# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Maeda, Hiromitsu' _publ_contact_author_email maedahir@se.ritsumei.ac.jp _publ_section_title ; Solvent-dependent supramolecular assemblies based on multiple noncovalent interactions such as hydrogen bonding and p-p stacking of p-conjugated anion-responsive acyclic oligopyrroles ; loop_ _publ_author_name H.Maeda Y.Terashima # Attachment '- BF2_amide_HMaeda_cif.CIF' data_00616mae _database_code_depnum_ccdc_archive 'CCDC 824850' #TrackingRef '- BF2_amide_HMaeda_cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H22 N2 O4' _chemical_formula_weight 366.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 9.166(2) _cell_length_b 17.124(4) _cell_length_c 23.657(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3713.3(15) _cell_formula_units_Z 8 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9557 _exptl_absorpt_correction_T_max 0.9954 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32797 _diffrn_reflns_av_R_equivalents 0.0564 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4241 _reflns_number_gt 3321 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[?^2^(Fo^2^)+(0.0449P)^2^+1.1346P] 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 4241 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0547 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1006 _refine_ls_wR_factor_gt 0.0935 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.001 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 O1 O 0.72715(10) 0.08889(5) 0.33995(4) 0.0258(2) Uani 1 1 d . . . O2 O 0.95256(10) 0.11310(6) 0.41193(4) 0.0257(2) Uani 1 1 d . . . O3 O 0.94092(11) -0.11489(6) 0.20305(4) 0.0249(2) Uani 1 1 d . . . O4 O 1.18147(10) 0.01992(6) 0.41329(4) 0.0256(2) Uani 1 1 d . . . C1 C 0.98485(14) -0.13050(7) 0.25088(5) 0.0191(3) Uani 1 1 d . . . N1 N 1.04758(12) -0.20075(6) 0.26309(4) 0.0207(2) Uani 1 1 d . . . N2 N 1.25247(14) -0.36692(7) 0.49892(5) 0.0255(3) Uani 1 1 d . . . H1 H 1.3256 -0.3776 0.4761 0.031 Uiso 1 1 calc R . . C3 C 1.06849(14) -0.22972(7) 0.31941(5) 0.0190(3) Uani 1 1 d . . . C4 C 0.97560(14) -0.06967(7) 0.29661(5) 0.0185(3) Uani 1 1 d . . . C5 C 1.07887(14) 0.00328(8) 0.37331(5) 0.0202(3) Uani 1 1 d . . . C6 C 1.09038(14) -0.05710(8) 0.33427(5) 0.0196(3) Uani 1 1 d . . . H2 H 1.1749 -0.0892 0.3332 0.024 Uiso 1 1 calc R . . C7 C 1.22402(15) -0.29162(8) 0.38807(6) 0.0234(3) Uani 1 1 d . . . H3 H 1.3163 -0.3130 0.3978 0.028 Uiso 1 1 calc R . . C8 C 1.11154(15) -0.29122(8) 0.42803(5) 0.0210(3) Uani 1 1 d . . . C9 C 0.84235(14) 0.03873(7) 0.33588(5) 0.0204(3) Uani 1 1 d . . . C10 C 0.95568(14) -0.22912(8) 0.35862(6) 0.0210(3) Uani 1 1 d . . . H4 H 0.8634 -0.2081 0.3486 0.025 Uiso 1 1 calc R . . C11 C 1.20254(14) -0.26123(8) 0.33444(6) 0.0227(3) Uani 1 1 d . . . H5 H 1.2800 -0.2620 0.3078 0.027 Uiso 1 1 calc R . . C12 C 0.95548(14) 0.05153(7) 0.37437(5) 0.0204(3) Uani 1 1 d . . . C13 C 1.13161(15) -0.32334(8) 0.48480(5) 0.0222(3) Uani 1 1 d . . . C14 C 0.97730(15) -0.25897(8) 0.41216(6) 0.0225(3) Uani 1 1 d . . . H6 H 0.8997 -0.2576 0.4387 0.027 Uiso 1 1 calc R . . C15 C 1.08342(16) -0.25465(8) 0.21692(6) 0.0243(3) Uani 1 1 d . . . H7 H 1.0558 -0.2310 0.1807 0.036 Uiso 1 1 calc R . . H8 H 1.0299 -0.3037 0.2221 0.036 Uiso 1 1 calc R . . H9 H 1.1885 -0.2652 0.2171 0.036 Uiso 1 1 calc R . . C16 C 1.31048(16) -0.02752(10) 0.41437(6) 0.0319(3) Uani 1 1 d . . . H10 H 1.2834 -0.0820 0.4215 0.048 Uiso 1 1 calc R . . H11 H 1.3756 -0.0092 0.4444 0.048 Uiso 1 1 calc R . . H12 H 1.3605 -0.0238 0.3779 0.048 Uiso 1 1 calc R . . C17 C 1.04578(17) -0.31925(9) 0.53229(6) 0.0295(3) Uani 1 1 d . . . H13 H 0.9555 -0.2923 0.5354 0.035 Uiso 1 1 calc R . . C18 C 0.85342(17) 0.10362(9) 0.45845(6) 0.0325(3) Uani 1 1 d . . . H14 H 0.7547 0.0945 0.4439 0.049 Uiso 1 1 calc R . . H15 H 0.8540 0.1510 0.4817 0.049 Uiso 1 1 calc R . . H16 H 0.8839 0.0589 0.4815 0.049 Uiso 1 1 calc R . . C19 C 1.11533(18) -0.36218(9) 0.57577(6) 0.0295(3) Uani 1 1 d . . . H17 H 1.0805 -0.3695 0.6132 0.035 Uiso 1 1 calc R . . C20 C 1.24160(18) -0.39106(8) 0.55382(6) 0.0290(3) Uani 1 1 d . . . H18 H 1.3104 -0.4226 0.5733 0.035 Uiso 1 1 calc R . . C21 C 0.85247(14) -0.02184(8) 0.29690(5) 0.0204(3) Uani 1 1 d . . . H19 H 0.7759 -0.0306 0.2706 0.025 Uiso 1 1 calc R . . C22 C 0.60279(16) 0.07261(9) 0.30545(7) 0.0321(3) Uani 1 1 d . . . H20 H 0.6289 0.0790 0.2656 0.048 Uiso 1 1 calc R . . H21 H 0.5238 0.1088 0.3151 0.048 Uiso 1 1 calc R . . H22 H 0.5705 0.0188 0.3121 0.048 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 O1 0.0227(5) 0.0199(5) 0.0350(5) -0.0057(4) -0.0030(4) 0.0047(4) O2 0.0261(5) 0.0211(5) 0.0299(5) -0.0100(4) 0.0053(4) -0.0031(4) O3 0.0314(5) 0.0252(5) 0.0181(4) -0.0012(4) -0.0040(4) 0.0050(4) O4 0.0223(5) 0.0281(5) 0.0263(5) -0.0082(4) -0.0043(4) 0.0021(4) C1 0.0186(6) 0.0191(6) 0.0196(6) 0.0004(5) 0.0003(5) -0.0008(5) N1 0.0255(6) 0.0188(5) 0.0176(5) -0.0019(4) 0.0006(4) 0.0031(4) N2 0.0323(6) 0.0243(6) 0.0199(5) -0.0014(5) -0.0006(5) 0.0061(5) C3 0.0243(6) 0.0143(6) 0.0184(6) -0.0007(5) -0.0003(5) -0.0001(5) C4 0.0224(6) 0.0157(6) 0.0173(6) 0.0017(5) 0.0026(5) 0.0003(5) C5 0.0210(6) 0.0205(6) 0.0192(6) 0.0012(5) 0.0011(5) -0.0031(5) C6 0.0207(6) 0.0186(6) 0.0196(6) 0.0017(5) 0.0023(5) 0.0013(5) C7 0.0214(7) 0.0228(7) 0.0259(7) 0.0019(6) -0.0005(5) 0.0036(5) C8 0.0251(7) 0.0160(6) 0.0219(6) -0.0006(5) -0.0006(5) -0.0013(5) C9 0.0209(6) 0.0156(6) 0.0247(6) 0.0025(5) 0.0032(5) 0.0011(5) C10 0.0189(6) 0.0190(6) 0.0252(7) -0.0001(5) -0.0006(5) 0.0016(5) C11 0.0207(6) 0.0237(7) 0.0237(6) 0.0019(5) 0.0049(5) 0.0029(5) C12 0.0236(7) 0.0161(6) 0.0216(6) -0.0021(5) 0.0049(5) -0.0030(5) C13 0.0275(7) 0.0171(6) 0.0221(6) -0.0005(5) 0.0002(6) 0.0005(5) C14 0.0226(7) 0.0207(7) 0.0241(6) 0.0003(5) 0.0048(5) -0.0002(5) C15 0.0285(7) 0.0217(7) 0.0227(6) -0.0043(5) 0.0030(5) 0.0037(6) C16 0.0240(7) 0.0424(9) 0.0293(7) -0.0104(7) -0.0054(6) 0.0066(6) C17 0.0327(8) 0.0286(8) 0.0272(7) 0.0009(6) 0.0042(6) -0.0001(6) C18 0.0360(8) 0.0321(8) 0.0294(7) -0.0103(6) 0.0095(6) -0.0030(6) C19 0.0433(9) 0.0271(7) 0.0181(6) 0.0004(6) 0.0005(6) -0.0077(6) C20 0.0441(9) 0.0227(7) 0.0202(6) 0.0011(6) -0.0066(6) -0.0001(6) C21 0.0210(6) 0.0193(6) 0.0210(6) 0.0006(5) -0.0015(5) -0.0008(5) C22 0.0257(7) 0.0252(7) 0.0455(9) -0.0061(7) -0.0070(7) 0.0068(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 O1 C9 1.3647(16) . ? O1 C22 1.4294(17) . ? O2 C12 1.3791(15) . ? O2 C18 1.4365(17) . ? O3 C1 1.2305(16) . ? O4 C5 1.3641(16) . ? O4 C16 1.4348(17) . ? C1 N1 1.3642(17) . ? C1 C4 1.5041(18) . ? N1 C3 1.4346(16) . ? N1 C15 1.4673(16) . ? N2 C20 1.3667(17) . ? N2 C13 1.3768(18) . ? N2 H1 0.8800 . ? C3 C11 1.3883(18) . ? C3 C10 1.3892(18) . ? C4 C21 1.3945(18) . ? C4 C6 1.3952(18) . ? C5 C6 1.3904(18) . ? C5 C12 1.4009(18) . ? C6 H2 0.9500 . ? C7 C11 1.3852(19) . ? C7 C8 1.3988(19) . ? C7 H3 0.9500 . ? C8 C14 1.4000(19) . ? C8 C13 1.4631(18) . ? C9 C21 1.3909(18) . ? C9 C12 1.3974(19) . ? C10 C14 1.3800(19) . ? C10 H4 0.9500 . ? C11 H5 0.9500 . ? C13 C17 1.3733(19) . ? C14 H6 0.9500 . ? C15 H7 0.9800 . ? C15 H8 0.9800 . ? C15 H9 0.9800 . ? C16 H10 0.9800 . ? C16 H11 0.9800 . ? C16 H12 0.9800 . ? C17 C19 1.416(2) . ? C17 H13 0.9500 . ? C18 H14 0.9800 . ? C18 H15 0.9800 . ? C18 H16 0.9800 . ? C19 C20 1.362(2) . ? C19 H17 0.9500 . ? C20 H18 0.9500 . ? C21 H19 0.9500 . ? C22 H20 0.9800 . ? C22 H21 0.9800 . ? C22 H22 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 C9 O1 C22 117.00(10) . . ? C12 O2 C18 114.80(10) . . ? C5 O4 C16 117.53(10) . . ? O3 C1 N1 121.61(12) . . ? O3 C1 C4 119.51(11) . . ? N1 C1 C4 118.83(11) . . ? C1 N1 C3 123.91(11) . . ? C1 N1 C15 119.43(11) . . ? C3 N1 C15 116.35(10) . . ? C20 N2 C13 109.62(12) . . ? C20 N2 H1 125.2 . . ? C13 N2 H1 125.2 . . ? C11 C3 C10 119.38(12) . . ? C11 C3 N1 119.38(11) . . ? C10 C3 N1 121.21(11) . . ? C21 C4 C6 121.10(12) . . ? C21 C4 C1 117.12(11) . . ? C6 C4 C1 121.57(11) . . ? O4 C5 C6 124.31(12) . . ? O4 C5 C12 114.90(11) . . ? C6 C5 C12 120.79(12) . . ? C5 C6 C4 118.79(12) . . ? C5 C6 H2 120.6 . . ? C4 C6 H2 120.6 . . ? C11 C7 C8 120.82(12) . . ? C11 C7 H3 119.6 . . ? C8 C7 H3 119.6 . . ? C14 C8 C7 117.94(12) . . ? C14 C8 C13 120.33(12) . . ? C7 C8 C13 121.73(12) . . ? O1 C9 C21 124.60(12) . . ? O1 C9 C12 115.43(11) . . ? C21 C9 C12 119.97(12) . . ? C14 C10 C3 120.21(12) . . ? C14 C10 H4 119.9 . . ? C3 C10 H4 119.9 . . ? C7 C11 C3 120.42(12) . . ? C7 C11 H5 119.8 . . ? C3 C11 H5 119.8 . . ? O2 C12 C9 121.70(12) . . ? O2 C12 C5 118.57(12) . . ? C9 C12 C5 119.66(12) . . ? C17 C13 N2 106.87(12) . . ? C17 C13 C8 131.29(13) . . ? N2 C13 C8 121.84(12) . . ? C10 C14 C8 121.23(12) . . ? C10 C14 H6 119.4 . . ? C8 C14 H6 119.4 . . ? N1 C15 H7 109.5 . . ? N1 C15 H8 109.5 . . ? H7 C15 H8 109.5 . . ? N1 C15 H9 109.5 . . ? H7 C15 H9 109.5 . . ? H8 C15 H9 109.5 . . ? O4 C16 H10 109.5 . . ? O4 C16 H11 109.5 . . ? H10 C16 H11 109.5 . . ? O4 C16 H12 109.5 . . ? H10 C16 H12 109.5 . . ? H11 C16 H12 109.5 . . ? C13 C17 C19 108.05(13) . . ? C13 C17 H13 126.0 . . ? C19 C17 H13 126.0 . . ? O2 C18 H14 109.5 . . ? O2 C18 H15 109.5 . . ? H14 C18 H15 109.5 . . ? O2 C18 H16 109.5 . . ? H14 C18 H16 109.5 . . ? H15 C18 H16 109.5 . . ? C20 C19 C17 107.11(13) . . ? C20 C19 H17 126.4 . . ? C17 C19 H17 126.4 . . ? C19 C20 N2 108.33(13) . . ? C19 C20 H18 125.8 . . ? N2 C20 H18 125.8 . . ? C9 C21 C4 119.68(12) . . ? C9 C21 H19 120.2 . . ? C4 C21 H19 120.2 . . ? O1 C22 H20 109.5 . . ? O1 C22 H21 109.5 . . ? H20 C22 H21 109.5 . . ? O1 C22 H22 109.5 . . ? H20 C22 H22 109.5 . . ? H21 C22 H22 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C1 N1 C3 -164.33(12) . . . . ? C4 C1 N1 C3 18.41(18) . . . . ? O3 C1 N1 C15 9.13(19) . . . . ? C4 C1 N1 C15 -168.13(11) . . . . ? C1 N1 C3 C11 -133.33(14) . . . . ? C15 N1 C3 C11 53.02(16) . . . . ? C1 N1 C3 C10 48.75(18) . . . . ? C15 N1 C3 C10 -124.89(13) . . . . ? O3 C1 C4 C21 37.76(18) . . . . ? N1 C1 C4 C21 -144.93(12) . . . . ? O3 C1 C4 C6 -137.03(13) . . . . ? N1 C1 C4 C6 40.29(18) . . . . ? C16 O4 C5 C6 0.96(19) . . . . ? C16 O4 C5 C12 179.98(12) . . . . ? O4 C5 C6 C4 177.98(12) . . . . ? C12 C5 C6 C4 -1.00(19) . . . . ? C21 C4 C6 C5 1.41(18) . . . . ? C1 C4 C6 C5 175.99(11) . . . . ? C11 C7 C8 C14 -0.2(2) . . . . ? C11 C7 C8 C13 179.70(13) . . . . ? C22 O1 C9 C21 6.61(19) . . . . ? C22 O1 C9 C12 -173.51(12) . . . . ? C11 C3 C10 C14 0.56(19) . . . . ? N1 C3 C10 C14 178.48(12) . . . . ? C8 C7 C11 C3 0.0(2) . . . . ? C10 C3 C11 C7 -0.2(2) . . . . ? N1 C3 C11 C7 -178.14(12) . . . . ? C18 O2 C12 C9 74.36(16) . . . . ? C18 O2 C12 C5 -108.83(14) . . . . ? O1 C9 C12 O2 -2.89(18) . . . . ? C21 C9 C12 O2 176.99(11) . . . . ? O1 C9 C12 C5 -179.67(11) . . . . ? C21 C9 C12 C5 0.22(19) . . . . ? O4 C5 C12 O2 4.26(17) . . . . ? C6 C5 C12 O2 -176.68(11) . . . . ? O4 C5 C12 C9 -178.87(11) . . . . ? C6 C5 C12 C9 0.20(19) . . . . ? C20 N2 C13 C17 1.16(16) . . . . ? C20 N2 C13 C8 -178.49(12) . . . . ? C14 C8 C13 C17 -10.6(2) . . . . ? C7 C8 C13 C17 169.45(15) . . . . ? C14 C8 C13 N2 168.94(13) . . . . ? C7 C8 C13 N2 -11.0(2) . . . . ? C3 C10 C14 C8 -0.8(2) . . . . ? C7 C8 C14 C10 0.6(2) . . . . ? C13 C8 C14 C10 -179.31(12) . . . . ? N2 C13 C17 C19 -0.82(16) . . . . ? C8 C13 C17 C19 178.80(14) . . . . ? C13 C17 C19 C20 0.18(17) . . . . ? C17 C19 C20 N2 0.53(17) . . . . ? C13 N2 C20 C19 -1.06(16) . . . . ? O1 C9 C21 C4 -179.94(12) . . . . ? C12 C9 C21 C4 0.19(19) . . . . ? C6 C4 C21 C9 -1.02(19) . . . . ? C1 C4 C21 C9 -175.82(11) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.281 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.042 #============================================================================== # End of CIF #============================================================================== data_00201mae _database_code_depnum_ccdc_archive 'CCDC 824851' #TrackingRef '- BF2_amide_HMaeda_cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C90.50 H85 B2 F4 N8 O22.50' _chemical_formula_weight 1742.29 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.755(3) _cell_length_b 16.694(6) _cell_length_c 23.830(9) _cell_angle_alpha 91.432(14) _cell_angle_beta 99.301(12) _cell_angle_gamma 103.498(11) _cell_volume 4097(2) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1820 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9190 _exptl_absorpt_correction_T_max 0.9946 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25615 _diffrn_reflns_av_R_equivalents 0.2020 _diffrn_reflns_av_sigmaI/netI 0.3532 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 23.50 _reflns_number_total 11827 _reflns_number_gt 3493 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[s^2^(Fo^2^)+(0.0005P)^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 11827 _refine_ls_number_parameters 1194 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.2325 _refine_ls_R_factor_gt 0.0897 _refine_ls_wR_factor_ref 0.2286 _refine_ls_wR_factor_gt 0.1657 _refine_ls_goodness_of_fit_ref 0.801 _refine_ls_restrained_S_all 0.802 _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 C1 C -1.1058(7) 0.0147(5) 