# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jianzhang Zhao' _publ_contact_author_email zhaojzh@dlut.edu.cn loop_ _publ_author_name 'Huimin Guo' 'Jianzhang Zhao' data_1 _database_code_depnum_ccdc_archive 'CCDC 787588' #TrackingRef '2100_web_deposit_cif_file_0_HuiminGuo_1281540419.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H19 B F2 N2 O' _chemical_formula_weight 340.17 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' 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.834(10) _cell_length_b 12.591(12) _cell_length_c 13.097(12) _cell_angle_alpha 90.00 _cell_angle_beta 105.513(12) _cell_angle_gamma 90.00 _cell_volume 1721(3) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 -15 _diffrn_standards_decay_% ? _diffrn_reflns_number 7504 _diffrn_reflns_av_R_equivalents 0.0778 _diffrn_reflns_av_sigmaI/netI 0.1095 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2898 _reflns_number_gt 1246 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _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^)+(0.0954P)^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 'riding mode' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2898 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1724 _refine_ls_R_factor_gt 0.0683 _refine_ls_wR_factor_ref 0.2024 _refine_ls_wR_factor_gt 0.1580 _refine_ls_goodness_of_fit_ref 0.916 _refine_ls_restrained_S_all 0.916 _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 N1 N 0.5985(3) 0.6703(3) -0.0384(3) 0.0499(10) Uani 1 1 d . . . N2 N 0.4161(3) 0.5732(2) -0.1547(3) 0.0479(9) Uani 1 1 d . . . F1 F 0.3905(2) 0.75135(18) -0.0962(2) 0.0753(9) Uani 1 1 d . . . F2 F 0.4179(2) 0.6188(2) 0.0240(2) 0.0718(8) Uani 1 1 d . . . O O 0.7612(3) 0.3609(3) -0.1416(3) 0.0842(11) Uani 1 1 d . . . H0A H 0.7110 0.3887 -0.1126 0.126 Uiso 1 1 calc R . . C1 C 0.6198(5) 0.7864(4) 0.1198(4) 0.0851(17) Uani 1 1 d . . . H16A H 0.5290 0.7752 0.1038 0.128 Uiso 1 1 calc R . . H16B H 0.6371 0.8609 0.1169 0.128 Uiso 1 1 calc R . . H16C H 0.6598 0.7599 0.1896 0.128 Uiso 1 1 calc R . . C2 C 0.6719(5) 0.7289(3) 0.0410(4) 0.0597(13) Uani 1 1 d . . . C3 C 0.7977(4) 0.7237(4) 0.0348(4) 0.0651(14) Uani 1 1 d . . . H2A H 0.8668 0.7574 0.0809 0.078 Uiso 1 1 calc R . . C4 C 0.8048(4) 0.6619(3) -0.0489(4) 0.0555(12) Uani 1 1 d . . . C5 C 0.9253(4) 0.6358(4) -0.0789(4) 0.0728(15) Uani 1 1 d . . . H19A H 0.9965 0.6710 -0.0313 0.109 Uiso 1 1 calc R . . H19B H 0.9178 0.6591 -0.1501 0.109 Uiso 1 1 calc R . . H19C H 0.9390 0.5604 -0.0745 0.109 Uiso 1 1 calc R . . C6 C 0.6779(4) 0.6280(3) -0.0963(4) 0.0442(11) Uani 1 1 d . . . C7 C 0.6278(4) 0.5634(3) -0.1833(4) 0.0453(11) Uani 1 1 d . . . C8 C 0.4981(4) 0.5353(3) -0.2129(3) 0.0463(11) Uani 1 1 d . . . C9 C 0.4257(4) 0.4634(3) -0.2905(4) 0.0576(13) Uani 1 1 d . . . C10 C 0.4685(5) 0.4018(4) -0.3724(4) 0.0850(17) Uani 1 1 d . . . H18A H 0.3983 0.3604 -0.4135 0.128 Uiso 1 1 calc R . . H18B H 0.5375 0.3555 -0.3382 0.128 Uiso 1 1 calc R . . H18C H 0.4972 0.4500 -0.4180 0.128 Uiso 1 1 calc R . . C11 C 0.3051(4) 0.4602(3) -0.2754(4) 0.0616(13) Uani 1 1 d . . . H8A H 0.2373 0.4193 -0.3143 0.074 Uiso 1 1 calc R . . C12 C 0.3004(4) 0.5279(3) -0.1929(4) 0.0534(12) Uani 1 1 d . . . C13 C 0.1889(4) 0.5494(4) -0.1490(4) 0.0717(15) Uani 1 1 d . . . H17A H 0.2135 0.5996 -0.0920 0.108 Uiso 1 1 calc R . . H17B H 0.1620 0.4845 -0.1231 0.108 Uiso 1 1 calc R . . H17C H 0.1195 0.5781 -0.2038 0.108 Uiso 1 1 calc R . . C14 C 0.7145(4) 0.5209(3) -0.2467(4) 0.0497(12) Uani 1 1 d . . . C15 C 0.7769(4) 0.4255(4) -0.2217(4) 0.0535(12) Uani 1 1 d . . . C16 C 0.8594(4) 0.3891(4) -0.2776(4) 0.0665(14) Uani 1 1 d . . . H12A H 0.9005 0.3241 -0.2604 0.080 Uiso 1 1 calc R . . C17 C 0.8805(4) 0.4487(4) -0.3584(4) 0.0739(16) Uani 1 1 d . . . H13A H 0.9376 0.4247 -0.3952 0.089 Uiso 1 1 calc R . . C18 C 0.8178(4) 0.5442(4) -0.3860(4) 0.0758(16) Uani 1 1 d . . . H14A H 0.8307 0.5838 -0.4422 0.091 Uiso 1 1 calc R . . C19 C 0.7355(4) 0.5800(4) -0.3291(4) 0.0665(14) Uani 1 1 d . . . H15A H 0.6939 0.6447 -0.3466 0.080 Uiso 1 1 calc R . . B B 0.4531(5) 0.6556(4) -0.0653(5) 0.0529(14) 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 N1 0.049(2) 0.047(2) 0.056(3) -0.002(2) 0.018(2) 0.0031(17) N2 0.040(2) 0.049(2) 0.055(3) 0.0072(19) 0.0143(18) 0.0053(16) F1 0.0642(16) 0.0589(16) 0.100(2) 0.0020(16) 0.0175(16) 0.0230(12) F2 0.0680(17) 0.096(2) 0.0588(19) 0.0006(16) 0.0305(15) -0.0021(14) O 0.091(2) 0.075(2) 0.101(3) 0.010(2) 0.051(2) 0.0208(18) C1 0.098(4) 0.082(4) 0.077(4) -0.027(3) 0.025(3) 0.001(3) C2 0.066(3) 0.051(3) 0.063(4) -0.005(3) 0.019(3) 0.002(2) C3 0.057(3) 0.061(3) 0.070(4) -0.009(3) 0.004(3) -0.003(2) C4 0.051(3) 0.047(2) 0.068(4) -0.002(3) 0.014(2) 0.003(2) C5 0.047(3) 0.074(3) 0.098(4) 0.004(3) 0.019(3) -0.003(2) C6 0.039(2) 0.038(2) 0.055(3) 0.003(2) 0.013(2) 0.0013(19) C7 0.042(3) 0.042(2) 0.053(3) 0.010(2) 0.014(2) 0.0058(19) C8 0.048(3) 0.045(2) 0.047(3) 0.006(2) 0.016(2) 0.004(2) C9 0.056(3) 0.055(3) 0.060(3) -0.003(3) 0.013(3) 0.002(2) C10 0.084(4) 0.096(4) 0.070(4) -0.032(3) 0.012(3) -0.004(3) C11 0.051(3) 0.059(3) 0.069(4) -0.002(3) 0.006(3) -0.003(2) C12 0.041(3) 0.048(3) 0.066(4) 0.009(3) 0.008(2) 0.003(2) C13 0.045(3) 0.097(4) 0.077(4) 0.011(3) 0.023(3) 0.000(2) C14 0.044(2) 0.051(3) 0.057(3) -0.006(3) 0.016(2) 0.003(2) C15 0.052(3) 0.055(3) 0.058(4) -0.001(3) 0.022(3) 0.000(2) C16 0.059(3) 0.067(3) 0.083(4) -0.016(3) 0.036(3) 0.003(2) C17 0.057(3) 0.094(4) 0.078(4) -0.031(4) 0.033(3) -0.002(3) C18 0.071(3) 0.104(4) 0.065(4) -0.004(3) 0.039(3) -0.006(3) C19 0.069(3) 0.079(3) 0.058(4) 0.007(3) 0.028(3) -0.002(3) B 0.048(3) 0.058(3) 0.059(4) 0.009(3) 0.023(3) 0.010(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 N1 C2 1.346(5) . ? N1 C6 1.396(5) . ? N1 B 1.531(6) . ? N2 C12 1.346(5) . ? N2 C8 1.400(5) . ? N2 B 1.535(6) . ? F1 B 1.389(5) . ? F2 B 1.403(5) . ? O C15 1.374(5) . ? O H0A 0.8200 . ? C1 C2 1.490(6) . ? C1 H16A 0.9600 . ? C1 H16B 0.9600 . ? C1 H16C 0.9600 . ? C2 C3 1.388(6) . ? C3 C4 1.363(6) . ? C3 H2A 0.9300 . ? C4 C6 1.415(5) . ? C4 C5 1.497(5) . ? C5 H19A 0.9600 . ? C5 H19B 0.9600 . ? C5 H19C 0.9600 . ? C6 C7 1.388(5) . ? C7 C8 1.399(5) . ? C7 C14 1.508(5) . ? C8 C9 1.429(6) . ? C9 C11 1.373(6) . ? C9 C10 1.494(6) . ? C10 H18A 0.9600 . ? C10 H18B 0.9600 . ? C10 H18C 0.9600 . ? C11 C12 1.387(6) . ? C11 H8A 0.9300 . ? C12 C13 1.494(5) . ? C13 H17A 0.9600 . ? C13 H17B 0.9600 . ? C13 H17C 0.9600 . ? C14 C15 1.374(6) . ? C14 C19 1.379(6) . ? C15 C16 1.376(5) . ? C16 C17 1.366(6) . ? C16 H12A 0.9300 . ? C17 C18 1.381(6) . ? C17 H13A 0.9300 . ? C18 C19 1.381(6) . ? C18 H14A 0.9300 . ? C19 H15A 0.9300 . ? 