# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Parimal Bharadwaj' _publ_contact_author_email PKB@IITK.AC.IN _publ_section_title ; Halide binding in laterally non-symmetric aza-oxa cryptands through N/O/C?H???halide interactions with characterization of small water clusters ; loop_ _publ_author_name 'Parimal Bharadwaj' 'Madhab C Das' 'Sujit K Ghosh' # Attachment 'All.cif' data_complex1 _database_code_depnum_ccdc_archive 'CCDC 718701' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H58 B F12 N5 O7 Si' _chemical_formula_sum 'C33 H58 B F12 N5 O7 Si' _chemical_formula_weight 903.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 20.736(5) _cell_length_b 18.211(4) _cell_length_c 22.065(6) _cell_angle_alpha 90.00 _cell_angle_beta 94.742(4) _cell_angle_gamma 90.00 _cell_volume 8304(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.3 _exptl_crystal_description 'rectangular plates' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3792 _exptl_absorpt_coefficient_mu 0.161 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9746 _exptl_absorpt_correction_T_max 0.9809 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55231 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0816 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28.34 _reflns_number_total 20628 _reflns_number_gt 12354 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0625P)^2^+1.0137P] 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 20628 _refine_ls_number_parameters 1135 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1004 _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.2090 _refine_ls_wR_factor_gt 0.1689 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.034 _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 Si2 Si 0.34462(5) 0.07854(6) 0.68939(4) 0.0138(2) Uani 1 1 d . . . Si1 Si 0.34259(5) -0.08157(6) 0.18734(5) 0.0149(2) Uani 1 1 d . . . F2 F 0.29421(10) -0.06793(11) 0.86642(9) 0.0151(5) Uani 1 1 d . . . F1 F 0.29696(10) 0.06850(11) 0.35774(9) 0.0154(5) Uani 1 1 d . . . F13 F 0.32580(11) 0.13075(12) 0.62740(9) 0.0184(5) Uani 1 1 d . . . F11 F 0.27588(10) 0.10466(12) 0.71864(9) 0.0165(5) Uani 1 1 d . . . F10 F 0.36365(11) 0.02663(13) 0.75203(9) 0.0217(5) Uani 1 1 d . . . F12 F 0.38335(11) 0.15105(13) 0.72394(10) 0.0226(5) Uani 1 1 d . . . F19 F 0.28187(13) -0.03457(14) 0.15135(10) 0.0330(6) Uani 1 1 d . . . F18 F 0.34995(11) -0.01828(13) 0.24381(10) 0.0238(5) Uani 1 1 d . . . F9 F 0.30596(11) 0.00695(12) 0.65497(10) 0.0212(5) Uani 1 1 d . . . F15 F 0.33681(11) -0.14592(13) 0.13254(10) 0.0222(5) Uani 1 1 d . . . F14 F 0.41390(10) 0.05284(13) 0.66031(10) 0.0224(5) Uani 1 1 d . . . F17 F 0.28947(12) -0.12781(13) 0.22595(10) 0.0272(6) Uani 1 1 d . . . O1 O 0.18385(12) 0.00197(14) 0.26910(11) 0.0166(6) Uani 1 1 d . . . O4 O 0.18388(12) -0.00068(14) 0.76860(11) 0.0162(6) Uani 1 1 d . . . F20 F 0.39605(13) -0.03490(15) 0.14914(12) 0.0395(7) Uani 1 1 d . . . O5 O 0.34494(12) -0.20746(14) 0.84134(12) 0.0181(6) Uani 1 1 d . . . F16 F 0.40406(13) -0.12855(16) 0.22417(12) 0.0233(7) Uani 1 1 d . . . O6 O 0.17397(12) -0.16022(14) 0.91025(11) 0.0170(6) Uani 1 1 d . . . O2 O 0.16677(13) 0.13437(16) 0.39215(12) 0.0210(6) Uani 1 1 d . . . F8 F 0.46053(12) 0.37751(15) 0.84384(13) 0.0390(7) Uani 1 1 d . . . N6 N 0.21694(14) -0.15130(17) 0.78718(14) 0.0111(6) Uani 1 1 d . . . OW5 O 0.49455(14) -0.00207(15) 0.25222(13) 0.0191(6) Uani 1 1 d . . . OW6 O 0.41399(15) -0.14838(18) 0.03784(14) 0.0252(7) Uani 1 1 d D . . N5 N 0.43107(15) 0.06992(16) 0.34486(13) 0.0140(6) Uani 1 1 d . . . H5A H 0.3901 0.0765 0.3543 0.017 Uiso 1 1 calc R . . H5B H 0.4304 0.0385 0.3133 0.017 Uiso 1 1 calc R . . N7 N 0.38055(15) 0.05539(17) 0.93230(13) 0.0134(6) Uani 1 1 d . . . N10 N 0.30466(15) -0.07165(17) 0.98683(13) 0.0158(7) Uani 1 1 d . . . H10A H 0.3393 -0.1006 0.9956 0.019 Uiso 1 1 calc R . . H10B H 0.2984 -0.0679 0.9461 0.019 Uiso 1 1 calc R . . N2 N 0.38344(14) -0.04217(17) 0.43307(13) 0.0143(7) Uani 1 1 d . . . N3 N 0.30721(16) 0.08693(18) 0.47670(14) 0.0193(7) Uani 1 1 d . . . H3A H 0.3014 0.0780 0.4365 0.023 Uiso 1 1 calc R . . H3B H 0.3424 0.1157 0.4832 0.023 Uiso 1 1 calc R . . N1 N 0.22578(15) 0.15616(18) 0.28084(15) 0.0144(7) Uani 1 1 d . . . F5 F 0.40605(18) 0.27136(18) 0.82875(13) 0.0367(11) Uani 1 1 d . . . N9 N 0.42515(14) -0.05856(17) 0.84471(13) 0.0133(6) Uani 1 1 d . . . H9A H 0.4211 -0.0275 0.8129 0.016 Uiso 1 1 calc R . . H9B H 0.3854 -0.0665 0.8570 0.016 Uiso 1 1 calc R . . OW1 O 0.41248(18) 0.1560(2) 0.53766(14) 0.0322(8) Uani 1 1 d . . . O3 O 0.34718(14) 0.20800(16) 0.35503(18) 0.0413(9) Uani 1 1 d . . . F24 F 0.25521(16) 0.26309(16) 0.05103(16) 0.0356(9) Uani 1 1 d . . . N4 N 0.27939(14) -0.07510(17) 0.34048(13) 0.0130(6) Uani 1 1 d . . . H4A H 0.2731 -0.0772 0.2997 0.016 Uiso 1 1 calc R . . H4B H 0.2947 -0.0301 0.3504 0.016 Uiso 1 1 calc R . . C52 C 0.45303(18) -0.1882(2) 0.87331(16) 0.0142(8) Uani 1 1 d . . . F21 F 0.20775(18) 0.1722(2) -0.00174(14) 0.0397(11) Uani 1 1 d . . . N8 N 0.27639(15) 0.07699(17) 0.84263(13) 0.0145(7) Uani 1 1 d . . . H8A H 0.2944 0.0349 0.8571 0.017 Uiso 1 1 calc R . . H8B H 0.2714 0.0733 0.8018 0.017 Uiso 1 1 calc R . . F23 F 0.1790(2) 0.19728(18) 0.09274(16) 0.0372(16) Uani 1 1 d . . . C25 C 0.40142(19) 0.2369(2) 0.38476(18) 0.0195(8) Uani 1 1 d . . . C63 C 0.18361(18) -0.0707(2) 0.98718(16) 0.0151(8) Uani 1 1 d . . . OW3 O 0.50348(16) 0.20971(19) 0.71506(15) 0.0310(7) Uani 1 1 d . . . F6 F 0.49213(15) 0.27528(18) 0.89694(14) 0.0338(9) Uani 1 1 d . . . C30 C 0.45884(19) 0.2013(2) 0.37481(17) 0.0160(8) Uani 1 1 d . . . OW4 O 0.51085(17) 0.3624(3) 0.72379(19) 0.0263(9) Uani 1 1 d . . . C33 C 0.44912(18) -0.0401(2) 0.41194(17) 0.0165(8) Uani 1 1 d . . . H33A H 0.4500 -0.0697 0.3755 0.020 Uiso 1 1 calc R . . H33B H 0.4795 -0.0612 0.4429 0.020 Uiso 1 1 calc R . . C36 C 0.14921(18) 0.0637(2) 0.76598(18) 0.0182(8) Uani 1 1 