# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Victoria Alcazar' _publ_contact_author_email valcazar@etsii.upm.es _publ_section_title ; Sulfonamide carbazole receptors for anion recognition ; loop_ _publ_author_name 'A.Fuentes de Arriba' M.Turiel L.Simon F.Sanz J.Boyero ; J.Rodrguez Morn ; V.Alcazar # Attachment 'BASE1.cif' # data_14fin _database_code_depnum_ccdc_archive 'CCDC 832821' #TrackingRef 'BASE1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C28 H43 N3 O4 S2), C6 H12' _chemical_formula_sum 'C62 H98 N6 O8 S4' _chemical_formula_weight 1183.74 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' 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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall -P2yn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.7484(4) _cell_length_b 15.5301(4) _cell_length_c 26.3541(7) _cell_angle_alpha 90.00 _cell_angle_beta 106.5620(10) _cell_angle_gamma 90.00 _cell_volume 6962.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5871 _cell_measurement_theta_min 4.51 _cell_measurement_theta_max 63.89 _exptl_crystal_description Prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 1.665 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.852 _exptl_absorpt_correction_T_max 0.905 _exptl_absorpt_process_details 'SADABS (Bruker, 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48691 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 67.12 _reflns_number_total 11833 _reflns_number_gt 9300 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker 2006)' _computing_cell_refinement 'SAINT (Bruker 2006)' _computing_data_reduction 'SAINT (Bruker 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3 (Macrae et al, 2008)' _computing_publication_material 'Bruker SHELXTL' _chemical_absolute_configuration rm _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^)+(0.1537P)^2^+4.1120P] 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 11833 _refine_ls_number_parameters 686 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0882 _refine_ls_R_factor_gt 0.0741 _refine_ls_wR_factor_ref 0.2455 _refine_ls_wR_factor_gt 0.2275 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 8.125 _refine_ls_shift/su_mean 0.191 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 0.31655(6) -0.08408(6) 0.27062(4) 0.0656(3) Uani 1 1 d . . . S2 S 0.54644(5) 0.13675(6) 0.18986(4) 0.0668(3) Uani 1 1 d . . . O1 O 0.2788(2) -0.1090(2) 0.30907(12) 0.0891(9) Uani 1 1 d . . . O2 O 0.39909(15) -0.06465(17) 0.28638(10) 0.0747(7) Uani 1 1 d . . . O3 O 0.54061(15) 0.04591(16) 0.19696(11) 0.0728(7) Uani 1 1 d . . . O4 O 0.59217(16) 0.1686(2) 0.15731(13) 0.0947(10) Uani 1 1 d . . . N1 N 0.38157(16) 0.07371(17) 0.21123(11) 0.0575(7) Uani 1 1 d . . . H1N H 0.4195 0.0398 0.2267 0.069 Uiso 1 1 calc R . . N2 N 0.30618(18) -0.16052(19) 0.22879(13) 0.0701(8) Uani 1 1 d . . . H2N H 0.3465 -0.1799 0.2205 0.084 Uiso 1 1 calc R . . N3 N 0.5819(2) 0.1739(2) 0.24804(15) 0.0847(10) Uani 1 1 d . . . H3N H 0.5921 0.1397 0.2748 0.102 Uiso 1 1 calc R . . C1 C 0.1880(2) 0.0184(2) 0.23266(16) 0.0684(9) Uani 1 1 d . . . H1 H 0.1633 -0.0213 0.2489 0.082 Uiso 1 1 calc R . . C2 C 0.1427(2) 0.0869(2) 0.20435(16) 0.0682(9) Uani 1 1 d . . . C3 C 0.1811(2) 0.1452(2) 0.18025(15) 0.0647(9) Uani 1 1 d . . . H3 H 0.1533 0.1911 0.1611 0.078 Uiso 1 1 calc R . . C4 C 0.26034(19) 0.1355(2) 0.18457(14) 0.0556(7) Uani 1 1 d . . . C5 C 0.31360(19) 0.1850(2) 0.16260(13) 0.0560(8) Uani 1 1 d . . . C6 C 0.3025(2) 0.2556(2) 0.12939(14) 0.0627(8) Uani 1 1 d . . . H6 H 0.2534 0.2819 0.1186 0.075 Uiso 1 1 calc R . . C7 C 0.3638(2) 0.2877(2) 0.11196(15) 0.0663(9) Uani 1 1 d . . . C8 C 0.4372(2) 0.2473(2) 0.13084(14) 0.0657(9) Uani 1 1 d . . . H8 H 0.4790 0.2686 0.1199 0.079 Uiso 1 1 calc R . . C9 C 0.4505(2) 0.1778(2) 0.16461(14) 0.0606(8) Uani 1 1 d . . . C10 C 0.38687(19) 0.1442(2) 0.18001(13) 0.0542(7) Uani 1 1 d . . . C11 C 0.3043(2) 0.0676(2) 0.21318(14) 0.0566(8) Uani 1 1 d . . . C12 C 0.2673(2) 0.0071(2) 0.23763(14) 0.0596(8) Uani 1 1 d . . . C13 C 0.0556(2) 0.0945(3) 0.2004(2) 0.0875(13) Uani 1 1 d . . . C14 C 0.0137(4) 0.0219(6) 0.1693(6) 0.246(7) Uani 1 1 d . . . H14A H -0.0166 -0.0072 0.1890 0.369 Uiso 1 1 calc R . . H14B H 0.0509 -0.0175 0.1619 0.369 Uiso 1 1 calc R . . H14C H -0.0208 0.0428 0.1366 0.369 Uiso 1 1 calc R . . C15 C 0.0467(4) 0.0941(8) 0.2559(4) 0.213(5) Uani 1 1 d . . . H15A H -0.0076 0.1021 0.2542 0.320 Uiso 1 1 calc R . . H15B H 0.0774 0.1399 0.2761 0.320 Uiso 1 1 calc R . . H15C H 0.0647 0.0399 0.2726 0.320 Uiso 1 1 calc R . . C16 C 0.0205(3) 0.1792(5) 0.1759(4) 0.153(3) Uani 1 1 d . . . H16A H 0.0287 0.1855 0.1417 0.230 Uiso 1 1 calc R . . H16B H 0.0453 0.2259 0.1983 0.230 Uiso 1 1 calc R . . H16C H -0.0349 0.1796 0.1724 0.230 Uiso 1 1 calc R . . C17 C 0.3530(3) 0.3653(3) 0.0751(2) 0.0896(13) Uani 1 1 d . . . C18 C 0.2698(5) 0.3856(7) 0.0492(5) 0.244(7) Uani 1 1 d . . . H18A H 0.2663 0.4389 0.0302 0.367 Uiso 1 1 calc R . . H18B H 0.2422 0.3909 0.0755 0.367 Uiso 1 1 calc R . . H18C H 0.2467 0.3404 0.0249 0.367 Uiso 1 1 calc R . . C19 C 0.3965(9) 0.3557(9) 0.0360(5) 0.344(12) Uani 1 1 d . . . H19A H 0.3759 0.3076 0.0134 0.515 Uiso 1 1 calc R . . H19B H 0.4511 0.3459 0.0538 0.515 Uiso 1 1 calc R . . H19C H 0.3912 0.4071 0.0151 0.515 Uiso 1 1 calc R . . C20 C 0.3850(8) 0.4422(5) 0.1077(5) 0.274(8) Uani 1 1 d . . . H20A H 0.4323 0.4267 0.1345 0.411 Uiso 1 1 calc R . . H20B H 0.3469 0.4633 0.1242 0.411 Uiso 1 1 calc R . . H20C H 0.3967 0.4863 0.0855 0.411 Uiso 1 1 calc R . . C21 C 0.2282(2) -0.1982(3) 0.20432(19) 0.0806(11) Uani 1 1 d . . . H21A H 0.1947 -0.1561 0.1815 0.097 Uiso 1 1 calc R . . H21B H 0.2040 -0.2144 0.2316 0.097 Uiso 1 1 calc R . . C22 C 0.2364(3) -0.2771(3) 0.1722(2) 0.0873(12) Uani 1 1 d . . . H22A H 0.2617 -0.2606 0.1456 0.105 Uiso 1 1 calc R . . H22B H 0.2698 -0.3189 0.1954 0.105 Uiso 1 1 calc R . . C23 C 0.1575(4) -0.3187(4) 0.1451(2) 0.1137(18) Uani 1 1 d D . . H23A H 0.1321 -0.3352 0.1717 0.136 Uiso 1 1 calc R . . H23B H 0.1241 -0.2769 0.1219 0.136 Uiso 1 1 calc R . . C24 C 0.1656(5) -0.3964(4) 0.1135(3) 0.146(3) Uani 1 1 d D . . H24A H 0.1810 -0.3789 0.0830 0.219 Uiso 1 1 calc R . . H24B H 0.1162 -0.4261 0.1024 0.219 Uiso 1 1 calc R . . H24C H 0.2048 -0.4341 0.1349 0.219 Uiso 1 1 calc R . . C25 C 0.5971(5) 0.2662(4) 0.2562(3) 0.145(3) Uani 1 1 d D . . H25A H 0.6437 0.2797 0.2454 0.174 Uiso 1 1 calc R . . H25B H 0.5535 0.2968 0.2324 0.174 Uiso 1 1 calc R . . C26 C 0.6075(18) 0.2979(7) 0.3045(7) 0.47(2) Uani 1 1 d D . . H26A H 0.5896 0.3570 0.2979 0.569 Uiso 1 1 calc R . . H26B H 0.6642 0.3017 0.3184 0.569 Uiso 1 1 calc R . . C27 C 0.5821(12) 0.2735(8) 0.3512(6) 0.427(19) Uani 1 1 d D . . H27A H 0.5705 0.2125 0.3513 0.513 Uiso 1 1 calc R . . H27B H 0.5365 0.3063 0.3532 0.513 Uiso 1 1 calc R . . C28 C 0.65864(6) 0.29840(17) 0.39812(2) 0.528(13) Uani 1 1 d D . . H28D H 0.6851 0.3458 0.3872 0.791 Uiso 1 1 calc R . . H28E H 0.6934 0.2498 0.4063 0.791 Uiso 1 1 calc R . . H28F H 0.6433 0.3145 0.4289 0.791 Uiso 1 1 calc R . . S1' S 1.02213(4) 0.32950(4) 0.34747(3) 0.0724(3) Uani 1 1 d R . . S2' S 0.91358(3) 0.50464(4) 0.12727(2) 0.0557(2) Uani 1 1 d R . . O1' O 1.06495(5) 0.27073(4) 0.38651(4) 0.1057(11) Uani 1 1 d R . . O2' O 1.06164(3) 0.37363(4) 0.31429(2) 0.0794(8) Uani 1 1 d R . . O3' O 0.94262(4) 0.53940(4) 0.17956(3) 0.0666(6) Uani 1 1 d R . . O4' O 0.87133(4) 0.55866(4) 0.08478(3) 0.0810(8) Uani 1 1 d R . . N1' N 0.91757(3) 0.36816(4) 0.22450(2) 0.0500(6) Uani 1 1 d R . . H1A H 0.9542 0.4059 0.2348 0.060 Uiso 1 1 calc R . . N2' N 0.9872(3) 0.4034(3) 0.37644(14) 0.0962(12) Uani 1 1 d . . . H2B H 0.9936 0.4565 0.3694 0.115 Uiso 1 1 calc R . . N3' N 0.98857(18) 0.4657(2) 0.11304(12) 0.0720(8) Uani 1 1 d . . . H3C H 1.0346 0.4732 0.1346 0.086 Uiso 1 1 calc R . . C1' C 0.9170(2) 0.1984(3) 0.32452(14) 0.0661(9) Uani 1 1 d . . . H1' H 0.9434 0.1800 0.3585 0.079 Uiso 1 1 calc R . . C2' C 0.8530(2) 0.1495(3) 0.29510(15) 0.0678(10) Uani 1 1 d . . . C3' C 0.8130(2) 0.1792(2) 0.24474(14) 0.0620(8) Uani 1 1 d . . . H3' H 0.7692 0.1496 0.2245 0.074 Uiso 1 1 calc R . . C4' C 0.83862(18) 0.2530(2) 0.22456(12) 0.0509(7) Uani 1 1 d . . . C5' C 0.81243(17) 0.29443(19) 0.17333(11) 0.0471(6) Uani 1 1 d . . . C6' C 0.75201(19) 0.2764(2) 0.12792(12) 0.0533(7) Uani 1 1 d . . . H6' H 0.7187 0.2300 0.1276 0.064 Uiso 1 1 calc R . . C7' C 0.74105(19) 0.3270(2) 0.08311(12) 0.0546(7) Uani 1 1 d . . . C8' C 0.79101(18) 0.3971(2) 0.08569(12) 0.0511(7) Uani 1 1 d . . . H8' H 0.7832 0.4322 0.0560 0.061 Uiso 1 1 calc R . . C9' C 0.85170(17) 0.41705(18) 0.13023(11) 0.0464(6) Uani 1 1 d . . . C10' C 0.86300(17) 0.36506(18) 0.17524(11) 0.0455(6) Uani 1 1 d . . . C11' C 0.90334(17) 0.3004(2) 0.25421(12) 0.0506(7) Uani 1 1 d . . . C12' C 0.94310(19) 0.2726(2) 0.30582(13) 0.0594(8) Uani 1 1 d . . . C13' C 0.8304(2) 0.0666(3) 0.31883(19) 0.0865(13) Uani 1 1 d . . . C14' C 0.8987(3) 0.0038(4) 0.3309(3) 0.150(3) Uani 1 1 d . . . H14D H 0.9180 -0.0014 0.3005 0.225 Uiso 1 1 calc R . . H14E H 0.8813 -0.0515 0.3394 0.225 Uiso 1 1 calc R . . H14F H 0.9399 0.0245 0.3605 0.225 Uiso 1 1 calc R . . C15' C 0.8076(5) 0.0906(5) 0.3693(3) 0.160(3) Uani 1 1 d . . . H15D H 0.8513 0.1182 0.3940 0.239 Uiso 1 1 calc R . . H15E H 0.7939 0.0394 0.3850 0.239 Uiso 1 1 calc R . . H15F H 0.7635 0.1291 0.3603 0.239 Uiso 1 1 calc R . . C16' C 0.7620(4) 0.0215(4) 0.2816(3) 0.140(3) Uani 1 1 d . . . H16D H 0.7153 0.0553 0.2772 0.210 Uiso 1 1 calc R . . H16E H 0.7550 -0.0339 0.2959 0.210 Uiso 1 1 calc R . . H16F H 0.7720 0.0140 0.2479 0.210 Uiso 1 1 calc R . . C17' C 0.6777(2) 0.3072(3) 0.03124(13) 0.0713(10) Uani 1 1 d . . . C18' C 0.6379(5) 0.2228(5) 0.0327(2) 0.167(4) Uani 1 1 d . . . H18D H 0.6021 0.2282 0.0538 0.251 Uiso 1 1 calc R . . H18E H 0.6767 0.1798 0.0479 0.251 Uiso 1 1 calc R . . H18F H 0.6095 0.2061 -0.0026 0.251 Uiso 1 1 calc R . . C19' C 0.6187(4) 0.3780(5) 0.0201(3) 0.171(4) Uani 1 1 d . . . H19D H 0.5856 0.3730 -0.0156 0.257 Uiso 1 1 calc R . . H19E H 0.6454 0.4325 0.0245 0.257 Uiso 1 1 calc R . . H19F H 0.5872 0.3742 0.0442 0.257 Uiso 1 1 calc R . . C20' C 0.7128(5) 0.3117(6) -0.0148(2) 0.165(4) Uani 1 1 d . . . H20D H 0.7595 0.2770 -0.0072 0.248 Uiso 1 1 calc R . . H20E H 0.7259 0.3703 -0.0201 0.248 Uiso 1 1 calc R . . H20F H 0.6753 0.2906 -0.0462 0.248 Uiso 1 1 calc R . . C21' C 0.9449(5) 0.3824(6) 0.4144(3) 0.146(3) Uani 1 1 d . . . H21C H 0.9068 0.3378 0.3993 0.176 Uiso 1 1 calc R . . H21D H 0.9819 0.3587 0.4458 0.176 Uiso 1 1 calc R . . C22' C 0.9078(16) 0.4474(14) 0.4288(9) 0.47(2) Uani 1 1 d D . . H22C H 0.9382 0.5001 0.4323 0.559 Uiso 1 1 calc R . . H22D H 0.8965 0.4355 0.4620 0.559 Uiso 1 1 calc R . . C23' C 0.8319(13) 0.454(2) 0.3828(12) 0.62(4) Uani 1 1 d D . . H23C H 0.8152 0.3940 0.3765 0.741 Uiso 1 1 calc R . . H23D H 0.8504 0.4696 0.3529 0.741 Uiso 1 1 calc R . . C24' C 0.7503(12) 0.5053(14) 0.3726(8) 0.362(11) Uani 1 1 d D . . H24D H 0.7114 0.4796 0.3435 0.543 Uiso 1 1 calc R . . H24E H 0.7581 0.5642 0.3644 0.543 Uiso 1 1 calc R . . H24F H 0.7327 0.5028 0.4038 0.543 Uiso 1 1 calc R . . C25' C 0.9802(4) 0.4177(6) 0.0640(2) 0.138(3) Uani 1 1 d . . . H25C H 0.9352 0.3797 0.0590 0.166 Uiso 1 1 calc R . . H25D H 0.9675 0.4586 0.0350 0.166 Uiso 1 1 calc R . . C26' C 1.0444(7) 0.3674(8) 0.0593(4) 0.221(6) Uani 1 1 d . . . H26C H 1.0574 0.3285 0.0894 0.266 Uiso 1 1 calc R . . H26D H 1.0885 0.4065 0.0643 0.266 Uiso 1 1 calc R . . C27' C 1.0429(8) 0.3168(10) 0.0142(6) 0.244(7) Uani 1 1 d D . . H27C H 1.0220 0.3525 -0.0168 0.292 Uiso 1 1 calc R . . H27D H 1.0969 0.3036 0.0157 0.292 Uiso 1 1 calc R . . C28' C 1.0028(14) 0.2426(13) 0.0061(9) 0.365(12) Uani 1 1 d D . . H28A H 1.0364 0.1967 0.0238 0.547 Uiso 1 1 calc R . . H28B H 0.9849 0.2307 -0.0312 0.547 Uiso 1 1 calc R . . H28C H 0.9584 0.2471 0.0199 0.547 Uiso 1 1 calc R . . C29 C 0.1091(15) -0.0099(16) 0.0326(10) 0.381(11) Uiso 1 1 d . . . H29A H 0.0559 -0.0287 0.0150 0.457 Uiso 1 1 calc R . . H29B H 0.1069 0.0275 0.0617 0.457 Uiso 1 1 calc R . . C30 C 0.1607(14) -0.0901(14) 0.0551(9) 0.348(10) Uiso 1 1 d . . . H30A H 0.1413 -0.1187 0.0816 0.418 Uiso 1 1 calc R . . H30B H 0.1597 -0.1307 0.0270 0.418 Uiso 1 1 calc R . . C31 C 0.2352(11) -0.0605(11) 0.0771(7) 0.272(7) Uiso 1 1 d . . . H31A H 0.2670 -0.1118 0.0874 0.327 Uiso 1 1 calc R . . H31B H 0.2338 -0.0330 0.1098 0.327 Uiso 1 1 calc R . . C32 C 0.2793(9) -0.0069(10) 0.0558(6) 0.261(6) Uiso 1 1 d . . . H32A H 0.3042 -0.0388 0.0333 0.314 Uiso 1 1 calc R . . H32B H 0.3197 0.0213 0.0835 0.314 Uiso 1 1 calc R . . C33 C 0.2129(12) 0.0682(11) 0.0189(8) 0.293(8) Uiso 1 1 d . . . H33A H 0.2092 0.1157 0.0420 0.352 Uiso 1 1 calc R . . H33B H 0.2341 0.0910 -0.0085 0.352 Uiso 1 1 calc R . . C34 C 0.1392(11) 0.0383(12) -0.0044(7) 0.292(7) Uiso 1 1 d . . . H34A H 0.1400 0.0015 -0.0340 0.350 Uiso 1 1 calc R . . H34B H 0.1045 0.0864 -0.0181 0.350 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0682(5) 0.0618(5) 0.0664(5) 0.0085(4) 0.0183(4) -0.0087(4) S2 0.0499(5) 0.0727(6) 0.0780(6) 0.0166(4) 0.0184(4) 0.0010(4) O1 0.109(2) 0.0849(18) 0.0823(18) 0.0183(15) 0.0422(17) -0.0125(16) O2 0.0665(15) 0.0765(16) 0.0719(16) 0.0090(13) 0.0052(12) -0.0109(13) O3 0.0630(14) 0.0667(15) 0.0875(17) 0.0063(13) 0.0197(13) 0.0068(12) O4 0.0622(16) 0.121(2) 0.110(2) 0.0391(19) 0.0388(16) 0.0046(16) N1 0.0497(14) 0.0559(15) 0.0685(17) 0.0110(13) 0.0195(13) 0.0025(12) N2 0.0600(17) 0.0585(16) 0.091(2) -0.0024(15) 0.0206(16) -0.0042(13) N3 0.087(2) 0.0647(19) 0.086(2) 0.0140(17) -0.0009(19) -0.0109(17) C1 0.069(2) 0.067(2) 0.080(2) -0.0064(18) 0.0379(19) -0.0128(18) C2 0.060(2) 0.068(2) 0.083(2) -0.0073(18) 0.0320(18) -0.0001(17) C3 0.0578(19) 0.061(2) 0.079(2) 0.0015(17) 0.0263(17) 0.0049(16) C4 0.0523(17) 0.0527(17) 0.0666(19) -0.0006(14) 0.0248(15) 0.0007(14) C5 0.0549(18) 0.0543(17) 0.0619(19) 0.0021(14) 0.0215(15) 0.0037(14) C6 0.0586(19) 0.0598(19) 0.071(2) 0.0083(16) 0.0210(16) 0.0094(16) C7 0.064(2) 0.068(2) 0.068(2) 0.0139(17) 0.0212(17) 0.0031(17) C8 0.0577(19) 0.073(2) 0.068(2) 0.0155(18) 0.0214(16) -0.0016(17) C9 0.0522(18) 0.065(2) 0.066(2) 0.0090(16) 0.0203(15) 0.0002(15) C10 0.0523(17) 0.0550(17) 0.0576(18) 0.0028(14) 0.0190(14) 0.0011(14) C11 0.0573(18) 0.0532(17) 0.0640(19) -0.0014(15) 0.0250(15) -0.0036(14) C12 0.063(2) 0.0549(18) 0.066(2) -0.0003(15) 0.0255(16) -0.0054(15) C13 0.061(2) 0.090(3) 0.124(4) -0.005(3) 0.046(2) -0.007(2) C14 0.060(3) 0.200(8) 0.466(19) -0.148(11) 0.055(6) -0.032(4) C15 0.116(5) 0.377(16) 0.188(8) 0.067(9) 0.109(6) 0.076(7) C16 0.078(3) 0.146(5) 0.256(9) 0.052(6) 0.078(5) 0.036(4) C17 0.080(3) 0.095(3) 0.095(3) 0.041(3) 0.026(2) 0.009(2) C18 0.120(5) 0.263(11) 0.298(12) 0.226(11) -0.025(7) -0.015(6) C19 0.425(19) 0.406(19) 0.319(15) 0.303(16) 0.299(16) 0.297(17) C20 0.376(17) 0.109(5) 0.231(11) 0.091(7) -0.082(11) -0.094(8) C21 0.065(2) 0.068(2) 0.102(3) 0.002(2) 0.013(2) -0.0088(19) C22 0.080(3) 0.073(3) 0.101(3) -0.006(2) 0.013(2) -0.007(2) C23 0.111(4) 0.101(4) 0.116(4) -0.014(3) 0.011(3) -0.024(3) C24 0.188(7) 0.111(4) 0.129(5) -0.016(4) 0.030(5) -0.044(5) C25 0.213(8) 0.081(3) 0.117(5) -0.002(3) 0.006(5) -0.056(4) C26 1.10(7) 0.078(6) 0.301(19) -0.048(9) 