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 N1 C6 107.8(3) . . ? C2 N1 B 127.1(4) . . ? C6 N1 B 125.0(4) . . ? C12 N2 C8 108.4(4) . . ? C12 N2 B 126.7(4) . . ? C8 N2 B 124.8(3) . . ? C15 O H0A 109.5 . . ? C2 C1 H16A 109.5 . . ? C2 C1 H16B 109.5 . . ? H16A C1 H16B 109.5 . . ? C2 C1 H16C 109.5 . . ? H16A C1 H16C 109.5 . . ? H16B C1 H16C 109.5 . . ? N1 C2 C3 108.4(4) . . ? N1 C2 C1 123.1(4) . . ? C3 C2 C1 128.5(5) . . ? C4 C3 C2 110.0(4) . . ? C4 C3 H2A 125.0 . . ? C2 C3 H2A 125.0 . . ? C3 C4 C6 105.5(4) . . ? C3 C4 C5 125.3(4) . . ? C6 C4 C5 129.2(4) . . ? C4 C5 H19A 109.5 . . ? C4 C5 H19B 109.5 . . ? H19A C5 H19B 109.5 . . ? C4 C5 H19C 109.5 . . ? H19A C5 H19C 109.5 . . ? H19B C5 H19C 109.5 . . ? C7 C6 N1 120.5(4) . . ? C7 C6 C4 131.2(4) . . ? N1 C6 C4 108.3(4) . . ? C6 C7 C8 121.3(4) . . ? C6 C7 C14 119.7(3) . . ? C8 C7 C14 119.1(4) . . ? C7 C8 N2 120.0(4) . . ? C7 C8 C9 132.6(4) . . ? N2 C8 C9 107.2(3) . . ? C11 C9 C8 106.1(4) . . ? C11 C9 C10 125.4(4) . . ? C8 C9 C10 128.5(4) . . ? C9 C10 H18A 109.5 . . ? C9 C10 H18B 109.5 . . ? H18A C10 H18B 109.5 . . ? C9 C10 H18C 109.5 . . ? H18A C10 H18C 109.5 . . ? H18B C10 H18C 109.5 . . ? C9 C11 C12 109.2(4) . . ? C9 C11 H8A 125.4 . . ? C12 C11 H8A 125.4 . . ? N2 C12 C11 109.0(4) . . ? N2 C12 C13 123.3(4) . . ? C11 C12 C13 127.8(4) . . ? C12 C13 H17A 109.5 . . ? C12 C13 H17B 109.5 . . ? H17A C13 H17B 109.5 . . ? C12 C13 H17C 109.5 . . ? H17A C13 H17C 109.5 . . ? H17B C13 H17C 109.5 . . ? C15 C14 C19 118.9(4) . . ? C15 C14 C7 121.2(4) . . ? C19 C14 C7 119.8(4) . . ? C14 C15 O 123.1(4) . . ? C14 C15 C16 120.9(4) . . ? O C15 C16 116.1(4) . . ? C17 C16 C15 119.7(4) . . ? C17 C16 H12A 120.1 . . ? C15 C16 H12A 120.1 . . ? C16 C17 C18 120.6(4) . . ? C16 C17 H13A 119.7 . . ? C18 C17 H13A 119.7 . . ? C17 C18 C19 119.1(5) . . ? C17 C18 H14A 120.5 . . ? C19 C18 H14A 120.5 . . ? C14 C19 C18 120.8(5) . . ? C14 C19 H15A 119.6 . . ? C18 C19 H15A 119.6 . . ? F1 B F2 108.0(4) . . ? F1 B N1 110.8(4) . . ? F2 B N1 109.9(4) . . ? F1 B N2 110.9(4) . . ? F2 B N2 109.8(4) . . ? N1 B N2 107.5(3) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.453 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.056 data_1 _database_code_depnum_ccdc_archive 'CCDC 787589' #TrackingRef '2101_web_deposit_cif_file_0_HuiminGuo_1281540532.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H21 B F2 N4 O7 S' _chemical_formula_weight 570.33 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.6953(6) _cell_length_b 17.6555(7) _cell_length_c 17.3203(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.247(2) _cell_angle_gamma 90.00 _cell_volume 5075.1(3) _cell_formula_units_Z 8 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2352 _exptl_absorpt_coefficient_mu 0.197 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 26829 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8915 _reflns_number_gt 5984 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _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^)+(0.1000P)^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 'riding mode' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8915 _refine_ls_number_parameters 721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0904 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1737 _refine_ls_wR_factor_gt 0.1588 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 S2 S 0.15676(4) 0.09939(4) 0.95118(5) 0.0361(2) Uani 1 1 d . . . S1 S 0.00043(5) 0.09851(5) 1.33760(5) 0.0479(3) Uani 1 1 d . . . F2 F 0.09753(9) 0.68083(10) 1.40545(11) 0.0508(5) Uani 1 1 d . . . F4 F 0.24147(10) 0.68480(11) 0.96348(11) 0.0566(5) Uani 1 1 d . . . N8 N 0.14051(13) 0.59416(14) 0.99158(13) 0.0333(6) Uani 1 1 d . . . O10 O 0.19997(11) 0.12005(13) 1.02313(12) 0.0451(6) Uani 1 1 d . . . O9 O 0.17137(12) 0.02993(12) 0.91400(13) 0.0463(6) Uani 1 1 d . . . F1 F 0.03077(10) 0.68433(11) 1.28459(11) 0.0556(5) Uani 1 1 d . . . O8 O 0.16804(11) 0.16065(11) 0.88669(12) 0.0383(5) Uani 1 1 d . . . C42 C 0.16265(15) 0.23970(17) 0.90178(17) 0.0336(7) Uani 1 1 d . . . N7 N 0.19002(13) 0.59920(14) 0.86242(14) 0.0359(6) Uani 1 1 d . . . F3 F 0.11311(10) 0.70235(10) 0.90829(11) 0.0518(5) Uani 1 1 d . . . N4 N 0.00008(12) 0.58286(14) 1.36955(14) 0.0360(6) Uani 1 1 d . . . O1 O 0.06761(12) 0.14873(12) 1.30742(12) 0.0450(6) Uani 1 1 d . . . C33 C 0.13228(15) 0.51589(17) 0.98363(17) 0.0331(7) Uani 1 1 d . . . C39 C 0.15602(15) 0.39484(17) 0.91440(17) 0.0321(7) Uani 1 1 d . . . C32 C 0.15679(15) 0.47922(17) 0.91896(17) 0.0318(7) Uani 1 1 d . . . N3 N 0.13099(12) 0.58704(15) 1.31351(14) 0.0373(6) Uani 1 1 d . . . C40 C 0.21541(15) 0.35324(18) 0.95804(18) 0.0378(8) Uani 1 1 d . . . H40A H 0.2531 0.3784 0.9923 0.045 Uiso 1 1 calc R . . C14 C 0.06251(15) 0.38397(18) 1.32465(17) 0.0338(7) Uani 1 1 d . . . C31 C 0.18591(16) 0.52036(18) 0.85889(18) 0.0350(7) Uani 1 1 d . . . C45 C 0.05205(16) 0.10334(17) 0.96056(18) 0.0358(7) Uani 1 1 d . . . C43 C 0.10098(15) 0.27818(18) 0.85841(17) 0.0378(8) Uani 1 1 d . . . H43A H 0.0624 0.2522 0.8259 0.045 Uiso 1 1 calc R . . O3 O 0.02557(17) 0.02304(13) 1.32622(14) 0.0671(7) Uani 1 1 d . . . C6 C 0.00261(15) 0.50381(18) 1.36497(17) 0.0350(7) Uani 1 1 d . . . C44 C 0.09828(16) 0.35632(18) 0.86474(17) 0.0367(7) Uani 1 1 d . . . H44A H 0.0577 0.3833 0.8357 0.044 Uiso 1 1 calc R . . C41 C 0.21966(15) 0.27581(18) 0.95173(18) 0.0378(8) Uani 1 1 d . . . H41A H 0.2602 0.2486 0.9806 0.045 Uiso 1 1 calc R . . N1 N 0.13854(15) 0.04882(17) 1.47090(18) 0.0462(7) Uani 1 1 d . . . C27 C 0.22191(17) 0.6245(2) 0.79861(19) 0.0443(8) Uani 1 1 d . . . C7 C 0.06397(16) 0.46749(18) 1.33148(17) 0.0363(7) Uani 1 1 d . . . C12 C 0.19946(16) 0.61224(19) 1.28678(19) 0.0424(8) Uani 1 1 d . . . C2 C -0.06532(16) 0.60304(18) 1.40374(18) 0.0386(8) Uani 1 1 d . . . C37 C 0.11563(16) 0.61442(19) 1.06061(18) 0.0389(8) Uani 1 1 d . . . C17 C 0.06285(16) 0.22873(18) 1.31409(18) 0.0373(7) Uani 1 1 d . . . C15 C 0.01350(16) 0.34774(18) 1.26639(17) 