d . . . C66 C 0.38270(18) 0.0328(2) 0.99613(16) 0.0153(8) Uani 1 1 d . . . H66A H 0.3948 0.0746 1.0218 0.018 Uiso 1 1 calc R . . H66B H 0.4157 -0.0046 1.0037 0.018 Uiso 1 1 calc R . . C9 C 0.21504(18) -0.0842(2) 0.36635(17) 0.0159(8) Uani 1 1 d . . . H9C H 0.2189 -0.1208 0.3984 0.019 Uiso 1 1 calc R . . H9D H 0.2026 -0.0381 0.3841 0.019 Uiso 1 1 calc R . . F22 F 0.2754(3) 0.1457(2) 0.07770(17) 0.034(2) Uani 1 1 d . . . F7 F 0.40012(18) 0.33066(19) 0.91650(17) 0.0432(11) Uani 1 1 d . . . C53 C 0.45281(18) -0.1303(2) 0.82474(16) 0.0144(8) Uani 1 1 d . . . H53A H 0.4275 -0.1475 0.7886 0.017 Uiso 1 1 calc R . . H53B H 0.4968 -0.1223 0.8142 0.017 Uiso 1 1 calc R . . C19 C 0.1886(2) 0.0829(2) 0.48882(18) 0.0228(9) Uani 1 1 d . . . C58 C 0.14841(18) -0.0990(2) 0.93501(16) 0.0154(8) Uani 1 1 d . . . C10 C 0.32957(18) -0.1303(2) 0.36115(17) 0.0157(8) Uani 1 1 d . . . H10C H 0.3649 -0.1280 0.3351 0.019 Uiso 1 1 calc R . . H10D H 0.3110 -0.1791 0.3579 0.019 Uiso 1 1 calc R . . C37 C 0.10571(19) 0.0839(2) 0.71775(18) 0.0222(9) Uani 1 1 d . . . H37 H 0.0972 0.0528 0.6847 0.027 Uiso 1 1 calc R . . C49 C 0.4515(2) -0.2998(2) 0.95943(18) 0.0222(9) Uani 1 1 d . . . H49 H 0.4508 -0.3366 0.9886 0.027 Uiso 1 1 calc R . . C14 C 0.14799(19) 0.0870(2) 0.43493(17) 0.0201(9) Uani 1 1 d . . . C12 C 0.16144(18) 0.1867(2) 0.29466(18) 0.0197(9) Uani 1 1 d . . . H12A H 0.1680 0.2346 0.3133 0.024 Uiso 1 1 calc R . . H12B H 0.1348 0.1932 0.2568 0.024 Uiso 1 1 calc R . . OW2 O 0.0156(2) 0.2638(3) 0.09139(18) 0.0318(11) Uani 1 1 d . . . C42 C 0.21049(18) 0.0846(2) 0.86610(17) 0.0164(8) Uani 1 1 d . . . H42A H 0.1971 0.0378 0.8818 0.020 Uiso 1 1 calc R . . H42B H 0.2124 0.1200 0.8991 0.020 Uiso 1 1 calc R . . C62 C 0.1590(2) -0.0112(2) 1.01651(18) 0.0218(9) Uani 1 1 d . . . H62 H 0.1814 0.0069 1.0516 0.026 Uiso 1 1 calc R . . C35 C 0.17935(19) -0.0470(2) 0.71595(16) 0.0182(8) Uani 1 1 d . . . H35A H 0.1912 -0.0198 0.6808 0.022 Uiso 1 1 calc R . . H35B H 0.1354 -0.0646 0.7077 0.022 Uiso 1 1 calc R . . C7 C 0.13122(18) -0.1734(2) 0.32162(19) 0.0210(9) Uani 1 1 d . . . H7 H 0.1416 -0.2048 0.3542 0.025 Uiso 1 1 calc R . . C2 C 0.1728(2) 0.0505(2) 0.21853(17) 0.0196(8) Uani 1 1 d . . . H2A H 0.1302 0.0727 0.2186 0.023 Uiso 1 1 calc R . . H2B H 0.1750 0.0238 0.1807 0.023 Uiso 1 1 calc R . . C3 C 0.14811(18) -0.0617(2) 0.26881(17) 0.0163(8) Uani 1 1 d . . . C11 C 0.35528(18) -0.1159(2) 0.42657(16) 0.0148(8) Uani 1 1 d . . . H11A H 0.3203 -0.1206 0.4529 0.018 Uiso 1 1 calc R . . H11B H 0.3879 -0.1522 0.4390 0.018 Uiso 1 1 calc R . . C59 C 0.09029(19) -0.0659(2) 0.91335(18) 0.0196(9) Uani 1 1 d . . . H59 H 0.0666 -0.0845 0.8791 0.024 Uiso 1 1 calc R . . OW8 O 0.3777(2) 0.1231(2) 0.1741(2) 0.0312(11) Uani 1 1 d . . . C57 C 0.13821(18) -0.1954(2) 0.85975(16) 0.0153(8) Uani 1 1 d . . . H57A H 0.0926 -0.1956 0.8665 0.018 Uiso 1 1 calc R . . H57B H 0.1523 -0.2460 0.8571 0.018 Uiso 1 1 calc R . . C47 C 0.39642(18) -0.2271(2) 0.88093(17) 0.0162(8) Uani 1 1 d . . . C38 C 0.0750(2) 0.1519(3) 0.7198(2) 0.0272(10) Uani 1 1 d . . . H38 H 0.0456 0.1663 0.6879 0.033 Uiso 1 1 calc R . . C54 C 0.46657(17) -0.0239(2) 0.89525(17) 0.0154(8) Uani 1 1 d . . . H54A H 0.5110 -0.0227 0.8845 0.019 Uiso 1 1 calc R . . H54B H 0.4653 -0.0538 0.9315 0.019 Uiso 1 1 calc R . . C28 C 0.5154(2) 0.2848(2) 0.44477(19) 0.0234(9) Uani 1 1 d . . . H28 H 0.5538 0.3007 0.4653 0.028 Uiso 1 1 calc R . . C4 C 0.10041(18) -0.0806(2) 0.22367(18) 0.0192(8) Uani 1 1 d . . . H4 H 0.0901 -0.0493 0.1910 0.023 Uiso 1 1 calc R . . C55 C 0.44536(18) 0.0534(2) 0.90916(17) 0.0158(8) Uani 1 1 d . . . H55A H 0.4765 0.0750 0.9392 0.019 Uiso 1 1 calc R . . H55B H 0.4449 0.0828 0.8725 0.019 Uiso 1 1 calc R . . C6 C 0.08304(19) -0.1938(2) 0.27669(19) 0.0222(9) Uani 1 1 d . . . H6 H 0.0613 -0.2382 0.2795 0.027 Uiso 1 1 calc R . . C64 C 0.24605(18) -0.1071(2) 1.01070(16) 0.0171(8) Uani 1 1 d . . . H64A H 0.2447 -0.1584 0.9990 0.021 Uiso 1 1 calc R . . H64B H 0.2501 -0.1048 1.0548 0.021 Uiso 1 1 calc R . . C1 C 0.2241(2) 0.1088(2) 0.22430(17) 0.0187(8) Uani 1 1 d . . . H1A H 0.2183 0.1406 0.1890 0.022 Uiso 1 1 calc R . . H1B H 0.2659 0.0852 0.2232 0.022 Uiso 1 1 calc R . . C22 C 0.38382(19) -0.0173(2) 0.49650(16) 0.0168(8) Uani 1 1 d . . . H22A H 0.4177 0.0191 0.5045 0.020 Uiso 1 1 calc R . . H22B H 0.3934 -0.0585 0.5235 0.020 Uiso 1 1 calc R . . C29 C 0.51586(19) 0.2253(2) 0.40539(18) 0.0190(8) Uani 1 1 d . . . H29 H 0.5546 0.2016 0.3996 0.023 Uiso 1 1 calc R . . C32 C 0.47025(18) 0.0376(2) 0.39828(17) 0.0167(8) Uani 1 1 d . . . H32A H 0.4660 0.0682 0.4337 0.020 Uiso 1 1 calc R . . H32B H 0.5155 0.0372 0.3902 0.020 Uiso 1 1 calc R . . C24 C 0.29777(19) 0.2557(2) 0.3292(2) 0.0246(9) Uani 1 1 d . . . H24A H 0.3156 0.3036 0.3209 0.030 Uiso 1 1 calc R . . H24B H 0.2640 0.2618 0.3567 0.030 Uiso 1 1 calc R . . C48 C 0.3951(2) -0.2822(2) 0.92410(17) 0.0193(8) Uani 1 1 d . . . H48 H 0.3569 -0.3072 0.9293 0.023 Uiso 1 1 calc R . . C34 C 0.22459(19) -0.1102(2) 0.72856(16) 0.0163(8) Uani 1 1 d . . . H34A H 0.2686 -0.0920 0.7295 0.020 Uiso 1 1 calc R . . H34B H 0.2185 -0.1446 0.6950 0.020 Uiso 1 1 calc R . . C45 C 0.24738(18) -0.2268(2) 0.78307(17) 0.0161(8) Uani 1 1 d . . . H45A H 0.2132 -0.2625 0.7742 0.019 Uiso 1 1 calc R . . H45B H 0.2745 -0.2270 0.7493 0.019 Uiso 1 1 calc R . . C41 C 0.16218(18) 0.1095(2) 0.81606(18) 0.0188(8) Uani 1 1 d . . . C65 C 0.31836(19) 0.0029(2) 1.01320(16) 0.0192(8) Uani 1 1 d . . . H65A H 0.3188 0.0003 1.0571 0.019 Uiso 1 1 calc R . . H65B H 0.2840 0.0363 0.9987 0.019 Uiso 1 1 calc R . . C8 C 0.16358(18) -0.1075(2) 0.31854(17) 0.0168(8) Uani 1 1 d . . . C44 C 0.35125(19) 0.1285(2) 0.92393(17) 0.0166(8) Uani 1 1 d . . . H44A H 0.3840 0.1658 0.9333 0.020 Uiso 1 1 calc R . . H44B H 0.3178 0.1345 0.9517 0.020 Uiso 1 1 calc R . . C13 C 0.12625(19) 0.1393(2) 0.33576(18) 0.0214(9) Uani 1 1 d . . . H13A H 0.0847 0.1607 0.3427 0.026 