0.6189(3) 0.047(2) Uani 1 1 d . . . C2 C -1.0800(7) -0.0310(5) 0.5759(4) 0.060(2) Uani 1 1 d . . . H1 H -1.1406 -0.0756 0.5536 0.072 Uiso 1 1 calc R . . C3 C -0.9503(6) -0.0021(5) 0.5698(4) 0.063(3) Uani 1 1 d . . . H2 H -0.9069 -0.0233 0.5433 0.076 Uiso 1 1 calc R . . C4 C -0.8980(7) 0.0629(5) 0.6095(3) 0.048(2) Uani 1 1 d . . . C5 C -0.7701(7) 0.1142(5) 0.6206(4) 0.050(2) Uani 1 1 d . . . C6 C -0.6788(7) 0.1047(5) 0.5877(4) 0.056(2) Uani 1 1 d . . . H3 H -0.7021 0.0648 0.5564 0.068 Uiso 1 1 calc R . . C7 C -0.5521(7) 0.1540(5) 0.6009(4) 0.047(2) Uani 1 1 d . . . C8 C -0.4582(7) 0.1485(5) 0.5661(4) 0.050(2) Uani 1 1 d . . . C9 C -0.4725(7) 0.1028(5) 0.5164(4) 0.058(2) Uani 1 1 d . . . H4 H -0.5512 0.0673 0.4973 0.070 Uiso 1 1 calc R . . C10 C -0.3537(7) 0.1164(5) 0.4982(4) 0.056(2) Uani 1 1 d . . . H5 H -0.3359 0.0925 0.4647 0.068 Uiso 1 1 calc R . . C11 C -0.2663(7) 0.1716(5) 0.5383(4) 0.051(2) Uani 1 1 d . . . N1 N -0.9920(5) 0.0726(4) 0.6405(3) 0.0534(18) Uani 1 1 d . . . H6 H -0.9814 0.1093 0.6691 0.064 Uiso 1 1 calc R . . N2 N -0.3297(5) 0.1897(4) 0.5799(3) 0.0497(18) Uani 1 1 d . . . H7 H -0.2943 0.2224 0.6106 0.060 Uiso 1 1 calc R . . O1 O -0.7422(4) 0.1705(3) 0.6624(2) 0.0534(15) Uani 1 1 d . . . O2 O -0.5191(4) 0.2084(3) 0.6433(3) 0.0584(16) Uani 1 1 d . . . B1 B -0.6113(9) 0.2255(7) 0.6797(5) 0.061(3) Uani 1 1 d . . . F1 F -0.6181(4) 0.3039(3) 0.6737(3) 0.101(2) Uani 1 1 d . . . F2 F -0.5694(4) 0.2089(4) 0.7334(2) 0.100(2) Uani 1 1 d . . . C12 C -1.2262(6) 0.0097(5) 0.6409(3) 0.045(2) Uani 1 1 d . . . C13 C -1.3298(6) -0.0570(5) 0.6220(4) 0.056(2) Uani 1 1 d . . . H8 H -1.3209 -0.0987 0.5961 0.068 Uiso 1 1 calc R . . C14 C -1.4469(7) -0.0626(5) 0.6410(4) 0.064(3) Uani 1 1 d . . . H9 H -1.5176 -0.1086 0.6280 0.077 Uiso 1 1 calc R . . C15 C -1.4619(7) -0.0037(5) 0.6776(3) 0.047(2) Uani 1 1 d . . . C16 C -1.3586(7) 0.0625(5) 0.6976(4) 0.056(2) Uani 1 1 d . . . H10 H -1.3677 0.1034 0.7240 0.067 Uiso 1 1 calc R . . C17 C -1.2397(7) 0.0687(5) 0.6783(4) 0.053(2) Uani 1 1 d . . . H11 H -1.1686 0.1143 0.6915 0.064 Uiso 1 1 calc R . . N3 N -1.5763(5) -0.0084(4) 0.7007(3) 0.0520(18) Uani 1 1 d . . . H12 H -1.5703 0.0225 0.7319 0.062 Uiso 1 1 calc R . . C18 C -1.6964(7) -0.0576(5) 0.6778(4) 0.054(2) Uani 1 1 d . . . O3 O -1.7197(5) -0.1031(4) 0.6375(3) 0.0663(18) Uani 1 1 d . . . C19 C -1.7967(7) -0.0529(5) 0.7159(4) 0.053(2) Uani 1 1 d . . . C20 C -1.9090(7) -0.1179(5) 0.7048(4) 0.062(3) Uani 1 1 d . . . H13 H -1.9218 -0.1585 0.6744 0.074 Uiso 1 1 calc R . . C21 C -2.0015(8) -0.1201(5) 0.7407(4) 0.061(2) Uani 1 1 d . . . C22 C -1.9858(7) -0.0624(5) 0.7835(4) 0.056(2) Uani 1 1 d . . . C23 C -1.8746(7) 0.0026(5) 0.7922(4) 0.055(2) Uani 1 1 d . . . C24 C -1.7836(7) 0.0071(5) 0.7567(4) 0.051(2) Uani 1 1 d . . . H14 H -1.7109 0.0532 0.7612 0.061 Uiso 1 1 calc R . . O4 O -2.1133(5) -0.1823(4) 0.7345(3) 0.081(2) Uani 1 1 d . . . C25 C -2.1565(8) -0.2250(6) 0.6803(4) 0.086(3) Uani 1 1 d . . . H15 H -2.1471 -0.1855 0.6506 0.129 Uiso 1 1 calc R . . H16 H -2.2480 -0.2542 0.6769 0.129 Uiso 1 1 calc R . . H17 H -2.1044 -0.2649 0.6757 0.129 Uiso 1 1 calc R . . O5 O -2.0715(5) -0.0696(3) 0.8208(2) 0.0585(15) Uani 1 1 d . . . C26 C -2.1677(7) -0.0242(5) 0.8046(4) 0.075(3) Uani 1 1 d . . . H18 H -2.1249 0.0332 0.7996 0.112 Uiso 1 1 calc R . . H19 H -2.2212 -0.0257 0.8343 0.112 Uiso 1 1 calc R . . H20 H -2.2227 -0.0491 0.7686 0.112 Uiso 1 1 calc R . . O6 O -1.8676(5) 0.0595(4) 0.8339(3) 0.0657(17) Uani 1 1 d . . . C27 C -1.7635(7) 0.1324(5) 0.8401(4) 0.081(3) Uani 1 1 d . . . H21 H -1.6803 0.1171 0.8495 0.121 Uiso 1 1 calc R . . H22 H -1.7725 0.1698 0.8708 0.121 Uiso 1 1 calc R . . H23 H -1.7665 0.1602 0.8043 0.121 Uiso 1 1 calc R . . C28 C -0.1276(6) 0.2031(4) 0.5383(4) 0.0440(19) Uani 1 1 d . . . C29 C -0.0793(6) 0.1882(5) 0.4904(4) 0.053(2) Uani 1 1 d . . . H24 H -0.1367 0.1580 0.4583 0.064 Uiso 1 1 calc R . . C30 C 0.0523(7) 0.2164(5) 0.4876(4) 0.057(2) Uani 1 1 d . . . H25 H 0.0834 0.2067 0.4535 0.068 Uiso 1 1 calc R . . C31 C 0.1358(6) 0.2578(5) 0.5338(4) 0.048(2) Uani 1 1 d . . . C32 C 0.0902(6) 0.2739(5) 0.5832(4) 0.051(2) Uani 1 1 d . . . H26 H 0.1485 0.3034 0.6153 0.062 Uiso 1 1 calc R . . C33 C -0.0442(6) 0.2460(5) 0.5855(4) 0.056(2) Uani 1 1 d . . . H27 H -0.0765 0.2567 0.6191 0.067 Uiso 1 1 calc R . . N4 N 0.2712(5) 0.2900(4) 0.5368(3) 0.0511(18) Uani 1 1 d . . . H28 H 0.3156 0.3151 0.5693 0.061 Uiso 1 1 calc R . . C34 C 0.3380(7) 0.2852(5) 0.4935(4) 0.051(2) Uani 1 1 d . . . O7 O 0.2974(4) 0.2419(4) 0.4502(3) 0.0642(17) Uani 1 1 d . . . C35 C 0.4765(6) 0.3394(5) 0.5044(4) 0.046(2) Uani 1 1 d . . . C36 C 0.5590(6) 0.3175(5) 0.4715(3) 0.051(2) Uani 1 1 d . . . H29 H 0.5313 0.2710 0.4448 0.061 Uiso 1 1 calc R . . C37 C 0.6879(7) 0.3680(5) 0.4795(3) 0.048(2) Uani 1 1 d . . . C38 C 0.7230(6) 0.4352(5) 0.5169(4) 0.048(2) Uani 1 1 d . . . C39 C 0.6365(7) 0.4559(5) 0.5489(4) 0.054(2) Uani 1 1 d . . . C40 C 0.5095(7) 0.4081(5) 0.5416(4) 0.052(2) Uani 1 1 d . . . H30 H 0.4476 0.4226 0.5616 0.062 Uiso 1 1 calc R . . O8 O 0.7774(4) 0.3539(3) 0.4487(3) 0.0637(17) Uani 1 1 d . . . C41 C 0.7378(7) 0.2910(5) 0.4047(4) 0.061(2) Uani 1 1 d . . . H31 H 0.7035 0.2383 0.4205 0.091 Uiso 1 1 calc R . . H32 H 0.8122 0.2870 0.3868 0.091 Uiso 1 1 calc R . . H33 H 0.6701 0.3039 0.3761 0.091 Uiso 1 1 calc R . . O9 O 0.8524(4) 0.4778(3) 0.5278(3) 0.0580(16) Uani 1 1 d . . . C42 C 0.8791(7) 0.5587(5) 0.5072(4) 0.069(3) Uani 1 1 d . . . H34 H 0.8634 0.5545 0.4655 0.103 Uiso 1 1 calc R . . H35 H 0.9699 0.5869 0.5214 0.103 Uiso 1 1 calc R . . H36 H 0.8222 0.5902 0.5208 0.103 Uiso 1 1 calc R . . O10 O 0.6821(4) 0.5243(3) 0.5844(3) 0.0591(16) Uani 1 1 d . . . C43 C 0.5974(8) 0.5459(5) 0.6172(4) 0.066(3) Uani 1 1 d . . . H37 H 0.5261 0.5613 0.5922 0.098 Uiso 1 1 calc R . . H38 H 0.6443 0.5928 0.6439 0.098 Uiso 1 1 calc R . . H39 H 0.5623 0.4989 0.6385 0.098 Uiso 1 1 calc R . . C44 C 0.0806(7) 0.4234(5) 0.8957(4) 0.047(2) Uani 1 1 d . . . C45 C 0.0340(7) 0.4074(5) 0.9466(4) 0.054(2) Uani 1 1 d . . . H40 H 0.0701 0.3801 0.9773 0.065 Uiso 1 1 calc R . . C46 C -0.0757(7) 0.4393(5) 0.9440(4) 0.062(3) Uani 1 1 d . . . H41 H -0.1281 0.4368 0.9727 0.075 Uiso 1 1 calc R . . C47 C -0.0949(7) 0.4740(5) 0.8940(4) 0.046(2) Uani 1 1 d . . . C48 C -0.1931(8) 0.5133(5) 0.8712(4) 0.054(2) Uani 1 1 d . . . C49 C -0.2806(7) 0.5305(5) 0.9027(4) 0.052(2) Uani 1 1 d . . . H42 H -0.2767 0.5156 0.9411 0.063 Uiso 1 1 calc R . . C50 C -0.3725(8) 0.5687(5) 0.8793(4) 0.058(2) Uani 1 1 d . . . C51 C -0.4619(7) 0.5936(5) 0.9103(4) 0.045(2) Uani 1 1 d . . . C52 C -0.4696(8) 0.5892(5) 0.9659(4) 0.064(2) Uani 1 1 d . . . H43 H -0.4120 0.5692 0.9934 0.076 Uiso 1 1 calc R . . C53 C -0.5775(7) 0.6193(5) 0.9774(4) 0.069(3) Uani 1 1 d . . . H44 H -0.6052 0.6235 1.0130 0.083 Uiso 1 1 calc R . . C54 C -0.6321(7) 0.6406(5) 0.9260(4) 0.055(2) Uani 1 1 d . . . N5 N 0.0008(5) 0.4635(4) 0.8631(3) 0.0538(18) Uani 1 1 d . . . H45 H 0.0083 0.4798 0.8288 0.065 Uiso 1 1 calc R . . N6 N -0.5643(6) 0.6261(4) 0.8853(3) 0.0522(18) Uani 1 1 d . . . H46 H -0.5819 0.6356 0.8491 0.063 Uiso 1 1 calc R . . O11 O -0.1973(4) 0.5318(3) 0.8174(3) 0.0562(15) Uani 1 1 d . . . O12 O -0.3841(5) 0.5888(3) 0.8250(3) 0.0598(16) Uani 1 1 d . . . B2 B -0.3076(10) 0.5598(7) 0.7876(5) 0.058(3) Uani 1 1 d . . . F3 F -0.2637(4) 0.6229(3) 0.7548(2) 0.0736(15) Uani 1 1 d . . . F4 F -0.3858(4) 0.4931(3) 0.7527(2) 0.0659(14) Uani 1 1 d . . . C55 C 0.1961(7) 0.4065(5) 0.8791(4) 0.047(2) Uani 1 1 d . . . C56 C 0.2524(7) 0.3496(5) 0.9075(4) 0.052(2) Uani 1 1 d . . . H47 H 0.2150 0.3223 0.9375 0.063 Uiso 1 1 calc R . . C57 C 0.3638(6) 0.3316(5) 0.8928(3) 0.046(2) Uani 1 1 d . . . H48 H 0.4034 0.2937 0.9136 0.055 Uiso 1 1 calc R . . C58 C 0.4159(6) 0.3683(5) 0.8486(4) 0.047(2) Uani 1 1 d . . . C59 C 0.3592(6) 0.4249(5) 0.8193(4) 0.052(2) Uani 1 1 d . . . H49 H 0.3946 0.4507 0.7884 0.062 Uiso 1 1 calc R . . C60 C 0.2506(7) 0.4437(5) 0.8354(4) 0.057(2) Uani 1 1 d . . . H50 H 0.2131 0.4834 0.8156 0.069 Uiso 1 1 calc R . . N7 N 0.5267(5) 0.3526(4) 0.8294(3) 0.0503(18) Uani 1 1 d . . . H51 H 0.5544 0.3816 0.8016 0.060 Uiso 1 1 calc R . . C61 C 0.5937(8) 0.2974(6) 0.8498(4) 0.065(3) Uani 1 1 d . . . O13 O 0.5700(7) 0.2544(5) 0.8880(4) 0.121(3) Uani 1 1 d . . . C62 C 0.7012(7) 0.2890(5) 0.8178(4) 0.047(2) Uani 1 1 d . . . C63 C 0.7892(7) 0.2481(5) 0.8463(4) 0.051(2) Uani 1 1 d . . . H52 H 0.7853 0.2323 0.8841 0.061 Uiso 1 1 calc R . . C64 C 0.8849(7) 0.2310(4) 0.8164(4) 0.044(2) Uani 1 1 d . . . C65 C 0.8889(7) 0.2534(5) 0.7633(4) 0.051(2) Uani 1 1 d . . . C66 C 0.8003(7) 0.2958(5) 0.7353(4) 0.045(2) Uani 1 1 d . . . C67 C 0.7081(7) 0.3136(4) 0.7646(4) 0.047(2) Uani 1 1 d . . . H53 H 0.6488 0.3435 0.7471 0.057 Uiso 1 1 calc R . . O14 O 0.9743(5) 0.1911(3) 0.8405(3) 0.0583(15) Uani 1 1 d . . . C68 C 0.9675(8) 0.1667(6) 0.8959(4) 0.074(3) Uani 1 1 d . . . H54 H 0.9819 0.2156 0.9219 0.111 Uiso 1 1 calc R . . H55 H 1.0342 0.1365 0.9078 0.111 Uiso 1 1 calc R . . H56 H 0.8815 0.1309 0.8967 0.111 Uiso 1 1 calc R . . O15 O 0.9763(4) 0.2307(3) 0.7314(2) 0.0544(15) Uani 1 1 d . . . C69 C 1.1054(6) 0.2858(5) 0.7467(4) 0.068(3) Uani 1 1 d . . . H57 H 1.0990 0.3432 0.7439 0.102 Uiso 1 1 calc R . . H58 H 1.1612 0.2734 0.7206 0.102 Uiso 1 1 calc R . . H59 H 1.1427 0.2776 0.7858 0.102 Uiso 1 1 calc R . . O16 O 0.8148(4) 0.3145(3) 0.6821(2) 0.0499(14) Uani 1 1 d . . . C70 C 0.7542(7) 0.3775(5) 0.6603(4) 0.059(2) Uani 1 1 d . . . H60 H 0.6612 0.3538 0.6475 0.088 Uiso 1 1 calc R . . H61 H 0.7935 0.4008 0.6282 0.088 Uiso 1 1 calc R . . H62 H 0.7662 0.4211 0.6904 0.088 Uiso 1 1 calc R . . C71 C -0.7503(7) 0.6724(5) 0.9131(4) 0.059(2) Uani 1 1 d . . . C72 C -0.7908(8) 0.7059(5) 0.9601(4) 0.065(3) Uani 1 1 d . . . H63 H -0.7408 0.7101 0.9972 0.078 Uiso 1 1 calc R . . C73 C -0.9054(7) 0.7326(5) 0.9510(4) 0.063(2) Uani 1 1 d . . . H64 H -0.9336 0.7557 0.9821 0.076 Uiso 1 1 calc R . . C74 C -0.9780(7) 0.7256(5) 0.8971(4) 0.056(2) Uani 1 1 d . . . C75 C -0.9379(7) 0.6926(5) 0.8522(4) 0.059(2) Uani 1 1 d . . . H65 H -0.9866 0.6886 0.8148 0.070 Uiso 1 1 calc R . . C76 C -0.8242(7) 0.6649(5) 0.8621(4) 0.066(3) Uani 1 1 d . . . H66 H -0.7986 0.6396 0.8312 0.079 Uiso 1 1 calc R . . N8 N -1.0946(5) 0.7530(4) 0.8862(3) 0.0574(19) Uani 1 1 d . . . H67 H -1.1187 0.7678 0.8517 0.069 Uiso 1 1 calc R . . C77 C -1.1708(8) 0.7577(5) 0.9253(5) 0.060(3) Uani 1 1 d . . . O17 O -1.1525(5) 0.7360(4) 0.9736(3) 0.0645(17) Uani 1 1 d . . . C78 C -1.2846(8) 0.7924(6) 0.9047(5) 0.067(3) Uani 1 1 d . . . C79 C -1.3368(9) 0.8257(6) 0.9473(5) 0.080(3) Uani 1 1 d . . . H68 H -1.3061 0.8210 0.9865 0.096 Uiso 1 1 calc R . . C80 C -1.4354(10) 0.8660(7) 0.9304(6) 0.090(3) Uani 1 1 d . . . C81 C -1.4829(10) 0.8713(7) 0.8768(6) 0.087(4) Uani 1 1 d . . . C82 C -1.4387(10) 0.8311(7) 0.8333(6) 0.087(4) Uani 1 1 d . . . C83 C -1.3369(7) 0.7934(5) 0.8492(5) 0.070(3) Uani 1 1 d . . . H69 H -1.3037 0.7680 0.8206 0.084 Uiso 1 1 calc R . . O18 O -1.4880(8) 0.9051(5) 0.9695(4) 0.126(3) Uani 1 1 d . . . C84 C -1.4473(14) 0.8979(9) 1.0293(6) 0.154(6) Uani 1 1 d . . . H70 H -1.4603 0.8394 1.0371 0.230 Uiso 1 1 calc R . . H71 H -1.4986 0.9238 1.0513 0.230 Uiso 1 1 calc R . . H72 H -1.3551 0.9255 1.0403 0.230 Uiso 1 1 calc R . . O19 O -1.5695(6) 0.9190(5) 0.8621(4) 0.113(3) Uani 1 1 d . . . C85 C -1.7019(8) 0.8774(7) 0.8635(7) 0.145(7) Uani 1 1 d . . . H73 H -1.7315 0.8331 0.8331 0.218 Uiso 1 1 calc R . . H74 H -1.7567 0.9169 0.8578 0.218 Uiso 1 1 calc R . . H75 H -1.7077 0.8538 0.9005 0.218 Uiso 1 1 calc R . . O20 O -1.4989(6) 0.8344(5) 0.7807(4) 0.101(3) Uani 1 1 d . . . C86 C -1.4635(11) 0.7859(7) 0.7366(5) 0.112(5) Uani 1 1 d . . . H76 H -1.3712 0.8066 0.7349 0.168 Uiso 1 1 calc R . . H77 H -1.5155 0.7907 0.6997 0.168 Uiso 1 1 calc R . . H78 H -1.4799 0.7278 0.7458 0.168 Uiso 1 1 calc R . . C87 C 0.1025(14) 0.4912(9) 0.6477(7) 0.077(5) Uani 0.684(8) 1 d PD A 1 H85 H 0.1762 0.4727 0.6682 0.115 Uiso 0.684(8) 1 calc PR A 1 H86 H 0.1340 0.5353 0.6233 0.115 Uiso 0.684(8) 1 calc PR A 1 H87 H 0.0426 0.4448 0.6241 0.115 Uiso 0.684(8) 1 calc PR A 1 C88 C 0.0335(14) 0.5233(9) 0.6895(5) 0.086(7) Uani 0.684(8) 1 d PD A 1 C89 C -0.0268(12) 0.5955(8) 0.6813(7) 0.084(5) Uani 0.684(8) 1 d PD A 1 H82 H -0.0378 0.6171 0.7183 0.127 Uiso 0.684(8) 1 calc PR A 1 H83 H -0.1116 0.5778 0.6565 0.127 Uiso 0.684(8) 1 calc PR A 1 H84 H 0.0297 0.6388 0.6636 0.127 Uiso 0.684(8) 1 calc PR A 1 O21 O 0.0422(9) 0.4984(7) 0.7443(4) 0.082(4) Uani 0.684(8) 1 d PD A 1 O22 O -1.4701(6) 0.0699(4) 0.8179(3) 0.087(2) Uani 1 1 d D . . H97 H -1.422(9) 0.080(7) 0.859(2) 0.15(5) Uiso 1 1 d D . . O23 O -0.003(2) -0.0367(10) -0.0292(10) 0.153(8) Uani 0.50 1 d PD B -1 C93 C -0.115(3) 0.010(2) -0.0157(17) 0.173(13) Uiso 0.50 1 d PD B -1 C94 C -0.108(4) 0.043(2) 0.047(2) 0.196(16) Uiso 0.50 1 d P B -1 C95 C -0.214(2) 0.0311(15) -0.0359(12) 0.119(8) Uiso 0.50 1 d P B -1 O24 O 0.295(2) 0.6004(15) 0.7516(10) 0.154(14) Uani 0.316(8) 1 d PD A 2 C91 C 0.227(2) 0.546(2) 0.7034(14) 0.119(14) Uiso 0.316(8) 1 d PD A 2 C90 C 0.321(3) 0.5142(18) 0.6721(12) 0.098(11) Uiso 0.316(8) 1 d