Supplementary Material (ESI) for Chemical Communications This journal is (C) The Royal Society of Chemistry data_global _publ_contact_author_email LEHN@ISIS.U-STRASBG.FR _publ_contact_author_name 'Prof Jean-Marie Lehn' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 #=============================================================================== _audit_creation_date 12-09-03 _publ_contact_author_address ; Supramolecular Chemistry ISIS 8, allee Gaspard Monge, BP 70028 Strasbourg Bas-Rhin 67083 FRANCE ; _publ_section_title ; Contraction/Extension Molecular Motion by Protonation/Deprotonation Induced Structural Switching of Pyridine Derived Oligoamides ; _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. OpenMoleN, Interactive Intelligent Structure solution (1997) Nonius B.V., Delft, The Netherlands. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. ; loop_ _publ_author_name 'Jean-Marie Lehn' 'Volker Berl' 'Elena Kolomiets' 'Nathalie Kyritsakas' 'Ibon Odriozola' ; A.-M.Stadler ; data_st1410 _database_code_CSD 220031 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C109 H106 N34 O23 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C109 H106 N34 O23 S2' _chemical_formula_weight 2324.40 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 S ? 0.110 0.124 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,+y,1/2-z -x,-y,-z +x,-y,1/2+z 1/2+x,1/2+y,+z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 31.7503(6) _cell_length_b 17.8396(4) _cell_length_c 23.1278(5) _cell_angle_alpha 90 _cell_angle_beta 115.354(5) _cell_angle_gamma 90 _cell_volume 11838.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 32211 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 30.0 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.30 _exptl_crystal_density_method none _exptl_crystal_F_000 4856 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 32211 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 1.0 deg 1 scans of 60 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 226 frames Set 2 Theta = -6.30 Kappa = 70.00 Phi = 0.00 45 frames Friedel pairs were averaged. Internal R = 0.05 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 32211 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 29.99 _reflns_number_total 17674 _reflns_number_gt 5455 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 5455 _refine_ls_number_parameters 791 _refine_ls_number_restraints 8 _refine_ls_number_constraints 30 _refine_ls_R_factor_all 0.253 _refine_ls_R_factor_gt 0.161 _refine_ls_wR_factor_all 0.376 _refine_ls_wR_factor_ref 0.192 _refine_ls_goodness_of_fit_all 1.644 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_shift/su_max 0.011 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 1.056 _refine_diff_density_min -0.595 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.1544(4) 0.3216(8) 0.0233(6) 0.067(7) 1.000 Uani ? ? C C2 0.1097(5) 0.3108(9) -0.0375(6) 0.079(9) 1.000 Uani ? ? C C3 0.1991(5) 0.301(1) 0.0174(7) 0.11(1) 1.000 Uani ? ? C C4 0.1563(7) 0.4023(9) 0.0455(8) 0.11(1) 1.000 Uani ? ? C O1 0.1514(3) 0.2810(5) 0.0766(3) 0.061(4) 1.000 Uani ? ? O C5 0.1495(4) 0.2046(7) 0.0748(5) 0.051(6) 1.000 Uani ? ? C O2 0.1458(3) 0.1664(5) 0.0303(3) 0.064(5) 1.000 Uani ? ? O N1 0.1527(3) 0.1802(5) 0.1333(4) 0.044(4) 1.000 Uani ? ? N C6 0.1535(3) 0.1068(6) 0.1520(5) 0.038(5) 1.000 Uani ? ? C C7 0.1479(4) 0.0452(7) 0.1142(5) 0.048(6) 1.000 Uani ? ? C C8 0.1494(4) -0.0248(7) 0.1390(5) 0.051(6) 1.000 Uani ? ? C C9 0.1556(4) -0.0329(6) 0.2001(5) 0.044(6) 1.000 Uani ? ? C C10 0.1608(3) 0.0316(6) 0.2361(5) 0.034(5) 1.000 Uani ? ? C N2 0.1595(3) 0.0998(5) 0.2132(4) 0.037(4) 1.000 Uani ? ? N N3 0.1677(3) 0.0328(5) 0.3009(4) 0.043(4) 1.000 Uani ? ? N C11 0.1814(4) -0.0261(6) 0.3428(5) 0.045(6) 1.000 Uani ? ? C O3 0.1860(3) -0.0903(5) 0.3302(4) 0.062(5) 1.000 Uani ? ? O C12 0.1914(4) -0.0019(6) 0.4102(5) 0.040(5) 1.000 Uani ? ? C C13 0.2036(4) -0.0551(7) 0.4582(5) 0.054(6) 1.000 Uani ? ? C C14 0.2127(4) -0.0337(7) 0.5185(5) 0.058(6) 1.000 Uani ? ? C C15 0.2114(4) 0.0411(7) 0.5306(5) 0.049(6) 1.000 Uani ? ? C C16 0.1992(3) 0.0907(7) 0.4813(5) 0.043(6) 1.000 Uani ? ? C N4 0.1890(3) 0.0702(5) 0.4217(4) 0.039(4) 1.000 Uani ? ? N C17 0.1985(4) 0.1738(7) 0.4948(5) 0.044(6) 1.000 Uani ? ? C O4 0.2109(3) 0.1976(5) 0.5495(3) 0.060(5) 1.000 Uani ? ? O N5 0.1833(3) 0.2181(5) 0.4424(4) 0.041(4) 1.000 Uani ? ? N C18 0.1779(3) 0.2953(7) 0.4385(5) 0.045(6) 1.000 Uani ? ? C C19 0.1946(4) 0.3416(7) 0.4917(5) 0.044(6) 1.000 Uani ? ? C C20 0.1860(4) 0.4192(7) 0.4800(6) 0.051(7) 1.000 Uani ? ? C C21 0.1647(4) 0.4468(6) 0.4194(5) 0.044(6) 1.000 Uani ? ? C C22 0.1507(4) 0.3957(7) 0.3710(6) 0.048(6) 1.000 Uani ? ? C N6 0.1566(3) 0.3214(5) 0.3784(4) 0.041(5) 1.000 Uani ? ? N N7 0.1275(3) 0.4165(5) 0.3049(4) 0.051(5) 1.000 Uani ? ? N C23 0.1165(4) 0.4858(7) 0.2803(6) 0.059(7) 1.000 Uani ? ? C O5 0.1255(4) 0.5433(5) 0.3113(5) 0.079(6) 1.000 Uani ? ? O C24 0.0925(4) 0.4866(7) 0.2075(6) 0.062(7) 1.000 Uani ? ? C C25 0.0839(5) 0.5562(8) 0.1747(8) 0.080(9) 1.000 Uani ? ? C C26 0.0633(6) 0.5567(9) 0.1105(7) 0.09(1) 1.000 Uani ? ? C C27 0.0511(5) 0.491(1) 0.0779(7) 0.09(1) 1.000 Uani ? ? C C28 0.0613(4) 0.4241(8) 0.1128(6) 0.063(7) 1.000 Uani ? ? C N8 0.0804(3) 0.4225(6) 0.1756(4) 0.051(5) 1.000 Uani ? ? N C29 0.0461(4) 0.351(1) 0.0779(6) 0.060(8) 1.000 Uani ? ? C O6 0.0263(3) 