Uiso 1 1 calc R . . H13B H 0.1190 0.0909 0.3181 0.026 Uiso 1 1 calc R . . C43 C 0.32214(18) 0.1387(2) 0.85911(16) 0.0146(8) Uani 1 1 d . . . H43A H 0.2993 0.1851 0.8554 0.017 Uiso 1 1 calc R . . H43B H 0.3563 0.1394 0.8316 0.017 Uiso 1 1 calc R . . C23 C 0.2710(2) 0.2197(2) 0.27091(19) 0.0212(9) Uani 1 1 d . . . H23A H 0.3067 0.2019 0.2492 0.025 Uiso 1 1 calc R . . H23B H 0.2479 0.2562 0.2455 0.025 Uiso 1 1 calc R . . C15 C 0.0921(2) 0.0435(2) 0.4283(2) 0.0319(10) Uani 1 1 d . . . H15 H 0.0646 0.0460 0.3928 0.033 Uiso 1 1 calc R . . F3 F 0.35742(18) -0.1323(2) 0.6410(2) 0.0394(12) Uani 1 1 d . . . C21 C 0.3197(2) 0.0156(2) 0.50936(17) 0.0195(9) Uani 1 1 d . . . H21A H 0.2854 -0.0187 0.4969 0.023 Uiso 1 1 calc R . . H21B H 0.3192 0.0236 0.5528 0.023 Uiso 1 1 calc R . . B1 B 0.4400(2) 0.3135(3) 0.8717(2) 0.0253(11) Uani 1 1 d . . . C20 C 0.2490(2) 0.1282(2) 0.49585(18) 0.0245(10) Uani 1 1 d . . . H20A H 0.2571 0.1430 0.5380 0.029 Uiso 1 1 calc R . . H20B H 0.2429 0.1723 0.4715 0.029 Uiso 1 1 calc R . . C60 C 0.0681(2) -0.0050(2) 0.9432(2) 0.0256(9) Uani 1 1 d . . . H60 H 0.0298 0.0176 0.9282 0.031 Uiso 1 1 calc R . . OW7 O 0.2621(3) 0.3067(3) -0.0805(2) 0.0281(11) Uani 1 1 d . . . C46 C 0.28734(18) -0.2504(2) 0.83944(17) 0.0173(8) Uani 1 1 d . . . H46A H 0.2643 -0.2415 0.8752 0.021 Uiso 1 1 calc R . . H46B H 0.2975 -0.3023 0.8376 0.021 Uiso 1 1 calc R . . C31 C 0.4587(2) 0.1425(2) 0.32662(18) 0.0197(8) Uani 1 1 d . . . H31A H 0.4338 0.1599 0.2903 0.024 Uiso 1 1 calc R . . H31B H 0.5027 0.1347 0.3164 0.024 Uiso 1 1 calc R . . C51 C 0.50868(19) -0.2075(2) 0.90856(17) 0.0187(8) Uani 1 1 d . . . H51 H 0.5470 -0.1826 0.9033 0.022 Uiso 1 1 calc R . . C50 C 0.5086(2) -0.2632(2) 0.95167(18) 0.0215(9) Uani 1 1 d . . . H50 H 0.5465 -0.2756 0.9749 0.026 Uiso 1 1 calc R . . C40 C 0.13144(19) 0.1771(2) 0.81685(19) 0.0221(9) Uani 1 1 d . . . H40 H 0.1401 0.2087 0.8497 0.026 Uiso 1 1 calc R . . C39 C 0.0880(2) 0.1976(2) 0.7689(2) 0.0259(10) Uani 1 1 d . . . H39 H 0.0674 0.2429 0.7699 0.031 Uiso 1 1 calc R . . C27 C 0.4583(2) 0.3202(2) 0.45362(19) 0.0248(9) Uani 1 1 d . . . H27 H 0.4584 0.3604 0.4796 0.030 Uiso 1 1 calc R . . C56 C 0.14739(17) -0.1569(2) 0.80086(16) 0.0140(8) Uani 1 1 d . . . H56A H 0.1235 -0.1832 0.7680 0.017 Uiso 1 1 calc R . . H56B H 0.1294 -0.1079 0.8023 0.017 Uiso 1 1 calc R . . C16 C 0.0782(2) -0.0034(3) 0.4751(2) 0.0261(12) Uani 1 1 d . . . H16 H 0.0420 -0.0336 0.4704 0.046 Uiso 1 1 calc R . . C61 C 0.1015(2) 0.0223(2) 0.9946(2) 0.0276(10) Uani 1 1 d . . . H61 H 0.0859 0.0627 1.0145 0.033 Uiso 1 1 calc R . . C26 C 0.4010(2) 0.2962(2) 0.4240(2) 0.0244(9) Uani 1 1 d . . . H26 H 0.3623 0.3197 0.4303 0.029 Uiso 1 1 calc R . . C5 C 0.06816(19) -0.1475(2) 0.22834(19) 0.0227(9) Uani 1 1 d . . . H5 H 0.0362 -0.1608 0.1983 0.027 Uiso 1 1 calc R . . C18 C 0.1718(2) 0.0382(3) 0.5356(2) 0.0336(12) Uani 1 1 d . . . H18 H 0.1975 0.0375 0.5722 0.045 Uiso 1 1 calc R . . C17 C 0.1175(2) -0.0055(3) 0.5285(3) 0.0298(14) Uani 1 1 d . . . H17 H 0.1073 -0.0365 0.5598 0.033 Uiso 1 1 calc R . . B2 B 0.2288(4) 0.1946(3) 0.0546(2) 0.0262(18) Uani 1 1 d . . . F4 F 0.0671(3) 0.1336(4) 0.1079(3) 0.040(3) Uani 1 1 d . . . H2W5 H 0.4716(18) -0.031(2) 0.2331(19) 0.026(13) Uiso 1 1 d . . . H1W6 H 0.436(2) -0.1856(19) 0.035(2) 0.031(17) Uiso 1 1 d D . . H2W4 H 0.497(3) 0.371(4) 0.7569(16) 0.02(3) Uiso 1 1 d . . . H2W6 H 0.400(2) -0.150(3) 0.0715(12) 0.033(14) Uiso 1 1 d D . . H1W1 H 0.441(3) 0.187(3) 0.540(3) 0.045(13) Uiso 1 1 d . . . H2W2 H 0.015(3) 0.277(3) 0.1273(12) 0.028(16) Uiso 1 1 d . . . H1W4 H 0.512(4) 0.3171(12) 0.725(4) 0.035(13) Uiso 1 1 d . . . H2W1 H 0.397(2) 0.146(3) 0.5685(15) 0.022(18) Uiso 1 1 d . . . H1W2 H 0.042(3) 0.235(4) 0.081(4) 0.024(14) Uiso 1 1 d . . . H1W8 H 0.350(2) 0.130(3) 0.1470(18) 0.039(19) Uiso 1 1 d . . . H2W8 H 0.378(3) 0.0791(12) 0.179(3) 0.034(18) Uiso 1 1 d . . . H1N6 H 0.2401(17) -0.1283(19) 0.8158(16) 0.019(9) Uiso 1 1 d . . . H1N1 H 0.245(2) 0.129(2) 0.309(2) 0.023(15) Uiso 1 1 d . . . H2W3 H 0.4683(17) 0.191(3) 0.720(3) 0.046(12) Uiso 1 1 d . . . H1W3 H 0.529(3) 0.191(3) 0.741(2) 0.025(12) Uiso 1 1 d . . . H1W5 H 0.5238(16) -0.026(2) 0.2699(19) 0.035(15) Uiso 1 1 d . . . H2W7 H 0.276(4) 0.324(4) -0.047(2) 0.03(3) Uiso 1 1 d . . . H1W7 H 0.2225(11) 0.311(9) -0.079(5) 0.023(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si2 0.0159(5) 0.0157(5) 0.0098(5) 0.0020(4) 0.0017(4) 0.0037(4) Si1 0.0147(5) 0.0163(5) 0.0138(5) -0.0019(4) 0.0030(4) -0.0023(4) F2 0.0162(11) 0.0159(11) 0.0131(10) -0.0010(9) 0.0005(9) -0.0029(9) F1 0.0175(11) 0.0146(11) 0.0140(10) 0.0003(9) 0.0004(9) 0.0027(9) F13 0.0252(12) 0.0156(12) 0.0143(10) 0.0037(9) 0.0016(9) 0.0021(9) F11 0.0121(11) 0.0209(12) 0.0169(11) 0.0001(9) 0.0031(9) 0.0053(9) F10 0.0261(13) 0.0266(13) 0.0128(11) 0.0093(10) 0.0045(9) 0.0119(10) F12 0.0201(12) 0.0289(14) 0.0188(11) -0.0038(10) 0.0008(10) -0.0020(10) F19 0.0398(18) 0.0367(18) 0.0174(14) 0.0040(13) 0.0039(13) 0.0158(14) F18 0.0269(13) 0.0224(13) 0.0232(12) -0.0092(10) 0.0085(10) -0.0099(10) F9 0.0292(13) 0.0159(12) 0.0194(11) -0.0030(10) 0.0066(10) -0.0013(10) F15 0.0244(15) 0.0241(15) 0.0154(13) -0.0077(11) 0.0011(11) -0.0042(12) F14 0.0188(12) 0.0307(14) 0.0187(11) 0.0024(10) 0.0074(10) 0.0095(10) F17 0.0347(17) 0.0314(17) 0.0146(13) -0.0054(12) 0.0067(12) -0.0178(13) O1 0.0199(14) 0.0145(14) 0.0145(13) 0.0024(11) -0.0031(11) -0.0030(11) O4 0.0176(14) 0.0143(14) 0.0157(13) -0.0012(11) -0.0044(11) -0.0003(11) F20 0.0381(16) 0.0425(17) 0.0413(16) -0.0149(13) 0.0239(13) -0.0207(13) O5 0.0150(13) 0.0167(14) 0.0218(14) 0.0031(12) -0.0030(11) -0.0040(11) F16 0.0263(18) 0.0227(18) 0.0203(17) -0.0050(15) 0.0061(14) 0.0044(16) O6 0.0159(13) 0.0170(14) 0.0176(13) -0.0031(11) -0.0010(11) -0.0003(11) O2 0.0154(14) 0.0293(17) 0.0185(14) 0.0056(12) 0.0019(11) -0.0012(12) F8 0.0252(14) 0.0307(15) 0.0595(19) 0.0139(14) -0.0058(13) -0.0063(12) N6 