Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Charles Young' _publ_contact_author_address ; School of Chemistry University of Melbourne Parkville Victoria 3010 AUSTRALIA ; _publ_contact_author_email CGYOUNG@UNIMELB.EDU.AU _publ_section_title ; Synthesis and Characterisation of Second-Generation Metallodithiolene Complexes of the Type Tp*ME(dithiolene) (M = Mo, W; E = O, S) and a Novel 'Organoscorpionate' Complex of Tungsten ; loop_ _publ_author_name 'C. Young' 'Christian J. Doonan' 'Hugh T. Morgan' 'Stephen A. Sproules' 'Jonathan White' data_wdss03 #(compound 4) _database_code_depnum_ccdc_archive 'CCDC 269455' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety Tp*WS{S2C2(CO2Me)2} _chemical_formula_sum 'C21 H28 B N6 O4 S3 W' _chemical_formula_weight 719.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 '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' _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 13.3347(9) _cell_length_b 13.3284(9) _cell_length_c 15.9546(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.9620(10) _cell_angle_gamma 90.00 _cell_volume 2739.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1534 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 18.92 _exptl_crystal_description rod _exptl_crystal_colour green _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_max 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1420 _exptl_absorpt_coefficient_mu 4.484 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '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 14338 _diffrn_reflns_av_R_equivalents 0.0862 _diffrn_reflns_av_sigmaI/netI 0.1263 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4819 _reflns_number_gt 3031 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0165P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4819 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0837 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.0831 _refine_ls_wR_factor_gt 0.0762 _refine_ls_goodness_of_fit_ref 0.795 _refine_ls_restrained_S_all 0.795 _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 C2 C 0.3028(6) -0.0210(6) 0.1295(6) 0.038(2) Uani 1 1 d . . . C3 C 0.2560(7) -0.0405(6) 0.0467(6) 0.040(2) Uani 1 1 d . . . C4 C 0.3541(8) -0.1003(6) 0.1939(6) 0.043(2) Uani 1 1 d . . . C5 C 0.5051(7) -0.1821(7) 0.2660(7) 0.076(3) Uani 1 1 d . . . H5A H 0.5779 -0.1827 0.2688 0.114 Uiso 1 1 calc R . . H5B H 0.4762 -0.2472 0.2488 0.114 Uiso 1 1 calc R . . H5C H 0.4956 -0.1656 0.3220 0.114 Uiso 1 1 calc R . . C6 C 0.2644(7) -0.1407(7) 0.0098(7) 0.045(2) Uani 1 1 d . . . C7 C 0.2410(10) -0.2373(7) -0.1172(6) 0.102(5) Uani 1 1 d . . . H7A H 0.2161 -0.2295 -0.1789 0.153 Uiso 1 1 calc R . . H7B H 0.1999 -0.2867 -0.0976 0.153 Uiso 1 1 calc R . . H7C H 0.3122 -0.2585 -0.1030 0.153 Uiso 1 1 calc R . . C11 C 0.4499(7) 0.1216(6) 0.0183(7) 0.064(3) Uani 1 1 d . . . H11A H 0.4086 0.0842 0.0485 0.096 Uiso 1 1 calc R . . H11B H 0.5202 0.1251 0.0533 0.096 Uiso 1 1 calc R . . H11C H 0.4486 0.0888 -0.0356 0.096 Uiso 1 1 calc R . . C12 C 0.4067(7) 0.2259(6) 0.0004(6) 0.038(2) Uani 1 1 d . . . C13 C 0.4479(6) 0.2981(7) -0.0414(5) 0.046(2) Uani 1 1 d . . . H13 H 0.5062 0.2918 -0.0628 0.055 Uiso 1 1 calc R . . C14 C 0.3875(7) 0.3811(6) -0.0457(5) 0.037(2) Uani 1 1 d . . . C15 C 0.3925(7) 0.4813(6) -0.0872(6) 0.058(3) Uani 1 1 d . . . H15A H 0.3373 0.5232 -0.0787 0.087 Uiso 1 1 calc R . . H15B H 0.3852 0.4724 -0.1481 0.087 Uiso 1 1 calc R . . H15C H 0.4581 0.5124 -0.0612 0.087 Uiso 1 1 calc R . . C21 C 0.1990(8) 0.2669(6) 0.2896(5) 0.062(3) Uani 1 1 d . . . H21A H 0.1810 0.2048 0.2589 0.094 Uiso 1 1 calc R . . H21B H 0.1427 0.2884 0.3125 0.094 Uiso 1 1 