PD A 2 H94 H 0.4106 0.5399 0.6903 0.147 Uiso 0.316(8) 1 calc PR A 2 H95 H 0.3082 0.5285 0.6323 0.147 Uiso 0.316(8) 1 calc PR A 2 H96 H 0.3053 0.4541 0.6735 0.147 Uiso 0.316(8) 1 calc PR A 2 C92 C 0.0799(18) 0.531(3) 0.699(2) 0.11(3) Uani 0.316(8) 1 d PD A 2 H91 H 0.0390 0.5194 0.6585 0.171 Uiso 0.316(8) 1 calc PR A 2 H92 H 0.0586 0.5796 0.7142 0.171 Uiso 0.316(8) 1 calc PR A 2 H93 H 0.0479 0.4830 0.7201 0.171 Uiso 0.316(8) 1 calc PR A 2 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 0.049(4) 0.051(5) 0.034(5) -0.006(4) -0.003(4) 0.005(4) C2 0.052(5) 0.061(6) 0.054(7) -0.009(5) 0.001(4) -0.002(4) C3 0.048(4) 0.067(6) 0.069(7) -0.019(5) 0.008(4) 0.007(4) C4 0.062(5) 0.046(5) 0.033(5) -0.002(4) 0.007(4) 0.005(4) C5 0.048(4) 0.048(5) 0.051(6) -0.002(5) 0.005(4) 0.008(4) C6 0.058(5) 0.050(5) 0.053(6) -0.012(5) 0.004(4) 0.002(4) C7 0.054(4) 0.042(5) 0.043(6) -0.005(4) 0.004(4) 0.009(4) C8 0.048(4) 0.047(5) 0.049(6) 0.002(5) 0.008(4) 0.004(4) C9 0.051(5) 0.049(5) 0.068(7) -0.007(5) 0.008(4) 0.003(4) C10 0.064(5) 0.050(5) 0.053(6) -0.005(5) 0.018(4) 0.005(4) C11 0.048(4) 0.049(5) 0.044(6) -0.008(4) 0.003(4) -0.005(4) N1 0.046(3) 0.051(4) 0.058(5) -0.007(4) 0.002(3) 0.006(3) N2 0.042(3) 0.058(4) 0.041(5) -0.001(4) 0.010(3) -0.007(3) O1 0.043(3) 0.059(4) 0.052(4) -0.015(3) 0.008(3) 0.002(2) O2 0.048(3) 0.063(4) 0.060(4) -0.010(3) 0.011(3) 0.005(3) B1 0.047(5) 0.072(8) 0.060(8) -0.011(6) 0.018(5) 0.001(5) F1 0.069(3) 0.049(3) 0.189(7) -0.016(4) 0.042(4) 0.009(3) F2 0.047(3) 0.174(6) 0.059(4) -0.024(4) 0.015(3) -0.012(3) C12 0.038(4) 0.056(5) 0.040(5) -0.002(4) 0.009(4) 0.006(4) C13 0.051(4) 0.052(5) 0.067(7) -0.012(5) 0.015(4) 0.015(4) C14 0.056(5) 0.059(6) 0.071(7) -0.007(5) 0.019(5) -0.005(4) C15 0.055(4) 0.060(6) 0.027(5) -0.002(4) 0.008(4) 0.015(4) C16 0.055(5) 0.050(5) 0.057(6) -0.010(5) 0.004(4) 0.008(4) C17 0.050(4) 0.047(5) 0.056(6) -0.013(5) 0.005(4) 0.004(4) N3 0.050(3) 0.063(5) 0.038(4) -0.014(4) 0.003(3) 0.010(3) C18 0.045(4) 0.052(6) 0.058(7) -0.007(5) 0.000(4) 0.005(4) O3 0.055(3) 0.072(4) 0.059(5) -0.033(4) 0.003(3) -0.003(3) C19 0.047(4) 0.059(6) 0.044(6) -0.013(5) 0.005(4) 0.000(4) C20 0.058(5) 0.045(5) 0.074(7) -0.011(5) -0.003(5) 0.008(4) C21 0.061(5) 0.066(6) 0.051(7) -0.014(5) 0.003(5) 0.014(5) C22 0.058(5) 0.053(6) 0.056(7) 0.006(5) 0.019(5) 0.006(4) C23 0.066(5) 0.056(6) 0.038(6) -0.011(5) 0.004(4) 0.009(4) C24 0.045(4) 0.050(5) 0.053(6) -0.002(5) 0.014(4) 0.000(4) O4 0.062(3) 0.072(4) 0.085(6) -0.025(4) 0.013(3) -0.027(3) C25 0.078(6) 0.078(7) 0.077(8) -0.033(6) 0.014(5) -0.026(5) O5 0.062(3) 0.070(4) 0.042(4) 0.000(3) 0.012(3) 0.012(3) C26 0.063(5) 0.065(6) 0.098(9) -0.016(6) 0.018(5) 0.017(5) O6 0.056(3) 0.066(4) 0.069(5) -0.014(4) 0.011(3) 0.005(3) C27 0.074(5) 0.054(6) 0.097(9) -0.035(6) 0.011(6) -0.011(5) C28 0.050(4) 0.039(5) 0.041(6) -0.004(4) 0.005(4) 0.011(4) C29 0.044(4) 0.054(5) 0.052(6) -0.004(5) -0.002(4) -0.001(4) C30 0.063(5) 0.058(6) 0.044(6) -0.011(5) -0.005(4) 0.014(4) C31 0.044(4) 0.050(5) 0.050(6) -0.002(4) 0.014(4) 0.007(4) C32 0.044(4) 0.046(5) 0.056(6) -0.012(4) -0.004(4) 0.005(4) C33 0.052(4) 0.054(5) 0.057(6) -0.005(5) 0.004(4) 0.007(4) N4 0.045(4) 0.044(4) 0.056(5) -0.004(4) 0.007(3) -0.002(3) C34 0.048(4) 0.038(5) 0.061(7) -0.004(5) -0.002(5) 0.006(4) O7 0.049(3) 0.076(4) 0.055(4) -0.030(3) 0.009(3) -0.006(3) C35 0.050(4) 0.038(5) 0.046(6) 0.003(4) -0.002(4) 0.006(4) C36 0.050(4) 0.050(5) 0.045(6) -0.009(4) 0.006(4) 0.000(4) C37 0.057(5) 0.048(5) 0.034(5) -0.010(4) 0.002(4) 0.010(4) C38 0.038(4) 0.046(5) 0.054(6) -0.006(5) -0.002(4) 0.003(4) C39 0.055(5) 0.040(5) 0.061(7) -0.010(5) -0.009(4) 0.011(4) C40 0.051(4) 0.048(5) 0.050(6) -0.004(5) -0.003(4) 0.008(4) O8 0.052(3) 0.059(4) 0.077(5) -0.003(4) 0.018(3) 0.004(3) C41 0.069(5) 0.058(6) 0.053(6) -0.009(5) 0.027(4) 0.002(4) O9 0.047(3) 0.040(3) 0.078(5) -0.005(3) -0.001(3) 0.002(2) C42 0.072(5) 0.052(6) 0.081(8) 0.000(5) 0.015(5) 0.012(4) O10 0.056(3) 0.052(4) 0.061(4) -0.017(3) 0.006(3) 0.001(3) C43 0.079(6) 0.060(6) 0.047(6) -0.022(5) 0.001(5) 0.005(5) C44 0.049(4) 0.048(5) 0.040(6) -0.007(4) 0.001(4) 0.008(4) C45 0.049(4) 0.054(5) 0.054(6) -0.014(5) -0.002(4) 0.011(4) C46 0.054(5) 0.057(6) 0.071(8) -0.017(5) 0.008(5) 0.010(4) C47 0.059(5) 0.038(5) 0.045(6) -0.002(4) 0.015(4) 0.015(4) C48 0.066(5) 0.037(5) 0.052(7) -0.021(5) 0.000(5) 0.007(4) C49 0.064(5) 0.048(5) 0.054(6) 0.003(5) 0.002(5) 0.035(4) C50 0.073(6) 0.038(5) 0.059(7) -0.011(5) 0.027(5) -0.004(4) C51 0.053(4) 0.046(5) 0.036(6) -0.008(4) 0.001(4) 0.014(4) C52 0.072(6) 0.067(6) 0.052(7) -0.007(5) -0.005(5) 0.029(5) C53 0.066(5) 0.082(7) 0.066(8) -0.005(6) 0.011(5) 0.031(5) C54 0.057(5) 0.043(5) 0.064(7) -0.003(5) 0.004(5) 0.012(4) N5 0.058(4) 0.045(4) 0.059(5) -0.003(4) 0.010(4) 0.015(3) N6 0.063(4) 0.063(5) 0.034(5) -0.005(4) 0.006(4) 0.025(4) O11 0.047(3) 0.068(4) 0.056(4) -0.001(3) 0.010(3) 0.019(3) O12 0.060(3) 0.059(4) 0.065(5) 0.001(3) 0.016(3) 0.022(3) B2 0.070(6) 0.054(7) 0.049(7) 0.003(6) 0.013(6) 0.014(5) F3 0.070(3) 0.072(4) 0.086(4) 0.011(3) 0.027(3) 0.021(2) F4 0.057(2) 0.066(3) 0.072(4) -0.008(3) 0.017(2) 0.007(2) C55 0.049(4) 0.041(5) 0.052(6) -0.007(4) 0.015(4) 0.010(4) C56 0.051(4) 0.056(6) 0.048(6) -0.004(4) 0.016(4) 0.004(4) C57 0.041(4) 0.054(5) 0.041(5) -0.006(4) 0.000(4) 0.013(4) C58 0.042(4) 0.044(5) 0.053(6) -0.009(4) 0.013(4) 0.003(4) C59 0.047(4) 0.050(5) 0.053(6) 0.005(4) 0.008(4) -0.002(4) C60 0.043(4) 0.045(5) 0.079(7) -0.016(5) 0.003(5) 0.009(4) N7 0.052(4) 0.042(4) 0.059(5) 0.012(4) 0.013(3) 0.011(3) C61 0.080(6) 0.063(6) 0.063(7) 0.017(5) 0.023(5) 0.027(5) O13 0.117(5) 0.189(9) 0.113(7) 0.091(7) 0.068(5) 0.104(6) C62 0.056(5) 0.047(5) 0.040(6) 0.001(4) 0.017(4) 0.010(4) C63 0.064(5) 0.047(5) 0.038(6) -0.006(4) 0.006(4) 0.011(4) C64 0.055(5) 0.036(5) 0.043(6) -0.005(4) 0.011(4) 0.014(4) C65 0.063(5) 0.041(5) 0.046(6) -0.012(4) 0.018(4) 0.002(4) C66 0.051(4) 0.045(5) 0.041(6) 0.009(4) 0.014(4) 0.011(4) C67 0.052(4) 0.038(5) 0.053(6) -0.006(4) 0.012(4) 0.011(4) O14 0.061(3) 0.059(4) 0.061(5) 0.007(3) 0.013(3) 0.025(3) C68 0.078(6) 0.083(7) 0.067(8) 0.020(6) 0.010(5) 0.032(5) O15 0.052(3) 0.052(3) 0.055(4) -0.016(3) 0.010(3) 0.004(3) C69 0.047(4) 0.061(6) 0.082(8) -0.010(5) -0.001(5) -0.004(4) O16 0.058(3) 0.054(4) 0.040(4) 0.002(3) 0.017(3) 0.011(3) C70 0.064(5) 0.059(6) 0.060(7) 0.007(5) 0.017(4) 0.024(4) C71 0.051(5) 0.066(6) 0.054(7) -0.003(5) -0.007(5) 0.015(4) C72 0.063(5) 0.075(7) 0.058(7) -0.004(5) 0.010(5) 0.019(5) C73 0.060(5) 0.075(6) 0.052(7) -0.017(5) 0.001(4) 0.019(5) C74 0.063(5) 0.055(6) 0.047(6) -0.015(5) -0.003(5) 0.019(4) C75 0.056(5) 0.060(6) 0.055(7) -0.006(5) -0.002(4) 0.014(4) C76 0.069(5) 0.068(6) 0.059(7) -0.011(5) 0.003(5) 0.021(5) N8 0.054(4) 0.072(5) 0.048(5) -0.010(4) 0.001(4) 0.026(4) C77 0.060(5) 0.059(6) 0.064(7) 0.012(5) 0.000(5) 0.026(4) O17 0.059(3) 0.080(4) 0.055(5) 0.009(4) 0.011(3) 0.018(3) C78 0.053(5) 0.072(7) 0.076(8) 0.017(6) 0.013(5) 0.013(5) C79 0.080(6) 0.092(8) 0.077(8) 0.008(7) 0.014(6) 0.036(6) C80 0.104(8) 0.117(10) 0.080(10) 0.019(8) 0.037(7) 0.071(7) C81 0.085(7) 0.097(9) 0.093(11) 0.051(8) 0.018(7) 0.040(6) C82 0.085(7) 0.076(8) 0.091(10) 0.030(7) -0.008(7) 0.017(6) C83 0.053(5) 0.070(7) 0.089(9) 0.019(6) 0.010(5) 0.019(5) O18 0.153(7) 0.139(7) 0.134(9) 0.046(7) 0.073(7) 0.093(6) C84 0.236(15) 0.197(15) 0.098(13) 0.059(11) 0.101(12) 0.137(13) O19 0.087(4) 0.119(6) 0.158(8) 0.068(6) 0.040(5) 0.058(4) C85 0.058(6) 0.145(11) 0.247(19) 0.098(12) 0.046(9) 0.032(6) O20 0.084(5) 0.113(6) 0.096(7) 0.022(6) -0.025(5) 0.028(4) C86 0.125(9) 0.103(10) 0.074(10) 0.001(8) -0.036(8) -0.002(8) C87 0.098(11) 0.064(10) 0.075(13) 0.009(9) 0.037(9) 0.017(8) C88 0.030(10) 0.092(14) 0.102(19) -0.011(13) -0.041(11) -0.018(9) C89 0.076(9) 0.073(10) 0.114(15) 0.022(10) 0.009(9) 0.042(8) O21 0.077(7) 0.121(10) 0.054(8) 0.011(7) 0.000(6) 0.040(6) O22 0.080(4) 0.082(5) 0.094(7) -0.010(4) 0.010(4) 0.016(3) O23 0.160(15) 0.103(15) 0.18(2) 0.007(12) -0.001(17) 0.020(13) O24 0.34(4) 0.14(2) 0.059(19) 0.041(16) 0.11(2) 0.17(3) C92 0.04(2) 0.09(3) 0.16(5) -0.05(3) -0.12(3) 0.00(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.365(11) . ? C1 N1 1.384(8) . ? C1 C12 1.459(10) . ? C2 C3 1.397(10) . ? C2 H1 0.9500 . ? C3 C4 1.372(11) . ? C3 H2 0.9500 . ? C4 N1 1.380(10) . ? C4 C5 1.421(9) . ? C5 O1 1.301(9) . ? C5 C6 1.384(11) . ? C6 C7 1.400(9) . ? C6 H3 0.9500 . ? C7 O2 1.288(9) . ? C7 C8 1.423(11) . ? C8 C9 1.360(12) . ? C8 N2 1.375(8) . ? C9 C10 1.387(10) . ? C9 H4 0.9500 . ? C10 C11 1.381(10) . ? C10 H5 0.9500 . ? C11 N2 1.355(10) . ? C11 C28 1.461(9) . ? N1 H6 0.8800 . ? N2 H7 0.8800 . ? O1 B1 1.478(10) . ? O2 B1 1.488(11) . ? B1 F1 1.338(12) . ? B1 F2 1.345(12) . ? C12 C17 1.359(11) . ? C12 C13 1.385(9) . ? C13 C14 1.389(10) . ? C13 H8 0.9500 . ? C14 C15 1.353(11) . ? C14 H9 0.9500 . ? C15 C16 1.382(9) . ? C15 N3 1.414(9) . ? C16 C17 1.410(10) . ? C16 H10 0.9500 . ? C17 H11 0.9500 . ? N3 C18 1.376(8) . ? N3 H12 0.8800 . ? C18 O3 1.166(10) . ? C18 C19 1.531(11) . ? C19 C24 1.346(11) . ? C19 C20 1.406(9) . ? C20 C21 1.409(12) . ? C20 H13 0.9500 . ? C21 C22 1.346(12) . ? C21 O4 1.378(9) . ? C22 O5 1.370(9) . ? C22 C23 1.398(10) . ? C23 O6 1.339(10) . ? C23 C24 1.383(11) . ? C24 H14 0.9500 . ? O4 C25 1.414(10) . ? C25 H15 0.9800 . ? C25 H16 0.9800 . ? C25 H17 0.9800 . ? O5 C26 1.430(9) . ? C26 H18 0.9800 . ? C26 H19 0.9800 . ? C26 H20 0.9800 . ? O6 C27 1.435(8) . ? C27 H21 0.9800 . ? C27 H22 0.9800 . ? C27 H23 0.9800 . ? C28 C29 1.369(11) . ? C28 C33 1.384(10) . ? C29 C30 1.397(9) . ? C29 H24 0.9500 . ? C30 C31 1.361(10) . ? C30 H25 0.9500 . ? C31 C32 1.389(11) . ? C31 N4 1.419(8) . ? C32 C33 1.422(9) . ? C32 H26 0.9500 . ? C33 H27 0.9500 . ? N4 C34 1.360(11) . ? N4 H28 0.8800 . ? C34 O7 1.204(10) . ? C34 C35 1.530(9) . ? C35 C40 1.371(11) . ? C35 C36 1.378(11) . ? C36 C37 1.424(9) . ? C36 H29 0.9500 . ? C37 C38 1.356(10) . ? C37 O8 1.359(9) . ? C38 O9 1.386(7) . ? C38 C39 1.391(11) . ? C39 O10 1.347(9) . ? C39 C40 1.393(9) . ? C40 H30 0.9500 . ? O8 C41 1.404(9) . ? C41 H31 0.9800 . ? C41 H32 0.9800 . ? C41 H33 0.9800 . ? O9 C42 1.430(8) . ? C42 H34 0.9800 . ? C42 H35 0.9800 . ? C42 H36 0.9800 . ? O10 C43 1.393(10) . ? C43 H37 0.9800 . ? C43 H38 0.9800 . ? C43 H39 0.9800 . ? C44 N5 1.366(9) . ? C44 C45 1.394(11) . ? C44 C55 1.448(10) . ? C45 C46 1.397(10) . ? C45 H40 0.9500 . ? C46 C47 1.345(11) . ? C46 H41 0.9500 . ? C47 N5 1.398(9) . ? C47 C48 1.413(11) . ? C48 O11 1.323(10) . ? C48 C49 1.370(11) . ? C49 C50 1.352(11) . ? C49 H42 0.9500 . ? C50 O12 1.339(10) . ? C50 C51 1.430(11) . ? C51 C52 1.343(11) . ? C51 N6 1.395(9) . ? C52 C53 1.429(11) . ? C52 H43 0.9500 . ? C53 C54 1.363(11) . ? C53 H44 0.9500 . ? C54 N6 1.353(11) . ? C54 C71 1.479(11) . ? N5 H45 0.8800 . ? N6 H46 0.8800 . ? O11 B2 1.460(11) . ? O12 B2 1.452(12) . ? B2 F3 1.367(10) . ? B2 F4 1.388(11) . ? C55 C60 1.368(11) . ? C55 C56 1.377(10) . ? C56 C57 1.396(10) . ? C56 H47 0.9500 . ? C57 C58 1.364(10) . ? C57 H48 0.9500 . ? C58 C59 1.384(10) . ? C58 N7 1.419(9) . ? C59 C60 1.385(10) . ? C59 H49 0.9500 . ? C60 H50 0.9500 . ? N7 C61 1.349(10) . ? N7 H51 0.8800 . ? C61 O13 1.196(10) . ? C61 C62 1.514(11) . ? C62 C67 1.350(11) . ? C62 C63 1.393(10) . ? C63 C64 1.419(11) . ? C63 H52 0.9500 . ? C64 C65 1.333(11) . ? C64 O14 1.355(8) . ? C65 C66 1.409(10) . ? C65 O15 1.409(9) . ? C66 O16 1.338(9) . ? C66 C67 1.383(10) . ? C67 H53 0.9500 . ? O14 C68 1.400(10) . ? C68 H54 0.9800 . ? C68 H55 0.9800 . ? C68 H56 0.9800 . ? O15 C69 1.459(7) . ? C69 H57 0.9800 . ? C69 H58 0.9800 . ? C69 H59 0.9800 . ? O16 C70 1.428(8) . ? C70 H60 0.9800 . ? C70 H61 0.9800 . ? C70 H62 0.9800 . ? C71 C76 1.325(11) . ? C71 C72 1.412(12) . ? C72 C73 1.393(10) . ? C72 H63 0.9500 . ? C73 C74 1.377(11) . ? C73 H64 0.9500 . ? C74 C75 1.367(12) . ? C74 N8 1.420(9) . ? C75 C76 1.393(11) . ? C75 H65 0.9500 . ? C76 H66 0.9500 . ? N8 C77 1.350(11) . ? N8 H67 0.8800 . ? C77 O17 1.213(10) . ? C77 C78 1.492(11) . ? C78 C83 1.354(12) . ? C78 C79 1.398(14) . ? C79 C80 1.396(13) . ? C79 H68 0.9500 . ? C80 C81 1.311(15) . ? C80 O18 1.387(13) . ? C81 O19 1.371(11) . ? C81 C82 1.422(16) . ? C82 O20 1.324(12) . ? C82 C83 1.391(12) . ? C83 H69 0.9500 . ? O18 C84 1.440(14) . ? C84 H70 0.9800 . ? C84 H71 0.9800 . ? C84 H72 0.9800 . ? O19 C85 1.437(9) . ? C85 H73 0.9800 . ? C85 H74 0.9800 . ? C85 H75 0.9800 . ? O20 C86 1.461(14) . ? C86 H76 0.9800 . ? C86 H77 0.9800 . ? C86 H78 0.9800 . ? C87 C88 1.493(9) . ? C87 H85 0.9800 . ? C87 H86 0.9800 . ? C87 H87 0.9800 . ? C88 O21 1.375(9) . ? C88 C89 1.500(10) . ? C89 H82 0.9800 . ? C89 H83 0.9800 . ? C89 H84 0.9800 . ? O22 H97 1.02(3) . ? O23 C93 1.64(2) . ? C93 C95 1.23(3) . ? C93 C94 1.56(5) . ? O24 C91 1.432(10) . ? C91 C92 1.527(10) . ? C91 C90 1.527(10) . ? C90 H94 0.9800 . ? C90 H95 0.9800 . ? C90 H96 0.9800 . ? C92 H91 0.9800 . ? C92 H92 0.9800 . ? C92 H93 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 N1 107.1(7) . . ? C2 C1 C12 130.3(7) . . ? N1 C1 C12 122.6(8) . . ? C1 C2 C3 109.3(7) . . ? C1 C2 H1 125.3 . . ? C3 C2 H1 125.3 . . ? C4 C3 C2 