0.3487(7) 0.0195(4) 0.079(6) 1.000 Uani ? ? O N9 0.0559(3) 0.2920(7) 0.1177(4) 0.055(6) 1.000 Uani ? ? N C30 0.0466(4) 0.2163(9) 0.1035(5) 0.051(7) 1.000 Uani ? ? C C31 0.0333(4) 0.185(1) 0.0430(6) 0.069(8) 1.000 Uani ? ? C C32 0.0265(5) 0.109(1) 0.0371(7) 0.101(9) 1.000 Uani ? ? C C33 0.0303(5) 0.070(1) 0.0884(8) 0.092(9) 1.000 Uani ? ? C C34 0.0435(4) 0.1021(8) 0.1464(6) 0.058(7) 1.000 Uani ? ? C N10 0.0510(3) 0.1751(6) 0.1535(4) 0.054(5) 1.000 Uani ? ? N N11 0.0502(3) 0.0666(6) 0.2026(5) 0.068(6) 1.000 Uani ? ? N C35 0.0483(5) -0.0065(9) 0.2156(9) 0.084(9) 1.000 Uani ? ? C O7 0.0376(3) -0.0554(6) 0.1735(6) 0.103(7) 1.000 Uani ? ? O C36 0.0587(4) -0.0249(8) 0.2834(8) 0.070(8) 1.000 Uani ? ? C C37 0.0630(6) -0.100(1) 0.297(1) 0.12(1) 1.000 Uani ? ? C C38 0.0735(6) -0.116(1) 0.357(1) 0.11(1) 1.000 Uani ? ? C C39 0.0792(6) -0.060(1) 0.4053(9) 0.12(1) 1.000 Uani ? ? C C40 0.0740(4) 0.0165(8) 0.3864(7) 0.068(8) 1.000 Uani ? ? C N12 0.0635(3) 0.0311(7) 0.3237(6) 0.066(7) 1.000 Uani ? ? N C41 0.0811(5) 0.081(1) 0.4278(7) 0.081(9) 1.000 Uani ? ? C O8 0.0920(4) 0.0695(9) 0.4855(5) 0.126(8) 1.000 Uani ? ? O N13 0.0718(3) 0.1487(7) 0.4008(5) 0.068(6) 1.000 Uani ? ? N C42 0.0736(4) 0.221(1) 0.4252(6) 0.080(8) 1.000 Uani ? ? C C43 0.0960(4) 0.230(1) 0.4944(6) 0.073(9) 1.000 Uani ? ? C C44 0.0970(6) 0.302(1) 0.5135(7) 0.11(1) 1.000 Uani ? ? C C45 0.0787(5) 0.359(1) 0.4719(8) 0.12(1) 1.000 Uani ? ? C C46 0.0561(4) 0.345(1) 0.4021(6) 0.090(8) 1.000 Uani ? ? C N14 0.0560(3) 0.2722(7) 0.3842(5) 0.068(6) 1.000 Uani ? ? N N15 0.0385(4) 0.3978(8) 0.3565(6) 0.092(8) 1.000 Uani ? ? N C47 0.0387(5) 0.4732(9) 0.3621(8) 0.10(1) 1.000 Uani ? ? C O9 0.0534(4) 0.5041(8) 0.4138(7) 0.18(1) 1.000 Uani ? ? O C48 0.0183(5) 0.510(1) 0.306(1) 0.10(1) 1.000 Uani ? ? C C49 0.0190(6) 0.592(1) 0.306(1) 0.11(1) 1.000 Uani ? ? C C50 0.0000 0.626(2) 0.2500 0.14(3) 0.500 Uani ? ? C N16 0.0000 0.475(1) 0.2500 0.09(1) 0.500 Uani ? ? N S 0.2097(1) 0.3151(2) 0.2777(2) 0.085(3) 1.000 Uani ? ? S O10 0.1691(1) 0.2951(2) 0.2273(2) 0.072(5) 0.500 Uani ? ? O C51 0.2334(1) 0.3378(2) 0.2183(2) 0.18(2) 0.500 Uani ? ? C C52 0.2394(6) 0.230(1) 0.3172(8) 0.08(1) 1.000 Uani ? ? C N17 0.2894(5) 0.056(1) 0.351(1) 0.23(3) 0.500 Uani ? ? N C53 0.2905(5) 0.0543(1) 0.3026(1) 0.08(2) 0.500 Uani ? ? C C54 0.2790(5) 0.0601(1) 0.2354(1) 0.08(2) 0.500 Uani ? ? C N18 0.3638(6) 0.253(1) 0.3148(7) 0.10(2) 0.500 Uani ? ? N C55 0.4003(6) 0.2729(1) 0.3489(7) 0.08(2) 0.500 Uani ? ? C C56 0.4507(6) 0.2842(1) 0.3778(7) 0.09(2) 0.500 Uani ? ? C O11 0.1231(3) 0.1856(5) 0.3002(4) 0.058(5) 1.000 Uani ? ? O O12 0.034(1) 0.291(1) 0.2476(9) 0.09(2) 0.500 Uani ? ? O C58 0.3068(5) 0.2001(8) 0.1519(6) 0.05(1) 0.500 Uani ? ? C C57 0.3555(5) 0.2316(8) 0.1789(6) 0.06(1) 0.500 Uani ? ? C N19 0.2700(5) 0.1698(8) 0.1345(6) 0.09(2) 0.500 Uani ? ? N O13 0.1947(1) 0.3607(1) 0.2244(1) 0.044(8) 0.500 Uani ? ? O C51a 0.2478(1) 0.3058(1) 0.2270(1) 0.10(2) 0.500 Uani ? ? C H1 0.1120 0.3372 -0.0717 0.1019 1.000 Uiso calc C2 H H2 0.1053 0.2589 -0.0477 0.1019 1.000 Uiso calc C2 H H3 0.0840 0.3294 -0.0311 0.1019 1.000 Uiso calc C2 H H4 0.2005 0.3276 -0.0173 0.1324 1.000 Uiso calc C3 H H5 0.2254 0.3136 0.0559 0.1324 1.000 Uiso calc C3 H H6 0.1993 0.2485 0.0100 0.1324 1.000 Uiso calc C3 H H7 0.1583 0.4351 0.0145 0.1491 1.000 Uiso calc C4 H H8 0.1289 0.4132 0.0509 0.1491 1.000 Uiso calc C4 H H9 0.1828 0.4089 0.0852 0.1491 1.000 Uiso calc C4 H H10 0.1430 0.0511 0.0709 0.0643 1.000 Uiso calc C7 H H11 0.1460 -0.0679 0.1131 0.0657 1.000 Uiso calc C8 H H12 0.1564 -0.0811 0.2180 0.0598 1.000 Uiso calc C9 H H13 0.2055 -0.1065 0.4489 0.0674 1.000 Uiso calc C13 H H14 0.2199 -0.0697 0.5517 0.0721 1.000 Uiso calc C14 H H15 0.2189 0.0582 0.5728 0.0621 1.000 Uiso calc C15 H H16 0.2109 0.3222 0.5338 0.0623 1.000 Uiso calc C19 H H17 0.1952 0.4527 0.5152 0.0735 1.000 Uiso calc C20 H H18 0.1600 0.4990 0.4112 0.0638 1.000 Uiso calc C21 H H19 0.0927 0.6019 0.1979 0.1137 1.000 Uiso calc C25 H H20 0.0572 0.6030 0.0880 0.1343 1.000 Uiso calc C26 H H21 0.0359 0.4908 0.0324 0.1206 1.000 Uiso calc C27 H H22 0.0291 0.2154 0.0071 0.1137 1.000 Uiso calc C31 H H23 0.0192 0.0842 -0.0026 0.1419 1.000 Uiso calc C32 H H24 0.0236 0.0175 0.0840 0.1171 1.000 Uiso calc C33 H H25 0.0587 -0.1373 0.2653 0.1912 1.000 Uiso calc C37 H H26 0.0775 -0.1676 0.3697 0.1836 1.000 Uiso calc C38 H H27 0.0863 -0.0738 0.4481 0.1985 1.000 Uiso calc C39 H H28 0.1086 0.1899 0.5234 0.1224 1.000 Uiso calc C43 H H29 0.1112 0.3130 0.5580 0.1678 1.000 Uiso calc C44 H H30 0.0803 0.4091 0.4876 0.1912 1.000 Uiso calc C45 H H31 0.0000 0.6793 0.2500 0.2831 0.500 Uiso calc C50 H H32 0.0323 0.6201 0.3451 0.1926 1.000 Uiso calc C49 H H33 0.1544 0.2177 0.1633 0.0549 1.000 Uiso calc N1 H H34 0.1622 0.0792 0.3167 0.0538 1.000 Uiso calc N3 H H35 0.1751 0.1930 0.4028 0.0521 1.000 Uiso calc N5 H H36 0.1187 0.3766 0.2749 0.0688 1.000 Uiso calc N7 H H37 0.0714 0.3037 0.1619 0.0776 1.000 Uiso calc N9 H H38 0.0573 0.0992 0.2380 0.0881 1.000 Uiso calc N11 H H39 0.0620 0.1476 0.3558 0.0972 1.000 Uiso calc N13 H H40 0.0236 0.3792 0.3140 0.1244 1.000 Uiso calc N15 H 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 _atom_site_aniso_type_symbol C1 0.080(7) 0.058(8) 0.065(6) -0.008(7) 0.044(5) 0.012(6) C C2 0.095(9) 0.070(9) 0.075(7) 0.003(8) 0.041(6) 0.018(7) C C3 0.091(8) 0.13(1) 0.111(8) -0.011(9) 0.068(5) 0.037(9) C C4 0.19(1) 0.07(1) 