0.0093(15) 0.0132(16) 0.0105(14) -0.0023(13) -0.0003(12) -0.0025(12) OW5 0.0184(15) 0.0191(15) 0.0196(14) -0.0024(13) -0.0003(12) -0.0001(13) OW6 0.0236(16) 0.0276(18) 0.0255(17) -0.0040(14) 0.0087(14) 0.0044(14) N5 0.0169(16) 0.0106(16) 0.0149(15) -0.0032(13) 0.0024(13) 0.0011(13) N7 0.0171(16) 0.0125(16) 0.0108(14) 0.0022(12) 0.0022(13) -0.0030(13) N10 0.0190(17) 0.0185(17) 0.0098(14) 0.0014(13) 0.0008(13) -0.0033(13) N2 0.0135(15) 0.0169(17) 0.0125(15) -0.0025(13) 0.0009(13) 0.0011(13) N3 0.0234(18) 0.0228(19) 0.0116(15) -0.0030(14) 0.0019(14) 0.0076(14) N1 0.0121(16) 0.0146(17) 0.0168(16) 0.0025(14) 0.0036(13) 0.0032(13) F5 0.053(4) 0.032(3) 0.025(2) 0.0120(18) -0.003(2) -0.002(2) N9 0.0119(15) 0.0150(16) 0.0129(15) 0.0048(13) 0.0004(12) -0.0021(12) OW1 0.043(2) 0.037(2) 0.0177(16) 0.0008(15) 0.0064(15) -0.0045(17) O3 0.0189(16) 0.0164(16) 0.085(3) -0.0133(17) -0.0199(17) 0.0040(13) F24 0.051(3) 0.021(3) 0.036(3) -0.0128(18) 0.010(18) -0.0061(17) N4 0.0130(15) 0.0134(16) 0.0127(14) 0.0008(13) 0.0017(12) -0.0018(12) C52 0.0146(18) 0.0146(19) 0.0138(18) -0.0039(15) 0.0036(15) -0.0009(15) F21 0.054(3) 0.036(4) 0.030(2) -0.011(2) 0.016(2) -0.003(3) N8 0.0190(17) 0.0142(16) 0.0102(14) 0.0015(13) 0.0010(13) 0.0010(13) F23 0.049(6) 0.037(2) 0.028(3) -0.005(2) 0.018(3) -0.004(3) C25 0.020(2) 0.013(2) 0.027(2) 0.0043(17) 0.0032(17) -0.0006(16) C63 0.0163(19) 0.016(2) 0.0138(17) 0.0024(15) 0.0059(15) -0.0036(15) OW3 0.0221(18) 0.037(2) 0.0331(18) 0.0129(16) -0.0022(15) 0.0031(15) F6 0.043(2) 0.033(3) 0.022(2) 0.020(2) -0.0102(18) 0.0045(19) C30 0.021(2) 0.0102(18) 0.0173(18) 0.0008(15) 0.0058(16) -0.0001(15) OW4 0.028(2) 0.024(3) 0.027(3) 0.010(2) -0.0054(19) -0.003(2) C33 0.0158(19) 0.0141(19) 0.0191(19) 0.0001(16) -0.0003(16) 0.0045(15) C36 0.0124(18) 0.019(2) 0.024(2) 0.0014(17) 0.0062(16) 0.0002(15) C66 0.022(2) 0.0140(19) 0.0100(17) -0.0004(15) -0.0008(15) -0.0031(15) C9 0.0160(19) 0.017(2) 0.0150(18) 0.0015(16) 0.0020(15) 0.0018(15) F22 0.044(4) 0.032(4) 0.027(4) 0.007(4) 0.004(4) 0.015(4) F7 0.062(3) 0.038(3) 0.031(3) -0.005(2) 0.006(3) 0.010(2) C53 0.0150(18) 0.0149(19) 0.0141(17) 0.0003(15) 0.0055(15) -0.0006(15) C19 0.024(2) 0.027(2) 0.019(2) 0.0024(18) 0.0107(17) 0.0093(18) C58 0.0154(19) 0.017(2) 0.0145(18) 0.0012(15) 0.0072(15) -0.0048(15) C10 0.0139(18) 0.016(2) 0.0175(18) -0.0027(16) 0.0027(15) 0.0029(15) C37 0.019(2) 0.030(2) 0.0183(19) 0.0066(18) 0.0038(17) 0.0010(18) C49 0.027(2) 0.021(2) 0.019(2) 0.0040(17) 0.0039(17) 0.0011(18) C14 0.019(2) 0.024(2) 0.0185(19) 0.0024(17) 0.0095(16) 0.0097(17) C12 0.0153(19) 0.024(2) 0.020(2) -0.0027(17) 0.0018(16) 0.0063(16) OW2 0.039(2) 0.029(3) 0.030(2) -0.012(2) 0.0135(19) -0.004(2) C42 0.0163(19) 0.016(2) 0.0179(19) -0.0031(16) 0.0079(16) 0.0001(15) C62 0.024(2) 0.026(2) 0.0156(19) -0.0029(17) 0.0048(17) -0.0074(18) C35 0.023(2) 0.019(2) 0.0119(17) 0.0018(16) -0.0019(16) -0.0033(16) C7 0.017(2) 0.016(2) 0.031(2) 0.0002(17) 0.0113(18) 0.0032(16) C2 0.025(2) 0.020(2) 0.0135(18) -0.0009(16) 0.0019(16) 0.0009(17) C3 0.0175(19) 0.0109(19) 0.0210(19) -0.0064(16) 0.0043(16) -0.0005(15) C11 0.0122(18) 0.017(2) 0.0150(18) 0.0028(15) 0.0015(15) 0.0021(15) C59 0.019(2) 0.023(2) 0.0178(19) 0.0001(17) 0.0035(16) -0.0058(16) OW8 0.042(3) 0.030(2) 0.024(4) -0.006(2) 0.011(3) -0.003(2) C57 0.0128(18) 0.016(2) 0.0167(18) -0.0064(15) 0.0014(15) -0.0061(15) C47 0.019(2) 0.0130(19) 0.0172(18) -0.0014(15) 0.0042(16) 0.0026(15) C38 0.014(2) 0.038(3) 0.031(2) 0.016(2) 0.0073(18) 0.0043(18) C54 0.0088(17) 0.022(2) 0.0154(18) 0.0013(16) -0.0012(15) -0.0016(15) C28 0.023(2) 0.020(2) 0.026(2) -0.0016(18) -0.0044(18) -0.0047(17) C4 0.0166(19) 0.018(2) 0.022(2) -0.0010(17) -0.0003(16) -0.0004(16) C55 0.0150(19) 0.017(2) 0.0156(18) 0.0010(16) 0.0019(15) -0.0029(15) C6 0.019(2) 0.017(2) 0.032(2) -0.0066(18) 0.0101(18) -0.0087(16) C64 0.023(2) 0.019(2) 0.0096(17) 0.0003(15) 0.0023(15) -0.0090(16) C1 0.027(2) 0.015(2) 0.0164(18) 0.0021(16) 0.0105(17) 0.0031(16) C22 0.021(2) 0.017(2) 0.0123(18) 0.0004(15) -0.0007(16) 0.0026(16) C29 0.0166(19) 0.014(2) 0.027(2) 0.0054(17) 0.0049(17) -0.0007(15) C32 0.0164(19) 0.016(2) 0.0179(19) 0.0004(16) 0.0014(16) 0.0034(15) C24 0.017(2) 0.014(2) 0.043(3) -0.0020(19) 0.0003(19) 0.0011(16) C48 0.021(2) 0.015(2) 0.022(2) 0.0035(16) 0.0048(17) -0.0010(16) C34 0.020(2) 0.018(2) 0.0112(17) -0.0001(15) 0.0043(15) 0.0021(16) C45 0.0151(19) 0.0149(19) 0.0182(19) -0.0057(16) 0.0019(16) -0.0008(15) C41 0.0152(19) 0.018(2) 0.023(2) 0.0021(17) 0.0045(16) -0.0004(16) C65 0.025(2) 0.016(2) 0.0182(17) -0.0017(15) 0.0034(15) -0.0010(16) C8 0.0160(19) 0.0137(19) 0.0211(19) -0.0023(16) 0.0036(16) 0.0050(15) C44 0.019(2) 0.0143(19) 0.0174(19) -0.0015(16) 0.0048(16) -0.0053(15) C13 0.0146(19) 0.028(2) 0.021(2) -0.0011(18) 0.0007(16) 0.0028(17) C43 0.0167(19) 0.0122(19) 0.0151(18) -0.0016(15) 0.0034(15) 0.0008(15) C23 0.026(2) 0.0100(19) 0.028(2) 0.0051(17) 0.0065(18) -0.0015(16) C15 0.035(2) 0.035(3) 0.026(2) -0.003(2) 0.0091(19) 0.0039(18) F3 0.055(3) 0.040(3) 0.025(3) 0.007(2) 0.011(2) 0.003(2) C21 0.027(2) 0.018(2) 0.0136(18) 0.0008(16) 0.0023(17) 0.0048(17) B1 0.022(2) 0.029(3) 0.024(2) 0.004(2) -0.008(2) -0.004(2) C20 0.027(2) 0.029(2) 0.018(2) -0.0078(18) -0.0002(18) 0.0131(19) C60 0.022(2) 0.027(2) 0.029(2) 0.0001(19) 0.0081(18) 0.0034(18) OW7 0.038(3) 0.027(3) 0.021(3) 0.012(3) 0.007(3) 0.004(3) C46 0.0136(18) 0.016(2) 0.023(2) -0.0005(16) 0.0048(16) -0.0016(15) C31 0.024(2) 0.013(2) 0.024(2) 0.0003(16) 0.0072(17) 0.0007(16) C51 0.017(2) 0.018(2) 0.022(2) -0.0004(17) 0.0041(16) -0.0004(16) C50 0.023(2) 0.023(2) 0.0189(19) 0.0020(17) -0.0011(17) 0.0066(17) C40 0.021(2) 0.019(2) 0.028(2) -0.0002(18) 0.0123(18) 0.0009(17) C39 0.019(2) 0.022(2) 0.037(3) 0.007(2) 0.0110(19) 0.0060(17) C27 0.035(2) 0.017(2) 0.023(2) -0.0048(17) 0.0077(19) -0.0018(18) C56 0.0081(17) 0.017(2) 0.0171(18) -0.0027(15) 