106.6(8) . . ? C4 C3 H2 126.7 . . ? C2 C3 H2 126.7 . . ? C3 C4 N1 108.6(6) . . ? C3 C4 C5 129.2(8) . . ? N1 C4 C5 122.2(8) . . ? O1 C5 C6 121.4(6) . . ? O1 C5 C4 117.6(7) . . ? C6 C5 C4 121.0(8) . . ? C5 C6 C7 119.8(8) . . ? C5 C6 H3 120.1 . . ? C7 C6 H3 120.1 . . ? O2 C7 C6 120.8(7) . . ? O2 C7 C8 118.2(6) . . ? C6 C7 C8 121.0(8) . . ? C9 C8 N2 107.2(7) . . ? C9 C8 C7 129.4(7) . . ? N2 C8 C7 123.4(8) . . ? C8 C9 C10 109.0(7) . . ? C8 C9 H4 125.5 . . ? C10 C9 H4 125.5 . . ? C11 C10 C9 106.5(8) . . ? C11 C10 H5 126.7 . . ? C9 C10 H5 126.7 . . ? N2 C11 C10 108.3(6) . . ? N2 C11 C28 124.9(7) . . ? C10 C11 C28 126.8(8) . . ? C4 N1 C1 108.4(7) . . ? C4 N1 H6 125.8 . . ? C1 N1 H6 125.8 . . ? C11 N2 C8 108.9(7) . . ? C11 N2 H7 125.5 . . ? C8 N2 H7 125.5 . . ? C5 O1 B1 122.8(7) . . ? C7 O2 B1 123.4(6) . . ? F1 B1 F2 114.3(10) . . ? F1 B1 O1 109.3(8) . . ? F2 B1 O1 106.1(8) . . ? F1 B1 O2 107.3(8) . . ? F2 B1 O2 108.2(8) . . ? O1 B1 O2 111.7(8) . . ? C17 C12 C13 119.7(7) . . ? C17 C12 C1 122.1(7) . . ? C13 C12 C1 118.2(7) . . ? C12 C13 C14 119.7(8) . . ? C12 C13 H8 120.2 . . ? C14 C13 H8 120.2 . . ? C15 C14 C13 121.1(7) . . ? C15 C14 H9 119.4 . . ? C13 C14 H9 119.4 . . ? C14 C15 C16 119.8(7) . . ? C14 C15 N3 123.6(7) . . ? C16 C15 N3 116.5(8) . . ? C15 C16 C17 119.3(8) . . ? C15 C16 H10 120.3 . . ? C17 C16 H10 120.3 . . ? C12 C17 C16 120.4(7) . . ? C12 C17 H11 119.8 . . ? C16 C17 H11 119.8 . . ? C18 N3 C15 124.8(7) . . ? C18 N3 H12 117.6 . . ? C15 N3 H12 117.6 . . ? O3 C18 N3 125.9(8) . . ? O3 C18 C19 122.5(6) . . ? N3 C18 C19 111.3(8) . . ? C24 C19 C20 120.8(8) . . ? C24 C19 C18 125.0(7) . . ? C20 C19 C18 114.2(8) . . ? C19 C20 C21 117.0(9) . . ? C19 C20 H13 121.5 . . ? C21 C20 H13 121.5 . . ? C22 C21 O4 115.8(8) . . ? C22 C21 C20 122.4(8) . . ? O4 C21 C20 121.8(8) . . ? C21 C22 O5 121.3(7) . . ? C21 C22 C23 118.9(8) . . ? O5 C22 C23 119.6(8) . . ? O6 C23 C24 124.2(7) . . ? O6 C23 C22 115.9(8) . . ? C24 C23 C22 119.8(8) . . ? C19 C24 C23 120.8(7) . . ? C19 C24 H14 119.6 . . ? C23 C24 H14 119.6 . . ? C21 O4 C25 116.8(7) . . ? O4 C25 H15 109.5 . . ? O4 C25 H16 109.5 . . ? H15 C25 H16 109.5 . . ? O4 C25 H17 109.5 . . ? H15 C25 H17 109.5 . . ? H16 C25 H17 109.5 . . ? C22 O5 C26 111.7(6) . . ? O5 C26 H18 109.5 . . ? O5 C26 H19 109.5 . . ? H18 C26 H19 109.5 . . ? O5 C26 H20 109.5 . . ? H18 C26 H20 109.5 . . ? H19 C26 H20 109.5 . . ? C23 O6 C27 118.1(7) . . ? O6 C27 H21 109.5 . . ? O6 C27 H22 109.5 . . ? H21 C27 H22 109.5 . . ? O6 C27 H23 109.5 . . ? H21 C27 H23 109.5 . . ? H22 C27 H23 109.5 . . ? C29 C28 C33 119.5(7) . . ? C29 C28 C11 118.6(7) . . ? C33 C28 C11 121.9(8) . . ? C28 C29 C30 121.5(8) . . ? C28 C29 H24 119.2 . . ? C30 C29 H24 119.2 . . ? C31 C30 C29 119.7(8) . . ? C31 C30 H25 120.2 . . ? C29 C30 H25 120.2 . . ? C30 C31 C32 120.3(7) . . ? C30 C31 N4 125.6(8) . . ? C32 C31 N4 114.0(7) . . ? C31 C32 C33 119.7(7) . . ? C31 C32 H26 120.1 . . ? C33 C32 H26 120.1 . . ? C28 C33 C32 119.2(8) . . ? C28 C33 H27 120.4 . . ? C32 C33 H27 120.4 . . ? C34 N4 C31 125.3(7) . . ? C34 N4 H28 117.4 . . ? C31 N4 H28 117.4 . . ? O7 C34 N4 125.5(7) . . ? O7 C34 C35 120.5(8) . . ? N4 C34 C35 114.0(8) . . ? C40 C35 C36 124.0(7) . . ? C40 C35 C34 120.6(8) . . ? C36 C35 C34 115.2(8) . . ? C35 C36 C37 116.7(8) . . ? C35 C36 H29 121.6 . . ? C37 C36 H29 121.6 . . ? C38 C37 O8 117.6(6) . . ? C38 C37 C36 120.0(8) . . ? O8 C37 C36 122.3(7) . . ? C37 C38 O9 118.3(7) . . ? C37 C38 C39 121.6(6) . . ? O9 C38 C39 119.7(7) . . ? O10 C39 C38 116.3(6) . . ? O10 C39 C40 124.1(8) . . ? C38 C39 C40 119.6(8) . . ? C35 C40 C39 117.9(8) . . ? C35 C40 H30 121.0 . . ? C39 C40 H30 121.0 . . ? C37 O8 C41 118.3(5) . . ? O8 C41 H31 109.5 . . ? O8 C41 H32 109.5 . . ? H31 C41 H32 109.5 . . ? O8 C41 H33 109.5 . . ? H31 C41 H33 109.5 . . ? H32 C41 H33 109.5 . . ? C38 O9 C42 115.2(6) . . ? O9 C42 H34 109.5 . . ? O9 C42 H35 109.5 . . ? H34 C42 H35 109.5 . . ? O9 C42 H36 109.5 . . ? H34 C42 H36 109.5 . . ? H35 C42 H36 109.5 . . ? C39 O10 C43 117.3(6) . . ? O10 C43 H37 109.5 . . ? O10 C43 H38 109.5 . . ? H37 C43 H38 109.5 . . ? O10 C43 H39 109.5 . . ? H37 C43 H39 109.5 . . ? H38 C43 H39 109.5 . . ? N5 C44 C45 107.9(7) . . ? N5 C44 C55 123.6(8) . . ? C45 C44 C55 128.4(7) . . ? C44 C45 C46 107.1(8) . . ? C44 C45 H40 126.5 . . ? C46 C45 H40 126.5 . . ? C47 C46 C45 108.6(9) . . ? C47 C46 H41 125.7 . . ? C45 C46 H41 125.7 . . ? C46 C47 N5 108.4(8) . . ? C46 C47 C48 130.1(8) . . ? N5 C47 C48 121.4(8) . . ? O11 C48 C49 121.6(8) . . ? O11 C48 C47 116.4(8) . . ? C49 C48 C47 122.0(9) . . ? C50 C49 C48 120.0(9) . . ? C50 C49 H42 120.0 . . ? C48 C49 H42 120.0 . . ? O12 C50 C49 122.2(8) . . ? O12 C50 C51 114.3(8) . . ? C49 C50 C51 123.5(9) . . ? C52 C51 N6 106.6(8) . . ? C52 C51 C50 129.6(9) . . ? N6 C51 C50 123.8(8) . . ? C51 C52 C53 109.7(8) . . ? C51 C52 H43 125.1 . . ? C53 C52 H43 125.1 . . ? C54 C53 C52 104.8(8) . . ? C54 C53 H44 127.6 . . ? C52 C53 H44 127.6 . . ? N6 C54 C53 110.1(7) . . ? N6 C54 C71 122.4(9) . . ? C53 C54 C71 127.5(9) . . ? C44 N5 C47 108.0(7) . . ? C44 N5 H45 126.0 . . ? C47 N5 H45 126.0 . . ? C54 N6 C51 108.7(7) . . ? C54 N6 H46 125.7 . . ? C51 N6 H46 125.7 . . ? C48 O11 B2 120.1(7) . . ? C50 O12 B2 119.4(7) . . ? F3 B2 F4 109.5(8) . . ? F3 B2 O12 107.9(8) . . ? F4 B2 O12 109.1(7) . . ? F3 B2 O11 109.3(7) . . ? F4 B2 O11 106.8(8) . . ? O12 B2 O11 114.2(8) . . ? C60 C55 C56 118.4(7) . . ? C60 C55 C44 122.7(8) . . ? C56 C55 C44 118.9(7) . . ? C55 C56 C57 120.7(7) . . ? C55 C56 H47 119.7 . . ? C57 C56 H47 119.7 . . ? C58 C57 C56 120.3(7) . . ? C58 C57 H48 119.9 . . ? C56 C57 H48 119.9 . . ? C57 C58 C59 119.5(7) . . ? C57 C58 N7 124.6(7) . . ? C59 C58 N7 115.9(7) . . ? C58 C59 C60 119.6(8) . . ? C58 C59 H49 120.2 . . ? C60 C59 H49 120.2 . . ? C55 C60 C59 121.6(8) . . ? C55 C60 H50 119.2 . . ? C59 C60 H50 119.2 . . ? C61 N7 C58 126.2(7) . . ? C61 N7 H51 116.9 . . ? C58 N7 H51 116.9 . . ? O13 C61 N7 125.1(9) . . ? O13 C61 C62 120.3(8) . . ? N7 C61 C62 114.5(8) . . ? C67 C62 C63 121.8(8) . . ? C67 C62 C61 123.7(8) . . ? C63 C62 C61 114.3(8) . . ? C62 C63 C64 117.1(8) . . ? C62 C63 H52 121.4 . . ? C64 C63 H52 121.4 . . ? C65 C64 O14 117.9(8) . . ? C65 C64 C63 120.7(8) . . ? O14 C64 C63 121.4(8) . . ? C64 C65 C66 121.5(8) . . ? C64 C65 O15 121.2(8) . . ? C66 C65 O15 117.1(8) . . ? O16 C66 C67 126.5(7) . . ? O16 C66 C65 115.5(7) . . ? C67 C66 C65 118.0(8) . . ? C62 C67 C66 120.8(8) . . ? C62 C67 H53 119.6 . . ? C66 C67 H53 119.6 . . ? C64 O14 C68 117.3(7) . . ? O14 C68 H54 109.5 . . ? O14 C68 H55 109.5 . . ? H54 C68 H55 109.5 . . ? O14 C68 H56 109.5 . . ? H54 C68 H56 109.5 . . ? H55 C68 H56 109.5 . . ? C65 O15 C69 111.0(6) . . ? O15 C69 H57 109.5 . . ? O15 C69 H58 109.5 . . ? H57 C69 H58 109.5 . . ? O15 C69 H59 109.5 . . ? H57 C69 H59 109.5 . . ? H58 C69 H59 109.5 . . ? C66 O16 C70 115.1(6) . . ? O16 C70 H60 109.5 . . ? O16 C70 H61 109.5 . . ? H60 C70 H61 109.5 . . ? O16 C70 H62 109.5 . . ? H60 C70 H62 109.5 . . ? H61 C70 H62 109.5 . . ? C76 C71 C72 119.2(8) . . ? C76 C71 C54 124.3(9) . . ? C72 C71 C54 116.3(8) . . ? C73 C72 C71 118.8(9) . . ? C73 C72 H63 120.6 . . ? C71 C72 H63 120.6 . . ? C74 C73 C72 120.3(8) . . ? C74 C73 H64 119.9 . . ? C72 C73 H64 119.9 . . ? C75 C74 C73 120.2(8) . . ? C75 C74 N8 118.0(8) . . ? C73 C74 N8 121.9(8) . . ? C74 C75 C76 118.9(8) . . ? C74 C75 H65 120.6 . . ? C76 C75 H65 120.6 . . ? C71 C76 C75 122.6(9) . . ? C71 C76 H66 118.7 . . ? C75 C76 H66 118.7 . . ? C77 N8 C74 124.0(8) . . ? C77 N8 H67 118.0 . . ? C74 N8 H67 118.0 . . ? O17 C77 N8 125.0(8) . . ? O17 C77 C78 120.7(9) . . ? N8 C77 C78 114.3(9) . . ? C83 C78 C79 120.2(9) . . ? C83 C78 C77 124.5(10) . . ? C79 C78 C77 115.3(10) . . ? C80 C79 C78 117.9(10) . . ? C80 C79 H68 121.1 . . ? C78 C79 H68 121.1 . . ? C81 C80 O18 115.2(11) . . ? C81 C80 C79 122.6(11) . . ? O18 C80 C79 122.1(12) . . ? C80 C81 O19 120.5(13) . . ? C80 C81 C82 119.8(11) . . ? O19 C81 C82 119.7(11) . . ? O20 C82 C83 126.1(13) . . ? O20 C82 C81 115.6(11) . . ? C83 C82 C81 118.3(11) . . ? C78 C83 C82 120.8(11) . . ? C78 C83 H69 119.6 . . ? C82 C83 H69 119.6 . . ? C80 O18 C84 118.8(9) . . ? O18 C84 H70 109.5 . . ? O18 C84 H71 109.5 . . ? H70 C84 H71 109.5 . . ? O18 C84 H72 109.5 . . ? H70 C84 H72 109.5 . . ? H71 C84 H72 109.5 . . ? C81 O19 C85 113.7(8) . . ? O19 C85 H73 109.5 . . ? O19 C85 H74 109.5 . . ? H73 C85 H74 109.5 . . ? O19 C85 H75 109.5 . . ? H73 C85 H75 109.5 . . ? H74 C85 H75 109.5 . . ? C82 O20 C86 115.7(9) . . ? O20 C86 H76 109.5 . . ? O20 C86 H77 109.5 . . ? H76 C86 H77 109.5 . . ? O20 C86 H78 109.5 . . ? H76 C86 H78 109.5 . . ? H77 C86 H78 109.5 . . ? O21 C88 C87 121.1(12) . . ? O21 C88 C89 113.1(11) . . ? C87 C88 C89 124.6(12) . . ? C95 C93 C94 96(3) . . ? C95 C93 O23 146(4) . . ? C94 C93 O23 118(3) . . ? O24 C91 C92 112.0(17) . . ? O24 C91 C90 111.2(16) . . ? C92 C91 C90 137(3) . . ? C91 C90 H94 109.5 . . ? C91 C90 H95 109.5 . . ? H94 C90 H95 109.5 . . ? C91 C90 H96 109.5 . . ? H94 C90 H96 109.5 . . ? H95 C90 H96 109.5 . . ? C91 C92 H91 109.5 . . ? C91 C92 H92 109.5 . . ? H91 C92 H92 109.5 . . ? C91 C92 H93 109.5 . . ? H91 C92 H93 109.5 . . ? H92 C92 H93 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 -0.4(10) . . . . ? C12 C1 C2 C3 178.9(8) . . . . ? C1 C2 C3 C4 -0.7(10) . . . . ? C2 C3 C4 N1 1.6(10) . . . . ? C2 C3 C4 C5 -179.3(8) . . . . ? C3 C4 C5 O1 -177.5(8) . . . . ? N1 C4 C5 O1 1.6(12) . . . . ? C3 C4 C5 C6 2.8(14) . . . . ? N1 C4 C5 C6 -178.1(8) . . . . ? O1 C5 C6 C7 2.7(12) . . . . ? C4 C5 C6 C7 -177.6(7) . . . . ? C5 C6 C7 O2 0.0(12) . . . . ? C5 C6 C7 C8 -176.7(8) . . . . ? O2 C7 C8 C9 -172.8(9) . . . . ? C6 C7 C8 C9 4.0(14) . . . . ? O2 C7 C8 N2 9.5(12) . . . . ? C6 C7 C8 N2 -173.7(7) . . . . ? N2 C8 C9 C10 -1.2(10) . . . . ? C7 C8 C9 C10 -179.2(8) . . . . ? C8 C9 C10 C11 0.2(10) . . . . ? C9 C10 C11 N2 1.0(10) . . . . ? C9 C10 C11 C28 178.3(8) . . . . ? C3 C4 N1 C1 -1.8(9) . . . . ? C5 C4 N1 C1 178.9(7) . . . . ? C2 C1 N1 C4 1.4(9) . . . . ? C12 C1 N1 C4 -178.0(7) . . . . ? C10 C11 N2 C8 -1.8(9) . . . . ? C28 C11 N2 C8 -179.2(7) . . . . ? C9 C8 N2 C11 1.8(10) . . . . ? C7 C8 N2 C11 180.0(8) . . . . ? C6 C5 O1 B1 -2.8(13) . . . . ? C4 C5 O1 B1 177.5(8) . . . . ? C6 C7 O2 B1 -2.5(13) . . . . ? C8 C7 O2 B1 174.3(8) . . . . ? C5 O1 B1 F1 119.0(9) . . . . ? C5 O1 B1 F2 -117.4(9) . . . . ? C5 O1 B1 O2 0.4(13) . . . . ? C7 O2 B1 F1 -117.4(9) . . . . ? C7 O2 B1 F2 118.8(9) . . . . ? C7 O2 B1 O1 2.3(13) . . . . ? C2 C1 C12 C17 -169.5(9) . . . . ? N1 C1 C12 C17 9.7(12) . . . . ? C2 C1 C12 C13 9.4(13) . . . . ? N1 C1 C12 C13 -171.4(7) . . . . ? C17 C12 C13 C14 0.6(13) . . . . ? C1 C12 C13 C14 -178.4(8) . . . . ? C12 C13 C14 C15 0.3(13) . . . . ? C13 C14 C15 C16 -1.4(14) . . . . ? C13 C14 C15 N3 -176.6(7) . . . . ? C14 C15 C16 C17 1.5(12) . . . . ? N3 C15 C16 C17 177.1(7) . . . . ? C13 C12 C17 C16 -0.3(12) . . . . ? C1 C12 C17 C16 178.6(7) . . . . ? C15 C16 C17 C12 -0.7(12) . . . . ? C14 C15 N3 C18 -19.9(13) . . . . ? C16 C15 N3 C18 164.8(7) . . . . ? C15 N3 C18 O3 1.8(14) . . . . ? C15 N3 C18 C19 175.5(7) . . . . ? O3 C18 C19 C24 -167.9(9) . . . . ? N3 C18 C19 C24 18.2(12) . . . . ? O3 C18 C19 C20 11.6(13) . . . . ? N3 C18 C19 C20 -162.3(7) . . . . ? C24 C19 C20 C21 -4.3(13) . . . . ? C18 C19 C20 C21 176.2(7) . . . . ? C19 C20 C21 C22 0.9(13) . . . . ? C19 C20 C21 O4 -178.2(7) . . . . ? O4 C21 C22 O5 4.9(13) . . . . ? C20 C21 C22 O5 -174.3(8) . . . . ? O4 C21 C22 C23 -180.0(7) . . . . ? C20 C21 C22 C23 0.8(14) . . . . ? C21 C22 C23 O6 177.3(8) . . . . ? O5 C22 C23 O6 -7.4(12) . . . . ? C21 C22 C23 C24 0.6(13) . . . . ? O5 C22 C23 C24 175.9(7) . . . . ? C20 C19 C24 C23 5.9(13) . . . . ? C18 C19 C24 C23 -174.6(8) . . . . ? O6 C23 C24 C19 179.6(8) . . . . ? C22 C23 C24 C19 -4.0(13) . . . . ? C22 C21 O4 C25 157.6(9) . . . . ? C20 C21 O4 C25 -23.2(12) . . . . ? C21 C22 O5 C26 -96.1(10) . . . . ? C23 C22 O5 C26 88.7(9) . . . . ? C24 C23 O6 C27 3.9(12) . . . . ? C22 C23 O6 C27 -172.7(7) . . . . ? N2 C11 C28 C29 -172.0(8) . . . . ? C10 C11 C28 C29 11.1(13) . . . . ? N2 C11 C28 C33 9.1(13) . . . . ? C10 C11 C28 C33 -167.8(8) . . . . ? C33 C28 C29 C30 -0.9(12) . . . . ? C11 C28 C29 C30 -179.9(7) . . . . ? C28 C29 C30 C31 1.7(12) . . . . ? C29 C30 C31 C32 -1.6(12) . . . . ? C29 C30 C31 N4 -179.7(7) . . . . ? C30 C31 C32 C33 0.8(12) . . . . ? N4 C31 C32 C33 179.1(6) . . . . ? C29 C28 C33 C32 0.1(12) . . . . ? C11 C28 C33 C32 179.0(7) . . . . ? C31 C32 C33 C28 0.0(12) . . . . ? C30 C31 N4 C34 0.8(13) . . . . ? C32 C31 N4 C34 -177.4(7) . . . . ? C31 N4 C34 O7 -13.0(13) . . . . ? C31 N4 C34 C35 168.5(7) . . . . ? O7 C34 C35 C40 157.0(8) . . . . ? N4 C34 C35 C40 -24.4(11) . . . . ? O7 C34 C35 C36 -18.4(11) . . . . ? N4 C34 C35 C36 160.2(7) . . . . ? C40 C35 C36 C37 3.2(12) . . . . ? C34 C35 C36 C37 178.4(7) . . . . ? C35 C36 C37 C38 -1.8(12) . . . . ? C35 C36 C37 O8 -178.4(7) . . . . ? O8 C37 C38 O9 -9.7(11) . . . . ? C36 C37 C38 O9 173.5(7) . . . . ? O8 C37 C38 C39 178.0(7) . . . . ? C36 C37 C38 C39 1.2(12) . . . . ? C37 C38 C39 O10 -179.6(7) . . . . ? O9 C38 C39 O10 8.2(11) . . . . ? C37 C38 C39 C40 -1.8(13) . . . . ? O9 