 0.033(7) -0.036(8) B101 0.019(6) 0.010(5) 0.028(6) 0.007(4) 0.012(5) -0.002(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W1 C5 1.990(9) . ? W1 C2 2.051(10) . ? W1 C3 2.068(10) . ? W1 N3 2.218(8) . ? W1 N1 2.248(7) . ? W1 N5 2.261(8) . ? W1 S1 2.395(3) . ? S1 C6 1.800(9) . ? O1 C5 1.112(10) . ? N1 C16 1.324(10) . ? N1 N6 1.383(9) . ? N2 C24 1.346(12) . ? N2 N3 1.398(10) . ? N2 B1 1.549(13) . ? N3 C26 1.308(12) . ? N4 C19 1.330(12) . ? N4 N5 1.393(10) . ? N4 B1 1.501(12) . ? N5 C21 1.348(11) . ? N6 C14 1.368(11) . ? N6 B1 1.536(12) . ? C1 C28 1.365(12) . ? C1 C32 1.396(12) . ? C1 C2 1.457(12) . ? C2 C3 1.273(12) . ? C3 C4 1.507(13) . ? C4 C37 1.360(13) . ? C4 C33 1.414(12) . ? C6 C11 1.389(13) . ? C6 C7 1.405(13) . ? C7 C8 1.343(14) . ? C7 H7A 0.9300 . ? C8 C9 1.407(16) . ? C8 H8A 0.9300 . ? C9 C10 1.357(17) . ? C9 H9A 0.9300 . ? C10 C11 1.383(15) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C13 C14 1.509(12) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.375(12) . ? C15 C16 1.390(12) . ? C15 H15A 0.9300 . ? C16 C17 1.494(12) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.479(14) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.408(14) . ? C20 C21 1.351(14) . ? C20 H20A 0.9300 . ? C21 C22 1.496(13) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.522(14) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C25 1.359(14) . ? C25 C26 1.405(13) . ? C25 H25A 0.9300 . ? C26 C27 1.487(13) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.398(12) . ? C28 H28A 0.9300 . ? C29 C30 1.369(13) . ? C29 H29A 0.9300 . ? C30 C31 1.385(13) . ? C30 H30A 0.9300 . ? C31 C32 1.371(12) . ? C31 H31A 0.9300 . ? C32 H32A 0.9300 . ? C33 C34 1.386(13) . ? C33 H33A 0.9300 . ? C34 C35 1.365(14) . ? C34 H34A 0.9300 . ? C35 C36 1.411(14) . ? C35 H35A 0.9300 . ? C36 C37 1.364(13) . ? C36 H36A 0.9300 . ? C37 H37A 0.9300 . ? B1 H1 0.9800 . ? W101 C105 1.959(11) . ? W101 C102 2.044(9) . ? W101 C103 2.077(10) . ? W101 N103 2.216(7) . ? W101 N105 2.227(8) . ? W101 N101 2.237(7) . ? W101 S101 2.396(2) . ? S101 C106 1.784(10) . ? O101 C105 1.143(11) . ? N101 N106 1.373(9) . ? N101 C126 1.385(10) . ? N102 C114 1.331(11) . ? N102 N103 1.384(10) . ? N102 B101 1.577(13) . ? N103 C116 1.307(11) . ? N104 C119 1.307(11) . ? N104 N105 1.415(10) . ? N104 B101 1.521(13) . ? N105 C121 1.340(11) . ? N106 C124 1.358(10) . ? N106 B101 1.536(12) . ? C101 C132 1.365(14) . ? C101 C128 1.401(13) . ? C101 C102 1.456(13) . ? C102 C103 1.289(12) . ? C103 C104 1.479(13) . ? C104 C133 1.358(15) . ? C104 C137 1.362(15) . ? C106 C107 1.351(13) . ? C106 C111 1.392(12) . ? C107 C108 1.422(13) . ? C107 H10C 0.9300 . ? C108 C109 1.410(14) . ? C108 H10D 0.9300 . ? C109 C110 1.360(15) . ? C109 H10E 0.9300 . ? C110 C111 1.387(14) . ? C110 H11B 0.9300 . ? C111 H11C 0.9300 . ? C113 C114 1.486(13) . ? C113 H11D 0.9600 . ? C113 H11E 0.9600 . ? C113 H11F 0.9600 . ? C114 C115 1.379(14) . ? C115 C116 1.425(13) . ? C115 H11G 0.9300 . ? C116 C117 1.512(13) . ? C117 H11H 0.9600 . ? C117 H11I 0.9600 . ? C117 H11J 0.9600 . ? C118 C119 1.519(13) . ? C118 H11K 0.9600 . ? C118 H11L 0.9600 . ? C118 H11M 0.9600 . ? C119 C120 1.381(13) . ? C120 C121 1.373(13) . ? C120 H12A 0.9300 . ? C121 C122 1.486(11) . ? C122 H12B 0.9600 . ? C122 H12C 0.9600 . ? C122 H12D 0.9600 . ? C123 C124 1.486(13) . ? C123 H12E 0.9600 . ? C123 H12F 0.9600 . ? C123 H12G 0.9600 . ? C124 C125 1.385(13) . ? C125 C126 1.408(12) . ? C125 H12H 0.9300 . ? C126 C127 1.462(12) . ? C127 H12I 0.9600 . ? C127 H12J 0.9600 . ? C127 H12K 0.9600 . ? C128 C129 1.383(14) . ? C128 H12L 0.9300 . ? C129 C130 1.369(16) . ? C129 H12M 0.9300 . ? C130 C131 1.417(16) . ? C130 H13D 0.9300 . ? C131 C132 1.416(15) . ? C131 H13E 0.9300 . ? C132 H13F 0.9300 . ? C133 C134 1.359(17) . ? C133 H13G 0.9300 . ? C134 C135 1.332(19) . ? C134 H13H 0.9300 . ? C135 C136 1.373(18) . ? C135 H13I 0.9300 . ? C136 C137 1.380(16) . ? C136 H13J 0.9300 . ? C137 H13K 0.9300 . ? B101 H101 0.9799 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 W1 C2 107.3(4) . . ? C5 W1 C3 73.1(4) . . ? C2 W1 C3 36.0(3) . . ? C5 W1 N3 91.9(4) . . ? C2 W1 N3 85.5(3) . . ? C3 W1 N3 97.2(3) . . ? C5 W1 N1 170.8(3) . . ? C2 W1 N1 81.7(3) . . ? C3 W1 N1 116.2(3) . . ? N3 W1 N1 86.9(3) . . ? C5 W1 N5 86.7(3) . . ? C2 W1 