calc R . . H21C H 0.2601 0.2575 0.3364 0.094 Uiso 1 1 calc R . . C22 C 0.2199(7) 0.3454(6) 0.2285(6) 0.044(2) Uani 1 1 d . . . C23 C 0.2485(7) 0.4436(7) 0.2460(6) 0.054(3) Uani 1 1 d . . . H23 H 0.2597 0.4750 0.2997 0.065 Uiso 1 1 calc R . . C24 C 0.2574(7) 0.4868(7) 0.1714(7) 0.051(3) Uani 1 1 d . . . C25 C 0.2918(8) 0.5894(7) 0.1553(7) 0.080(4) Uani 1 1 d . . . H25A H 0.3617 0.5998 0.1894 0.119 Uiso 1 1 calc R . . H25B H 0.2469 0.6379 0.1712 0.119 Uiso 1 1 calc R . . H25C H 0.2892 0.5966 0.0949 0.119 Uiso 1 1 calc R . . C31 C -0.0443(7) 0.1641(7) -0.1140(6) 0.069(3) Uani 1 1 d . . . H31A H -0.0052 0.1162 -0.0736 0.104 Uiso 1 1 calc R . . H31B H -0.0483 0.1424 -0.1722 0.104 Uiso 1 1 calc R . . H31C H -0.1130 0.1695 -0.1061 0.104 Uiso 1 1 calc R . . C32 C 0.0086(7) 0.2649(7) -0.0986(6) 0.047(3) Uani 1 1 d . . . C33 C -0.0232(8) 0.3543(9) -0.1430(6) 0.065(3) Uani 1 1 d . . . H33 H -0.0823 0.3638 -0.1882 0.078 Uiso 1 1 calc R . . C34 C 0.0491(8) 0.4251(8) -0.1073(7) 0.063(3) Uani 1 1 d . . . C35 C 0.0506(8) 0.5338(7) -0.1300(7) 0.102(5) Uani 1 1 d . . . H35A H 0.1112 0.5649 -0.0934 0.153 Uiso 1 1 calc R . . H35B H -0.0104 0.5659 -0.1216 0.153 Uiso 1 1 calc R . . H35C H 0.0522 0.5403 -0.1896 0.153 Uiso 1 1 calc R . . N11 N 0.3204(5) 0.2600(5) 0.0213(4) 0.0347(17) Uani 1 1 d . . . N12 N 0.3106(5) 0.3583(5) -0.0082(4) 0.0296(16) Uani 1 1 d . . . N21 N 0.2104(5) 0.3260(5) 0.1439(4) 0.0404(18) Uani 1 1 d . . . N22 N 0.2330(5) 0.4159(5) 0.1087(4) 0.0376(18) Uani 1 1 d . . . N31 N 0.0967(5) 0.2818(5) -0.0370(5) 0.0400(19) Uani 1 1 d . . . N32 N 0.1198(6) 0.3821(5) -0.0427(5) 0.044(2) Uani 1 1 d . . . O1 O 0.3079(5) -0.1441(5) 0.2386(4) 0.063(2) Uani 1 1 d . . . O2 O 0.4526(5) -0.1071(5) 0.2023(5) 0.069(2) Uani 1 1 d . . . O3 O 0.3006(6) -0.2117(5) 0.0524(4) 0.078(2) Uani 1 1 d . . . O4 O 0.2333(6) -0.1427(4) -0.0754(4) 0.071(2) Uani 1 1 d . . . S1 S 0.0498(2) 0.1464(2) 0.11037(19) 0.0744(9) Uani 1 1 d . . . S2 S 0.31029(19) 0.09993(17) 0.17387(15) 0.0499(7) Uani 1 1 d . . . S3 S 0.19322(18) 0.05462(16) -0.02431(14) 0.0444(6) Uani 1 1 d . . . W W 0.18110(3) 0.18985(3) 0.06868(2) 0.03684(12) Uani 1 1 d . . . B1 B 0.2230(8) 0.4228(8) 0.0117(7) 0.043(3) Uani 1 1 d . . . H1 H 0.2312 0.4928 -0.0043 0.051 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 C2 0.043(5) 0.032(5) 0.041(6) 0.008(4) 0.014(5) -0.006(4) C3 0.053(6) 0.033(5) 0.038(6) -0.001(4) 0.020(5) -0.010(4) C4 0.057(7) 0.030(6) 0.041(6) 0.004(5) 0.011(6) -0.008(5) C5 0.061(7) 0.063(7) 0.098(9) 0.030(7) 0.009(6) 0.025(6) C6 0.056(7) 0.030(6) 0.051(7) -0.001(5) 0.017(6) -0.003(5) C7 0.199(13) 0.042(7) 0.056(8) -0.024(6) 0.018(9) 0.015(8) C11 0.065(7) 0.050(7) 0.090(8) -0.003(6) 0.044(6) 0.011(5) C12 0.046(6) 0.029(5) 0.041(6) 0.001(4) 0.012(5) -0.005(4) C13 0.041(5) 0.050(6) 0.051(6) -0.012(5) 0.019(5) -0.002(5) C14 0.044(6) 0.036(6) 0.032(5) -0.003(4) 0.010(5) -0.013(5) C15 0.064(6) 0.053(7) 0.060(7) 0.008(5) 0.022(6) -0.004(5) C21 0.115(9) 0.045(6) 0.037(6) 0.003(5) 0.036(6) 0.014(6) C22 0.049(6) 0.037(6) 0.045(6) -0.002(5) 0.012(5) 0.001(4) C23 0.067(7) 0.050(7) 0.049(7) -0.017(5) 0.024(6) 0.002(5) C24 0.063(7) 0.035(6) 0.059(7) -0.009(5) 0.026(6) 0.002(5) C25 0.127(10) 0.035(6) 0.090(9) -0.012(6) 0.052(8) -0.011(6) C31 0.048(6) 0.090(9) 0.056(7) -0.010(6) -0.010(6) -0.016(6) C32 0.034(6) 0.056(7) 0.044(6) -0.004(5) 0.002(5) -0.006(5) C33 0.054(7) 0.096(9) 0.042(7) 0.023(6) 0.006(6) 0.031(7) C34 0.045(7) 0.071(8) 0.066(8) 0.020(7) 0.000(6) 0.013(6) C35 0.078(8) 0.078(9) 0.124(11) 0.071(8) -0.021(8) 0.010(7) N11 0.047(5) 0.028(4) 0.027(4) 0.000(3) 0.004(4) 0.001(4) N12 0.040(4) 0.030(4) 0.020(4) -0.003(3) 0.009(4) -0.002(3) N21 0.051(4) 