0.29(3) -0.031(16) C27 0.87(5) 0.097(8) 0.32(2) 0.013(10) 0.17(3) -0.108(16) C28 0.86(4) 0.30(2) 0.44(3) 0.04(2) 0.21(3) 0.02(3) S1' 0.0622(5) 0.0940(7) 0.0525(5) 0.0106(4) 0.0026(4) 0.0068(5) S2' 0.0601(5) 0.0483(4) 0.0561(5) 0.0057(3) 0.0124(4) -0.0085(3) O1' 0.093(2) 0.125(3) 0.0736(18) 0.0274(18) -0.0180(16) 0.0126(19) O2' 0.0559(14) 0.105(2) 0.0725(16) 0.0038(15) 0.0101(12) -0.0070(14) O3' 0.0755(15) 0.0543(13) 0.0660(14) -0.0106(11) 0.0138(12) -0.0129(11) O4' 0.0849(18) 0.0629(14) 0.0825(17) 0.0297(13) 0.0036(14) -0.0123(13) N1' 0.0494(13) 0.0518(14) 0.0451(13) 0.0050(11) 0.0076(11) -0.0020(11) N2' 0.127(3) 0.101(3) 0.062(2) -0.0053(19) 0.030(2) 0.004(2) N3' 0.0589(17) 0.096(2) 0.0627(17) -0.0051(16) 0.0193(14) -0.0142(16) C1' 0.0540(19) 0.085(2) 0.061(2) 0.0276(18) 0.0179(16) 0.0144(18) C2' 0.0565(19) 0.077(2) 0.076(2) 0.0329(19) 0.0292(18) 0.0150(17) C3' 0.0502(17) 0.067(2) 0.071(2) 0.0197(17) 0.0201(16) 0.0031(15) C4' 0.0465(15) 0.0523(16) 0.0545(17) 0.0117(13) 0.0152(13) 0.0049(13) C5' 0.0471(15) 0.0467(15) 0.0485(15) 0.0041(12) 0.0150(12) -0.0007(12) C6' 0.0526(17) 0.0512(16) 0.0537(17) 0.0018(13) 0.0114(14) -0.0086(14) C7' 0.0560(18) 0.0580(18) 0.0475(16) -0.0002(14) 0.0110(14) -0.0075(14) C8' 0.0594(18) 0.0504(16) 0.0430(15) 0.0037(12) 0.0139(13) -0.0004(14) C9' 0.0499(16) 0.0428(14) 0.0463(15) 0.0019(12) 0.0135(13) -0.0008(12) C10' 0.0464(15) 0.0446(15) 0.0447(15) 0.0014(12) 0.0120(12) 0.0034(12) C11' 0.0450(15) 0.0586(17) 0.0487(16) 0.0108(14) 0.0142(13) 0.0095(13) C12' 0.0515(17) 0.075(2) 0.0516(17) 0.0143(16) 0.0148(14) 0.0126(16) C13' 0.066(2) 0.094(3) 0.105(3) 0.052(3) 0.034(2) 0.008(2) C14' 0.100(4) 0.111(4) 0.247(8) 0.103(5) 0.062(5) 0.024(3) C15' 0.190(7) 0.173(7) 0.153(6) 0.054(5) 0.108(6) -0.024(6) C16' 0.110(4) 0.129(5) 0.166(6) 0.082(5) 0.016(4) -0.037(4) C17' 0.073(2) 0.086(2) 0.0462(17) -0.0006(17) 0.0034(16) -0.022(2) C18' 0.212(8) 0.155(6) 0.083(3) 0.019(4) -0.040(4) -0.115(6) C19' 0.128(5) 0.177(7) 0.143(6) -0.017(5) -0.067(5) 0.018(5) C20' 0.170(6) 0.261(9) 0.063(3) -0.050(4) 0.031(3) -0.114(7) C21' 0.185(7) 0.185(7) 0.089(4) 0.011(4) 0.071(4) 0.040(6) C22' 0.71(6) 0.30(2) 0.64(5) 0.12(3) 0.58(5) 0.13(3) C23' 0.32(3) 0.99(10) 0.69(6) 0.31(6) 0.39(4) 0.11(4) C24' 0.30(2) 0.49(3) 0.33(2) 0.10(2) 0.142(18) 0.02(2) C25' 0.097(4) 0.249(9) 0.077(3) -0.048(4) 0.039(3) -0.005(5) C26' 0.198(10) 0.289(13) 0.155(7) -0.110(8) 0.017(7) 0.073(9) C27' 0.232(13) 0.237(14) 0.298(16) -0.129(13) 0.135(12) -0.046(11) C28' 0.40(3) 0.33(2) 0.39(3) -0.15(2) 0.15(2) -0.05(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 S1 O1 1.418(3) . ? S1 O2 1.436(3) . ? S1 N2 1.595(3) . ? S1 C12 1.759(4) . ? S2 O4 1.427(3) . ? S2 O3 1.431(3) . ? S2 N3 1.591(4) . ? S2 C9 1.762(3) . ? N1 C11 1.391(4) . ? N1 C10 1.389(4) . ? N1 H1N 0.8600 . ? N2 C21 1.472(5) . ? N2 H2N 0.8600 . ? N3 C25 1.463(6) . ? N3 H3N 0.8600 . ? C1 C12 1.386(5) . ? C1 C2 1.412(6) . ? C1 H1 0.9300 . ? C2 C3 1.390(5) . ? C2 C13 1.524(5) . ? C3 C4 1.387(5) . ? C3 H3 0.9300 . ? C4 C11 1.398(5) . ? C4 C5 1.460(4) . ? C5 C6 1.381(5) . ? C5 C10 1.401(5) . ? C6 C7 1.388(5) . ? C6 H6 0.9300 . ? C7 C8 1.403(5) . ? C7 C17 1.525(5) . ? C8 C9 1.376(5) . ? C8 H8 0.9300 . ? C9 C10 1.404(5) . ? C11 C12 1.404(5) . ? C13 C14 1.465(9) . ? C13 C15 1.516(9) . ? C13 C16 1.518(8) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9601 . ? C15 H15A 0.9601 . ? C15 H15B 0.9601 . ? C15 H15C 0.9601 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.462(9) . ? C17 C18 1.474(9) . ? C17 C20 1.487(11) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9601 . ? C19 H19B 0.9601 . ? C19 H19C 0.9601 . ? C20 H20A 0.9603 . ? C20 H20B 0.9603 . ? C20 H20C 0.9603 . ? C21 C22 1.519(6) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.522(7) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.496(8) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.328(12) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.477(16) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.602(15) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28D 0.9600 . ? C28 H28E 0.9600 . ? C28 H28F 0.9600 . ? S1' O1' 1.4224 . ? S1' O2' 1.4407 . ? S1' N2' 1.599(4) . ? S1' C12' 1.754(4) . ? S2' O4' 1.4288 . ? S2' O3' 1.4321 . ? S2' N3' 1.601(3) . ? S2' C9' 1.764(3) . ? N1' C11' 1.378(3) . ? N1' C10' 1.382(3) . ? N1' H1A 0.8601 . ? N2' C21' 1.448(8) . ? N2' H2B 0.8600 . ? N3' C25' 1.462(6) . ? N3' H3C 0.8600 . ? C1' C12' 1.383(5) . ? C1' C2' 1.402(6) . ? C1' H1' 0.9300 . ? C2' C3' 1.393(5) . ? C2' C13' 1.534(5) . ? C3' C4' 1.393(4) . ? C3' H3' 0.9300 . ? C4' C11' 1.400(5) . ? C4' C5' 1.447(4) . ? C5' C6' 1.389(4) . ? C5' C10' 1.409(4) . ? C6' C7' 1.385(4) . ? C6' H6' 0.9300 . ? C7' C8' 1.394(4) . ? C7' C17' 1.533(4) . ? C8' C9' 1.383(4) . ? C8' H8' 0.9300 . ? C9' C10' 1.401(4) . ? C11' C12' 1.410(4) . ? C13' C16' 1.499(8) . ? C13' C14' 1.518(7) . ? C13' C15' 1.541(8) . ? C14' H14D 0.9600 . ? C14' H14E 0.9600 . ? C14' H14F 0.9600 . ? C15' H15D 0.9600 . ? C15' H15E 0.9600 . ? C15' H15F 0.9600 . ? C16' H16D 0.9600 . ? C16' H16E 0.9600 . ? C16' H16F 0.9600 . ? C17' C18' 1.494(7) . ? C17' C19' 1.488(9) . ? C17' C20' 1.516(7) . ? C18' H18D 0.9600 . ? C18' H18E 0.9600 . ? C18' H18F 0.9600 . ? C19' H19D 0.9600 . ? C19' H19E 0.9600 . ? C19' H19F 0.9600 . ? C20' H20D 0.9601 . ? C20' H20E 0.9601 . ? C20' H20F 0.9601 . ? C21' C22' 1.319(19) . ? C21' H21C 0.9700 . ? C21' H21D 0.9700 . ? C22' C23' 1.537(19) . ? C22' H22C 0.9700 . ? C22' H22D 0.9700 . ? C23' C24' 1.610(17) . ? C23' H23C 0.9700 . ? C23' H23D 0.9700 . ? C24' H24D 0.9601 . ? C24' H24E 0.9601 . ? C24' H24F 0.9601 . ? C25' C26' 1.416(10) . ? C25' H25C 0.9700 . ? C25' H25D 0.9700 . ? C26' C27' 1.420(13) . ? C26' H26C 0.9700 . ? C26' H26D 0.9700 . ? C27' C28' 1.339(14) . ? C27' H27C 0.9700 . ? C27' H27D 0.9700 . ? C28' H28A 0.9602 . ? C28' H28B 0.9602 . ? C28' H28C 0.9601 . ? C29 C34 1.45(2) . ? C29 C30 1.56(3) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.36(2) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.367(18) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.744(19) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.36(2) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? 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 O1 S1 O2 120.07(18) . . ? O1 S1 N2 107.80(18) . . ? O2 S1 N2 105.27(17) . . ? O1 S1 C12 107.68(18) . . ? O2 S1 C12 107.24(16) . . ? N2 S1 C12 108.32(17) . . ? O4 S2 O3 119.66(19) . . ? O4 S2 N3 108.5(2) . . ? O3 S2 N3 104.79(17) . . ? O4 S2 C9 107.57(17) . . ? O3 S2 C9 107.95(16) . . ? N3 S2 C9 107.87(19) . . ? C11 N1 C10 108.0(3) . . ? C11 N1 H1N 126.0 . . ? C10 N1 H1N 126.0 . . ? C21 N2 S1 120.5(3) . . ? C21 N2 H2N 119.7 . . ? S1 N2 H2N 119.8 . . ? C25 N3 S2 120.2(4) . . ? C25 N3 H3N 120.0 . . ? S2 N3 H3N 119.9 . . ? C12 C1 C2 123.7(3) . . ? C12 C1 H1 118.2 . . ? C2 C1 H1 118.1 . . ? C3 C2 C1 116.9(3) . . ? C3 C2 C13 122.6(4) . . ? C1 C2 C13 120.5(3) . . ? C2 C3 C4 120.6(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C3 C4 C11 121.5(3) . . ? C3 C4 C5 131.8(3) . . ? C11 C4 C5 106.6(3) . . ? C6 C5 C10 121.2(3) . . ? C6 C5 C4 132.7(3) . . ? C10 C5 C4 106.1(3) . . ? C5 C6 C7 120.7(3) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.6 . . ? C6 C7 C8 117.2(3) . . ? C6 C7 C17 121.8(3) . . ? C8 C7 C17 121.0(3) . . ? C9 C8 C7 123.4(3) . . ? C9 C8 H8 118.3 . . ? C7 C8 H8 118.3 . . ? C8 C9 C10 118.4(3) . . ? C8 C9 S2 119.8(3) . . ? C10 C9 S2 121.8(3) . . ? N1 C10 C9 131.3(3) . . ? N1 C10 C5 109.7(3) . . ? C9 C10 C5 119.0(3) . . ? N1 C11 C4 109.5(3) . . ? N1 C11 C12 131.2(3) . . ? C4 C11 C12 119.4(3) . . ? C1 C12 C11 117.8(3) . . ? C1 C12 S1 119.8(3) . . ? C11 C12 S1 122.3(3) . . ? C14 C13 C15 111.1(8) . . ? C14 C13 C16 110.3(7) . . ? C15 C13 C16 105.7(6) . . ? C14 C13 C2 108.8(4) . . ? C15 C13 C2 108.4(5) . . ? C16 C13 C2 112.4(4) . . ? C13 C14 H14A 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.6 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.4 . . ? C13 C15 H15B 109.6 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.4 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.4 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C19 C17 C18 110.8(8) . . ? C19 C17 C20 107.3(10) . . ? C18 C17 C20 105.3(9) . . ? C19 C17 C7 111.9(5) . . ? C18 C17 C7 113.1(4) . . ? C20 C17 C7 108.0(5) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.1 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.9 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.3 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.6 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.3 . . ? H20A C20 H20B 109.4 . . ? C17 C20 H20C 109.6 . . ? H20A C20 H20C 109.4 . . ? H20B C20 H20C 109.4 . . ? N2 C21 C22 109.7(4) . . ? N2 C21 H21A 109.7 . . ? C22 C21 H21A 109.7 . . ? N2 C21 H21B 109.7 . . ? C22 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? C23 C22 C21 112.5(4) . . ? C23 C22 H22A 109.2 . . ? C21 C22 H22A 109.1 . . ? C23 C22 H22B 109.0 . . ? C21 C22 H22B 109.1 . . ? H22A C22 H22B 107.9 . . ? C24 C23 C22 112.5(5) . . ? C24 C23 H23A 109.2 . . ? C22 C23 H23A 109.2 . . ? C24 C23 H23B 109.1 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.9 . . ? C23 C24 H24A 109.6 . . ? C23 C24 H24B 109.4 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.4 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 N3 118.2(8) . . ? C26 C25 H25A 107.5 . . ? N3 C25 H25A 107.7 . . ? C26 C25 H25B 107.9 . . ? N3 C25 H25B 108.0 . . ? H25A C25 H25B 107.1 . . ? C25 C26 C27 135.5(16) . . ? C25 C26 H26A 103.4 . . ? C27 C26 H26A 103.3 . . ? C25 C26 H26B 103.6 . . ? C27 C26 H26B 103.0 . . ? H26A C26 H26B 105.2 . . ? C26 C27 C28 100.9(15) . . ? C26 C27 H27A 111.6 . . ? C28 C27 H27A 111.6 . . ? C26 C27 H27B 111.5 . . ? C28 C27 H27B 111.5 . . ? H27A C27 H27B 109.5 . . ? C27 C28 H28D 109.2 . . ? C27 C28 H28E 109.4 . . ? H28D C28 H28E 109.5 . . ? C27 C28 H28F 109.8 . . ? H28D C28 H28F 109.5 . . ? H28E C28 H28F 109.5 . . ? O1' S1' O2' 119.5 . . ? O1' S1' N2' 108.40(14) . . ? O2' S1' N2' 105.69(16) . . ? O1' S1' C12' 107.23(11) . . ? O2' S1' C12' 107.50(11) . . ? N2' S1' C12' 108.1(2) . . ? O4' S2' O3' 119.8 . . ? O4' S2' N3' 108.89(12) . . ? O3' S2' N3' 105.82(11) . . ? O4' S2' C9' 107.05(10) . . ? O3' S2' C9' 107.82(9) . . ? N3' S2' C9' 106.79(15) . . ? C11' N1' C10' 108.33(18) . . ? C11' N1' H1A 125.8 . . ? C10' N1' H1A 125.8 . . ? C21' N2' S1' 121.0(5) . . ? C21' N2' H2B 119.5 . . ? S1' N2' H2B 119.5 . . ? C25' N3' S2' 121.2(3) . . ? C25' N3' H3C 119.4 . . ? S2' N3' H3C 119.4 . . ? C12' C1' C2' 123.7(3) . . ? C12' C1' H1' 118.2 . . ? C2' C1' H1' 118.1 . . ? C3' C2' C1' 117.4(3) . . ? C3' C2' C13' 123.0(4) . . ? C1' C2' C13' 119.6(3) . . ? C2' C3' C4' 120.2(3) . . ? C2' C3' H3' 119.9 . . ? C4' C3' H3' 119.9 . . ? C3' C4' C11' 121.6(3) . . ? C3' C4' C5' 132.0(3) . . ? C11' C4' C5' 106.3(3) . . ? C6' C5' C10' 121.0(3) . . ? C6' C5' C4' 132.7(3) . . ? C10' C5' C4' 106.3(3) . . ? C7' C6' C5' 120.4(3) . . ? C7' C6' H6' 119.8 . . ? C5' C6' H6' 119.8 . . ? C6' C7' C8' 118.0(3) . . ? C6' C7' C17' 122.4(3) . . ? C8' C7' C17' 119.7(3) . . ? C9' C8' C7' 123.2(3) . . ? C9' C8' H8' 118.4 . . ? C7' C8' H8' 118.4 . . ? C8' C9' C10' 118.6(3) . . ? C8' C9' S2' 118.6(2) . . ? C10' C9' S2' 122.8(2) . . ? N1' C10' C9' 131.9(2) . . ? N1' C10' C5' 109.2(2) . . ? C9' C10' C5' 118.8(3) . . ? N1' C11' C4' 109.8(2) . . ? N1' C11' C12' 131.3(3) . . ? C4' C11' C12' 118.9(3) . . ? C1' C12' C11' 118.2(3) . . ? C1' C12' S1' 119.1(3) . . ? C11' C12' S1' 122.7(3) . . ? C16' C13' C14' 106.6(5) . . ? C16' C13' C2' 112.5(4) . . ? C14' C13' C2' 109.8(3) . . ? C16' C13' C15' 108.4(5) . . ? C14' C13' C15' 111.4(5) . . ? C2' C13' C15' 108.2(5) . . ? C13' C14' H14D 109.3 . . ? C13' C14' H14E 109.6 . . ? H14D C14' H14E 109.5 . . ? C13' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C13' C15' H15D 109.8 . . ? C13' C15' H15E 109.2 . . ? H15D C15' H15E 109.5 . . ? C13' C15' H15F 109.4 . . ? H15D C15' H15F 109.5 . . ? H15E C15' H15F 109.5 . . ? C13' C16' H16D 109.5 . . ? C13' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C13' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C18' C17' C19' 110.1(6) . . ? C18' C17' C20' 111.5(5) . . ? C19' C17' C20' 103.6(6) . . ? C18' C17' C7' 112.6(3) . . ? C19' C17' C7' 108.9(4) . . ? C20' C17' C7' 109.9(4) . . ? C17' C18' H18D 109.5 . . ? C17' C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? C17' C18' H18F 109.4 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? C17' C19' H19D 109.5 . . ? C17' C19' H19E 109.5 . . ? H19D C19' H19E 109.5 . . ? C17' C19' H19F 109.4 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? C17' C20' H20D 109.6 . . ? C17' C20' H20E 109.4 . . ? H20D C20' H20E 109.5 . . ? C17' C20' H20F 109.4 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? C22' C21' N2' 115.2(10) . . ? C22' C21' H21C 109.2 . . ? N2' C21' H21C 108.7 . . ? C22' C21' H21D 107.6 . . ? N2' C21' H21D 108.4 . . ? H21C C21' H21D 107.6 . . ? C21' C22' C23' 103(2) . . ? C21' C22' H22C 111.3 . . ? C23' C22' H22C 111.0 . . ? C21' C22' H22D 111.7 . . ? C23' C22' H22D 111.2 . . ? H22C C22' H22D 109.0 . . ? C22' C23' C24' 135(3) . . ? C22' C23' H23C 103.5 . . ? C24' C23' H23C 103.4 . . ? C22' C23' H23D 103.6 . . ? C24' C23' H23D 103.3 . . ? H23C C23' H23D 105.2 . . ? C23' C24' H24D 109.6 . . ? C23' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? C23' C24' H24F 109.3 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? C26' C25' N3' 118.5(6) . . ? C26' C25' H25C 107.7 . . ? N3' C25' H25C 107.6 . . ? C26' C25' H25D 107.7 . . ? N3' C25' H25D 107.8 . . ? H25C C25' H25D 107.1 . . ? C25' C26' C27' 123.7(10) . . ? C25' C26' H26C 106.5 . . ? C27' C26' H26C 105.9 . . ? C25' C26' H26D 106.5 . . ? C27' C26' H26D 106.6 . . ? H26C C26' H26D 106.5 . . ? C28' C27' C26' 119.4(16) . . ? C28' C27' H27C 107.5 . . ? C26' C27' H27C 107.1 . . ? C28' C27' H27D 107.2 . . ? C26' C27' H27D 107.9 . . ? H27C C27' H27D 107.1 . . ? C27' C28' H28A 109.7 . . ? C27' C28' H28B 109.9 . . ? H28A C28' H28B 109.5 . . ? C27' C28' H28C 108.9 . . ? H28A C28' H28C 109.4 . . ? H28B C28' H28C 109.5 . . ? C34 C29 C30 112(2) . . ? C34 C29 H29A 109.7 . . ? C30 C29 H29A 109.5 . . ? C34 C29 H29B 108.6 . . ? C30 C29 H29B 108.9 . . ? H29A C29 H29B 107.8 . . ? C31 C30 C29 106.6(19) . . ? C31 C30 H30A 110.3 . . ? C29 C30 H30A 110.4 . . ? C31 C30 H30B 110.1 . . ? C29 C30 H30B 110.6 . . ? H30A C30 H30B 108.8 . . ? C30 C31 C32 129.1(19) . . ? C30 C31 H31A 105.9 . . ? C32 C31 H31A 105.5 . . ? C30 C31 H31B 104.4 . . ? C32 C31 H31B 104.4 . . ? H31A C31 H31B 105.8 . . ? C31 C32 C33 105.2(14) . . ? C31 C32 H32A 110.2 . . ? C33 C32 H32A 111.0 . . ? C31 C32 H32B 111.0 . . ? C33 C32 H32B 110.5 . . ? H32A C32 H32B 108.9 . . ? C34 C33 C32 115.6(16) . . ? C34 C33 H33A 108.4 . . ? C32 C33 H33A 108.4 . . ? C34 C33 H33B 108.4 . . ? C32 C33 H33B 108.3 . . ? H33A C33 H33B 107.4 . . ? C33 C34 C29 111.4(19) . . ? C33 C34 H34A 109.6 . . ? C29 C34 H34A 109.1 . . ? C33 C34 H34B 109.2 . . ? C29 C34 H34B 109.3 . . ? H34A C34 H34B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 67.12 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.677 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.067 # Attachment 'BASE2.cif' data_15fin _database_code_depnum_ccdc_archive 'CCDC 832822' #TrackingRef 'BASE2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C72 H62 F24 N6 O8 S4' _chemical_formula_sum 'C72 H62 F24 N6 O8 S4' _chemical_formula_weight 1723.51 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' 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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall -C2yc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.4032(11) _cell_length_b 25.5614(11) _cell_length_c 23.8466(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.307(3) _cell_angle_gamma 90.00 _cell_volume 15458.8(11) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3350 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 52.13 _exptl_crystal_description PRISMATIC _exptl_crystal_colour translucent _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7040 _exptl_absorpt_coefficient_mu 2.164 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.771 _exptl_absorpt_correction_T_max 0.841 _exptl_absorpt_process_details 'SADABS (Bruker, 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35827 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 67.27 _reflns_number_total 12216 _reflns_number_gt 7925 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker 2006)' _computing_cell_refinement 'SAINT (Bruker 2006)' _computing_data_reduction 'SAINT (Bruker 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3 (Macrae et al, 2008)' _computing_publication_material 'Bruker SHELXTL' _chemical_absolute_configuration rm _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^)+(0.1829P)^2^+153.3540P] 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 12216 _refine_ls_number_parameters 951 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1601 _refine_ls_R_factor_gt 0.1261 _refine_ls_wR_factor_ref 0.4047 _refine_ls_wR_factor_gt 0.3797 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.135 _refine_ls_shift/su_mean 0.005 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 0.19416(9) 0.09994(8) 0.70361(9) 0.0562(5) Uani 1 1 d . . . S2 S 0.28129(9) 0.31960(9) 0.66583(10) 0.0618(6) Uani 1 1 d . . . N1 N 0.2172(3) 0.2096(3) 0.6405(3) 0.0534(16) Uani 1 1 d . . . H1N H 0.2323 0.2092 0.6738 0.064 Uiso 1 1 calc R . . N2 N 0.2561(3) 0.0850(3) 0.7076(3) 0.0615(18) Uani 1 1 d . . . H2N H 0.2764 0.1074 0.7250 0.074 Uiso 1 1 calc R . . N3 N 0.2461(3) 0.3532(3) 0.7086(3) 0.070(2) Uani 1 1 d . . . H3N H 0.2419 0.3416 0.7420 0.084 Uiso 1 1 calc R . . O1 O 0.1640(3) 0.0555(3) 0.7166(3) 0.0724(17) Uani 1 1 d . . . O2 O 0.1924(3) 0.1462(3) 0.7374(3) 0.0698(17) Uani 1 1 d . . . O3 O 0.3206(3) 0.3531(3) 0.6464(3) 0.0752(18) Uani 1 1 d . . . O4 O 0.2951(3) 0.2727(3) 0.6962(3) 0.0738(18) Uani 1 1 d . . . C1 C 0.1487(3) 0.0851(4) 0.5989(4) 0.058(2) Uani 1 1 d . . . H1 H 0.1395 0.0523 0.6121 0.069 Uiso 1 1 calc R . . C3 C 0.1433(4) 0.1497(4) 0.5264(4) 0.061(2) Uani 1 1 d . . . H3 H 0.1319 0.1606 0.4906 0.073 Uiso 1 1 calc R . . C2 C 0.1320(4) 0.0990(4) 0.5434(3) 0.060(2) Uani 1 1 d . . . C4 C 0.1705(3) 0.1835(4) 0.5608(4) 0.059(2) Uani 1 1 d . . . C5 C 0.1871(3) 0.2385(3) 0.5554(4) 0.059(2) Uani 1 1 d . . . C6 C 0.1753(4) 0.2750(4) 0.5126(4) 0.063(2) Uani 1 1 d . . . H6 H 0.1550 0.2653 0.4806 0.075 Uiso 1 1 calc R . . C7 C 0.1947(4) 0.3266(3) 0.5186(4) 0.059(2) Uani 1 1 d . . . C8 C 0.2281(3) 0.3371(4) 0.5661(4) 0.060(2) Uani 1 1 d . . . H8 H 0.2434 0.3701 0.5695 0.072 Uiso 1 1 calc R . . C9 C 0.2394(4) 0.3010(3) 0.6084(4) 0.057(2) Uani 1 1 d . . . C10 C 0.2172(3) 0.2515(3) 0.6039(3) 0.0540(19) Uani 1 1 d . . . C11 C 0.1892(3) 0.1684(3) 0.6152(3) 0.0542(19) Uani 1 1 d . . . C12 C 0.1781(3) 0.1179(4) 0.6348(3) 0.055(2) Uani 1 1 d . . . C13 C 0.1030(5) 0.0601(4) 0.5041(5) 0.080(3) Uani 1 1 d . . . C14 C 0.0926(6) 0.0090(5) 0.5310(6) 0.111(5) Uani 1 1 d . . . H14A H 0.0703 -0.0118 0.5060 0.166 Uiso 1 1 calc R . . H14B H 0.0754 0.0148 0.5653 0.166 Uiso 1 1 calc R . . H14C H 0.1253 -0.0089 0.5392 0.166 Uiso 1 1 calc R . . C15 C 0.1314(8) 0.0541(9) 0.4535(7) 0.177(11) Uani 1 1 d . . . H15A H 0.1658 0.0401 0.4630 0.265 Uiso 1 1 calc R . . H15B H 0.1348 0.0876 0.4358 0.265 Uiso 1 1 calc R . . H15C H 0.1125 0.0307 0.4281 0.265 Uiso 1 1 calc R . . C16 C 0.0492(6) 0.0838(7) 0.4842(9) 0.150(8) Uani 1 1 d . . . H16A H 0.0390 0.0708 0.4474 0.226 Uiso 1 1 calc R . . H16B H 0.0522 0.1212 0.4830 0.226 Uiso 1 1 calc R . . H16C H 0.0232 0.0741 0.5099 0.226 Uiso 1 1 calc R . . C17 C 0.1752(4) 0.3690(4) 0.4786(4) 0.066(2) Uani 1 1 d . . . C18 C 0.1688(6) 0.3492(5) 0.4177(5) 0.102(4) Uani 1 1 d . . . H18A H 0.1992 0.3292 0.4091 0.152 Uiso 1 1 calc R . . H18B H 0.1651 0.3785 0.3926 0.152 Uiso 1 1 calc R . . H18C H 0.1379 0.3276 0.4134 0.152 Uiso 1 1 calc R . . C19 C 0.1216(6) 0.3861(7) 0.4971(6) 0.130(7) Uani 1 1 d . . . H19A H 0.0975 0.3572 0.4936 0.196 Uiso 1 1 calc R . . H19B H 0.1086 0.4144 0.4738 0.196 Uiso 1 1 calc R . . H19C H 0.1249 0.3973 0.5355 0.196 Uiso 1 1 calc R . . C20 C 0.2126(6) 0.4162(5) 0.4789(6) 0.107(4) Uani 1 1 d . . . H20A H 0.2121 0.4339 0.5143 0.161 Uiso 1 1 calc R . . H20B H 0.2014 0.4397 0.4492 0.161 Uiso 1 1 calc R . . H20C H 0.2478 0.4043 0.4732 0.161 Uiso 1 1 calc R . . C21 C 0.2818(4) 0.0403(3) 0.6867(3) 0.057(2) Uani 1 1 d . . . C22 C 0.2543(4) -0.0037(4) 0.6668(4) 0.066(2) Uani 1 1 d . . . H22 H 0.2177 -0.0050 0.6666 0.079 Uiso 1 1 calc R . . C23 C 0.2826(5) -0.0452(4) 0.6474(4) 0.076(3) Uani 1 1 d . . . C24 C 0.3370(4) -0.0446(5) 0.6486(5) 0.083(3) Uani 1 1 d . . . H24 H 0.3554 -0.0733 0.6359 0.100 Uiso 1 1 calc R . . C25 C 0.3632(4) -0.0013(5) 0.6687(4) 0.075(3) Uani 1 1 d . . . C26 C 0.33633(15) 0.04122(16) 0.68710(18) 0.068(2) Uani 1 1 d . . . H26 H 0.3547 0.0707 0.6999 0.081 Uiso 1 1 calc R . . C27 C 0.25516(15) -0.09125(16) 0.62717(18) 0.101(4) Uani 1 1 d R . . F1 F 0.28277(15) -0.12477(16) 0.59721(18) 0.192(6) Uani 1 1 d R . . F2 F 0.21794(15) -0.07757(16) 0.58796(18) 0.245(9) Uani 1 1 d R . . F3 F 0.23303(15) -0.11956(16) 0.66125(18) 0.264(11) Uani 1 1 d R . . C28 C 0.42056(15) 0.00341(16) 0.66605(18) 0.103(4) Uani 1 1 d R . . F4 F 0.43656(15) 0.02224(16) 0.61903(18) 0.190(6) Uani 1 1 d R . . F5 F 0.44238(15) -0.04513(16) 0.66688(18) 0.183(5) Uani 1 1 d R . . F6 F 0.44430(15) 0.02846(16) 0.70594(18) 0.153(4) Uani 1 1 d R . . C29 C 0.2222(4) 0.4016(4) 0.6909(4) 0.075(3) Uani 1 1 d . . . C30 C 0.2522(5) 0.4433(4) 0.6752(4) 0.073(3) Uani 1 1 d . . . H30 H 0.2888 0.4406 0.6764 0.087 Uiso 1 1 calc R . . C31 C 0.2280(6) 0.4888(4) 0.6577(4) 0.090(4) Uani 1 1 d . . . C32 C 0.1735(6) 0.4936(6) 0.6551(5) 0.103(4) Uani 1 1 d . . . H32 H 0.1570 0.5240 0.6419 0.123 Uiso 1 1 calc R . . C33 C 0.1458(6) 0.4537(7) 0.6719(5) 0.106(5) Uani 1 1 d . . . C34 C 0.16824(17) 0.40623(15) 0.69117(17) 0.095(4) Uani 1 1 d . . . H34 H 0.1475 0.3791 0.7036 0.114 Uiso 1 1 calc R . . C35 C 0.25919(17) 0.53199(15) 0.63803(17) 0.110(5) Uani 1 1 d R . . F7 F 0.24867(17) 0.57944(15) 0.66079(17) 0.152(4) Uani 1 1 d R . . F8 F 0.25292(17) 0.54075(15) 0.58161(17) 0.147(4) Uani 1 1 d R . . F9 F 0.31276(17) 0.52671(15) 0.64817(17) 0.140(3) Uani 1 1 d R . . C36 C 0.08579(17) 0.45734(15) 0.66899(17) 0.160(9) Uani 1 1 d R . . F10 F 0.06584(17) 0.43892(15) 0.62207(17) 0.198(6) Uani 1 1 d R . . F11 F 0.06269(17) 0.42851(15) 0.70589(17) 0.209(7) Uani 1 1 d R . . F12 F 0.06930(17) 0.50692(15) 0.67496(17) 0.198(6) Uani 1 1 d R . . S1' S 0.12559(8) 0.32399(9) 0.22295(9) 0.0579(5) Uani 1 1 d . . . S2' S 0.34274(9) 0.23346(9) 0.19020(10) 0.0630(6) Uani 1 1 d . . . O1' O 0.0784(3) 0.3502(3) 0.2340(3) 0.0765(19) Uani 1 1 d . . . O2' O 0.1722(3) 0.3351(3) 0.2580(3) 0.0725(17) Uani 1 1 d . . . O3' O 0.2998(3) 0.2280(3) 0.2264(3) 0.0777(19) Uani 1 1 d . . . O4' O 0.3732(3) 0.1890(3) 0.1767(3) 0.0791(19) Uani 1 1 d . . . N1' N 0.2296(3) 0.2917(3) 0.1602(3) 0.0555(16) Uani 1 1 d . . . H1'N H 0.2305 0.2792 0.1937 0.067 Uiso 1 1 calc R . . N2' N 0.1200(3) 0.2617(3) 0.2304(3) 0.0635(19) Uani 1 1 d . . . H2'N H 0.1440 0.2468 0.2516 0.076 Uiso 1 1 calc R . . N3' N 0.3819(3) 0.2755(4) 0.2227(3) 0.071(2) Uani 1 1 d . . . H3' H 0.3746 0.2866 0.2554 0.085 Uiso 1 1 calc R . . C1' C 0.1050(3) 0.3622(4) 0.1161(4) 0.060(2) Uani 1 1 d . . . H1' H 0.0733 0.3739 0.1292 0.072 Uiso 1 1 calc R . . C2' C 0.1157(4) 0.3742(4) 0.0612(4) 0.065(2) Uani 1 1 d . . . C3' C 0.1657(4) 0.3590(4) 0.0444(4) 0.067(2) Uani 1 1 d . . . H3'N H 0.1752 0.3678 0.0085 0.081 Uiso 1 1 calc R . . C4' C 0.2004(3) 0.3322(4) 0.0785(4) 0.057(2) Uani 1 1 d . . . C5' C 0.2534(4) 0.3119(4) 0.0718(4) 0.060(2) Uani 1 1 d . . . C6' C 0.2891(4) 0.3181(4) 0.0301(4) 0.061(2) Uani 1 1 d . . . H6' H 0.2787 0.3367 -0.0021 0.074 Uiso 1 1 calc R . . C7' C 0.3386(4) 0.2978(4) 0.0349(4) 0.061(2) Uani 1 1 d . . . C8' C 0.3531(4) 0.2689(4) 0.0846(4) 0.063(2) Uani 1 1 d . . . H8' H 0.3861 0.2531 0.0882 0.075 Uiso 1 1 calc R . . C9' C 0.3184(4) 0.2638(4) 0.1283(4) 0.060(2) Uani 1 1 d . . . C10' C 0.2695(3) 0.2876(3) 0.1224(3) 0.055(2) Uani 1 1 d . . . C11' C 0.1886(3) 0.3193(3) 0.1339(3) 0.0525(18) Uani 1 1 d . . . C12' C 0.1390(3) 0.3335(3) 0.1534(3) 0.0537(19) Uani 1 1 d . . . C13' C 0.0770(5) 0.4038(5) 0.0215(5) 0.084(3) Uani 1 1 d . . . C14' C 0.0253(6) 0.4142(10) 0.0469(8) 0.169(10) Uani 1 1 d . . . H14D H 0.0099 0.3817 0.0575 0.254 Uiso 1 1 calc R . . H14E H 0.0020 0.4317 0.0199 0.254 Uiso 1 1 calc R . . H14F H 0.0312 0.4360 0.0795 0.254 Uiso 1 1 calc R . . C15' C 0.0694(7) 0.3768(7) -0.0347(7) 0.138(7) Uani 1 1 d . . . H15D H 0.0539 0.3430 -0.0297 0.207 Uiso 1 1 calc R . . H15E H 0.1029 0.3728 -0.0508 0.207 Uiso 1 1 calc R . . H15F H 0.0466 0.3975 -0.0593 0.207 Uiso 1 1 calc R . . C16' C 0.1012(7) 0.4574(5) 0.0076(7) 0.120(5) Uani 1 1 d . . . H16D H 0.0791 0.4746 -0.0208 0.180 Uiso 1 1 calc R . . H16E H 0.1357 0.4523 -0.0060 0.180 Uiso 1 1 calc R . . H16F H 0.1038 0.4787 0.0408 0.180 Uiso 1 1 calc R . . C17' C 0.3795(4) 0.3091(4) -0.0079(4) 0.069(2) Uani 1 1 d . . . C18' C 0.3555(6) 0.2998(6) -0.0672(5) 0.108(5) Uani 1 1 d . . . H18D H 0.3825 0.3028 -0.0936 0.161 Uiso 1 1 calc R . . H18E H 0.3285 0.3253 -0.0758 0.161 Uiso 1 1 calc R . . H18F H 0.3404 0.2654 -0.0696 0.161 Uiso 1 1 calc R . . C19' C 0.3920(6) 0.3687(6) -0.0029(6) 0.120(5) Uani 1 1 d . . . H19D H 0.4204 0.3740 0.0249 0.181 Uiso 1 1 calc R . . H19E H 0.3612 0.3870 0.0081 0.181 Uiso 1 1 calc R . . H19F H 0.4020 0.3817 -0.0385 0.181 Uiso 1 1 calc R . . C20' C 0.4270(6) 0.2769(9) 0.0005(7) 0.154(8) Uani 1 1 d . . . H20D H 0.4172 0.2406 0.0020 0.231 Uiso 1 1 calc R . . H20E H 0.4457 0.2866 0.0350 0.231 Uiso 1 1 calc R . . H20F H 0.4493 0.2822 -0.0302 0.231 Uiso 1 1 calc R . . C21' C 0.0808(4) 0.2291(4) 0.2064(4) 0.061(2) Uani 1 1 d . . . C22' C 0.0360(4) 0.2479(5) 0.1780(4) 0.071(3) Uani 1 1 d . . . H22' H 0.0303 0.2838 0.1752 0.085 Uiso 1 1 calc R . . C23' C -0.0004(5) 0.2136(6) 0.1539(4) 0.088(4) Uani 1 1 d . . . C24' C 0.0065(6) 0.1612(7) 0.1575(5) 0.107(5) Uani 1 1 d . . . H24' H -0.0186 0.1386 0.1411 0.128 Uiso 1 1 calc R . . C25' C 0.0500(7) 0.1419(5) 0.1849(5) 0.100(4) Uani 1 1 d . . . C26' C 0.0892(2) 0.17541(19) 0.2122(2) 0.081(3) Uani 1 1 d . . . H26' H 0.1185 0.1620 0.2327 0.098 Uiso 1 1 calc R . . C27' C -0.0488(2) 0.23992(19) 0.1229(2) 0.143(8) Uani 1 1 d R . . F1' F -0.0363(2) 0.28467(19) 0.0900(2) 0.341(15) Uani 1 1 d RD . . F3' F -0.0578(2) 0.20374(19) 0.0767(2) 0.332(14) Uani 1 1 d RD . . F2' F -0.0835(2) 0.24462(19) 0.1460(2) 0.365(17) Uani 1 1 d R . . C28' C 0.0621(2) 0.08417(19) 0.1896(2) 0.175(11) Uani 1 1 d R . . F4' F 0.0721(2) 0.06903(19) 0.2380(2) 0.296(12) Uani 1 1 d R . . F5' F 0.0981(2) 0.06784(19) 0.1572(2) 0.296(12) Uani 1 1 d R . . F6' F 0.0220(2) 0.05664(19) 0.1756(2) 0.287(10) Uani 1 1 d R . . C29' C 0.4279(4) 0.2941(5) 0.1981(4) 0.071(3) Uani 1 1 d . . . C30' C 0.4661(4) 0.2598(5) 0.1817(5) 0.079(3) Uani 1 1 d . . . H30' H 0.4626 0.2240 0.1871 0.094 Uiso 1 1 calc R . . C31' C 0.5099(4) 0.2802(6) 0.1567(5) 0.095(4) Uani 1 1 d . . . C32' C 0.5173(5) 0.3321(7) 0.1506(6) 0.107(5) Uani 1 1 d . . . H32' H 0.5470 0.3447 0.1338 0.128 Uiso 1 1 calc R . . C33' C 0.4810(5) 0.3658(5) 0.1692(5) 0.094(4) Uani 1 1 d . . . C34' C 0.43330(17) 0.34857(17) 0.1918(2) 0.083(3) Uani 1 1 d . . . H34' H 0.4073 0.3719 0.2019 0.100 Uiso 1 1 calc R . . C35' C 0.54817(17) 0.24307(17) 0.1356(2) 0.127(6) Uani 1 1 d R . . F7' F 0.59695(17) 0.25337(17) 0.1451(2) 0.170(5) Uani 1 1 d R . . F8' F 0.54515(17) 0.23678(17) 0.0852(2) 0.314(14) Uani 1 1 d R . . F9' F 0.55093(17) 0.19723(17) 0.1635(2) 0.271(11) Uani 1 1 d R . . C36' C 0.48573(17) 0.42474(17) 0.1602(2) 0.137(7) Uani 1 1 d R . . F10' F 0.46115(17) 0.44988(17) 0.1970(2) 0.215(7) Uani 1 1 d R . . F11' F 0.47405(17) 0.43873(17) 0.1097(2) 0.228(8) Uani 1 1 d R . . F12' F 0.53532(17) 0.43924(17) 0.1677(2) 0.203(6) Uani 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0597(12) 0.0543(11) 0.0551(11) 0.0053(9) 0.0069(9) -0.0003(9) S2 0.0568(13) 0.0553(12) 0.0724(14) 0.0103(10) -0.0051(10) -0.0030(9) N1 0.059(4) 0.047(4) 0.054(4) 0.008(3) -0.003(3) -0.002(3) N2 0.063(4) 0.052(4) 0.069(4) -0.007(3) -0.002(3) 0.002(3) N3 0.087(6) 0.067(5) 0.057(4) 0.011(4) 0.008(4) 0.001(4) O1 0.071(4) 0.068(4) 0.078(4) 0.015(3) 0.009(3) -0.012(3) O2 0.084(4) 0.067(4) 0.060(4) -0.002(3) 0.007(3) 0.007(3) O3 0.056(4) 0.068(4) 0.102(5) 0.007(3) 0.008(3) -0.012(3) O4 0.068(4) 0.058(4) 0.093(5) 0.017(3) -0.021(3) -0.002(3) C1 0.057(5) 0.059(5) 0.058(5) 0.005(4) 0.004(4) -0.002(4) C3 0.067(6) 0.062(5) 0.053(5) 0.000(4) -0.002(4) -0.001(4) C2 0.062(5) 0.065(5) 0.050(5) 0.005(4) -0.009(4) -0.005(4) C4 0.047(5) 0.061(5) 0.069(5) 0.010(4) 0.004(4) 0.000(4) C5 0.054(5) 0.052(5) 0.071(5) 0.005(4) 0.004(4) 0.003(4) C6 0.067(6) 0.067(6) 0.053(5) 0.007(4) -0.005(4) 0.008(4) C7 0.066(5) 0.055(5) 0.056(5) 0.008(4) 0.009(4) 0.008(4) C8 0.054(5) 0.055(5) 0.073(6) 0.004(4) 0.006(4) -0.001(4) C9 0.058(5) 0.056(5) 0.058(5) 0.009(4) -0.001(4) 0.001(4) C10 0.047(4) 0.055(5) 0.060(5) 0.007(4) 0.004(3) 0.001(4) C11 0.054(5) 0.053(5) 0.055(5) 0.006(4) 0.000(3) 0.000(4) C12 0.049(4) 0.066(5) 0.049(4) -0.004(4) 0.005(3) -0.013(4) C13 0.095(8) 0.066(6) 0.078(7) 0.007(5) -0.012(5) -0.020(6) C14 0.146(13) 0.089(9) 0.093(9) -0.011(7) -0.028(8) -0.028(9) C15 0.19(2) 0.21(2) 0.137(14) -0.101(15) 0.066(13) -0.108(17) C16 0.110(12) 0.113(12) 0.22(2) -0.001(12) -0.082(13) -0.017(10) C17 0.070(6) 0.067(6) 0.061(5) 0.014(4) 0.005(4) 0.009(5) C18 0.145(12) 0.085(8) 0.074(7) 0.019(6) 0.003(7) 0.011(8) C19 0.112(11) 0.156(14) 0.127(12) 0.061(11) 0.048(9) 0.073(11) C20 0.122(11) 0.080(8) 0.117(10) 0.045(7) -0.026(8) -0.014(7) C21 0.064(5) 0.058(5) 0.049(4) 0.004(4) -0.001(4) 0.006(4) C22 0.071(6) 0.066(6) 0.059(5) -0.006(4) -0.005(4) 0.007(5) C23 0.098(8) 0.068(6) 0.060(5) -0.013(5) -0.010(5) 0.006(5) C24 0.074(7) 0.095(8) 0.079(7) -0.024(6) -0.011(5) 0.027(6) C25 0.065(6) 0.098(8) 0.061(5) -0.009(5) 0.000(4) 0.009(6) C26 0.068(6) 0.078(6) 0.057(5) 0.002(4) -0.004(4) 0.004(5) C27 0.130(11) 0.066(7) 0.106(9) -0.025(7) -0.010(8) -0.003(7) F1 0.185(11) 0.144(9) 0.247(14) -0.116(10) 0.014(9) -0.014(8) F2 0.282(17) 0.112(8) 0.314(18) -0.050(10) -0.202(15) -0.007(9) F3 0.45(3) 0.185(12) 0.158(11) -0.044(9) 