C38 C39 C40 -174.1(7) . . . . ? C36 C35 C40 C39 -3.9(12) . . . . ? C34 C35 C40 C39 -178.8(7) . . . . ? O10 C39 C40 C35 -179.4(7) . . . . ? C38 C39 C40 C35 3.0(12) . . . . ? C38 C37 O8 C41 -171.9(7) . . . . ? C36 C37 O8 C41 4.8(11) . . . . ? C37 C38 O9 C42 111.8(9) . . . . ? C39 C38 O9 C42 -75.7(10) . . . . ? C38 C39 O10 C43 -179.6(8) . . . . ? C40 C39 O10 C43 2.8(12) . . . . ? N5 C44 C45 C46 -0.2(9) . . . . ? C55 C44 C45 C46 176.4(7) . . . . ? C44 C45 C46 C47 -0.6(9) . . . . ? C45 C46 C47 N5 1.2(9) . . . . ? C45 C46 C47 C48 179.2(7) . . . . ? C46 C47 C48 O11 -171.1(8) . . . . ? N5 C47 C48 O11 6.6(11) . . . . ? C46 C47 C48 C49 8.1(13) . . . . ? N5 C47 C48 C49 -174.2(7) . . . . ? O11 C48 C49 C50 -1.3(12) . . . . ? C47 C48 C49 C50 179.6(7) . . . . ? C48 C49 C50 O12 1.9(12) . . . . ? C48 C49 C50 C51 -175.8(7) . . . . ? O12 C50 C51 C52 -174.0(8) . . . . ? C49 C50 C51 C52 3.7(14) . . . . ? O12 C50 C51 N6 8.3(11) . . . . ? C49 C50 C51 N6 -173.9(7) . . . . ? N6 C51 C52 C53 -0.2(10) . . . . ? C50 C51 C52 C53 -178.2(8) . . . . ? C51 C52 C53 C54 0.5(10) . . . . ? C52 C53 C54 N6 -0.5(9) . . . . ? C52 C53 C54 C71 177.5(8) . . . . ? C45 C44 N5 C47 1.0(8) . . . . ? C55 C44 N5 C47 -175.8(7) . . . . ? C46 C47 N5 C44 -1.4(9) . . . . ? C48 C47 N5 C44 -179.5(7) . . . . ? C53 C54 N6 C51 0.4(9) . . . . ? C71 C54 N6 C51 -177.7(7) . . . . ? C52 C51 N6 C54 -0.1(9) . . . . ? C50 C51 N6 C54 178.0(7) . . . . ? C49 C48 O11 B2 -9.3(12) . . . . ? C47 C48 O11 B2 169.8(7) . . . . ? C49 C50 O12 B2 8.2(12) . . . . ? C51 C50 O12 B2 -174.0(7) . . . . ? C50 O12 B2 F3 -139.1(7) . . . . ? C50 O12 B2 F4 102.0(9) . . . . ? C50 O12 B2 O11 -17.4(11) . . . . ? C48 O11 B2 F3 139.0(8) . . . . ? C48 O11 B2 F4 -102.6(9) . . . . ? C48 O11 B2 O12 18.1(11) . . . . ? N5 C44 C55 C60 14.0(12) . . . . ? C45 C44 C55 C60 -162.1(8) . . . . ? N5 C44 C55 C56 -164.8(7) . . . . ? C45 C44 C55 C56 19.1(12) . . . . ? C60 C55 C56 C57 1.2(11) . . . . ? C44 C55 C56 C57 180.0(7) . . . . ? C55 C56 C57 C58 -2.2(11) . . . . ? C56 C57 C58 C59 1.4(11) . . . . ? C56 C57 C58 N7 -178.3(7) . . . . ? C57 C58 C59 C60 0.2(11) . . . . ? N7 C58 C59 C60 180.0(6) . . . . ? C56 C55 C60 C59 0.5(11) . . . . ? C44 C55 C60 C59 -178.3(7) . . . . ? C58 C59 C60 C55 -1.2(11) . . . . ? C57 C58 N7 C61 3.0(12) . . . . ? C59 C58 N7 C61 -176.8(8) . . . . ? C58 N7 C61 O13 -1.3(15) . . . . ? C58 N7 C61 C62 175.2(7) . . . . ? O13 C61 C62 C67 157.7(10) . . . . ? N7 C61 C62 C67 -18.9(12) . . . . ? O13 C61 C62 C63 -18.0(13) . . . . ? N7 C61 C62 C63 165.3(7) . . . . ? C67 C62 C63 C64 -1.8(11) . . . . ? C61 C62 C63 C64 174.1(7) . . . . ? C62 C63 C64 C65 -0.2(11) . . . . ? C62 C63 C64 O14 -179.6(7) . . . . ? O14 C64 C65 C66 -179.4(6) . . . . ? C63 C64 C65 C66 1.1(12) . . . . ? O14 C64 C65 O15 4.9(11) . . . . ? C63 C64 C65 O15 -174.5(6) . . . . ? C64 C65 C66 O16 -179.9(7) . . . . ? O15 C65 C66 O16 -4.1(10) . . . . ? C64 C65 C66 C67 -0.1(11) . . . . ? O15 C65 C66 C67 175.7(6) . . . . ? C63 C62 C67 C66 2.8(12) . . . . ? C61 C62 C67 C66 -172.7(7) . . . . ? O16 C66 C67 C62 177.9(7) . . . . ? C65 C66 C67 C62 -1.8(11) . . . . ? C65 C64 O14 C68 -178.9(7) . . . . ? C63 C64 O14 C68 0.6(10) . . . . ? C64 C65 O15 C69 -81.0(9) . . . . ? C66 C65 O15 C69 103.2(8) . . . . ? C67 C66 O16 C70 18.5(10) . . . . ? C65 C66 O16 C70 -161.8(6) . . . . ? N6 C54 C71 C76 22.8(12) . . . . ? C53 C54 C71 C76 -155.0(9) . . . . ? N6 C54 C71 C72 -163.2(8) . . . . ? C53 C54 C71 C72 19.0(13) . . . . ? C76 C71 C72 C73 -2.1(13) . . . . ? C54 C71 C72 C73 -176.5(7) . . . . ? C71 C72 C73 C74 0.5(13) . . . . ? C72 C73 C74 C75 -0.2(13) . . . . ? C72 C73 C74 N8 -179.3(8) . . . . ? C73 C74 C75 C76 1.2(13) . . . . ? N8 C74 C75 C76 -179.6(7) . . . . ? C72 C71 C76 C75 3.3(13) . . . . ? C54 C71 C76 C75 177.2(8) . . . . ? C74 C75 C76 C71 -2.9(13) . . . . ? C75 C74 N8 C77 154.4(9) . . . . ? C73 C74 N8 C77 -26.5(12) . . . . ? C74 N8 C77 O17 -3.3(14) . . . . ? C74 N8 C77 C78 177.0(7) . . . . ? O17 C77 C78 C83 -157.8(9) . . . . ? N8 C77 C78 C83 22.0(12) . . . . ? O17 C77 C78 C79 22.6(13) . . . . ? N8 C77 C78 C79 -157.7(8) . . . . ? C83 C78 C79 C80 -5.6(15) . . . . ? C77 C78 C79 C80 174.1(8) . . . . ? C78 C79 C80 C81 2.2(17) . . . . ? C78 C79 C80 O18 -176.2(10) . . . . ? O18 C80 C81 O19 5.6(16) . . . . ? C79 C80 C81 O19 -172.9(10) . . . . ? O18 C80 C81 C82 -178.0(10) . . . . ? C79 C80 C81 C82 3.5(18) . . . . ? C80 C81 C82 O20 175.0(9) . . . . ? O19 C81 C82 O20 -8.6(15) . . . . ? C80 C81 C82 C83 -5.8(16) . . . . ? O19 C81 C82 C83 170.6(8) . . . . ? C79 C78 C83 C82 3.3(13) . . . . ? C77 C78 C83 C82 -176.4(8) . . . . ? O20 C82 C83 C78 -178.5(8) . . . . ? C81 C82 C83 C78 2.4(14) . . . . ? C81 C80 O18 C84 176.1(11) . . . . ? C79 C80 O18 C84 -5.4(18) . . . . ? C80 C81 O19 C85 -85.1(14) . . . . ? C82 C81 O19 C85 98.6(13) . . . . ? C83 C82 O20 C86 7.1(14) . . . . ? C81 C82 O20 C86 -173.8(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H6 O15 0.88 2.65 3.487(9) 159.2 1_355 N2 H7 O16 0.88 2.24 3.115(8) 172.4 1_455 N4 H28 F1 0.88 2.50 3.269(10) 146.6 1_655 N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N6 H46 O24 0.88 2.46 3.27(2) 152.7 1_455 N7 H51 F4 0.88 2.24 3.077(8) 158.2 1_655 N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N3 H12 O22 0.88 2.19 2.984(10) 150.1 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . N5 H45 O21 0.88 2.12 2.987(13) 168.6 . _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 23.50 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.365 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.062 #============================================================================== # End of CIF #============================================================================== data_0201ma _database_code_depnum_ccdc_archive 'CCDC 824852' #TrackingRef '- BF2_amide_HMaeda_cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H43 B F2 N4 O10' _chemical_formula_weight 848.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 / c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 22.3431(4) _cell_length_b 21.4597(4) _cell_length_c 24.7703(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.6660(8) _cell_angle_gamma 90.00 _cell_volume 11435.6(4) _cell_formula_units_Z 8 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.986 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3552 _exptl_absorpt_coefficient_mu 0.619 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8361 _exptl_absorpt_correction_T_max 0.9407 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 1.54187 _diffrn_radiation_type CuK? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 157385 _diffrn_reflns_av_R_equivalents 0.1505 _diffrn_reflns_av_sigmaI/netI 0.1346 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 60.00 _reflns_number_total 16887 _reflns_number_gt 5977 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[?^2^(Fo^2^)+(0.1675P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 16887 _refine_ls_number_parameters 1142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1914 _refine_ls_R_factor_gt 0.1076 _refine_ls_wR_factor_ref 0.3318 _refine_ls_wR_factor_gt 0.2759 _refine_ls_goodness_of_fit_ref 0.914 _refine_ls_restrained_S_all 0.914 _refine_ls_shift/su_max 0.083 _refine_ls_shift/su_mean 0.004 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 F1 F 0.62116(16) 0.49873(15) 0.77749(16) 0.0853(10) Uani 1 1 d . . . O1 O 0.7274(2) 0.52403(18) 0.80148(19) 0.0772(12) Uani 1 1 d . . . O2 O 0.6475(2) 0.60300(19) 0.79250(19) 0.0826(12) Uani 1 1 d . . . F2 F 0.65932(17) 0.54833(15) 0.71332(18) 0.0866(10) Uani 1 1 d . . . O11 O 0.48684(19) 1.1233(2) 0.74510(19) 0.0824(13) Uani 1 1 d . . . F3 F 0.8842(2) 0.76959(18) 0.6924(2) 0.1127(14) Uani 1 1 d . . . O7 O 0.2506(2) 0.88773(19) 0.7229(2) 0.0875(13) Uani 1 1 d . . . N1 N 0.8413(2) 0.4791(2) 0.8364(2) 0.0719(14) Uani 1 1 d . . . H52 H 0.8123 0.4510 0.8234 0.086 Uiso 1 1 calc R . . N5 N 0.8958(3) 0.5510(2) 0.6780(2) 0.0762(14) Uani 1 1 d . . . H53 H 0.9205 0.5774 0.6673 0.091 Uiso 1 1 calc R . . O12 O 0.8552(2) 0.6678(2) 0.6679(2) 0.0921(14) Uani 1 1 d . . . O3 O 1.0414(2) 0.1271(2) 0.88697(19) 0.0853(13) Uani 1 1 d . . . N3 N 0.9970(2) 0.2187(2) 0.8543(2) 0.0775(15) Uani 1 1 d . . . N6 N 0.6681(3) 0.7901(3) 0.6775(2) 0.0907(17) Uani 1 1 d . . . H54 H 0.6954 0.8192 0.6763 0.109 Uiso 1 1 calc R . . O8 O 1.0797(2) 0.5756(2) 0.87560(19) 0.0882(13) Uani 1 1 d . A . F4 F 0.8333(2) 0.74688(19) 0.6020(2) 0.1183(14) Uani 1 1 d . . . O13 O 0.6885(3) 0.9752(3) 0.8850(2) 0.1113(16) Uani 1 1 d . . . O18 O 0.4001(3) 0.7355(2) 0.60682(19) 0.1043(16) Uani 1 1 d . . . C38 C 0.9111(3) 0.4910(3) 0.6938(3) 0.0760(18) Uani 1 1 d . . . O14 O 0.7790(2) 0.7493(2) 0.6708(2) 0.1020(16) Uani 1 1 d . . . C39 C 0.6909(3) 0.6450(3) 0.8121(3) 0.0689(16) Uani 1 1 d . . . N2 N 0.6044(3) 0.7121(2) 0.8119(2) 0.0793(15) Uani 1 1 d . . . H55 H 0.5772 0.6817 0.8025 0.095 Uiso 1 1 calc R . . O15 O 0.5000(3) 0.9963(2) 0.9287(2) 0.0971(14) Uani 1 1 d . . . O16 O 1.2455(2) 0.3850(2) 0.8210(2) 0.0915(15) Uani 1 1 d . . . C1 C 0.7540(3) 0.6297(3) 0.8243(3) 0.0749(18) Uani 1 1 d . . . H56 H 0.7854 0.6608 0.8346 0.090 Uiso 1 1 calc R . . N4 N 0.3364(3) 0.8481(3) 0.7804(3) 0.0811(15) Uani 1 1 d . . . C40 C 0.9300(4) 0.4033(3) 0.8585(3) 0.0822(19) Uani 1 1 d . . . O9 O 1.1025(3) 0.5229(3) 0.9744(3) 0.1074(18) Uani 1 1 d . . . C41 C 0.8889(3) 0.5712(3) 0.8639(3) 0.087(2) Uani 1 1 d . . . H57 H 0.8963 0.6141 0.8725 0.104 Uiso 1 1 calc R . . O17 O 0.6204(2) 0.9629(2) 0.9573(3) 0.1112(17) Uani 1 1 d . . . C42 C 0.5098(3) 0.8546(3) 0.8124(3) 0.084(2) Uani 1 1 d . . . H58 H 0.5414 0.8854 0.8194 0.101 Uiso 1 1 calc R . . C43 C 0.7690(3) 0.5673(3) 0.8208(3) 0.0771(18) Uani 1 1 d . . . C44 C 0.5941(4) 0.9749(3) 0.6835(3) 0.096(2) Uani 1 1 d . . . H59 H 0.6185 1.0106 0.6815 0.116 Uiso 1 1 calc R . . C45 C 0.6679(3) 0.7050(3) 0.8197(3) 0.0802(19) Uani 1 1 d . . . C46 C 0.8310(3) 0.5421(3) 0.8397(3) 0.0759(18) Uani 1 1 d . . . C47 C 0.7383(3) 0.7050(3) 0.6724(3) 0.0777(18) Uani 1 1 d . . . C48 C 0.5898(3) 0.7724(3) 0.8208(3) 0.0794(19) Uani 1 1 d . . . C49 C 0.9039(3) 0.4665(3) 0.8567(3) 0.0801(19) Uani 1 1 d . . . C50 C 0.4175(3) 0.7659(3) 0.8012(3) 0.0752(18) Uani 1 1 d . . . H60 H 0.3860 0.7355 0.7990 0.090 Uiso 1 1 calc R . . O19 O 0.3931(4) 0.8331(2) 0.5380(2) 0.126(2) Uani 1 1 d . . . C52 C 0.5822(3) 0.8624(3) 0.6829(3) 0.0759(18) Uani 1 1 d . . . N7 N 1.1617(3) 0.4060(3) 0.7510(3) 0.0859(17) Uani 1 1 d . . . C53 C 1.1924(5) 0.4075(3) 0.8059(5) 0.096(2) Uani 1 1 d . A . C54 C 1.0173(4) 0.4933(3) 0.6793(3) 0.083(2) Uani 1 1 d . . . H61 H 1.0061 0.5274 0.6542 0.100 Uiso 1 1 calc R . . O4 O 1.1240(3) 0.2633(2) 1.1217(3) 0.1045(16) Uani 1 1 d . . . O5 O 1.0149(3) 0.3102(2) 1.0623(2) 0.1042(16) Uani 1 1 d . . . C55 C 0.5341(3) 0.9799(3) 0.6912(3) 0.0791(19) Uani 1 1 d . . . C56 C 0.7545(4) 0.6420(3) 0.6722(3) 0.090(2) Uani 1 1 d . . . H62 H 0.7246 0.6104 0.6714 0.108 Uiso 1 1 calc R . . C57 C 0.8131(4) 0.6269(3) 0.6731(3) 0.0789(19) Uani 1 1 d . . . C58 C 0.8375(3) 0.5644(3) 0.6809(3) 0.0796(18) Uani 1 1 d . . . N8 N 0.5100(2) 1.0419(2) 0.6959(3) 0.0792(15) Uani 1 1 d . . . C59 C 0.4486(3) 0.8724(3) 0.8003(3) 0.0817(19) Uani 1 1 d . . . H63 H 0.4390 0.9156 0.7966 0.098 Uiso 1 1 calc R . . C60 C 1.0945(4) 0.4222(3) 0.7313(3) 0.090(2) Uani 1 1 d . . . C61 C 0.9751(4) 0.2800(3) 0.8582(3) 0.0823(19) Uani 1 1 d . . . C62 C 1.1125(3) 0.5200(3) 0.8820(4) 0.086(2) Uani 1 1 d . . . C63 C 0.6259(3) 0.6960(3) 0.6790(3) 0.091(2) Uani 1 1 d . . . H64 H 0.6200 0.6522 0.6805 0.110 Uiso 1 1 calc R . . C64 C 0.9728(3) 0.4649(3) 0.7016(3) 0.0826(19) Uani 1 1 d . . . C65 C 0.3997(3) 0.8296(3) 0.7930(3) 0.0775(18) Uani 1 1 d . . . O10 O 1.1656(3) 0.4133(2) 0.9963(2) 0.1173(18) Uani 1 1 d . A . C66 C 0.4774(3) 0.7466(3) 0.8122(3) 0.0821(19) Uani 1 1 d . . . H65 H 0.4877 0.7037 0.8182 0.098 Uiso 1 1 calc R . . C67 C 0.6104(4) 0.8006(3) 0.6808(3) 0.086(2) Uani 1 1 d . . . C68 C 0.9120(4) 0.2911(3) 0.8445(3) 0.085(2) Uani 1 1 d . . . H66 H 0.8838 0.2571 0.8354 0.103 Uiso 1 1 calc R . . C69 C 0.6929(4) 0.7623(3) 0.8358(3) 0.092(2) Uani 1 1 d . . . H67 H 0.7359 0.7720 0.8465 0.111 Uiso 1 1 calc R . . C70 C 0.3261(3) 0.8521(3) 0.6782(3) 0.085(2) Uani 1 1 d . . . C71 C 0.9914(3) 0.4125(3) 0.7363(3) 0.0756(18) Uani 1 1 d . . . H68 H 0.9617 0.3914 0.7508 0.091 Uiso 1 1 calc R . . O20 O 0.3410(3) 0.9408(2) 0.5550(2) 0.131(2) Uani 1 1 d . . . C72 C 0.6025(4) 1.0187(3) 0.8145(4) 0.090(2) Uani 1 1 d . . . H69 H 0.6269 1.0240 0.7889 0.108 Uiso 1 1 calc R . . C73 C 0.8126(4) 0.5097(3) 0.6976(3) 0.092(2) Uani 1 1 d . . . H70 H 0.7719 0.5043 0.7017 0.111 Uiso 1 1 calc R . . C74 C 0.5387(3) 1.0372(3) 0.7995(3) 0.0770(18) Uani 1 1 d . . . O6 O 1.1837(3) 0.1799(2) 1.0773(2) 0.1091(16) Uani 1 1 d . . . C75 C 0.5823(3) 0.7423(3) 0.6793(3) 0.088(2) Uani 1 1 d . . . H71 H 0.5401 0.7353 0.6785 0.105 Uiso 1 1 calc R . . C76 C 1.0510(3) 0.3914(3) 0.7497(3) 0.0788(19) Uani 1 1 d . . . H72 H 1.0622 0.3550 0.7719 0.095 Uiso 1 1 calc R . . C77 C 0.6789(4) 0.7264(3) 0.6762(3) 0.085(2) Uani 1 1 d . . . C78 C 1.0279(3) 0.1811(4) 0.8974(3) 