0.038(5) 0.036(4) 0.006(4) 0.017(4) 0.001(4) N22 0.052(5) 0.028(4) 0.033(4) -0.001(4) 0.010(4) 0.010(4) N31 0.048(5) 0.029(5) 0.047(5) 0.002(3) 0.019(4) 0.006(3) N32 0.051(5) 0.037(5) 0.044(5) 0.007(4) 0.012(4) 0.011(4) O1 0.071(5) 0.059(5) 0.061(5) 0.028(4) 0.018(4) 0.005(4) O2 0.045(4) 0.058(5) 0.105(6) 0.028(4) 0.021(4) 0.003(4) O3 0.125(6) 0.044(5) 0.062(5) 0.007(4) 0.022(5) 0.015(4) O4 0.115(6) 0.046(4) 0.045(5) -0.007(3) 0.007(5) 0.013(4) S1 0.077(2) 0.084(2) 0.065(2) 0.0001(16) 0.0238(18) -0.0185(17) S2 0.0716(17) 0.0364(14) 0.0359(15) -0.0004(11) 0.0037(14) 0.0023(13) S3 0.0666(16) 0.0328(14) 0.0321(14) 0.0022(11) 0.0099(13) 0.0037(12) W 0.0483(2) 0.0299(2) 0.0327(2) 0.0015(2) 0.01110(17) -0.0011(2) B1 0.054(7) 0.027(6) 0.046(7) 0.010(5) 0.010(6) 0.001(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 C2 C3 1.332(10) . ? C2 C4 1.509(11) . ? C2 S2 1.753(8) . ? C3 C6 1.476(11) . ? C3 S3 1.762(8) . ? C4 O1 1.206(10) . ? C4 O2 1.289(10) . ? C5 O2 1.469(10) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 O3 1.192(9) . ? C6 O4 1.315(10) . ? C7 O4 1.441(9) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C11 C12 1.504(10) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N11 1.357(10) . ? C12 C13 1.365(11) . ? C13 C14 1.360(10) . ? C13 H13 0.9300 . ? C14 N12 1.348(9) . ? C14 C15 1.499(10) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C21 C22 1.504(11) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N21 1.347(10) . ? C22 C23 1.372(11) . ? C23 C24 1.355(12) . ? C23 H23 0.9300 . ? C24 N22 1.353(10) . ? C24 C25 1.485(11) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C31 C32 1.508(11) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 N31 1.343(9) . ? C32 C33 1.395(11) . ? C33 C34 1.364(12) . ? C33 H33 0.9300 . ? C34 N32 1.333(10) . ? C34 C35 1.495(13) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? N11 N12 1.387(8) . ? N11 W 2.371(7) . ? N12 B1 1.548(11) . ? N21 N22 1.388(8) . ? N21 W 2.156(7) . ? N22 B1 1.522(12) . ? N31 N32 1.379(8) . ? N31 W 2.153(7) . ? N32 B1 1.525(11) . ? S1 W 2.108(3) . ? S2 W 2.393(2) . ? S3 W 2.366(2) . ? B1 H1 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 C3 C2 C4 123.5(8) . . ? C3 C2 S2 122.9(7) . . ? C4 C2 S2 113.6(6) . . ? C2 C3 C6 120.6(8) . . ? C2 C3 S3 121.4(7) . . ? C6 C3 S3 117.8(7) . . ? O1 C4 O2 124.5(9) . . ? O1 C4 C2 122.1(9) . . ? O2 C4 C2 113.0(8) . . ? O2 C5 H5A 109.5 . . ? O2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? O3 C6 O4 123.2(9) . . ? O3 C6 C3 123.5(9) . . ? O4 C6 C3 113.3(8) . . ? O4 C7 H7A 109.5 . . ? O4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? O4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N11 C12 C13 111.0(8) . . ? N11 C12 C11 124.9(8) . . ? C13 C12 C11 124.2(9) . . ? C14 C13 C12 106.9(8) . . ? C14 C13 H13 126.6 . . ? C12 C13 H13 126.6 . . ? N12 C14 C13 107.6(7) . . ? N12 C14 C15 121.4(8) . . ? C13 C14 C15 130.8(9) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N21 C22 C23 109.6(8) . . ? N21 C22 C21 122.1(8) . . ? C23 C22 C21 128.3(9) . . ? C24 C23 C22 108.0(9) . . ? C24 C23 H23 126.0 . . ? C22 C23 H23 126.0 . . ? N22 C24 C23 107.0(8) . . ? N22 C24 C25 122.8(9) . . ? C23 C24 C25 130.1(9) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N31 C32 C33 108.8(8) . . ? N31 C32 C31 123.6(9) . . ? C33 C32 C31 127.6(9) . . ? C34 C33 C32 106.9(9) . . ? C34 C33 H33 126.6 . . ? C32 C33 H33 126.6 . . ? N32 C34 C33 107.9(9) . . ? N32 C34 C35 123.6(10) . . ? C33 C34 C35 128.5(10) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C12 N11 N12 104.2(7) . . ? C12 N11 W 136.9(6) . . ? N12 N11 W 117.9(5) . . ? C14 N12 N11 110.3(7) . . ? C14 N12 B1 131.8(7) . . ? N11 N12 B1 