N5 157.4(3) . . ? C3 W1 N5 158.6(3) . . ? N3 W1 N5 76.1(3) . . ? N1 W1 N5 84.1(3) . . ? C5 W1 S1 87.2(3) . . ? C2 W1 S1 109.3(2) . . ? C3 W1 S1 97.1(3) . . ? N3 W1 S1 164.7(2) . . ? N1 W1 S1 91.6(2) . . ? N5 W1 S1 88.6(2) . . ? C6 S1 W1 116.7(3) . . ? C16 N1 N6 106.9(7) . . ? C16 N1 W1 133.6(6) . . ? N6 N1 W1 119.3(5) . . ? C24 N2 N3 108.4(8) . . ? C24 N2 B1 131.7(9) . . ? N3 N2 B1 119.3(8) . . ? C26 N3 N2 106.5(8) . . ? C26 N3 W1 133.3(7) . . ? N2 N3 W1 118.7(5) . . ? C19 N4 N5 109.9(8) . . ? C19 N4 B1 129.2(9) . . ? N5 N4 B1 120.8(8) . . ? C21 N5 N4 106.8(8) . . ? C21 N5 W1 134.5(7) . . ? N4 N5 W1 118.4(5) . . ? C14 N6 N1 109.4(7) . . ? C14 N6 B1 130.3(8) . . ? N1 N6 B1 120.3(7) . . ? C28 C1 C32 118.7(9) . . ? C28 C1 C2 121.2(8) . . ? C32 C1 C2 120.1(8) . . ? C3 C2 C1 141.9(10) . . ? C3 C2 W1 72.7(6) . . ? C1 C2 W1 145.3(6) . . ? C2 C3 C4 140.2(10) . . ? C2 C3 W1 71.3(7) . . ? C4 C3 W1 148.3(7) . . ? C37 C4 C33 119.2(9) . . ? C37 C4 C3 121.7(9) . . ? C33 C4 C3 118.9(9) . . ? O1 C5 W1 178.9(10) . . ? C11 C6 C7 118.4(9) . . ? C11 C6 S1 117.8(8) . . ? C7 C6 S1 123.6(7) . . ? C8 C7 C6 120.4(10) . . ? C8 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? C7 C8 C9 119.7(11) . . ? C7 C8 H8A 120.2 . . ? C9 C8 H8A 120.2 . . ? C10 C9 C8 121.7(11) . . ? C10 C9 H9A 119.2 . . ? C8 C9 H9A 119.2 . . ? C9 C10 C11 118.1(12) . . ? C9 C10 H10A 121.0 . . ? C11 C10 H10A 121.0 . . ? C10 C11 C6 121.7(12) . . ? C10 C11 H11A 119.2 . . ? C6 C11 H11A 119.2 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N6 C14 C15 106.7(8) . . ? N6 C14 C13 122.3(8) . . ? C15 C14 C13 130.9(9) . . ? C14 C15 C16 107.1(8) . . ? C14 C15 H15A 126.5 . . ? C16 C15 H15A 126.5 . . ? N1 C16 C15 109.9(8) . . ? N1 C16 C17 123.0(8) . . ? C15 C16 C17 127.0(8) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N4 C19 C20 106.2(9) . . ? N4 C19 C18 125.6(10) . . ? C20 C19 C18 128.2(11) . . ? C21 C20 C19 108.2(9) . . ? C21 C20 H20A 125.9 . . ? C19 C20 H20A 125.9 . . ? N5 C21 C20 109.0(9) . . ? N5 C21 C22 122.7(10) . . ? C20 C21 C22 128.2(10) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N2 C24 C25 109.2(9) . . ? N2 C24 C23 122.1(10) . . ? C25 C24 C23 128.7(10) . . ? C24 C25 C26 105.1(10) . . ? C24 C25 H25A 127.5 . . ? C26 C25 H25A 127.5 . . ? N3 C26 C25 110.8(10) . . ? N3 C26 C27 124.5(10) . . ? C25 C26 C27 124.7(10) . . ? 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 . . ? C1 C28 C29 121.2(9) . . ? C1 C28 H28A 119.4 . . ? C29 C28 H28A 119.4 . . ? C30 C29 C28 119.5(9) . . ? C30 C29 H29A 120.3 . . ? C28 C29 H29A 120.3 . . ? C29 C30 C31 119.7(9) . . ? C29 C30 H30A 120.1 . . ? C31 C30 H30A 120.1 . . ? C32 C31 C30 120.5(8) . . ? C32 C31 H31A 119.8 . . ? C30 C31 H31A 119.8 . . ? C31 C32 C1 120.3(8) . . ? C31 C32 H32A 119.8 . . ? C1 C32 H32A 119.8 . . ? C34 C33 C4 118.8(10) . . ? C34 C33 H33A 120.6 . . ? C4 C33 H33A 120.6 . . ? C35 C34 C33 121.7(10) . . ? C35 C34 H34A 119.1 . . ? C33 C34 H34A 119.1 . . ? C34 C35 C36 118.4(10) . . ? C34 C35 H35A 120.8 . . ? C36 C35 H35A 120.8 . . ? C37 C36 C35 120.2(10) . . ? C37 C36 H36A 119.9 . . ? C35 C36 H36A 119.9 . . ? C4 C37 C36 121.5(10) . . ? C4 C37 H37A 119.2 . . ? C36 C37 H37A 119.2 . . ? N4 B1 N6 110.4(8) . . ? N4 B1 N2 109.2(8) . . ? N6 B1 N2 108.8(8) . . ? N4 B1 H1 109.6 . . ? N6 B1 H1 109.6 . . ? N2 B1 H1 109.1 . . ? C105 W101 C102 106.5(4) . . ? C105 W101 C103 71.1(4) . . ? C102 W101 C103 36.4(3) . . ? C105 W101 N103 94.1(3) . . ? C102 W101 N103 87.5(3) . . ? C103 W101 N103 98.1(3) . . ? C105 W101 N105 85.9(4) . . ? C102 W101 N105 161.4(3) . . ? C103 W101 N105 156.3(3) . . ? N103 W101 N105 77.6(3) . . ? C105 W101 N101 170.6(4) . . ? C102 W101 N101 82.8(3) . . ? C103 W101 N101 118.3(3) . . ? N103 W101 N101 85.1(3) . . ? N105 W101 N101 84.8(3) . . ? C105 W101 S101 86.8(3) . . ? C102 W101 S101 106.9(2) . . ? C103 W101 S101 96.6(3) . . ? N103 W101 S101 164.7(2) . . ? N105 W101 S101 87.2(2) . . ? N101 W101 S101 91.53(19) . . ? C106 S101 W101 116.5(3) . . ? N106 N101 C126 107.1(7) . . ? N106 N101 W101 121.1(5) . . ? C126 N101 W101 131.7(6) . . ? C114 N102 N103 110.4(8) . . ? C114 N102 B101 128.9(8) . . ? N103 N102 B101 120.2(7) . . ? C116 N103 N102 107.0(7) . . ? C116 N103 W101 133.2(7) . . ? N102 N103 W101 119.7(5) . . ? C119 N104 N105 109.8(7) . . ? C119 N104 B101 