0.0377(7) Uani 1 1 d . . . H15A H -0.0197 0.3763 1.2309 0.045 Uiso 1 1 calc R . . C18 C 0.11168(15) 0.26266(19) 1.37347(18) 0.0389(8) Uani 1 1 d . . . H18A H 0.1443 0.2338 1.4092 0.047 Uiso 1 1 calc R . . C22 C 0.06417(17) 0.09825(18) 1.5734(2) 0.0420(8) Uani 1 1 d . . . H22A H 0.1055 0.0809 1.6094 0.050 Uiso 1 1 calc R . . C8 C 0.12747(15) 0.50809(18) 1.30424(17) 0.0357(7) Uani 1 1 d . . . C46 C 0.02064(16) 0.13399(18) 1.02449(18) 0.0389(7) Uani 1 1 d . . . C20 C 0.00648(16) 0.11689(17) 1.43932(18) 0.0358(7) Uani 1 1 d . . . O14 O -0.23909(14) 0.05174(17) 0.93766(17) 0.0736(8) Uani 1 1 d . . . N2 N -0.0090(2) 0.13986(17) 1.68048(18) 0.0568(8) Uani 1 1 d . . . C19 C 0.11082(16) 0.34054(19) 1.37845(18) 0.0397(8) Uani 1 1 d . . . H19A H 0.1430 0.3645 1.4184 0.048 Uiso 1 1 calc R . . C34 C 0.09853(15) 0.48789(18) 1.04992(17) 0.0360(7) Uani 1 1 d . . . C23 C -0.00246(18) 0.13339(18) 1.59660(19) 0.0417(8) Uani 1 1 d . . . N5 N -0.19797(16) 0.09542(19) 0.9805(2) 0.0595(9) Uani 1 1 d . . . B1 B 0.06534(18) 0.6369(2) 1.3441(2) 0.0385(9) Uani 1 1 d . . . O12 O 0.09361(14) 0.23350(16) 1.08069(17) 0.0753(8) Uani 1 1 d . . . C47 C -0.06167(18) 0.13208(18) 1.0312(2) 0.0460(9) Uani 1 1 d . . . H47A H -0.0828 0.1532 1.0738 0.055 Uiso 1 1 calc R . . C5 C -0.08938(18) 0.39474(18) 1.4142(2) 0.0485(9) Uani 1 1 d . . . H5A H -0.1375 0.3941 1.4399 0.073 Uiso 1 1 calc R . . H5B H -0.0468 0.3694 1.4460 0.073 Uiso 1 1 calc R . . H5C H -0.0992 0.3692 1.3652 0.073 Uiso 1 1 calc R . . C4 C -0.06523(16) 0.47529(18) 1.40107(18) 0.0378(8) Uani 1 1 d . . . C16 C 0.01340(17) 0.2702(2) 1.26033(18) 0.0418(8) Uani 1 1 d . . . H16A H -0.0192 0.2460 1.2209 0.050 Uiso 1 1 calc R . . C28 C 0.23973(18) 0.5629(2) 0.7537(2) 0.0475(9) Uani 1 1 d . . . H28A H 0.2625 0.5655 0.7071 0.057 Uiso 1 1 calc R . . C25 C -0.05815(17) 0.15348(18) 1.4669(2) 0.0460(9) Uani 1 1 d . . . H25A H -0.0987 0.1735 1.4317 0.055 Uiso 1 1 calc R . . O4 O 0.17325(14) 0.07501(15) 1.41882(15) 0.0658(7) Uani 1 1 d . . . C21 C 0.06766(16) 0.08944(16) 1.49342(19) 0.0362(7) Uani 1 1 d . . . C29 C 0.21814(16) 0.49694(19) 0.78921(18) 0.0382(8) Uani 1 1 d . . . C1 C -0.08782(17) 0.68360(18) 1.4148(2) 0.0519(9) Uani 1 1 d . . . H1A H -0.0486 0.7161 1.3951 0.078 Uiso 1 1 calc R . . H1B H -0.0894 0.6935 1.4691 0.078 Uiso 1 1 calc R . . H1C H -0.1399 0.6932 1.3873 0.078 Uiso 1 1 calc R . . O5 O 0.15835(14) -0.00785(15) 1.50818(18) 0.0714(8) Uani 1 1 d . . . C50 C -0.00062(17) 0.06958(19) 0.9021(2) 0.0474(9) Uani 1 1 d . . . H50A H 0.0195 0.0491 0.8586 0.057 Uiso 1 1 calc R . . O6 O -0.07544(16) 0.14734(15) 1.70144(16) 0.0742(8) Uani 1 1 d . . . O2 O -0.07630(13) 0.12429(15) 1.30531(14) 0.0659(7) Uani 1 1 d . . . C35 C 0.07366(18) 0.40833(19) 1.0667(2) 0.0482(9) Uani 1 1 d . . . H35A H 0.0526 0.4069 1.1161 0.072 Uiso 1 1 calc R . . H35B H 0.1195 0.3754 1.0679 0.072 Uiso 1 1 calc R . . H35C H 0.0329 0.3919 1.0269 0.072 Uiso 1 1 calc R . . C24 C -0.06332(17) 0.16062(18) 1.5452(2) 0.0455(8) Uani 1 1 d . . . H24A H -0.1079 0.1838 1.5629 0.055 Uiso 1 1 calc R . . O13 O -0.22211(14) 0.13475(16) 1.0302(2) 0.0909(11) Uani 1 1 d . . . C26 C 0.2353(2) 0.7065(2) 0.7831(2) 0.0611(10) Uani 1 1 d . . . H26A H 0.2174 0.7363 0.8243 0.092 Uiso 1 1 calc R . . H26B H 0.2055 0.7205 0.7347 0.092 Uiso 1 1 calc R . . H26C H 0.2917 0.7153 0.7804 0.092 Uiso 1 1 calc R . . C36 C 0.08981(17) 0.54920(19) 1.09681(19) 0.0424(8) Uani 1 1 d . . . H36A H 0.0700 0.5477 1.1449 0.051 Uiso 1 1 calc R . . C38 C 0.1163(2) 0.6935(2) 1.0883(2) 0.0605(10) Uani 1 1 d . . . H38A H 0.1379 0.7258 1.0511 0.091 Uiso 1 1 calc R . . H38B H 0.1493 0.6971 1.1372 0.091 Uiso 1 1 calc R . . H38C H 0.0624 0.7090 1.0948 0.091 Uiso 1 1 calc R . . C3 C -0.10493(17) 0.53769(19) 1.42376(19) 0.0452(8) Uani 1 1 d . . . H3B H -0.1514 0.5367 1.4488 0.054 Uiso 1 1 calc R . . C11 C 0.24049(17) 0.5507(2) 1.25965(19) 0.0483(9) Uani 1 1 d . . . H11A H 0.2893 0.5533 1.2385 0.058 Uiso 1 1 calc R . . B2 B 0.1720(2) 0.6482(2) 0.9318(2) 0.0393(9) Uani 1 1 d . . . O7 O 0.05376(18) 0.13733(17) 1.72417(16) 0.0768(8) Uani 1 1 d . . . C13 C 0.22368(18) 0.6929(2) 1.2903(2) 0.0545(10) Uani 1 1 d . . . H13A H 0.1831 0.7222 1.3119 0.082 Uiso 1 1 calc R . . H13B H 0.2297 0.7108 1.2389 0.082 Uiso 1 1 calc R . . H13C H 0.2740 0.6981 1.3225 0.082 Uiso 1 1 calc R . . C30 C 0.22909(19) 0.4191(2) 0.7578(2) 0.0525(9) Uani 1 1 d . . . H30A H 0.2520 0.4226 0.7094 0.079 Uiso 1 1 calc R . . H30B H 0.1778 0.3941 0.7496 0.079 Uiso 1 1 calc R . . H30C H 0.2646 0.3906 0.7943 0.079 Uiso 1 1 calc R . . C48 C -0.11030(17) 0.09800(19) 0.9726(2) 0.0466(9) Uani 1 1 d . . . C9 C 0.19719(17) 0.4854(2) 1.26908(18) 0.0428(8) Uani 1 1 d . . . C49 C -0.08263(18) 0.0664(2) 0.9085(2) 0.0528(9) Uani 1 1 d . . . H49A H -0.1178 0.0434 0.8703 0.063 Uiso 1 1 calc R . . C10 C 0.22211(18) 0.4078(2) 1.2459(2) 0.0539(9) Uani 1 1 d . . . H10B H 0.2721 0.4110 1.2235 0.081 Uiso 1 1 calc R . . H10C H 0.1814 0.3870 1.2085 0.081 Uiso 1 1 calc R . . H10D H 0.2288 0.3757 1.2909 0.081 Uiso 1 1 calc R . . O11 O 0.08598(15) 0.12997(19) 1.14699(16) 0.0771(9) Uani 1 1 d . . . N6 N 0.07118(16) 0.1682(2) 1.0893(2) 0.0536(8) 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 S2 0.0376(4) 0.0311(5) 0.0424(5) 0.0018(4) 0.0168(3) 0.0030(3) S1 0.0602(5) 0.0376(6) 0.0444(6) -0.0010(4) -0.0004(4) -0.0082(4) F2 0.0505(10) 0.0474(13) 0.0557(13) -0.0098(10) 0.0107(9) -0.0088(8) F4 0.0616(11) 0.0553(14) 0.0524(13) -0.0002(10) 0.0043(9) -0.0278(9) N8 0.0392(12) 0.0351(17) 0.0261(14) 0.0010(12) 0.0058(10) 0.0004(10) O10 0.0432(11) 0.0511(15) 0.0418(14) 0.0052(11) 0.0084(10) 0.0051(10) O9 0.0543(12) 0.0331(14) 0.0558(15) -0.0031(11) 0.0255(11) 0.0051(10) F1 0.0471(10) 0.0521(13) 0.0674(14) 0.0278(11) 0.0061(9) 0.0031(8) O8 0.0486(11) 0.0307(13) 0.0392(13) 0.0009(10) 0.0213(9) -0.0023(9) C42 0.0344(14) 0.0286(19) 0.0407(18) -0.0023(15) 0.0175(13) -0.0036(12) N7 0.0392(12) 0.0333(17) 0.0365(15) 0.0047(12) 0.0106(11) -0.0014(10) F3 0.0686(11) 0.0386(12) 0.0496(12) 0.0069(9) 0.0136(9) 0.0120(9) N4 0.0366(12) 0.0324(17) 0.0395(16) 0.0020(12) 0.0061(11) -0.0005(10) O1 0.0630(13) 0.0338(15) 0.0406(13) -0.0029(11) 0.0163(10) 0.0000(10) C33 0.0338(14) 0.032(2) 0.0338(18) 0.0049(15) 0.0048(12) 0.0005(12) C39 0.0334(14) 0.0286(19) 0.0354(18) 0.0022(14) 0.0085(12) -0.0020(12) C32 