117.7(7) . . ? C22 N21 N22 105.4(7) . . ? C22 N21 W 132.5(6) . . ? N22 N21 W 121.9(5) . . ? C24 N22 N21 109.8(7) . . ? C24 N22 B1 130.6(8) . . ? N21 N22 B1 119.5(7) . . ? C32 N31 N32 106.4(7) . . ? C32 N31 W 131.2(6) . . ? N32 N31 W 121.5(6) . . ? C34 N32 N31 110.0(8) . . ? C34 N32 B1 129.9(8) . . ? N31 N32 B1 119.4(7) . . ? C4 O2 C5 114.2(7) . . ? C6 O4 C7 117.0(7) . . ? C2 S2 W 102.8(3) . . ? C3 S3 W 104.1(3) . . ? S1 W N31 95.5(2) . . ? S1 W N21 95.83(19) . . ? N31 W N21 86.6(3) . . ? S1 W S3 100.67(10) . . ? N31 W S3 92.81(18) . . ? N21 W S3 163.47(19) . . ? S1 W N11 172.64(18) . . ? N31 W N11 79.6(2) . . ? N21 W N11 78.5(2) . . ? S3 W N11 85.11(17) . . ? S1 W S2 98.46(10) . . ? N31 W S2 166.08(19) . . ? N21 W S2 92.11(18) . . ? S3 W S2 84.54(8) . . ? N11 W S2 86.54(16) . . ? N22 B1 N32 112.7(8) . . ? N22 B1 N12 107.6(7) . . ? N32 B1 N12 107.7(7) . . ? N22 B1 H1 109.6 . . ? N32 B1 H1 109.6 . . ? N12 B1 H1 109.6 . . ? 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 C4 C2 C3 C6 -8.5(14) . . . . ? S2 C2 C3 C6 171.5(6) . . . . ? C4 C2 C3 S3 177.6(7) . . . . ? S2 C2 C3 S3 -2.4(11) . . . . ? C3 C2 C4 O1 -91.5(12) . . . . ? S2 C2 C4 O1 88.4(10) . . . . ? C3 C2 C4 O2 95.7(11) . . . . ? S2 C2 C4 O2 -84.3(9) . . . . ? C2 C3 C6 O3 9.7(15) . . . . ? S3 C3 C6 O3 -176.1(8) . . . . ? C2 C3 C6 O4 -166.7(9) . . . . ? S3 C3 C6 O4 7.5(11) . . . . ? N11 C12 C13 C14 1.2(10) . . . . ? C11 C12 C13 C14 179.5(8) . . . . ? C12 C13 C14 N12 -0.9(10) . . . . ? C12 C13 C14 C15 -177.1(8) . . . . ? N21 C22 C23 C24 -0.2(11) . . . . ? C21 C22 C23 C24 -179.2(9) . . . . ? C22 C23 C24 N22 0.9(11) . . . . ? C22 C23 C24 C25 -176.2(9) . . . . ? N31 C32 C33 C34 0.9(11) . . . . ? C31 C32 C33 C34 -179.4(9) . . . . ? C32 C33 C34 N32 -1.7(12) . . . . ? C32 C33 C34 C35 -178.7(11) . . . . ? C13 C12 N11 N12 -1.0(9) . . . . ? C11 C12 N11 N12 -179.4(8) . . . . ? C13 C12 N11 W 166.4(6) . . . . ? C11 C12 N11 W -11.9(13) . . . . ? C13 C14 N12 N11 0.2(9) . . . . ? C15 C14 N12 N11 176.9(7) . . . . ? C13 C14 N12 B1 175.5(8) . . . . ? C15 C14 N12 B1 -7.8(13) . . . . ? C12 N11 N12 C14 0.5(8) . . . . ? W N11 N12 C14 -169.9(5) . . . . ? C12 N11 N12 B1 -175.5(7) . . . . ? W N11 N12 B1 14.1(8) . . . . ? C23 C22 N21 N22 -0.6(10) . . . . ? C21 C22 N21 N22 178.5(7) . . . . ? C23 C22 N21 W 174.2(6) . . . . ? C21 C22 N21 W -6.6(13) . . . . ? C23 C24 N22 N21 -1.3(10) . . . . ? C25 C24 N22 N21 176.0(8) . . . . ? C23 C24 N22 B1 175.7(8) . . . . ? C25 C24 N22 B1 -7.0(15) . . . . ? C22 N21 N22 C24 1.2(9) . . . . ? W N21 N22 C24 -174.3(5) . . . . ? C22 N21 N22 B1 -176.2(7) . . . . ? W N21 N22 B1 8.3(10) . . . . ? C33 C32 N31 N32 0.3(10) . . . . ? C31 C32 N31 N32 -179.5(8) . . . . ? C33 C32 N31 W 170.0(6) . . . . ? C31 C32 N31 W -9.8(13) . . . . ? C33 C34 N32 N31 1.9(11) . . . . ? C35 C34 N32 N31 179.1(9) . . . . ? C33 C34 N32 B1 172.1(9) . . . . ? C35 C34 N32 B1 -10.6(16) . . . . ? C32 N31 N32 C34 -1.3(10) . . . . ? W N31 N32 C34 -172.3(6) . . . . ? C32 N31 N32 B1 -172.7(7) . . . . ? W N31 N32 B1 16.3(10) . . . . ? O1 C4 O2 C5 6.2(14) . . . . ? C2 C4 O2 C5 178.7(7) . . . . ? O3 C6 O4 C7 2.2(16) . . . . ? C3 C6 O4 C7 178.6(9) . . . . ? C3 C2 S2 W 16.4(8) . . . . ? C4 C2 S2 W -163.6(6) . . . . ? C2 C3 S3 W -13.3(8) . . . . ? C6 C3 S3 W 172.7(6) . . . . ? C32 N31 W S1 -46.0(7) . . . . ? N32 N31 W S1 122.4(6) . . . . ? C32 N31 W N21 -141.5(8) . . . . ? N32 N31 W N21 26.9(6) . . . . ? C32 N31 W S3 55.0(7) . . . . ? N32 N31 W S3 -136.6(6) . . . . ? C32 N31 W N11 139.5(8) . . . . ? N32 N31 W N11 -52.1(6) . . . . ? C32 N31 W S2 133.6(8) . . . . ? N32 N31 W S2 -58.0(11) . . . . ? C22 N21 W S1 51.0(8) . . . . ? N22 N21 W S1 -134.8(5) . . . . ? C22 N21 W N31 