data_General _audit_creation_date 2019-08-22 _audit_creation_method 'by CrystalStructure 4.0' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'ENTER NAME' _publ_contact_author_email 'ENTER EMAIL ADDRESS' _publ_contact_author_fax 'ENTER FAX NUMBER' _publ_contact_author_phone 'ENTER PHONE NUMBER' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_journal 'ENTER JOURNAL NAME HERE' _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_footnote _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Rigaku (2010). CrystalStructure. Version 4.0. Rigaku Corporation, Tokyo, Japan. M.C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G.L. Cascarano, L. De Caro, C. Giacovazzo, G. Polidori, R. Spagna (2005) SIR2004 Sheldrick, G.M. (2008), Acta Cryst. A64, 112-122. Rigaku (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #============================================================================== data_19082210mem2 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C25 H20 F3 N O4 S' _chemical_formula_moiety 'C25 H20 F3 N O4 S' _chemical_formula_weight 487.49 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 '+X,+Y,+Z' 2 '-X,1/2+Y,-Z' #------------------------------------------------------------------------------ _cell_length_a 9.7433(3) _cell_length_b 7.3884(3) _cell_length_c 15.0351(5) _cell_angle_alpha 90.0000 _cell_angle_beta 97.095(7) _cell_angle_gamma 90.0000 _cell_volume 1074.06(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 10075 _cell_measurement_theta_min 2.11 _cell_measurement_theta_max 27.45 _cell_measurement_temperature 173 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504.00 _exptl_absorpt_coefficient_mu 0.211 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.694 _exptl_absorpt_correction_T_max 0.959 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 173 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 10379 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_theta_max 27.44 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 4891 _reflns_number_gt 4513 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0859 _refine_ls_number_restraints 1 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4891 _refine_ls_number_parameters 307 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0507P)^2^+0.1328P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.270 _refine_diff_density_min -0.330 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 2247 Friedel Pairs' _refine_ls_abs_structure_Flack 0.00000 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'H' 'H' 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; 'F' 'F' 0.0171 0.0103 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'N' 'N' 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'O' 'O' 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; 'S' 'S' 0.1246 0.1234 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.75890(5) 0.16553(9) 0.15390(4) 0.03194(15) Uani 1.0 2 d . . . F1 F 0.69607(19) 0.3902(2) 0.36228(13) 0.0473(5) Uani 1.0 2 d . . . F2 F 0.7405(2) 0.2892(3) 0.49852(11) 0.0558(6) Uani 1.0 2 d . . . F3 F 0.36117(17) -0.4675(3) 0.39072(10) 0.0422(4) Uani 1.0 2 d . . . O1 O 0.4993(2) 0.1482(3) 0.37530(15) 0.0465(5) Uani 1.0 2 d . . . O2 O 0.66229(18) -0.0673(3) 0.40645(11) 0.0297(4) Uani 1.0 2 d . . . O3 O 0.8016(2) 