0.0006(15) -0.0043(14) C16 0.032(3) 0.028(3) 0.018(3) 0.005(2) 0.008(3) -0.003(2) C61 0.028(2) 0.023(2) 0.033(2) -0.0092(19) 0.012(2) -0.0010(18) C26 0.023(2) 0.017(2) 0.035(2) -0.0029(19) 0.0121(19) 0.0035(17) C5 0.016(2) 0.025(2) 0.027(2) -0.0097(19) 0.0041(17) -0.0022(17) C18 0.033(3) 0.040(4) 0.028(3) 0.009(3) 0.010(2) 0.002(3) C17 0.039(3) 0.029(4) 0.021(4) 0.008(3) 0.005(3) 0.001(3) B2 0.037(6) 0.023(3) 0.020(3) -0.006(2) 0.012(3) 0.002(3) F4 0.058(7) 0.036(7) 0.026(6) 0.007(5) 0.003(5) 0.013(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 Si2 F9 1.679(2) . ? Si2 F11 1.681(2) . ? Si2 F13 1.685(2) . ? Si2 F14 1.687(2) . ? Si2 F12 1.694(3) . ? Si2 F10 1.694(2) . ? Si1 F19 1.668(3) . ? Si1 F17 1.674(2) . ? Si1 F20 1.678(3) . ? Si1 F15 1.681(2) . ? Si1 F16 1.687(3) . ? Si1 F18 1.695(2) . ? O1 C3 1.376(4) . ? O1 C2 1.428(4) . ? O4 C36 1.374(5) . ? O4 C35 1.432(4) . ? O5 C47 1.370(4) . ? O5 C46 1.425(4) . ? O6 C58 1.368(5) . ? O6 C57 1.437(4) . ? O2 C14 1.359(5) . ? O2 C13 1.445(5) . ? F8 B1 1.400(6) . ? N6 C56 1.501(4) . ? N6 C34 1.514(5) . ? N6 C45 1.518(5) . ? N6 H1N6 0.87(4) . ? OW5 H2W5 0.81(4) . ? OW5 H1W5 0.82(4) . ? OW6 H1W6 0.82(4) . ? OW6 H2W6 0.819(19) . ? N5 C32 1.496(5) . ? N5 C31 1.508(5) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? N7 C66 1.464(4) . ? N7 C44 1.469(5) . ? N7 C55 1.477(5) . ? N10 C65 1.495(5) . ? N10 C64 1.509(5) . ? N10 H10A 0.9000 . ? N10 H10B 0.9000 . ? N2 C11 1.466(5) . ? N2 C22 1.471(5) . ? N2 C33 1.476(5) . ? N3 C21 1.498(5) . ? N3 C20 1.511(5) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? N1 C12 1.500(5) . ? N1 C1 1.515(5) . ? N1 C23 1.516(5) . ? N1 H1N1 0.87(4) . ? F5 B1 1.369(6) . ? N9 C54 1.490(5) . ? N9 C53 1.507(5) . ? N9 H9A 0.9000 . ? N9 H9B 0.9000 . ? OW1 H1W1 0.82(6) . ? OW1 H2W1 0.80(4) . ? O3 C25 1.360(5) . ? O3 C24 1.426(5) . ? F24 B2 1.368(7) . ? N4 C10 1.490(5) . ? N4 C9 1.503(5) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? C52 C51 1.382(5) . ? C52 C47 1.393(5) . ? C52 C53 1.503(5) . ? F21 B2 1.346(6) . ? N8 C43 1.496(5) . ? N8 C42 1.507(5) . ? N8 H8A 0.9000 . ? N8 H8B 0.9000 . ? F23 B2 1.386(8) . ? C25 C26 1.384(6) . ? C25 C30 1.389(5) . ? C63 C62 1.382(6) . ? C63 C58 1.408(5) . ? C63 C64 1.508(5) . ? OW3 H2W3 0.82(2) . ? OW3 H1W3 0.82(5) . ? F6 B1 1.366(6) . ? C30 C29 1.383(5) . ? C30 C31 1.510(5) . ? OW4 H2W4 0.82(2) . ? OW4 H1W4 0.83(2) . ? C33 C32 1.519(5) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C36 C37 1.387(5) . ? C36 C41 1.392(6) . ? C66 C65 1.517(5) . ? C66 H66A 0.9700 . ? C66 H66B 0.9700 . ? C9 C8 1.498(5) . ? C9 H9C 0.9700 . ? C9 H9D 0.9700 . ? F22 B2 1.380(8) . ? F7 B1 1.376(6) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C19 C18 1.381(6) . ? C19 C14 1.401(6) . ? C19 C20 1.498(6) . ? C58 C59 1.396(5) . ? C10 C11 1.520(5) . ? C10 H10C 0.9700 . ? C10 H10D 0.9700 . ? C37 C38 1.394(6) . ? C37 H37 0.9300 . ? C49 C50 1.383(6) . ? C49 C48 1.387(6) . ? C49 H49 0.9300 . ? C14 C15 1.401(6) . ? C12 C13 1.487(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? OW2 H2W2 0.832(19) . ? OW2 H1W2 0.81(7) . ? C42 C41 1.498(5) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C62 C61 1.389(6) . ? C62 H62 0.9300 . ? C35 C34 1.497(5) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C7 C8 1.379(5) . ? C7 C6 1.398(6) . ? C7 H7 0.9300 . ? C2 C1 1.501(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.388(5) . ? C3 C8 1.394(5) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C59 C60 1.388(6) . ? C59 H59 0.9300 . ? OW8 H1W8 0.80(4) . ? OW8 H2W8 0.808(19) . ? C57 C56 1.502(5) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C47 C48 1.385(5) . ? C38 C39 1.375(6) . ? C38 H38 0.9300 . ? C54 C55 1.514(5) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C28 C27 1.375(6) . ? C28 C29 1.388(6) . ? C28 H28 0.9300 . ? C4 C5 1.398(6) . ? C4 H4 0.9300 . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C6 C5 1.375(6) . ? C6 H6 0.9300 . ? C64 H64A 0.9700 . ? C64 H64B 0.9700 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C22 C21 1.506(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C29 H29 0.9300 . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C24 C23 1.507(6) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C48 H48 0.9300 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C45 C46 1.499(5) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C41 C40 1.388(6) . ? C65 H65A 0.9700 . ? C65 H65B 0.9700 . ? C44 C43 1.517(5) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C15 C16 1.389(6) . ? C15 H15 0.9300 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C60 C61 1.372(6) . ? C60 H60 0.9300 . ? OW7 H2W7 0.83(6) . ? OW7 H1W7 0.83(2) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C51 C50 1.391(5) . ? C51 H51 0.9300 . ? C50 H50 0.9300 . ? C40 C39 1.382(6) . ? C40 H40 0.9300 . ? C39 H39 0.9300 . ? C27 C26 1.381(6) . ? C27 H27 0.9300 . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C16 C17 1.375(7) . ? C16 H16 0.9300 . ? C61 H61 0.9300 . ? C26 H26 0.9300 . ? C5 H5 0.9300 . ? C18 C17 1.378(7) . ? C18 H18 0.9300 . ? C17 H17 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F9 Si2 F11 90.29(12) . . ? F9 Si2 F13 90.07(12) . . ? F11 Si2 F13 90.30(11) . . ? F9 Si2 F14 90.13(12) . . ? F11 Si2 F14 179.57(15) . . ? F13 Si2 F14 89.72(12) . . ? F9 Si2 F12 179.72(15) . . ? F11 Si2 F12 89.55(12) . . ? F13 Si2 F12 89.71(12) . . ? F14 Si2 F12 90.03(12) . . ? F9 Si2 F10 90.35(12) . . ? F11 Si2 F10 89.56(11) . . ? F13 Si2 F10 179.57(14) . . ? F14 Si2 F10 90.42(12) . . ? F12 Si2 F10 89.88(12) . . ? F19 Si1 F17 89.88(14) . . ? F19 Si1 F20 90.28(15) . . ? F17 Si1 F20 179.56(15) . . ? F19 Si1 F15 90.52(13) . . ? F17 Si1 F15 90.26(12) . . ? F20 Si1 F15 90.14(13) . . ? F19 Si1 F16 179.53(15) . . ? F17 Si1 F16 90.14(15) . . ? F20 Si1 F16 89.69(16) . . ? F15 Si1 F16 89.95(13) . . ? F19 Si1 F18 91.13(13) . . ? F17 Si1 F18 89.49(12) . . ? F20 