0.0805(19) Uani 1 1 d . . . C79 C 1.1244(3) 0.4936(3) 0.9351(3) 0.0805(19) Uani 1 1 d . A . C80 C 0.3020(4) 0.8635(3) 0.7290(4) 0.0792(19) Uani 1 1 d . . . C81 C 0.3726(4) 0.7891(3) 0.6225(3) 0.100(2) Uani 1 1 d . . . C82 C 1.0487(4) 0.2055(3) 0.9569(4) 0.087(2) Uani 1 1 d . . . C83 C 0.6445(3) 0.8043(3) 0.8339(3) 0.0829(19) Uani 1 1 d . . . H73 H 0.6491 0.8478 0.8407 0.099 Uiso 1 1 calc R . . C84 C 0.5243(4) 0.8706(4) 0.6881(3) 0.099(2) Uani 1 1 d . . . H74 H 0.4992 0.8349 0.6882 0.118 Uiso 1 1 calc R . . C85 C 1.0138(3) 0.3318(3) 0.8724(3) 0.084(2) Uani 1 1 d . . . H75 H 1.0574 0.3253 0.8832 0.101 Uiso 1 1 calc R . . C86 C 0.8588(3) 0.4658(3) 0.7068(3) 0.084(2) Uani 1 1 d . . . H76 H 0.8558 0.4246 0.7200 0.101 Uiso 1 1 calc R . . C87 C 0.5256(3) 0.7928(3) 0.8146(3) 0.088(2) Uani 1 1 d . . . C88 C 1.1584(4) 0.4390(4) 0.9425(4) 0.102(2) Uani 1 1 d . . . C89 C 0.4993(3) 0.9298(3) 0.6933(3) 0.088(2) Uani 1 1 d . . . H77 H 0.4587 0.9340 0.6981 0.106 Uiso 1 1 calc R . . C90 C 0.4366(4) 1.0146(3) 0.9183(3) 0.100(2) Uani 1 1 d . . . H1 H 0.4333 1.0599 0.9132 0.151 Uiso 1 1 calc R . . H2 H 0.4210 1.0027 0.9501 0.151 Uiso 1 1 calc R . . H3 H 0.4119 0.9939 0.8843 0.151 Uiso 1 1 calc R . . C91 C 0.5062(4) 1.0302(3) 0.8361(3) 0.084(2) Uani 1 1 d . . . H78 H 0.4638 1.0425 0.8247 0.101 Uiso 1 1 calc R . . C92 C 0.5099(3) 1.0714(4) 0.7445(3) 0.0814(19) Uani 1 1 d . . . C93 C 1.0164(4) 0.2480(3) 0.9786(3) 0.095(2) Uani 1 1 d . . . H79 H 0.9783 0.2651 0.9570 0.114 Uiso 1 1 calc R . . C94 C 0.6152(3) 0.9163(3) 0.6792(3) 0.089(2) Uani 1 1 d . . . H80 H 0.6553 0.9119 0.6733 0.107 Uiso 1 1 calc R . . B1 B 0.6616(4) 0.5430(4) 0.7703(5) 0.093(3) Uani 1 1 d . . . C95 C 0.5937(4) 0.9854(3) 0.9053(4) 0.086(2) Uani 1 1 d . . . C96 C 0.9340(3) 0.5222(3) 0.8728(3) 0.092(2) Uani 1 1 d . . . H81 H 0.9776 0.5272 0.8874 0.111 Uiso 1 1 calc R . . C97 C 0.3109(4) 0.8615(4) 0.8285(3) 0.104(2) Uani 1 1 d . . . H4 H 0.3206 0.9046 0.8408 0.156 Uiso 1 1 calc R . . H5 H 0.3295 0.8331 0.8594 0.156 Uiso 1 1 calc R . . H6 H 0.2657 0.8557 0.8171 0.156 Uiso 1 1 calc R . . C98 C 1.1278(4) 0.2010(4) 1.0431(4) 0.099(2) Uani 1 1 d . . . C99 C 1.1321(3) 0.4937(3) 0.8373(3) 0.0829(19) Uani 1 1 d . A . H82 H 1.1239 0.5138 0.8019 0.100 Uiso 1 1 calc R . . C100 C 0.4791(3) 1.0753(3) 0.6432(3) 0.094(2) Uani 1 1 d . . . H7 H 0.4345 1.0659 0.6326 0.141 Uiso 1 1 calc R . . H8 H 0.4971 1.0616 0.6132 0.141 Uiso 1 1 calc R . . H9 H 0.4853 1.1202 0.6489 0.141 Uiso 1 1 calc R . . C101 C 1.1064(4) 0.1817(3) 0.9872(4) 0.091(2) Uani 1 1 d . . . H83 H 1.1296 0.1540 0.9708 0.109 Uiso 1 1 calc R . . C102 C 1.1771(3) 0.4099(3) 0.9000(4) 0.091(2) Uani 1 1 d . A . H84 H 1.1988 0.3715 0.9068 0.109 Uiso 1 1 calc R . . C103 C 0.3515(3) 0.7960(3) 0.6683(3) 0.085(2) Uani 1 1 d . . . H85 H 0.3540 0.7623 0.6936 0.102 Uiso 1 1 calc R . . C104 C 1.0781(4) 0.4710(3) 0.6940(3) 0.085(2) Uani 1 1 d . . . H86 H 1.1083 0.4895 0.6785 0.102 Uiso 1 1 calc R . . C105 C 0.6278(4) 0.9934(3) 0.8661(4) 0.086(2) Uani 1 1 d . . . C106 C 0.3174(3) 0.8999(3) 0.6398(3) 0.0792(19) Uani 1 1 d . . . H87 H 0.2947 0.9361 0.6442 0.095 Uiso 1 1 calc R . . C107 C 0.8889(4) 0.3518(4) 0.8439(3) 0.099(2) Uani 1 1 d . . . H88 H 0.8452 0.3586 0.8336 0.119 Uiso 1 1 calc R . . C108 C 0.5285(4) 1.0065(3) 0.8897(4) 0.087(2) Uani 1 1 d . . . C109 C 1.1639(3) 0.4372(3) 0.8472(3) 0.0825(19) Uani 1 1 d . . . C110 C 0.9920(3) 0.3919(3) 0.8715(3) 0.0820(19) Uani 1 1 d . . . H89 H 1.0206 0.4256 0.8799 0.098 Uiso 1 1 calc R . . C111 C 0.9784(4) 0.1894(3) 0.7962(3) 0.101(2) Uani 1 1 d . . . H10 H 1.0111 0.1606 0.7924 0.151 Uiso 1 1 calc R . . H11 H 0.9730 0.2222 0.7678 0.151 Uiso 1 1 calc R . . H12 H 0.9393 0.1666 0.7912 0.151 Uiso 1 1 calc R . . C112 C 1.1904(3) 0.3779(3) 0.7110(4) 0.108(3) Uani 1 1 d . . . H13 H 1.2338 0.3914 0.7190 0.161 Uiso 1 1 calc R . . H14 H 1.1679 0.3907 0.6730 0.161 Uiso 1 1 calc R . . H15 H 1.1889 0.3324 0.7140 0.161 Uiso 1 1 calc R . . B2 B 0.8397(4) 0.7341(4) 0.6573(5) 0.086(3) Uani 1 1 d . . . C113 C 1.1930(5) 0.3531(4) 1.0080(4) 0.134(3) Uani 1 1 d . . . H16 H 1.1710 0.3236 0.9792 0.202 Uiso 1 1 calc R A . H17 H 1.1900 0.3391 1.0449 0.202 Uiso 1 1 calc R . . H18 H 1.2368 0.3551 1.0080 0.202 Uiso 1 1 calc R . . C114 C 0.6041(4) 0.8999(3) 0.9652(4) 0.114(3) Uani 1 1 d . . . H19 H 0.5587 0.8960 0.9552 0.171 Uiso 1 1 calc R . . H20 H 0.6215 0.8881 1.0045 0.171 Uiso 1 1 calc R . . H21 H 0.6208 0.8725 0.9412 0.171 Uiso 1 1 calc R . . C115 C 0.3414(4) 0.8944(3) 0.5959(4) 0.107(3) Uani 1 1 d . . . C116 C 0.3693(4) 0.8372(4) 0.5842(3) 0.112(3) Uani 1 1 d . . . C117 C 1.0434(4) 0.2655(3) 1.0365(4) 0.093(2) Uani 1 1 d . . . C118 C 1.0984(5) 0.2423(4) 1.0678(4) 0.097(2) Uani 1 1 d . . . C119 C 1.2190(4) 0.1443(5) 1.0509(4) 0.140(3) Uani 1 1 d . . . H93 H 1.2576 0.1316 1.0783 0.210 Uiso 1 1 calc R . . H94 H 1.2290 0.1688 1.0211 0.210 Uiso 1 1 calc R . . H95 H 1.1955 0.1072 1.0346 0.210 Uiso 1 1 calc R . . C120 C 0.3180(4) 1.0016(3) 0.5671(3) 0.112(3) Uani 1 1 d . . . H25 H 0.2732 0.9990 0.5632 0.167 Uiso 1 1 calc R . . H26 H 0.3259 1.0326 0.5409 0.167 Uiso 1 1 calc R . . H27 H 0.3395 1.0139 0.6056 0.167 Uiso 1 1 calc R . . C121 C 0.4010(4) 0.6812(3) 0.6433(3) 0.106(3) Uani 1 1 d . . . H28 H 0.4233 0.6919 0.6820 0.159 Uiso 1 1 calc R . . H29 H 0.4221 0.6464 0.6305 0.159 Uiso 1 1 calc R . . H30 H 0.3583 0.6691 0.6417 0.159 Uiso 1 1 calc R . . C122 C 1.0915(4) 0.2504(4) 1.1631(4) 0.118(3) Uani 1 1 d . . . H31 H 1.0502 0.2695 1.1517 0.176 Uiso 1 1 calc R . . H32 H 1.1149 0.2676 1.1993 0.176 Uiso 1 1 calc R . . H33 H 1.0873 0.2052 1.1665 0.176 Uiso 1 1 calc R . . C123 C 1.0577(4) 0.6021(4) 0.8205(3) 0.113(3) Uani 1 1 d . . . H34 H 1.0899 0.5979 0.8005 0.169 Uiso 1 1 calc R A . H35 H 1.0482 0.6463 0.8236 0.169 Uiso 1 1 calc R . . H36 H 1.0201 0.5802 0.7997 0.169 Uiso 1 1 calc R . . C124 C 0.7292(4) 0.9950(6) 0.8536(5) 0.167(5) Uani 1 1 d . . . H37 H 0.7197 0.9725 0.8178 0.250 Uiso 1 1 calc R . . H38 H 0.7722 0.9864 0.8747 0.250 Uiso 1 1 calc R . . H39 H 0.7240 1.0398 0.8463 0.250 Uiso 1 1 calc R . . C126 C 0.9642(5) 0.3441(4) 1.0265(4) 0.137(3) Uani 1 1 d . . . H40 H 0.9788 0.3665 0.9979 0.205 Uiso 1 1 calc R . . H41 H 0.9479 0.3740 1.0488 0.205 Uiso 1 1 calc R . . H42 H 0.9312 0.3150 1.0081 0.205 Uiso 1 1 calc R . . C127 C 0.4605(6) 0.8508(5) 0.5490(5) 0.162(4) Uani 1 1 d . . . H43 H 0.4673 0.8917 0.5672 0.243 Uiso 1 1 calc R . . H44 H 0.4718 0.8525 0.5135 0.243 Uiso 1 1 calc R . . H45 H 0.4864 0.8197 0.5736 0.243 Uiso 1 1 calc R . . C129 C 1.1454(7) 0.5425(5) 1.0200(6) 0.053(5) Uani 0.413(17) 1 d P A 1 H46 H 1.1590 0.5074 1.0457 0.079 Uiso 0.413(17) 1 calc PR A 1 H47 H 1.1276 0.5750 1.0387 0.079 Uiso 0.413(17) 1 calc PR A 1 H48 H 1.1811 0.5594 1.0089 0.079 Uiso 0.413(17) 1 calc PR A 1 C136 C 1.0754(18) 0.4984(11) 1.0072(19) 0.32(2) Uani 0.587(17) 1 d P A 2 H90 H 1.0650 0.5306 1.0312 0.484 Uiso 0.587(17) 1 calc PR A 2 H91 H 1.1028 0.4674 1.0305 0.484 Uiso 0.587(17) 1 calc PR A 2 H92 H 1.0372 0.4781 0.9854 0.484 Uiso 0.587(17) 1 calc PR A 2 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 F1 0.074(2) 0.059(2) 0.125(3) -0.0029(19) 0.029(2) -0.0022(18) O1 0.071(3) 0.058(3) 0.107(3) 0.008(2) 0.033(3) 0.005(2) O2 0.070(3) 0.065(3) 0.111(4) -0.008(2) 0.021(3) 0.006(2) F2 0.086(3) 0.071(2) 0.102(3) 0.002(2) 0.026(2) -0.0012(18) O11 0.063(3) 0.064(3) 0.116(4) -0.003(2) 0.017(3) 0.007(2) F3 0.111(3) 0.073(3) 0.159(4) -0.016(3) 0.045(3) -0.009(2) O7 0.080(3) 0.069(3) 0.120(4) 0.012(2) 0.038(3) 0.011(2) N1 0.065(4) 0.066(3) 0.085(4) 0.003(3) 0.021(3) -0.002(3) N5 0.088(4) 0.060(3) 0.083(4) -0.003(3) 0.028(3) 0.004(3) O12 0.081(3) 0.069(3) 0.142(4) 0.000(3) 0.058(3) 0.007(3) O3 0.098(3) 0.070(3) 0.097(3) 0.002(2) 0.044(3) 0.008(2) N3 0.079(4) 0.072(3) 0.082(4) -0.007(3) 0.023(3) 0.020(3) N6 0.073(4) 0.079(4) 0.125(5) 0.005(3) 0.035(4) 0.004(3) O8 0.091(3) 0.085(3) 0.089(3) -0.002(3) 0.024(3) 0.010(3) F4 0.131(4) 0.100(3) 0.133(4) 0.010(3) 0.051(3) 0.030(3) O13 0.084(4) 0.131(4) 0.122(4) 0.007(3) 0.033(3) 0.011(3) O18 0.152(5) 0.089(3) 0.079(3) 0.018(3) 0.044(3) 0.031(3) C38 0.077(5) 0.066(4) 0.085(5) -0.008(3) 0.023(4) -0.005(4) O14 0.089(4) 0.075(3) 0.150(5) -0.007(3) 0.046(3) -0.002(3) C39 0.059(4) 0.066(4) 0.082(4) 0.000(3) 0.019(3) 0.008(3) N2 0.086(4) 0.059(3) 0.087(4) 0.000(3) 0.012(3) 0.005(3) O15 0.094(4) 0.109(4) 0.090(4) 0.007(3) 0.030(3) 0.000(3) O16 0.074(3) 0.071(3) 0.129(4) 0.004(3) 0.028(3) 0.008(3) C1 0.055(4) 0.071(4) 0.099(5) 0.001(3) 0.022(4) 0.012(3) N4 0.080(4) 0.086(4) 0.079(4) -0.002(3) 0.023(3) 0.016(3) C40 0.079(5) 0.071(4) 0.093(5) -0.010(4) 0.017(4) -0.008(4) O9 0.143(5) 0.096(4) 0.089(4) 0.005(3) 0.041(4) 0.010(4) C41 0.066(5) 0.087(5) 0.106(5) 0.005(4) 0.020(4) -0.003(4) O17 0.110(4) 0.082(4) 0.133(5) 0.009(3) 0.017(4) -0.004(3) C42 0.067(5) 0.052(4) 0.131(6) -0.007(4) 0.021(4) 0.001(3) C43 0.061(5) 0.066(4) 0.105(5) 0.002(4) 0.023(4) 0.002(4) C44 0.090(6) 0.064(4) 0.137(7) 0.001(4) 0.035(5) 0.009(4) C45 0.047(4) 0.075(5) 0.114(6) 0.001(4) 0.014(4) -0.001(3) C46 0.077(5) 0.064(4) 0.092(5) -0.005(3) 0.033(4) 0.001(4) C47 0.081(5) 0.063(4) 0.094(5) -0.001(3) 0.033(4) 0.004(4) C48 0.077(5) 0.060(4) 0.104(5) -0.015(3) 0.031(4) 0.007(4) C49 0.074(5) 0.069(4) 0.094(5) -0.009(4) 0.016(4) 0.010(4) C50 0.071(5) 0.060(4) 0.099(5) 0.007(3) 0.031(4) 0.006(3) O19 0.197(7) 0.105(4) 0.094(4) 0.003(3) 0.069(4) 0.030(4) C52 0.062(4) 0.075(4) 0.098(5) -0.002(3) 0.033(4) 0.000(4) N7 0.088(5) 0.081(4) 0.104(5) -0.008(3) 0.051(4) 0.009(3) C53 0.121(8) 0.050(4) 0.137(8) -0.004(4) 0.065(7) -0.018(4) C54 0.104(6) 0.068(4) 0.086(5) 0.007(3) 0.041(4) -0.010(4) O4 0.131(5) 0.086(3) 0.097(4) 0.000(3) 0.033(4) -0.020(3) O5 0.125(4) 0.094(3) 0.099(4) -0.018(3) 0.040(3) 0.030(3) C55 0.072(5) 0.061(4) 0.101(5) -0.002(3) 0.018(4) 0.005(4) C56 0.082(5) 0.080(5) 0.111(6) 0.002(4) 0.033(4) 0.016(4) C57 0.094(6) 0.064(4) 0.080(5) -0.002(3) 0.024(4) 0.000(4) C58 0.066(5) 0.091(5) 0.085(5) -0.004(4) 0.027(4) 0.003(4) N8 0.074(4) 0.072(3) 0.092(4) 0.017(3) 0.023(3) 0.019(3) C59 0.078(5) 0.069(4) 0.102(5) 0.001(4) 0.031(4) 0.005(4) C60 0.096(6) 0.068(5) 0.109(6) -0.012(4) 0.031(5) 0.018(4) C61 0.067(5) 0.092(5) 0.089(5) 0.004(4) 0.025(4) -0.003(4) C62 0.069(5) 0.065(4) 0.120(7) 0.001(4) 0.018(4) 0.003(4) C63 0.074(5) 0.075(5) 0.133(7) 0.007(4) 0.042(5) -0.011(4) C64 0.083(5) 0.068(4) 0.098(5) -0.005(4) 0.026(4) 0.008(4) C65 0.076(5) 0.068(4) 0.091(5) -0.021(3) 0.026(4) 0.005(4) O10 0.155(5) 0.099(4) 0.097(4) -0.002(3) 0.031(4) 0.035(3) C66 0.078(5) 0.075(4) 0.097(5) -0.007(4) 0.029(4) 0.016(4) C67 0.087(5) 0.061(4) 0.124(6) 0.000(4) 0.050(5) 0.006(4) C68 0.089(6) 0.066(4) 0.104(5) -0.019(4) 0.030(4) -0.003(4) C69 0.097(6) 0.071(5) 0.111(6) 0.002(4) 0.031(5) 0.008(4) C70 0.096(5) 0.072(4) 0.085(5) -0.002(4) 0.021(4) 0.010(4) C71 0.088(5) 0.056(4) 0.094(5) 0.002(3) 0.044(4) -0.003(4) O20 0.215(6) 0.087(4) 0.116(4) 0.027(3) 0.087(4) 0.040(4) C72 0.087(6) 0.082(5) 0.105(6) -0.012(4) 0.033(5) -0.005(4) C73 0.096(6) 0.067(5) 0.121(6) 0.005(4) 0.041(5) -0.011(4) C74 0.074(5) 0.063(4) 0.091(5) -0.003(4) 0.019(4) -0.007(4) O6 0.102(4) 0.107(4) 0.115(4) -0.004(3) 0.024(4) 0.021(3) C75 0.087(5) 0.052(4) 0.129(6) 0.005(4) 0.039(5) -0.013(4) C76 0.074(5) 0.071(4) 0.097(5) 0.000(4) 0.033(4) 0.008(4) C77 0.089(6) 0.071(5) 0.099(5) 0.009(4) 0.032(4) 0.029(4) C78 0.064(5) 0.092(5) 0.089(5) 0.005(4) 0.027(4) 0.003(4) C79 0.094(5) 0.079(5) 0.073(5) 0.016(4) 0.029(4) 0.007(4) C80 0.088(6) 0.051(4) 0.106(6) -0.007(4) 0.038(5) -0.008(4) C81 0.138(7) 0.069(5) 0.095(6) 0.015(4) 0.033(5) 0.038(5) C82 0.094(6) 0.061(4) 0.117(7) 0.005(4) 0.046(5) 0.006(4) C83 0.083(5) 0.063(4) 0.092(5) -0.007(3) 0.006(4) -0.001(4) C84 0.080(6) 0.097(6) 0.117(6) -0.011(4) 0.023(5) 0.012(4) C85 0.063(4) 0.102(5) 0.087(5) -0.025(4) 0.019(4) 0.010(4) C86 0.089(5) 0.066(4) 0.103(5) 0.004(4) 0.036(4) -0.003(4) C87 0.073(5) 0.086(5) 0.104(6) -0.013(4) 0.023(4) -0.007(4) C88 0.114(7) 0.103(6) 0.086(6) 0.019(5) 0.022(5) -0.005(5) C89 0.071(5) 0.066(4) 0.139(6) -0.005(4) 0.049(4) 0.001(4) C90 0.110(7) 0.096(5) 0.113(6) -0.014(4) 0.060(5) -0.024(5) C91 0.097(6) 0.075(4) 0.083(5) -0.006(4) 0.028(5) 0.003(4) C92 0.062(5) 0.082(5) 0.096(6) -0.013(4) 0.016(4) -0.020(4) C93 0.111(6) 0.078(5) 0.102(6) -0.005(4) 0.040(5) 0.000(4) C94 0.077(5) 0.074(5) 0.125(6) -0.013(4) 0.042(4) -0.008(4) B1 0.076(7) 0.064(5) 0.137(9) 0.001(5) 0.025(6) -0.008(5) C95 0.113(7) 0.066(4) 0.087(6) -0.004(4) 0.038(5) -0.005(4) C96 0.069(5) 0.068(4) 0.129(6) -0.011(4) 0.008(4) 0.011(4) C97 0.111(6) 0.139(7) 0.062(4) 0.002(4) 0.022(4) 0.032(5) C98 0.088(6) 0.082(5) 0.130(8) -0.011(5) 0.031(6) -0.003(5) C99 0.082(5) 0.078(5) 0.086(5) -0.002(4) 0.018(4) 0.006(4) C100 0.086(5) 0.077(4) 0.121(6) -0.017(4) 0.032(5) 0.015(4) C101 0.094(6) 0.080(5) 0.106(6) -0.009(4) 0.039(5) -0.007(4) C102 0.100(6) 0.073(5) 0.103(6) -0.002(4) 0.036(5) 0.005(4) C103 0.096(5) 0.082(5) 0.075(5) 0.008(4) 0.021(4) 0.026(4) C104 0.083(5) 0.068(4) 0.110(6) -0.007(4) 0.032(4) -0.010(4) C105 0.079(6) 0.077(5) 0.098(6) 0.006(4) 0.017(5) 0.008(4) C106 0.119(6) 