146.2(8) . . . . ? N22 N21 W N31 -39.7(6) . . . . ? C22 N21 W S3 -125.6(8) . . . . ? N22 N21 W S3 48.6(10) . . . . ? C22 N21 W N11 -133.8(8) . . . . ? N22 N21 W N11 40.4(5) . . . . ? C22 N21 W S2 -47.7(8) . . . . ? N22 N21 W S2 126.5(5) . . . . ? C3 S3 W S1 -80.9(3) . . . . ? C3 S3 W N31 -177.0(3) . . . . ? C3 S3 W N21 95.6(7) . . . . ? C3 S3 W N11 103.7(3) . . . . ? C3 S3 W S2 16.7(3) . . . . ? C12 N11 W S1 -178.7(10) . . . . ? N12 N11 W S1 -12.4(17) . . . . ? C12 N11 W N31 -130.3(8) . . . . ? N12 N11 W N31 35.9(5) . . . . ? C12 N11 W N21 141.1(8) . . . . ? N12 N11 W N21 -52.6(5) . . . . ? C12 N11 W S3 -36.5(8) . . . . ? N12 N11 W S3 129.7(5) . . . . ? C12 N11 W S2 48.3(8) . . . . ? N12 N11 W S2 -145.5(5) . . . . ? C2 S2 W S1 82.7(3) . . . . ? C2 S2 W N31 -96.9(8) . . . . ? C2 S2 W N21 178.9(3) . . . . ? C2 S2 W S3 -17.4(3) . . . . ? C2 S2 W N11 -102.8(3) . . . . ? C24 N22 B1 N32 -127.7(9) . . . . ? N21 N22 B1 N32 49.1(10) . . . . ? C24 N22 B1 N12 113.8(10) . . . . ? N21 N22 B1 N12 -69.4(9) . . . . ? C34 N32 B1 N22 126.6(10) . . . . ? N31 N32 B1 N22 -63.9(10) . . . . ? C34 N32 B1 N12 -114.8(10) . . . . ? N31 N32 B1 N12 54.6(10) . . . . ? C14 N12 B1 N22 -123.0(9) . . . . ? N11 N12 B1 N22 52.0(9) . . . . ? C14 N12 B1 N32 115.3(9) . . . . ? N11 N12 B1 N32 -69.7(9) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.386 _refine_diff_density_min -0.834 _refine_diff_density_rms 0.130 data_jmwspr5 #(compound 5) _database_code_depnum_ccdc_archive 'CCDC 269456' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H34 B N6 O8 S3 W' _chemical_formula_weight 861.44 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 Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7848(6) _cell_length_b 12.0313(7) _cell_length_c 15.8803(9) _cell_angle_alpha 76.7550(10) _cell_angle_beta 86.9340(10) _cell_angle_gamma 70.7050(10) _cell_volume 1717.04(17) _cell_formula_units_Z 2 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 7335 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour red-black _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_max 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.666 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 858 _exptl_absorpt_coefficient_mu 3.601 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '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 9082 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0370 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5972 _reflns_number_gt 5725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0456P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5972 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0282 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0716 _refine_ls_wR_factor_gt 0.0709 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.016 _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 H1 H 0.390(4) -0.006(3) 0.318(2) 0.022(9) Uiso 1 1 d . . . C1 C 0.7745(4) 0.1481(3) 0.1238(2) 0.0197(7) Uani 1 1 d . . . C2 C 0.8084(4) 0.3648(3) 0.3519(2) 0.0223(8) Uani 1 1 d . . . C3 C 0.8054(4) 0.4235(3) 0.2677(2) 0.0198(7) Uani 1 1 d . . . C4 C 0.6307(4) 0.1357(3) 0.1399(2) 0.0187(7) Uani 1 1 d . . . C5 C 0.8464(4) 0.4055(3) 0.4276(2) 0.0255(8) Uani 1 1 d . . . C6 C 0.7572(6) 0.5258(5) 0.5285(3) 0.0528(13) Uani 1 1 d . . . H6A H 0.8226 0.5732 0.5114 0.079 Uiso 1 1 calc R . . H6B H 0.8021 0.4567 0.5760 0.079 Uiso 1 1 calc R . . H6C H 0.6657 0.5766 0.5474 0.079 Uiso 1 1 calc R . . C7 C 0.8421(4) 0.5347(3) 0.2358(2) 0.0247(8) Uani 1 1 d . . . C8 C 0.9070(6) 0.6886(4) 0.2796(3) 0.0427(11) Uani 1 1 d . . . H8A H 0.9235 0.7111 0.3328 0.064 Uiso 1 1 calc R . . H8B H 0.8266 0.7533 0.2459 0.064 