0.049(13) -0.205(16) C28 0.084(8) 0.137(12) 0.086(8) -0.024(8) -0.003(6) 0.035(8) F4 0.088(6) 0.325(19) 0.160(9) 0.045(10) 0.038(6) -0.008(9) F5 0.090(6) 0.176(11) 0.281(15) -0.048(10) -0.006(7) 0.045(7) F6 0.072(5) 0.205(11) 0.181(9) -0.077(8) -0.017(5) 0.008(6) C29 0.085(7) 0.081(7) 0.058(5) -0.004(5) 0.006(5) 0.018(6) C30 0.102(8) 0.058(6) 0.057(5) 0.002(4) 0.006(5) 0.006(5) C31 0.149(12) 0.058(6) 0.062(6) -0.010(5) -0.001(6) 0.022(7) C32 0.126(12) 0.096(10) 0.087(8) 0.007(7) 0.012(7) 0.047(9) C33 0.108(10) 0.128(12) 0.081(8) -0.001(8) 0.015(7) 0.050(9) C34 0.106(10) 0.092(9) 0.089(8) 0.009(6) 0.025(7) 0.012(7) C35 0.180(16) 0.065(7) 0.084(8) -0.005(6) 0.006(9) 0.009(9) F7 0.265(13) 0.060(4) 0.132(7) -0.007(4) 0.011(7) 0.032(6) F8 0.248(12) 0.114(6) 0.079(5) 0.005(4) 0.014(6) -0.023(7) F9 0.171(9) 0.084(5) 0.163(9) 0.017(5) -0.002(7) -0.020(6) C36 0.143(18) 0.21(2) 0.126(14) 0.006(14) 0.026(12) 0.082(17) F10 0.093(7) 0.312(19) 0.188(11) -0.043(12) 0.008(7) 0.040(9) F11 0.118(8) 0.253(16) 0.263(16) 0.077(13) 0.076(9) 0.061(9) F12 0.172(11) 0.190(12) 0.237(14) 0.005(10) 0.049(9) 0.104(10) S1' 0.0539(12) 0.0603(12) 0.0595(12) -0.0051(9) 0.0029(9) -0.0049(9) S2' 0.0569(13) 0.0647(13) 0.0681(13) 0.0166(10) 0.0105(10) 0.0031(10) O1' 0.071(4) 0.083(5) 0.077(4) -0.008(3) 0.016(3) 0.014(4) O2' 0.080(4) 0.075(4) 0.062(4) -0.012(3) -0.005(3) -0.018(3) O3' 0.073(4) 0.088(5) 0.073(4) 0.031(4) 0.016(3) 0.003(4) O4' 0.068(4) 0.067(4) 0.102(5) 0.012(4) 0.006(4) 0.014(3) N1' 0.049(4) 0.064(4) 0.054(4) 0.007(3) 0.008(3) 0.002(3) N2' 0.060(4) 0.064(5) 0.065(4) 0.008(3) -0.009(3) -0.010(4) N3' 0.058(5) 0.093(6) 0.062(4) 0.006(4) 0.008(3) 0.001(4) C1' 0.050(5) 0.059(5) 0.071(6) 0.005(4) 0.000(4) -0.003(4) C2' 0.057(5) 0.066(6) 0.071(6) 0.020(4) 0.001(4) 0.004(4) C3' 0.061(5) 0.084(7) 0.057(5) 0.018(5) -0.001(4) -0.002(5) C4' 0.050(5) 0.063(5) 0.059(5) 0.009(4) 0.003(4) -0.003(4) C5' 0.057(5) 0.062(5) 0.060(5) 0.009(4) 0.003(4) 0.001(4) C6' 0.066(6) 0.063(5) 0.056(5) 0.007(4) 0.007(4) 0.003(4) C7' 0.066(6) 0.066(5) 0.052(5) 0.006(4) 0.012(4) -0.001(4) C8' 0.063(5) 0.064(5) 0.064(5) 0.008(4) 0.017(4) 0.005(4) C9' 0.056(5) 0.062(5) 0.063(5) 0.007(4) 0.009(4) -0.001(4) C10' 0.057(5) 0.058(5) 0.051(4) 0.009(4) 0.004(4) -0.006(4) C11' 0.046(4) 0.057(5) 0.054(4) 0.006(4) -0.006(3) -0.006(4) C12' 0.057(5) 0.049(4) 0.054(5) -0.003(3) -0.005(3) 0.004(4) C13' 0.075(7) 0.098(8) 0.079(7) 0.026(6) -0.003(5) 0.014(6) C14' 0.076(9) 0.27(3) 0.164(16) 0.091(16) 0.002(9) 0.067(13) C15' 0.137(14) 0.149(15) 0.122(12) -0.005(11) -0.050(10) 0.039(12) C16' 0.128(13) 0.089(9) 0.140(13) 0.040(9) -0.018(9) 0.008(9) C17' 0.073(6) 0.080(6) 0.055(5) 0.014(4) 0.019(4) 0.001(5) C18' 0.127(11) 0.121(11) 0.078(8) -0.029(7) 0.039(7) -0.031(9) C19' 0.130(12) 0.140(13) 0.095(9) -0.009(9) 0.038(8) -0.059(11) C20' 0.104(11) 0.23(2) 0.133(13) 0.077(14) 0.066(10) 0.066(13) C21' 0.066(6) 0.067(5) 0.052(5) 0.001(4) 0.013(4) -0.020(4) C22' 0.056(5) 0.098(8) 0.058(5) 0.000(5) 0.001(4) -0.021(5) C23' 0.085(8) 0.122(11) 0.059(6) -0.017(6) 0.008(5) -0.041(7) C24' 0.109(11) 0.126(13) 0.086(9) -0.013(8) 0.000(7) -0.063(10) C25' 0.142(13) 0.086(8) 0.074(7) -0.003(6) 0.020(8) -0.042(8) C26' 0.102(8) 0.064(6) 0.079(7) -0.003(5) 0.015(6) -0.022(6) C27' 0.044(6) 0.29(3) 0.093(9) 0.006(12) -0.022(6) -0.060(10) F1' 0.113(10) 0.54(4) 0.36(3) 0.21(3) -0.047(13) 0.003(17) F3' 0.27(2) 0.41(3) 0.29(2) -0.11(2) -0.185(19) 0.07(2) F2' 0.152(12) 0.78(5) 0.162(12) 0.044(19) 0.037(9) 0.24(2) C28' 0.32(3) 0.075(10) 0.139(15) -0.025(10) 0.082(18) -0.071(15) F4' 0.61(4) 0.090(8) 0.179(13) 0.027(8) -0.015(18) 0.031(14) F5' 0.41(3) 0.092(8) 0.41(3) -0.020(12) 0.20(2) 0.002(13) F6' 0.35(3) 0.105(9) 0.40(3) -0.038(12) -0.023(19) -0.106(13) C29' 0.062(6) 0.101(8) 0.051(5) -0.001(5) 0.007(4) -0.008(5) C30' 0.059(6) 0.093(8) 0.084(7) -0.006(6) 0.004(5) -0.010(5) C31' 0.055(6) 0.139(12) 0.091(8) -0.006(7) 0.009(5) -0.002(7) C32' 0.084(9) 0.134(13) 0.106(9) -0.028(9) 0.029(7) -0.049(9) C33' 0.096(9) 0.097(9) 0.091(8) -0.011(7) 0.019(7) -0.027(7) C34' 0.099(8) 0.080(7) 0.071(6) -0.005(5) 0.011(5) -0.015(6) C35' 0.053(8) 0.175(17) 0.153(15) -0.049(12) 0.012(8) -0.014(9) F7' 0.077(6) 0.250(14) 0.187(10) -0.012(9) 0.031(6) 0.012(7) F8' 0.170(12) 0.56(3) 0.200(13) -0.236(19) -0.082(10) 0.186(17) F9' 0.158(11) 0.167(12) 0.51(3) 0.030(16) 0.190(16) 0.041(10) C36' 0.188(18) 0.112(12) 0.115(12) -0.020(10) 0.055(12) -0.076(13) F10' 0.277(17) 0.102(7) 0.278(16) -0.036(9) 0.137(13) -0.051(9) F11' 0.40(3) 0.124(9) 0.154(10) 0.035(8) -0.015(12) -0.062(12) F12' 0.163(11) 0.126(9) 0.324(19) -0.026(10) 0.057(11) -0.077(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O1 1.416(7) . ? S1 O2 1.433(7) . ? S1 N2 1.615(8) . ? S1 C12 1.729(8) . ? S2 O3 1.412(7) . ? S2 O4 1.432(7) . ? S2 N3 1.638(8) . ? S2 C9 1.751(9) . ? N1 C10 1.381(11) . ? N1 C11 1.390(11) . ? N1 H1N 0.8600 . ? N2 C21 1.422(11) . ? N2 H2N 0.8600 . ? N3 C29 1.432(13) . ? N3 H3N 0.8600 . ? C1 C12 1.385(12) . ? C1 C2 1.412(12) . ? C1 H1 0.9300 . ? C3 C4 1.351(13) . ? C3 C2 1.393(13) . ? C3 H3 0.9300 . ? C2 C13 1.529(14) . ? C4 C11 1.409(12) . ? C4 C5 1.477(13) . ? C5 C10 1.389(13) . ? C5 C6 1.401(13) . ? C6 C7 1.411(13) . ? C6 H6 0.9300 . ? C7 C8 1.402(13) . ? C7 C17 1.509(12) . ? C8 C9 1.385(13) . ? C8 H8 0.9300 . ? C9 C10 1.388(12) . ? C11 C12 1.409(12) . ? C13 C15 1.451(19) . ? C13 C14 1.484(17) . ? C13 C16 1.543(19) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.520(16) . ? C17 C18 1.537(15) . ? C17 C20 1.535(16) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C26 1.384(10) . ? C21 C22 1.393(13) . ? C22 C23 1.376(14) . ? C22 H22 0.9300 . ? C23 C24 1.380(16) . ? C23 C27 1.438(11) . ? C24 C25 1.366(16) . ? C24 H24 0.9300 . ? C25 C26 1.369(11) . ? C25 C28 1.466(11) . ? C26 H26 0.9300 . ? C27 F3 1.2461 . ? C27 F2 1.3373 . ? C27 F1 1.3393 . ? C28 F6 1.2699 . ? C28 F4 1.3064 . ? C28 F5 1.3585 . ? C29 C30 1.374(15) . ? C29 C34 1.377(12) . ? C30 C31 1.371(15) . ? C30 H30 0.9300 . ? C31 C32 1.39(2) . ? C31 C35 1.452(14) . ? C32 C33 1.31(2) . ? C32 H32 0.9300 . ? C33 C34 1.408(15) . ? C33 C36 1.524(15) . ? C34 H34 0.9300 . ? C35 F7 1.3614 . ? C35 F8 1.3643 . ? C35 F9 1.3751 . ? C36 F10 1.2904 . ? C36 F11 1.3118 . ? C36 F12 1.3450 . ? S1' O1' 1.411(7) . ? S1' O2' 1.437(7) . ? S1' N2' 1.609(8) . ? S1' C12' 1.728(8) . ? S2' O4' 1.422(7) . ? S2' O3' 1.437(7) . ? S2' N3' 1.630(9) . ? S2' C9' 1.747(9) . ? N1' C11' 1.379(11) . ? N1' C10' 1.398(11) . ? N1' H1'N 0.8600 . ? N2' C21' 1.395(11) . ? N2' H2'N 0.8600 . ? N3' C29' 1.419(12) . ? N3' H3' 0.8600 . ? C1' C2' 1.387(13) . ? C1' C12' 1.410(12) . ? C1' H1' 0.9300 . ? C2' C3' 1.407(14) . ? C2' C13' 1.526(13) . ? C3' C4' 1.352(13) . ? C3' H3'N 0.9300 . ? C4' C11' 1.412(12) . ? C4' C5' 1.458(12) . ? C5' C6' 1.392(12) . ? C5' C10' 1.398(12) . ? C6' C7' 1.358(13) . ? C6' H6' 0.9300 . ? C7' C8' 1.427(13) . ? C7' C17' 1.525(12) . ? C8' C9' 1.409(12) . ? C8' H8' 0.9300 . ? C9' C10' 1.385(13) . ? C11' C12' 1.415(12) . ? C13' C14' 1.500(19) . ? C13' C15' 1.509(19) . ? C13' C16' 1.546(18) . ? C14' H14D 0.9600 . ? C14' H14E 0.9600 . ? C14' H14F 0.9600 . ? C15' H15D 0.9600 . ? C15' H15E 0.9600 . ? C15' H15F 0.9600 . ? C16' H16D 0.9600 . ? C16' H16E 0.9600 . ? C16' H16F 0.9600 . ? C17' C20' 1.466(18) . ? C17' C18' 1.527(16) . ? C17' C19' 1.559(18) . ? C18' H18D 0.9600 . ? C18' H18E 0.9600 . ? C18' H18F 0.9600 . ? C19' H19D 0.9600 . ? C19' H19E 0.9600 . ? C19' H19F 0.9600 . ? C20' H20D 0.9600 . ? C20' H20E 0.9600 . ? C20' H20F 0.9600 . ? C21' C22' 1.377(14) . ? C21' C26' 1.394(11) . ? C22' C23' 1.376(14) . ? C22' H22' 0.9300 . ? C23' C24' 1.35(2) . ? C23' C27' 1.552(15) . ? C24' C25' 1.34(2) . ? C24' H24' 0.9300 . ? C25' C26' 1.441(15) . ? C25' C28' 1.511(15) . ? C26' H26' 0.9300 . ? C27' F2' 1.0735 . ? C27' F1' 1.4323 . ? C27' F3' 1.4465 . ? C28' F4' 1.2289 . ? C28' F6' 1.2676 . ? C28' F5' 1.2983 . ? C29' C30' 1.381(15) . ? C29' C34' 1.407(12) . ? C30' C31' 1.393(16) . ? C30' H30' 0.9300 . ? C31' C32' 1.35(2) . ? C31' C35' 1.469(14) . ? C32' C33' 1.35(2) . ? C32' H32' 0.9300 . ? C33' C34' 1.423(13) . ? C33' C36' 1.528(14) . ? C34' H34' 0.9300 . ? C35' F8' 1.2113 . ? C35' F7' 1.2741 . ? C35' F9' 1.3472 . ? C36' F11' 1.2748 . ? C36' F10' 1.2785 . ? C36' F12' 1.3154 . ? 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 O1 S1 O2 120.3(4) . . ? O1 S1 N2 109.6(4) . . ? O2 S1 N2 102.9(4) . . ? O1 S1 C12 108.6(4) . . ? O2 S1 C12 107.5(4) . . ? N2 S1 C12 107.1(4) . . ? O3 S2 O4 121.0(4) . . ? O3 S2 N3 108.0(4) . . ? O4 S2 N3 104.4(4) . . ? O3 S2 C9 108.5(4) . . ? O4 S2 C9 106.7(4) . . ? N3 S2 C9 107.5(4) . . ? C10 N1 C11 109.3(7) . . ? C10 N1 H1N 125.4 . . ? C11 N1 H1N 125.4 . . ? C21 N2 S1 129.4(6) . . ? C21 N2 H2N 115.3 . . ? S1 N2 H2N 115.3 . . ? C29 N3 S2 120.4(6) . . ? C29 N3 H3N 119.8 . . ? S2 N3 H3N 119.8 . . ? C12 C1 C2 123.2(8) . . ? C12 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C4 C3 C2 121.6(8) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C2 C1 116.9(8) . . ? C3 C2 C13 121.9(8) . . ? C1 C2 C13 121.2(8) . . ? C3 C4 C11 121.1(8) . . ? C3 C4 C5 133.9(9) . . ? C11 C4 C5 105.0(8) . . ? C10 C5 C6 122.1(9) . . ? C10 C5 C4 107.5(8) . . ? C6 C5 C4 130.4(9) . . ? C5 C6 C7 119.2(8) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C8 C7 C6 117.0(8) . . ? C8 C7 C17 122.2(9) . . ? C6 C7 C17 120.5(8) . . ? C9 C8 C7 123.4(9) . . ? C9 C8 H8 118.3 . . ? C7 C8 H8 118.3 . . ? C8 C9 C10 119.0(8) . . ? C8 C9 S2 118.7(7) . . ? C10 C9 S2 122.3(6) . . ? N1 C10 C9 132.2(8) . . ? N1 C10 C5 108.9(8) . . ? C9 C10 C5 118.9(8) . . ? N1 C11 C4 109.3(7) . . ? N1 C11 C12 131.2(7) . . ? C4 C11 C12 119.6(8) . . ? C1 C12 C11 117.4(8) . . ? C1 C12 S1 121.0(7) . . ? C11 C12 S1 121.2(6) . . ? C15 C13 C14 112.1(14) . . ? C15 C13 C2 109.4(10) . . ? C14 C13 C2 113.5(9) . . ? C15 C13 C16 105.1(15) . . ? C14 C13 C16 107.6(12) . . ? C2 C13 C16 108.6(10) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C7 C17 C19 106.8(8) . . ? C7 C17 C18 112.0(9) . . ? C19 C17 C18 108.6(11) . . ? C7 C17 C20 112.5(8) . . ? C19 C17 C20 109.8(12) . . ? C18 C17 C20 107.1(9) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C26 C21 C22 119.8(8) . . ? C26 C21 N2 117.7(7) . . ? C22 C21 N2 122.4(8) . . ? C23 C22 C21 118.4(10) . . ? C23 C22 H22 120.8 . . ? C21 C22 H22 120.8 . . ? C22 C23 C24 121.8(10) . . ? C22 C23 C27 119.5(10) . . ? C24 C23 C27 118.7(9) . . ? C25 C24 C23 118.9(10) . . ? C25 C24 H24 120.5 . . ? C23 C24 H24 120.5 . . ? C26 C25 C24 120.9(9) . . ? C26 C25 C28 117.7(9) . . ? C24 C25 C28 121.2(9) . . ? C25 C26 C21 120.2(7) . . ? C25 C26 H26 119.9 . . ? C21 C26 H26 119.9 . . ? F3 C27 F2 106.3 . . ? F3 C27 F1 104.3 . . ? F2 C27 F1 99.5 . . ? F3 C27 C23 119.0(5) . . ? F2 C27 C23 109.3(5) . . ? F1 C27 C23 116.4(5) . . ? F6 C28 F4 107.4 . . ? F6 C28 F5 105.9 . . ? F4 C28 F5 101.7 . . ? F6 C28 C25 116.1(4) . . ? F4 C28 C25 115.2(4) . . ? F5 C28 C25 109.3(5) . . ? C30 C29 C34 120.2(9) . . ? C30 C29 N3 121.2(10) . . ? C34 C29 N3 118.5(9) . . ? C31 C30 C29 119.7(12) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C30 C31 C32 121.1(13) . . ? C30 C31 C35 120.0(12) . . ? C32 C31 C35 118.7(11) . . ? C33 C32 C31 118.0(13) . . ? C33 C32 H32 121.0 . . ? C31 C32 H32 121.0 . . ? C32 C33 C34 123.7(13) . . ? C32 C33 C36 119.4(12) . . ? C34 C33 C36 116.9(13) . . ? C29 C34 C33 117.2(9) . . ? C29 C34 H34 121.4 . . ? C33 C34 H34 121.4 . . ? F7 C35 F8 103.4 . . ? F7 C35 F9 103.4 . . ? F8 C35 F9 104.3 . . ? F7 C35 C31 115.1(5) . . ? F8 C35 C31 114.1(5) . . ? F9 C35 C31 114.9(6) . . ? F10 C36 F11 102.0 . . ? F10 C36 F12 109.1 . . ? F11 C36 F12 107.7 . . ? F10 C36 C33 111.1(5) . . ? F11 C36 C33 114.8(6) . . ? F12 C36 C33 111.6(7) . . ? O1' S1' O2' 118.5(4) . . ? O1' S1' N2' 111.6(4) . . ? O2' S1' N2' 102.0(4) . . ? O1' S1' C12' 109.1(4) . . ? O2' S1' C12' 109.2(4) . . ? N2' S1' C12' 105.5(4) . . ? O4' S2' O3' 120.1(4) . . ? O4' S2' N3' 107.9(4) . . ? O3' S2' N3' 104.0(5) . . ? O4' S2' C9' 109.5(4) . . ? O3' S2' C9' 107.9(4) . . ? N3' S2' C9' 106.6(4) . . ? C11' N1' C10' 107.6(7) . . ? C11' N1' H1'N 126.2 . . ? C10' N1' H1'N 126.2 . . ? C21' N2' S1' 127.8(7) . . ? C21' N2' H2'N 116.1 . . ? S1' N2' H2'N 116.1 . . ? C29' N3' S2' 121.2(7) . . ? C29' N3' H3' 119.4 . . ? S2' N3' H3' 119.4 . . ? C2' C1' C12' 124.4(8) . . ? C2' C1' H1' 117.8 . . ? C12' C1' H1' 117.8 . . ? C1' C2' C3' 115.9(8) . . ? C1' C2' C13' 122.7(9) . . ? C3' C2' C13' 121.4(9) . . ? C4' C3' C2' 122.5(8) . . ? C4' C3' H3'N 118.8 . . ? C2' C3' H3'N 118.8 . . ? C3' C4' C11' 120.9(8) . . ? C3' C4' C5' 133.5(8) . . ? C11' C4' C5' 105.5(7) . . ? C6' C5' C10' 119.7(9) . . ? C6' C5' C4' 132.9(8) . . ? C10' C5' C4' 106.8(7) . . ? C7' C6' C5' 122.4(8) . . ? C7' C6' H6' 118.8 . . ? C5' C6' H6' 118.8 . . ? C6' C7' C8' 117.4(8) . . ? C6' C7' C17' 122.3(8) . . ? C8' C7' C17' 120.0(8) . . ? C9' C8' C7' 121.3(9) . . ? C9' C8' H8' 119.3 . . ? C7' C8' H8' 119.3 . . ? C10' C9' C8' 118.6(8) . . ? C10' C9' S2' 123.6(6) . . ? C8' C9' S2' 117.4(7) . . ? C9' C10' C5' 120.0(8) . . ? C9' C10' N1' 130.3(8) . . ? C5' C10' N1' 109.6(8) . . ? N1' C11' C4' 110.4(7) . . ? N1' C11' C12' 130.2(7) . . ? C4' C11' C12' 119.3(7) . . ? C1' C12' C11' 116.7(8) . . ? C1' C12' S1' 122.1(7) . . ? C11' C12' S1' 120.5(6) . . ? C14' C13' C15' 111.7(14) . . ? C14' C13' C2' 112.7(10) . . ? C15' C13' C2' 111.7(11) . . ? C14' C13' C16' 107.2(14) . . ? C15' C13' C16' 104.2(12) . . ? C2' C13' C16' 108.8(10) . . ? C13' C14' H14D 109.5 . . ? C13' C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C13' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C13' C15' H15D 109.5 . . ? C13' C15' H15E 109.5 . . ? H15D C15' H15E 109.5 . . ? C13' C15' H15F 109.5 . . ? H15D C15' H15F 109.5 . . ? H15E C15' H15F 109.5 . . ? C13' C16' H16D 109.5 . . ? C13' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C13' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C20' C17' C7' 113.0(9) . . ? C20' C17' C18' 108.7(12) . . ? C7' C17' C18' 109.9(9) . . ? C20' C17' C19' 112.1(13) . . ? C7' C17' C19' 106.1(9) . . ? C18' C17' C19' 107.0(10) . . ? C17' C18' H18D 109.5 . . ? C17' C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? C17' C18' H18F 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? C17' C19' H19D 109.5 . . ? C17' C19' H19E 109.5 . . ? H19D C19' H19E 109.5 . . ? C17' C19' H19F 109.5 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? C17' C20' H20D 109.4 . . ? C17' C20' H20E 109.5 . . ? H20D C20' H20E 109.5 . . ? C17' C20' H20F 109.5 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? C22' C21' C26' 120.7(8) . . ? C22' C21' N2' 122.8(9) . . ? C26' C21' N2' 116.5(8) . . ? C23' C22' C21' 119.9(12) . . ? C23' C22' H22' 120.0 . . ? C21' C22' H22' 120.0 . . ? C24' C23' C22' 121.5(13) . . ? C24' C23' C27' 123.8(10) . . ? C22' C23' C27' 114.7(12) . . ? C25' C24' C23' 119.6(12) . . ? C25' C24' H24' 120.2 . . ? C23' C24' H24' 120.2 . . ? C24' C25' C26' 122.0(12) . . ? C24' C25' C28' 123.6(12) . . ? C26' C25' C28' 114.5(12) . . ? C21' C26' C25' 116.2(9) . . ? C21' C26' H26' 121.9 . . ? C25' C26' H26' 121.9 . . ? F2' C27' F1' 114.0 . . ? F2' C27' F3' 111.4 . . ? F1' C27' F3' 97.1 . . ? F2' C27' C23' 117.1(4) . . ? F1' C27' C23' 114.3(5) . . ? F3' C27' C23' 99.9(5) . . ? F4' C28' F6' 101.0 . . ? F4' C28' F5' 110.1 . . ? F6' C28' F5' 104.3 . . ? F4' C28' C25' 114.1(5) . . ? F6' C28' C25' 111.4(7) . . ? F5' C28' C25' 114.6(6) . . ? C30' C29' C34' 121.5(9) . . ? C30' C29' N3' 120.9(10) . . ? C34' C29' N3' 117.6(9) . . ? C29' C30' C31' 118.4(12) . . ? C29' C30' H30' 120.8 . . ? C31' C30' H30' 120.8 . . ? C32' C31' C30' 122.3(13) . . ? C32' C31' C35' 120.0(11) . . ? C30' C31' C35' 117.7(13) . . ? C31' C32' C33' 119.1(11) . . ? C31' C32' H32' 120.5 . . ? C33' C32' H32' 120.4 . . ? C32' C33' C34' 122.6(12) . . ? C32' C33' C36' 121.2(10) . . ? C34' C33' C36' 115.7(10) . . ? C29' C34' C33' 115.9(8) . . ? C29' C34' H34' 122.1 . . ? C33' C34' H34' 122.1 . . ? F8' C35' F7' 102.0 . . ? F8' C35' F9' 111.9 . . ? F7' C35' F9' 94.0 . . ? F8' C35' C31' 114.9(5) . . ? F7' C35' C31' 117.5(6) . . ? F9' C35' C31' 114.2(6) . . ? F11' C36' F10' 114.2 . . ? F11' C36' F12' 102.6 . . ? F10' C36' F12' 105.5 . . ? F11' C36' C33' 113.2(5) . . ? F10' C36' C33' 110.7(5) . . ? F12' C36' C33' 110.0(6) . . ? _diffrn_measured_fraction_theta_max 0.879 _diffrn_reflns_theta_full 67.27 _diffrn_measured_fraction_theta_full 0.879 _refine_diff_density_max 0.849 _refine_diff_density_min -0.739 _refine_diff_density_rms 0.106 # Attachment 'BASE3.cif' data_twin1 _database_code_depnum_ccdc_archive 'CCDC 832823' #TrackingRef 'BASE3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H31 F12 N3 O4 S2, C8 H20 N, Cl' _chemical_formula_sum 'C44 H51 Cl F12 N4 O4 S2' _chemical_formula_weight 1027.46 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' 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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_space_group_name_Hall P2c-2n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 18.6703(5) _cell_length_b 10.3143(3) _cell_length_c 25.8835(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4984.