0.106(9) -0.038(9) 0.078(8) 0.015(8) C O1 0.085(5) 0.045(5) 0.059(4) -0.007(4) 0.040(3) 0.008(4) O C5 0.045(6) 0.050(7) 0.060(6) -0.008(5) 0.027(4) 0.003(6) C O2 0.087(5) 0.063(5) 0.049(4) -0.007(5) 0.038(3) -0.002(4) O N1 0.052(5) 0.040(5) 0.042(4) -0.006(4) 0.027(3) -0.001(4) N C6 0.029(5) 0.044(6) 0.043(5) -0.005(5) 0.018(4) -0.003(5) C C7 0.048(6) 0.051(7) 0.046(6) -0.003(6) 0.017(4) -0.001(6) C C8 0.053(6) 0.049(7) 0.051(6) 0.004(6) 0.023(4) -0.012(6) C C9 0.038(5) 0.036(6) 0.062(6) 0.004(5) 0.020(4) 0.001(6) C C10 0.023(4) 0.042(6) 0.041(5) -0.004(5) 0.013(4) 0.000(5) C N2 0.029(4) 0.043(5) 0.042(4) -0.004(4) 0.013(3) 0.001(4) N N3 0.045(4) 0.037(5) 0.047(4) -0.001(4) 0.024(3) -0.003(4) N C11 0.040(5) 0.043(6) 0.053(5) 0.002(5) 0.023(4) 0.010(5) C O3 0.107(6) 0.040(5) 0.055(4) 0.009(4) 0.042(3) 0.005(4) O C12 0.038(5) 0.034(6) 0.049(5) -0.001(5) 0.020(4) 0.009(5) C C13 0.061(6) 0.053(7) 0.050(5) 0.000(6) 0.032(4) 0.006(6) C C14 0.053(6) 0.067(8) 0.054(5) 0.012(6) 0.030(4) 0.030(6) C C15 0.043(6) 0.060(7) 0.044(5) -0.002(6) 0.022(4) -0.002(6) C C16 0.032(5) 0.057(7) 0.044(5) -0.000(5) 0.021(4) 0.008(5) C N4 0.029(4) 0.047(5) 0.043(4) 0.003(4) 0.017(3) 0.005(4) N C17 0.034(5) 0.057(7) 0.044(5) 0.000(5) 0.016(4) -0.010(5) C O4 0.070(5) 0.061(5) 0.050(4) 0.011(4) 0.028(3) -0.000(4) O N5 0.043(4) 0.043(5) 0.036(4) 0.003(4) 0.019(3) -0.004(4) N C18 0.028(5) 0.056(7) 0.059(6) -0.003(5) 0.022(4) -0.009(6) C C19 0.037(6) 0.061(7) 0.039(5) 0.008(6) 0.009(4) 0.002(6) C C20 0.039(6) 0.047(7) 0.072(7) -0.000(6) 0.012(5) -0.021(6) C C21 0.042(6) 0.036(6) 0.056(6) 0.004(5) 0.008(5) -0.008(6) C C22 0.035(5) 0.045(7) 0.070(7) -0.001(5) 0.021(5) 0.005(6) C N6 0.035(4) 0.041(5) 0.047(4) 0.002(4) 0.016(3) 0.002(4) N N7 0.053(5) 0.042(5) 0.060(5) -0.009(5) 0.021(4) 0.003(5) N C23 0.057(6) 0.044(7) 0.081(7) -0.004(6) 0.034(5) 0.019(6) C O5 0.105(7) 0.051(5) 0.090(6) 0.011(5) 0.034(5) 0.018(5) O C24 0.048(7) 0.063(8) 0.081(7) 0.007(6) 0.021(6) 0.040(6) C C25 0.060(8) 0.065(9) 0.13(1) 0.005(7) 0.036(7) 0.037(8) C C26 0.08(1) 0.11(1) 0.102(9) 0.015(9) 0.016(8) 0.079(7) C C27 0.057(8) 0.13(1) 0.084(8) -0.009(9) 0.023(6) 0.042(9) C C28 0.044(6) 0.096(9) 0.060(6) 0.006(7) 0.019(5) 0.048(6) C N8 0.032(4) 0.055(6) 0.075(5) 0.006(4) 0.026(4) 0.029(5) N C29 0.036(6) 0.12(1) 0.049(6) 0.005(7) 0.014(5) 0.024(8) C O6 0.056(5) 0.17(1) 0.052(4) 0.010(6) 0.017(4) 0.029(6) O N9 0.050(5) 0.087(8) 0.039(4) -0.011(6) 0.016(4) -0.005(5) N C30 0.026(5) 0.11(1) 0.045(6) -0.003(7) 0.012(4) -0.013(7) C C31 0.041(6) 0.18(2) 0.045(6) -0.022(9) 0.018(5) -0.034(9) C C32 0.059(8) 0.17(1) 0.102(8) -0.050(9) 0.038(6) -0.093(8) C C33 0.067(7) 0.09(1) 0.12(1) -0.030(8) 0.055(6) -0.037(9) C C34 0.031(6) 0.079(9) 0.080(7) -0.013(6) 0.020(5) -0.038(7) C N10 0.040(5) 0.075(7) 0.053(5) 0.004(5) 0.016(4) -0.013(5) N N11 0.055(5) 0.058(7) 0.099(7) -0.003(5) 0.041(4) -0.008(6) N C35 0.044(7) 0.08(1) 0.17(1) -0.023(7) 0.043(7) -0.05(1) C O7 0.066(5) 0.087(7) 0.19(1) -0.010(6) 0.060(5) -0.034(7) O C36 0.036(6) 0.072(9) 0.13(1) 0.004(7) 0.034(6) 0.028(9) C C37 0.062(9) 0.09(1) 0.27(2) 0.012(9) 0.06(1) 0.06(1) C C38 0.07(1) 0.07(1) 0.26(2) 0.010(9) 0.05(1) 0.06(1) C C39 0.054(9) 0.20(2) 0.17(1) -0.02(1) 0.010(9) 0.12(1) C C40 0.028(6) 0.094(9) 0.117(9) 0.016(6) 0.022(6) 0.071(7) C N12 0.031(5) 0.069(7) 0.136(9) -0.001(5) 0.026(5) 0.034(7) N C41 0.049(7) 0.13(1) 0.087(8) 0.000(8) 0.033(6) 0.025(9) C O8 0.100(8) 0.22(1) 0.091(6) -0.004(8) 0.029(5) 0.088(7) O N13 0.041(5) 0.119(9) 0.065(5) 0.002(6) 0.024(4) 0.050(6) N C42 0.054(6) 0.11(1) 0.087(7) -0.013(7) 0.049(4) -0.019(8) C C43 0.032(5) 0.20(2) 0.062(6) -0.008(9) 0.029(4) -0.02(1) C C44 0.088(9) 0.25(2) 0.066(7) 0.00(1) 0.046(6) -0.03(1) C C45 0.052(7) 0.28(2) 0.121(9) -0.05(1) 0.051(6) -0.12(1) C C46 0.052(5) 0.13(1) 0.114(7) -0.024(7) 0.063(4) -0.065(7) C N14 0.053(5) 0.096(9) 0.062(5) -0.007(6) 0.031(4) 0.001(6) N N15 0.059(6) 0.10(1) 0.136(9) 0.006(7) 0.048(5) -0.021(8) N C47 0.056(8) 0.10(1) 0.16(1) -0.013(8) 0.040(8) -0.076(9) C O9 0.098(8) 0.20(1) 0.29(1) -0.057(8) 0.094(7) -0.174(8) O C48 0.036(7) 0.12(1) 0.22(2) 0.001(9) 0.050(8) -0.05(1) C C49 0.08(1) 0.06(1) 0.28(2) -0.004(9) 0.06(1) -0.04(1) C C50 0.06(2) 0.11(3) 0.39(6) 0.0000 0.02(3) 0.0000 C N16 0.058(9) 0.10(1) 0.13(1) 0.0000 0.049(8) 0.0000 N S 0.084(3) 0.087(3) 0.084(2) -0.019(2) 0.023(2) -0.014(2) S O10 0.072(5) 0.072(6) 0.072(5) -0.000(5) 0.031(4) -0.000(5) O C51 0.18(2) 0.18(3) 0.18(2) -0.00(2) 0.08(1) 0.00(2) C C52 0.07(1) 0.11(1) 0.08(1) 0.01(1) 0.007(8) 0.01(1) C N17 0.20(2) 0.60(4) 0.10(2) 0.31(2) -0.06(2) -0.13(2) N C53 0.05(1) 0.04(1) 0.22(3) 0.02(1) 0.07(1) -0.01(2) C C54 0.08(2) 0.08(2) 0.08(2) 0.00(2) 0.03(1) -0.00(2) C N18 0.10(2) 0.10(2) 0.10(2) 0.00(2) 0.04(1) 0.00(2) N C55 0.08(2) 0.08(2) 0.08(2) 0.00(2) 0.03(1) 0.00(2) C C56 0.09(2) 0.09(2) 0.09(2) -0.00(2) 0.04(1) 0.00(2) C O11 0.090(6) 0.047(5) 0.046(4) -0.007(5) 0.006(4) -0.000(4) O O12 0.32(3) 0.05(1) 0.05(1) -0.01(2) 0.03(2) 0.00(1) O C58 0.05(1) 0.05(1) 0.05(1) 0.00(1) 0.020(8) 0.00(1) C C57 0.06(1) 0.06(2) 0.06(1) 0.00(1) 0.02(1) -0.00(1) C N19 0.09(2) 0.09(2) 0.09(1) 0.00(1) 0.04(1) -0.00(1) N O13 0.044(7) 0.044(8) 0.044(7) -0.000(7) 0.019(5) 0.000(7) O C51a 0.10(2) 0.10(2) 0.10(2) -0.00(2) 0.04(2) -0.00(2) C # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.52(2) . . ? C1 C3 1.53(2) . . ? C1 C4 1.52(2) . . ? C1 