Si1 F18 90.10(13) . . ? F15 Si1 F18 178.33(14) . . ? F16 Si1 F18 88.41(13) . . ? C3 O1 C2 117.8(3) . . ? C36 O4 C35 118.0(3) . . ? C47 O5 C46 118.8(3) . . ? C58 O6 C57 118.7(3) . . ? C14 O2 C13 117.2(3) . . ? C56 N6 C34 112.1(3) . . ? C56 N6 C45 111.2(3) . . ? C34 N6 C45 108.8(3) . . ? C56 N6 H1N6 112(2) . . ? C34 N6 H1N6 107(2) . . ? C45 N6 H1N6 106(2) . . ? H2W5 OW5 H1W5 107(3) . . ? H1W6 OW6 H2W6 106(5) . . ? C32 N5 C31 111.2(3) . . ? C32 N5 H5A 109.4 . . ? C31 N5 H5A 109.4 . . ? C32 N5 H5B 109.4 . . ? C31 N5 H5B 109.4 . . ? H5A N5 H5B 108.0 . . ? C66 N7 C44 110.8(3) . . ? C66 N7 C55 111.7(3) . . ? C44 N7 C55 110.9(3) . . ? C65 N10 C64 112.6(3) . . ? C65 N10 H10A 109.1 . . ? C64 N10 H10A 109.1 . . ? C65 N10 H10B 109.1 . . ? C64 N10 H10B 109.1 . . ? H10A N10 H10B 107.8 . . ? C11 N2 C22 110.3(3) . . ? C11 N2 C33 111.3(3) . . ? C22 N2 C33 111.1(3) . . ? C21 N3 C20 114.0(3) . . ? C21 N3 H3A 108.7 . . ? C20 N3 H3A 108.7 . . ? C21 N3 H3B 108.7 . . ? C20 N3 H3B 108.7 . . ? H3A N3 H3B 107.6 . . ? C12 N1 C1 114.7(3) . . ? C12 N1 C23 108.5(3) . . ? C1 N1 C23 106.7(3) . . ? C12 N1 H1N1 115(3) . . ? C1 N1 H1N1 105(3) . . ? C23 N1 H1N1 107(3) . . ? C54 N9 C53 112.1(3) . . ? C54 N9 H9A 109.2 . . ? C53 N9 H9A 109.2 . . ? C54 N9 H9B 109.2 . . ? C53 N9 H9B 109.2 . . ? H9A N9 H9B 107.9 . . ? H1W1 OW1 H2W1 116(6) . . ? C25 O3 C24 119.7(3) . . ? C10 N4 C9 115.4(3) . . ? C10 N4 H4A 108.4 . . ? C9 N4 H4A 108.4 . . ? C10 N4 H4B 108.4 . . ? C9 N4 H4B 108.4 . . ? H4A N4 H4B 107.5 . . ? C51 C52 C47 118.4(4) . . ? C51 C52 C53 122.2(3) . . ? C47 C52 C53 119.3(3) . . ? C43 N8 C42 115.0(3) . . ? C43 N8 H8A 108.5 . . ? C42 N8 H8A 108.5 . . ? C43 N8 H8B 108.5 . . ? C42 N8 H8B 108.5 . . ? H8A N8 H8B 107.5 . . ? O3 C25 C26 123.7(4) . . ? O3 C25 C30 115.4(4) . . ? C26 C25 C30 120.8(4) . . ? C62 C63 C58 118.9(4) . . ? C62 C63 C64 121.5(3) . . ? C58 C63 C64 119.5(3) . . ? H2W3 OW3 H1W3 105(6) . . ? C29 C30 C25 119.0(4) . . ? C29 C30 C31 121.3(4) . . ? C25 C30 C31 119.3(4) . . ? H2W4 OW4 H1W4 101(7) . . ? N2 C33 C32 112.1(3) . . ? N2 C33 H33A 109.2 . . ? C32 C33 H33A 109.2 . . ? N2 C33 H33B 109.2 . . ? C32 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? O4 C36 C37 124.3(4) . . ? O4 C36 C41 114.3(3) . . ? C37 C36 C41 121.4(4) . . ? N7 C66 C65 112.5(3) . . ? N7 C66 H66A 109.1 . . ? C65 C66 H66A 109.1 . . ? N7 C66 H66B 109.1 . . ? C65 C66 H66B 109.1 . . ? H66A C66 H66B 107.8 . . ? C8 C9 N4 111.5(3) . . ? C8 C9 H9C 109.3 . . ? N4 C9 H9C 109.3 . . ? C8 C9 H9D 109.3 . . ? N4 C9 H9D 109.3 . . ? H9C C9 H9D 108.0 . . ? C52 C53 N9 112.2(3) . . ? C52 C53 H53A 109.2 . . ? N9 C53 H53A 109.2 . . ? C52 C53 H53B 109.2 . . ? N9 C53 H53B 109.2 . . ? H53A C53 H53B 107.9 . . ? C18 C19 C14 119.6(4) . . ? C18 C19 C20 120.5(4) . . ? C14 C19 C20 119.9(4) . . ? O6 C58 C59 124.6(3) . . ? O6 C58 C63 115.6(3) . . ? C59 C58 C63 119.7(4) . . ? N4 C10 C11 110.8(3) . . ? N4 C10 H10C 109.5 . . ? C11 C10 H10C 109.5 . . ? N4 C10 H10D 109.5 . . ? C11 C10 H10D 109.5 . . ? H10C C10 H10D 108.1 . . ? C36 C37 C38 118.7(4) . . ? C36 C37 H37 120.7 . . ? C38 C37 H37 120.7 . . ? C50 C49 C48 120.6(4) . . ? C50 C49 H49 119.7 . . ? C48 C49 H49 119.7 . . ? O2 C14 C19 115.9(4) . . ? O2 C14 C15 124.6(4) . . ? C19 C14 C15 119.5(4) . . ? C13 C12 N1 113.5(3) . . ? C13 C12 H12A 108.9 . . ? N1 C12 H12A 108.9 . . ? C13 C12 H12B 108.9 . . ? N1 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? H2W2 OW2 H1W2 122(8) . . ? C41 C42 N8 110.2(3) . . ? C41 C42 H42A 109.6 . . ? N8 C42 H42A 109.6 . . ? C41 C42 H42B 109.6 . . ? N8 C42 H42B 109.6 . . ? H42A C42 H42B 108.1 . . ? C63 C62 C61 121.3(4) . . ? C63 C62 H62 119.3 . . ? C61 C62 H62 119.3 . . ? O4 C35 C34 107.7(3) . . ? O4 C35 H35A 110.2 . . ? C34 C35 H35A 110.2 . . ? O4 C35 H35B 110.2 . . ? C34 C35 H35B 110.2 . . ? H35A C35 H35B 108.5 . . ? C8 C7 C6 121.2(4) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? O1 C2 C1 107.7(3) . . ? O1 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? O1 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? O1 C3 C4 124.3(4) . . ? O1 C3 C8 114.3(3) . . ? C4 C3 C8 121.4(4) . . ? N2 C11 C10 110.9(3) . . ? N2 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C60 C59 C58 119.6(4) . . ? C60 C59 H59 120.2 . . ? C58 C59 H59 120.2 . . ? H1W8 OW8 H2W8 104(6) . . ? O6 C57 C56 111.6(3) . . ? O6 C57 H57A 109.3 . . ? C56 C57 H57A 109.3 . . ? O6 C57 H57B 109.3 . . ? C56 C57 H57B 109.3 . . ? H57A C57 H57B 108.0 . . ? O5 C47 C48 124.7(4) . . ? O5 C47 C52 114.2(3) . . ? C48 C47 C52 121.0(4) . . ? C39 C38 C37 120.2(4) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? N9 C54 C55 112.7(3) . . ? N9 C54 H54A 109.0 . . ? C55 C54 H54A 109.0 . . ? N9 C54 H54B 109.0 . . ? C55 C54 H54B 109.0 . . ? H54A C54 H54B 107.8 . . ? C27 C28 C29 120.4(4) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N7 C55 C54 112.4(3) . . ? N7 C55 H55A 109.1 . . ? C54 C55 H55A 109.1 . . ? N7 C55 H55B 109.1 . . ? C54 C55 H55B 109.1 . . ? H55A C55 H55B 107.9 . . ? C5 C6 C7 119.2(4) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C63 C64 N10 112.7(3) . . ? C63 C64 H64A 109.1 . . ? N10 C64 H64A 109.1 . . ? C63 C64 H64B 109.1 . . ? N10 C64 H64B 109.1 . . ? H64A C64 H64B 107.8 . . ? C2 C1 N1 116.1(3) . . ? C2 C1 H1A 108.3 . . ? N1 C1 H1A 108.3 . . ? C2 C1 H1B 108.3 . . ? N1 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? N2 C22 C21 111.5(3) . . ? N2 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? N2 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C30 C29 C28 120.1(4) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? N5 C32 C33 112.1(3) . . ? N5 C32 H32A 109.2 . . ? C33 C32 H32A 109.2 . . ? N5 C32 H32B 109.2 . . ? C33 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? O3 C24 C23 106.2(3) . . ? O3 C24 H24A 110.5 . . ? C23 C24 H24A 110.5 . . ? O3 C24 H24B 110.5 . . ? C23 C24 H24B 110.5 . . ? H24A C24 H24B 108.7 . . ? C47 C48 C49 119.4(4) . . ? C47 