0.0305(13) 0.033(2) 0.0320(18) 0.0034(14) 0.0043(12) 0.0006(12) N3 0.0354(12) 0.0410(18) 0.0364(15) 0.0063(13) 0.0078(10) -0.0032(11) C40 0.0336(14) 0.035(2) 0.044(2) 0.0035(15) 0.0012(13) -0.0054(13) C14 0.0326(14) 0.036(2) 0.0336(18) 0.0024(15) 0.0079(12) 0.0002(12) C31 0.0387(15) 0.031(2) 0.0361(19) 0.0000(15) 0.0064(13) -0.0014(13) C45 0.0389(15) 0.0288(19) 0.042(2) 0.0040(15) 0.0169(14) 0.0027(12) C43 0.0348(14) 0.042(2) 0.0369(19) -0.0055(16) 0.0056(13) -0.0020(13) O3 0.114(2) 0.0319(16) 0.0548(17) -0.0093(13) 0.0065(14) -0.0067(14) C6 0.0361(15) 0.033(2) 0.0360(18) 0.0048(15) 0.0057(13) -0.0018(13) C44 0.0361(14) 0.036(2) 0.0381(19) 0.0017(15) 0.0031(13) 0.0051(13) C41 0.0341(14) 0.032(2) 0.048(2) 0.0067(16) 0.0082(13) 0.0006(13) N1 0.0410(14) 0.0399(19) 0.058(2) 0.0000(16) 0.0050(13) 0.0073(12) C27 0.0478(17) 0.042(2) 0.045(2) 0.0112(17) 0.0168(15) -0.0043(15) C7 0.0399(15) 0.038(2) 0.0306(18) 0.0059(15) 0.0015(13) -0.0011(13) C12 0.0377(15) 0.049(2) 0.042(2) 0.0106(17) 0.0102(14) -0.0031(14) C2 0.0346(14) 0.036(2) 0.046(2) -0.0007(15) 0.0088(13) -0.0010(13) C37 0.0438(16) 0.043(2) 0.0296(18) 0.0003(16) 0.0038(13) 0.0056(14) C17 0.0462(16) 0.031(2) 0.0363(19) -0.0050(15) 0.0130(14) -0.0004(13) C15 0.0445(16) 0.039(2) 0.0299(18) 0.0027(15) 0.0054(13) 0.0041(14) C18 0.0373(15) 0.039(2) 0.0398(19) 0.0075(16) 0.0024(13) 0.0026(13) C22 0.0442(16) 0.035(2) 0.046(2) 0.0035(16) 0.0020(14) -0.0037(14) C8 0.0355(14) 0.039(2) 0.0327(18) 0.0032(15) 0.0066(12) -0.0002(13) C46 0.0439(16) 0.032(2) 0.043(2) 0.0020(16) 0.0151(14) 0.0005(13) C20 0.0396(15) 0.0259(19) 0.042(2) 0.0023(15) 0.0039(13) -0.0050(13) O14 0.0436(13) 0.090(2) 0.084(2) 0.0138(17) -0.0072(13) -0.0043(13) N2 0.079(2) 0.042(2) 0.052(2) -0.0088(16) 0.0196(18) -0.0155(16) C19 0.0396(15) 0.039(2) 0.039(2) -0.0016(16) 0.0002(13) -0.0073(13) C34 0.0369(15) 0.040(2) 0.0314(18) 0.0080(15) 0.0061(13) 0.0037(13) C23 0.0537(18) 0.030(2) 0.043(2) -0.0075(16) 0.0140(15) -0.0101(14) N5 0.0421(16) 0.050(2) 0.088(3) 0.0203(19) 0.0159(17) 0.0049(15) B1 0.0350(17) 0.039(2) 0.042(2) 0.0071(19) 0.0063(15) -0.0033(15) O12 0.0763(16) 0.0478(19) 0.103(2) -0.0242(17) 0.0178(15) -0.0116(14) C47 0.0576(19) 0.029(2) 0.058(2) 0.0079(17) 0.0319(17) 0.0056(15) C5 0.0469(17) 0.041(2) 0.059(2) 0.0063(18) 0.0159(16) -0.0047(15) C4 0.0351(15) 0.041(2) 0.0380(19) 0.0044(15) 0.0074(13) -0.0043(13) C16 0.0491(17) 0.046(2) 0.0298(18) -0.0026(16) 0.0040(13) -0.0038(15) C28 0.0546(18) 0.049(2) 0.042(2) 0.0034(18) 0.0220(16) -0.0010(16) C25 0.0420(16) 0.039(2) 0.057(2) 0.0047(18) 0.0063(15) 0.0021(14) O4 0.0624(15) 0.075(2) 0.0634(18) -0.0001(15) 0.0214(13) 0.0195(13) C21 0.0394(15) 0.0244(19) 0.045(2) -0.0018(15) 0.0080(13) -0.0007(12) C29 0.0382(15) 0.044(2) 0.0341(19) 0.0015(16) 0.0113(13) 0.0017(13) C1 0.0444(17) 0.045(2) 0.069(3) -0.0026(19) 0.0163(16) 0.0025(15) O5 0.0612(14) 0.0466(18) 0.106(2) 0.0154(16) 0.0061(14) 0.0186(12) C50 0.0430(17) 0.052(2) 0.048(2) 0.0036(18) 0.0085(15) -0.0025(15) O6 0.0896(19) 0.065(2) 0.076(2) -0.0099(16) 0.0462(15) -0.0040(14) O2 0.0604(14) 0.072(2) 0.0601(18) 0.0092(14) -0.0170(12) -0.0149(12) C35 0.0531(18) 0.048(2) 0.046(2) 0.0103(18) 0.0150(15) -0.0034(15) C24 0.0415(16) 0.034(2) 0.063(3) -0.0027(17) 0.0145(16) -0.0019(14) O13 0.0566(15) 0.0510(19) 0.174(3) -0.016(2) 0.0534(19) 0.0040(13) C26 0.078(2) 0.052(3) 0.057(3) 0.0114(19) 0.0276(19) -0.0120(18) C36 0.0467(17) 0.049(2) 0.0334(19) 0.0047(17) 0.0140(14) 0.0050(15) C38 0.091(3) 0.051(3) 0.041(2) -0.0090(19) 0.0174(19) 0.0053(19) C3 0.0340(15) 0.049(2) 0.055(2) 0.0007(18) 0.0160(14) -0.0010(14) C11 0.0403(16) 0.063(3) 0.045(2) 0.0044(18) 0.0165(15) -0.0047(16) B2 0.0472(19) 0.032(2) 0.039(2) 0.0001(18) 0.0067(16) -0.0042(16) O7 0.095(2) 0.085(2) 0.0501(18) -0.0170(16) 0.0070(15) -0.0188(16) C13 0.0466(18) 0.051(3) 0.067(3) 0.009(2) 0.0153(17) -0.0121(16) C30 0.064(2) 0.052(3) 0.046(2) -0.0044(18) 0.0230(17) 0.0045(17) C48 0.0372(16) 0.037(2) 0.067(3) 0.0095(18) 0.0091(16) 0.0029(14) C9 0.0439(16) 0.050(2) 0.0352(19) -0.0004(16) 0.0090(14) 0.0017(15) C49 0.0453(18) 0.061(3) 0.051(2) 0.0087(19) -0.0008(16) 0.0020(16) C10 0.0507(18) 0.055(3) 0.059(2) -0.0032(19) 0.0190(16) 0.0029(16) O11 0.0895(19) 0.107(3) 0.0361(16) 0.0033(17) 0.0122(14) -0.0209(16) N6 0.0561(17) 0.054(2) 0.056(2) -0.0144(18) 0.0270(15) -0.0016(15) _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 S2 O10 1.418(2) . ? S2 O9 1.419(2) . ? S2 O8 1.581(2) . ? S2 C45 1.775(3) . ? S1 O2 1.416(2) . ? S1 O3 1.417(2) . ? S1 O1 1.564(2) . ? S1 C20 1.783(3) . ? F2 B1 1.377(4) . ? F4 B2 1.387(4) . ? N8 C37 1.356(4) . ? N8 C33 1.394(4) . ? N8 B2 1.541(4) . ? F1 B1 1.403(4) . ? O8 C42 1.424(3) . ? C42 C41 1.372(4) . ? C42 C43 1.385(4) . ? N7 C27 1.354(4) . ? N7 C31 1.395(4) . ? N7 B2 1.536(4) . ? F3 B2 1.401(4) . ? N4 C2 1.346(3) . ? N4 C6 1.399(4) . ? N4 B1 1.548(4) . ? O1 C17 1.420(4) . ? C33 C32 1.393(4) . ? C33 C34 1.422(4) . ? C39 C40 1.390(4) . ? C39 C44 1.397(4) . ? C39 C32 1.492(4) . ? C32 C31 1.399(4) . ? N3 C12 1.354(3) . ? N3 C8 1.404(4) . ? N3 B1 1.543(4) . ? C40 C41 1.374(4) . ? C14 C15 1.385(4) . ? C14 C19 1.394(4) . ? C14 C7 1.479(4) . ? C31 C29 1.435(4) . ? C45 C46 1.386(4) . ? C45 C50 1.400(4) . ? C43 C44 1.385(4) . ? C6 C7 1.388(4) . ? C6 C4 1.443(4) . ? N1 O4 1.215(3) . ? N1 O5 1.217(3) . ? N1 C21 1.472(4) . ? C27 C28 1.388(4) . ? C27 C26 1.494(5) . ? C7 C8 1.403(4) . ? C12 C11 1.393(4) . ? C12 C13 1.480(4) . ? C2 C3 1.392(4) . ? C2 C1 1.489(4) . ? C37 C36 1.401(4) . ? C37 C38 1.476(4) . ? C17 C18 1.378(4) . ? C17 C16 1.385(4) . ? C15 C16 1.373(4) . ? C18 C19 1.378(4) . ? C22 C23 1.372(4) . ? C22 C21 1.401(4) . ? C8 C9 1.428(4) . ? C46 C47 1.392(4) . ? C46 N6 1.460(4) . ? C20 C25 1.386(4) . ? C20 C21 1.396(4) . ? O14 N5 1.227(4) . ? N2 O6 1.211(3) . ? N2 O7 1.225(4) . ? N2 C23 1.473(4) . ? C34 C36 1.370(4) . ? C34 C35 1.502(4) . ? C23 C24 1.364(4) . ? N5 O13 1.208(4) . ? N5 C48 1.486(4) . ? O12 N6 1.226(4) . ? C47 C48 1.368(5) . ? C5 C4 1.502(4) . ? C4 C3 1.365(4) . ? C28 C29 1.383(4) . ? C25 C24 1.374(4) . ? C29 C30 1.497(4) . ? C50 C49 1.387(4) . ? C11 C9 1.380(4) . ? C48 C49 1.366(5) . ? C9 C10 1.499(4) . ? O11 N6 1.209(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 O10 S2 O9 121.68(13) . . ? O10 S2 O8 110.90(12) . . ? O9 S2 O8 