O1 1.47(1) . . ? O1 C5 1.37(1) . . ? C5 O2 1.20(1) . . ? C5 N1 1.38(2) . . ? N1 C6 1.38(1) . . ? C6 C7 1.37(2) . . ? C6 N2 1.35(1) . . ? C7 C8 1.37(2) . . ? C8 C9 1.35(2) . . ? C9 C10 1.39(2) . . ? C10 N2 1.32(1) . . ? C10 N3 1.42(1) . . ? N3 C11 1.37(1) . . ? C11 O3 1.21(1) . . ? C11 C12 1.51(2) . . ? C12 C13 1.38(2) . . ? C12 N4 1.32(1) . . ? C13 C14 1.35(2) . . ? C14 C15 1.37(2) . . ? C15 C16 1.36(2) . . ? C16 N4 1.33(1) . . ? C16 C17 1.52(2) . . ? C17 O4 1.23(1) . . ? C17 N5 1.35(1) . . ? N5 C18 1.39(2) . . ? C18 C19 1.39(2) . . ? C18 N6 1.34(2) . . ? C19 C20 1.41(2) . . ? C20 C21 1.36(2) . . ? C21 C22 1.36(2) . . ? C22 N6 1.34(1) . . ? C22 N7 1.43(2) . . ? N7 C23 1.34(2) . . ? C23 O5 1.21(2) . . ? C23 C24 1.52(2) . . ? C24 C25 1.42(2) . . ? C24 N8 1.33(2) . . ? C25 C26 1.34(3) . . ? C26 C27 1.35(3) . . ? C27 C28 1.40(2) . . ? C28 N8 1.31(2) . . ? C28 C29 1.50(2) . . ? C29 O6 1.22(2) . . ? C29 N9 1.35(2) . . ? N9 C30 1.39(2) . . ? C30 C31 1.39(2) . . ? C30 N10 1.33(2) . . ? C31 C32 1.38(3) . . ? C32 C33 1.33(3) . . ? C33 C34 1.35(2) . . ? C34 N10 1.32(2) . . ? C34 N11 1.38(2) . . ? N11 C35 1.35(2) . . ? C35 O7 1.24(2) . . ? C35 C36 1.49(3) . . ? C36 C37 1.37(3) . . ? C36 N12 1.33(2) . . ? C37 C38 1.32(4) . . ? C38 C39 1.45(4) . . ? C39 C40 1.42(3) . . ? C40 N12 1.37(2) . . ? C40 C41 1.46(3) . . ? C41 O8 1.25(2) . . ? C41 N13 1.33(2) . . ? N13 C42 1.40(2) . . ? C42 C43 1.46(2) . . ? C42 N14 1.26(2) . . ? C43 C44 1.35(3) . . ? C44 C45 1.35(4) . . ? C45 C46 1.48(3) . . ? C46 N14 1.37(2) . . ? C46 N15 1.34(2) . . ? N15 C47 1.35(2) . . ? C47 O9 1.21(2) . . ? C47 C48 1.35(3) . . ? C48 C49 1.47(3) . . ? C48 N16 1.33(3) . . ? C48 N16 1.33(3) . 2_555 ? C49 C50 1.32(3) . . ? C49 C50 1.32(3) . 2_555 ? S O10 1.363(4) . . ? S C51 1.872(5) . . ? S C52 1.81(2) . . ? S O13 1.381(5) . . ? O10 O13 1.4429 . . ? C51 O13 1.3583 . . ? N17 C53 1.12(3) . . ? C53 C54 1.4404 . . ? N18 C55 1.14(3) . . ? C55 C56 1.4594 . . ? C58 C57 1.51(2) . . ? C58 N19 1.19(2) . . ? O13 C51a 1.9284 . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C3 114(1) . . . ? C2 C1 C4 108(1) . . . ? C2 C1 O1 110(1) . . . ? C3 C1 C4 110(1) . . . ? C3 C1 O1 110(1) . . . ? C4 C1 O1 100(1) . . . ? C1 O1 C5 119(1) . . . ? O1 C5 O2 125(1) . . . ? O1 C5 N1 107(1) . . . ? O2 C5 N1 126(1) . . . ? C5 N1 C6 126(1) . . . ? N1 C6 C7 125(1) . . . ? N1 C6 N2 113(1) . . . ? C7 C6 N2 121(1) . . . ? C6 C7 C8 119(1) . . . ? C7 C8 C9 120(1) . . . ? C8 C9 C10 117(1) . . . ? C9 C10 N2 123(1) . . . ? C9 C10 N3 124(1) . . . ? N2 C10 N3 111(1) . . . ? C6 N2 C10 118(1) . . . ? C10 N3 C11 126(1) . . . ? N3 C11 O3 126(1) . . . ? N3 C11 C12 111(1) . . . ? O3 C11 C12 121(1) . . . ? C11 C12 C13 119(1) . . . ? C11 C12 N4 118(1) . . . ? C13 C12 N4 121(1) . . . ? C12 C13 C14 119(1) . . . ? C13 C14 C15 118(1) . . . ? C14 C15 C16 119(1) . . . ? C15 C16 N4 123(1) . . . ? C15 C16 C17 119(1) . . . ? N4 C16 C17 117(1) . . . ? C12 N4 C16 117(1) . . . ? C16 C17 O4 121(1) . . . ? C16 C17 N5 114(1) . . . ? O4 C17 N5 123(1) . . . ? C17 N5 C18 128(1) . . . ? N5 C18 C19 122(1) . . . ? N5 C18 N6 113(1) . . . ? C19 C18 N6 123(1) . . . ? C18 C19 C20 116(1) . . . ? C19 C20 C21 121(1) . . . ? C20 C21 C22 116(1) . . . ? C21 C22 N6 125(1) . . . ? C21 C22 N7 122(1) . . . ? N6 C22 N7 111(1) . . . ? C18 N6 C22 117(1) . . . ? C22 N7 C23 127(1) . . . ? N7 C23 O5 125(1) . . . ? N7 C23 C24 113(1) . . . ? O5 C23 C24 121(1) . . . ? C23 C24 C25 119(1) . . . ? C23 C24 N8 119(1) . . . ? C25 C24 N8 120(1) . . . ? C24 C25 C26 119(1) . . . ? C25 C26 C27 119(1) . . . ? C26 C27 C28 118(1) . . . ? C27 C28 N8 122(1) . . . ? C27 C28 C29 119(1) . . . ? N8 C28 C29 117(1) . . . ? C24 N8 C28 118(1) . . . ? C28 C29 O6 121(1) . . . ? C28 C29 N9 112(1) . . . ? O6 C29 N9 125(1) . . . ? C29 N9 C30 129(1) . . . ? N9 C30 C31 124(1) . . . ? N9 C30 N10 113(1) . . . ? C31 C30 N10 121(1) . . . ? C30 C31 C32 117(1) . . . ? C31 C32 C33 118(1) . . . ? C32 C33 C34 122(1) . . . ? C33 C34 N10 120(1) . . . ? C33 C34 N11 126(1) . . . ? N10 C34 N11 112(1) . . . ? C30 N10 C34 119(1) . . . ? C34 N11 C35 130(1) . . . ? N11 C35 O7 121(2) . . . ? N11 C35 C36 115(1) . . . ? O7 C35 C36 122(2) . . . ? C35 C36 C37 114(2) . . . ? C35 C36 N12 118(1) . . . ? C37 C36 N12 127(2) . . . ? C36 C37 C38 114(3) . . . ? C37 C38 C39 123(2) . . . ? C38 C39 C40 117(2) . . . ? C39 C40 N12 116(2) . . . ? C39 C40 C41 126(2) . . . ? N12 C40 C41 116(1) . . . ? C36 N12 C40 120(1) . . . ? C40 C41 O8 117(2) . . . ? C40 C41 N13 117(1) . . . ? O8 C41 N13 124(2) . . . ? C41 N13 C42 132(1) . . . ? N13 C42 C43 117(2) . . . ? N13 C42 N14 115(1) . . . ? C43 C42 N14 126(1) . . . ? C42 C43 C44 113(2) . . . ? C43 C44 C45 122(2) . . . ? C44 C45 C46 120(2) . . . ? C45 C46 N14 115(2) . . . ? C45 C46 N15 125(2) . . . ? N14 C46 N15 118(1) . . . ? C42 N14 C46 121(1) . . . ? C46 N15 C47 129(2) . . . ? N15 C47 O9 122(2) . . . ? N15 C47 C48 114(2) . . . ? O9 C47 C48 123(2) . . . ? C47 C48 C49 118(2) . . . ? C47 C48 N16 122(2) . . . ? C49 C48 N16 118(3) . . . ? C48 C49 C50 116(3) . . . ? C49 C50 C49 126(5) . . 2_555 ? C48 N16 C48 123(3) . . 