C48 H48 120.3 . . ? C49 C48 H48 120.3 . . ? C35 C34 N6 115.5(3) . . ? C35 C34 H34A 108.4 . . ? N6 C34 H34A 108.4 . . ? C35 C34 H34B 108.4 . . ? N6 C34 H34B 108.4 . . ? H34A C34 H34B 107.5 . . ? C46 C45 N6 114.5(3) . . ? C46 C45 H45A 108.6 . . ? N6 C45 H45A 108.6 . . ? C46 C45 H45B 108.6 . . ? N6 C45 H45B 108.6 . . ? H45A C45 H45B 107.6 . . ? C40 C41 C36 118.8(4) . . ? C40 C41 C42 122.6(4) . . ? C36 C41 C42 118.6(3) . . ? N10 C65 C66 111.8(3) . . ? N10 C65 H65A 109.3 . . ? C66 C65 H65A 109.2 . . ? N10 C65 H65B 109.2 . . ? C66 C65 H65B 109.2 . . ? H65A C65 H65B 107.9 . . ? C7 C8 C3 118.5(4) . . ? C7 C8 C9 122.1(4) . . ? C3 C8 C9 119.3(3) . . ? N7 C44 C43 110.9(3) . . ? N7 C44 H44A 109.5 . . ? C43 C44 H44A 109.5 . . ? N7 C44 H44B 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 108.0 . . ? O2 C13 C12 106.3(3) . . ? O2 C13 H13A 110.5 . . ? C12 C13 H13A 110.5 . . ? O2 C13 H13B 110.5 . . ? C12 C13 H13B 110.5 . . ? H13A C13 H13B 108.7 . . ? N8 C43 C44 109.4(3) . . ? N8 C43 H43A 109.8 . . ? C44 C43 H43A 109.8 . . ? N8 C43 H43B 109.8 . . ? C44 C43 H43B 109.8 . . ? H43A C43 H43B 108.2 . . ? C24 C23 N1 113.4(3) . . ? C24 C23 H23A 108.9 . . ? N1 C23 H23A 108.9 . . ? C24 C23 H23B 108.9 . . ? N1 C23 H23B 108.9 . . ? H23A C23 H23B 107.7 . . ? C16 C15 C14 119.3(4) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? N3 C21 C22 112.0(3) . . ? N3 C21 H21A 109.2 . . ? C22 C21 H21A 109.2 . . ? N3 C21 H21B 109.2 . . ? C22 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? F6 B1 F5 109.9(4) . . ? F6 B1 F7 109.0(4) . . ? F5 B1 F7 108.7(4) . . ? F6 B1 F8 110.1(4) . . ? F5 B1 F8 108.7(4) . . ? F7 B1 F8 110.4(4) . . ? C19 C20 N3 112.2(3) . . ? C19 C20 H20A 109.2 . . ? N3 C20 H20A 109.2 . . ? C19 C20 H20B 109.2 . . ? N3 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C61 C60 C59 121.1(4) . . ? C61 C60 H60 119.5 . . ? C59 C60 H60 119.5 . . ? H2W7 OW7 H1W7 102(10) . . ? O5 C46 C45 105.7(3) . . ? O5 C46 H46A 110.6 . . ? C45 C46 H46A 110.6 . . ? O5 C46 H46B 110.6 . . ? C45 C46 H46B 110.6 . . ? H46A C46 H46B 108.7 . . ? N5 C31 C30 114.4(3) . . ? N5 C31 H31A 108.7 . . ? C30 C31 H31A 108.7 . . ? N5 C31 H31B 108.7 . . ? C30 C31 H31B 108.7 . . ? H31A C31 H31B 107.6 . . ? C52 C51 C50 121.5(4) . . ? C52 C51 H51 119.3 . . ? C50 C51 H51 119.3 . . ? C49 C50 C51 119.1(4) . . ? C49 C50 H50 120.5 . . ? C51 C50 H50 120.5 . . ? C39 C40 C41 120.1(4) . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C38 C39 C40 120.8(4) . . ? C38 C39 H39 119.6 . . ? C40 C39 H39 119.6 . . ? C28 C27 C26 120.1(4) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? N6 C56 C57 113.5(3) . . ? N6 C56 H56A 108.9 . . ? C57 C56 H56A 108.9 . . ? N6 C56 H56B 108.9 . . ? C57 C56 H56B 108.9 . . ? H56A C56 H56B 107.7 . . ? C17 C16 C15 120.7(5) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C60 C61 C62 119.3(4) . . ? C60 C61 H61 120.3 . . ? C62 C61 H61 120.3 . . ? C27 C26 C25 119.6(4) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C6 C5 C4 120.9(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C17 C18 C19 120.7(5) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C16 C17 C18 120.1(5) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? F21 B2 F24 108.9(4) . . ? F21 B2 F22 108.0(5) . . ? F24 B2 F22 109.7(6) . . ? F21 B2 F23 111.8(6) . . ? F24 B2 F23 109.0(4) . . ? F22 B2 F23 109.4(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C24 O3 C25 C26 41.4(6) . . . . ? C24 O3 C25 C30 -140.5(4) . . . . ? O3 C25 C30 C29 -177.2(4) . . . . ? C26 C25 C30 C29 0.9(6) . . . . ? O3 C25 C30 C31 8.6(5) . . . . ? C26 C25 C30 C31 -173.2(4) . . . . ? C11 N2 C33 C32 161.0(3) . . . . ? C22 N2 C33 C32 -75.7(4) . . . . ? C35 O4 C36 C37 5.9(5) . . . . ? C35 O4 C36 C41 -172.8(3) . . . . ? C44 N7 C66 C65 80.5(4) . . . . ? C55 N7 C66 C65 -155.3(3) . . . . ? C10 N4 C9 C8 -111.4(3) . . . . ? C51 C52 C53 N9 -102.9(4) . . . . ? C47 C52 C53 N9 81.1(4) . . . . ? C54 N9 C53 C52 66.2(4) . . . . ? C57 O6 C58 C59 -2.4(5) . . . . ? C57 O6 C58 C63 175.3(3) . . . . ? C62 C63 C58 O6 -176.7(3) . . . . ? C64 C63 C58 O6 1.6(5) . . . . ? C62 C63 C58 C59 1.1(5) . . . . ? C64 C63 C58 C59 179.5(3) . . . . ? C9 N4 C10 C11 -73.4(4) . . . . ? O4 C36 C37 C38 -178.1(4) . . . . ? C41 C36 C37 C38 0.5(6) . . . . ? C13 O2 C14 C19 179.4(3) . . . . ? C13 O2 C14 C15 -0.6(5) . . . . ? C18 C19 C14 O2 177.6(4) . . . . ? C20 C19 C14 O2 -1.2(5) . . . . ? C18 C19 C14 C15 -2.3(6) . . . . ? C20 C19 C14 C15 178.8(4) . . . . ? C1 N1 C12 C13 91.8(4) . . . . ? C23 N1 C12 C13 -149.0(3) . . . . ? C43 N8 C42 C41 102.1(4) . . . . ? C58 C63 C62 C61 -1.8(6) . . . . ? C64 C63 C62 C61 179.8(4) . . . . ? C36 O4 C35 C34 176.1(3) . . . . ? C3 O1 C2 C1 -171.0(3) . . . . ? C2 O1 C3 C4 -2.4(5) . . . . ? C2 O1 C3 C8 177.6(3) . . . . ? C22 N2 C11 C10 157.1(3) . . . . ? C33 N2 C11 C10 -79.1(4) . . . . ? N4 C10 C11 N2 -58.9(4) . . . . ? O6 C58 C59 C60 178.1(4) . . . . ? C63 C58 C59 C60 0.5(6) . . . . ? C58 O6 C57 C56 80.8(4) . . . . ? C46 O5 C47 C48 -6.4(5) . . . . ? C46 O5 C47 C52 171.4(3) . . . . ? C51 C52 C47 O5 -175.9(3) . . . . ? C53 C52 C47 O5 0.3(5) . . . . ? C51 C52 C47 C48 2.1(6) . . . . ? C53 C52 C47 C48 178.3(3) . . . . ? C36 C37 C38 C39 0.1(6) . . . . ? C53 N9 C54 C55 170.9(3) . . . . ? O1 C3 C4 C5 179.1(3) . . . . ? C8 C3 C4 C5 -0.9(6) . . . . ? C66 N7 C55 C54 77.0(4) . . . . ? C44 N7 C55 C54 -158.9(3) . . . . ? N9 C54 C55 N7 64.8(4) . . . . ? C8 C7 C6 C5 0.6(6) . . . . ? C62 C63 C64 N10 -87.5(4) . . . . ? C58 C63 C64 N10 94.2(4) . . . . ? C65 N10 C64 C63 70.6(4) . . . . ? O1 C2 C1 N1 -60.9(4) . . . . ? C12 N1 C1 C2 -48.4(4) . . . . ? C23 N1 C1 C2 -168.6(3) . . . . ? C11 N2 C22 C21 -83.7(4) . . . . ? C33 N2 C22 C21 152.4(3) . . . . ? C25 C30 C29 C28 -0.9(6) . . . . ? C31 C30 C29 C28 173.2(4) . . . . ? C27 C28 C29 C30 -0.1(6) . . . . ? C31 N5 C32 C33 -172.0(3) . . . . ? N2 C33 C32 N5 -66.9(4) . . . . ? C25 O3 C24 C23 143.8(4) . . . . ? O5 C47 C48 C49 