103.36(12) . . ? O10 S2 C45 108.75(14) . . ? O9 S2 C45 107.17(14) . . ? O8 S2 C45 103.42(12) . . ? O2 S1 O3 121.07(16) . . ? O2 S1 O1 109.68(14) . . ? O3 S1 O1 104.63(14) . . ? O2 S1 C20 106.46(15) . . ? O3 S1 C20 108.82(15) . . ? O1 S1 C20 105.16(13) . . ? C37 N8 C33 108.2(2) . . ? C37 N8 B2 126.1(3) . . ? C33 N8 B2 125.7(2) . . ? C42 O8 S2 121.73(17) . . ? C41 C42 C43 122.5(3) . . ? C41 C42 O8 121.2(3) . . ? C43 C42 O8 116.1(3) . . ? C27 N7 C31 108.4(3) . . ? C27 N7 B2 125.5(3) . . ? C31 N7 B2 125.7(3) . . ? C2 N4 C6 108.7(2) . . ? C2 N4 B1 126.3(3) . . ? C6 N4 B1 124.9(2) . . ? C17 O1 S1 119.22(17) . . ? C32 C33 N8 120.4(3) . . ? C32 C33 C34 131.7(3) . . ? N8 C33 C34 108.0(3) . . ? C40 C39 C44 118.8(3) . . ? C40 C39 C32 119.8(2) . . ? C44 C39 C32 121.4(2) . . ? C33 C32 C31 120.9(3) . . ? C33 C32 C39 120.3(3) . . ? C31 C32 C39 118.7(3) . . ? C12 N3 C8 108.3(2) . . ? C12 N3 B1 126.0(3) . . ? C8 N3 B1 125.6(2) . . ? C41 C40 C39 121.5(3) . . ? C15 C14 C19 119.1(3) . . ? C15 C14 C7 121.5(3) . . ? C19 C14 C7 119.4(3) . . ? N7 C31 C32 120.3(3) . . ? N7 C31 C29 107.7(3) . . ? C32 C31 C29 132.0(3) . . ? C46 C45 C50 118.8(3) . . ? C46 C45 S2 123.4(2) . . ? C50 C45 S2 117.7(2) . . ? C42 C43 C44 118.3(3) . . ? C7 C6 N4 120.9(3) . . ? C7 C6 C4 132.1(3) . . ? N4 C6 C4 107.1(2) . . ? C43 C44 C39 120.5(3) . . ? C42 C41 C40 118.3(3) . . ? O4 N1 O5 125.6(3) . . ? O4 N1 C21 118.2(3) . . ? O5 N1 C21 116.1(3) . . ? N7 C27 C28 109.1(3) . . ? N7 C27 C26 123.1(3) . . ? C28 C27 C26 127.8(3) . . ? C6 C7 C8 121.6(3) . . ? C6 C7 C14 119.2(2) . . ? C8 C7 C14 119.3(3) . . ? N3 C12 C11 108.9(3) . . ? N3 C12 C13 122.6(3) . . ? C11 C12 C13 128.5(3) . . ? N4 C2 C3 108.7(3) . . ? N4 C2 C1 122.5(3) . . ? C3 C2 C1 128.8(3) . . ? N8 C37 C36 108.5(3) . . ? N8 C37 C38 123.0(3) . . ? C36 C37 C38 128.6(3) . . ? C18 C17 C16 122.2(3) . . ? C18 C17 O1 117.3(3) . . ? C16 C17 O1 120.4(3) . . ? C16 C15 C14 120.8(3) . . ? C19 C18 C17 118.1(3) . . ? C23 C22 C21 117.5(3) . . ? C7 C8 N3 119.5(3) . . ? C7 C8 C9 132.9(3) . . ? N3 C8 C9 107.5(2) . . ? C45 C46 C47 121.3(3) . . ? C45 C46 N6 122.6(2) . . ? C47 C46 N6 116.1(3) . . ? C25 C20 C21 118.1(3) . . ? C25 C20 S1 117.5(2) . . ? C21 C20 S1 124.0(2) . . ? O6 N2 O7 124.7(3) . . ? O6 N2 C23 118.2(3) . . ? O7 N2 C23 117.1(3) . . ? C18 C19 C14 121.1(3) . . ? C36 C34 C33 106.3(3) . . ? C36 C34 C35 125.1(3) . . ? C33 C34 C35 128.6(3) . . ? C24 C23 C22 122.6(3) . . ? C24 C23 N2 119.1(3) . . ? C22 C23 N2 118.3(3) . . ? O13 N5 O14 125.7(3) . . ? O13 N5 C48 117.2(3) . . ? O14 N5 C48 117.1(3) . . ? F2 B1 F1 109.0(3) . . ? F2 B1 N3 110.7(2) . . ? F1 B1 N3 109.8(3) . . ? F2 B1 N4 110.8(3) . . ? F1 B1 N4 109.4(2) . . ? N3 B1 N4 107.2(3) . . ? C48 C47 C46 117.4(3) . . ? C3 C4 C6 105.8(3) . . ? C3 C4 C5 125.0(3) . . ? C6 C4 C5 129.2(3) . . ? C15 C16 C17 118.7(3) . . ? C29 C28 C27 109.1(3) . . ? C24 C25 C20 121.1(3) . . ? C20 C21 C22 121.3(3) . . ? C20 C21 N1 122.8(3) . . ? C22 C21 N1 115.9(3) . . ? C28 C29 C31 105.8(3) . . ? C28 C29 C30 124.3(3) . . ? C31 C29 C30 129.9(3) . . ? C49 C50 C45 120.4(3) . . ? C23 C24 C25 119.3(3) . . ? C34 C36 C37 109.0(3) . . ? C4 C3 C2 109.8(3) . . ? C9 C11 C12 109.2(3) . . ? F4 B2 F3 109.1(3) . . ? F4 B2 N7 110.2(2) . . ? F3 B2 N7 110.3(3) . . ? F4 B2 N8 110.8(3) . . ? F3 B2 N8 109.7(2) . . ? N7 B2 N8 106.7(3) . . ? C49 C48 C47 123.8(3) . . ? C49 C48 N5 119.1(3) . . ? C47 C48 N5 117.1(3) . . ? C11 C9 C8 106.1(3) . . ? C11 C9 C10 124.6(3) . . ? C8 C9 C10 129.3(3) . . ? C48 C49 C50 118.2(3) . . ? O11 N6 O12 126.0(3) . . ? O11 N6 C46 117.0(3) . . ? O12 N6 C46 117.0(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.455 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.061 data_1 _database_code_depnum_ccdc_archive 'CCDC 787590' #TrackingRef '2102_web_deposit_cif_file_0_HuiminGuo_1281540625.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H21 B F2 N4 O7 S' _chemical_formula_weight 570.33 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9837(5) _cell_length_b 16.6227(10) _cell_length_c 17.0722(9) _cell_angle_alpha 95.666(4) _cell_angle_beta 95.646(4) _cell_angle_gamma 94.209(4) _cell_volume 2515.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.198 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 19436 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0643 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8744 _reflns_number_gt 5138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _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^)+(0.1060P)^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 'riding mode' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8744 _refine_ls_number_parameters 721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1097 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1913 _refine_ls_wR_factor_gt 0.1637 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.92826(11) 0.16536(6) 0.30780(5) 0.0550(3) Uani 1 1 d . . . S2 S 0.92069(13) 0.39193(6) -0.18994(6) 0.0628(3) Uani 1 1 d . . . O1 O 0.9162(3) 0.17137(14) 0.21634(13) 0.0526(6) Uani 1 1 d . . . O2 O 1.0363(3) 0.22899(19) 0.34109(15) 0.0755(9) Uani 1 1 d . . . O3 O 0.9468(3) 0.08385(17) 0.32193(15) 0.0720(8) Uani 1 1 d . . . O4 O 0.7640(4) 0.40167(17) 0.35627(18) 0.0876(10) Uani 1 1 d . . . O5 O 0.8428(4) 0.32812(17) 0.26139(16) 0.0744(8) Uani 1 1 d . . . O6 O 0.2805(3) 0.17060(19) 0.46460(19) 0.0826(9) Uani 1 1 d . . . O7 O 0.3283(3) 0.29888(19) 0.46155(18) 0.0774(9) Uani 1 1 d . . . O8 O 0.9156(3) 0.37512(14) -0.28273(13) 0.0523(6) Uani 1 1 d . . . O9 O 0.9032(4) 0.47464(17) -0.16809(16) 0.0835(9) Uani 1 1 d . . . O10 O 1.0497(3) 0.35576(19) -0.15952(16) 0.0826(9) Uani 1 1 d . . . O11 O 0.8732(4) 0.1378(2) -0.1568(2) 0.1010(12) Uani 1 1 d . . . O12 O 0.9212(4) 0.21358(18) -0.24876(17) 0.0749(8) Uani 1 1 d . . . O13 O 0.2679(6) 0.2514(4) -0.0884(3) 0.187(3) Uani 1 1 d . . . O14 O 0.3917(7) 0.1550(5) -0.0647(5) 0.234(4) Uani 1 1 d . . . N1 N 0.4701(3) 0.27930(18) 0.15246(16) 0.0504(8) Uani 1 1 d . . . N2 N 0.6770(3) 0.34488(17) 0.08932(16) 0.0496(8) Uani 1 1 d . . . N3 N 0.7733(4) 0.33673(19) 0.31855(18) 0.0535(8) Uani 1 1 d . . . N4 N 0.3555(4) 0.2281(2) 0.44725(18) 0.0551(8) Uani 1 1 d . . . N5 N 0.4770(3) 0.19760(16) -0.35061(15) 0.0431(7) Uani 1 1 d . . . N6 N 0.7090(3) 0.15699(16) -0.40446(15) 0.0412(7) Uani 