129.6(8) . . ? N105 N104 B101 120.4(7) . . ? C121 N105 N104 105.2(7) . . ? C121 N105 W101 135.5(6) . . ? N104 N105 W101 118.3(6) . . ? C124 N106 N101 110.3(7) . . ? C124 N106 B101 130.3(8) . . ? N101 N106 B101 119.4(7) . . ? C132 C101 C128 118.8(10) . . ? C132 C101 C102 120.2(10) . . ? C128 C101 C102 121.0(9) . . ? C103 C102 C101 139.9(10) . . ? C103 C102 W101 73.2(6) . . ? C101 C102 W101 146.9(7) . . ? C102 C103 C104 143.8(10) . . ? C102 C103 W101 70.4(6) . . ? C104 C103 W101 145.4(8) . . ? C133 C104 C137 118.8(12) . . ? C133 C104 C103 120.2(11) . . ? C137 C104 C103 121.0(11) . . ? O101 C105 W101 179.0(10) . . ? C107 C106 C111 118.8(9) . . ? C107 C106 S101 124.2(7) . . ? C111 C106 S101 116.6(7) . . ? C106 C107 C108 123.3(9) . . ? C106 C107 H10C 118.3 . . ? C108 C107 H10C 118.3 . . ? C109 C108 C107 116.4(10) . . ? C109 C108 H10D 121.8 . . ? C107 C108 H10D 121.8 . . ? C110 C109 C108 119.7(10) . . ? C110 C109 H10E 120.1 . . ? C108 C109 H10E 120.1 . . ? C109 C110 C111 122.5(10) . . ? C109 C110 H11B 118.8 . . ? C111 C110 H11B 118.8 . . ? C110 C111 C106 119.0(10) . . ? C110 C111 H11C 120.5 . . ? C106 C111 H11C 120.5 . . ? C114 C113 H11D 109.5 . . ? C114 C113 H11E 109.5 . . ? H11D C113 H11E 109.5 . . ? C114 C113 H11F 109.5 . . ? H11D C113 H11F 109.5 . . ? H11E C113 H11F 109.5 . . ? N102 C114 C115 107.5(9) . . ? N102 C114 C113 123.5(10) . . ? C115 C114 C113 129.0(9) . . ? C114 C115 C116 105.5(9) . . ? C114 C115 H11G 127.3 . . ? C116 C115 H11G 127.3 . . ? N103 C116 C115 109.4(9) . . ? N103 C116 C117 123.9(9) . . ? C115 C116 C117 126.5(9) . . ? C116 C117 H11H 109.5 . . ? C116 C117 H11I 109.5 . . ? H11H C117 H11I 109.5 . . ? C116 C117 H11J 109.5 . . ? H11H C117 H11J 109.5 . . ? H11I C117 H11J 109.5 . . ? C119 C118 H11K 109.5 . . ? C119 C118 H11L 109.5 . . ? H11K C118 H11L 109.5 . . ? C119 C118 H11M 109.5 . . ? H11K C118 H11M 109.5 . . ? H11L C118 H11M 109.5 . . ? N104 C119 C120 108.4(9) . . ? N104 C119 C118 123.6(9) . . ? C120 C119 C118 128.0(9) . . ? C121 C120 C119 106.7(9) . . ? C121 C120 H12A 126.7 . . ? C119 C120 H12A 126.7 . . ? N105 C121 C120 109.9(8) . . ? N105 C121 C122 123.6(8) . . ? C120 C121 C122 126.4(9) . . ? C121 C122 H12B 109.5 . . ? C121 C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C121 C122 H12D 109.5 . . ? H12B C122 H12D 109.5 . . ? H12C C122 H12D 109.5 . . ? C124 C123 H12E 109.5 . . ? C124 C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C124 C123 H12G 109.5 . . ? H12E C123 H12G 109.5 . . ? H12F C123 H12G 109.5 . . ? N106 C124 C125 107.6(8) . . ? N106 C124 C123 123.5(9) . . ? C125 C124 C123 128.7(8) . . ? C124 C125 C126 107.5(8) . . ? C124 C125 H12H 126.3 . . ? C126 C125 H12H 126.3 . . ? N101 C126 C125 107.5(8) . . ? N101 C126 C127 125.4(8) . . ? C125 C126 C127 127.1(9) . . ? C126 C127 H12I 109.5 . . ? C126 C127 H12J 109.5 . . ? H12I C127 H12J 109.5 . . ? C126 C127 H12K 109.5 . . ? H12I C127 H12K 109.5 . . ? H12J C127 H12K 109.5 . . ? C129 C128 C101 121.2(10) . . ? C129 C128 H12L 119.4 . . ? C101 C128 H12L 119.4 . . ? C130 C129 C128 121.0(12) . . ? C130 C129 H12M 119.5 . . ? C128 C129 H12M 119.5 . . ? C129 C130 C131 118.7(11) . . ? C129 C130 H13D 120.6 . . ? C131 C130 H13D 120.6 . . ? C132 C131 C130 119.6(11) . . ? C132 C131 H13E 120.2 . . ? C130 C131 H13E 120.2 . . ? C101 C132 C131 120.7(11) . . ? C101 C132 H13F 119.6 . . ? C131 C132 H13F 119.6 . . ? C104 C133 C134 121.5(14) . . ? C104 C133 H13G 119.3 . . ? C134 C133 H13G 119.3 . . ? C135 C134 C133 120.2(15) . . ? C135 C134 H13H 119.9 . . ? C133 C134 H13H 119.9 . . ? C134 C135 C136 119.9(13) . . ? C134 C135 H13I 120.0 . . ? C136 C135 H13I 120.0 . . ? C135 C136 C137 119.9(13) . . ? C135 C136 H13J 120.1 . . ? C137 C136 H13J 120.1 . . ? C104 C137 C136 119.7(13) . . ? C104 C137 H13K 120.1 . . ? C136 C137 H13K 120.1 . . ? N104 B101 N106 108.8(8) . . ? N104 B101 N102 108.7(7) . . ? N106 B101 N102 109.0(7) . . ? N104 B101 H101 110.2 . . ? N106 B101 H101 110.0 . . ? N102 B101 H101 110.1 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.982 _refine_diff_density_min -2.500 _refine_diff_density_rms 0.206 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.441 0.014 0.106 411.1 88.4 2 0.559 -0.127 0.394 411.1 90.8 3 0.441 0.037 0.606 411.2 87.9 4 0.559 -0.136 0.894 411.2 89.4 5 0.954 0.062 0.445 9.2 0.6 6 0.954 0.437 0.945 9.2 0.7 7 0.046 0.562 0.055 9.2 0.7 8 0.046 0.937 0.555 9.2 1.0 _platon_squeeze_details ; ; #===END data_13[PF6] _database_code_depnum_ccdc_archive 'CCDC 738822' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H37 B N6 O S W, F6 P' _chemical_formula_sum 'C36 H37 B F6 N6 O P S W' _chemical_formula_weight 941.41 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6440(12) _cell_length_b 11.5820(13) _cell_length_c 15.6038(18) _cell_angle_alpha 81.893(2) _cell_angle_beta 81.176(2) _cell_angle_gamma 83.879(2) _cell_volume 1874.