0.066(4) 0.065(4) 0.004(3) 0.046(4) -0.001(4) C107 0.095(6) 0.104(6) 0.099(6) 0.000(4) 0.026(4) 0.025(5) C108 0.089(6) 0.074(4) 0.097(6) -0.013(4) 0.026(5) -0.006(4) C109 0.078(5) 0.069(4) 0.101(6) -0.011(4) 0.026(4) -0.011(4) C110 0.058(5) 0.083(5) 0.096(5) -0.007(4) 0.005(4) 0.006(4) C111 0.127(7) 0.078(5) 0.099(6) -0.004(4) 0.034(5) 0.014(4) C112 0.083(5) 0.096(5) 0.152(8) -0.015(5) 0.045(5) 0.000(4) B2 0.066(6) 0.095(7) 0.109(8) -0.018(6) 0.044(5) 0.018(5) C113 0.190(9) 0.084(6) 0.131(8) 0.026(5) 0.046(7) 0.031(6) C114 0.150(8) 0.075(5) 0.125(7) 0.019(4) 0.051(6) 0.021(5) C115 0.130(7) 0.072(5) 0.108(7) 0.001(5) 0.014(5) 0.008(5) C116 0.165(8) 0.089(5) 0.092(6) 0.001(4) 0.052(6) 0.046(5) C117 0.124(7) 0.074(5) 0.103(6) -0.011(4) 0.067(6) 0.008(5) C118 0.118(7) 0.082(5) 0.095(6) 0.028(5) 0.033(6) 0.019(5) C119 0.096(7) 0.154(8) 0.145(8) -0.031(7) -0.011(6) 0.026(6) C120 0.151(7) 0.103(6) 0.103(6) 0.024(5) 0.072(6) 0.040(5) C121 0.167(8) 0.070(4) 0.094(5) 0.020(4) 0.055(5) 0.045(5) C122 0.162(8) 0.089(5) 0.114(6) 0.009(5) 0.059(6) 0.005(5) C123 0.123(7) 0.117(6) 0.095(6) 0.028(5) 0.023(5) 0.047(5) C124 0.084(7) 0.252(13) 0.161(9) 0.080(9) 0.028(7) 0.002(7) C126 0.165(9) 0.128(7) 0.117(7) -0.012(6) 0.039(6) 0.068(7) C127 0.160(10) 0.161(10) 0.181(11) 0.037(8) 0.072(9) 0.002(8) C129 0.064(11) 0.033(7) 0.061(11) 0.022(6) 0.017(8) 0.013(6) C136 0.39(5) 0.108(19) 0.49(6) 0.04(3) 0.15(5) 0.02(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 B1 1.356(9) . ? O1 C43 1.310(7) . ? O1 B1 1.519(10) . ? O2 C39 1.316(7) . ? O2 B1 1.466(9) . ? F2 B1 1.404(11) . ? O11 C92 1.231(8) . ? F3 B2 1.362(10) . ? O7 C80 1.231(8) . ? N1 C46 1.377(7) . ? N1 C49 1.379(7) . ? N1 H52 0.8800 . ? N5 C58 1.356(7) . ? N5 C38 1.363(7) . ? N5 H53 0.8800 . ? O12 C57 1.317(7) . ? O12 B2 1.469(10) . ? O3 C78 1.241(8) . ? N3 C78 1.369(8) . ? N3 C61 1.415(8) . ? N3 C111 1.520(8) . ? N6 C67 1.331(8) . ? N6 C77 1.389(8) . ? N6 H54 0.8800 . ? O8 C62 1.386(7) . ? O8 C123 1.438(8) . ? F4 B2 1.368(10) . ? O13 C105 1.365(8) . ? O13 C124 1.414(9) . ? O18 C81 1.405(8) . ? O18 C121 1.472(7) . ? C38 C86 1.403(8) . ? C38 C64 1.451(9) . ? O14 C47 1.325(7) . ? O14 B2 1.517(9) . ? C39 C1 1.399(8) . ? C39 C45 1.419(8) . ? N2 C48 1.367(7) . ? N2 C45 1.387(7) . ? N2 H55 0.8800 . ? O15 C108 1.312(8) . ? O15 C90 1.424(8) . ? O16 C53 1.241(9) . ? C1 C43 1.389(8) . ? C1 H56 0.9500 . ? N4 C80 1.338(9) . ? N4 C65 1.420(8) . ? N4 C97 1.480(8) . ? C40 C110 1.358(8) . ? C40 C107 1.421(10) . ? C40 C49 1.472(9) . ? O9 C136 1.25(4) . ? O9 C129 1.336(15) . ? O9 C79 1.357(8) . ? C41 C46 1.416(8) . ? C41 C96 1.432(9) . ? C41 H57 0.9500 . ? O17 C95 1.354(9) . ? O17 C114 1.426(8) . ? C42 C87 1.369(9) . ? C42 C59 1.372(8) . ? C42 H58 0.9500 . ? C43 C46 1.441(9) . ? C44 C94 1.357(9) . ? C44 C55 1.410(9) . ? C44 H59 0.9500 . ? C45 C69 1.363(9) . ? C47 C56 1.400(9) . ? C47 C77 1.430(9) . ? C48 C83 1.363(9) . ? C48 C87 1.467(9) . ? C49 C96 1.374(9) . ? C50 C66 1.357(8) . ? C50 C65 1.423(8) . ? C50 H60 0.9500 . ? O19 C116 1.389(8) . ? O19 C127 1.505(11) . ? C52 C84 1.346(8) . ? C52 C94 1.388(8) . ? C52 C67 1.477(9) . ? N7 C53 1.348(10) . ? N7 C112 1.449(9) . ? N7 C60 1.489(9) . ? C53 C109 1.488(10) . ? C54 C104 1.391(9) . ? C54 C64 1.402(9) . ? C54 H61 0.9500 . ? O4 C118 1.379(9) . ? O4 C122 1.432(9) . ? O5 C117 1.399(7) . ? O5 C126 1.435(9) . ? C55 C89 1.335(8) . ? C55 N8 1.451(8) . ? C56 C57 1.342(9) . ? C56 H62 0.9500 . ? C57 C58 1.442(9) . ? C58 C73 1.408(9) . ? N8 C92 1.361(8) . ? N8 C100 1.485(8) . ? C59 C65 1.401(9) . ? C59 H63 0.9500 . ? C60 C76 1.351(9) . ? C60 C104 1.379(10) . ? C61 C68 1.380(9) . ? C61 C85 1.394(9) . ? C62 C79 1.389(9) . ? C62 C99 1.414(9) . ? C63 C77 1.371(9) . ? C63 C75 1.392(9) . ? C63 H64 0.9500 . ? C64 C71 1.409(9) . ? O10 C88 1.410(9) . ? O10 C113 1.426(8) . ? C66 C87 1.453(9) . ? C66 H65 0.9500 . ? C67 C75 1.396(8) . ? C68 C107 1.399(9) . ? C68 H66 0.9500 . ? C69 C83 1.397(9) . ? C69 H67 0.9500 . ? C70 C106 1.378(9) . ? C70 C103 1.380(9) . ? C70 C80 1.517(9) . ? C71 C76 1.360(8) . ? C71 H68 0.9500 . ? O20 C115 1.417(9) . ? O20 C120 1.463(8) . ? C72 C105 1.364(10) . ? C72 C74 1.428(9) . ? C72 H69 0.9500 . ? C73 C86 1.369(9) . ? C73 H70 0.9500 . ? C74 C91 1.314(9) . ? C74 C92 1.528(10) . ? O6 C98 1.384(9) . ? O6 C119 1.384(9) . ? C75 H71 0.9500 . ? C76 H72 0.9500 . ? C78 C82 1.514(10) . ? C79 C88 1.383(10) . ? C81 C103 1.350(9) . ? C81 C116 1.391(10) . ? C82 C93 1.361(9) . ? C82 C101 1.400(9) . ? C83 H73 0.9500 . ? C84 C89 1.407(9) . ? C84 H74 0.9500 . ? C85 C110 1.375(9) . ? C85 H75 0.9500 . ? C86 H76 0.9500 . ? C88 C102 1.382(10) . ? C89 H77 0.9500 . ? C90 H1 0.9800 . ? C90 H2 0.9800 . ? C90 H3 0.9800 . ? C91 C108 1.384(10) . ? C91 H78 0.9500 . ? C93 C117 1.446(10) . ? C93 H79 0.9500 . ? C94 H80 0.9500 . ? C95 C105 1.398(9) . ? C95 C108 1.473(10) . ? C96 H81 0.9500 . ? C97 H4 0.9800 . ? C97 H5 0.9800 . ? C97 H6 0.9800 . ? C98 C118 1.346(10) . ? C98 C101 1.398(10) . ? C99 C109 1.395(9) . ? C99 H82 0.9500 . ? C100 H7 0.9800 . ? C100 H8 0.9800 . ? C100 H9 0.9800 . ? C101 H83 0.9500 . ? C102 C109 1.388(10) . ? C102 H84 0.9500 . ? C103 H85 0.9500 . ? C104 H86 0.9500 . ? C106 C115 1.342(10) . ? C106 H87 0.9500 . ? C107 H88 0.9500 . ? C110 H89 0.9500 . ? C111 H10 0.9800 . ? C111 H11 0.9800 . ? C111 H12 0.9800 . ? C112 H13 0.9800 . ? C112 H14 0.9800 . ? C112 H15 0.9800 . ? C113 H16 0.9800 . ? C113 H17 0.9800 . ? C113 H18 0.9800 . ? C114 H19 0.9800 . ? C114 H20 0.9800 . ? C114 H21 0.9800 . ? C115 C116 1.441(10) . ? C117 C118 1.358(10) . ? C119 H93 0.9800 . ? C119 H94 0.9800 . ? C119 H95 0.9800 . ? C120 H25 0.9800 . ? C120 H26 0.9800 . ? C120 H27 0.9800 . ? C121 H28 0.9800 . ? C121 H29 0.9800 . ? C121 H30 0.9800 . ? C122 H31 0.9800 . ? C122 H32 0.9800 . ? C122 H33 0.9800 . ? C123 H34 0.9800 . ? C123 H35 0.9800 . ? C123 H36 0.9800 . ? C124 H37 0.9800 . ? C124 H38 0.9800 . ? C124 H39 0.9800 . ? C126 H40 0.9800 . ? C126 H41 0.9800 . ? C126 H42 0.9800 . ? C127 H43 0.9800 . ? C127 H44 0.9800 . ? C127 H45 0.9800 . ? C129 H46 0.9800 . ? C129 H47 0.9800 . ? C129 H48 0.9800 . ? C136 H90 0.9800 . ? C136 H91 0.9800 . ? C136 H92 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 C43 O1 B1 119.3(5) . . ? C39 O2 B1 121.8(5) . . ? C46 N1 C49 109.9(5) . . ? C46 N1 H52 125.1 . . ? C49 N1 H52 125.1 . . ? C58 N5 C38 110.8(6) . . ? C58 N5 H53 124.6 . . ? C38 N5 H53 124.6 . . ? C57 O12 B2 121.5(6) . . ? C78 N3 C61 127.2(6) . . ? C78 N3 C111 116.4(5) . . ? C61 N3 C111 116.0(5) . . ? C67 N6 C77 110.2(6) . . ? C67 N6 H54 124.9 . . ? C77 N6 H54 124.9 . . ? C62 O8 C123 119.0(6) . . ? C105 O13 C124 116.9(7) . . ? C81 O18 C121 114.4(5) . . ? N5 C38 C86 105.7(6) . . ? N5 C38 C64 123.9(6) . . ? C86 C38 C64 129.9(7) . . ? C47 O14 B2 121.0(6) . . ? O2 C39 C1 121.3(6) . . ? O2 C39 C45 114.4(5) . . ? C1 C39 C45 124.3(6) . . ? C48 N2 C45 111.2(6) . . ? C48 N2 H55 124.4 . . ? C45 N2 H55 124.4 . . ? C108 O15 C90 118.5(6) . . ? C43 C1 C39 117.2(6) . . ? C43 C1 H56 121.4 . . ? C39 C1 H56 121.4 . . ? C80 N4 C65 124.1(6) . . ? C80 N4 C97 118.0(6) . . ? C65 N4 C97 117.0(6) . . ? C110 C40 C107 117.9(7) . . ? C110 C40 C49 123.0(7) . . ? C107 C40 C49 119.1(7) . . ? C136 O9 C129 87(2) . . ? C136 O9 C79 127.0(17) . . ? C129 O9 C79 115.9(8) . . ? C46 C41 C96 105.4(6) . . ? C46 C41 H57 127.3 . . ? C96 C41 H57 127.3 . . ? C95 O17 C114 113.9(6) . . ? C87 C42 C59 120.7(6) . . ? C87 C42 H58 119.7 . . ? C59 C42 H58 119.7 . . ? O1 C43 C1 123.2(6) . . ? O1 C43 C46 112.1(6) . . ? C1 C43 C46 124.7(6) . . ? C94 C44 C55 116.5(7) . . ? C94 C44 H59 121.8 . . ? C55 C44 H59 121.8 . . ? C69 C45 N2 105.3(6) . . ? C69 C45 C39 136.3(7) . . ? N2 C45 C39 118.3(6) . . ? N1 C46 C41 108.0(6) . . ? N1 C46 C43 120.8(6) . . ? C41 C46 C43 131.2(6) . . ? O14 C47 C56 120.8(6) . . ? O14 C47 C77 115.4(6) . . ? C56 C47 C77 123.8(7) . . ? C83 C48 N2 105.9(6) . . ? C83 C48 C87 131.6(6) . . ? N2 C48 C87 122.4(6) . . ? C96 C49 N1 107.7(6) . . ? C96 C49 C40 129.3(7) . . ? N1 C49 C40 123.0(6) . . ? C66 C50 C65 123.0(6) . . ? C66 C50 H60 118.5 . . ? C65 C50 H60 118.5 . . ? C116 O19 C127 114.9(7) . . ? C84 C52 C94 116.0(7) . . ? C84 C52 C67 123.5(6) . . ? C94 C52 C67 120.4(6) . . ? C53 N7 C112 120.0(7) . . ? C53 N7 C60 121.2(7) . . ? C112 N7 C60 117.8(7) . . ? O16 C53 N7 118.7(8) . . ? O16 C53 C109 120.7(9) . . ? N7 C53 C109 120.6(9) . . ? C104 C54 C64 119.6(7) . . ? C104 C54 H61 120.2 . . ? C64 C54 H61 120.2 . . ? C118 O4 C122 118.1(6) . . ? C117 O5 C126 116.5(6) . . ? C89 C55 C44 121.9(6) . . ? C89 C55 N8 120.2(6) . . ? C44 C55 N8 117.9(6) . . ? C57 C56 C47 119.0(7) . . ? C57 C56 H62 120.5 . . ? C47 C56 H62 120.5 . . ? O12 C57 C56 123.8(6) . . ? O12 C57 C58 112.3(7) . . ? C56 C57 C58 123.9(7) . . ? N5 C58 C73 107.4(6) . . ? N5 C58 C57 121.7(6) . . ? C73 C58 C57 130.6(7) . . ? C92 N8 C55 125.8(6) . . ? C92 N8 C100 116.3(6) . . ? C55 N8 C100 117.8(6) . . ? C42 C59 C65 122.8(6) . . ? C42 C59 H63 118.6 . . ? C65 C59 H63 118.6 . . ? C76 C60 C104 120.8(7) . . ? C76 C60 N7 122.0(7) . . ? C104 C60 N7 117.3(8) . . ? C68 C61 C85 116.6(7) . . ? C68 C61 N3 119.5(6) . . ? C85 C61 N3 123.8(7) . . ? O8 C62 C79 114.8(7) . . ? O8 C62 C99 121.2(7) . . ? C79 C62 C99 123.9(7) . . ? C77 C63 C75 106.0(6) . . ? C77 C63 H64 127.0 . . ? C75 C63 H64 127.0 . . ? C54 C64 C71 117.6(7) . . ? C54 C64 C38 122.0(7) . . ? C71 C64 C38 120.2(7) . . ? C59 C65 N4 122.8(6) . . ? C59 C65 C50 115.6(6) . . ? N4 C65 C50 121.5(6) . . ? C88 O10 C113 118.7(6) . . ? C50 C66 C87 118.6(6) . . ? C50 C66 H65 120.7 . . ? C87 C66 H65 120.7 . . ? N6 C67 C75 106.4(6) . . ? N6 C67 C52 125.7(6) . . ? C75 C67 C52 127.8(7) . . ? C61 C68 C107 120.9(7) . . ? C61 C68 H66 119.6 . . ? C107 C68 H66 119.6 . . ? C45 C69 C83 108.7(7) . . ? C45 C69 H67 125.7 . . ? C83 C69 H67 125.7 . . ? C106 C70 C103 120.9(7) . . ? C106 C70 C80 116.0(6) . . ? C103 C70 C80 123.0(6) . . ? C76 C71 C64 121.4(6) . . ? C76 C71 H68 119.3 . . ? C64 C71 H68 119.3 . . ? C115 O20 C120 114.4(6) . . ? C105 C72 C74 119.2(7) . . ? C105 C72 H69 120.4 . . ? C74 C72 H69 120.4 . . ? C86 C73 C58 106.5(7) . . ? C86 C73 H70 126.8 . . ? C58 C73 H70 126.8 . . ? C91 C74 C72 119.2(7) . . ? C91 C74 C92 119.4(7) . . ? C72 C74 C92 121.0(7) . . ? C98 O6 C119 115.2(7) . . ? C63 C75 C67 109.2(6) . . ? C63 C75 H71 125.4 . . ? C67 C75 H71 125.4 . . ? C60 C76 C71 120.2(7) . . ? C60 C76 H72 119.9 . . ? C71 C76 H72 119.9 . . ? C63 C77 N6 108.0(6) . . ? C63 C77 C47 132.8(7) . . ? N6 C77 C47 119.2(7) . . ? O3 C78 N3 119.2(7) . . ? O3 C78 C82 119.8(7) . . ? N3 C78 C82 120.9(7) . . ? O9 C79 C88 126.1(7) . . ? O9 C79 C62 118.4(7) . . ? C88 C79 C62 115.5(7) . . ? O7 C80 N4 119.9(7) . . ? O7 C80 C70 119.6(7) . . ? N4 C80 C70 120.5(7) . . ? C103 C81 C116 121.6(7) . . ? C103 C81 O18 126.9(6) . . ? C116 C81 O18 111.5(7) . . ? C93 C82 C101 122.8(8) . . ? C93 C82 C78 124.1(8) . . ? C101 C82 C78 113.1(7) . . ? C48 C83 C69 108.7(6) . . ? C48 C83 H73 125.7 . . ? C69 C83 H73 125.7 . . ? C52 C84 C89 122.9(7) . . ? C52 C84 H74 118.6 . . ? C89 C84 H74 118.6 . . ? C110 C85 C61 123.5(7) . . ? C110 C85 H75 118.3 . . ? C61 C85 H75 118.3 . . ? C73 C86 C38 109.5(6) . . ? C73 C86 H76 125.2 . . ? C38 C86 H76 125.2 . . ? C42 C87 C66 118.6(6) . . ? C42 C87 C48 121.9(7) . . ? C66 C87 C48 119.5(6) . . ? C102 C88 C79 123.3(8) . . ? C102 C88 O10 124.3(8) . . ? C79 C88 O10 112.1(8) . . ? C55 C89 C84 118.3(7) . . ? C55 C89 H77 120.9 . . ? C84 C89 H77 120.9 . . ? O15 C90 H1 109.5 . . ? O15 C90 H2 109.5 . . ? H1 C90 H2 109.5 . . ? O15 C90 H3 109.5 . . ? H1 C90 H3 109.5 . . ? H2 C90 H3 109.5 . . ? C74 C91 C108 125.5(8) . . ? C74 C91 H78 117.3 . . ? C108 C91 H78 117.3 . . ? O11 C92 N8 122.1(7) . . ? O11 C92 C74 120.1(7) . . ? N8 C92 C74 117.7(7) . . ? C82 C93 C117 116.3(8) . . ? C82 C93 H79 121.9 . . ? C117 C93 H79 121.9 . . ? C44 C94 C52 124.3(7) . . ? C44 C94 H80 117.8 . . ? C52 C94 H80 117.8 . . ? F1 B1 F2 110.1(7) . . ? F1 B1 O2 110.4(7) . . ? F2 B1 O2 110.6(7) . . ? F1 B1 O1 109.5(7) . . ? F2 B1 O1 107.5(7) . . ? O2 B1 O1 108.8(7) . . ? O17 C95 C105 121.3(8) . . ? O17 C95 C108 120.7(7) . . ? C105 C95 C108 117.8(8) . . ? C49 C96 C41 109.0(6) . . ? C49 C96 H81 125.5 . . ? C41 C96 H81 125.5 . . ? N4 C97 H4 109.5 . . ? N4 C97 H5 109.5 . . ? H4 C97 H5 109.5 . . ? N4 C97 H6 109.5 . . ? H4 C97 H6 109.5 . . ? H5 C97 H6 109.5 . . ? C118 C98 O6 114.0(9) . . ? C118 C98 C101 124.6(9) . . ? O6 C98 C101 121.4(8) . . ? C109 C99 C62 117.3(7) . . ? C109 C99 H82 121.3 . . ? C62 C99 H82 121.3 . . ? N8 C100 H7 109.5 . . ? N8 C100 H8 109.5 . . ? H7 C100 H8 109.5 . . ? N8 C100 H9 109.5 . . ? H7 C100 H9 109.5 . . ? H8 C100 H9 109.5 . . ? C98 C101 C82 116.2(8) . . ? C98 C101 H83 121.9 . . ? C82 C101 H83 121.9 . . ? C88 C102 C109 119.8(7) . . ? C88 C102 H84 120.1 . . ? C109 C102 H84 120.1 . . ? C81 C103 C70 120.1(7) . . ? C81 C103 H85 120.0 . . ? C70 C103 H85 120.0 . . ? C60 C104 C54 120.1(7) . . ? C60 C104 H86 120.0 . . ? C54 C104 H86 120.0 . . ? C72 C105 O13 123.9(8) . . ? C72 C105 C95 122.2(8) . . ? O13 C105 C95 113.9(7) . . ? C115 C106 C70 118.9(7) . . ? C115 C106 H87 120.6 . . ? C70 C106 H87 120.6 . . ? C68 C107 C40 120.7(7) . . ? C68 