0.3466(3) 0.17870(14) 0.0457(6) Uani 1.0 2 d . . . O4 O 0.82740(19) 0.0709(4) 0.08853(13) 0.0493(6) Uani 1.0 2 d . . . N1 N 0.77112(19) 0.0492(3) 0.25038(13) 0.0264(4) Uani 1.0 2 d . . . C1 C 0.9942(4) 0.2160(4) 0.4532(2) 0.0442(7) Uani 1.0 2 d . . . C2 C 1.1235(3) 0.1681(5) 0.4333(3) 0.0513(8) Uani 1.0 2 d . . . C3 C 1.1404(3) 0.0842(5) 0.3533(3) 0.0478(8) Uani 1.0 2 d . . . C4 C 1.0257(3) 0.0460(4) 0.2918(2) 0.0374(6) Uani 1.0 2 d . . . C5 C 0.8946(3) 0.0948(4) 0.31099(16) 0.0291(5) Uani 1.0 2 d . . . C6 C 0.8777(3) 0.1801(4) 0.39139(16) 0.0320(5) Uani 1.0 2 d . . . C7 C 0.7370(3) 0.2387(4) 0.41058(17) 0.0353(6) Uani 1.0 2 d . . . C8 C 0.6169(3) 0.1021(4) 0.39371(15) 0.0311(5) Uani 1.0 2 d . . . C9 C 0.5561(3) -0.2059(4) 0.38778(16) 0.0304(5) Uani 1.0 2 d . . . C10 C 0.5156(3) -0.2343(3) 0.28789(15) 0.0257(5) Uani 1.0 2 d . . . C11 C 0.6015(3) -0.2096(4) 0.22635(16) 0.0287(5) Uani 1.0 2 d . . . C12 C 0.7507(3) -0.1529(4) 0.24072(17) 0.0304(5) Uani 1.0 2 d . . . C13 C 0.3704(3) -0.2936(3) 0.25972(16) 0.0273(5) Uani 1.0 2 d . . . C14 C 0.2964(3) -0.4035(4) 0.31191(16) 0.0309(5) Uani 1.0 2 d . . . C15 C 0.1611(3) -0.4557(4) 0.2861(2) 0.0382(6) Uani 1.0 2 d . . . C16 C 0.0957(3) -0.4038(4) 0.2033(2) 0.0413(7) Uani 1.0 2 d . . . C17 C 0.1665(3) -0.2977(4) 0.1480(2) 0.0404(7) Uani 1.0 2 d . . . C18 C 0.3005(3) -0.2413(4) 0.17682(18) 0.0337(6) Uani 1.0 2 d . . . C19 C 0.5803(2) 0.1642(4) 0.11645(14) 0.0275(5) Uani 1.0 2 d . . . C20 C 0.4907(3) 0.2536(4) 0.16723(16) 0.0317(5) Uani 1.0 2 d . . . C21 C 0.3508(3) 0.2566(4) 0.13633(17) 0.0340(6) Uani 1.0 2 d . . . C22 C 0.2991(3) 0.1750(4) 0.05548(16) 0.0323(5) Uani 1.0 2 d . . . C23 C 0.3915(3) 0.0907(4) 0.00535(16) 0.0327(5) Uani 1.0 2 d . . . C24 C 0.5323(3) 0.0846(4) 0.03522(16) 0.0313(5) Uani 1.0 2 d . . . C25 C 0.1461(3) 0.1766(6) 0.0237(2) 0.0472(7) Uani 1.0 2 d . . . H1 H 0.9840 0.2732 0.5087 0.0530 Uiso 1.0 2 calc R . . H2 H 1.2023 0.1932 0.4752 0.0616 Uiso 1.0 2 calc R . . H3 H 1.2304 0.0527 0.3403 0.0574 Uiso 1.0 2 calc R . . H4 H 1.0366 -0.0131 0.2370 0.0448 Uiso 1.0 2 calc R . . H9A H 0.4732 -0.1701 0.4156 0.0365 Uiso 1.0 2 calc R . . H9B H 0.5908 -0.3214 0.4153 0.0365 Uiso 1.0 2 calc R . . H11 H 0.5636 -0.2304 0.1659 0.0344 Uiso 1.0 2 calc R . . H12A H 0.7967 -0.1956 0.1894 0.0364 Uiso 1.0 2 calc R . . H12B H 0.7964 -0.2130 0.2954 0.0364 Uiso 1.0 2 calc R . . H15 H 0.1134 -0.5267 0.3251 0.0459 Uiso 1.0 2 calc R . . H16 H 0.0032 -0.4403 0.1844 0.0496 Uiso 1.0 2 calc R . . H17 H 0.1233 -0.2636 0.0904 0.0485 Uiso 1.0 2 calc R . . H18 H 0.3462 -0.1648 0.1391 0.0405 Uiso 1.0 2 calc R . . H20 H 0.5249 0.3113 0.2220 0.0381 Uiso 1.0 2 calc R . . H21 H 0.2888 0.3155 0.1709 0.0409 Uiso 1.0 2 calc R . . H23 H 0.3578 0.0363 -0.0503 0.0393 Uiso 1.0 2 calc R . . H24 H 0.5945 0.0267 0.0004 0.0375 Uiso 1.0 2 calc R . . H25A H 0.0974 0.2415 0.0672 0.0566 Uiso 1.0 2 calc R . . H25B H 0.1297 0.2373 -0.0346 0.0566 Uiso 1.0 2 calc R . . H25C H 0.1119 0.0519 0.0178 0.0566 Uiso 1.0 2 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0217(3) 0.0430(4) 0.0308(3) -0.0034(3) 0.00194(19) 0.0046(3) F1 0.0525(10) 0.0272(8) 0.0652(12) 0.0069(8) 0.0189(9) 0.0043(8) F2 0.0712(13) 0.0601(12) 0.0381(9) -0.0258(10) 0.0149(9) -0.0227(9) F3 0.0539(10) 0.0365(9) 0.0364(8) -0.0054(8) 0.0066(7) 0.0089(7) O1 0.0370(10) 