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 102 _cell_measurement_theta_min 2.506 _cell_measurement_theta_max 23.88 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 934 _exptl_absorpt_coefficient_mu 3.248 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.680 _exptl_absorpt_correction_T_max 0.855 _exptl_absorpt_process_details 'SADABS (Sheldrick ,1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 20055 _diffrn_reflns_av_R_equivalents 0.0628 _diffrn_reflns_av_sigmaI/netI 0.1041 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8508 _reflns_number_gt 6194 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 1998)' _computing_cell_refinement 'Bruker SMART (Bruker, 1998)' _computing_data_reduction 'Bruker SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Bruker, 1998)' _computing_publication_material 'Bruker SHELXTL (Bruker, 1998)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0421P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8508 _refine_ls_number_parameters 484 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1003 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.979 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group W1 W 0.36999(2) 0.81224(2) 0.770789(17) 0.02287(8) Uani 1 1 d . . . C1 C 0.5319(5) 0.6040(5) 0.6613(4) 0.0270(14) Uani 1 1 d . . . C2 C 0.5071(5) 0.7167(5) 0.6958(4) 0.0247(13) Uani 1 1 d . . . C3 C 0.5523(5) 0.8147(6) 0.6996(4) 0.0255(14) Uani 1 1 d . . . C4 C 0.6637(5) 0.8810(5) 0.6716(4) 0.0253(14) Uani 1 1 d . . . C5 C 0.3919(5) 0.9853(6) 0.7225(4) 0.0291(15) Uani 1 1 d . . . O1 O 0.4142(4) 1.0785(4) 0.6947(3) 0.0398(12) Uani 1 1 d . . . S1 S 0.46726(14) 0.84552(14) 0.89220(10) 0.0288(4) Uani 1 1 d . . . C6 C 0.3909(5) 0.8034(5) 0.9990(4) 0.0260(14) Uani 1 1 d . . . C7 C 0.4567(6) 0.8164(6) 1.0670(4) 0.0353(16) Uani 1 1 d . . . H7A H 0.5367 0.8490 1.0540 0.042 Uiso 1 1 calc R . . C8 C 0.4081(7) 0.7829(6) 1.1531(4) 0.0424(18) Uani 1 1 d . . . H8A H 0.4556 0.7908 1.1985 0.051 Uiso 1 1 calc R . . C9 C 0.2912(7) 0.7381(6) 1.1735(4) 0.0433(18) Uani 1 1 d . . . H9A H 0.2572 0.7160 1.2328 0.052 Uiso 1 1 calc R . . C10 C 0.2242(6) 0.7255(6) 1.1077(4) 0.0367(16) Uani 1 1 d . . . H10A H 0.1435 0.6942 1.1220 0.044 Uiso 1 1 calc R . . C11 C 0.2714(6) 0.7573(5) 1.0207(4) 0.0301(15) Uani 1 1 d . . . H11A H 0.2233 0.7482 0.9760 0.036 Uiso 1 1 calc R . . N1 N 0.3213(4) 0.6406(4) 0.8340(3) 0.0237(11) Uani 1 1 d . . . N2 N 0.1509(4) 0.7256(4) 0.6952(3) 0.0242(11) Uani 1 1 d . . . N3 N 0.2546(4) 0.7921(4) 0.6730(3) 0.0253(12) Uani 1 1 d . . . N4 N 0.0794(4) 0.8039(4) 0.8361(3) 0.0254(11) Uani 1 1 d . . . N5 N 0.1787(4) 0.8735(4) 0.8339(3) 0.0252(11) Uani 1 1 d . . . N6 N 0.1997(4) 0.6074(4) 0.8360(3) 0.0239(11) Uani 1 1 d . . . B1 B 0.1004(6) 0.6913(6) 0.7919(5) 0.0261(16) Uani 1 1 d . . . H1 H 0.0184 0.6542 0.7976 0.031 Uiso 1 1 calc R . . C13 C -0.0037(6) 0.6379(6) 0.6246(4) 0.0385(17) Uani 1 1 d . . . H13A H -0.0752 0.6651 0.6665 0.058 Uiso 1 1 calc R . . H13B H 0.0218 0.5553 0.6425 0.058 Uiso 1 1 calc R . . H13C H -0.0300 0.6468 0.5663 0.058 Uiso 1 1 calc R . . C14 C 0.1061(5) 0.7088(5) 0.6222(4) 0.0271(14) Uani 1 1 d . . . C15 C 0.1795(5) 0.7667(5) 0.5509(4) 0.0300(15) Uani 1 1 d . . . H15A H 0.1692 0.7710 0.4911 0.036 Uiso 1 1 calc R . . C16 C 0.2705(5) 0.8170(5) 0.5846(4) 0.0260(14) Uani 1 1 d . . . C17 C 0.3740(6) 0.8880(6) 0.5348(4) 0.0363(17) Uani 1 1 d . . . H17A H 0.3698 0.9627 0.5583 0.054 Uiso 1 1 calc R . . H17B H 0.3627 0.9029 0.4729 0.054 Uiso 1 1 calc R . . H17C H 0.4573 0.8450 0.5406 0.054 Uiso 1 1 calc R . . C18 C -0.1546(5) 0.8036(6) 0.8890(5) 0.0414(18) Uani 1 1 d . . . H18A H -0.1761 0.7910 0.8324 0.062 Uiso 1 1 calc R . . H18B H -0.2214 0.8566 0.9170 0.062 