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 7574 _cell_measurement_theta_min 3.41 _cell_measurement_theta_max 66.97 _exptl_crystal_description Prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2128 _exptl_absorpt_coefficient_mu 2.251 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.700 _exptl_absorpt_correction_T_max 0.798 _exptl_absorpt_process_details 'SADABS (Bruker, 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21673 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 67.27 _reflns_number_total 7899 _reflns_number_gt 6157 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker 2006)' _computing_cell_refinement 'SAINT (Bruker 2006)' _computing_data_reduction 'SAINT (Bruker 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3 (Macrae et al, 2008)' _computing_publication_material 'Bruker SHELXTL' _chemical_absolute_configuration rm _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^)+(0.1829P)^2^+1.8218P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.50(3) _refine_ls_number_reflns 7899 _refine_ls_number_parameters 570 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0922 _refine_ls_R_factor_gt 0.0739 _refine_ls_wR_factor_ref 0.2581 _refine_ls_wR_factor_gt 0.2217 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max 0.047 _refine_ls_shift/su_mean 0.008 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 Cl1 Cl 0.55728(7) 0.97270(11) 0.57177(9) 0.0571(3) Uani 1 1 d . . . S1 S 0.48239(8) 0.22114(14) 0.45650(4) 0.0379(4) Uani 1 1 d . . . S2 S 0.48196(8) 0.22206(15) 0.68691(5) 0.0408(4) Uani 1 1 d . . . O1 O 0.4692(3) 0.2240(5) 0.40256(16) 0.0482(12) Uani 1 1 d . . . O2 O 0.4283(3) 0.1719(5) 0.49092(17) 0.0483(12) Uani 1 1 d . . . O3 O 0.4294(3) 0.1740(5) 0.65201(19) 0.0523(12) Uani 1 1 d . . . O4 O 0.4673(3) 0.2250(6) 0.7410(2) 0.0627(15) Uani 1 1 d . . . N1 N 0.50176(17) 0.3317(3) 0.5720(2) 0.0358(7) Uani 1 1 d . . . H1N H 0.4919 0.2503 0.5721 0.043 Uiso 1 1 calc R . . N2 N 0.5520(3) 0.1310(6) 0.4683(2) 0.0499(15) Uani 1 1 d . . . H2N H 0.5468 0.0688 0.4901 0.060 Uiso 1 1 calc R . . N3 N 0.5516(3) 0.1356(6) 0.6755(2) 0.0462(14) Uani 1 1 d . . . H3N H 0.5462 0.0756 0.6528 0.055 Uiso 1 1 calc R . . N4 N 0.2797(2) 0.9840(4) 0.5713(3) 0.0562(10) Uani 1 1 d . . . C1 C 0.5163(3) 0.4753(6) 0.4396(2) 0.0373(15) Uani 1 1 d . . . H1 H 0.5142 0.4534 0.4048 0.045 Uiso 1 1 calc R . . C2 C 0.5318(4) 0.6073(7) 0.4544(3) 0.0452(15) Uani 1 1 d . . . C3 C 0.5392(4) 0.6354(6) 0.5067(2) 0.0396(14) Uani 1 1 d . . . H3 H 0.5507 0.7189 0.5175 0.047 Uiso 1 1 calc R . . C4 C 0.5289(3) 0.5340(6) 0.5438(2) 0.0341(13) Uani 1 1 d . . . C5 C 0.5276(4) 0.5357(6) 0.6000(2) 0.0396(15) Uani 1 1 d . . . C6 C 0.5372(4) 0.6296(6) 0.6367(3) 0.0404(15) Uani 1 1 d . . . H6 H 0.5477 0.7139 0.6264 0.048 Uiso 1 1 calc R . . C7 C 0.5317(4) 0.6015(6) 0.6893(2) 0.0404(14) Uani 1 1 d . . . C8 C 0.5146(4) 0.4775(7) 0.7028(2) 0.0426(17) Uani 1 1 d . . . H8 H 0.5086 0.4592 0.7377 0.051 Uiso 1 1 calc R . . C9 C 0.5055(3) 0.3770(6) 0.6678(2) 0.0335(13) Uani 1 1 d . . . C10 C 0.5105(3) 0.4104(7) 0.6159(2) 0.0370(14) Uani 1 1 d . . . C11 C 0.5115(3) 0.4069(6) 0.5290(2) 0.0319(13) Uani 1 1 d . . . C12 C 0.5046(3) 0.3805(6) 0.4768(2) 0.0380(14) Uani 1 1 d . . . C13 C 0.5416(5) 0.7131(7) 0.4141(2) 0.056(2) Uani 1 1 d . . . C14 C 0.5278(10) 0.6633(9) 0.3591(4) 0.144(6) Uani 1 1 d . . . H14A H 0.5556 0.5864 0.3532 0.216 Uiso 1 1 calc R . . H14B H 0.5413 0.7286 0.3346 0.216 Uiso 1 1 calc R . . H14C H 0.4779 0.6435 0.3551 0.216 Uiso 1 1 calc R . . C15 C 0.4786(6) 0.8112(11) 0.4256(5) 0.102(4) Uani 1 1 d . . . H15A H 0.4874 0.8913 0.4078 0.153 Uiso 1 1 calc R . . H15B H 0.4759 0.8272 0.4621 0.153 Uiso 1 1 calc R . . H15C H 0.4341 0.7748 0.4139 0.153 Uiso 1 1 calc R . . C16 C 0.6085(6) 0.7900(10) 0.4243(4) 0.089(3) Uani 1 1 d . . . H16A H 0.6486 0.7322 0.4270 0.134 Uiso 1 1 calc R . . H16B H 0.6033 0.8372 0.4561 0.134 Uiso 1 1 calc R . . H16C H 0.6164 0.8498 0.3965 0.134 Uiso 1 1 calc R . . C17 C 0.5364(5) 0.7106(7) 0.7284(3) 0.059(2) Uani 1 1 d . . . C18 C 0.5371(9) 0.6649(11) 0.7827(3) 0.139(6) Uani 1 1 d . . . H18A H 0.4937 0.6184 0.7898 0.209 Uiso 1 1 calc R . . H18B H 0.5406 0.7381 0.8055 0.209 Uiso 1 1 calc R . . H18C H 0.5774 0.6087 0.7880 0.209 Uiso 1 1 calc R . . C19 C 0.6099(6) 0.7777(12) 0.7223(4) 0.103(4) Uani 1 1 d . . . H19A H 0.6474 0.7167 0.7297 0.155 Uiso 1 1 calc R . . H19B H 0.6130 0.8492 0.7459 0.155 Uiso 1 1 calc R . . H19C H 0.6150 0.8088 0.6876 0.155 Uiso 1 1 calc R . . C20 C 0.4768(7) 0.8177(10) 0.7181(4) 0.094(3) Uani 1 1 d . . . H20A H 0.4753 0.8378 0.6819 0.140 Uiso 1 1 calc R . . H20B H 0.4881 0.8947 0.7373 0.140 Uiso 1 1 calc R . . H20C H 0.4309 0.7854 0.7290 0.140 Uiso 1 1 calc R . . C21 C 0.6202(4) 0.1466(7) 0.4456(2) 0.0454(16) Uani 1 1 d . . . C22 C 0.6331(4) 0.2145(8) 0.4022(2) 0.061(2) Uani 1 1 d . . . H22 H 0.5950 0.2537 0.3852 0.074 Uiso 1 1 calc R . . C23 C 0.7015(5) 0.2276(9) 0.3823(3) 0.070(2) Uani 1 1 d . . . C24 C 0.7571(5) 0.1557(10) 0.4066(4) 0.085(3) Uani 1 1 d . . . H24 H 0.8037 0.1609 0.3941 0.102 Uiso 1 1 calc R . . C25 C 0.7424(4) 0.0802(8) 0.4476(4) 0.070(2) Uani 1 1 d D . . C26 C 0.67227(16) 0.0757(4) 0.46896(13) 0.056(2) Uani 1 1 d . . . H26 H 0.6623 0.0258 0.4980 0.067 Uiso 1 1 calc R . . C27 C 0.71654(16) 0.3071(4) 0.33838(13) 0.104(3) Uani 1 1 d R . . F1 F 0.68259(16) 0.4360(4) 0.34260(13) 0.319(9) Uani 1 1 d R . . F2 F 0.78618(16) 0.3166(4) 0.32913(13) 0.318(10) Uani 1 1 d R . . F3 F 0.70615(16) 0.2175(4) 0.29175(13) 0.352(11) Uani 1 1 d R . . C28 C 0.79662(16) -0.0019(4) 0.46946(13) 0.095(3) Uani 1 1 d RD . . F4 F 0.85588(16) -0.0105(4) 0.44137(13) 0.163(4) Uani 1 1 d R . . F5 F 0.78692(16) -0.1171(4) 0.46698(13) 0.214(5) Uani 1 1 d R . . F6 F 0.83056(16) 0.0612(4) 0.51284(13) 0.153(3) Uani 1 1 d R . . C29 C 0.6204(4) 0.1445(7) 0.6979(3) 0.0518(18) Uani 1 1 d . . . C30 C 0.6777(4) 0.0771(6) 0.6758(3) 0.0534(18) Uani 1 1 d . . . H30 H 0.6700 0.0285 0.6460 0.064 Uiso 1 1 calc R . . C31 C 0.7431(4) 0.0809(8) 0.6964(4) 0.065(2) Uani 1 1 d D . . C32 C 0.7586(4) 0.1538(10) 0.7409(4) 0.074(2) Uani 1 1 d . . . H32 H 0.8042 0.1550 0.7553 0.089 Uiso 1 1 calc R . . C33 C 0.7043(6) 0.2217(9) 0.7616(3) 0.080(3) Uani 1 1 d D . . C34 C 0.63575(14) 0.2257(3) 0.74132(12) 0.061(2) Uani 1 1 d . . . H34 H 0.6008 0.2793 0.7555 0.073 Uiso 1 1 calc R . . C35 C 0.80472(14) 0.0076(3) 0.67241(12) 0.123(5) Uani 1 1 d RD . . F7 F 0.83123(14) 0.0640(3) 0.63344(12) 0.158(3) Uani 1 1 d R . . F8 F 0.77634(14) -0.1129(3) 0.65888(12) 0.215(6) Uani 1 1 d R . . F9 F 0.85607(14) -0.0282(3) 0.70713(12) 0.181(4) Uani 1 1 d R . . C36 C 0.70746(14) 0.2935(3) 0.81445(12) 0.243(14) Uani 1 1 d RD . . F10 F 0.78080(14) 0.3642(3) 0.80562(12) 0.178(4) Uani 1 1 d R . . F11 F 0.67069(14) 0.3986(3) 0.81669(12) 0.190(5) Uani 1 1 d R . . F12 F 0.72343(14) 0.2492(3) 0.84710(12) 0.212(6) Uani 1 1 d R . . C37 C 0.3591(2) 0.9514(5) 0.5711(4) 0.0580(11) Uani 1 1 d . . . H37A H 0.3802 0.9890 0.5403 0.070 Uiso 1 1 calc R . . H37B H 0.3811 0.9934 0.6006 0.070 Uiso 1 1 calc R . . C38 C 0.3786(3) 0.8081(6) 0.5726(6) 0.087(2) Uani 1 1 d . . . H38A H 0.3609 0.7703 0.6040 0.131 Uiso 1 1 calc R . . H38B H 0.4297 0.7989 0.5712 0.131 Uiso 1 1 calc R . . H38C H 0.3575 0.7648 0.5435 0.131 Uiso 1 1 calc R . . C39 C 0.2440(5) 0.9267(9) 0.6184(4) 0.080(3) Uani 1 1 d . . . H39A H 0.2472 0.8330 0.6163 0.096 Uiso 1 1 calc R . . H39B H 0.1936 0.9496 0.6177 0.096 Uiso 1 1 calc R . . C40 C 0.2763(8) 0.9715(12) 0.6716(4) 0.114(4) Uani 1 1 d . . . H40A H 0.3245 0.9399 0.6748 0.171 Uiso 1 1 calc R . . H40B H 0.2478 0.9375 0.6993 0.171 Uiso 1 1 calc R . . H40C H 0.2764 1.0645 0.6733 0.171 Uiso 1 1 calc R . . C41 C 0.2748(3) 1.1316(5) 0.5701(4) 0.0627(13) Uani 1 1 d . . . H41A H 0.3026 1.1631 0.5410 0.075 Uiso 1 1 calc R . . H41B H 0.2964 1.1657 0.6013 0.075 Uiso 1 1 calc R . . C42 C 0.1983(4) 1.1851(8) 0.5656(5) 0.092(2) Uani 1 1 d . . . H42A H 0.1765 1.1534 0.5345 0.138 Uiso 1 1 calc R . . H42B H 0.1998 1.2781 0.5648 0.138 Uiso 1 1 calc R . . H42C H 0.1706 1.1572 0.5949 0.138 Uiso 1 1 calc R . . C43 C 0.2404(5) 0.9279(10) 0.5246(4) 0.081(3) Uani 1 1 d . . . H43A H 0.2451 0.8342 0.5249 0.097 Uiso 1 1 calc R . . H43B H 0.1899 0.9486 0.5272 0.097 Uiso 1 1 calc R . . C44 C 0.2686(8) 0.9787(16) 0.4758(5) 0.127(5) Uani 1 1 d . . . H44A H 0.3049 1.0421 0.4828 0.190 Uiso 1 1 calc R . . H44B H 0.2304 1.0182 0.4565 0.190 Uiso 1 1 calc R . . H44C H 0.2888 0.9090 0.4560 0.190 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 Cl1 0.0766(8) 0.0517(6) 0.0429(5) 0.0004(10) -0.0024(11) -0.0067(5) S1 0.0435(9) 0.0385(10) 0.0318(8) -0.0014(7) -0.0012(6) -0.0058(6) S2 0.0462(10) 0.0432(11) 0.0329(8) 0.0035(7) 0.0027(7) -0.0060(7) O1 0.072(3) 0.048(3) 0.024(2) -0.0042(18) -0.008(2) -0.013(2) O2 0.047(3) 0.054(3) 0.044(2) 0.006(2) 0.013(2) -0.011(2) O3 0.047(3) 0.051(3) 0.059(3) 0.006(2) 0.007(2) -0.013(2) O4 0.071(3) 0.067(4) 0.050(3) 0.008(3) 0.019(3) -0.006(3) N1 0.0467(17) 0.0341(16) 0.0268(13) -0.006(3) -0.001(3) -0.0032(14) N2 0.072(4) 0.027(3) 0.051(4) 0.011(2) -0.002(3) 0.006(3) N3 0.046(3) 0.054(4) 0.039(3) -0.001(2) -0.016(2) 0.003(3) N4 0.050(2) 0.052(2) 0.066(2) -0.007(4) -0.015(4) -0.0098(17) C1 0.039(3) 0.040(4) 0.033(3) 0.006(2) -0.002(2) -0.003(3) C2 0.051(4) 0.045(4) 0.040(4) -0.009(3) -0.004(3) -0.008(3) C3 0.053(4) 0.033(4) 0.032(3) 0.004(3) 0.004(3) -0.004(3) C4 0.030(3) 0.038(3) 0.035(3) -0.003(3) -0.008(2) 0.001(3) C5 0.055(4) 0.035(4) 0.029(3) -0.009(3) -0.011(3) -0.004(3) C6 0.045(3) 0.034(4) 0.043(4) -0.003(3) 0.006(3) -0.003(3) C7 0.051(3) 0.039(3) 0.031(3) -0.015(3) -0.001(3) -0.003(3) C8 0.053(4) 0.050(5) 0.025(3) 0.001(3) -0.002(3) -0.008(3) C9 0.032(3) 0.043(4) 0.026(3) 0.003(2) 0.002(2) 0.001(3) C10 0.037(3) 0.045(4) 0.029(3) -0.002(3) -0.003(2) -0.003(3) C11 0.033(3) 0.034(3) 0.029(3) 0.001(2) -0.004(2) -0.001(3) C12 0.043(3) 0.033(3) 0.038(3) 0.004(2) 0.003(3) -0.006(3) C13 0.093(6) 0.052(5) 0.024(3) 0.017(3) -0.009(3) -0.014(4) C14 0.34(2) 0.048(6) 0.048(5) 0.008(4) 0.021(8) 0.014(8) C15 0.089(7) 0.093(7) 0.123(9) 0.073(7) 0.012(6) 0.034(6) C16 0.118(9) 0.074(6) 0.076(5) -0.007(4) 0.030(6) -0.034(5) C17 0.071(5) 0.048(5) 0.058(5) -0.006(3) -0.008(4) -0.011(4) C18 0.295(17) 0.093(8) 0.030(4) -0.017(4) 0.028(6) -0.111(10) C19 0.115(9) 0.127(9) 0.068(5) -0.061(6) 0.013(5) -0.055(7) C20 0.151(10) 0.066(6) 0.064(5) 0.006(5) 0.007(5) -0.009(6) C21 0.046(3) 0.049(4) 0.041(3) -0.010(3) -0.005(3) 0.008(3) C22 0.053(4) 0.080(6) 0.051(4) 0.004(4) 0.015(4) 0.006(4) C23 0.057(5) 0.083(6) 0.071(5) -0.010(5) 0.017(4) 0.013(5) C24 0.070(6) 0.081(6) 0.104(7) 0.003(5) 0.031(5) 0.003(5) C25 0.054(5) 0.060(5) 0.097(7) -0.014(4) 0.021(4) 0.006(4) C26 0.059(5) 0.040(4) 0.067(5) 0.001(3) -0.005(4) 0.000(3) C27 0.072(6) 0.170(10) 0.071(5) 0.027(6) 0.034(5) -0.012(6) F1 0.40(2) 0.298(16) 0.256(13) 0.217(13) 0.088(15) 0.011(15) F2 0.147(9) 0.56(3) 0.248(13) 0.211(16) 0.112(9) 0.007(12) F3 0.45(3) 0.52(3) 0.093(7) 0.113(12) -0.056(10) -0.16(2) C28 0.047(4) 0.088(6) 0.149(9) 0.044(7) -0.009(5) -0.013(5) F4 0.056(3) 0.190(8) 0.243(10) -0.026(7) 0.027(4) 0.040(4) F5 0.236(12) 0.214(10) 0.193 0.011(8) -0.038(8) 0.072(10) F6 0.112(6) 0.195(9) 0.152(6) 0.017(6) -0.047(5) 0.051(6) C29 0.063(4) 0.041(4) 0.051(4) 0.005(3) -0.018(3) -0.012(3) C30 0.049(4) 0.043(4) 0.068(5) 0.004(3) -0.004(3) 0.001(3) C31 0.053(4) 0.053(5) 0.089(6) -0.002(4) 0.015(4) -0.001(4) C32 0.043(4) 0.089(7) 0.091(6) 0.001(5) -0.013(4) 0.002(5) C33 0.079(7) 0.088(7) 0.071(6) -0.016(5) -0.039(5) -0.003(5) C34 0.078(5) 0.055(5) 0.050(4) -0.005(3) -0.016(4) 0.017(4) C35 0.088(7) 0.088(7) 0.194(13) 0.055(8) 0.064(8) 0.030(6) F7 0.134(7) 0.191(10) 0.150(7) -0.001(7) 0.041(6) 0.023(6) F8 0.054(3) 0.100(4) 0.491(16) -0.176(7) 0.064(5) -0.015(3) F9 0.121(6) 0.225(10) 0.197(9) 0.044(7) 0.042(6) 0.098(7) C36 0.216(19) 0.30(2) 0.212(17) -0.157(18) -0.193(17) 0.152(18) F10 0.126(6) 0.205(8) 0.203(9) -0.107(7) -0.022(5) -0.059(5) F11 0.167(6) 0.209(8) 0.196(7) -0.144(7) -0.130(6) 0.095(6) F12 0.357(17) 0.175(8) 0.102(6) -0.019(5) -0.125(8) -0.009(8) C37 0.048(2) 0.060(3) 0.066(3) -0.004(5) -0.010(4) -0.012(2) C38 0.061(3) 0.065(4) 0.136(6) -0.015(7) 0.020(7) 0.004(3) C39 0.063(5) 0.070(7) 0.107(8) 0.016(5) 0.021(5) -0.010(5) C40 0.151(11) 0.111(8) 0.080(6) 0.039(6) 0.037(7) -0.002(8) C41 0.064(3) 0.048(3) 0.075(3) -0.008(5) 0.003(5) -0.001(2) C42 0.089(5) 0.082(5) 0.106(7) -0.004(6) 0.011(6) 0.022(4) C43 0.057(5) 0.076(7) 0.108(7) -0.020(5) -0.033(5) -0.005(5) C44 0.147(12) 0.165(12) 0.069(6) -0.001(6) -0.020(7) -0.043(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O1 1.418(4) . ? S1 O2 1.439(5) . ? S1 N2 1.627(6) . ? S1 C12 1.775(7) . ? S2 O4 1.426(6) . ? S2 O3 1.423(5) . ? S2 N3 1.604(6) . ? S2 C9 1.730(6) . ? N1 C11 1.367(8) . ? N1 C10 1.406(8) . ? N1 H1N 0.8600 . ? N2 C21 1.412(9) . ? N2 H2N 0.8600 . ? N3 C29 1.412(9) . ? N3 H3N 0.8600 . ? N4 C39 1.508(12) . ? N4 C37 1.521(6) . ? N4 C41 1.525(6) . ? N4 C43 1.528(11) . ? C1 C12 1.389(9) . ? C1 C2 1.443(9) . ? C1 H1 0.9300 . ? C2 C3 1.394(9) . ? C2 C13 1.521(10) . ? C3 C4 1.432(9) . ? C3 H3 0.9300 . ? C4 C11 1.404(9) . ? C4 C5 1.455(5) . ? C5 C6 1.369(9) . ? C5 C10 1.393(9) . ? C6 C7 1.394(9) . ? C6 H6 0.9300 . ? C7 C8 1.364(10) . ? C7 C17 1.517(9) . ? C8 C9 1.386(9) . ? C8 H8 0.9300 . ? C9 C10 1.392(8) . ? C11 C12 1.386(8) . ? C13 C16 1.504(13) . ? C13 C14 1.534(13) . ? C13 C15 1.580(13) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.482(13) . ? C17 C19 1.545(13) . ? C17 C20 1.590(15) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.344(9) . ? C21 C26 1.358(7) . ? C22 C23 1.384(11) . ? C22 H22 0.9300 . ? C23 C24 1.423(14) . ? C23 C27 1.429(10) . ? C24 C25 1.344(14) . ? C24 H24 0.9300 . ? C25 C26 1.422(8) . ? C25 C28 1.436(9) . ? C26 H26 0.9300 . ? C27 F2 1.3257 . ? C27 F1 1.4776 . ? C27 F3 1.5320 . ? C28 F5 1.2030 . ? C28 F4 1.3268 . ? C28 F6 1.4442 . ? C29 C30 1.397(10) . ? C29 C34 1.432(7) . ? C30 C31 1.333(11) . ? C30 H30 0.9300 . ? C31 C32 1.405(13) . ? C31 C35 1.510(7) . ? C32 C33 1.343(13) . ? C32 H32 0.9300 . ? C33 C34 1.384(10) . ? C33 C36 1.557(8) . ? C34 H34 0.9300 . ? C35 F7 1.2648 . ? C35 F9 1.3651 . ? C35 F8 1.3960 . ? C36 F12 1.0061 . ? C36 F11 1.2844 . ? C36 F10 1.5679 . ? C37 C38 1.523(8) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.574(17) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.536(9) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 C44 1.467(16) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? 