0.0388(11) 0.0634(13) 0.0049(10) 0.0053(9) -0.0019(11) O2 0.0330(9) 0.0276(9) 0.0274(8) -0.0025(8) -0.0009(7) -0.0011(7) O3 0.0357(10) 0.0468(12) 0.0508(12) -0.0167(9) -0.0100(9) 0.0149(10) O4 0.0301(9) 0.0846(17) 0.0348(10) 0.0064(11) 0.0098(8) 0.0008(11) N1 0.0218(9) 0.0280(10) 0.0281(9) -0.0020(8) -0.0020(7) -0.0015(8) C1 0.0517(16) 0.0371(16) 0.0389(14) -0.0107(13) -0.0136(12) 0.0030(11) C2 0.0422(14) 0.0387(14) 0.0645(18) -0.0096(16) -0.0277(13) 0.0093(17) C3 0.0244(12) 0.0351(14) 0.079(3) 0.0014(12) -0.0128(13) 0.0084(15) C4 0.0267(12) 0.0310(13) 0.0531(16) 0.0009(11) -0.0003(11) 0.0010(12) C5 0.0242(10) 0.0256(11) 0.0355(12) -0.0017(10) -0.0046(9) 0.0012(10) C6 0.0348(12) 0.0259(12) 0.0328(11) -0.0046(11) -0.0051(9) 0.0023(11) C7 0.0479(15) 0.0286(12) 0.0297(12) -0.0028(12) 0.0060(11) -0.0042(10) C8 0.0356(13) 0.0302(12) 0.0276(11) 0.0006(11) 0.0041(10) -0.0041(10) C9 0.0341(12) 0.0270(12) 0.0296(12) -0.0040(10) 0.0016(10) 0.0011(10) C10 0.0254(11) 0.0215(11) 0.0294(11) 0.0008(9) 0.0002(9) -0.0017(9) C11 0.0268(11) 0.0282(12) 0.0306(12) -0.0020(10) 0.0009(9) -0.0055(10) C12 0.0261(11) 0.0284(12) 0.0373(12) -0.0005(10) 0.0064(10) -0.0074(10) C13 0.0274(11) 0.0234(12) 0.0311(12) -0.0031(9) 0.0039(9) -0.0029(9) C14 0.0374(13) 0.0233(11) 0.0329(12) -0.0011(10) 0.0081(10) -0.0001(10) C15 0.0367(14) 0.0270(12) 0.0541(16) -0.0056(11) 0.0180(12) -0.0010(12) C16 0.0257(12) 0.0342(14) 0.0636(18) -0.0050(11) 0.0033(12) -0.0055(13) C17 0.0303(12) 0.0402(16) 0.0482(15) -0.0028(12) -0.0054(11) 0.0012(12) C18 0.0289(12) 0.0322(13) 0.0393(14) -0.0046(11) 0.0011(10) 0.0051(11) C19 0.0223(9) 0.0310(11) 0.0283(10) -0.0008(11) -0.0002(8) 0.0021(10) C20 0.0326(13) 0.0344(13) 0.0275(12) 0.0019(11) 0.0004(10) -0.0022(10) C21 0.0289(12) 0.0382(14) 0.0348(13) 0.0053(11) 0.0028(10) 0.0004(11) C22 0.0261(10) 0.0328(12) 0.0361(12) -0.0031(12) -0.0033(9) 0.0082(11) C23 0.0348(13) 0.0323(12) 0.0289(11) -0.0058(11) -0.0049(10) -0.0008(10) C24 0.0316(12) 0.0337(13) 0.0286(11) 0.0004(11) 0.0043(9) -0.0006(10) C25 0.0287(12) 0.0563(19) 0.0539(16) -0.0055(15) -0.0056(11) 0.0075(16) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 S1 O3 1.436(3) yes . . S1 O4 1.436(3) yes . . S1 N1 1.678(2) yes . . S1 C19 1.762(2) yes . . F1 C7 1.367(4) yes . . F2 C7 1.370(3) yes . . F3 C14 1.357(3) yes . . O1 C8 1.194(4) yes . . O2 C8 1.334(3) yes . . O2 C9 1.458(3) yes . . N1 C5 1.456(3) yes . . N1 C12 1.512(4) yes . . C1 C2 1.377(5) yes . . C1 C6 1.401(4) yes . . C2 C3 1.381(5) yes . . C3 C4 1.388(4) yes . . C4 C5 1.391(4) yes . . C5 C6 1.391(4) yes . . C6 C7 1.499(4) yes . . C7 C8 1.542(4) yes . . C9 C10 1.520(4) yes . . C10 C11 1.335(4) yes . . C10 C13 1.492(4) yes . . C11 C12 1.502(4) yes . . C13 C14 1.391(4) yes . . C13 C18 1.399(4) yes . . C14 C15 1.382(4) yes . . C15 C16 1.382(4) yes . . C16 C17 1.386(5) yes . . C17 C18 1.388(4) yes . . C19 C20 1.395(4) yes . . C19 C24 1.384(4) yes . . C20 C21 1.385(4) yes . . C21 C22 1.394(4) yes . . C22 C23 1.391(4) yes . . C22 C25 1.508(4) yes . . C23 C24 1.390(4) yes . . C1 H1 0.950 no . . C2 H2 0.950 no . . C3 H3 0.950 no . . C4 H4 0.950 no . . C9 H9A 0.990 no . . C9 H9B 0.990 no . . C11 H11 0.950 no . . C12 H12A 0.990 no . . C12 H12B 0.990 no . . C15 H15 0.950 no . . C16 H16 0.950 no . . C17 H17 0.950 no . . C18 H18 0.950 no . . C20 H20 