2_555 ? O10 S C51 87.7(2) . . . ? O10 S C52 108.1(6) . . . ? O10 S O13 63.5(2) . . . ? C51 S C52 105.4(7) . . . ? C51 S O13 46.4(1) . . . ? C52 S O13 148.1(7) . . . ? S O10 O13 58.9(2) . . . ? S C51 O13 47.4(1) . . . ? N17 C53 C54 164.1(9) . . . ? N18 C55 C56 161.4(9) . . . ? C57 C58 N19 173(1) . . . ? S O13 O10 57.7(2) . . . ? S O13 C51 86.2(2) . . . ? S O13 C51a 73.1(2) . . . ? O10 O13 C51 108.29 . . . ? O10 O13 C51a 95.09 . . . ? C51 O13 C51a 14.74 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.98 _diffrn_measured_fraction_theta_full 0.996 data_st1418 _database_code_CSD 220032 #===================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C47 H42 F12 N16 O20 S4' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C47 H42 F12 N16 O20 S4' _chemical_formula_weight 1507.19 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 F ? 0.014 0.010 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 S ? 0.110 0.124 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 13.0862(2) _cell_length_b 14.0503(2) _cell_length_c 17.3915(4) _cell_angle_alpha 81.144(5) _cell_angle_beta 86.481(5) _cell_angle_gamma 68.789(5) _cell_volume 2945.47(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.70 _exptl_crystal_density_method none _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.290 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 17190 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 1.9 deg 1 scans of 60 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 8.80 Omega = 0.00 Kappa = 0.00 96 frames Set 2 Theta = -8.50 Kappa = 134.00 Phi = 0.00 26 frames Friedel pairs were averaged. Internal R = 0.05 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 17190 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 30.10 _reflns_number_total 17190 _reflns_number_gt 7929 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 7929 _refine_ls_number_parameters 892 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.101 _refine_ls_R_factor_gt 0.084 _refine_ls_wR_factor_all 0.180 _refine_ls_wR_factor_ref 0.096 _refine_ls_goodness_of_fit_all 1.110 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_shift/su_max 0.005 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.826 _refine_diff_density_min -0.147 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol N1 2.0035(4) -0.1867(4) 1.0012(3) 0.045(3) Uani ? ? N C1 1.9374(6) -0.1657(5) 0.9407(4) 0.042(3) Uani ? ? C C2 1.8982(6) -0.2379(4) 0.9161(4) 0.044(3) Uani ? ? C C3 1.8308(6) -0.2092(5) 0.8532(4) 0.047(3) Uani ? ? C C4 1.7957(5) -0.1093(4) 0.8134(4) 0.039(3) Uani ? ? C C5 1.8333(5) -0.0395(4) 0.8377(4) 0.035(3) Uani ? ? C N2 1.9022(4) -0.0673(3) 0.9005(3) 0.034(2) Uani ? ? N N3 1.8028(4) 0.0605(3) 0.8015(3) 0.033(2) Uani ? ? N C6 1.8278(4) 0.1389(4) 0.8222(3) 0.028(3) Uani ? ? C O1 1.8840(3) 0.1304(3) 0.8784(3) 0.037(2) Uani ? ? O C7 1.7768(4) 0.2406(4) 0.7721(3) 0.024(2) Uani ? ? C C8 1.8023(4) 0.3255(4) 0.7838(4) 0.031(3) Uani ? ? C C9 1.7455(5) 0.4198(4) 0.7422(4) 0.032(3) Uani ? ? C C10 1.6649(5) 0.4282(4) 0.6909(4) 0.029(3) Uani ? ? C C11 1.6465(4) 0.3390(4) 0.6820(3) 0.027(2) Uani ? ? C N4 1.7016(4) 0.2462(3) 0.7207(3) 0.025(2) Uani ? ? N C12 1.5571(4) 0.3456(4) 0.6294(3) 0.026(2) Uani ? ? C O2 1.4884(3) 0.4274(3) 0.6032(3) 0.035(2) Uani ? ? O N5 1.5580(4) 0.2518(3) 0.6163(3) 0.028(2) Uani ? ? N C13 1.4804(5) 0.2340(4) 0.5775(4) 0.030(3) Uani ? ? C C14 1.4841(5) 0.1356(4) 0.5740(4) 0.037(3) Uani ? ? C C15 1.3992(5) 0.1227(4) 0.5395(4) 0.038(3) Uani ? ? C C16 1.3118(5) 0.2073(4) 0.5072(4) 0.035(3) Uani ? ? C C17 1.3132(5) 0.3037(4) 0.5089(3) 0.029(3) Uani ? ? C N6 1.3963(4) 0.3165(3) 0.5439(3) 0.025(2) Uani ? ? N N7 1.2296(4) 0.3906(3) 0.4758(3) 0.026(2) Uani ? ? N C18 1.2188(4) 0.4909(4) 0.4775(3) 0.026(3) Uani ? ? C O3 1.2837(3) 0.5161(3) 0.5090(2) 0.035(2) Uani ? ? O C19 1.1175(4) 0.5689(4) 0.4389(3) 0.024(2) Uani ? ? C C20 1.1000(5) 0.6731(4) 0.4334(4) 0.035(3) Uani ? ? C C21 1.0069(5) 0.7435(4) 0.3974(4) 0.034(3) Uani ? ? C C22 0.9324(5) 0.7081(4) 0.3693(4) 0.031(3) Uani ? ? C C23 0.9561(4) 0.6024(4) 0.3783(3) 0.025(2) Uani ? ? C N8 1.0462(3) 0.5333(3) 0.4123(3) 0.022(2) Uani ? ? N C24 0.8744(4) 0.5617(4) 0.3510(3) 0.027(2) Uani ? ? C O4 0.7840(3) 0.6200(3) 0.3282(3) 0.031(2) Uani ? ? O N9 0.9091(3) 0.4571(3) 0.3563(3) 0.024(2) Uani ? ? N C25 0.8513(4) 0.4012(4) 0.3326(3) 0.026(2) Uani ? ? C C26 0.8919(5) 0.2952(4) 0.3451(4) 0.030(3) Uani ? ? C C27 0.8349(5) 0.2429(4) 0.3155(4) 0.033(3) Uani ? ? C C28 0.7397(5) 0.2960(4) 0.2736(4) 0.034(3) Uani ? ? C C29 0.6999(4) 0.4020(4) 0.2640(3) 0.027(2) Uani ? ? C N10 0.7553(3) 0.4535(3) 0.2941(3) 0.023(2) Uani ? ? N N11 0.6066(4) 0.4589(3) 0.2211(3) 0.028(2) Uani ? ? N C30 0.5705(4) 0.5625(4) 0.1952(4) 0.027(3) Uani ? ? C O5 0.6082(3) 0.6217(3) 0.2167(3) 0.033(2) Uani ? ? O C31 0.4806(4) 0.5991(4) 0.1354(3) 0.024(2) Uani ? ? C C32 0.4352(5) 0.7040(4) 0.1078(4) 0.029(3) Uani ? ? C C33 0.3581(5) 0.7351(4) 0.0495(4) 0.031(3) Uani ? ? C C34 0.3289(5) 0.6622(5) 0.0204(4) 0.033(3) Uani ? ? C C35 0.3786(4) 0.5596(4) 0.0522(3) 0.026(3) Uani ? ? C N12 0.4525(3) 0.5275(3) 0.1092(3) 0.024(2) Uani ? ? N C36 0.3526(4) 0.4772(4) 0.0214(3) 0.027(3) Uani ? ? C O6 0.2977(3) 0.4962(3) -0.0380(3) 0.038(2) Uani ? ? O N13 0.3971(4) 0.3820(3) 0.0617(3) 0.032(2) Uani ? ? N C37 0.3919(5) 0.2905(4) 0.0441(4) 0.037(3) Uani ? ? C C38 0.4591(5) 0.1968(5) 0.0792(4) 0.039(3) Uani ? ? C C39 0.4468(6) 0.1087(5) 0.0609(5) 0.047(4) Uani ? ? C C40 0.3730(6) 0.1145(5) 0.0081(5) 0.050(4) Uani ? ? C C41 0.3062(5) 0.2100(5) -0.0290(4) 0.049(3) Uani ? ? C N14 0.2311(5) 0.2233(5) -0.0830(4) 0.063(3) Uani ? ? N N15 0.3175(4) 0.2982(4) -0.0104(3) 0.042(2) Uani ? ? N S1 