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 O1 S1 O2 119.7(3) . . ? O1 S1 N2 109.6(3) . . ? O2 S1 N2 104.1(3) . . ? O1 S1 C12 108.2(3) . . ? O2 S1 C12 107.9(3) . . ? N2 S1 C12 106.7(3) . . ? O4 S2 O3 119.8(3) . . ? O4 S2 N3 110.3(3) . . ? O3 S2 N3 104.4(3) . . ? O4 S2 C9 108.0(3) . . ? O3 S2 C9 108.4(3) . . ? N3 S2 C9 104.8(3) . . ? C11 N1 C10 108.3(3) . . ? C11 N1 H1N 125.9 . . ? C10 N1 H1N 125.9 . . ? C21 N2 S1 125.3(4) . . ? C21 N2 H2N 117.3 . . ? S1 N2 H2N 117.3 . . ? C29 N3 S2 128.8(5) . . ? C29 N3 H3N 115.6 . . ? S2 N3 H3N 115.6 . . ? C39 N4 C37 110.3(7) . . ? C39 N4 C41 112.5(7) . . ? C37 N4 C41 106.2(4) . . ? C39 N4 C43 106.2(5) . . ? C37 N4 C43 112.4(7) . . ? C41 N4 C43 109.4(7) . . ? C12 C1 C2 120.8(6) . . ? C12 C1 H1 119.6 . . ? C2 C1 H1 119.6 . . ? C3 C2 C1 118.3(6) . . ? C3 C2 C13 120.4(6) . . ? C1 C2 C13 121.3(6) . . ? C2 C3 C4 119.1(6) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C11 C4 C3 122.1(5) . . ? C11 C4 C5 106.2(6) . . ? C3 C4 C5 131.5(7) . . ? C6 C5 C10 118.8(6) . . ? C6 C5 C4 134.5(7) . . ? C10 C5 C4 106.7(6) . . ? C5 C6 C7 121.3(6) . . ? C5 C6 H6 119.3 . . ? C7 C6 H6 119.3 . . ? C8 C7 C6 117.6(5) . . ? C8 C7 C17 122.5(6) . . ? C6 C7 C17 119.5(6) . . ? C7 C8 C9 124.2(6) . . ? C7 C8 H8 117.9 . . ? C9 C8 H8 117.9 . . ? C8 C9 C10 116.0(6) . . ? C8 C9 S2 122.4(4) . . ? C10 C9 S2 121.4(5) . . ? C5 C10 C9 122.0(6) . . ? C5 C10 N1 108.9(5) . . ? C9 C10 N1 129.1(6) . . ? N1 C11 C12 132.0(6) . . ? N1 C11 C4 109.9(5) . . ? C12 C11 C4 118.0(5) . . ? C11 C12 C1 121.6(6) . . ? C11 C12 S1 119.5(5) . . ? C1 C12 S1 118.9(5) . . ? C16 C13 C2 110.9(7) . . ? C16 C13 C14 118.7(9) . . ? C2 C13 C14 112.0(7) . . ? C16 C13 C15 104.3(8) . . ? C2 C13 C15 103.9(7) . . ? C14 C13 C15 105.4(10) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C7 113.5(7) . . ? C18 C17 C19 103.3(9) . . ? C7 C17 C19 108.4(7) . . ? C18 C17 C20 112.7(10) . . ? C7 C17 C20 111.3(7) . . ? C19 C17 C20 107.1(8) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C26 121.7(6) . . ? C22 C21 N2 124.6(6) . . ? C26 C21 N2 113.5(5) . . ? C21 C22 C23 121.8(7) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C22 C23 C24 117.2(8) . . ? C22 C23 C27 122.3(7) . . ? C24 C23 C27 120.5(7) . . ? C25 C24 C23 120.2(9) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C26 120.9(8) . . ? C24 C25 C28 120.6(7) . . ? C26 C25 C28 118.5(7) . . ? C21 C26 C25 117.9(5) . . ? C21 C26 H26 121.0 . . ? C25 C26 H26 121.0 . . ? F2 C27 C23 112.3(4) . . ? F2 C27 F1 111.6 . . ? C23 C27 F1 111.9(4) . . ? F2 C27 F3 91.5 . . ? C23 C27 F3 104.8(4) . . ? F1 C27 F3 123.1 . . ? F5 C28 F4 91.8 . . ? F5 C28 C25 117.1(4) . . ? F4 C28 C25 114.3(4) . . ? F5 C28 F6 123.5 . . ? F4 C28 F6 95.2 . . ? C25 C28 F6 110.4(4) . . ? C30 C29 N3 119.8(6) . . ? C30 C29 C34 117.4(6) . . ? N3 C29 C34 122.8(6) . . ? C31 C30 C29 121.5(6) . . ? C31 C30 H30 119.3 . . ? C29 C30 H30 119.3 . . ? C30 C31 C32 122.2(7) . . ? C30 C31 C35 121.2(7) . . ? C32 C31 C35 116.6(7) . . ? C33 C32 C31 116.7(7) . . ? C33 C32 H32 121.6 . . ? C31 C32 H32 121.6 . . ? C32 C33 C34 124.2(7) . . ? C32 C33 C36 124.8(7) . . ? C34 C33 C36 110.7(7) . . ? C33 C34 C29 117.7(5) . . ? C33 C34 H34 121.1 . . ? C29 C34 H34 121.2 . . ? F7 C35 F9 112.0 . . ? F7 C35 F8 110.9 . . ? F9 C35 F8 101.0 . . ? F7 C35 C31 113.3(4) . . ? F9 C35 C31 113.6(4) . . ? F8 C35 C31 105.0(3) . . ? F12 C36 F11 120.3 . . ? F12 C36 C33 122.2(4) . . ? F11 C36 C33 114.9(4) . . ? F12 C36 F10 94.3 . . ? F11 C36 F10 94.6 . . ? C33 C36 F10 97.2(4) . . ? C38 C37 N4 116.6(4) . . ? C38 C37 H37A 108.1 . . ? N4 C37 H37A 108.1 . . ? C38 C37 H37B 108.2 . . ? N4 C37 H37B 108.1 . . ? H37A C37 H37B 107.3 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N4 C39 C40 115.0(7) . . ? N4 C39 H39A 108.5 . . ? C40 C39 H39A 108.5 . . ? N4 C39 H39B 108.5 . . ? C40 C39 H39B 108.5 . . ? H39A C39 H39B 107.5 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N4 C41 C42 114.5(5) . . ? N4 C41 H41A 108.6 . . ? C42 C41 H41A 108.6 . . ? N4 C41 H41B 108.6 . . ? C42 C41 H41B 108.6 . . ? H41A C41 H41B 107.6 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 N4 112.0(8) . . ? C44 C43 H43A 109.2 . . ? N4 C43 H43A 109.2 . . ? C44 C43 H43B 109.2 . . ? N4 C43 H43B 109.2 . . ? H43A C43 H43B 107.9 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.4 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 67.27 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 1.364 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.094 # Attachment 'BASE4.cif' data_twin2 _database_code_depnum_ccdc_archive 'CCDC 832824' #TrackingRef 'BASE4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H31 F12 N3 O4 S2, C8 H20 N, Br' _chemical_formula_sum 'C44 H51 Br F12 N4 O4 S2' _chemical_formula_weight 1071.92 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' 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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_space_group_name_Hall P2c-2n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 18.7203(5) _cell_length_b 10.3816(3) _cell_length_c 25.9329(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5040.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 8595 _cell_measurement_theta_min 3.41 _cell_measurement_theta_max 66.06 _exptl_crystal_description Prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2200 _exptl_absorpt_coefficient_mu 2.668 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.452 _exptl_absorpt_correction_T_max 0.513 _exptl_absorpt_process_details 'SADABS (Bruker, 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24282 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0291 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 67.19 _reflns_number_total 6893 _reflns_number_gt 5926 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker 2006)' _computing_cell_refinement 'SAINT (Bruker 2006)' _computing_data_reduction 'SAINT (Bruker 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3 (Macrae et al, 2008)' _computing_publication_material 'Bruker SHELXTL' _chemical_absolute_configuration rm _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^)+(0.1007P)^2^+3.8098P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(4) _refine_ls_number_reflns 6893 _refine_ls_number_parameters 571 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1623 _refine_ls_wR_factor_gt 0.1505 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.049 _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 Br1 Br 0.06409(3) 0.95810(4) 0.37777(6) 0.05877(18) Uani 1 1 d . . . S1 S 0.48387(9) 0.28376(16) 0.49397(5) 0.0373(4) Uani 1 1 d . . . S2 S 0.48439(9) 0.28324(16) 0.26162(5) 0.0374(4) Uani 1 1 d . . . O1 O 0.4693(3) 0.2778(6) 0.5475(2) 0.0562(16) Uani 1 1 d . . . O2 O 0.4323(3) 0.3345(5) 0.4588(2) 0.0477(13) Uani 1 1 d . . . O3 O 0.4332(2) 0.3351(6) 0.2966(2) 0.0485(14) Uani 1 1 d . . . O4 O 0.4678(3) 0.2778(5) 0.20768(19) 0.0492(13) Uani 1 1 d . . . N1 N 0.50403(15) 0.1759(3) 0.3770(3) 0.0346(6) Uani 1 1 d . . . H1N H 0.4939 0.2567 0.3771 0.041 Uiso 1 1 calc R . . N2 N 0.5533(3) 0.3732(7) 0.4849(3) 0.0470(16) Uani 1 1 d . . . H2N H 0.5484 0.4389 0.4650 0.056 Uiso 1 1 calc R . . N3 N 0.5550(3) 0.3719(6) 0.2707(3) 0.0434(15) Uani 1 1 d . . . H3N H 0.5505 0.4347 0.2921 0.052 Uiso 1 1 calc R . . N4 N 0.28174(18) -0.4808(4) 0.3767(4) 0.0591(10) Uani 1 1 d . . . C1 C 0.5192(4) 0.0281(7) 0.5089(3) 0.0374(16) Uani 1 1 d . . . H1 H 0.5172 0.0486 0.5437 0.045 Uiso 1 1 calc R . . C2 C 0.5336(4) -0.0922(7) 0.4958(3) 0.0366(14) Uani 1 1 d . . . C3 C 0.5408(3) -0.1242(7) 0.4420(3) 0.0333(14) Uani 1 1 d . . . H3 H 0.5521 -0.2076 0.4317 0.040 Uiso 1 1 calc R . . C4 C 0.5303(4) -0.0250(7) 0.4052(3) 0.0328(14) Uani 1 1 d . . . C5 C 0.5304(3) -0.0283(7) 0.3489(3) 0.0327(14) Uani 1 1 d . . . C6 C 0.5391(4) -0.1210(7) 0.3134(3) 0.0412(16) Uani 1 1 d . . . H6 H 0.5492 -0.2041 0.3247 0.049 Uiso 1 1 calc R . . C7 C 0.5339(4) -0.0998(7) 0.2618(3) 0.0427(16) Uani 1 1 d . . . C8 C 0.5166(4) 0.0334(7) 0.2465(3) 0.0382(16) Uani 1 1 d . . . H8 H 0.5111 0.0518 0.2116 0.046 Uiso 1 1 calc R . . C9 C 0.5081(3) 0.1312(7) 0.2815(3) 0.0353(15) Uani 1 1 d . . . C10 C 0.5120(3) 0.1007(7) 0.3342(3) 0.0326(15) Uani 1 1 d . . . C11 C 0.5151(3) 0.0999(7) 0.4207(2) 0.0315(15) Uani 1 1 d . . . C12 C 0.5070(4) 0.1260(6) 0.4729(2) 0.0322(14) Uani 1 1 d . . . C13 C 0.5413(5) -0.2080(8) 0.5346(4) 0.057(2) Uani 1 1 d . . . C14 C 0.5319(6) -0.1644(10) 0.5886(4) 0.082(3) Uani 1 1 d . . . H14A H 0.4846 -0.1305 0.5930 0.123 Uiso 1 1 calc R . . H14B H 0.5664 -0.0986 0.5963 0.123 Uiso 1 1 calc R . . H14C H 0.5388 -0.2360 0.6115 0.123 Uiso 1 1 calc R . . C15 C 0.4811(7) -0.3018(9) 0.5237(4) 0.080(3) Uani 1 1 d . . . H15A H 0.4860 -0.3761 0.5454 0.120 Uiso 1 1 calc R . . H15B H 0.4830 -0.3279 0.4882 0.120 Uiso 1 1 calc R . . H15C H 0.4361 -0.2609 0.5304 0.120 Uiso 1 1 calc R . . C16 C 0.6098(7) -0.2773(8) 0.5246(4) 0.083(3) Uani 1 1 d . . . H16A H 0.6482 -0.2161 0.5227 0.124 Uiso 1 1 calc R . . H16B H 0.6065 -0.3232 0.4926 0.124 Uiso 1 1 calc R . . H16C H 0.6189 -0.3370 0.5521 0.124 Uiso 1 1 calc R . . C17 C 0.5394(5) -0.2026(7) 0.2222(3) 0.050(2) Uani 1 1 d . . . C18 C 0.6107(6) -0.2762(12) 0.2283(4) 0.093(4) Uani 1 1 d . . . H18A H 0.6484 -0.2285 0.2120 0.140 Uiso 1 1 calc R . . H18B H 0.6067 -0.3595 0.2124 0.140 Uiso 1 1 calc R . . H18C H 0.6213 -0.2864 0.2643 0.140 Uiso 1 1 calc R . . C19 C 0.5424(11) -0.1502(12) 0.1668(4) 0.159(7) Uani 1 1 d . . . H19A H 0.5871 -0.1068 0.1614 0.238 Uiso 1 1 calc R . . H19B H 0.5038 -0.0908 0.1615 0.238 Uiso 1 1 calc R . . H19C H 0.5382 -0.2203 0.1428 0.238 Uiso 1 1 calc R . . C20 C 0.4784(7) -0.3081(11) 0.2338(6) 0.104(4) Uani 1 1 d . . . H20A H 0.4661 -0.3520 0.2024 0.156 Uiso 1 1 calc R . . H20B H 0.4368 -0.2658 0.2473 0.156 Uiso 1 1 calc R . . H20C H 0.4958 -0.3692 0.2585 0.156 Uiso 1 1 calc R . . C21 C 0.6237(4) 0.3517(8) 0.5077(3) 0.0497(19) Uani 1 1 d . . . C22 C 0.6347(3) 0.2818(5) 0.5516(3) 0.0521(19) Uani 1 1 d . . . H22 H 0.5967 0.2424 0.5685 0.063 Uiso 1 1 calc R . . C23 C 0.7041(6) 0.2707(11) 0.5706(4) 0.082(3) Uani 1 1 d . . . C24 C 0.7600(5) 0.3400(10) 0.5470(6) 0.092(4) Uani 1 1 d . . . H24 H 0.8062 0.3345 0.5600 0.110 Uiso 1 1 calc R . . C25 C 0.7458(5) 0.4166(8) 0.5044(4) 0.063(2) Uani 1 1 d . . . C26 C 0.67505(15) 0.4264(3) 0.48420(13) 0.0522(19) Uani 1 1 d . . . H26 H 0.6642 0.4803 0.4566 0.063 Uiso 1 1 calc R . . C27 C 0.71626(15) 0.2067(3) 0.61837(13) 0.128(5) Uani 1 1 d R . . F1 F 0.68293(15) 0.0796(3) 0.61486(13) 0.216(6) Uani 1 1 d R . . F2 F 0.71768(15) 0.2517(3) 0.65800(13) 0.203(5) Uani 1 1 d R . . F3 F 0.78256(15) 0.1229(3) 0.61150(13) 0.254(7) Uani 1 1 d R . . C28 C 0.80248(15) 0.4946(3) 0.47740(13) 0.075(2) Uani 1 1 d R . . F4 F 0.85662(15) 0.5305(3) 0.51450(13) 0.160(4) Uani 1 1 d R . . F5 F 0.78251(15) 0.5919(3) 0.45518(13) 0.222(6) Uani 1 1 d R . . F6 F 0.83581(15) 0.4162(3) 0.44438(13) 0.139(3) Uani 1 1 d R . . C29 C 0.6204(4) 0.3581(6) 0.2484(3) 0.0413(16) Uani 1 1 d . . . C30 C 0.6798(3) 0.4209(6) 0.2694(3) 0.0493(18) Uani 1 1 d . . . H30 H 0.6741 0.4695 0.2992 0.059 Uiso 1 1 calc R . . C31 C 0.7458(4) 0.4130(8) 0.2473(4) 0.063(3) Uani 1 1 d . . . C32 C 0.7599(5) 0.3348(10) 0.2070(4) 0.070(3) Uani 1 1 d . . . H32 H 0.8059 0.3259 0.1940 0.084 Uiso 1 1 calc R . . C33 C 0.7035(5) 0.2692(10) 0.1861(4) 0.071(3) Uani 1 1 d D . . C34 C 0.63375(16) 0.2795(3) 0.20757(15) 0.069(3) Uani 1 1 d . . . H34 H 0.5966 0.2316 0.1934 0.082 Uiso 1 1 calc R . . C35 C 0.80214(16) 0.4866(3) 0.26711(15) 0.103(3) Uani 1 1 d R . . F7 F 0.78702(16) 0.6150(3) 0.27432(15) 0.180(4) Uani 1 1 d R . . F8 F 0.86230(16) 0.4877(3) 0.24470(15) 0.135(3) Uani 1 1 d R . . F9 F 0.82647(16) 0.4515(3) 0.31613(15) 0.165(4) Uani 1 1 d R . . C36 C 0.70883(16) 0.1799(3) 0.13855(15) 0.146(7) Uani 1 1 d RD . . F10 F 0.77849(16) 0.1466(3) 0.13278(15) 0.230(6) Uani 1 1 d R . . F11 F 0.70244(16) 0.2616(3) 0.10483(15) 0.430(17) Uani 1 1 d R . . F12 F 0.66059(16) 0.0890(3) 0.12791(15) 0.285(9) Uani 1 1 d R . . C37 C 0.3594(2) -0.4446(4) 0.3777(5) 0.0600(12) Uani 1 1 d . . . H37A H 0.3827 -0.4842 0.3483 0.072 Uiso 1 1 calc R . . H37B H 0.3806 -0.4812 0.4086 0.072 Uiso 1 1 calc R . . C38 C 0.3758(3) -0.3011(5) 0.3769(7) 0.095(2) Uani 1 1 d . . . H38A H 0.3497 -0.2610 0.3494 0.142 Uiso 1 1 calc R . . H38B H 0.4261 -0.2885 0.3715 0.142 Uiso 1 1 calc R . . H38C H 0.3621 -0.2633 0.4092 0.142 Uiso 1 1 calc R . . C39 C 0.2423(6) -0.4309(12) 0.3314(5) 0.095(4) Uani 1 1 d . . . H39A H 0.1921 -0.4526 0.3347 0.114 Uiso 1 1 calc R . . H39B H 0.2463 -0.3378 0.3304 0.114 Uiso 1 1 calc R . . C40 C 0.2704(11) -0.486(2) 0.2828(6) 0.175(8) Uani 1 1 d . . . H40A H 0.3161 -0.5245 0.2891 0.262 Uiso 1 1 calc R . . H40B H 0.2755 -0.4182 0.2577 0.262 Uiso 1 1 calc R . . H40C H 0.2378 -0.5495 0.2700 0.262 Uiso 1 1 calc R . . C41 C 0.2793(3) -0.6282(5) 0.3781(5) 0.0692(14) Uani 1 1 d . . . H41A H 0.3066 -0.6615 0.3493 0.083 Uiso 1 1 calc R . . H41B H 0.3022 -0.6575 0.4096 0.083 Uiso 1 1 calc R . . C42 C 0.2055(4) -0.6835(7) 0.3759(8) 0.109(3) Uani 1 1 d . . . H42A H 0.1817 -0.6690 0.4082 0.164 Uiso 1 1 calc R . . H42B H 0.2082 -0.7743 0.3693 0.164 Uiso 1 1 calc R . . H42C H 0.1791 -0.6425 0.3487 0.164 Uiso 1 1 calc R . . C43 C 0.2450(5) -0.4252(10) 0.4251(5) 0.079(3) Uani 1 1 d . . . H43A H 0.1951 -0.4506 0.4244 0.095 Uiso 1 1 calc R . . H43B H 0.2465 -0.3320 0.4229 0.095 Uiso 1 1 calc R . . C44 C 0.2771(9) -0.4664(11) 0.4790(4) 0.102(3) Uani 1 1 d . . . H44A H 0.2740 -0.5583 0.4827 0.153 Uiso 1 1 calc R . . H44B H 0.2506 -0.4257 0.5062 0.153 Uiso 1 1 calc R . . H44C H 0.3263 -0.4403 0.4809 0.153 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 Br1 0.0924(4) 0.0425(2) 0.0414(3) -0.0013(5) -0.0008(6) -0.0069(2) S1 0.0431(9) 0.0374(9) 0.0313(8) -0.0036(7) -0.0003(7) 0.0063(7) S2 0.0433(9) 0.0354(9) 0.0334(9) 0.0016(7) -0.0046(7) 0.0076(7) O1 0.063(3) 0.065(4) 0.041(3) -0.010(3) 0.015(3) 0.015(3) O2 0.053(3) 