1 1 d . . . N7 N 0.8574(4) 0.1978(2) -0.1926(2) 0.0643(9) Uani 1 1 d . . . N8 N 0.3787(6) 0.2178(4) -0.0872(3) 0.1181(18) Uani 1 1 d . . . F1 F 0.5509(4) 0.41967(16) 0.18558(19) 0.1143(11) Uani 1 1 d . . . F2 F 0.4246(3) 0.38171(19) 0.06563(19) 0.1117(11) Uani 1 1 d . . . F3 F 0.4865(2) 0.06487(12) -0.42004(13) 0.0647(6) Uani 1 1 d . . . F4 F 0.6117(3) 0.09204(13) -0.29793(12) 0.0662(6) Uani 1 1 d . . . B1 B 0.5275(6) 0.3596(3) 0.1241(3) 0.0613(12) Uani 1 1 d . . . B2 B 0.5693(5) 0.1244(2) -0.3680(2) 0.0466(10) Uani 1 1 d . . . C1 C 0.2433(5) 0.3326(3) 0.2062(3) 0.0850(14) Uani 1 1 d . . . H1A H 0.2819 0.3816 0.1872 0.128 Uiso 1 1 calc R . . H1B H 0.2402 0.3416 0.2625 0.128 Uiso 1 1 calc R . . H1C H 0.1439 0.3170 0.1808 0.128 Uiso 1 1 calc R . . C2 C 0.3431(5) 0.2665(3) 0.1879(2) 0.0603(10) Uani 1 1 d . . . C3 C 0.3280(5) 0.1859(3) 0.2033(2) 0.0637(11) Uani 1 1 d . . . H3B H 0.2504 0.1621 0.2277 0.076 Uiso 1 1 calc R . . C4 C 0.4467(4) 0.1467(2) 0.1765(2) 0.0535(10) Uani 1 1 d . . . C5 C 0.4648(5) 0.0579(2) 0.1813(2) 0.0713(12) Uani 1 1 d . . . H5A H 0.5533 0.0435 0.1578 0.107 Uiso 1 1 calc R . . H5B H 0.3786 0.0263 0.1534 0.107 Uiso 1 1 calc R . . H5C H 0.4742 0.0473 0.2357 0.107 Uiso 1 1 calc R . . C6 C 0.5373(4) 0.2062(2) 0.14452(19) 0.0454(9) Uani 1 1 d . . . C7 C 0.6741(4) 0.2028(2) 0.11077(18) 0.0431(8) Uani 1 1 d . . . C8 C 0.7434(4) 0.2703(2) 0.08404(19) 0.0480(9) Uani 1 1 d . . . C9 C 0.8813(5) 0.2833(2) 0.0497(2) 0.0563(10) Uani 1 1 d . . . C10 C 0.9941(5) 0.2227(3) 0.0319(3) 0.0798(13) Uani 1 1 d . . . H10A H 1.0759 0.2488 0.0092 0.120 Uiso 1 1 calc R . . H10B H 0.9465 0.1787 -0.0047 0.120 Uiso 1 1 calc R . . H10C H 1.0314 0.2022 0.0801 0.120 Uiso 1 1 calc R . . C11 C 0.8933(5) 0.3644(3) 0.0361(2) 0.0597(10) Uani 1 1 d . . . H11A H 0.9720 0.3905 0.0143 0.072 Uiso 1 1 calc R . . C12 C 0.7670(5) 0.4005(2) 0.0608(2) 0.0597(10) Uani 1 1 d . . . C13 C 0.7327(6) 0.4867(2) 0.0546(3) 0.0829(14) Uani 1 1 d . . . H13A H 0.6399 0.4958 0.0761 0.124 Uiso 1 1 calc R . . H13B H 0.7240 0.4968 0.0000 0.124 Uiso 1 1 calc R . . H13C H 0.8121 0.5226 0.0836 0.124 Uiso 1 1 calc R . . C14 C 0.7442(4) 0.1252(2) 0.1030(2) 0.0477(9) Uani 1 1 d . . . C15 C 0.8595(4) 0.1076(2) 0.1574(2) 0.0496(9) Uani 1 1 d . . . C16 C 0.9292(5) 0.0364(2) 0.1492(2) 0.0636(11) Uani 1 1 d . . . H16A H 1.0065 0.0263 0.1864 0.076 Uiso 1 1 calc R . . C17? C 0.8819(6) -0.0190(3) 0.0851(3) 0.0795(14) Uani 1 1 d . . . H17A H 0.9266 -0.0676 0.0791 0.095 Uiso 1 1 calc R . . C18 C 0.7688(6) -0.0034(3) 0.0295(3) 0.0772(14) Uani 1 1 d . . . H18A H 0.7388 -0.0409 -0.0143 0.093 Uiso 1 1 calc R . . C19 C 0.7005(5) 0.0674(2) 0.0388(2) 0.0632(11) Uani 1 1 d . . . H19A H 0.6233 0.0769 0.0013 0.076 Uiso 1 1 calc R . . C20 C 0.7495(4) 0.1876(2) 0.33799(18) 0.0436(8) Uani 1 1 d . . . C21 C 0.6962(4) 0.2645(2) 0.34448(18) 0.0423(8) Uani 1 1 d . . . C22 C 0.5661(4) 0.2774(2) 0.37878(19) 0.0461(9) Uani 1 1 d . . . H22A H 0.5297 0.3284 0.3825 0.055 Uiso 1 1 calc R . . C23 C 0.4915(4) 0.2135(2) 0.40717(19) 0.0447(8) Uani 1 1 d . . . C24 C 0.5394(4) 0.1369(2) 0.4023(2) 0.0510(9) Uani 1 1 d . . . H24A H 0.4862 0.0944 0.4217 0.061 Uiso 1 1 calc R . . C25 C 0.6694(4) 0.1254(2) 0.3677(2) 0.0503(9) Uani 1 1 d . . . H25A H 0.7045 0.0740 0.3641 0.060 Uiso 1 1 calc R . . C26 C 0.2558(5) 0.1173(3) -0.3102(3) 0.0797(13) Uani 1 1 d . . . H26A H 0.3109 0.0723 -0.3266 0.120 Uiso 1 1 calc R . . H26B H 0.1595 0.1125 -0.3408 0.120 Uiso 1 1 calc R . . H26C H 0.2425 0.1171 -0.2551 0.120 Uiso 1 1 calc R . . C27 C 0.3402(4) 0.1942(2) -0.3227(2) 0.0557(10) Uani 1 1 d . . . C28 C 0.3008(4) 0.2732(2) -0.3067(2) 0.0602(10) Uani 1 1 d . . . H28A H 0.2125 0.2873 -0.2867 0.072 Uiso 1 1 calc R . . C29 C 0.4123(4) 0.3274(2) -0.3250(2) 0.0491(9) Uani 1 1 d . . . C30 C 0.4086(5) 0.4178(2) -0.3159(2) 0.0704(12) Uani 1 1 d . . . H30A H 0.3175 0.4318 -0.2949 0.106 Uiso 1 1 calc R . . H30B H 0.4126 0.4378 -0.3666 0.106 Uiso 1 1 calc R . . H30C H 0.4933 0.4418 -0.2805 0.106 Uiso 1 1 calc R . . C31 C 0.5252(4) 0.27920(19) -0.35334(18) 0.0412(8) Uani 1 1 d . . . C32 C 0.6629(4) 0.29885(19) -0.38252(18) 0.0401(8) Uani 1 1 d . . . C33 C 0.7504(4) 0.23861(19) -0.41033(18) 0.0403(8) Uani 1 1 d . . . C34 C 0.8884(4) 0.2426(2) -0.44590(19) 0.0460(9) Uani 1 1 d . . . C35 C 0.9791(5) 0.3151(2) -0.4675(2) 0.0607(10) Uani 1 1 d . . . H35A H 1.0660 0.2978 -0.4908 0.091 Uiso 1 1 calc R . . H35B H 1.0101 0.3518 -0.4208 0.091 Uiso 1 1 calc R . . H35C H 0.9191 0.3421 -0.5049 0.091 Uiso 1 1 calc R . . C36 C 0.9246(4) 0.1643(2) -0.4593(2) 0.0521(9) Uani 1 1 d . . . H36A H 1.0085 0.1482 -0.4825 0.063 Uiso 1 1 calc R . . C37 C 0.8159(4) 0.1123(2) -0.4328(2) 0.0482(9) Uani 1 1 d . . . C38 C 0.8120(5) 0.0227(2) -0.4345(3) 0.0673(11) Uani 1 1 d . . . H38A H 0.7245 0.0029 -0.4119 0.101 Uiso 1 1 calc R . . H38B H 0.9004 0.0084 -0.4045 0.101 Uiso 1 1 calc R . . H38C H 0.8085 -0.0011 -0.4883 0.101 Uiso 1 1 calc R . . C39 C 0.7178(4) 0.3851(2) -0.38509(19) 0.0433(8) Uani 1 1 d . . . C40 C 0.8372(4) 0.4236(2) -0.3346(2) 0.0472(9) Uani 1 1 d . . . C41 C 0.8928(5) 0.5019(2) -0.3387(2) 0.0630(11) Uani 1 1 d . . . H41A H 0.9733 0.5257 -0.3035 0.076 Uiso 1 1 calc R . . C42 C 0.8262(5) 0.5451(3) -0.3964(3) 0.0715(12) Uani 1 1 d . . . H42A H 0.8605 0.5988 -0.3995 0.086 Uiso 1 1 calc R . . C43 C 0.7104(5) 0.5086(2) -0.4486(2) 0.0706(12) Uani 1 1 d . . . H43A H 0.6683 0.5370 -0.4883 0.085 Uiso 1 1 calc R . . C44 C 0.6546(4) 0.4294(2) -0.4430(2) 0.0559(10) Uani 1 1 d . . . H44A H 0.5742 0.4057 -0.4783 0.067 Uiso 1 1 calc R . . C45 C 0.7581(4) 0.3353(2) -0.16779(19) 0.0542(10) Uani 1 1 d . . . C46 C 0.7444(5) 0.2507(2) -0.1658(2) 0.0542(10) Uani 1 1 d . . . C47 C 0.6223(5) 0.2131(3) -0.1395(2) 0.0696(12) Uani 1 1 d . . . H47A H 0.6147 0.1574 -0.1369 0.083 Uiso 1 1 calc R . . C48 C 0.5105(6) 0.2593(4) -0.1169(2) 0.0786(14) Uani 1 1 d . . . C49 C 0.5163(6) 0.3412(4) -0.1189(3) 0.0838(15) Uani 1 1 d . . . H49A H 0.4376 0.3706 -0.1040 0.101 Uiso 1 1 calc R . . C50 C 0.6421(6) 0.3795(3) -0.1438(2) 0.0728(13) Uani 1 1 d . . . H50A H 0.6493 0.4355 -0.1445 0.087 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 S1 0.0479(6) 0.0711(7) 0.0471(5) 0.0063(5) 0.0037(4) 0.0148(5) S2 0.0690(7) 0.0613(7) 0.0526(6) -0.0034(5) -0.0056(5) -0.0032(6) O1 0.0565(16) 0.0576(16) 0.0441(14) 