1.5753(1) -0.2869(1) 0.71810(9) 0.0294(6) Uani ? ? S O7 1.6811(4) -0.2971(4) 0.7435(3) 0.050(3) Uani ? ? O O8 1.5735(4) -0.3264(3) 0.6474(3) 0.049(2) Uani ? ? O O9 1.5062(3) -0.3122(3) 0.7794(3) 0.037(2) Uani ? ? O C42 1.5076(6) -0.1481(5) 0.6910(4) 0.043(4) Uani ? ? C F1 1.4927(5) -0.0973(3) 0.7500(3) 0.063(3) Uani ? ? F F2 1.5657(5) -0.1118(3) 0.6379(3) 0.071(3) Uani ? ? F F3 1.4105(4) -0.1270(4) 0.6610(3) 0.078(3) Uani ? ? F S2 1.1976(1) -0.0456(1) 0.8859(1) 0.0419(8) Uani ? ? S O10 1.2716(4) 0.0044(4) 0.8975(3) 0.064(3) Uani ? ? O O11 1.2510(5) -0.1512(4) 0.8725(4) 0.062(3) Uani ? ? O O12 1.1048(4) -0.0255(3) 0.9386(3) 0.047(2) Uani ? ? O C43 1.1383(6) 0.0174(6) 0.7912(5) 0.053(4) Uani ? ? C F4 1.2129(4) -0.0005(5) 0.7355(3) 0.076(3) Uani ? ? F F5 1.0949(4) 0.1207(4) 0.7917(3) 0.069(3) Uani ? ? F F6 1.0598(3) -0.0138(4) 0.7741(2) 0.066(2) Uani ? ? F S3 1.1733(1) 0.0146(1) 0.3942(1) 0.0394(8) Uani ? ? S O13 1.2702(4) -0.0440(3) 0.3552(3) 0.040(2) Uani ? ? O O14 1.1692(6) 0.1121(4) 0.4063(4) 0.069(4) Uani ? ? O O15 1.0735(5) 0.0150(7) 0.3655(4) 0.086(4) Uani ? ? O C44 1.1841(7) -0.0547(6) 0.4919(5) 0.059(4) Uani ? ? C F7 1.2785(4) -0.0678(5) 0.5224(3) 0.084(3) Uani ? ? F F8 1.1090(5) -0.0068(6) 0.5382(4) 0.099(4) Uani ? ? F F9 1.1790(6) -0.1446(4) 0.4906(4) 0.158(4) Uani ? ? F S4 1.0446(1) 0.5255(1) 0.1454(1) 0.0483(8) Uani ? ? S O16 1.1385(4) 0.4542(4) 0.1098(4) 0.061(3) Uani ? ? O O17 1.0088(5) 0.6278(4) 0.1042(4) 0.078(3) Uani ? ? O O18 1.0499(4) 0.5173(4) 0.2282(3) 0.074(3) Uani ? ? O C45 0.9322(6) 0.4859(6) 0.1326(4) 0.047(4) Uani ? ? C F10 0.9229(4) 0.4770(4) 0.0575(3) 0.078(3) Uani ? ? F F11 0.8388(4) 0.5510(3) 0.1539(3) 0.061(3) Uani ? ? F F12 0.9444(4) 0.3923(3) 0.1728(3) 0.070(3) Uani ? ? F O19 1.1337(3) 0.3157(3) 0.3619(2) 0.033(2) Uani ? ? O N16 1.5514(6) 0.0991(5) 0.7998(6) 0.084(5) Uani ? ? N C46 1.4643(6) 0.1246(5) 0.7806(5) 0.057(4) Uani ? ? C C47 1.3534(7) 0.1519(7) 0.7520(6) 0.072(6) Uani ? ? C O20 0.3956(9) 0.6589(7) 0.5543(7) 0.163(8) Uani ? ? O H1 1.9187 -0.3060 0.9434 0.0607 Uiso calc C2 H H2 1.8073 -0.2589 0.8361 0.0588 Uiso calc C3 H H3 1.7471 -0.0899 0.7706 0.0505 Uiso calc C4 H H4 1.7589 0.0770 0.7564 0.0432 Uiso calc N3 H H5 1.8576 0.3183 0.8195 0.0395 Uiso calc C8 H H6 1.7615 0.4789 0.7486 0.0405 Uiso calc C9 H H7 1.6233 0.4930 0.6627 0.0381 Uiso calc C10 H H8 1.6186 0.1930 0.6362 0.0412 Uiso calc N5 H H9 1.5444 0.0774 0.5952 0.0527 Uiso calc C14 H H10 1.4003 0.0550 0.5377 0.0528 Uiso calc C15 H H11 1.2524 0.1984 0.4843 0.0456 Uiso calc C16 H H12 1.1743 0.3797 0.4494 0.0341 Uiso calc N7 H H13 1.1515 0.6954 0.4542 0.0434 Uiso calc C20 H H14 0.9939 0.8153 0.3917 0.0473 Uiso calc C21 H H15 0.8668 0.7549 0.3447 0.0431 Uiso calc C22 H H16 0.9793 0.4188 0.3784 0.0330 Uiso calc N9 H H17 0.9576 0.2586 0.3735 0.0426 Uiso calc C26 H H18 0.8616 0.1696 0.3240 0.0480 Uiso calc C27 H H19 0.7024 0.2598 0.2518 0.0447 Uiso calc C28 H H20 0.5630 0.4224 0.2083 0.0360 Uiso calc N11 H H21 0.4567 0.7527 0.1284 0.0391 Uiso calc C32 H H22 0.3253 0.8061 0.0295 0.0432 Uiso calc C33 H H23 0.2764 0.6818 -0.0199 0.0437 Uiso calc C34 H H24 0.4363 0.3767 0.1073 0.0400 Uiso calc N13 H H25 0.5131 0.1919 0.1152 0.0513 Uiso calc C38 H H26 0.4915 0.0430 0.0861 0.0643 Uiso calc C39 H H27 0.3664 0.0532 -0.0037 0.0654 Uiso calc C40 H 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 _atom_site_aniso_type_symbol N1 0.055(3) 0.033(2) 0.051(3) -0.015(2) -0.030(2) 0.007(2) N C1 0.054(3) 0.034(3) 0.041(3) -0.015(2) -0.017(3) 0.002(3) C C2 0.062(4) 0.027(2) 0.053(4) -0.017(2) -0.019(3) 0.000(3) C C3 0.061(3) 0.036(3) 0.047(4) -0.025(2) -0.016(3) -0.004(2) C C4 0.044(3) 0.034(3) 0.040(3) -0.015(2) -0.016(3) -0.001(2) C C5 0.041(3) 0.030(2) 0.036(3) -0.011(2) -0.015(3) 0.000(2) C N2 0.043(2) 0.025(2) 0.037(3) -0.011(2) -0.019(2) 0.001(2) N N3 0.038(2) 0.026(2) 0.037(3) -0.011(2) -0.020(2) 0.003(2) N C6 0.023(3) 0.029(2) 0.034(3) -0.007(2) -0.008(2) -0.004(2) C O1 0.039(2) 0.029(2) 0.044(2) -0.009(1) -0.023(2) -0.000(2) O C7 0.017(2) 0.030(2) 0.028(3) -0.007(2) -0.006(2) -0.004(2) C C8 0.024(2) 0.034(2) 0.036(3) -0.014(2) -0.006(2) -0.004(2) C C9 0.029(3) 0.027(2) 0.040(3) -0.014(2) -0.005(2) -0.002(2) C C10 0.028(3) 0.026(2) 0.032(3) -0.008(2) -0.006(2) -0.002(2) C C11 0.026(3) 0.027(2) 0.030(3) -0.010(2) -0.002(2) -0.007(2) C N4 0.023(2) 0.022(2) 0.030(2) -0.004(1) -0.006(2) -0.004(2) N C12 0.021(2) 0.025(2) 0.033(3) -0.005(2) -0.005(2) -0.006(2) C O2 0.032(2) 0.025(2) 0.053(2) -0.002(1) -0.023(2) -0.004(2) O N5 0.026(2) 0.021(2) 0.043(3) 0.000(2) -0.019(2) -0.003(2) N C13 0.025(3) 0.026(2) 0.040(3) -0.003(2) -0.016(2) -0.004(2) C C14 0.039(3) 0.024(2) 0.056(4) -0.004(2) -0.020(3) -0.008(2) C C15 0.043(3) 0.024(2) 0.053(4) -0.007(2) -0.016(3) -0.010(2) C C16 0.034(3) 0.031(2) 0.042(3) -0.010(2) -0.014(2) -0.009(2) C C17 0.025(3) 0.030(2) 0.032(3) -0.006(2) -0.012(2) -0.005(2) C N6 0.019(2) 0.026(2) 0.032(2) -0.003(2) -0.009(2) -0.006(2) N N7 0.019(2) 0.026(2) 0.033(2) -0.006(1) -0.010(2) -0.006(2) N C18 0.020(2) 0.031(2) 0.029(3) -0.008(2) -0.003(2) -0.005(2) C O3 0.028(2) 0.031(2) 0.047(2) -0.010(1) -0.021(2) -0.005(2) O C19 0.024(2) 0.025(2) 0.023(3) -0.007(2) -0.004(2) -0.004(2) C C20 0.034(3) 0.031(2) 0.041(3) -0.017(2) -0.012(2) -0.007(2) C C21 0.035(3) 0.022(2) 0.054(4) -0.010(2) -0.012(3) -0.004(2) C C22 0.027(3) 0.023(2) 0.045(3) -0.003(2) -0.011(3) -0.003(2) C