0.950 no . . C21 H21 0.950 no . . C23 H23 0.950 no . . C24 H24 0.950 no . . C25 H25A 0.980 no . . C25 H25B 0.980 no . . C25 H25C 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O3 S1 O4 119.13(14) yes . . . O3 S1 N1 105.38(12) yes . . . O3 S1 C19 109.34(13) yes . . . O4 S1 N1 110.68(13) yes . . . O4 S1 C19 107.62(11) yes . . . N1 S1 C19 103.61(11) yes . . . C8 O2 C9 114.62(19) yes . . . S1 N1 C5 112.81(16) yes . . . S1 N1 C12 115.38(16) yes . . . C5 N1 C12 112.17(18) yes . . . C2 C1 C6 119.6(3) yes . . . C1 C2 C3 121.1(3) yes . . . C2 C3 C4 119.8(3) yes . . . C3 C4 C5 119.6(3) yes . . . N1 C5 C4 121.3(3) yes . . . N1 C5 C6 118.1(2) yes . . . C4 C5 C6 120.5(3) yes . . . C1 C6 C5 119.3(3) yes . . . C1 C6 C7 120.2(3) yes . . . C5 C6 C7 120.5(2) yes . . . F1 C7 F2 105.1(3) yes . . . F1 C7 C6 110.4(3) yes . . . F1 C7 C8 106.4(2) yes . . . F2 C7 C6 110.5(3) yes . . . F2 C7 C8 105.4(3) yes . . . C6 C7 C8 118.2(3) yes . . . O1 C8 O2 126.3(3) yes . . . O1 C8 C7 122.6(3) yes . . . O2 C8 C7 111.0(2) yes . . . O2 C9 C10 112.3(2) yes . . . C9 C10 C11 123.9(3) yes . . . C9 C10 C13 116.3(2) yes . . . C11 C10 C13 119.8(2) yes . . . C10 C11 C12 128.1(3) yes . . . N1 C12 C11 113.7(2) yes . . . C10 C13 C14 123.4(2) yes . . . C10 C13 C18 120.8(3) yes . . . C14 C13 C18 115.8(3) yes . . . F3 C14 C13 118.6(3) yes . . . F3 C14 C15 118.2(3) yes . . . C13 C14 C15 123.2(3) yes . . . C14 C15 C16 119.6(3) yes . . . C15 C16 C17 119.3(3) yes . . . C16 C17 C18 120.1(3) yes . . . C13 C18 C17 122.0(3) yes . . . S1 C19 C20 118.87(17) yes . . . S1 C19 C24 119.84(19) yes . . . C20 C19 C24 121.2(2) yes . . . C19 C20 C21 118.7(3) yes . . . C20 C21 C22 121.4(3) yes . . . C21 C22 C23 118.5(3) yes . . . C21 C22 C25 120.7(3) yes . . . C23 C22 C25 120.8(3) yes . . . C22 C23 C24 121.2(3) yes . . . C19 C24 C23 118.9(3) yes . . . C2 C1 H1 120.178 no . . . C6 C1 H1 120.185 no . . . C1 C2 H2 119.458 no . . . C3 C2 H2 119.457 no . . . C2 C3 H3 120.083 no . . . C4 C3 H3 120.082 no . . . C3 C4 H4 120.184 no . . . C5 C4 H4 120.194 no . . . O2 C9 H9A 109.147 no . . . O2 C9 H9B 109.148 no . . . C10 C9 H9A 109.149 no . . . C10 C9 H9B 109.145 no . . . H9A C9 H9B 107.879 no . . . C10 C11 H11 115.961 no . . . C12 C11 H11 115.952 no . . . N1 C12 H12A 108.808 no . . . N1 C12 H12B 108.812 no . . . C11 C12 H12A 108.813 no . . . C11 C12 H12B 108.816 no . . . H12A C12 H12B 107.683 no . . . C14 C15 H15 120.217 no . . . C16 C15 H15 120.223 no . . . C15 C16 H16 120.366 no . . . C17 C16 H16 120.365 no . . . C16 C17 H17 119.945 no . . . C18 C17 H17 119.952 no . . . C13 C18 H18 118.990 no . . . C17 C18 H18 118.979 no . . . C19 C20 H20 120.642 no . . . C21 C20 H20 120.633 no . . . C20 C21 H21 119.324 no . . . C22 C21 H21 119.312 no . . . C22 C23 H23 119.387 no . . . C24 C23 H23 119.386 no . . . C19 C24 H24 120.532 no . . . C23 C24 H24 120.533 no . . . C22 C25 H25A 109.466 no . . . C22 C25 H25B 109.476 no . . . C22 C25 H25C 109.473 no . . . H25A C25 H25B 109.473 no . . . H25A C25 H25C 109.471 no . . . H25B C25 H25C 109.469 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O3 S1 N1 C5 -40.98(16) no . . . . O3 S1 N1 C12 -171.73(13) no . . . . O3 S1 C19 C20 -47.1(3) no . . . . O3 S1 C19 C24 129.05(19) no . . . . O4 S1 N1 C5 89.07(15) no . . . . O4 S1 N1 C12 -41.67(16) no . . . . O4 S1 C19 C20 -177.89(18) no . . . . O4 S1 C19 C24 -1.7(3) no . . . . N1 S1 C19 C20 64.8(2) no . . . . N1 S1 C19 C24 -118.98(18) no . . . . C19 S1 N1 C5 -155.82(14) no . . . . C19 S1 N1 C12 73.44(15) no . . . . C8 O2 C9 C10 75.5(3) no . . . . C9 O2 C8 O1 5.6(4) no . . . . C9 O2 C8 C7 -177.26(16) no . . . . S1 N1 C5 C4 -69.3(3) no . . . . S1 N1 C5 C6 114.22(19) no . . . . S1 N1 C12 C11 -81.8(2) no . . . . C5 N1 C12 C11 147.18(19) no . . . . C12 N1 C5 C4 63.1(3) no . . . . C12 N1 C5 C6 -113.4(3) no . . . . C2 C1 C6 C5 0.6(4) no . . . . C2 C1 C6 C7 -177.4(3) no . . . . C6 C1 C2 C3 -0.3(5) no . . . . C1 C2 C3 C4 -0.4(5) no . . . . C2 C3 C4 C5 0.8(5) no . . . . C3 C4 C5 N1 -176.9(3) no . . . . C3 C4 C5 C6 -0.5(4) no . . . . N1 C5 C6 C1 176.35(19) no . . . . N1 C5 C6 C7 -5.7(4) no . . . . C4 C5 C6 C1 -0.2(4) no . . . . C4 C5 C6 C7 177.8(3) no . . . . C1 C6 C7 F1 102.9(3) no . . . . C1 C6 C7 F2 -12.8(4) no . . . . C1 C6 C7 C8 -134.3(3) no . . . . C5 C6 C7 F1 -75.0(3) no . . . . C5 C6 C7 F2 169.2(3) no . . . . C5 C6 C7 C8 47.8(4) no . . . . F1 C7 C8 O1 -27.5(3) no . . . . F1 C7 C8 O2 155.31(19) no . . . . F2 C7 C8 O1 83.8(3) no . . . . F2 C7 C8 O2 -93.4(3) no . . . . C6 C7 C8 O1 -152.2(3) no . . . . C6 C7 C8 O2 30.6(3) no . . . . O2 C9 C10 C11 30.1(3) no . . . . O2 C9 C10 C13 -150.01(18) no . . . . C9 C10 C11 C12 0.7(4) no . . . . C9 C10 C13 C14 -32.5(3) no . . . . C9 C10 C13 C18 148.2(2) no . . . . C11 C10 C13 C14 147.4(3) no . . . . C11 C10 C13 C18 -31.9(4) no . . . . C13 C10 C11 C12 -179.20(19) no . . . . C10 C11 C12 N1 -82.6(3) no . . . . C10 C13 C14 F3 -3.2(4) no . . . . C10 C13 C14 C15 178.9(2) no . . . . C10 C13 C18 C17 178.5(2) no . . . . C14 C13 C18 C17 -0.9(4) no . . . . C18 C13 C14 F3 176.2(2) no . . . . C18 C13 C14 C15 -1.7(4) no . . . . F3 C14 C15 C16 -175.2(2) no . . . . C13 C14 C15 C16 2.7(4) no . . . . C14 C15 C16 C17 -1.0(4) no . . . . C15 C16 C17 C18 -1.5(5) no . . . . C16 C17 C18 C13 2.4(5) no . . . . S1 C19 C20 C21 178.22(17) no . . . . S1 C19 C24 C23 -177.69(16) no . . . . C20 C19 C24 C23 -1.6(4) no . . . . C24 C19 C20 C21 2.1(4) no . . . . C19 C20 C21 C22 -1.0(4) no . . . . C20 C21 C22 C23 -0.5(4) no . . . . C20 C21 C22 C25 178.9(3) no . . . . C21 C22 C23 C24 1.0(4) no . . . . C25 C22 C23 C24 -178.3(3) no . . . . C22 C23 C24 C19 0.0(4) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 S1 C4 3.241(3) no . . S1 C11 3.411(3) no . . F1 O1 2.646(3) no . . F1 O2 3.468(3) no . . F1 O3 3.079(3) no . . F1 N1 3.164(3) no . . F1 C1 3.314(4) no . . F1 C5 3.077(3) no . . F1 C20 3.489(3) no . . F2 O1 2.994(3) no . . F2 O2 3.029(3) no . . F2 C1 2.698(4) no . . F3 C9 2.715(3) no . . F3 C10 2.863(3) no . . O1 N1 3.508(3) no . . O1 C9 2.675(4) no . . O1 C10 3.129(4) no . . O1 C20 3.215(4) no . . O2 N1 2.826(3) no . . O2 C5 3.069(3) no . . O2 C6 2.813(3) no . . O2 C11 2.897(3) no . . O2 C12 2.807(4) no . . O3 C4 3.417(4) no . . O3 C5 2.791(4) no . . O3 C6 3.421(4) no . . O3 C20 3.090(4) no . . O4 C4 3.413(4) no . . O4 C5 3.333(3) no . . O4 C12 2.992(4) no . . O4 C24 2.890(3) no . . N1 C7 2.841(4) no . . N1 C8 2.803(4) no . . N1 C10 3.354(3) no . . N1 C20 3.235(3) no . . C1 C4 2.783(5) no . . C2 C5 2.763(4) no . . C3 C6 2.783(4) no . . C4 C12 3.069(4) no . . C5 C8 3.115(4) no . . C6 C12 3.467(4) no . . C8 C10 3.049(4) no . . C8 C11 3.401(4) no . . C8 C12 3.359(4) no . . C9 C12 3.110(4) no . . C9 C14 3.021(4) no . . C11 C18 2.944(4) no . . C11 C19 3.212(4) no . . C11 C24 3.600(4) no . . C12 C19 3.312(4) no . . C13 C16 2.826(4) no . . C14 C17 2.741(4) no . . C15 C18 2.758(4) no . . C18 C22 3.575(4) no . . C19 C22 2.781(3) no . . C20 C23 2.779(4) no . . C21 C24 2.778(4) no . . F1 F3 3.504(3) no . 