Uiso 1 1 calc R . . H18C H -0.1480 0.7285 0.9265 0.062 Uiso 1 1 calc R . . C19 C -0.0293(5) 0.8567(6) 0.8754(4) 0.0290(14) Uani 1 1 d . . . C20 C -0.0015(5) 0.9621(6) 0.8981(4) 0.0307(15) Uani 1 1 d . . . H20A H -0.0596 1.0178 0.9262 0.037 Uiso 1 1 calc R . . C21 C 0.1288(5) 0.9696(5) 0.8714(4) 0.0276(14) Uani 1 1 d . . . C22 C 0.2047(6) 1.0657(6) 0.8844(4) 0.0351(16) Uani 1 1 d . . . H22A H 0.2880 1.0322 0.8998 0.053 Uiso 1 1 calc R . . H22B H 0.1589 1.1079 0.9316 0.053 Uiso 1 1 calc R . . H22C H 0.2170 1.1200 0.8302 0.053 Uiso 1 1 calc R . . C23 C 0.0727(6) 0.4357(6) 0.8894(4) 0.0365(16) Uani 1 1 d . . . H23A H 0.0007 0.4855 0.9155 0.055 Uiso 1 1 calc R . . H23B H 0.0831 0.3619 0.9279 0.055 Uiso 1 1 calc R . . H23C H 0.0560 0.4196 0.8324 0.055 Uiso 1 1 calc R . . C24 C 0.1922(6) 0.4975(5) 0.8777(4) 0.0291(14) Uani 1 1 d . . . C25 C 0.3091(6) 0.4596(5) 0.9020(4) 0.0297(14) Uani 1 1 d . . . H25A H 0.3319 0.3853 0.9326 0.036 Uiso 1 1 calc R . . C26 C 0.3883(5) 0.5484(6) 0.8741(4) 0.0287(14) Uani 1 1 d . . . C27 C 0.5259(5) 0.5472(6) 0.8847(4) 0.0355(16) Uani 1 1 d . . . H27A H 0.5764 0.5666 0.8274 0.053 Uiso 1 1 calc R . . H27B H 0.5562 0.4692 0.9107 0.053 Uiso 1 1 calc R . . H27C H 0.5352 0.6051 0.9230 0.053 Uiso 1 1 calc R . . C28 C 0.6572(6) 0.5640(6) 0.6304(4) 0.0375(17) Uani 1 1 d . . . H28A H 0.7248 0.6110 0.6314 0.045 Uiso 1 1 calc R . . C29 C 0.6839(6) 0.4584(6) 0.5990(5) 0.047(2) Uani 1 1 d . . . H29A H 0.7695 0.4312 0.5796 0.057 Uiso 1 1 calc R . . C30 C 0.5843(7) 0.3912(7) 0.5957(5) 0.050(2) Uani 1 1 d . . . H30A H 0.6020 0.3180 0.5735 0.060 Uiso 1 1 calc R . . C31 C 0.4601(6) 0.4302(6) 0.6245(4) 0.0407(17) Uani 1 1 d . . . H31A H 0.3926 0.3843 0.6211 0.049 Uiso 1 1 calc R . . C32 C 0.4332(6) 0.5343(6) 0.6579(4) 0.0322(15) Uani 1 1 d . . . H32A H 0.3476 0.5596 0.6788 0.039 Uiso 1 1 calc R . . C33 C 0.7457(6) 0.8570(6) 0.5958(4) 0.0353(16) Uani 1 1 d . . . H33A H 0.7240 0.8038 0.5603 0.042 Uiso 1 1 calc R . . C34 C 0.8581(6) 0.9105(6) 0.5725(4) 0.0383(17) Uani 1 1 d . . . H34A H 0.9131 0.8948 0.5208 0.046 Uiso 1 1 calc R . . C35 C 0.8911(6) 0.9876(6) 0.6248(5) 0.0418(18) Uani 1 1 d . . . H35A H 0.9699 1.0221 0.6096 0.050 Uiso 1 1 calc R . . C36 C 0.8102(6) 1.0139(6) 0.6982(5) 0.0383(17) Uani 1 1 d . . . H36A H 0.8322 1.0672 0.7333 0.046 Uiso 1 1 calc R . . C37 C 0.6953(6) 0.9617(5) 0.7209(4) 0.0306(15) Uani 1 1 d . . . H37A H 0.6381 0.9817 0.7707 0.037 Uiso 1 1 calc R . . P1 P 0.09334(18) 0.26601(18) 0.65822(13) 0.0438(5) Uani 1 1 d . . . F1 F 0.1973(4) 0.2878(4) 0.7160(3) 0.0646(13) Uani 1 1 d . . . F2 F 0.0374(5) 0.1735(5) 0.7346(4) 0.109(2) Uani 1 1 d . . . F3 F -0.0130(4) 0.2459(4) 0.6011(3) 0.0711(14) Uani 1 1 d . . . F4 F 0.1418(5) 0.3646(6) 0.5849(3) 0.100(2) Uani 1 1 d . . . F5 F -0.0058(5) 0.3607(5) 0.7023(3) 0.0814(16) Uani 1 1 d . . . F6 F 0.1851(6) 0.1714(7) 0.6167(5) 0.157(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.01741(12) 0.02706(15) 0.02450(13) -0.00321(10) -0.00206(9) -0.00499(9) C1 0.027(3) 0.028(4) 0.026(3) -0.003(3) 0.000(3) -0.005(3) C2 0.024(3) 0.025(4) 0.024(3) 0.000(3) -0.006(2) -0.002(3) C3 0.019(3) 0.036(4) 0.021(3) -0.002(3) -0.004(2) 0.000(3) C4 0.020(3) 0.027(4) 0.028(3) 0.003(3) -0.004(2) -0.007(2) C5 0.019(3) 0.039(4) 0.029(4) -0.007(3) 0.000(3) -0.001(3) O1 0.031(3) 0.037(3) 0.048(3) 0.000(2) -0.002(2) -0.005(2) S1 0.0244(8) 0.0361(10) 0.0270(9) -0.0025(7) -0.0042(6) -0.0093(7) C6 0.027(3) 0.024(4) 0.027(3) -0.007(3) -0.003(3) -0.001(3) C7 0.037(4) 0.039(4) 0.032(4) -0.009(3) -0.007(3) -0.006(3) C8 0.049(4) 0.049(5) 0.033(4) -0.009(3) -0.011(3) -0.008(4) C9 0.057(5) 0.044(5) 0.025(4) -0.006(3) 0.008(3) -0.005(4) C10 0.033(4) 0.039(4) 0.036(4) -0.002(3) 0.003(3) -0.008(3) C11 0.031(3) 0.029(4) 0.030(4) 0.001(3) -0.007(3) -0.006(3) N1 0.019(2) 0.024(3) 0.027(3) 0.003(2) -0.005(2) -0.004(2) N2 0.019(2) 0.028(3) 0.027(3) -0.006(2) -0.003(2) -0.006(2) N3 0.017(2) 0.033(3) 0.027(3) -0.001(2) -0.003(2) -0.006(2) N4 0.016(2) 0.033(3) 0.028(3) -0.003(2) -0.003(2) -0.005(2) N5 0.022(2) 0.028(3) 0.024(3) -0.003(2) 0.000(2) -0.002(2) N6 0.022(2) 0.024(3) 0.027(3) -0.005(2) -0.001(2) -0.009(2) B1 0.019(3) 0.028(4) 0.031(4) -0.001(3) -0.001(3) -0.009(3) C13 0.043(4) 0.034(4) 0.044(4) -0.003(3) -0.019(3) -0.011(3) C14 0.021(3) 0.034(4) 