0.041(3) 0.050(3) 0.008(3) 0.005(2) 0.016(2) O3 0.041(2) 0.054(3) 0.051(4) 0.007(3) 0.011(2) 0.013(2) O4 0.075(3) 0.045(3) 0.028(3) 0.002(2) -0.006(3) 0.006(3) N1 0.0444(14) 0.0302(13) 0.0292(15) 0.009(3) -0.005(3) 0.0055(12) N2 0.057(4) 0.049(4) 0.035(4) 0.003(3) -0.011(3) 0.001(3) N3 0.048(3) 0.027(3) 0.055(4) -0.010(3) 0.005(3) -0.003(2) N4 0.0436(17) 0.061(2) 0.073(3) -0.017(5) -0.007(4) 0.0150(16) C1 0.044(3) 0.048(4) 0.020(3) 0.004(3) -0.004(3) 0.003(3) C2 0.050(4) 0.035(4) 0.024(3) 0.007(3) -0.005(3) 0.004(3) C3 0.037(3) 0.032(4) 0.030(4) -0.001(3) 0.001(3) 0.006(3) C4 0.040(3) 0.033(3) 0.025(3) 0.001(3) -0.007(3) -0.003(3) C5 0.034(3) 0.034(3) 0.030(3) 0.002(3) -0.004(3) 0.007(3) C6 0.055(4) 0.033(4) 0.035(4) 0.001(3) 0.001(3) 0.001(3) C7 0.056(4) 0.034(4) 0.038(4) 0.003(3) -0.009(3) 0.005(3) C8 0.045(3) 0.033(4) 0.036(4) 0.004(3) -0.005(3) 0.007(3) C9 0.028(3) 0.040(4) 0.038(4) -0.007(3) -0.001(3) 0.001(3) C10 0.036(3) 0.028(3) 0.034(4) 0.004(3) 0.000(3) 0.011(3) C11 0.031(3) 0.040(4) 0.023(3) 0.004(3) -0.001(2) -0.005(3) C12 0.047(3) 0.026(3) 0.023(3) -0.006(3) 0.003(3) 0.005(3) C13 0.069(5) 0.052(5) 0.049(5) 0.026(4) -0.005(4) 0.009(4) C14 0.146(8) 0.057(5) 0.042(5) 0.008(4) 0.019(5) 0.009(5) C15 0.125(9) 0.052(5) 0.063(6) 0.007(4) 0.021(5) -0.005(5) C16 0.138(9) 0.056(5) 0.055(5) 0.009(4) -0.015(5) 0.047(5) C17 0.084(6) 0.035(4) 0.030(4) 0.002(3) -0.007(4) 0.012(4) C18 0.075(6) 0.121(9) 0.083(8) -0.044(7) -0.004(5) 0.030(6) C19 0.39(2) 0.061(6) 0.027(5) -0.011(4) 0.024(8) 0.062(10) C20 0.103(8) 0.076(7) 0.133(11) -0.058(7) 0.024(7) -0.019(6) C21 0.056(4) 0.058(5) 0.035(4) 0.005(3) -0.012(3) -0.009(4) C22 0.055(4) 0.053(4) 0.048(4) 0.017(3) -0.014(3) -0.013(4) C23 0.085(7) 0.093(7) 0.069(7) 0.006(6) -0.038(6) 0.003(6) C24 0.054(6) 0.077(7) 0.144(11) 0.016(7) -0.027(6) -0.013(5) C25 0.059(5) 0.059(5) 0.071(6) 0.003(5) -0.004(4) -0.006(4) C26 0.052(4) 0.038(4) 0.067(5) -0.009(4) 0.002(4) -0.002(3) C27 0.068(5) 0.228(14) 0.089(7) 0.075(8) -0.056(5) -0.045(7) F1 0.246(8) 0.180(7) 0.224(9) 0.166(7) -0.166(8) -0.126(7) F2 0.350(14) 0.192(8) 0.068(4) 0.046(5) -0.095(7) -0.019(9) F3 0.231(11) 0.237(12) 0.295(15) 0.169(11) -0.074(11) 0.050(10) C28 0.027(3) 0.085(5) 0.114(7) 0.013(5) 0.009(3) -0.012(4) F4 0.103(5) 0.173(7) 0.204(9) -0.062(6) 0.052(5) -0.071(4) F5 0.075(3) 0.127(5) 0.464(17) 0.181(8) 0.045(6) 0.007(4) F6 0.082(3) 0.174(6) 0.161(7) 0.036(5) 0.044(4) 0.003(4) C29 0.046(4) 0.025(3) 0.052(4) 0.013(3) 0.007(3) 0.009(3) C30 0.051(4) 0.042(4) 0.056(4) -0.008(4) -0.002(3) 0.011(3) C31 0.044(4) 0.047(4) 0.099(8) 0.012(5) -0.003(4) 0.000(4) C32 0.056(5) 0.085(7) 0.069(6) 0.009(5) 0.019(4) 0.007(5) C33 0.066(6) 0.081(6) 0.064(6) -0.013(5) 0.025(5) -0.016(5) C34 0.061(5) 0.087(7) 0.058(6) 0.005(5) 0.017(4) -0.003(5) C35 0.090(7) 0.103(8) 0.116(8) -0.018(7) -0.012(6) 0.016(6) F7 0.095(4) 0.101(4) 0.343(13) -0.056(6) -0.065(6) -0.013(4) F8 0.053(3) 0.150(5) 0.202(8) -0.002(5) 0.021(4) -0.030(3) F9 0.183(7) 0.189(7) 0.122(6) 0.039(5) -0.065(5) -0.101(6) C36 0.190(14) 0.089(7) 0.158(14) -0.020(8) 0.128(12) 0.007(8) F10 0.110(5) 0.386(16) 0.193(9) -0.146(11) 0.052(6) 0.037(8) F11 0.70(5) 0.48(3) 0.110(10) -0.064(16) 0.007(18) 0.09(3) F12 0.156(7) 0.42(2) 0.277(15) -0.244(16) 0.100(8) -0.060(9) C37 0.045(2) 0.063(3) 0.072(3) -0.019(5) -0.016(5) 0.016(2) C38 0.066(3) 0.067(3) 0.150(7) -0.032(8) 0.010(9) 0.002(3) C39 0.087(7) 0.103(9) 0.095(9) 0.007(6) -0.041(6) 0.037(6) C40 0.158(14) 0.29(2) 0.076(8) 0.059(12) -0.032(9) 0.055(14) C41 0.067(3) 0.055(2) 0.086(4) 0.002(6) -0.015(7) 0.005(2) C42 0.087(4) 0.084(4) 0.157(9) -0.011(10) -0.032(10) -0.018(3) C43 0.057(5) 0.067(6) 0.115(10) -0.024(5) 0.017(5) 0.003(4) C44 0.143(10) 0.100(7) 0.062(6) -0.012(5) 0.018(6) 0.017(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 S1 O1 1.415(6) . ? S1 O2 1.429(6) . ? S1 N2 1.614(7) . ? S1 C12 1.780(7) . ? S2 O3 1.424(5) . ? S2 O4 1.434(5) . ? S2 N3 1.628(6) . ? S2 C9 1.719(8) . ? N1 C10 1.366(9) . ? N1 C11 1.397(9) . ? N1 H1N 0.8600 . ? N2 C21 1.461(10) . ? N2 H2N 0.8600 . ? N3 C29 1.362(9) . ? N3 H3N 0.8600 . ? N4 C39 1.481(13) . ? N4 C37 1.502(5) . ? N4 C41 1.531(6) . ? N4 C43 1.545(13) . ? C1 C2 1.321(11) . ? C1 C12 1.398(9) . ? C1 H1 0.9300 . ? C2 C3 1.440(10) . ? C2 C13 1.575(10) . ? C3 C4 1.419(10) . ? C3 H3 0.9300 . ? C4 C11 1.387(10) . ? C4 C5 1.459(5) . ? C5 C6 1.341(11) . ? C5 C10 1.435(9) . ? C6 C7 1.361(11) . ? C6 H6 0.9300 . ? C7 C8 1.475(10) . ? C7 C17 1.485(11) . ? C8 C9 1.372(10) . ? C8 H8 0.9300 . ? C9 C10 1.404(9) . ? C11 C12 1.389(9) . ? C13 C14 1.482(13) . ? C13 C16 1.494(14) . ? C13 C15 1.517(15) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C19 1.537(13) . ? C17 C18 1.545(13) . ? C17 C20 1.611(15) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.366(10) . ? C21 C26 1.378(8) . ? C22 C23 1.395(12) . ? C22 H22 0.9300 . ? C23 C24 1.409(16) . ? C23 C27 1.424(11) . ? C24 C25 1.387(15) . ? C24 H24 0.9300 . ? C25 C26 1.429(10) . ? C25 C28 1.507(10) . ? C26 H26 0.9300 . ? C27 F2 1.1294 . ? C27 F1 1.4619 . ? C27 F3 1.5260 . ? C28 F5 1.2220 . ? C28 F6 1.3360 . ? C28 F4 1.4463 . ? C29 C34 1.360(8) . ? C29 C30 1.398(9) . ? C30 C31 1.365(11) . ? C30 H30 0.9300 . ? C31 C32 1.349(14) . ? C31 C35 1.400(9) . ? C32 C33 1.369(13) . ? C32 H32 0.9300 . ? C33 C34 1.422(9) . ? C33 C36 1.547(9) . ? C34 H34 0.9300 . ? C35 F8 1.2672 . ? C35 F7 1.3760 . ? C35 F9 1.3985 . ? C36 F11 1.2244 . ? C36 F12 1.3348 . ? C36 F10 1.3573 . ? C37 C38 1.521(7) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.48(2) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.497(8) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 C44 1.581(16) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? 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 O1 S1 O2 120.7(4) . . ? O1 S1 N2 108.9(4) . . ? O2 S1 N2 103.9(3) . . ? O1 S1 C12 107.9(3) . . ? O2 S1 C12 107.9(3) . . ? N2 S1 C12 106.8(4) . . ? O3 S2 O4 119.4(4) . . ? O3 S2 N3 103.9(3) . . ? O4 S2 N3 109.8(4) . . ? O3 S2 C9 109.2(3) . . ? O4 S2 C9 108.2(3) . . ? N3 S2 C9 105.4(3) . . ? C10 N1 C11 108.7(3) . . ? C10 N1 H1N 125.7 . . ? C11 N1 H1N 125.7 . . ? C21 N2 S1 125.4(6) . . ? C21 N2 H2N 117.3 . . ? S1 N2 H2N 117.3 . . ? C29 N3 S2 127.5(5) . . ? C29 N3 H3N 116.2 . . ? S2 N3 H3N 116.2 . . ? C39 N4 C37 114.2(9) . . ? C39 N4 C41 110.8(8) . . ? C37 N4 C41 106.2(3) . . ? C39 N4 C43 107.0(4) . . ? C37 N4 C43 108.8(7) . . ? C41 N4 C43 109.8(8) . . ? C2 C1 C12 123.3(6) . . ? C2 C1 H1 118.3 . . ? C12 C1 H1 118.3 . . ? C1 C2 C3 119.0(6) . . ? C1 C2 C13 125.2(7) . . ? C3 C2 C13 115.8(7) . . ? C4 C3 C2 118.2(6) . . ? C4 C3 H3 120.9 . . ? C2 C3 H3 120.9 . . ? C11 C4 C3 120.7(6) . . ? C11 C4 C5 108.3(7) . . ? C3 C4 C5 131.0(8) . . ? C6 C5 C10 121.1(7) . . ? C6 C5 C4 134.7(8) . . ? C10 C5 C4 104.1(7) . . ? C5 C6 C7 123.4(7) . . ? C5 C6 H6 118.3 . . ? C7 C6 H6 118.3 . . ? C6 C7 C8 115.6(7) . . ? C6 C7 C17 124.0(7) . . ? C8 C7 C17 120.2(6) . . ? C9 C8 C7 122.7(7) . . ? C9 C8 H8 118.6 . . ? C7 C8 H8 118.6 . . ? C8 C9 C10 118.2(7) . . ? C8 C9 S2 120.7(6) . . ? C10 C9 S2 120.8(5) . . ? N1 C10 C9 131.0(6) . . ? N1 C10 C5 110.1(5) . . ? C9 C10 C5 118.8(6) . . ? C4 C11 C12 119.2(6) . . ? C4 C11 N1 108.8(6) . . ? C12 C11 N1 131.6(7) . . ? C11 C12 C1 119.3(6) . . ? C11 C12 S1 120.3(5) . . ? C1 C12 S1 120.3(5) . . ? C14 C13 C16 114.4(8) . . ? C14 C13 C15 106.6(9) . . ? C16 C13 C15 107.3(8) . . ? C14 C13 C2 111.1(7) . . ? C16 C13 C2 109.6(8) . . ? C15 C13 C2 107.6(7) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C7 C17 C19 113.2(7) . . ? C7 C17 C18 110.1(8) . . ? C19 C17 C18 103.9(9) . . ? C7 C17 C20 108.0(8) . . ? C19 C17 C20 116.2(10) . . ? C18 C17 C20 104.9(8) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C26 124.3(6) . . ? C22 C21 N2 123.6(7) . . ? C26 C21 N2 111.4(6) . . ? C21 C22 C23 118.6(7) . . ? C21 C22 H22 120.7 . . ? C23 C22 H22 120.7 . . ? C22 C23 C24 119.8(9) . . ? C22 C23 C27 119.6(9) . . ? C24 C23 C27 119.8(8) . . ? C25 C24 C23 119.8(9) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 120.7(8) . . ? C24 C25 C28 123.0(8) . . ? C26 C25 C28 116.3(7) . . ? C21 C26 C25 116.4(5) . . ? C21 C26 H26 121.8 . . ? C25 C26 H26 121.8 . . ? F2 C27 C23 127.0(5) . . ? F2 C27 F1 116.1 . . ? C23 C27 F1 107.4(5) . . ? F2 C27 F3 108.8 . . ? C23 C27 F3 107.1(5) . . ? F1 C27 F3 80.0 . . ? F5 C28 F6 110.1 . . ? F5 C28 F4 108.4 . . ? F6 C28 F4 104.9 . . ? F5 C28 C25 116.6(4) . . ? F6 C28 C25 107.4(4) . . ? F4 C28 C25 108.8(4) . . ? C34 C29 N3 124.0(6) . . ? C34 C29 C30 115.9(6) . . ? N3 C29 C30 120.0(7) . . ? C31 C30 C29 121.9(7) . . ? C31 C30 H30 119.1 . . ? C29 C30 H30 119.1 . . ? C32 C31 C30 122.6(8) . . ? C32 C31 C35 117.7(8) . . ? C30 C31 C35 119.7(8) . . ? C31 C32 C33 117.1(8) . . ? C31 C32 H32 121.5 . . ? C33 C32 H32 121.5 . . ? C32 C33 C34 121.1(7) . . ? C32 C33 C36 124.3(7) . . ? C34 C33 C36 114.6(7) . . ? C29 C34 C33 121.1(5) . . ? C29 C34 H34 119.4 . . ? C33 C34 H34 119.4 . . ? F8 C35 F7 103.7 . . ? F8 C35 F9 97.5 . . ? F7 C35 F9 101.3 . . ? F8 C35 C31 120.4(5) . . ? F7 C35 C31 115.1(4) . . ? F9 C35 C31 115.9(4) . . ? F11 C36 F12 106.0 . . ? F11 C36 F10 101.0 . . ? F12 C36 F10 116.6 . . ? F11 C36 C33 98.5(5) . . ? F12 C36 C33 123.0(4) . . ? F10 C36 C33 107.6(4) . . ? N4 C37 C38 116.1(4) . . ? N4 C37 H37A 108.3 . . ? C38 C37 H37A 108.3 . . ? N4 C37 H37B 108.3 . . ? C38 C37 H37B 108.3 . . ? H37A C37 H37B 107.4 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 N4 111.3(10) . . ? C40 C39 H39A 109.4 . . ? N4 C39 H39A 109.4 . . ? C40 C39 H39B 109.4 . . ? N4 C39 H39B 109.4 . . ? H39A C39 H39B 108.0 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 N4 114.2(4) . . ? C42 C41 H41A 108.7 . . ? N4 C41 H41A 108.7 . . ? C42 C41 H41B 108.7 . . ? N4 C41 H41B 108.7 . . ? H41A C41 H41B 107.6 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C43 C44 116.7(8) . . ? N4 C43 H43A 108.1 . . ? C44 C43 H43A 108.1 . . ? N4 C43 H43B 108.1 . . ? C44 C43 H43B 108.1 . . ? H43A C43 H43B 107.3 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 67.19 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 1.093 _refine_diff_density_min -0.839 _refine_diff_density_rms 0.084 # Attachment 'BASE5.cif' data_twin3 _database_code_depnum_ccdc_archive 'CCDC 832825' #TrackingRef 'BASE5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H31 F12 N3 O4 S2, C8 H20 N, I' _chemical_formula_sum 'C44 H51 F12 I N4 O4 S2' _chemical_formula_weight 1118.91 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' 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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_space_group_name_Hall P2c-2n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 18.8303(5) _cell_length_b 10.4962(3) _cell_length_c 26.0580(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5150.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6654 _cell_measurement_theta_min 3.39 _cell_measurement_theta_max 66.81 _exptl_crystal_description Prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2272 _exptl_absorpt_coefficient_mu 6.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.269 _exptl_absorpt_correction_T_max 0.382 _exptl_absorpt_process_details 'SADABS (Bruker, 2006)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24273 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 67.27 _reflns_number_total 7779 _reflns_number_gt 6379 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker 2006)' _computing_cell_refinement 'SAINT (Bruker 2006)' _computing_data_reduction 'SAINT (Bruker 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Mercury 2.3 (Macrae et al, 2008)' _computing_publication_material 'Bruker SHELXTL' _chemical_absolute_configuration rm _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^)+(0.0649P)^2^+3.2605P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.505(12) _refine_ls_number_reflns 7779 _refine_ls_number_parameters 553 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1272 _refine_ls_wR_factor_gt 0.1169 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 2.789 _refine_ls_shift/su_mean 0.065 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 I1 I 0.08304(2) 0.06033(3) 0.26885(8) 0.08816(16) Uani 1 1 d . . . S1 S -0.00950(11) 0.7944(2) 0.15157(6) 0.0450(5) Uani 1 1 d . . . S2 S -0.00891(11) 0.7953(2) 0.38622(6) 0.0458(5) Uani 1 1 d . . . O1 O -0.0288(4) 0.7828(7) 0.0988(2) 0.0618(18) Uani 1 1 d . . . O2 O -0.0562(3) 0.8511(7) 0.1886(3) 0.0597(17) Uani 1 1 d . . . O3 O -0.0581(3) 0.8494(7) 0.3514(3) 0.0561(16) Uani 1 1 d . . . O4 O -0.0278(3) 0.7866(6) 0.4385(2) 0.0589(17) Uani 1 1 d . . . N1 N 0.01121(14) 0.6910(3) 0.2676(4) 0.0405(6) Uani 1 1 d . . . H1N H 0.0020 0.7711 0.2662 0.049 Uiso 1 1 calc R . . N2 N 0.0626(3) 0.8823(7) 0.1579(3) 0.0521(19) Uani 1 1 d . . . H2N H 0.0607 0.9473 0.1779 0.063 Uiso 1 1 calc R . . N3 N 0.0606(4) 0.8809(8) 0.3825(3) 0.0575(19) Uani 1 1 d . . . H3N H 0.0556 0.9499 0.3650 0.069 Uiso 1 1 calc R . . N4 N -0.21269(18) 1.0244(4) 0.2712(6) 0.0714(11) Uani 1 1 d . . . C1 C 0.0227(4) 0.5456(8) 0.1363(3) 0.0414(19) Uani 1 1 d . . . H1 H 0.0183 0.5641 0.1016 0.050 Uiso 1 1 calc R . . C2 C 0.0378(4) 0.4227(9) 0.1528(3) 0.045(2) Uani 1 1 d . . . C3 C 0.0445(4) 0.3971(9) 0.2046(3) 0.0432(18) Uani 1 1 d . . . H3 H 0.0555 0.3148 0.2151 0.052 Uiso 1 1 calc R . . C4 C 0.0351(4) 0.4933(8) 0.2419(3) 0.0424(18) Uani 1 1 d . . . C5 C 0.0366(4) 0.4873(8) 0.2972(3) 0.0375(17) Uani 1 1 d . . . C6 C 0.0450(4) 0.3922(9) 0.3324(3) 0.046(2) Uani 1 1 d . . . H6 H 0.0552 0.3101 0.3213 0.055 Uiso 1 1 calc R . . C7 C 0.0383(4) 0.4163(9) 0.3850(4) 0.0444(19) Uani 1 1 d . . . C8 C 0.0231(4) 0.5433(9) 0.3977(4) 0.045(2) Uani 1 1 d . . . H8 H 0.0190 0.5614 0.4325 0.054 Uiso 1 1 calc R . . C9 C 0.0135(4) 0.6457(9) 0.3643(3) 0.0401(18) Uani 1 1 d . . . C10 C 0.0208(4) 0.6203(8) 0.3121(3) 0.0374(17) Uani 1 1 d . . . C11 C 0.0191(4) 0.6106(9) 0.2261(3) 0.0412(19) Uani 1 1 d . . . C12 C 0.0142(4) 0.6405(9) 0.1733(3) 0.0399(18) Uani 1 1 d . . . C13 C 0.0451(5) 0.3122(9) 0.1141(4) 0.057(2) Uani 1 1 d . . . C14 C 0.0352(6) 0.3496(9) 0.0590(4) 0.072(2) Uani 1 1 d . . . H14A H -0.0069 0.4007 0.0557 0.108 Uiso 1 1 calc R . . H14B H 0.0304 0.2743 0.0383 0.108 Uiso 1 1 calc R . . H14C H 0.0756 0.3976 0.0476 0.108 Uiso 1 1 calc R . . C15 C 0.1150(6) 0.2501(14) 0.1189(5) 0.090(4) Uani 1 1 d . . . H15A H 0.1516 0.3096 0.1098 0.134 Uiso 1 1 calc R . . H15B H 0.1170 0.1779 0.0963 0.134 Uiso 1 1 calc R . . H15C H 0.1218 0.2224 0.1536 0.134 Uiso 1 1 calc R . . C16 C -0.0153(6) 0.2145(10) 0.1261(5) 0.090(4) Uani 1 1 d . . . H16A H -0.0098 0.1832 0.1605 0.135 Uiso 1 1 calc R . . H16B H -0.0125 0.1446 0.1024 0.135 Uiso 1 1 calc R . . H16C H -0.0606 0.2556 0.1228 0.135 Uiso 1 1 calc R . . C17 C 0.0425(6) 0.3086(9) 0.4237(4) 0.059(2) Uani 1 1 d . . . C18 C 0.1136(6) 0.2358(11) 0.4166(5) 0.077(3) Uani 1 1 d . . . H18A H 0.1524 0.2951 0.4175 0.115 Uiso 1 1 calc R . . H18B H 0.1133 0.1925 0.3841 0.115 Uiso 1 1 calc R . . H18C H 0.1191 0.1746 0.4437 0.115 Uiso 1 1 calc R . . C19 C -0.0172(6) 0.2102(10) 0.4118(5) 0.085(4) Uani 1 1 d . . . H19A H -0.0155 0.1425 0.4365 0.127 Uiso 1 1 calc R . . H19B H -0.0102 0.1758 0.3780 0.127 Uiso 1 1 calc R . . H19C