Uiso 1 1 calc R . . H8C H 0.9948 0.6765 0.2453 0.064 Uiso 1 1 calc R . . C9 C 0.8144(4) 0.2207(3) 0.0420(3) 0.0268(8) Uani 1 1 d . . . C10 C 0.9923(5) 0.3047(4) -0.0224(3) 0.0489(13) Uani 1 1 d . . . H10A H 1.0929 0.2984 -0.0126 0.073 Uiso 1 1 calc R . . H10B H 0.9297 0.3887 -0.0275 0.073 Uiso 1 1 calc R . . H10C H 0.9848 0.2793 -0.0758 0.073 Uiso 1 1 calc R . . C11 C 0.7359(4) -0.0253(3) 0.0126(3) 0.0306(9) Uani 1 1 d . . . H11A H 0.6938 0.0599 -0.0168 0.046 Uiso 1 1 calc R . . H11B H 0.7331 -0.0764 -0.0269 0.046 Uiso 1 1 calc R . . H11C H 0.8366 -0.0417 0.0299 0.046 Uiso 1 1 calc R . . C12 C 0.6510(4) -0.0523(3) 0.0908(2) 0.0239(8) Uani 1 1 d . . . C13 C 0.5922(4) -0.1436(3) 0.1180(3) 0.0292(9) Uani 1 1 d . . . H13 H 0.6017 -0.2083 0.0908 0.035 Uiso 1 1 calc R . . C14 C 0.5164(5) -0.1234(3) 0.1924(3) 0.0307(9) Uani 1 1 d . . . C15 C 0.4314(7) -0.1970(5) 0.2451(3) 0.0582(15) Uani 1 1 d . . . H15A H 0.4119 -0.2487 0.2111 0.087 Uiso 1 1 calc R . . H15B H 0.3396 -0.1430 0.2612 0.087 Uiso 1 1 calc R . . H15C H 0.4873 -0.2475 0.2976 0.087 Uiso 1 1 calc R . . C16 C 0.4976(4) 0.2288(3) 0.0927(2) 0.0226(8) Uani 1 1 d . . . C17 C 0.3667(5) 0.4346(3) 0.0417(3) 0.0370(10) Uani 1 1 d . . . H17A H 0.3639 0.4267 -0.0182 0.055 Uiso 1 1 calc R . . H17B H 0.3704 0.5149 0.0420 0.055 Uiso 1 1 calc R . . H17C H 0.2797 0.4240 0.0710 0.055 Uiso 1 1 calc R . . C21 C 0.4368(4) 0.4621(3) 0.2760(3) 0.0305(9) Uani 1 1 d . . . H21A H 0.4770 0.4863 0.2196 0.046 Uiso 1 1 calc R . . H21B H 0.5096 0.4435 0.3217 0.046 Uiso 1 1 calc R . . H21C H 0.3510 0.5282 0.2855 0.046 Uiso 1 1 calc R . . C22 C 0.3953(4) 0.3528(3) 0.2779(2) 0.0240(8) Uani 1 1 d . . . C23 C 0.2547(4) 0.3496(4) 0.2732(3) 0.0326(9) Uani 1 1 d . . . H23 H 0.1675 0.4155 0.2714 0.039 Uiso 1 1 calc R . . C24 C 0.2659(4) 0.2337(4) 0.2717(3) 0.0302(9) Uani 1 1 d . . . C25 C 0.1499(5) 0.1804(4) 0.2642(4) 0.0509(14) Uani 1 1 d . . . H25A H 0.1746 0.1340 0.2190 0.076 Uiso 1 1 calc R . . H25B H 0.0572 0.2454 0.2492 0.076 Uiso 1 1 calc R . . H25C H 0.1421 0.1268 0.3196 0.076 Uiso 1 1 calc R . . C31 C 0.9714(4) -0.0662(3) 0.4080(3) 0.0294(9) Uani 1 1 d . . . H31A H 0.9763 0.0155 0.4008 0.044 Uiso 1 1 calc R . . H31B H 1.0208 -0.1014 0.3602 0.044 Uiso 1 1 calc R . . H31C H 1.0188 -0.1166 0.4630 0.044 Uiso 1 1 calc R . . C32 C 0.8158(4) -0.0605(3) 0.4079(2) 0.0229(8) Uani 1 1 d . . . C33 C 0.7526(4) -0.1353(3) 0.4657(2) 0.0282(8) Uani 1 1 d . . . H33 H 0.7977 -0.1950 0.5155 0.034 Uiso 1 1 calc R . . C34 C 0.6127(4) -0.1059(3) 0.4365(2) 0.0253(8) Uani 1 1 d . . . C35 C 0.4963(5) -0.1560(4) 0.4749(3) 0.0345(10) Uani 1 1 d . . . H35A H 0.5202 -0.1951 0.5360 0.052 Uiso 1 1 calc R . . H35B H 0.4889 -0.2154 0.4437 0.052 Uiso 1 1 calc R . . H35C H 0.4036 -0.0902 0.4701 0.052 Uiso 1 1 calc R . . B1 B 0.4717(5) 0.0285(4) 0.2947(3) 0.0240(9) Uani 1 1 d . . . N11 N 0.6169(3) 0.0171(3) 0.1496(2) 0.0211(6) Uani 1 1 d . . . N12 N 0.5304(3) -0.0238(3) 0.2122(2) 0.0226(6) Uani 1 1 d . . . N21 N 0.4901(3) 0.2403(3) 0.28065(19) 0.0200(6) Uani 1 1 d . . . N22 N 0.4083(3) 0.1675(3) 0.2756(2) 0.0222(6) Uani 1 1 d . . . N31 N 0.7168(3) 0.0146(3) 0.34724(19) 0.0207(6) Uani 1 1 d . . . N32 N 0.5914(3) -0.0151(3) 0.36409(19) 0.0215(6) Uani 1 1 d . . . O5 O 0.9634(3) 0.3686(3) 0.4619(2) 0.0425(8) Uani 1 1 d . . . O6 O 0.7292(3) 0.4821(3) 0.45453(18) 0.0349(7) Uani 1 1 d . . . O7 O 0.8461(5) 0.5838(3) 0.1624(2) 0.0547(10) Uani 1 1 d . . . O8 O 0.8717(4) 0.5778(3) 0.30151(19) 0.0461(8) Uani 1 1 d . . . O9 O 0.7377(3) 0.2655(2) -0.02207(18) 0.0345(7) Uani 1 1 d . . . O10 O 0.9472(3) 0.2277(2) 0.04969(18) 0.0321(6) Uani 1 1 d . . . O16 O 0.4002(3) 0.2033(2) 0.06648(18) 0.0299(6) Uani 1 1 d . . . O17 