0.027(3) -0.003(3) -0.006(3) 0.001(3) C15 0.032(3) 0.030(4) 0.027(3) -0.003(3) -0.009(3) 0.006(3) C16 0.016(3) 0.033(4) 0.026(3) -0.001(3) -0.002(2) 0.001(2) C17 0.032(3) 0.052(5) 0.024(3) 0.005(3) -0.004(3) -0.015(3) C18 0.014(3) 0.062(5) 0.046(4) -0.006(4) 0.004(3) -0.008(3) C19 0.023(3) 0.038(4) 0.024(3) 0.002(3) -0.002(3) -0.001(3) C20 0.022(3) 0.038(4) 0.031(4) -0.007(3) -0.001(3) 0.004(3) C21 0.029(3) 0.030(4) 0.024(3) -0.002(3) -0.003(3) -0.002(3) C22 0.037(4) 0.034(4) 0.034(4) -0.012(3) 0.001(3) 0.001(3) C23 0.042(4) 0.035(4) 0.035(4) 0.000(3) -0.008(3) -0.016(3) C24 0.032(3) 0.027(4) 0.027(3) -0.001(3) -0.001(3) -0.006(3) C25 0.039(4) 0.024(4) 0.026(3) 0.001(3) -0.006(3) -0.006(3) C26 0.027(3) 0.031(4) 0.028(3) -0.003(3) -0.006(3) -0.001(3) C27 0.029(3) 0.041(4) 0.036(4) -0.007(3) -0.008(3) 0.006(3) C28 0.027(3) 0.030(4) 0.055(5) -0.011(3) 0.004(3) -0.010(3) C29 0.031(4) 0.045(5) 0.065(5) -0.023(4) 0.008(3) -0.002(3) C30 0.051(5) 0.038(5) 0.063(5) -0.024(4) 0.001(4) -0.008(4) C31 0.036(4) 0.042(5) 0.044(4) -0.011(3) 0.007(3) -0.013(3) C32 0.027(3) 0.038(4) 0.033(4) -0.009(3) 0.001(3) -0.006(3) C33 0.033(4) 0.031(4) 0.035(4) 0.000(3) 0.010(3) -0.001(3) C34 0.031(4) 0.032(4) 0.044(4) 0.002(3) 0.015(3) -0.002(3) C35 0.025(3) 0.036(4) 0.059(5) 0.009(4) 0.004(3) -0.010(3) C36 0.033(4) 0.036(4) 0.048(4) 0.002(3) -0.009(3) -0.018(3) C37 0.031(3) 0.027(4) 0.033(4) -0.001(3) -0.002(3) -0.005(3) P1 0.0511(12) 0.0438(13) 0.0405(11) -0.0048(9) -0.0144(9) -0.0113(9) F1 0.060(3) 0.093(4) 0.050(3) -0.011(3) -0.012(2) -0.039(3) F2 0.120(5) 0.103(5) 0.115(5) 0.060(4) -0.072(4) -0.072(4) F3 0.088(3) 0.061(3) 0.079(3) -0.013(3) -0.056(3) -0.004(3) F4 0.081(4) 0.144(6) 0.066(4) 0.040(4) -0.009(3) -0.050(4) F5 0.083(4) 0.089(4) 0.077(4) -0.031(3) -0.016(3) 0.005(3) F6 0.148(6) 0.181(7) 0.174(7) -0.141(6) -0.109(5) 0.115(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W1 C2 2.055(6) . ? W1 C5 2.064(7) . ? W1 C3 2.084(5) . ? W1 N3 2.151(5) . ? W1 N1 2.169(5) . ? W1 N5 2.212(4) . ? W1 S1 2.3880(16) . ? C1 C28 1.400(8) . ? C1 C32 1.403(8) . ? C1 C2 1.464(8) . ? C2 C3 1.292(8) . ? C3 C4 1.459(8) . ? C4 C37 1.388(8) . ? C4 C33 1.401(8) . ? C5 O1 1.141(7) . ? S1 C6 1.766(6) . ? C6 C7 1.391(8) . ? C6 C11 1.407(8) . ? C7 C8 1.381(9) . ? C7 H7A 0.9500 . ? C8 C9 1.374(9) . ? C8 H8A 0.9500 . ? C9 C10 1.368(9) . ? C9 H9A 0.9500 . ? C10 C11 1.386(8) . ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? N1 C26 1.351(7) . ? N1 N6 1.383(6) . ? N2 C14 1.346(7) . ? N2 N3 1.385(6) . ? N2 B1 1.532(8) . ? N3 C16 1.356(7) . ? N4 C19 1.352(7) . ? N4 N5 1.390(6) . ? N4 B1 1.539(8) . ? N5 C21 1.352(7) . ? N6 C24 1.350(7) . ? N6 B1 1.534(8) . ? B1 H1 1.0000 . ? C13 C14 1.492(8) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.390(8) . ? C15 C16 1.385(8) . ? C15 H15A 0.9500 . ? C16 C17 1.499(8) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.500(8) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.391(9) . ? C20 C21 1.394(8) . ? C20 H20A 0.9500 . ? C21 C22 1.496(8) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.500(8) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.366(8) . ? C25 C26 1.380(8) . ? C25 H25A 0.9500 . ? C26 C27 1.498(8) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.367(9) . ? C28 H28A 0.9500 . ? C29 C30 1.391(9) . ? C29 H29A 0.9500 . ? C30 C31 1.379(9) . ? C30 H30A 0.9500 . ? C31 C32 1.365(9) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 C34 1.382(8) . ? C33 H33A 0.9500 . ? C34 C35 1.396(9) . ? C34 H34A 0.9500 . ? C35 C36 1.372(9) . ? C35 H35A 0.9500 . ? C36 C37 1.396(8) . ? C36 H36A 0.9500 . ? C37 H37A 0.9500 . ? P1 F6 1.534(5) . ? P1 F4 1.567(5) . ? P1 F2 1.575(5) . ? P1 F1 1.591(4) . ? P1 F5 1.592(5) . ? P1 F3 1.598(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 W1 C5 105.5(2) . . ? C2 W1 C3 36.4(2) . . ? C5 W1 C3 74.0(2) . . ? C2 W1 N3 83.3(2) . . ? C5 W1 N3 92.5(2) . . ? C3 W1 N3 102.41(19) . . ? C2 W1 N1 83.2(2) . . ? C5 W1 N1 171.3(2) . . ? C3 W1 N1 114.5(2) . . ? N3 W1 N1 87.52(18) . . ? C2 W1 N5 159.0(2) . . ? C5 W1 N5 86.8(2) . . ? C3 W1 N5 160.7(2) . . ? N3 W1 N5 79.16(17) . . ? N1 W1 N5 84.67(18) . . ? C2 W1 S1 105.54(16) . . ? C5 W1 S1 86.99(17) . . ? C3 W1 S1 86.14(16) . . ? N3 W1 S1 170.95(13) . . ? N1 W1 S1 91.64(13) . . ? N5 W1 S1 