1_565 F1 C9 3.323(3) no . 1_565 F1 C10 3.399(3) no . 1_565 F2 F3 2.786(3) no . 2_656 F2 C2 3.211(4) no . 2_756 F2 C3 3.229(4) no . 2_756 F2 C9 3.535(4) no . 2_656 F2 C14 3.246(3) no . 2_656 F3 F1 3.504(3) no . 1_545 F3 F2 2.786(3) no . 2_646 F3 O1 3.163(3) no . 1_545 F3 O2 3.173(3) no . 2_646 F3 C7 3.587(4) no . 2_646 F3 C8 3.263(3) no . 2_646 O1 F3 3.163(3) no . 1_565 O1 C3 3.504(4) no . 1_455 O2 F3 3.173(3) no . 2_656 O2 C2 3.570(4) no . 2_746 O3 C16 3.390(4) no . 1_665 O4 C25 3.457(4) no . 1_655 O4 C25 3.393(5) no . 2_645 C2 F2 3.211(4) no . 2_746 C2 O2 3.570(4) no . 2_756 C2 C15 3.600(5) no . 1_665 C3 F2 3.229(4) no . 2_746 C3 O1 3.504(4) no . 1_655 C3 C15 3.559(5) no . 1_665 C7 F3 3.587(4) no . 2_656 C8 F3 3.263(3) no . 2_656 C9 F1 3.323(3) no . 1_545 C9 F2 3.535(4) no . 2_646 C10 F1 3.399(3) no . 1_545 C14 F2 3.246(3) no . 2_646 C15 C2 3.600(5) no . 1_445 C15 C3 3.559(5) no . 1_445 C16 O3 3.390(4) no . 1_445 C25 O4 3.457(4) no . 1_455 C25 O4 3.393(5) no . 2_655 S1 H4 3.1291 no . . S1 H11 3.5066 no . . S1 H12A 2.7370 no . . S1 H12B 3.5052 no . . S1 H20 2.8249 no . . S1 H24 2.8337 no . . F1 H1 3.4548 no . . F1 H20 2.5887 no . . F2 H1 2.3619 no . . F3 H9A 2.4617 no . . F3 H9B 2.4703 no . . F3 H15 2.5303 no . . O1 H9A 2.4495 no . . O1 H20 2.6406 no . . O2 H12B 2.4884 no . . O3 H4 3.5466 no . . O3 H20 2.8616 no . . O4 H4 2.8987 no . . O4 H12A 2.5259 no . . O4 H24 2.5038 no . . N1 H4 2.6595 no . . N1 H11 3.0553 no . . N1 H20 3.0712 no . . C1 H3 3.2562 no . . C2 H4 3.2551 no . . C3 H1 3.2574 no . . C4 H2 3.2516 no . . C4 H12A 3.1122 no . . C4 H12B 2.9469 no . . C5 H1 3.2694 no . . C5 H3 3.2615 no . . C5 H12A 2.9021 no . . C5 H12B 2.4669 no . . C6 H2 3.2587 no . . C6 H4 3.2724 no . . C6 H12B 3.2954 no . . C7 H1 2.6751 no . . C7 H20 3.3394 no . . C8 H9A 2.4955 no . . C8 H9B 3.1597 no . . C8 H12B 3.3619 no . . C8 H20 3.0476 no . . C9 H11 3.3502 no . . C9 H12B 2.8663 no . . C10 H12A 3.2828 no . . C10 H12B 2.7288 no . . C10 H18 2.6613 no . . C11 H9A 3.2587 no . . C11 H9B 2.9734 no . . C11 H18 2.6854 no . . C12 H4 2.9783 no . . C12 H9B 3.4469 no . . C13 H9A 2.5974 no . . C13 H9B 2.9809 no . . C13 H11 2.5309 no . . C13 H15 3.2879 no . . C13 H17 3.2888 no . . C14 H9A 2.7766 no . . C14 H9B 3.1483 no . . C14 H16 3.2490 no . . C14 H18 3.2271 no . . C15 H17 3.2472 no . . C16 H18 3.2541 no . . C17 H15 3.2495 no . . C17 H25C 3.2454 no . . C18 H11 2.5895 no . . C18 H16 3.2632 no . . C18 H25C 3.5639 no . . C19 H11 3.0181 no . . C19 H12A 3.4848 no . . C19 H18 3.3788 no . . C19 H21 3.2499 no . . C19 H23 3.2463 no . . C20 H18 3.4012 no . . C20 H24 3.2788 no . . C21 H18 3.1140 no . . C21 H23 3.2523 no . . C21 H25A 2.5602 no . . C21 H25B 3.1466 no . . C21 H25C 3.1397 no . . C22 H18 2.8196 no . . C22 H20 3.2804 no . . C22 H24 3.2800 no . . C23 H18 2.8316 no . . C23 H21 3.2513 no . . C23 H25A 3.3126 no . . C23 H25B 2.7682 no . . C23 H25C 2.7682 no . . C24 H11 3.0369 no . . C24 H18 3.1330 no . . C24 H20 3.2778 no . . C25 H17 3.4189 no . . C25 H18 3.5123 no . . C25 H21 2.6696 no . . C25 H23 2.6705 no . . H1 H2 2.3218 no . . H2 H3 2.3248 no . . H3 H4 2.3419 no . . H4 H12A 2.7169 no . . H4 H12B 2.9894 no . . H9B H12B 2.9667 no . . H11 H12A 2.2698 no . . H11 H12B 2.8035 no . . H11 H18 2.1614 no . . H11 H24 3.1741 no . . H15 H16 2.3403 no . . H16 H17 2.3404 no . . H17 H18 2.3230 no . . H17 H25C 2.5706 no . . H18 H23 3.2261 no . . H18 H25C 3.1735 no . . H20 H21 2.3339 no . . H21 H25A 2.3431 no . . H21 H25B 3.3324 no . . H21 H25C 3.3293 no . . H23 H24 2.3392 no . . H23 H25B 2.7075 no . . H23 H25C 2.7216 no . . S1 H23 3.2840 no . 2_655 F1 H2 3.3712 no . 2_756 F1 H9B 2.5364 no . 1_565 F1 H12B 3.2877 no . 1_565 F2 H2 3.0529 no . 2_756 F2 H3 3.0942 no . 2_756 F2 H9A 2.5998 no . 2_656 F2 H9B 3.3938 no . 1_565 F3 H2 3.2831 no . 1_445 F3 H9A 3.4879 no . 2_646 F3 H20 3.5572 no . 1_545 O1 H2 3.4372 no . 1_455 O1 H3 2.7022 no . 1_455 O1 H9A 3.3989 no . 2_656 O1 H9B 3.3781 no . 2_656 O2 H2 2.7310 no . 2_746 O3 H12A 3.3874 no . 1_565 O3 H16 2.5111 no . 1_665 O3 H23 2.7132 no . 2_655 O3 H25A 3.5939 no . 1_655 O3 H25C 3.5148 no . 2_655 O4 H17 3.0461 no . 2_655 O4 H25A 2.9702 no . 1_655 O4 H25A 3.5162 no . 2_645 O4 H25B 2.6442 no . 2_645 O4 H25C 3.0927 no . 1_655 C1 H1 3.3240 no . 2_746 C1 H15 3.0375 no . 1_665 C2 H1 3.2556 no . 2_746 C2 H9B 3.3725 no . 2_756 C2 H15 2.7748 no . 1_665 C3 H1 3.4180 no . 2_746 C3 H15 2.9132 no . 1_665 C4 H15 3.2928 no . 1_665 C5 H15 3.5072 no . 1_665 C6 H1 3.5512 no . 2_746 C6 H15 3.3955 no . 1_665 C7 H9A 3.5782 no . 2_656 C7 H9B 3.5532 no . 1_565 C8 H9A 3.5280 no . 2_656 C9 H2 3.0235 no . 2_746 C10 H20 3.5049 no . 1_545 C11 H23 3.3082 no . 2_645 C12 H16 3.4346 no . 1_655 C12 H25B 3.5370 no . 2_645 C13 H3 3.2064 no . 1_455 C13 H20 3.3650 no . 1_545 C13 H21 3.2399 no . 1_545 C14 H3 3.4678 no . 1_455 C14 H20 3.4599 no . 1_545 C14 H21 2.9615 no . 1_545 C15 H4 3.5337 no . 1_455 C15 H21 2.8178 no . 1_545 C16 H4 2.9989 no . 1_455 C16 H12A 3.2782 no . 1_455 C16 H21 2.8819 no . 1_545 C16 H25A 3.3261 no . 1_545 C16 H25B 3.3109 no . 2_545 C17 H4 2.8696 no . 1_455 C17 H21 3.0992 no . 1_545 C17 H25B 3.1760 no . 2_545 C18 H3 3.4117 no . 1_455 C18 H4 3.2939 no . 1_455 C18 H21 3.2779 no . 1_545 C18 H24 3.4294 no . 2_645 C19 H23 3.0099 no . 2_655 C19 H24 3.5245 no . 2_655 C20 H23 3.2052 no . 2_655 C20 H24 3.2553 no . 2_655 C21 H24 2.9605 no . 2_655 C22 H24 2.9577 no . 2_655 C23 H11 2.9747 no . 2_655 C23 H24 3.2255 no . 2_655 C24 H11 3.3451 no . 2_655 C24 H18 3.5301 no . 2_655 C24 H23 3.5041 no . 2_655 C24 H24 3.5097 no . 2_655 C25 H12A 3.4509 no . 2_655 C25 H16 3.3945 no . 2_555 C25 H17 2.9854 no . 2_555 H1 C1 3.3240 no . 2_756 H1 C2 3.2556 no . 2_756 H1 C3 3.4180 no . 2_756 H1 C6 3.5512 no . 2_756 H1 H12B 3.4222 no . 2_756 H1 H15 3.4999 no . 1_665 H1 H15 3.5557 no . 2_656 H2 F1 3.3712 no . 2_746 H2 F2 3.0529 no . 2_746 H2 F3 3.2831 no . 1_665 H2 O1 3.4372 no . 1_655 H2 O2 2.7310 no . 2_756 H2 C9 3.0235 no . 2_756 H2 H9A 3.5253 no . 2_756 H2 H9B 2.4423 no . 2_756 H2 H12B 3.5166 no . 2_756 H2 H15 3.1055 no . 1_665 H3 F2 3.0942 no . 2_746 H3 O1 2.7022 no . 1_655 H3 C13 3.2064 no . 1_655 H3 C14 3.4678 no . 1_655 H3 C18 3.4117 no . 1_655 H3 H9A 2.9882 no . 1_655 H3 H15 3.3083 no . 1_665 H3 H21 3.3068 no . 1_655 H4 C15 3.5337 no . 1_655 H4 C16 2.9989 no . 1_655 H4 C17 2.8696 no . 