O 0.4951(3) 0.3423(2) 0.08663(17) 0.0250(6) Uani 1 1 d . . . S1 S 0.91081(9) 0.03660(8) 0.19493(6) 0.02249(19) Uani 1 1 d . . . S2 S 0.77109(10) 0.23074(8) 0.38183(6) 0.0223(2) Uani 1 1 d . . . S3 S 0.75893(9) 0.36328(8) 0.18614(6) 0.01996(19) Uani 1 1 d . . . W W 0.719992(13) 0.180276(11) 0.249878(8) 0.01611(7) 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 C1 0.0236(18) 0.0164(16) 0.0189(18) -0.0045(14) 0.0031(14) -0.0061(14) C2 0.0203(18) 0.0238(19) 0.026(2) -0.0082(15) 0.0034(15) -0.0104(15) C3 0.0170(17) 0.0192(17) 0.0255(19) -0.0096(15) 0.0047(14) -0.0065(14) C4 0.0234(18) 0.0165(16) 0.0178(18) -0.0042(14) 0.0009(14) -0.0084(14) C5 0.033(2) 0.0216(18) 0.025(2) -0.0023(15) -0.0017(17) -0.0145(16) C6 0.070(4) 0.056(3) 0.044(3) -0.031(3) 0.009(3) -0.023(3) C7 0.0213(19) 0.030(2) 0.026(2) -0.0080(17) 0.0075(15) -0.0119(16) C8 0.062(3) 0.033(2) 0.046(3) -0.010(2) 0.006(2) -0.033(2) C9 0.032(2) 0.0193(18) 0.027(2) -0.0071(16) 0.0099(17) -0.0054(16) C10 0.043(3) 0.040(2) 0.054(3) 0.005(2) 0.026(2) -0.016(2) C11 0.034(2) 0.030(2) 0.030(2) -0.0143(17) 0.0040(17) -0.0100(17) C12 0.0231(19) 0.0212(18) 0.026(2) -0.0073(15) -0.0055(15) -0.0033(15) C13 0.041(2) 0.0242(19) 0.027(2) -0.0110(16) -0.0033(17) -0.0121(17) C14 0.042(2) 0.026(2) 0.031(2) -0.0075(17) -0.0020(18) -0.0194(18) C15 0.107(5) 0.056(3) 0.044(3) -0.022(2) 0.021(3) -0.065(3) C16 0.0254(19) 0.0244(18) 0.0184(18) -0.0064(15) 0.0035(15) -0.0081(15) C17 0.033(2) 0.023(2) 0.046(3) 0.0011(18) -0.016(2) -0.0015(17) C21 0.028(2) 0.0225(19) 0.043(2) -0.0139(17) 0.0094(18) -0.0073(16) C22 0.0238(19) 0.0256(19) 0.026(2) -0.0110(16) 0.0085(15) -0.0099(16) C23 0.0179(19) 0.033(2) 0.050(3) -0.018(2) 0.0064(18) -0.0073(16) C24 0.0194(19) 0.037(2) 0.038(2) -0.0120(18) 0.0036(17) -0.0116(17) C25 0.020(2) 0.043(3) 0.100(4) -0.027(3) 0.002(2) -0.015(2) C31 0.028(2) 0.027(2) 0.030(2) 0.0011(16) -0.0090(17) -0.0095(16) C32 0.028(2) 0.0215(18) 0.0203(18) -0.0055(14) -0.0017(15) -0.0087(15) C33 0.041(2) 0.0213(18) 0.023(2) -0.0022(15) -0.0019(17) -0.0125(17) C34 0.036(2) 0.0239(18) 0.0203(19) -0.0058(15) 0.0075(16) -0.0158(16) C35 0.045(3) 0.034(2) 0.031(2) -0.0050(18) 0.0112(19) -0.025(2) B1 0.022(2) 0.030(2) 0.027(2) -0.0092(18) 0.0043(17) -0.0168(18) N11 0.0244(16) 0.0189(15) 0.0220(16) -0.0044(12) 0.0016(13) -0.0100(13) N12 0.0242(16) 0.0230(15) 0.0227(16) -0.0037(13) -0.0010(13) -0.0110(13) N21 0.0206(15) 0.0242(15) 0.0199(15) -0.0072(12) 0.0043(12) -0.0127(12) N22 0.0195(15) 0.0280(16) 0.0249(16) -0.0094(13) 0.0031(12) -0.0133(13) N31 0.0231(16) 0.0230(15) 0.0197(16) -0.0049(12) 0.0028(13) -0.0128(13) N32 0.0253(16) 0.0236(15) 0.0201(16) -0.0039(12) 0.0037(13) -0.0149(13) O5 0.0369(18) 0.0400(17) 0.054(2) -0.0209(15) -0.0184(15) -0.0069(14) O6 0.0362(16) 0.0432(17) 0.0327(16) -0.0203(14) 0.0070(13) -0.0156(14) O7 0.109(3) 0.0487(19) 0.0273(18) -0.0035(15) 0.0070(18) -0.057(2) O8 0.088(3) 0.0371(17) 0.0328(17) -0.0059(14) 0.0008(16) -0.0470(18) O9 0.0440(17) 0.0300(14) 0.0240(15) -0.0009(12) 0.0060(13) -0.0092(13) O10 0.0290(15) 0.0324(14) 0.0343(16) -0.0035(12) 0.0150(12) -0.0142(12) O16 0.0296(15) 0.0286(14) 0.0322(15) -0.0076(12) -0.0094(12) -0.0083(12) O17 0.0250(13) 0.0190(12) 0.0288(14) -0.0047(11) -0.0039(11) -0.0041(10) S1 0.0187(4) 0.0218(4) 0.0257(5) -0.0038(4) 0.0022(4) -0.0062(3) S2 0.0282(5) 0.0250(4) 0.0185(4) -0.0028(4) 0.0006(4) -0.0164(4) S3 0.0226(4) 0.0211(4) 0.0185(4) -0.0033(3) 0.0024(3) -0.0114(4) W 0.01588(10) 0.01845(10) 0.01590(10) -0.00292(6) 0.00156(6) -0.00891(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C4 1.467(5) . ? C1 C9 1.501(5) . ? C1 S1 1.772(4) . ? C1 W 2.133(3) . ? C2 C3 1.359(5) . ? C2 C5 