C23 0.020(2) 0.026(2) 0.029(3) -0.006(2) -0.007(2) -0.005(2) C N8 0.020(2) 0.021(2) 0.026(2) -0.005(1) -0.006(2) -0.005(2) N C24 0.023(2) 0.028(2) 0.029(3) -0.009(2) -0.002(2) -0.008(2) C O4 0.024(2) 0.025(2) 0.053(2) -0.002(1) -0.017(2) -0.007(2) O N9 0.016(2) 0.024(2) 0.037(2) -0.007(1) -0.011(2) -0.001(2) N C25 0.021(2) 0.027(2) 0.032(3) -0.009(2) -0.005(2) -0.003(2) C C26 0.024(2) 0.026(2) 0.045(3) -0.007(2) -0.013(2) 0.004(2) C C27 0.031(3) 0.019(2) 0.059(4) -0.007(2) -0.008(3) -0.002(2) C C28 0.030(3) 0.025(2) 0.052(4) -0.013(2) -0.012(2) -0.004(2) C C29 0.022(2) 0.027(2) 0.032(3) -0.012(2) -0.005(2) -0.002(2) C N10 0.017(2) 0.024(2) 0.029(2) -0.007(1) -0.005(2) -0.003(2) N N11 0.025(2) 0.025(2) 0.036(2) -0.011(1) -0.011(2) -0.003(2) N C30 0.020(2) 0.028(2) 0.036(3) -0.006(2) -0.006(2) -0.006(2) C O5 0.026(2) 0.026(2) 0.054(2) -0.008(1) -0.016(2) -0.006(2) O C31 0.016(2) 0.030(2) 0.030(3) -0.009(2) -0.001(2) -0.005(2) C C32 0.027(3) 0.026(2) 0.037(3) -0.007(2) -0.003(2) -0.006(2) C C33 0.028(3) 0.028(2) 0.038(3) -0.004(2) -0.006(3) -0.000(2) C C34 0.029(3) 0.038(3) 0.032(3) -0.009(2) -0.005(2) -0.006(2) C C35 0.020(2) 0.033(2) 0.028(3) -0.009(2) 0.003(2) -0.007(2) C N12 0.017(2) 0.030(2) 0.026(2) -0.007(1) -0.002(2) -0.005(2) N C36 0.018(2) 0.038(2) 0.030(3) -0.013(2) 0.001(2) -0.007(2) C O6 0.033(2) 0.045(2) 0.036(2) -0.018(1) -0.008(2) -0.005(2) O N13 0.031(2) 0.035(2) 0.032(2) -0.016(2) -0.006(2) -0.006(2) N C37 0.037(3) 0.044(3) 0.031(3) -0.022(2) 0.005(3) -0.013(2) C C38 0.042(3) 0.035(3) 0.040(3) -0.012(2) -0.006(3) -0.005(3) C C39 0.058(4) 0.034(3) 0.053(4) -0.012(3) -0.005(4) -0.007(3) C C40 0.059(4) 0.035(3) 0.060(4) -0.019(2) -0.002(4) -0.012(3) C C41 0.044(3) 0.051(3) 0.052(4) -0.024(2) -0.003(3) -0.020(3) C N14 0.060(3) 0.062(3) 0.068(4) -0.030(2) -0.017(3) -0.017(3) N N15 0.037(2) 0.043(2) 0.048(3) -0.022(2) -0.006(2) -0.012(2) N S1 0.0333(7) 0.0200(5) 0.0383(8) -0.0110(4) -0.0055(6) -0.0009(5) S O7 0.032(2) 0.058(2) 0.068(3) -0.019(2) -0.007(2) 0.003(2) O O8 0.080(3) 0.034(2) 0.042(3) -0.023(2) 0.001(2) -0.008(2) O O9 0.039(2) 0.034(2) 0.039(2) -0.021(1) -0.008(2) 0.001(2) O C42 0.071(4) 0.024(3) 0.049(4) -0.011(3) -0.012(4) 0.001(3) C F1 0.146(4) 0.030(2) 0.058(3) -0.021(2) 0.000(3) -0.012(2) F F2 0.126(4) 0.035(2) 0.079(3) -0.034(2) 0.033(3) 0.004(2) F F3 0.073(3) 0.061(3) 0.108(4) 0.005(2) -0.042(3) 0.012(3) F S2 0.0445(8) 0.0355(7) 0.0466(8) -0.0132(5) -0.0226(6) -0.0017(6) S O10 0.055(3) 0.059(2) 0.080(3) -0.023(2) -0.022(2) -0.019(2) O O11 0.085(4) 0.033(2) 0.084(4) -0.003(2) -0.020(3) -0.014(2) O O12 0.054(3) 0.047(2) 0.042(2) -0.015(2) -0.015(2) -0.003(2) O C43 0.044(4) 0.073(5) 0.046(4) -0.013(3) -0.008(3) -0.002(4) C F4 0.055(3) 0.149(4) 0.053(3) -0.024(3) 0.003(2) -0.019(3) F F5 0.064(3) 0.060(3) 0.084(3) -0.004(2) -0.011(3) 0.027(3) F F6 0.046(2) 0.119(3) 0.054(2) -0.028(2) -0.019(2) -0.025(2) F S3 0.0374(8) 0.0371(7) 0.0439(9) -0.0049(6) -0.0055(7) -0.0075(7) S O13 0.045(3) 0.039(2) 0.038(2) 0.005(2) -0.012(2) -0.005(2) O O14 0.157(6) 0.029(2) 0.072(4) -0.017(3) -0.015(4) -0.008(2) O O15 0.039(3) 0.244(7) 0.067(4) -0.053(3) -0.013(3) -0.031(4) O C44 0.059(4) 0.062(4) 0.056(5) -0.025(3) -0.005(4) -0.008(4) C F7 0.067(3) 0.140(4) 0.063(3) -0.032(3) -0.031(2) 0.006(3) F F8 0.081(4) 0.201(7) 0.059(3) -0.029(4) 0.022(3) -0.014(4) F F9 0.321(5) 0.124(3) 0.099(5) -0.169(2) -0.029(4) 0.028(3) F S4 0.0539(9) 0.0447(7) 0.0467(9) -0.0236(6) -0.0145(7) -0.0005(7) S O16 0.041(3) 0.067(3) 0.082(4) -0.014(2) 0.008(3) -0.002(3) O O17 0.107(4) 0.049(3) 0.088(4) -0.036(2) -0.031(3) 0.014(3) O O18 0.084(3) 0.118(3) 0.041(3) -0.065(2) -0.009(2) -0.008(3) O C45 0.049(4) 0.055(4) 0.038(4) -0.014(3) 0.000(3) -0.008(3) C F10 0.068(2) 0.125(3) 0.056(3) -0.047(2) -0.003(2) -0.024(2) F F11 0.054(3) 0.063(2) 0.067(3) -0.011(2) 0.001(2) -0.006(2) F F12 0.078(3) 0.057(2) 0.075(3) -0.034(2) 0.010(3) -0.008(2) F O19 0.025(2) 0.033(2) 0.042(2) -0.006(1) -0.009(2) -0.013(2) O N16 0.073(4) 0.055(3) 0.146(7) -0.027(3) -0.016(5) -0.021(4) N C46 0.061(4) 0.040(3) 0.076(5) -0.024(3) -0.003(4) -0.001(3) C C47 0.054(5) 0.075(5) 0.093(7) -0.015(4) -0.013(5) -0.000(5) C O20 0.201(8) 0.133(6) 0.163(9) -0.076(5) -0.017(7) -0.016(6) O # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.332(8) . . ? C1 C2 1.420(9) . . ? C1 N2 1.375(8) . . ? C2 C3 1.36(1) . . ? C3 C4 1.391(9) . . ? C4 C5 1.373(9) . . ? C5 N2 1.375(8) . . ? C5 N3 1.373(8) . . ? N3 C6 1.359(7) . . ? C6 O1 1.224(7) . . ? C6 C7 1.498(8) . . ? C7 C8 1.395(8) . . ? C7 N4 1.344(7) . . ? C8 C9 1.375(8) . . ? C9 C10 1.383(8) . . ? C10 C11 1.392(8) . . ? C11 N4 1.335(7) . . ? C11 C12 1.497(8) . . ? C12 O2 1.216(7) . . ? C12 N5 1.368(7) . . ? N5 C13 1.367(7) . . ? C13 C14 1.376(8) . . ? C13 N6 1.358(7) . . ? C14 C15 1.375(9) . . ? C15 C16 1.388(9) . . ? C16 C17 1.366(8) . . ? C17 N6 1.357(7) . . ? C17 N7 1.384(7) . . ? N7 C18 1.369(7) . . ? C18 O3 1.217(7) . . ? C18 C19 1.498(8) . . ? C19 C20 1.386(8) . . ? C19 N8 1.340(7) . . ? C20 C21 1.373(9) . . ? C21 C22 1.385(8) . . ? C22 C23 1.388(8) . . ? C23 N8 1.328(7) . . ? C23 C24 1.512(8) . . ? C24 O4 1.218(7) . . ? C24 N9 1.363(7) . . ? N9 C25 1.388(7) . . ? C25 C26 1.374(8) . . ? C25 N10 1.361(7) . . ? C26 C27 1.388(8) . . ? C27 C28 1.382(9) . . ? C28 C29 1.374(8) . . ? C29 N10 1.366(7) . . ? C29 N11 1.381(7) . . ? N11 C30 1.368(7) . . ? C30 O5 1.220(7) . . ? C30 