C107 H88 119.6 . . ? C40 C107 H88 119.6 . . ? O15 C108 C91 130.4(8) . . ? O15 C108 C95 113.5(7) . . ? C91 C108 C95 116.0(8) . . ? C102 C109 C99 120.1(7) . . ? C102 C109 C53 116.5(7) . . ? C99 C109 C53 122.9(7) . . ? C40 C110 C85 120.5(7) . . ? C40 C110 H89 119.8 . . ? C85 C110 H89 119.8 . . ? N3 C111 H10 109.5 . . ? N3 C111 H11 109.5 . . ? H10 C111 H11 109.5 . . ? N3 C111 H12 109.5 . . ? H10 C111 H12 109.5 . . ? H11 C111 H12 109.5 . . ? N7 C112 H13 109.5 . . ? N7 C112 H14 109.5 . . ? H13 C112 H14 109.5 . . ? N7 C112 H15 109.5 . . ? H13 C112 H15 109.5 . . ? H14 C112 H15 109.5 . . ? F3 B2 F4 112.8(8) . . ? F3 B2 O12 109.4(7) . . ? F4 B2 O12 109.2(6) . . ? F3 B2 O14 106.3(6) . . ? F4 B2 O14 108.6(7) . . ? O12 B2 O14 110.5(7) . . ? O10 C113 H16 109.5 . . ? O10 C113 H17 109.5 . . ? H16 C113 H17 109.5 . . ? O10 C113 H18 109.5 . . ? H16 C113 H18 109.5 . . ? H17 C113 H18 109.5 . . ? O17 C114 H19 109.5 . . ? O17 C114 H20 109.5 . . ? H19 C114 H20 109.5 . . ? O17 C114 H21 109.5 . . ? H19 C114 H21 109.5 . . ? H20 C114 H21 109.5 . . ? C106 C115 O20 126.2(7) . . ? C106 C115 C116 121.8(7) . . ? O20 C115 C116 112.0(8) . . ? O19 C116 C81 123.5(7) . . ? O19 C116 C115 120.2(7) . . ? C81 C116 C115 116.3(8) . . ? C118 C117 O5 116.3(8) . . ? C118 C117 C93 122.8(7) . . ? O5 C117 C93 120.8(8) . . ? C98 C118 C117 117.2(9) . . ? C98 C118 O4 122.1(9) . . ? C117 C118 O4 120.6(8) . . ? O6 C119 H93 109.5 . . ? O6 C119 H94 109.5 . . ? H93 C119 H94 109.5 . . ? O6 C119 H95 109.5 . . ? H93 C119 H95 109.5 . . ? H94 C119 H95 109.5 . . ? O20 C120 H25 109.5 . . ? O20 C120 H26 109.5 . . ? H25 C120 H26 109.5 . . ? O20 C120 H27 109.5 . . ? H25 C120 H27 109.5 . . ? H26 C120 H27 109.5 . . ? O18 C121 H28 109.5 . . ? O18 C121 H29 109.5 . . ? H28 C121 H29 109.5 . . ? O18 C121 H30 109.5 . . ? H28 C121 H30 109.5 . . ? H29 C121 H30 109.5 . . ? O4 C122 H31 109.5 . . ? O4 C122 H32 109.5 . . ? H31 C122 H32 109.5 . . ? O4 C122 H33 109.5 . . ? H31 C122 H33 109.5 . . ? H32 C122 H33 109.5 . . ? O8 C123 H34 109.5 . . ? O8 C123 H35 109.5 . . ? H34 C123 H35 109.5 . . ? O8 C123 H36 109.5 . . ? H34 C123 H36 109.5 . . ? H35 C123 H36 109.5 . . ? O13 C124 H37 109.5 . . ? O13 C124 H38 109.5 . . ? H37 C124 H38 109.5 . . ? O13 C124 H39 109.5 . . ? H37 C124 H39 109.5 . . ? H38 C124 H39 109.5 . . ? O5 C126 H40 109.5 . . ? O5 C126 H41 109.5 . . ? H40 C126 H41 109.5 . . ? O5 C126 H42 109.5 . . ? H40 C126 H42 109.5 . . ? H41 C126 H42 109.5 . . ? O19 C127 H43 109.5 . . ? O19 C127 H44 109.5 . . ? H43 C127 H44 109.5 . . ? O19 C127 H45 109.5 . . ? H43 C127 H45 109.5 . . ? H44 C127 H45 109.5 . . ? O9 C129 H46 109.5 . . ? O9 C129 H47 109.5 . . ? O9 C129 H48 109.5 . . ? O9 C136 H90 109.5 . . ? O9 C136 H91 109.5 . . ? H90 C136 H91 109.5 . . ? O9 C136 H92 109.5 . . ? H90 C136 H92 109.5 . . ? H91 C136 H92 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C58 N5 C38 C86 0.5(7) . . . . ? C58 N5 C38 C64 -172.3(6) . . . . ? B1 O2 C39 C1 -14.3(10) . . . . ? B1 O2 C39 C45 166.1(7) . . . . ? O2 C39 C1 C43 -6.9(9) . . . . ? C45 C39 C1 C43 172.7(6) . . . . ? B1 O1 C43 C1 13.2(10) . . . . ? B1 O1 C43 C46 -169.2(7) . . . . ? C39 C1 C43 O1 7.0(10) . . . . ? C39 C1 C43 C46 -170.3(6) . . . . ? C48 N2 C45 C69 2.2(8) . . . . ? C48 N2 C45 C39 179.9(6) . . . . ? O2 C39 C45 C69 -176.6(8) . . . . ? C1 C39 C45 C69 3.8(13) . . . . ? O2 C39 C45 N2 6.7(9) . . . . ? C1 C39 C45 N2 -172.8(6) . . . . ? C49 N1 C46 C41 -1.0(7) . . . . ? C49 N1 C46 C43 179.6(6) . . . . ? C96 C41 C46 N1 2.0(7) . . . . ? C96 C41 C46 C43 -178.8(7) . . . . ? O1 C43 C46 N1 0.1(9) . . . . ? C1 C43 C46 N1 177.6(6) . . . . ? O1 C43 C46 C41 -179.0(6) . . . . ? C1 C43 C46 C41 -1.5(12) . . . . ? B2 O14 C47 C56 11.9(10) . . . . ? B2 O14 C47 C77 -170.0(7) . . . . ? C45 N2 C48 C83 0.5(7) . . . . ? C45 N2 C48 C87 179.1(6) . . . . ? C46 N1 C49 C96 -0.4(8) . . . . ? C46 N1 C49 C40 -179.7(6) . . . . ? C110 C40 C49 C96 -8.1(12) . . . . ? C107 C40 C49 C96 174.7(7) . . . . ? C110 C40 C49 N1 171.0(6) . . . . ? C107 C40 C49 N1 -6.2(10) . . . . ? C112 N7 C53 O16 0.8(9) . . . . ? C60 N7 C53 O16 169.4(6) . . . . ? C112 N7 C53 C109 179.1(6) . . . . ? C60 N7 C53 C109 -12.2(9) . . . . ? C94 C44 C55 C89 -1.1(11) . . . . ? C94 C44 C55 N8 -179.8(7) . . . . ? O14 C47 C56 C57 3.3(11) . . . . ? C77 C47 C56 C57 -174.6(7) . . . . ? B2 O12 C57 C56 -3.5(11) . . . . ? B2 O12 C57 C58 177.6(7) . . . . ? C47 C56 C57 O12 -7.9(11) . . . . ? C47 C56 C57 C58 170.9(6) . . . . ? C38 N5 C58 C73 -2.1(7) . . . . ? C38 N5 C58 C57 172.1(6) . . . . ? O12 C57 C58 N5 -5.2(9) . . . . ? C56 C57 C58 N5 175.9(6) . . . . ? O12 C57 C58 C73 167.5(7) . . . . ? C56 C57 C58 C73 -11.4(12) . . . . ? C89 C55 N8 C92 82.5(9) . . . . ? C44 C55 N8 C92 -98.8(8) . . . . ? C89 C55 N8 C100 -93.7(8) . . . . ? C44 C55 N8 C100 85.1(8) . . . . ? C87 C42 C59 C65 4.2(11) . . . . ? C53 N7 C60 C76 -57.8(9) . . . . ? C112 N7 C60 C76 111.1(8) . . . . ? C53 N7 C60 C104 120.9(7) . . . . ? C112 N7 C60 C104 -70.2(8) . . . . ? C78 N3 C61 C68 -112.3(8) . . . . ? C111 N3 C61 C68 61.2(8) . . . . ? C78 N3 C61 C85 71.5(9) . . . . ? C111 N3 C61 C85 -115.0(8) . . . . ? C123 O8 C62 C79 -171.5(6) . . . . ? C123 O8 C62 C99 8.9(9) . . . . ? C104 C54 C64 C71 -3.1(10) . . . . ? C104 C54 C64 C38 171.6(6) . . . . ? N5 C38 C64 C54 -17.7(10) . . . . ? C86 C38 C64 C54 171.3(7) . . . . ? N5 C38 C64 C71 156.8(6) . . . . ? C86 C38 C64 C71 -14.1(11) . . . . ? C42 C59 C65 N4 -180.0(7) . . . . ? C42 C59 C65 C50 2.3(10) . . . . ? C80 N4 C65 C59 80.4(8) . . . . ? C97 N4 C65 C59 -88.4(8) . . . . ? C80 N4 C65 C50 -102.0(8) . . . . ? C97 N4 C65 C50 89.1(8) . . . . ? C66 C50 C65 C59 -3.7(10) . . . . ? C66 C50 C65 N4 178.6(6) . . . . ? C65 C50 C66 C87 -1.2(10) . . . . ? C77 N6 C67 C75 -2.4(8) . . . . ? C77 N6 C67 C52 -179.9(7) . . . . ? C84 C52 C67 N6 -177.7(7) . . . . ? C94 C52 C67 N6 2.6(11) . . . . ? C84 C52 C67 C75 5.4(12) . . . . ? C94 C52 C67 C75 -174.3(7) . . . . ? C85 C61 C68 C107 1.4(10) . . . . ? N3 C61 C68 C107 -175.1(6) . . . . ? N2 C45 C69 C83 -4.1(8) . . . . ? C39 C45 C69 C83 178.9(8) . . . . ? C54 C64 C71 C76 2.5(10) . . . . ? C38 C64 C71 C76 -172.3(6) . . . . ? N5 C58 C73 C86 2.9(8) . . . . ? C57 C58 C73 C86 -170.6(7) . . . . ? C105 C72 C74 C91 1.0(10) . . . . ? C105 C72 C74 C92 174.1(6) . . . . ? C77 C63 C75 C67 -4.3(9) . . . . ? N6 C67 C75 C63 4.2(9) . . . . ? C52 C67 C75 C63 -178.4(7) . . . . ? C104 C60 C76 C71 -7.0(10) . . . . ? N7 C60 C76 C71 171.6(6) . . . . ? C64 C71 C76 C60 2.5(10) . . . . ? C75 C63 C77 N6 2.7(8) . . . . ? C75 C63 C77 C47 -177.1(7) . . . . ? C67 N6 C77 C63 -0.2(8) . . . . ? C67 N6 C77 C47 179.6(6) . . . . ? O14 C47 C77 C63 -179.8(8) . . . . ? C56 C47 C77 C63 -1.8(13) . . . . ? O14 C47 C77 N6 0.4(9) . . . . ? C56 C47 C77 N6 178.4(6) . . . . ? C61 N3 C78 O3 176.5(6) . . . . ? C111 N3 C78 O3 3.0(9) . . . . ? C61 N3 C78 C82 -6.7(10) . . . . ? C111 N3 C78 C82 179.8(6) . . . . ? C136 O9 C79 C88 -45(3) . . . . ? C129 O9 C79 C88 61.6(11) . . . . ? C136 O9 C79 C62 135(2) . . . . ? C129 O9 C79 C62 -118.1(8) . . . . ? O8 C62 C79 O9 1.3(10) . . . . ? C99 C62 C79 O9 -179.2(7) . . . . ? O8 C62 C79 C88 -178.5(6) . . . . ? C99 C62 C79 C88 1.1(11) . . . . ? C65 N4 C80 O7 -169.2(6) . . . . ? C97 N4 C80 O7 -0.4(9) . . . . ? C65 N4 C80 C70 10.0(9) . . . . ? C97 N4 C80 C70 178.8(6) . . . . ? C106 C70 C80 O7 43.2(9) . . . . ? C103 C70 C80 O7 -132.4(7) . . . . ? C106 C70 C80 N4 -136.0(7) . . . . ? C103 C70 C80 N4 48.4(10) . . . . ? C121 O18 C81 C103 4.4(11) . . . . ? C121 O18 C81 C116 -175.8(7) . . . . ? O3 C78 C82 C93 -148.6(7) . . . . ? N3 C78 C82 C93 34.6(10) . . . . ? O3 C78 C82 C101 33.8(9) . . . . ? N3 C78 C82 C101 -143.0(6) . . . . ? N2 C48 C83 C69 -3.1(8) . . . . ? C87 C48 C83 C69 178.6(7) . . . . ? C45 C69 C83 C48 4.6(8) . . . . ? C94 C52 C84 C89 -4.0(11) . . . . ? C67 C52 C84 C89 176.2(7) . . . . ? C68 C61 C85 C110 -2.1(10) . . . . ? N3 C61 C85 C110 174.2(6) . . . . ? C58 C73 C86 C38 -2.6(8) . . . . ? N5 C38 C86 C73 1.4(8) . . . . ? C64 C38 C86 C73 173.6(7) . . . . ? C59 C42 C87 C66 -9.1(11) . . . . ? C59 C42 C87 C48 172.6(7) . . . . ? C50 C66 C87 C42 7.7(10) . . . . ? C50 C66 C87 C48 -174.0(6) . . . . ? C83 C48 C87 C42 11.5(12) . . . . ? N2 C48 C87 C42 -166.6(7) . . . . ? C83 C48 C87 C66 -166.7(7) . . . . ? N2 C48 C87 C66 15.1(10) . . . . ? O9 C79 C88 C102 177.0(8) . . . . ? C62 C79 C88 C102 -3.3(11) . . . . ? O9 C79 C88 O10 3.5(11) . . . . ? C62 C79 C88 O10 -176.8(6) . . . . ? C113 O10 C88 C102 -1.0(12) . . . . ? C113 O10 C88 C79 172.4(7) . . . . ? C44 C55 C89 C84 0.7(11) . . . . ? N8 C55 C89 C84 179.4(6) . . . . ? C52 C84 C89 C55 2.0(12) . . . . ? C72 C74 C91 C108 0.7(10) . . . . ? C92 C74 C91 C108 -172.5(6) . . . . ? C55 N8 C92 O11 -177.7(6) . . . . ? C100 N8 C92 O11 -1.5(9) . . . . ? C55 N8 C92 C74 1.1(9) . . . . ? C100 N8 C92 C74 177.3(6) . . . . ? C91 C74 C92 O11 52.1(9) . . . . ? C72 C74 C92 O11 -121.0(7) . . . . ? C91 C74 C92 N8 -126.7(7) . . . . ? C72 C74 C92 N8 60.2(8) . . . . ? C101 C82 C93 C117 -2.9(10) . . . . ? C78 C82 C93 C117 179.7(6) . . . . ? C55 C44 C94 C52 -1.1(11) . . . . ? C84 C52 C94 C44 3.6(11) . . . . ? C67 C52 C94 C44 -176.6(7) . . . . ? C39 O2 B1 F1 151.3(6) . . . . ? C39 O2 B1 F2 -86.6(8) . . . . ? C39 O2 B1 O1 31.2(10) . . . . ? C43 O1 B1 F1 -151.0(6) . . . . ? C43 O1 B1 F2 89.4(7) . . . . ? C43 O1 B1 O2 -30.4(10) . . . . ? C114 O17 C95 C105 -105.5(8) . . . . ? C114 O17 C95 C108 78.9(8) . . . . ? N1 C49 C96 C41 1.7(8) . . . . ? C40 C49 C96 C41 -179.1(7) . . . . ? C46 C41 C96 C49 -2.3(8) . . . . ? C119 O6 C98 C118 -171.4(8) . . . . ? C119 O6 C98 C101 6.4(10) . . . . ? O8 C62 C99 C109 -178.9(6) . . . . ? C79 C62 C99 C109 1.6(10) . . . . ? C118 C98 C101 C82 -3.3(11) . . . . ? O6 C98 C101 C82 179.2(6) . . . . ? C93 C82 C101 C98 4.0(10) . . . . ? C78 C82 C101 C98 -178.4(6) . . . . ? C79 C88 C102 C109 2.7(12) . . . . ? O10 C88 C102 C109 175.4(7) . . . . ? C116 C81 C103 C70 -0.4(12) . . . . ? O18 C81 C103 C70 179.4(7) . . . . ? C106 C70 C103 C81 5.3(11) . . . . ? C80 C70 C103 C81 -179.4(7) . . . . ? C76 C60 C104 C54 6.4(10) . . . . ? N7 C60 C104 C54 -172.3(6) . . . . ? C64 C54 C104 C60 -1.2(10) . . . . ? C74 C72 C105 O13 -178.9(6) . . . . ? C74 C72 C105 C95 -0.7(10) . . . . ? C124 O13 C105 C72 12.8(11) . . . . ? C124 O13 C105 C95 -165.5(8) . . . . ? O17 C95 C105 C72 -176.9(6) . . . . ? C108 C95 C105 C72 -1.2(10) . . . . ? O17 C95 C105 O13 1.5(9) . . . . ? C108 C95 C105 O13 177.2(6) . . . . ? C103 C70 C106 C115 -8.8(11) . . . . ? C80 C70 C106 C115 175.5(7) . . . . ? C61 C68 C107 C40 -1.3(11) . . . . ? C110 C40 C107 C68 1.9(10) . . . . ? C49 C40 C107 C68 179.2(6) . . . . ? C90 O15 C108 C91 -4.0(10) . . . . ? C90 O15 C108 C95 -179.8(6) . . . . ? C74 C91 C108 O15 -178.2(7) . . . . ? C74 C91 C108 C95 -2.5(10) . . . . ? O17 C95 C108 O15 -5.2(9) . . . . ? C105 C95 C108 O15 179.1(6) . . . . ? O17 C95 C108 C91 178.4(6) . . . . ? C105 C95 C108 C91 2.6(9) . . . . ? C88 C102 C109 C99 0.2(11) . . . . ? C88 C102 C109 C53 172.3(7) . . . . ? C62 C99 C109 C102 -2.2(10) . . . . ? C62 C99 C109 C53 -173.8(7) . . . . ? O16 C53 C109 C102 -36.4(9) . . . . ? N7 C53 C109 C102 145.3(7) . . . . ? O16 C53 C109 C99 135.5(7) . . . . ? N7 C53 C109 C99 -42.8(10) . . . . ? C107 C40 C110 C85 -2.5(10) . . . . ? C49 C40 C110 C85 -179.8(6) . . . . ? C61 C85 C110 C40 2.8(11) . . . . ? C57 O12 B2 F3 133.4(7) . . . . ? C57 O12 B2 F4 -102.6(7) . . . . ? C57 O12 B2 O14 16.7(10) . . . . ? C47 O14 B2 F3 -139.5(7) . . . . ? C47 O14 B2 F4 98.8(8) . . . . ? C47 O14 B2 O12 -20.9(11) . . . . ? C70 C106 C115 O20 -174.8(7) . . . . ? C70 C106 C115 C116 7.7(12) . . . . ? C120 O20 C115 C106 7.3(12) . . . . ? C120 O20 C115 C116 -175.1(7) . . . . ? C127 O19 C116 C81 -87.3(10) . . . . ? C127 O19 C116 C115 90.2(10) . . . . ? C103 C81 C116 O19 176.9(8) . . . . ? O18 C81 C116 O19 -2.9(12) . . . . ? C103 C81 C116 C115 -0.7(13) . . . . ? O18 C81 C116 C115 179.5(7) . . . . ? C106 C115 C116 O19 179.3(8) . . . . ? O20 C115 C116 O19 1.5(12) . . . . ? C106 C115 C116 C81 -3.0(13) . . . . ? O20 C115 C116 C81 179.2(8) . . . . ? C126 O5 C117 C118 167.5(7) . . . . ? C126 O5 C117 C93 -9.7(10) . . . . ? C82 C93 C117 C118 1.1(11) . . . . ? C82 C93 C117 O5 178.1(6) . . . . ? O6 C98 C118 C117 179.3(7) . . . . ? C101 C98 C118 C117 1.6(12) . . . . ? O6 C98 C118 O4 2.8(11) . . . . ? C101 C98 C118 O4 -174.9(7) . . . . ? O5 C117 C118 C98 -177.6(7) . . . . ? C93 C117 C118 C98 -0.5(11) . . . . ? O5 C117 C118 O4 -1.0(10) . . . . ? C93 C117 C118 O4 176.1(7) . . . . ? C122 O4 C118 C98 -118.0(8) . . . . ? C122 O4 C118 C117 65.6(9) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 60.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.273 _refine_diff_density_min -0.314 _refine_diff_density_rms 0.063 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.003 -0.005 -0.001 4296 1640 ' ' 2 0.074 0.139 0.725 7 1 ' ' 3 0.074 0.361 0.225 7 1 ' ' 4 0.926 0.639 0.775 7 1 ' ' 5 0.926 0.861 0.275 7 1 ' ' _platon_squeeze_details ; ; #============================================================================== # End of CIF #==============================================================================