1_655 H4 C18 3.2939 no . 1_655 H4 H16 3.2611 no . 1_655 H4 H17 3.0762 no . 1_655 H4 H25A 3.2842 no . 1_655 H4 H25C 3.4976 no . 1_655 H9A F2 2.5998 no . 2_646 H9A F3 3.4879 no . 2_656 H9A O1 3.3989 no . 2_646 H9A C7 3.5782 no . 2_646 H9A C8 3.5280 no . 2_646 H9A H2 3.5253 no . 2_746 H9A H3 2.9882 no . 1_455 H9B F1 2.5364 no . 1_545 H9B F2 3.3938 no . 1_545 H9B O1 3.3781 no . 2_646 H9B C2 3.3725 no . 2_746 H9B C7 3.5532 no . 1_545 H9B H2 2.4423 no . 2_746 H11 C23 2.9747 no . 2_645 H11 C24 3.3451 no . 2_645 H11 H20 3.5207 no . 1_545 H11 H23 2.6281 no . 2_645 H11 H24 3.3013 no . 2_645 H12A O3 3.3874 no . 1_545 H12A C16 3.2782 no . 1_655 H12A C25 3.4509 no . 2_645 H12A H16 2.7135 no . 1_655 H12A H23 3.1282 no . 2_645 H12A H25B 2.5672 no . 2_645 H12B F1 3.2877 no . 1_545 H12B H1 3.4222 no . 2_746 H12B H2 3.5166 no . 2_746 H12B H16 3.2407 no . 1_655 H15 C1 3.0375 no . 1_445 H15 C2 2.7748 no . 1_445 H15 C3 2.9132 no . 1_445 H15 C4 3.2928 no . 1_445 H15 C5 3.5072 no . 1_445 H15 C6 3.3955 no . 1_445 H15 H1 3.4999 no . 1_445 H15 H1 3.5557 no . 2_646 H15 H2 3.1055 no . 1_445 H15 H3 3.3083 no . 1_445 H15 H21 3.2609 no . 1_545 H16 O3 2.5111 no . 1_445 H16 C12 3.4346 no . 1_455 H16 C25 3.3945 no . 2_545 H16 H4 3.2611 no . 1_455 H16 H12A 2.7135 no . 1_455 H16 H12B 3.2407 no . 1_455 H16 H21 3.3431 no . 1_545 H16 H25A 3.1416 no . 1_545 H16 H25B 2.7835 no . 2_545 H16 H25C 3.1075 no . 2_545 H17 O4 3.0461 no . 2_645 H17 C25 2.9854 no . 2_545 H17 H4 3.0762 no . 1_455 H17 H24 3.5712 no . 2_645 H17 H25A 2.9962 no . 2_545 H17 H25B 2.5031 no . 2_545 H17 H25C 2.9718 no . 2_545 H18 C24 3.5301 no . 2_645 H18 H24 3.1980 no . 2_645 H20 F3 3.5572 no . 1_565 H20 C10 3.5049 no . 1_565 H20 C13 3.3650 no . 1_565 H20 C14 3.4599 no . 1_565 H20 H11 3.5207 no . 1_565 H20 H23 3.3846 no . 2_655 H21 C13 3.2399 no . 1_565 H21 C14 2.9615 no . 1_565 H21 C15 2.8178 no . 1_565 H21 C16 2.8819 no . 1_565 H21 C17 3.0992 no . 1_565 H21 C18 3.2779 no . 1_565 H21 H3 3.3068 no . 1_455 H21 H15 3.2609 no . 1_565 H21 H16 3.3431 no . 1_565 H21 H24 3.3302 no . 2_655 H23 S1 3.2840 no . 2_645 H23 O3 2.7132 no . 2_645 H23 C11 3.3082 no . 2_655 H23 C19 3.0099 no . 2_645 H23 C20 3.2052 no . 2_645 H23 C24 3.5041 no . 2_645 H23 H11 2.6281 no . 2_655 H23 H12A 3.1282 no . 2_655 H23 H20 3.3846 no . 2_645 H24 C18 3.4294 no . 2_655 H24 C19 3.5245 no . 2_645 H24 C20 3.2553 no . 2_645 H24 C21 2.9605 no . 2_645 H24 C22 2.9577 no . 2_645 H24 C23 3.2255 no . 2_645 H24 C24 3.5097 no . 2_645 H24 H11 3.3013 no . 2_655 H24 H17 3.5712 no . 2_655 H24 H18 3.1980 no . 2_655 H24 H21 3.3302 no . 2_645 H24 H25B 3.4230 no . 2_645 H25A O3 3.5939 no . 1_455 H25A O4 2.9702 no . 1_455 H25A O4 3.5162 no . 2_655 H25A C16 3.3261 no . 1_565 H25A H4 3.2842 no . 1_455 H25A H16 3.1416 no . 1_565 H25A H17 2.9962 no . 2_555 H25A H25C 3.2258 no . 2_555 H25B O4 2.6442 no . 2_655 H25B C12 3.5370 no . 2_655 H25B C16 3.3109 no . 2_555 H25B C17 3.1760 no . 2_555 H25B H12A 2.5672 no . 2_655 H25B H16 2.7835 no . 2_555 H25B H17 2.5031 no . 2_555 H25B H24 3.4230 no . 2_655 H25B H25C 3.3398 no . 2_555 H25C O3 3.5148 no . 2_645 H25C O4 3.0927 no . 1_455 H25C H4 3.4976 no . 1_455 H25C H16 3.1075 no . 2_555 H25C H17 2.9718 no . 2_555 H25C H25A 3.2258 no . 2_545 H25C H25B 3.3398 no . 2_545 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================