0.0037(11) 0.0064(11) 0.0087(13) O2 0.0520(17) 0.107(2) 0.0623(17) -0.0088(16) 0.0006(13) -0.0001(17) O3 0.078(2) 0.082(2) 0.0653(17) 0.0246(14) 0.0154(14) 0.0415(17) O4 0.117(3) 0.0449(18) 0.101(2) -0.0080(16) 0.043(2) -0.0124(17) O5 0.093(2) 0.0681(19) 0.0650(18) 0.0054(14) 0.0339(17) -0.0048(17) O6 0.065(2) 0.075(2) 0.118(3) 0.0349(18) 0.0333(18) 0.0082(17) O7 0.064(2) 0.063(2) 0.107(2) -0.0048(16) 0.0288(17) 0.0113(16) O8 0.0536(16) 0.0507(15) 0.0518(14) 0.0051(11) 0.0030(12) 0.0046(12) O9 0.114(3) 0.0580(19) 0.0705(19) -0.0149(14) -0.0016(17) -0.0047(18) O10 0.068(2) 0.102(2) 0.0712(19) 0.0090(16) -0.0254(15) 0.0033(18) O11 0.123(3) 0.092(2) 0.101(2) 0.045(2) 0.009(2) 0.054(2) O12 0.083(2) 0.078(2) 0.0686(19) 0.0105(16) 0.0138(16) 0.0267(17) O13 0.099(4) 0.280(7) 0.212(6) 0.098(5) 0.072(4) 0.048(5) O14 0.124(5) 0.258(8) 0.359(9) 0.215(7) 0.060(5) 0.000(5) N1 0.052(2) 0.0510(19) 0.0498(17) 0.0047(14) 0.0091(14) 0.0129(16) N2 0.058(2) 0.0388(17) 0.0512(17) 0.0060(13) 0.0008(14) 0.0047(15) N3 0.058(2) 0.047(2) 0.056(2) 0.0037(15) 0.0109(16) 0.0009(16) N4 0.047(2) 0.058(2) 0.061(2) 0.0078(16) 0.0067(15) 0.0030(18) N5 0.0413(17) 0.0391(17) 0.0488(16) 0.0030(12) 0.0069(13) 0.0029(13) N6 0.0416(17) 0.0377(16) 0.0446(16) 0.0035(12) 0.0045(13) 0.0074(14) N7 0.072(2) 0.063(2) 0.058(2) 0.0095(18) -0.0036(18) 0.021(2) N8 0.066(3) 0.170(6) 0.128(4) 0.053(4) 0.021(3) 0.008(4) F1 0.128(3) 0.0613(17) 0.151(3) -0.0387(17) 0.061(2) -0.0012(17) F2 0.0784(19) 0.125(2) 0.151(3) 0.086(2) 0.0134(18) 0.0416(18) F3 0.0569(14) 0.0461(12) 0.0865(15) -0.0099(11) 0.0069(11) -0.0037(11) F4 0.0742(16) 0.0633(14) 0.0692(14) 0.0307(11) 0.0143(11) 0.0184(12) B1 0.062(3) 0.045(3) 0.077(3) 0.005(2) 0.004(3) 0.010(2) B2 0.051(3) 0.033(2) 0.055(3) 0.0030(19) 0.003(2) 0.0044(19) C1 0.067(3) 0.090(4) 0.106(4) 0.006(3) 0.034(3) 0.031(3) C2 0.047(2) 0.073(3) 0.061(2) 0.007(2) 0.0038(19) 0.016(2) C3 0.049(3) 0.073(3) 0.071(3) 0.014(2) 0.015(2) 0.000(2) C4 0.053(2) 0.057(2) 0.051(2) 0.0121(18) 0.0043(18) 0.006(2) C5 0.082(3) 0.053(3) 0.079(3) 0.016(2) 0.003(2) 0.000(2) C6 0.052(2) 0.043(2) 0.0423(19) 0.0064(15) 0.0035(16) 0.0107(18) C7 0.051(2) 0.040(2) 0.0384(18) 0.0030(15) 0.0033(16) 0.0101(17) C8 0.056(2) 0.048(2) 0.0403(19) 0.0035(16) 0.0033(16) 0.0089(19) C9 0.060(3) 0.067(3) 0.042(2) 0.0038(18) 0.0102(17) 0.003(2) C10 0.073(3) 0.095(4) 0.078(3) 0.007(2) 0.034(2) 0.016(3) C11 0.059(3) 0.068(3) 0.052(2) 0.0158(19) 0.0062(19) -0.008(2) C12 0.065(3) 0.051(2) 0.061(2) 0.0151(19) -0.006(2) -0.001(2) C13 0.093(4) 0.043(2) 0.110(4) 0.017(2) 0.000(3) -0.005(2) C14 0.053(2) 0.048(2) 0.046(2) 0.0069(16) 0.0091(17) 0.0162(18) C15 0.051(2) 0.050(2) 0.048(2) 0.0019(17) 0.0091(17) 0.0109(19) C16 0.067(3) 0.065(3) 0.060(2) 0.003(2) 0.002(2) 0.028(2) C17? 0.094(4) 0.059(3) 0.087(3) -0.007(2) 0.001(3) 0.038(3) C18 0.105(4) 0.055(3) 0.068(3) -0.013(2) -0.003(3) 0.025(3) C19 0.081(3) 0.051(2) 0.055(2) -0.0050(18) -0.004(2) 0.015(2) C20 0.047(2) 0.044(2) 0.0398(18) 0.0062(15) 0.0029(15) 0.0064(17) C21 0.044(2) 0.042(2) 0.0404(18) 0.0065(15) 0.0027(15) -0.0039(16) C22 0.052(2) 0.041(2) 0.0439(19) 0.0039(15) 0.0021(17) 0.0032(18) C23 0.040(2) 0.051(2) 0.0422(19) 0.0004(16) 0.0023(15) 0.0036(17) C24 0.053(2) 0.044(2) 0.057(2) 0.0135(17) 0.0041(18) 0.0018(18) C25 0.058(3) 0.040(2) 0.056(2) 0.0087(16) 0.0067(18) 0.0152(19) C26 0.055(3) 0.066(3) 0.123(4) 0.018(3) 0.031(3) -0.001(2) C27 0.048(2) 0.056(3) 0.066(2) 0.0084(19) 0.0147(19) 0.009(2) C28 0.048(2) 0.061(3) 0.076(3) 0.005(2) 0.020(2) 0.014(2) C29 0.051(2) 0.048(2) 0.050(2) -0.0002(16) 0.0105(17) 0.0130(19) C30 0.076(3) 0.055(3) 0.084(3) -0.001(2) 0.024(2) 0.025(2) C31 0.045(2) 0.0356(19) 0.0417(18) 0.0023(14) 0.0028(15) 0.0031(16) C32 0.045(2) 0.0382(19) 0.0359(17) 0.0047(14) -0.0004(15) 0.0030(16) C33 0.042(2) 0.0360(19) 0.0430(19) 0.0051(14) 0.0059(15) 0.0038(16) C34 0.050(2) 0.046(2) 0.0424(19) 0.0039(15) 0.0061(16) 0.0045(18) C35 0.060(3) 0.063(3) 0.062(2) 0.0091(19) 0.022(2) 0.003(2) C36 0.050(2) 0.055(2) 0.053(2) 0.0029(18) 0.0115(17) 0.015(2) C37 0.045(2) 0.049(2) 0.052(2) 0.0014(17) 0.0046(17) 0.0143(19) C38 0.068(3) 0.040(2) 0.095(3) 0.004(2) 0.012(2) 0.014(2) C39 0.048(2) 0.0376(19) 0.0453(19) -0.0007(15) 0.0114(16) 0.0074(17) C40 0.048(2) 0.045(2) 0.050(2) 0.0050(16) 0.0095(17) 0.0044(18) C41 0.070(3) 0.049(2) 0.068(3) 0.006(2) 0.012(2) -0.011(2) C42 0.087(3) 0.048(2) 0.082(3) 0.015(2) 0.018(3) -0.005(2) C43 0.091(3) 0.052(3) 0.071(3) 0.019(2) 0.001(2) 0.012(2) C44 0.061(3) 0.045(2) 0.060(2) 0.0075(18) -0.0023(19) 0.0059(19) C45 0.063(3) 0.064(3) 0.0351(19) 0.0037(17) 0.0004(17) 0.015(2) C46 0.060(3) 0.066(3) 0.038(2) 0.0146(18) 0.0002(17) 0.016(2) C47 0.071(3) 0.082(3) 0.060(3) 0.026(2) 0.004(2) 0.011(3) C48 0.066(3) 0.117(4) 0.058(3) 0.031(3) 0.008(2) 0.008(3) C49 0.080(4) 0.118(5) 0.063(3) 0.016(3) 0.023(2) 0.043(3) C50 0.094(4) 0.067(3) 0.060(3) 0.002(2) 0.013(2) 0.026(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 S1 O2 1.416(3) . ? S1 O3 1.418(3) . ? S1 O1 1.568(2) . ? S1 C20 1.787(4) . ? S2 O9 1.413(3) . ? S2 O10 1.421(3) . ? S2 O8 1.577(2) . ? S2 C45 1.772(4) . ? O1 C15 1.416(4) . ? O4 N3 1.214(4) . ? O5 N3 1.211(4) . ? O6 N4 1.207(4) . ? O7 N4 1.224(4) . ? O8 C40 1.425(4) . ? O11 N7 1.229(4) . ? O12 N7 1.206(4) . ? O13 N8 1.175(6) . ? O14 N8 1.157(7) . ? N1 C2 1.356(5) . ? N1 C6 1.397(4) . ? N1 B1 1.536(6) . ? N2 C12 1.343(5) . ? N2 C8 1.413(4) . ? N2 B1 1.547(6) . ? N3 C21 1.471(4) . ? N4 C23 1.482(5) . ? N5 C27 1.361(4) . ? N5 C31 1.400(4) . ? N5 B2 1.543(5) . ? N6 C37 1.353(4) . ? N6 C33 1.396(4) . ? N6 B2 1.542(5) . ? N7 C46 1.469(5) . ? N8 C48 1.485(7) . ? F1 B1 1.364(5) . ? F2 B1 1.388(5) . ? F3 B2 1.382(4) . ? F4 B2 1.390(4) . ? C1 C2 1.497(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.390(6) . ? C3 C4 1.382(5) . ? C3 H3B 0.9300 . ? C4 C6 1.419(5) . ? C4 C5 1.507(5) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.410(5) . ? C7 C8 1.382(5) . ? C7 C14 1.476(5) . ? C8 C9 1.433(5) . ? C9 C11 1.389(5) . ? C9 C10 1.511(6) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.403(6) . ? C11 H11A 0.9300 . ? C12 C13 1.500(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.389(5) . ? C14 C19 1.391(5) . ? C15 C16 1.380(5) . ? C16 C17? 