C31 1.510(8) . . ? C31 C32 1.393(8) . . ? C31 N12 1.336(7) . . ? C32 C33 1.380(8) . . ? C33 C34 1.385(9) . . ? C34 C35 1.388(9) . . ? C35 N12 1.337(7) . . ? C35 C36 1.497(8) . . ? C36 O6 1.234(7) . . ? C36 N13 1.349(8) . . ? N13 C37 1.391(8) . . ? C37 C38 1.363(9) . . ? C37 N15 1.365(8) . . ? C38 C39 1.39(1) . . ? C39 C40 1.35(1) . . ? C40 C41 1.39(1) . . ? C41 N14 1.345(9) . . ? C41 N15 1.388(8) . . ? S1 O7 1.430(5) . . ? S1 O8 1.429(5) . . ? S1 O9 1.442(5) . . ? S1 C42 1.823(7) . . ? C42 F1 1.304(9) . . ? C42 F2 1.320(9) . . ? C42 F3 1.319(9) . . ? S2 O10 1.426(5) . . ? S2 O11 1.443(5) . . ? S2 O12 1.445(6) . . ? S2 C43 1.820(8) . . ? C43 F4 1.32(1) . . ? C43 F5 1.36(1) . . ? C43 F6 1.320(9) . . ? S3 O13 1.434(5) . . ? S3 O14 1.399(6) . . ? S3 O15 1.424(6) . . ? S3 C44 1.811(9) . . ? C44 F7 1.31(1) . . ? C44 F8 1.29(1) . . ? C44 F9 1.29(1) . . ? F7 F8 2.087(9) . . ? F8 F9 2.10(1) . . ? S4 O16 1.450(6) . . ? S4 O17 1.426(6) . . ? S4 O18 1.431(6) . . ? S4 C45 1.788(8) . . ? C45 F10 1.347(9) . . ? C45 F11 1.307(9) . . ? C45 F12 1.350(9) . . ? N16 C46 1.12(1) . . ? C46 C47 1.46(1) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 124.0(6) . . . ? N1 C1 N2 118.5(6) . . . ? C2 C1 N2 117.5(6) . . . ? C1 C2 C3 119.8(6) . . . ? C2 C3 C4 121.9(6) . . . ? C3 C4 C5 118.1(6) . . . ? C4 C5 N2 120.9(6) . . . ? C4 C5 N3 121.7(6) . . . ? N2 C5 N3 117.4(5) . . . ? C1 N2 C5 121.9(5) . . . ? C5 N3 C6 128.0(5) . . . ? N3 C6 O1 124.2(5) . . . ? N3 C6 C7 114.5(5) . . . ? O1 C6 C7 121.3(5) . . . ? C6 C7 C8 120.1(5) . . . ? C6 C7 N4 116.6(5) . . . ? C8 C7 N4 123.1(5) . . . ? C7 C8 C9 118.3(5) . . . ? C8 C9 C10 119.6(5) . . . ? C9 C10 C11 118.1(5) . . . ? C10 C11 N4 123.6(5) . . . ? C10 C11 C12 119.6(5) . . . ? N4 C11 C12 116.8(5) . . . ? C7 N4 C11 117.2(5) . . . ? C11 C12 O2 122.4(5) . . . ? C11 C12 N5 113.9(5) . . . ? O2 C12 N5 123.7(5) . . . ? C12 N5 C13 126.6(5) . . . ? N5 C13 C14 121.7(5) . . . ? N5 C13 N6 118.3(5) . . . ? C14 C13 N6 120.0(5) . . . ? C13 C14 C15 119.0(6) . . . ? C14 C15 C16 120.7(6) . . . ? C15 C16 C17 118.6(6) . . . ? C16 C17 N6 120.7(5) . . . ? C16 C17 N7 121.0(5) . . . ? N6 C17 N7 118.3(5) . . . ? C13 N6 C17 120.9(5) . . . ? C17 N7 C18 126.3(5) . . . ? N7 C18 O3 123.8(5) . . . ? N7 C18 C19 114.2(5) . . . ? O3 C18 C19 121.9(5) . . . ? C18 C19 C20 119.7(5) . . . ? C18 C19 N8 117.2(5) . . . ? C20 C19 N8 123.0(5) . . . ? C19 C20 C21 118.9(5) . . . ? C20 C21 C22 118.9(5) . . . ? C21 C22 C23 118.2(5) . . . ? C22 C23 N8 123.7(5) . . . ? C22 C23 C24 119.4(5) . . . ? N8 C23 C24 116.9(5) . . . ? C19 N8 C23 117.3(5) . . . ? C23 C24 O4 121.0(5) . . . ? C23 C24 N9 114.9(5) . . . ? O4 C24 N9 124.1(5) . . . ? C24 N9 C25 126.0(5) . . . ? N9 C25 C26 120.9(5) . . . ? N9 C25 N10 118.6(5) . . . ? C26 C25 N10 120.5(5) . . . ? C25 C26 C27 118.6(5) . . . ? C26 C27 C28 120.8(5) . . . ? C27 C28 C29 119.0(5) . . . ? C28 C29 N10 120.1(5) . . . ? C28 C29 N11 121.4(5) . . . ? N10 C29 N11 118.4(5) . . . ? C25 N10 C29 120.8(5) . . . ? C29 N11 C30 126.8(5) . . . ? N11 C30 O5 123.8(5) . . . ? N11 C30 C31 114.6(5) . . . ? O5 C30 C31 121.6(5) . . . ? C30 C31 C32 118.9(5) . . . ? C30 C31 N12 117.5(5) . . . ? C32 C31 N12 123.5(5) . . . ? C31 C32 C33 118.0(5) . . . ? C32 C33 C34 119.6(6) . . . ? C33 C34 C35 117.9(6) . . . ? C34 C35 N12 123.8(5) . . . ? C34 C35 C36 120.2(5) . . . ? N12 C35 C36 116.0(5) . . . ? C31 N12 C35 117.2(5) . . . ? C35 C36 O6 121.5(5) . . . ? C35 C36 N13 114.9(5) . . . ? O6 C36 N13 123.6(6) . . . ? C36 N13 C37 127.3(5) . . . ? N13 C37 C38 121.5(6) . . . ? N13 C37 N15 117.3(6) . . . ? C38 C37 N15 121.2(6) . . . ? C37 C38 C39 118.5(6) . . . ? C38 C39 C40 121.3(7) . . . ? C39 C40 C41 120.2(7) . . . ? C40 C41 N14 124.4(7) . . . ? C40 C41 N15 118.6(6) . . . ? N14 C41 N15 117.0(7) . . . ? C37 N15 C41 120.1(6) . . . ? O7 S1 O8 115.8(4) . . . ? O7 S1 O9 114.1(3) . . . ? O7 S1 C42 103.6(4) . . . ? O8 S1 O9 114.8(3) . . . ? O8 S1 C42 103.0(3) . . . ? O9 S1 C42 103.3(3) . . . ? S1 C42 F1 112.8(5) . . . ? S1 C42 F2 110.5(6) . . . ? S1 C42 F3 110.6(5) . . . ? F1 C42 F2 108.1(6) . . . ? F1 C42 F3 107.3(7) . . . ? F2 C42 F3 107.4(7) . . . ? O10 S2 O11 113.9(4) . . . ? O10 S2 O12 114.5(3) . . . ? O10 S2 C43 103.5(4) . . . ? O11 S2 O12 116.3(4) . . . ? O11 S2 C43 102.0(4) . . . ? O12 S2 C43 104.3(4) . . . ? S2 C43 F4 111.5(6) . . . ? S2 C43 F5 109.3(6) . . . ? S2 C43 F6 111.5(6) . . . ? F4 C43 F5 107.8(8) . . . ? F4 C43 F6 108.3(7) . . . ? F5 C43 F6 108.3(7) . . . ? O13 S3 O14 115.0(4) . . . ? O13 S3 O15 114.7(4) . . . ? O13 S3 C44 104.4(4) . . . ? O14 S3 O15 113.5(5) . . . ? O14 S3 C44 103.0(4) . . . ? O15 S3 C44 104.4(5) . . . ? S3 C44 F7 110.0(6) . . . ? S3 C44 F8 113.1(7) . . . ? S3 C44 F9 110.1(7) . . . ? F7 C44 F8 106.7(8) . . . ? F7 C44 F9 108.2(8) . . . ? F8 C44 F9 108.6(9) . . . ? C44 F7 F8 36.3(5) . . . ? C44 F8 F7 37.1(5) . . . ? C44 F8 F9 35.8(5) . . . ? F7 F8 F9 60.6(4) . . . ? C44 F9 F8 35.6(5) . . . ? O16 S4 O17 113.5(4) . . . ? O16 S4 O18 114.9(4) . . . ? O16 S4 C45 105.6(4) . . . ? O17 S4 O18 115.8(4) . . . ? O17 S4 C45 102.2(4) . . . ? O18 S4 C45 102.7(4) . . . ? S4 C45 F10 111.1(6) . . . ? S4 C45 F11 112.2(6) . . . ? S4 C45 F12 112.6(5) . . . ? F10 C45 F11 107.6(6) . . . ? F10 C45 F12 105.5(6) . . . ? F11 C45 F12 107.5(7) . . . ? N16 C46 C47 175(1) . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 30.10 _diffrn_measured_fraction_theta_full 0.991