H -0.0625 0.2516 0.4135 0.127 Uiso 1 1 calc R . . C20 C 0.0357(12) 0.3644(15) 0.4786(5) 0.149(7) Uani 1 1 d . . . H20A H 0.0421 0.2976 0.5033 0.224 Uiso 1 1 calc R . . H20B H -0.0105 0.4015 0.4828 0.224 Uiso 1 1 calc R . . H20C H 0.0713 0.4286 0.4836 0.224 Uiso 1 1 calc R . . C21 C 0.1284(5) 0.8567(9) 0.1319(4) 0.055(2) Uani 1 1 d . . . C22 C 0.1363(6) 0.7830(12) 0.0929(5) 0.080(3) Uani 1 1 d . . . H22 H 0.0976 0.7397 0.0791 0.096 Uiso 1 1 calc R . . C23 C 0.2077(5) 0.7681(8) 0.0701(3) 0.083(3) Uani 1 1 d D . . C24 C 0.2641(7) 0.8260(13) 0.0917(6) 0.097(4) Uani 1 1 d . . . H24 H 0.3095 0.8122 0.0789 0.116 Uiso 1 1 calc R . . C25 C 0.2535(5) 0.9081(10) 0.1343(5) 0.076(3) Uani 1 1 d D . . C26 C 0.19021(16) 0.9241(4) 0.15145(14) 0.060(2) Uani 1 1 d . . . H26 H 0.1835 0.9823 0.1779 0.072 Uiso 1 1 calc R . . C27 C 0.21623(16) 0.6746(4) 0.02886(14) 0.209(11) Uani 1 1 d RD . . F1 F 0.27990(16) 0.6171(4) 0.02628(14) 0.208(5) Uani 1 1 d R . . F2 F 0.16717(16) 0.6029(4) 0.01904(14) 0.220(6) Uani 1 1 d R . . F3 F 0.23242(16) 0.7312(4) -0.01257(14) 0.221(5) Uani 1 1 d R . . C28 C 0.31352(16) 0.9797(4) 0.16048(14) 0.205(11) Uani 1 1 d RD . . F4 F 0.36919(16) 0.9882(4) 0.12157(14) 0.164(4) Uani 1 1 d R . . F5 F 0.34188(16) 0.9170(4) 0.19381(14) 0.161(4) Uani 1 1 d R . . F6 F 0.29461(16) 1.0886(4) 0.17594(14) 0.226(6) Uani 1 1 d R . . C29 C 0.1281(5) 0.8624(10) 0.4028(4) 0.052(2) Uani 1 1 d . . . C30 C 0.1827(4) 0.9193(7) 0.3807(3) 0.059(2) Uani 1 1 d . . . H30 H 0.1775 0.9677 0.3510 0.071 Uiso 1 1 calc R . . C34 C 0.1399(6) 0.7801(10) 0.4476(4) 0.064(2) Uani 1 1 d . . . H34 H 0.1014 0.7448 0.4649 0.077 Uiso 1 1 calc R . . C31 C 0.2513(5) 0.9018(12) 0.4054(5) 0.075(3) Uani 1 1 d . . . C32 C 0.2637(6) 0.8265(12) 0.4438(6) 0.087(4) Uani 1 1 d . . . H32 H 0.3087 0.8180 0.4582 0.104 Uiso 1 1 calc R . . C33 C 0.2032(2) 0.7572(4) 0.46255(16) 0.094(4) Uani 1 1 d . . . C35 C 0.31217(19) 0.9752(4) 0.38138(16) 0.083(2) Uiso 1 1 d R . . F7 F 0.29944(19) 1.0933(5) 0.37574(17) 0.168(3) Uani 1 1 d R . . F8 F 0.33866(19) 0.9153(4) 0.34247(18) 0.204(7) Uani 1 1 d R . . F9 F 0.36484(19) 0.9895(4) 0.41103(16) 0.164(4) Uani 1 1 d R . . C36 C 0.2121(2) 0.6694(4) 0.50804(17) 0.136(6) Uani 1 1 d R . . F10 F 0.1914(2) 0.5549(5) 0.49603(17) 0.309(10) Uani 1 1 d R . . F12 F 0.1871(2) 0.7303(4) 0.5520(2) 0.302(9) Uani 1 1 d R . . F11 F 0.2737(2) 0.6560(4) 0.52229(18) 0.252(6) Uiso 1 1 d R . . C37 C -0.2500(6) 1.0661(11) 0.3140(5) 0.099(4) Uiso 1 1 d D . . H37A H -0.2985 1.0358 0.3108 0.118 Uiso 1 1 calc R . . H37B H -0.2518 1.1584 0.3126 0.118 Uiso 1 1 calc R . . C38 C -0.2246(8) 1.030(2) 0.3656(5) 0.178(9) Uani 1 1 d D . . H38A H -0.2217 0.9389 0.3680 0.267 Uiso 1 1 calc R . . H38B H -0.2570 1.0614 0.3910 0.267 Uiso 1 1 calc R . . H38C H -0.1784 1.0663 0.3713 0.267 Uiso 1 1 calc R . . C39 C -0.2505(6) 1.0780(14) 0.2201(5) 0.127(6) Uani 1 1 d RD . . H39A H -0.2996 1.0502 0.2197 0.153 Uiso 1 1 calc R . . H39B H -0.2502 1.1704 0.2211 0.153 Uiso 1 1 calc R . . C40 C -0.2146(9) 1.034(2) 0.1716(5) 0.165(8) Uani 1 1 d D . . H40A H -0.2375 1.0726 0.1425 0.248 Uiso 1 1 calc R . . H40B H -0.2179 0.9432 0.1690 0.248 Uiso 1 1 calc R . . H40C H -0.1655 1.0590 0.1722 0.248 Uiso 1 1 calc R . . C41 C -0.1365(2) 1.0670(5) 0.2691(8) 0.0792(14) Uani 1 1 d . . . H41A H -0.1123 1.0329 0.2990 0.095 Uiso 1 1 calc R . . H41B H -0.1147 1.0290 0.2391 0.095 Uiso 1 1 calc R . . C42 C -0.1235(4) 1.2080(6) 0.2673(12) 0.116(2) Uani 1 1 d . . . H42A H -0.1430 1.2423 0.2362 0.174 Uiso 1 1 calc R . . H42B H -0.0733 1.2241 0.2684 0.174 Uiso 1 1 calc R . . H42C H -0.1458 1.2478 0.2963 0.174 Uiso 1 1 calc R . . C43 C -0.2100(3) 0.8781(6) 0.2692(8) 0.0898(18) Uani 1 1 d . . . H43A H -0.1836 0.8523 0.2390 0.108 Uiso 1 1 calc R . . H43B H -0.1845 0.8472 0.2991 0.108 Uiso 1 1 calc R . . C44 C -0.2831(4) 0.8160(9) 0.2678(12) 0.149(4) Uani 1 1 d . . . H44A H -0.3000 0.8041 0.3022 0.224 Uiso 1 1 calc R . . H44B H -0.2798 0.7349 0.2509 0.224 Uiso 1 1 calc R . . H44C H -0.3154 0.8698 0.2493 0.224 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 I1 0.1751(4) 0.04644(17) 0.04295(18) 0.0000(5) -0.0001(6) 0.01169(16) S1 0.0546(11) 0.0477(12) 0.0326(11) 0.0048(10) -0.0014(8) 0.0069(9) S2 0.0576(11) 0.0419(12) 0.0379(12) -0.0041(10) 0.0013(9) 0.0117(9) O1 0.083(4) 0.067(5) 0.036(4) 0.000(3) -0.015(3) 0.023(3) O2 0.073(4) 0.057(4) 0.050(4) 0.007(3) 0.007(3) 0.015(3) O3 0.058(3) 0.059(4) 0.052(4) 0.001(3) -0.007(3) 0.022(3) O4 0.080(4) 0.057(4) 0.040(4) -0.015(3) 0.011(3) 0.002(3) N1 0.0575(14) 0.0353(13) 0.0288(15) -0.003(4) -0.003(3) 0.0073(11) N2 0.058(3) 0.037(4) 0.061(5) -0.012(4) 0.017(3) -0.012(3) N3 0.084(4) 0.053(5) 0.035(4) 0.002(4) 0.001(3) 0.015(4) N4 0.0555(18) 0.086(3) 0.073(3) 0.006(7) 0.008(5) 0.0186(17) C1 0.057(4) 0.045(5) 0.022(4) -0.003(3) 0.004(3) 0.003(4) C2 0.063(5) 0.049(5) 0.023(4) -0.012(4) 0.003(3) -0.002(4) C3 0.061(5) 0.035(4) 0.034(4) -0.004(4) -0.003(3) 0.002(4) C4 0.053(4) 0.040(4) 0.034(4) -0.010(4) -0.001(3) 0.002(3) C5 0.047(3) 0.043(4) 0.023(4) -0.008(3) -0.002(3) 0.009(3) C6 0.057(5) 0.044(5) 0.036(5) -0.007(4) -0.003(3) 0.010(4) C7 0.053(4) 0.040(4) 0.040(5) -0.007(4) -0.001(3) 0.013(3) C8 0.051(4) 0.051(5) 0.032(4) -0.005(3) 0.004(3) 0.004(4) C9 0.052(4) 0.046(5) 0.022(4) 0.002(4) 0.001(3) 0.004(4) C10 0.046(4) 0.031(4) 0.035(4) -0.009(3) -0.004(3) 0.006(3) C11 0.046(4) 0.052(5) 0.025(4) -0.009(4) -0.001(3) 0.001(3) C12 0.044(4) 0.037(4) 0.038(5) 0.006(4) 0.001(3) 0.006(3) C13 0.085(6) 0.054(5) 0.032(5) -0.007(4) -0.004(4) 0.028(4) C14 0.140(7) 0.044(4) 0.033(5) -0.001(3) -0.005(4) 0.011(4) C15 0.097(7) 0.106(8) 0.066(7) -0.037(6) -0.004(5) 0.028(6) C16 0.121(8) 0.076(7) 0.072(8) -0.036(6) 0.012(6) -0.045(6) C17 0.092(6) 0.046(5) 0.038(5) 0.006(4) -0.003(4) -0.007(4) C18 0.115(8) 0.051(4) 0.063(6) 0.003(4) -0.024(5) 0.033(5) C19 0.117(8) 0.067(7) 0.071(8) 0.000(5) 0.016(6) 0.016(6) C20 0.315(19) 0.098(9) 0.034(6) 0.031(6) 0.010(8) 0.048(11) C21 0.062(5) 0.040(5) 0.062(6) 0.010(4) 0.010(4) -0.005(4) C22 0.077(6) 0.103(8) 0.060(6) -0.020(6) 0.042(5) -0.026(6) C23 0.088(6) 0.074(5) 0.088(7) 0.004(5) 0.059(5) 0.005(5) C24 0.076(7) 0.089(9) 0.125(13) -0.009(9) 0.012(7) -0.008(7) C25 0.053(5) 0.047(5) 0.129(11) 0.003(6) -0.013(5) 0.002(4) C26 0.076(6) 0.046(4) 0.058(5) 0.003(4) -0.002(4) 0.007(4) C27 0.134(10) 0.35(2) 0.143(13) -0.110(14) 0.129(11) -0.123(14) F1 0.184(7) 0.200(7) 0.239(10) -0.126(7) 0.111(7) 0.025(5) F2 0.192(6) 0.259(9) 0.210(9) -0.181(8) 0.146(6) -0.133(7) F3 0.295(12) 0.255(11) 0.114(7) -0.040(7) 0.106(8) -0.014(9) C28 0.046(5) 0.145(11) 0.42(3) 0.007(14) -0.079(10) 0.012(5) F4 0.080(5) 0.171(8) 0.242(13) -0.001(9) -0.005(5) -0.029(5) F5 0.099(5) 0.223(12) 0.161(10) -0.009(8) -0.046(5) 0.009(6) F6 0.083(4) 0.139(7) 0.455(17) -0.164(9) -0.060(6) -0.005(4) C29 0.064(5) 0.050(5) 0.041(5) 0.002(4) 0.000(3) 0.004(4) C30 0.058(4) 0.051(4) 0.068(5) 0.000(4) -0.002(3) -0.006(3) C34 0.076(6) 0.060(5) 0.057(6) 0.011(5) -0.006(4) -0.007(4) C31 0.075(7) 0.075(6) 0.076(7) -0.012(6) -0.002(5) -0.005(5) C32 0.067(6) 0.080(8) 0.113(11) -0.003(8) -0.045(6) -0.002(6) C33 0.094(8) 0.104(8) 0.085(8) 0.028(6) -0.021(5) -0.036(6) F7 0.140(6) 0.130(6) 0.236(10) 0.020(6) 0.056(6) -0.023(6) F8 0.167(8) 0.270(15) 0.174(11) -0.091(10) 0.088(8) -0.107(8) F9 0.077(4) 0.226(10) 0.191(10) -0.057(9) 0.024(5) -0.052(5) C36 0.085(7) 0.153(11) 0.169(15) 0.077(11) -0.040(7) -0.002(7) F10 0.47(2) 0.151(7) 0.312(16) 0.147(9) -0.237(16) -0.095(10) F12 0.324(14) 0.46(2) 0.125(9) 0.167(12) 0.055(9) 0.130(15) C38 0.214(19) 0.197(18) 0.122(16) 0.019(14) 0.087(14) 0.058(15) C39 0.092(6) 0.141(10) 0.149(12) 0.025(7) -0.059(6) 0.056(6) C40 0.169(13) 0.26(2) 0.070(10) 0.038(12) -0.026(8) 0.058(14) C41 0.070(3) 0.084(3) 0.083(4) 0.007(9) -0.011(7) 0.016(2) C42 0.106(4) 0.092(4) 0.151(7) -0.013(14) -0.016(13) -0.003(4) C43 0.082(3) 0.084(4) 0.104(5) 0.025(9) 0.002(8) 0.009(3) C44 0.115(5) 0.139(7) 0.194(11) -0.030(17) 0.033(14) -0.031(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 O1 1.429(6) . ? S1 O2 1.436(7) . ? S1 N2 1.649(7) . ? S1 C12 1.770(9) . ? S2 O4 1.410(7) . ? S2 O3 1.417(6) . ? S2 N3 1.591(9) . ? S2 C9 1.724(9) . ? N1 C11 1.381(10) . ? N1 C10 1.389(11) . ? N1 H1N 0.8600 . ? N2 C21 1.437(11) . ? N2 H2N 0.8600 . ? N3 C29 1.391(12) . ? N3 H3N 0.8600 . ? N4 C37 1.390(17) . ? N4 C41 1.504(7) . ? N4 C43 1.537(8) . ? N4 C39 1.610(16) . ? C1 C2 1.389(13) . ? C1 C12 1.396(12) . ? C1 H1 0.9300 . ? C2 C3 1.381(12) . ? C2 C13 1.543(12) . ? C3 C4 1.413(12) . ? C3 H3 0.9300 . ? C4 C11 1.332(12) . ? C4 C5 1.443(11) . ? C5 C6 1.364(12) . ? C5 C10 1.479(11) . ? C6 C7 1.399(13) . ? C6 H6 0.9300 . ? C7 C8 1.403(12) . ? C7 C17 1.517(14) . ? C8 C9 1.395(13) . ? C8 H8 0.9300 . ? C9 C10 1.391(10) . ? C11 C12 1.413(11) . ? C13 C15 1.473(15) . ? C13 C14 1.501(13) . ? C13 C16 1.564(15) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C20 1.551(17) . ? C17 C18 1.553(16) . ? C17 C19 1.558(16) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.286(15) . ? C21 C26 1.456(10) . ? C22 C23 1.478(12) . ? C22 H22 0.9300 . ? C23 C24 1.347(17) . ? C23 C27 1.464(8) . ? C24 C25 1.419(18) . ? C24 H24 0.9300 . ? C25 C26 1.284(11) . ? C25 C28 1.519(10) . ? C26 H26 0.9300 . ? C27 F2 1.2186 . ? C27 F3 1.2691 . ? C27 F1 1.3443 . ? C28 F5 1.2135 . ? C28 F6 1.2628 . ? C28 F4 1.4611 . ? C29 C30 1.320(12) . ? C29 C34 1.469(14) . ? C30 C31 1.457(13) . ? C30 H30 0.9300 . ? C34 C33 1.278(11) . ? C34 H34 0.9300 . ? C31 C32 1.295(17) . ? C31 C35 1.516(12) . ? C32 C33 1.438(14) . ? C32 H32 0.9300 . ? C33 C36 1.511(6) . ? C35 F9 1.266(5) . ? C35 F7 1.271(7) . ? C35 F8 1.293(6) . ? C36 F11 1.226(5) . ? C36 F10 1.302(7) . ? C36 F12 1.394(7) . ? C37 C38 1.476(10) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.507(13) . ? C39 H39A 0.9739 . ? C39 H39B 0.9658 . ? C40 H40A 0.9601 . ? C40 H40B 0.9601 . ? C40 H40C 0.9601 . ? C41 C42 1.501(8) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9601 . ? C42 H42B 0.9601 . ? C42 H42C 0.9601 . ? C43 C44 1.523(9) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? 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 O1 S1 O2 121.8(4) . . ? O1 S1 N2 110.7(5) . . ? O2 S1 N2 101.9(4) . . ? O1 S1 C12 107.2(4) . . ? O2 S1 C12 108.5(4) . . ? N2 S1 C12 105.7(4) . . ? O4 S2 O3 118.7(4) . . ? O4 S2 N3 107.7(4) . . ? O3 S2 N3 105.8(4) . . ? O4 S2 C9 108.9(4) . . ? O3 S2 C9 108.2(4) . . ? N3 S2 C9 107.0(4) . . ? C11 N1 C10 108.3(3) . . ? C11 N1 H1N 125.8 . . ? C10 N1 H1N 125.9 . . ? C21 N2 S1 123.9(7) . . ? C21 N2 H2N 118.0 . . ? S1 N2 H2N 118.1 . . ? C29 N3 S2 130.6(7) . . ? C29 N3 H3N 114.7 . . ? S2 N3 H3N 114.7 . . ? C37 N4 C41 114.7(11) . . ? C37 N4 C43 111.0(10) . . ? C41 N4 C43 105.3(3) . . ? C37 N4 C39 109.3(4) . . ? C41 N4 C39 106.7(10) . . ? C43 N4 C39 109.6(11) . . ? C2 C1 C12 118.2(8) . . ? C2 C1 H1 120.9 . . ? C12 C1 H1 120.9 . . ? C3 C2 C1 120.1(8) . . ? C3 C2 C13 119.0(8) . . ? C1 C2 C13 120.9(8) . . ? C2 C3 C4 121.4(9) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C11 C4 C3 118.4(8) . . ? C11 C4 C5 110.8(9) . . ? C3 C4 C5 130.8(10) . . ? C6 C5 C4 134.9(10) . . ? C6 C5 C10 122.5(7) . . ? C4 C5 C10 102.5(8) . . ? C5 C6 C7 121.1(9) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C6 C7 C8 114.9(9) . . ? C6 C7 C17 120.8(8) . . ? C8 C7 C17 124.2(9) . . ? C9 C8 C7 127.6(9) . . ? C9 C8 H8 116.2 . . ? C7 C8 H8 116.2 . . ? C10 C9 C8 116.7(8) . . ? C10 C9 S2 121.5(7) . . ? C8 C9 S2 121.7(6) . . ? N1 C10 C9 134.4(7) . . ? N1 C10 C5 108.1(6) . . ? C9 C10 C5 117.2(8) . . ? C4 C11 N1 110.3(7) . . ? C4 C11 C12 121.4(8) . . ? N1 C11 C12 128.3(8) . . ? C1 C12 C11 120.4(8) . . ? C1 C12 S1 117.3(6) . . ? C11 C12 S1 122.1(7) . . ? C15 C13 C14 107.9(9) . . ? C15 C13 C2 110.9(8) . . ? C14 C13 C2 114.7(8) . . ? C15 C13 C16 110.0(10) . . ? C14 C13 C16 105.8(9) . . ? C2 C13 C16 107.3(8) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.4 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.4 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C7 C17 C20 109.1(9) . . ? C7 C17 C18 109.4(8) . . ? C20 C17 C18 111.6(10) . . ? C7 C17 C19 108.9(8) . . ? C20 C17 C19 112.0(11) . . ? C18 C17 C19 105.8(9) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.4 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.4 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 N2 125.8(9) . . ? C22 C21 C26 118.5(8) . . ? N2 C21 C26 115.7(8) . . ? C21 C22 C23 119.1(10) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C27 121.5(8) . . ? C24 C23 C22 120.1(10) . . ? C27 C23 C22 117.8(8) . . ? C23 C24 C25 119.4(10) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 118.8(9) . . ? C26 C25 C28 118.0(10) . . ? C24 C25 C28 123.2(9) . . ? C25 C26 C21 123.9(7) . . ? C25 C26 H26 118.1 . . ? C21 C26 H26 118.1 . . ? F2 C27 F3 107.0 . . ? F2 C27 F1 112.8 . . ? F3 C27 F1 87.3 . . ? F2 C27 C23 119.0(3) . . ? F3 C27 C23 109.7(4) . . ? F1 C27 C23 115.9(4) . . ? F5 C28 F6 112.7 . . ? F5 C28 F4 102.4 . . ? F6 C28 F4 111.6 . . ? F5 C28 C25 112.4(5) . . ? F6 C28 C25 112.4(4) . . ? F4 C28 C25 104.6(5) . . ? C30 C29 N3 118.8(9) . . ? C30 C29 C34 119.7(8) . . ? N3 C29 C34 121.5(9) . . ? C29 C30 C31 116.1(8) . . ? C29 C30 H30 122.0 . . ? C31 C30 H30 121.9 . . ? C33 C34 C29 119.6(9) . . ? C33 C34 H34 120.2 . . ? C29 C34 H34 120.2 . . ? C32 C31 C30 125.4(10) . . ? C32 C31 C35 119.5(9) . . ? C30 C31 C35 115.1(9) . . ? C31 C32 C33 115.3(8) . . ? C31 C32 H32 122.3 . . ? C33 C32 H32 122.3 . . ? C34 C33 C32 122.7(7) . . ? C34 C33 C36 117.3(5) . . ? C32 C33 C36 119.2(5) . . ? F9 C35 F7 95.9 . . ? F9 C35 F8 103.5 . . ? F7 C35 F8 117.1 . . ? F9 C35 C31 113.6(5) . . ? F7 C35 C31 113.7(5) . . ? F8 C35 C31 111.6(5) . . ? F11 C36 F10 104.5 . . ? F11 C36 F12 97.1 . . ? F10 C36 F12 121.3 . . ? F11 C36 C33 114.4 . . ? F10 C36 C33 109.9 . . ? F12 C36 C33 109.1 . . ? N4 C37 C38 119.1(11) . . ? N4 C37 H37A 107.7 . . ? C38 C37 H37A 107.6 . . ? N4 C37 H37B 107.4 . . ? C38 C37 H37B 107.5 . . ? H37A C37 H37B 107.0 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.4 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.6 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 N4 112.9(9) . . ? C40 C39 H39A 108.8 . . ? N4 C39 H39A 108.8 . . ? C40 C39 H39B 109.3 . . ? N4 C39 H39B 109.2 . . ? H39A C39 H39B 107.8 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.6 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.3 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 N4 116.8(4) . . ? C42 C41 H41A 108.2 . . ? N4 C41 H41A 108.0 . . ? C42 C41 H41B 107.9 . . ? N4 C41 H41B 108.2 . . ? H41A C41 H41B 107.3 . . ? C41 C42 H42A 109.6 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.3 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 N4 113.5(5) . . ? C44 C43 H43A 108.9 . . ? N4 C43 H43A 109.1 . . ? C44 C43 H43B 108.9 . . ? N4 C43 H43B 108.7 . . ? H43A C43 H43B 107.7 . . ? C43 C44 H44A 109.0 . . ? C43 C44 H44B 109.0 . . ? H44A C44 H44B 110.8 . . ? C43 C44 H44C 109.0 . . ? H44A C44 H44C 109.0 . . ? H44B C44 H44C 109.0 . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 67.27 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 1.029 _refine_diff_density_min -0.996 _refine_diff_density_rms 0.060