1.372(5) . ? C16 H16A 0.9300 . ? C17? C18 1.378(6) . ? C17? H17A 0.9300 . ? C18 C19 1.369(5) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? C20 C25 1.382(5) . ? C20 C21 1.395(5) . ? C21 C22 1.379(5) . ? C22 C23 1.368(5) . ? C22 H22A 0.9300 . ? C23 C24 1.370(5) . ? C24 C25 1.377(5) . ? C24 H24A 0.9300 . ? C25 H25A 0.9300 . ? C26 C27 1.482(5) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 C28 1.394(5) . ? C28 C29 1.378(5) . ? C28 H28A 0.9300 . ? C29 C31 1.430(5) . ? C29 C30 1.498(5) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.407(5) . ? C32 C33 1.393(4) . ? C32 C39 1.488(5) . ? C33 C34 1.433(5) . ? C34 C36 1.369(5) . ? C34 C35 1.502(5) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 C37 1.395(5) . ? C36 H36A 0.9300 . ? C37 C38 1.484(5) . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.383(5) . ? C39 C44 1.391(5) . ? C40 C41 1.371(5) . ? C41 C42 1.390(5) . ? C41 H41A 0.9300 . ? C42 C43 1.365(6) . ? C42 H42A 0.9300 . ? C43 C44 1.390(5) . ? C43 H43A 0.9300 . ? C44 H44A 0.9300 . ? C45 C50 1.390(6) . ? C45 C46 1.406(5) . ? C46 C47 1.360(6) . ? C47 C48 1.370(6) . ? C47 H47A 0.9300 . ? C48 C49 1.362(7) . ? C49 C50 1.380(7) . ? C49 H49A 0.9300 . ? C50 H50A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 S1 O3 120.93(18) . . ? O2 S1 O1 104.95(16) . . ? O3 S1 O1 109.03(15) . . ? O2 S1 C20 108.69(16) . . ? O3 S1 C20 106.45(17) . . ? O1 S1 C20 105.92(14) . . ? O9 S2 O10 120.59(19) . . ? O9 S2 O8 110.06(16) . . ? O10 S2 O8 105.07(17) . . ? O9 S2 C45 107.3(2) . . ? O10 S2 C45 108.82(19) . . ? O8 S2 C45 103.76(15) . . ? C15 O1 S1 125.0(2) . . ? C40 O8 S2 121.8(2) . . ? C2 N1 C6 108.0(3) . . ? C2 N1 B1 125.9(3) . . ? C6 N1 B1 126.1(3) . . ? C12 N2 C8 108.5(3) . . ? C12 N2 B1 126.2(3) . . ? C8 N2 B1 125.3(3) . . ? O5 N3 O4 123.9(3) . . ? O5 N3 C21 118.4(3) . . ? O4 N3 C21 117.7(3) . . ? O6 N4 O7 124.4(3) . . ? O6 N4 C23 118.6(3) . . ? O7 N4 C23 117.0(3) . . ? C27 N5 C31 108.3(3) . . ? C27 N5 B2 125.4(3) . . ? C31 N5 B2 126.1(3) . . ? C37 N6 C33 108.3(3) . . ? C37 N6 B2 126.2(3) . . ? C33 N6 B2 125.4(3) . . ? O12 N7 O11 125.4(4) . . ? O12 N7 C46 118.9(3) . . ? O11 N7 C46 115.6(4) . . ? O14 N8 O13 124.7(7) . . ? O14 N8 C48 118.1(6) . . ? O13 N8 C48 117.2(6) . . ? F1 B1 F2 109.7(4) . . ? F1 B1 N1 110.7(4) . . ? F2 B1 N1 110.0(4) . . ? F1 B1 N2 110.0(4) . . ? F2 B1 N2 109.5(4) . . ? N1 B1 N2 106.9(3) . . ? F3 B2 F4 109.0(3) . . ? F3 B2 N6 110.5(3) . . ? F4 B2 N6 110.3(3) . . ? F3 B2 N5 110.9(3) . . ? F4 B2 N5 109.7(3) . . ? N6 B2 N5 106.4(3) . . ? 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 . . ? N1 C2 C3 108.8(3) . . ? N1 C2 C1 122.3(4) . . ? C3 C2 C1 128.9(4) . . ? C4 C3 C2 109.1(4) . . ? C4 C3 H3B 125.4 . . ? C2 C3 H3B 125.4 . . ? C3 C4 C6 106.0(3) . . ? C3 C4 C5 123.8(4) . . ? C6 C4 C5 130.3(4) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 C7 119.9(3) . . ? N1 C6 C4 108.1(3) . . ? C7 C6 C4 132.0(3) . . ? C8 C7 C6 121.5(3) . . ? C8 C7 C14 119.2(3) . . ? C6 C7 C14 119.3(3) . . ? C7 C8 N2 120.3(3) . . ? C7 C8 C9 132.4(3) . . ? N2 C8 C9 107.3(3) . . ? C11 C9 C8 106.2(4) . . ? C11 C9 C10 125.8(4) . . ? C8 C9 C10 128.0(4) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 C12 108.6(4) . . ? C9 C11 H11A 125.7 . . ? C12 C11 H11A 125.7 . . ? N2 C12 C11 109.4(3) . . ? N2 C12 C13 124.3(4) . . ? C11 C12 C13 126.3(4) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 116.9(3) . . ? C15 C14 C7 122.1(3) . . ? C19 C14 C7 121.0(3) . . ? C16 C15 C14 122.6(3) . . ? C16 C15 O1 120.8(3) . . ? C14 C15 O1 116.1(3) . . ? C17? C16 C15 118.5(4) . . ? C17? C16 H16A 120.8 . . ? C15 C16 H16A 120.8 . . ? C16 C17? C18 120.7(4) . . ? C16 C17? H17A 119.7 . . ? C18 C17? H17A 119.7 . . ? C19 C18 C17? 120.0(4) . . ? C19 C18 H18A 120.0 . . ? C17? C18 H18A 120.0 . . ? C18 C19 C14 121.4(4) . . ? C18 C19 H19A 119.3 . . ? C14 C19 H19A 119.3 . . ? C25 C20 C21 118.2(3) . . ? C25 C20 S1 116.0(3) . . ? C21 C20 S1 125.1(3) . . ? C22 C21 C20 120.6(3) . . ? C22 C21 N3 115.4(3) . . ? C20 C21 N3 124.0(3) . . ? C23 C22 C21 118.6(3) . . ? C23 C22 H22A 120.7 . . ? C21 C22 H22A 120.7 . . ? C22 C23 C24 123.0(3) . . ? C22 C23 N4 118.6(3) . . ? C24 C23 N4 118.4(3) . . ? C23 C24 C25 117.5(3) . . ? C23 C24 H24A 121.3 . . ? C25 C24 H24A 121.3 . . ? C24 C25 C20 122.1(3) . . ? C24 C25 H25A 118.9 . . ? C20 C25 H25A 118.9 . . ? C27 C26 H26A 109.5 . . ? C27 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C27 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N5 C27 C28 108.3(3) . . ? N5 C27 C26 123.4(3) . . ? C28 C27 C26 128.2(4) . . ? C29 C28 C27 109.8(3) . . ? C29 C28 H28A 125.1 . . ? C27 C28 H28A 125.1 . . ? C28 C29 C31 105.7(3) . . ? C28 C29 C30 124.9(3) . . ? C31 C29 C30 129.4(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N5 C31 C32 119.3(3) . . ? N5 C31 C29 107.9(3) . . ? C32 C31 C29 132.8(3) . . ? C33 C32 C31 121.2(3) . . ? C33 C32 C39 118.3(3) . . ? C31 C32 C39 120.4(3) . . ? C32 C33 N6 120.6(3) . . ? C32 C33 C34 131.8(3) . . ? N6 C33 C34 107.5(3) . . ? C36 C34 C33 106.1(3) . . ? C36 C34 C35 124.4(3) . . ? C33 C34 C35 129.5(3) . . ? 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 . . ? C34 C36 C37 109.4(3) . . ? C34 C36 H36A 125.3 . . ? C37 C36 H36A 125.3 . . ? N6 C37 C36 108.7(3) . . ? N6 C37 C38 123.8(3) . . ? C36 C37 C38 127.5(3) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 C44 116.9(3) . . ? C40 C39 C32 122.9(3) . . ? C44 C39 C32 120.1(3) . . ? C41 C40 C39 123.3(3) . . ? C41 C40 O8 119.3(3) . . ? C39 C40 O8 116.9(3) . . ? C40 C41 C42 118.6(4) . . ? C40 C41 H41A 120.7 . . ? C42 C41 H41A 120.7 . . ? C43 C42 C41 119.8(4) . . ? C43 C42 H42A 120.1 . . ? C41 C42 H42A 120.1 . . ? C42 C43 C44 120.7(4) . . ? C42 C43 H43A 119.6 . . ? C44 C43 H43A 119.6 . . ? C43 C44 C39 120.6(4) . . ? C43 C44 H44A 119.7 . . ? C39 C44 H44A 119.7 . . ? C50 C45 C46 118.4(4) . . ? C50 C45 S2 116.5(3) . . ? C46 C45 S2 124.8(3) . . ? C47 C46 C45 121.0(4) . . ? C47 C46 N7 116.0(4) . . ? C45 C46 N7 123.0(4) . . ? C46 C47 C48 118.4(4) . . ? C46 C47 H47A 120.8 . . ? C48 C47 H47A 120.8 . . ? C49 C48 C47 123.2(5) . . ? C49 C48 N8 118.8(5) . . ? C47 C48 N8 117.9(5) . . ? C48 C49 C50 118.3(4) . . ? C48 C49 H49A 120.9 . . ? C50 C49 H49A 120.9 . . ? C49 C50 C45 120.7(4) . . ? C49 C50 H50A 119.6 . . ? C45 C50 H50A 119.6 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.366 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.058