91.79(13) . . ? C28 C1 C32 118.6(6) . . ? C28 C1 C2 119.6(5) . . ? C32 C1 C2 121.8(5) . . ? C3 C2 C1 145.4(6) . . ? C3 C2 W1 73.0(4) . . ? C1 C2 W1 141.6(4) . . ? C2 C3 C4 143.5(6) . . ? C2 C3 W1 70.6(3) . . ? C4 C3 W1 145.9(5) . . ? C37 C4 C33 119.1(5) . . ? C37 C4 C3 121.8(5) . . ? C33 C4 C3 119.0(6) . . ? O1 C5 W1 174.6(5) . . ? C6 S1 W1 118.8(2) . . ? C7 C6 C11 117.9(6) . . ? C7 C6 S1 116.2(5) . . ? C11 C6 S1 125.8(5) . . ? C8 C7 C6 121.3(6) . . ? C8 C7 H7A 119.3 . . ? C6 C7 H7A 119.3 . . ? C9 C8 C7 120.2(6) . . ? C9 C8 H8A 119.9 . . ? C7 C8 H8A 119.9 . . ? C10 C9 C8 119.5(6) . . ? C10 C9 H9A 120.2 . . ? C8 C9 H9A 120.2 . . ? C9 C10 C11 121.4(6) . . ? C9 C10 H10A 119.3 . . ? C11 C10 H10A 119.3 . . ? C10 C11 C6 119.6(6) . . ? C10 C11 H11A 120.2 . . ? C6 C11 H11A 120.2 . . ? C26 N1 N6 106.6(5) . . ? C26 N1 W1 133.3(4) . . ? N6 N1 W1 120.1(3) . . ? C14 N2 N3 109.6(5) . . ? C14 N2 B1 130.8(5) . . ? N3 N2 B1 119.5(5) . . ? C16 N3 N2 106.3(4) . . ? C16 N3 W1 133.0(4) . . ? N2 N3 W1 119.8(3) . . ? C19 N4 N5 108.9(5) . . ? C19 N4 B1 129.9(5) . . ? N5 N4 B1 121.1(4) . . ? C21 N5 N4 107.2(4) . . ? C21 N5 W1 135.1(4) . . ? N4 N5 W1 117.7(4) . . ? C24 N6 N1 109.5(5) . . ? C24 N6 B1 130.7(5) . . ? N1 N6 B1 119.8(5) . . ? N2 B1 N6 110.2(5) . . ? N2 B1 N4 107.5(5) . . ? N6 B1 N4 108.2(5) . . ? N2 B1 H1 110.3 . . ? N6 B1 H1 110.3 . . ? N4 B1 H1 110.3 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 C15 108.2(5) . . ? N2 C14 C13 122.3(5) . . ? C15 C14 C13 129.5(6) . . ? C16 C15 C14 106.1(5) . . ? C16 C15 H15A 126.9 . . ? C14 C15 H15A 126.9 . . ? N3 C16 C15 109.8(5) . . ? N3 C16 C17 122.8(5) . . ? C15 C16 C17 127.4(6) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N4 C19 C20 108.3(5) . . ? N4 C19 C18 122.4(6) . . ? C20 C19 C18 129.2(6) . . ? C19 C20 C21 106.2(5) . . ? C19 C20 H20A 126.9 . . ? C21 C20 H20A 126.9 . . ? N5 C21 C20 109.3(5) . . ? N5 C21 C22 124.3(5) . . ? C20 C21 C22 126.3(6) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N6 C24 C25 107.4(5) . . ? N6 C24 C23 122.3(5) . . ? C25 C24 C23 130.3(6) . . ? C24 C25 C26 107.8(6) . . ? C24 C25 H25A 126.1 . . ? C26 C25 H25A 126.1 . . ? N1 C26 C25 108.7(5) . . ? N1 C26 C27 123.9(6) . . ? C25 C26 C27 127.4(6) . . ? 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 . . ? C29 C28 C1 121.1(6) . . ? C29 C28 H28A 119.5 . . ? C1 C28 H28A 119.5 . . ? C28 C29 C30 119.3(6) . . ? C28 C29 H29A 120.4 . . ? C30 C29 H29A 120.4 . . ? C31 C30 C29 120.4(7) . . ? C31 C30 H30A 119.8 . . ? C29 C30 H30A 119.8 . . ? C32 C31 C30 120.5(6) . . ? C32 C31 H31A 119.7 . . ? C30 C31 H31A 119.7 . . ? C31 C32 C1 120.1(6) . . ? C31 C32 H32A 119.9 . . ? C1 C32 H32A 119.9 . . ? C34 C33 C4 120.0(6) . . ? C34 C33 H33A 120.0 . . ? C4 C33 H33A 120.0 . . ? C33 C34 C35 120.3(6) . . ? C33 C34 H34A 119.9 . . ? C35 C34 H34A 119.9 . . ? C36 C35 C34 120.3(6) . . ? C36 C35 H35A 119.9 . . ? C34 C35 H35A 119.9 . . ? C35 C36 C37 119.7(7) . . ? C35 C36 H36A 120.2 . . ? C37 C36 H36A 120.2 . . ? C4 C37 C36 120.7(6) . . ? C4 C37 H37A 119.6 . . ? C36 C37 H37A 119.6 . . ? F6 P1 F4 92.3(4) . . ? F6 P1 F2 91.7(5) . . ? F4 P1 F2 176.0(4) . . ? F6 P1 F1 90.5(3) . . ? F4 P1 F1 91.0(3) . . ? F2 P1 F1 89.3(3) . . ? F6 P1 F5 177.8(4) . . ? F4 P1 F5 89.4(3) . . ? F2 P1 F5 86.6(3) . . ? F1 P1 F5 90.8(3) . . ? F6 P1 F3 90.6(3) . . ? F4 P1 F3 89.0(3) . . ? F2 P1 F3 90.5(3) . . ? F1 P1 F3 178.9(3) . . ? F5 P1 F3 88.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C28 C1 C2 C3 17.1(13) . . . . ? C32 C1 C2 C3 -162.7(9) . . . . ? C28 C1 C2 W1 -163.0(5) . . . . ? C32 C1 C2 W1 17.2(10) . . . . ? C5 W1 C2 C3 30.9(4) . . . . ? N3 W1 C2 C3 121.6(4) . . . . ? N1 W1 C2 C3 -150.1(4) . . . . ? N5 W1 C2 C3 155.0(5) . . . . ? S1 W1 C2 C3 -60.3(4) . . . . ? C5 W1 C2 C1 -149.1(7) . . . . ? C3 W1 C2 C1 -180.0(9) . . . . ? N3 W1 C2 C1 -58.4(7) . . . . ? N1 W1 C2 C1 29.9(7) . . . . ? N5 W1 C2 C1 -25.0(11) . . . . ? S1 W1 C2 C1 119.7(7) . . . . ? C1 C2 C3 C4 -1.1(17) . . . . ? W1 C2 C3 C4 179.0(9) . . . . ? C1 C2 C3 W1 180.0(10) . . . . ? C5 W1 C3 C2 -149.1(4) . . . . ? N3 W1 C3 C2 -60.0(4) . . . . ? N1 W1 C3 C2 32.9(4) . . . . ? N5 W1 C3 C2 -152.7(5) . . . . ? S1 W1 C3 C2 123.0(4) . . . . ? C2 W1 C3 C4 -178.9(10) . . . . ? C5 W1 C3 C4 32.0(7) . . . . ? N3 W1 C3 C4 121.1(7) . . . . ? N1 W1 C3 C4 -146.0(7) . . . . ? N5 W1 C3 C4 28.4(12) . . . . ? S1 W1 C3 C4 -55.9(7) . . . . ? C2 C3 C4 C37 -150.3(8) . . . . ? W1 C3 C4 C37 27.9(11) . . . . ? C2 C3 C4 C33 25.4(12) . . . . ? W1 C3 C4 C33 -156.3(6) . . . . ? C2 W1 S1 C6 -125.3(3) . . . . ? C5 W1 S1 C6 129.5(3) . . . . ? C3 W1 S1 C6 -156.4(3) . . . . ? N1 W1 S1 C6 -41.9(3) . . . . ? N5 W1 S1 C6 42.8(3) . . . . ? W1 S1 C6 C7 175.1(4) . . . . ? W1 S1 C6 C11 -4.2(6) . . . . ? C11 C6 C7 C8 1.5(9) . . . . ? S1 C6 C7 C8 -178.0(5) . . . . ? C6 C7 C8 C9 -1.5(11) . . . . ? C7 C8 C9 C10 0.9(11) . . . . ? C8 C9 C10 C11 -0.2(11) . . . . ? C9 C10 C11 C6 0.2(10) . . . . ? C7 C6 C11 C10 -0.8(9) . . . . ? S1 C6 C11 C10 178.6(5) . . . . ? C2 W1 N1 C26 56.6(6) . . . . ? C3 W1 N1 C26 37.6(6) . . . . ? N3 W1 N1 C26 140.2(6) . . . . ? N5 W1 N1 C26 -140.5(6) . . . . ? S1 W1 N1 C26 -48.9(5) . . . . ? C3 W1 N1 N6 -140.5(4) . . . . ? N3 W1 N1 N6 -38.0(4) . . . . ? N5 W1 N1 N6 41.3(4) . . . . ? S1 W1 N1 N6 132.9(4) . . . . ? C14 N2 N3 C16 1.0(6) . . . . ? B1 N2 N3 C16 -174.9(5) . . . . ? C14 N2 N3 W1 -169.8(4) . . . . ? B1 N2 N3 W1 14.3(7) . . . . ? C2 W1 N3 C16 -54.6(6) . . . . ? C5 W1 N3 C16 50.8(6) . . . . ? C3 W1 N3 C16 -23.4(6) . . . . ? N1 W1 N3 C16 -138.0(6) . . . . ? N5 W1 N3 C16 137.0(6) . . . . ? C2 W1 N3 N2 113.3(4) . . . . ? C5 W1 N3 N2 -141.4(4) . . . . ? C3 W1 N3 N2 144.5(4) . . . . ? N1 W1 N3 N2 29.9(4) . . . . ? N5 W1 N3 N2 -55.2(4) . . . . ? C19 N4 N5 C21 -0.7(6) . . . . ? B1 N4 N5 C21 175.0(5) . . . . ? C19 N4 N5 W1 -178.8(4) . . . . ? B1 N4 N5 W1 -3.1(6) . . . . ? C2 W1 N5 C21 -162.6(6) . . . . ? C5 W1 N5 C21 -35.7(6) . . . . ? C3 W1 N5 C21 -32.2(9) . . . . ? N3 W1 N5 C21 -128.8(6) . . . . ? N1 W1 N5 C21 142.7(6) . . . . ? S1 W1 N5 C21 51.2(5) . . . . ? C2 W1 N5 N4 14.8(8) . . . . ? C5 W1 N5 N4 141.7(4) . . . . ? C3 W1 N5 N4 145.2(6) . . . . ? N3 W1 N5 N4 48.6(4) . . . . ? N1 W1 N5 N4 -39.9(4) . . . . ? S1 W1 N5 N4 -131.4(4) . . . . ? C26 N1 N6 C24 0.8(6) . . . . ? W1 N1 N6 C24 179.4(4) . . . . ? C26 N1 N6 B1 -177.4(5) . . . . ? W1 N1 N6 B1 1.3(7) . . . . ? C14 N2 B1 N6 118.7(6) . . . . ? N3 N2 B1 N6 -66.4(7) . . . . ? C14 N2 B1 N4 -123.6(6) . . . . ? N3 N2 B1 N4 51.3(6) . . . . ? C24 N6 B1 N2 -121.1(6) . . . . ? N1 N6 B1 N2 56.6(7) . . . . ? C24 N6 B1 N4 121.6(6) . . . . ? N1 N6 B1 N4 -60.7(6) . . . . ? C19 N4 B1 N2 117.4(6) . . . . ? N5 N4 B1 N2 -57.3(7) . . . . ? C19 N4 B1 N6 -123.7(6) . . . . ? N5 N4 B1 N6 61.6(6) . . . . ? N3 N2 C14 C15 -1.2(6) . . . . ? B1 N2 C14 C15 174.1(6) . . . . ? N3 N2 C14 C13 178.6(5) . . . . ? B1 N2 C14 C13 -6.1(10) . . . . ? N2 C14 C15 C16 0.9(7) . . . . ? C13 C14 C15 C16 -178.8(6) . . . . ? N2 N3 C16 C15 -0.4(6) . . . . ? W1 N3 C16 C15 168.6(4) . . . . ? N2 N3 C16 C17 -180.0(5) . . . . ? W1 N3 C16 C17 -10.9(9) . . . . ? C14 C15 C16 N3 -0.3(7) . . . . ? C14 C15 C16 C17 179.3(6) . . . . ? N5 N4 C19 C20 0.8(7) . . . . ? B1 N4 C19 C20 -174.4(6) . . . . ? N5 N4 C19 C18 -179.5(5) . . . . ? B1 N4 C19 C18 5.3(10) . . . . ? N4 C19 C20 C21 -0.5(7) . . . . ? C18 C19 C20 C21 179.7(6) . . . . ? N4 N5 C21 C20 0.4(6) . . . . ? W1 N5 C21 C20 178.0(4) . . . . ? N4 N5 C21 C22 178.3(5) . . . . ? W1 N5 C21 C22 -4.1(9) . . . . ? C19 C20 C21 N5 0.1(7) . . . . ? C19 C20 C21 C22 -177.8(6) . . . . ? N1 N6 C24 C25 -0.4(7) . . . . ? B1 N6 C24 C25 177.5(6) . . . . ? N1 N6 C24 C23 -179.0(5) . . . . ? B1 N6 C24 C23 -1.2(10) . . . . ? N6 C24 C25 C26 -0.2(7) . . . . ? C23 C24 C25 C26 178.3(6) . . . . ? N6 N1 C26 C25 -0.9(7) . . . . ? W1 N1 C26 C25 -179.3(4) . . . . ? N6 N1 C26 C27 179.0(5) . . . . ? W1 N1 C26 C27 0.6(9) . . . . ? C24 C25 C26 N1 0.7(7) . . . . ? C24 C25 C26 C27 -179.2(6) . . . . ? C32 C1 C28 C29 -1.2(10) . . . . ? C2 C1 C28 C29 179.0(6) . . . . ? C1 C28 C29 C30 1.6(11) . . . . ? C28 C29 C30 C31 -0.5(12) . . . . ? C29 C30 C31 C32 -1.0(11) . . . . ? C30 C31 C32 C1 1.5(10) . . . . ? C28 C1 C32 C31 -0.4(10) . . . . ? C2 C1 C32 C31 179.5(6) . . . . ? C37 C4 C33 C34 2.0(9) . . . . ? C3 C4 C33 C34 -173.8(6) . . . . ? C4 C33 C34 C35 0.7(10) . . . . ? C33 C34 C35 C36 -2.2(10) . . . . ? C34 C35 C36 C37 0.9(10) . . . . ? C33 C4 C37 C36 -3.3(9) . . . . ? C3 C4 C37 C36 172.4(6) . . . . ? C35 C36 C37 C4 1.9(10) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.248 _refine_diff_density_min -0.758 _refine_diff_density_rms 0.162