1.504(5) . ? C2 S2 1.726(4) . ? C3 C7 1.471(5) . ? C3 S3 1.766(4) . ? C4 N11 1.450(4) . ? C4 C16 1.506(5) . ? C4 W 2.236(3) . ? C5 O5 1.193(5) . ? C5 O6 1.333(5) . ? C6 O6 1.464(5) . ? C7 O7 1.185(5) . ? C7 O8 1.349(5) . ? C8 O8 1.448(5) . ? C9 O9 1.205(5) . ? C9 O10 1.344(5) . ? C10 O10 1.447(5) . ? C11 C12 1.491(5) . ? C12 N11 1.349(5) . ? C12 C13 1.378(5) . ? C13 C14 1.387(6) . ? C14 N12 1.357(5) . ? C14 C15 1.500(6) . ? C16 O16 1.213(4) . ? C16 O17 1.339(4) . ? C17 O17 1.460(4) . ? C21 C22 1.493(5) . ? C22 N21 1.357(4) . ? C22 C23 1.395(5) . ? C23 C24 1.367(5) . ? C24 N22 1.354(5) . ? C24 C25 1.498(5) . ? C31 C32 1.501(5) . ? C32 N31 1.344(5) . ? C32 C33 1.402(5) . ? C33 C34 1.373(6) . ? C34 N32 1.363(4) . ? C34 C35 1.498(5) . ? B1 N32 1.526(5) . ? B1 N22 1.541(5) . ? B1 N12 1.580(5) . ? N11 N12 1.381(4) . ? N21 N22 1.385(4) . ? N21 W 2.189(3) . ? N31 N32 1.384(4) . ? N31 W 2.234(3) . ? S1 W 2.3705(9) . ? S2 W 2.4301(9) . ? S3 W 2.3472(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 C4 C1 C9 124.2(3) . . ? C4 C1 S1 112.9(2) . . ? C9 C1 S1 120.5(3) . . ? C4 C1 W 74.24(19) . . ? C9 C1 W 133.7(2) . . ? S1 C1 W 74.13(13) . . ? C3 C2 C5 125.1(3) . . ? C3 C2 S2 121.8(3) . . ? C5 C2 S2 113.1(3) . . ? C2 C3 C7 125.7(3) . . ? C2 C3 S3 119.5(3) . . ? C7 C3 S3 114.8(3) . . ? N11 C4 C1 118.3(3) . . ? N11 C4 C16 108.5(3) . . ? C1 C4 C16 121.3(3) . . ? N11 C4 W 119.7(2) . . ? C1 C4 W 66.62(19) . . ? C16 C4 W 117.5(2) . . ? O5 C5 O6 124.9(4) . . ? O5 C5 C2 124.5(4) . . ? O6 C5 C2 110.5(3) . . ? O7 C7 O8 122.1(3) . . ? O7 C7 C3 126.3(4) . . ? O8 C7 C3 111.6(3) . . ? O9 C9 O10 124.8(3) . . ? O9 C9 C1 124.3(4) . . ? O10 C9 C1 110.9(3) . . ? N11 C12 C13 107.2(3) . . ? N11 C12 C11 122.4(3) . . ? C13 C12 C11 130.5(3) . . ? C12 C13 C14 107.3(3) . . ? N12 C14 C13 109.1(3) . . ? N12 C14 C15 123.6(4) . . ? C13 C14 C15 127.4(4) . . ? O16 C16 O17 123.7(3) . . ? O16 C16 C4 123.3(3) . . ? O17 C16 C4 112.9(3) . . ? N21 C22 C23 108.8(3) . . ? N21 C22 C21 124.9(3) . . ? C23 C22 C21 126.3(3) . . ? C24 C23 C22 107.1(3) . . ? N22 C24 C23 108.1(3) . . ? N22 C24 C25 122.0(3) . . ? C23 C24 C25 129.9(4) . . ? N31 C32 C33 109.2(3) . . ? N31 C32 C31 123.9(3) . . ? C33 C32 C31 126.7(3) . . ? C34 C33 C32 106.8(3) . . ? N32 C34 C33 107.7(3) . . ? N32 C34 C35 123.1(4) . . ? C33 C34 C35 129.2(4) . . ? N32 B1 N22 109.4(3) . . ? N32 B1 N12 110.2(3) . . ? N22 B1 N12 113.9(3) . . ? C12 N11 N12 110.2(3) . . ? C12 N11 C4 126.7(3) . . ? N12 N11 C4 121.0(3) . . ? C14 N12 N11 106.1(3) . . ? C14 N12 B1 127.0(3) . . ? N11 N12 B1 126.6(3) . . ? C22 N21 N22 106.6(3) . . ? C22 N21 W 130.8(2) . . ? N22 N21 W 118.9(2) . . ? C24 N22 N21 109.4(3) . . ? C24 N22 B1 126.1(3) . . ? N21 N22 B1 123.0(3) . . ? C32 N31 N32 106.9(3) . . ? C32 N31 W 130.5(2) . . ? N32 N31 W 121.7(2) . . ? C34 N32 N31 109.4(3) . . ? C34 N32 B1 128.6(3) . . ? N31 N32 B1 120.0(3) . . ? C5 O6 C6 113.9(3) . . ? C7 O8 C8 117.6(3) . . ? C9 O10 C10 115.9(3) . . ? C16 O17 C17 114.2(3) . . ? C1 S1 W 59.92(11) . . ? C2 S2 W 107.23(13) . . ? C3 S3 W 109.25(12) . . ? C1 W N21 117.61(12) . . ? C1 W N31 113.04(12) . . ? N21 W N31 81.69(11) . . ? C1 W C4 39.15(13) . . ? N21 W C4 81.15(12) . . ? N31 W C4 95.57(11) . . ? C1 W S3 81.64(9) . . ? N21 W S3 102.32(8) . . ? N31 W S3 161.24(8) . . ? C4 W S3 103.14(9) . . ? C1 W S1 45.96(9) . . ? N21 W S1 146.54(8) . . ? N31 W S1 81.66(8) . . ? C4 W S1 71.84(9) . . ? S3 W S1 102.76(3) . . ? C1 W S2 152.07(10) . . ? N21 W S2 88.04(8) . . ? N31 W S2 79.66(8) . . ? C4 W S2 168.74(9) . . ? S3 W S2 82.15(3) . . ? S1 W S2 117.06(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 2.582 _refine_diff_density_min -0.608 _refine_diff_density_rms 0.118