176.4(4) . . . . ? C52 C47 C48 C49 -1.3(6) . . . . ? C50 C49 C48 C47 -0.3(6) . . . . ? O4 C35 C34 N6 52.1(4) . . . . ? C56 N6 C34 C35 36.8(4) . . . . ? C45 N6 C34 C35 160.2(3) . . . . ? C56 N6 C45 C46 -99.4(4) . . . . ? C34 N6 C45 C46 136.7(3) . . . . ? O4 C36 C41 C40 177.7(3) . . . . ? C37 C36 C41 C40 -1.0(6) . . . . ? O4 C36 C41 C42 -0.4(5) . . . . ? C37 C36 C41 C42 -179.1(3) . . . . ? N8 C42 C41 C40 -114.7(4) . . . . ? N8 C42 C41 C36 63.2(4) . . . . ? C64 N10 C65 C66 171.5(3) . . . . ? N7 C66 C65 N10 73.0(4) . . . . ? C6 C7 C8 C3 -1.2(6) . . . . ? C6 C7 C8 C9 179.6(3) . . . . ? O1 C3 C8 C7 -178.7(3) . . . . ? C4 C3 C8 C7 1.3(6) . . . . ? O1 C3 C8 C9 0.6(5) . . . . ? C4 C3 C8 C9 -179.4(3) . . . . ? N4 C9 C8 C7 118.1(4) . . . . ? N4 C9 C8 C3 -61.2(4) . . . . ? C66 N7 C44 C43 -155.1(3) . . . . ? C55 N7 C44 C43 80.2(4) . . . . ? C14 O2 C13 C12 -172.9(3) . . . . ? N1 C12 C13 O2 61.2(4) . . . . ? C42 N8 C43 C44 79.8(4) . . . . ? N7 C44 C43 N8 53.7(4) . . . . ? O3 C24 C23 N1 76.9(4) . . . . ? C12 N1 C23 C24 77.4(4) . . . . ? C1 N1 C23 C24 -158.4(3) . . . . ? O2 C14 C15 C16 179.5(4) . . . . ? C19 C14 C15 C16 -0.5(6) . . . . ? C20 N3 C21 C22 -170.6(3) . . . . ? N2 C22 C21 N3 -68.6(4) . . . . ? C18 C19 C20 N3 88.5(5) . . . . ? C14 C19 C20 N3 -92.7(4) . . . . ? C21 N3 C20 C19 -56.1(4) . . . . ? C58 C59 C60 C61 -1.4(6) . . . . ? C47 O5 C46 C45 -166.9(3) . . . . ? N6 C45 C46 O5 -72.8(4) . . . . ? C32 N5 C31 C30 -62.3(4) . . . . ? C29 C30 C31 N5 109.5(4) . . . . ? C25 C30 C31 N5 -76.5(5) . . . . ? C47 C52 C51 C50 -1.3(6) . . . . ? C53 C52 C51 C50 -177.4(4) . . . . ? C48 C49 C50 C51 1.0(6) . . . . ? C52 C51 C50 C49 -0.2(6) . . . . ? C36 C41 C40 C39 1.0(6) . . . . ? C42 C41 C40 C39 179.0(4) . . . . ? C37 C38 C39 C40 -0.1(6) . . . . ? C41 C40 C39 C38 -0.5(6) . . . . ? C29 C28 C27 C26 0.9(6) . . . . ? C34 N6 C56 C57 -178.2(3) . . . . ? C45 N6 C56 C57 59.7(4) . . . . ? O6 C57 C56 N6 57.0(4) . . . . ? C14 C15 C16 C17 2.2(7) . . . . ? C59 C60 C61 C62 0.8(6) . . . . ? C63 C62 C61 C60 0.9(6) . . . . ? C28 C27 C26 C25 -0.8(6) . . . . ? O3 C25 C26 C27 177.9(4) . . . . ? C30 C25 C26 C27 -0.1(6) . . . . ? C7 C6 C5 C4 -0.1(6) . . . . ? C3 C4 C5 C6 0.2(6) . . . . ? C14 C19 C18 C17 3.5(7) . . . . ? C20 C19 C18 C17 -177.7(4) . . . . ? C15 C16 C17 C18 -1.1(7) . . . . ? C19 C18 C17 C16 -1.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.688 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.088 data_complex2 _database_code_depnum_ccdc_archive 'CCDC 718702' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H55 Br4 N5 O6' _chemical_formula_sum 'C33 H55 Br4 N5 O6' _chemical_formula_weight 937.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.271(4) _cell_length_b 24.660(6) _cell_length_c 15.269(5) _cell_angle_alpha 90.00 _cell_angle_beta 110.806(6) _cell_angle_gamma 90.00 _cell_volume 3967(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.1 _cell_measurement_theta_max 28.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 4.104 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4654 _exptl_absorpt_correction_T_max 0.5254 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26191 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0784 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 28.31 _reflns_number_total 9727 _reflns_number_gt 6901 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1814P)^2^+1.4470P] 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 9727 _refine_ls_number_parameters 420 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1068 _refine_ls_R_factor_gt 0.0751 _refine_ls_wR_factor_ref 0.2489 _refine_ls_wR_factor_gt 0.1877 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.64390(7) 0.28153(3) 0.88962(5) 0.0189(2) Uani 1 1 d . . . Br2 Br 0.58093(10) 0.40750(3) 0.53199(6) 0.0292(3) Uani 1 1 d . . . Br3 Br 0.64750(9) 0.39405(4) 0.17883(6) 0.0287(3) Uani 1 1 d . . . OW3 O 0.1489(4) 0.40503(16) 0.7288(3) 0.0000(7) Uiso 1 1 d . . . O3 O 0.3143(6) 0.2791(2) 0.8197(4) 0.0212(12) Uani 1 1 d . . . O2 O 0.2800(6) 0.3849(2) 0.5599(4) 0.0277(14) Uani 1 1 d . . . C18 C 0.1162(12) 0.4967(4) 0.4175(7) 0.038(3) Uani 1 1 d . . . H18 H 0.1077 0.5338 0.4240 0.045 Uiso 1 1 calc R . . O1 O 0.6809(6) 0.2833(2) 0.6780(4) 0.0220(12) Uani 1 1 d . . . N5 N 0.4779(7) 0.3698(3) 0.9606(5) 0.0238(15) Uani 1 1 d . . . H5A H 0.5445 0.3724 1.0148 0.029 Uiso 1 1 calc R . . H5B H 0.5029 0.3509 0.9198 0.029 Uiso 1 1 calc R . . N4 N 0.4036(7) 0.4939(3) 0.6010(5) 0.0234(15) Uani 1 1 d . . . H4A H 0.4181 0.5217 0.5680 0.028 Uiso 1 1 calc R . . H4B H 0.4240 0.4631 0.5778 0.028 Uiso 1 1 calc R . . N1 N 0.4298(6) 0.2599(3) 0.6761(4) 0.0178(13) Uani 1 1 d . . . H1 H 0.4904 0.2597 0.7345 0.021 Uiso 1 1 calc R . . N2 N 0.5953(7) 0.4391(3) 0.8445(5) 0.0226(15) Uani 1 1 d . . . N3 N 0.8149(7) 0.3754(3) 0.8303(5) 0.0222(14) Uani 1 1 d . . . H3A H 0.7410 0.3585 0.8223 0.027 Uiso 1 1 calc R . . H3B H 0.8644 0.3727 0.8911 0.027 Uiso 1 1 calc R . . C30 C 0.3877(8) 0.2795(3) 0.9823(6) 0.0213(16) Uani 1 1 d . . . C14 C 0.2015(9) 0.4110(4) 0.4809(6) 0.0278(19) Uani 1 1 d . . . C24 C 0.2425(8) 0.2540(3) 0.7327(6) 0.0213(16) Uani 1 1 d . . . H24A H 0.1897 0.2813 0.6913 0.026 Uiso 1 1 calc R . . H24B H 0.1866 0.2272 0.7440 0.026 Uiso 1 1 calc R . . C25 C 0.3507(8) 0.2490(4) 0.9005(6) 0.0220(16) Uani 1 1 d . . . C23 C 0.3225(8) 0.2265(3) 0.6833(6) 0.0204(16) Uani 1 1 d . . . H23A H 0.3572 0.1933 0.7165 0.025 Uiso 1 1 calc R . . H23B H 0.2674 0.2166 0.6206 0.025 Uiso 1 1 calc R . . C33 C 0.5443(10) 0.4593(3) 0.9137(6) 0.0276(19) Uani 1 1 d . . . H33A H 0.5132 0.4959 0.8967 0.033 Uiso 1 1 calc R . . H33B H 0.6125 0.4610 0.9742 0.033 Uiso 1 1 calc R . . C15 C 0.1386(9) 0.3855(4) 0.3988(6) 0.031(2) Uani 1 1 d . . . H15 H 0.1458 0.3482 0.3936 0.037 Uiso 1 1 calc R . . C12 C 0.4012(8) 0.3181(3) 0.6518(5) 0.0181(15) Uani 1 1 d . . . H12A H 0.4791 0.3363 0.6556 0.022 Uiso 1 1 calc R . . H12B H 0.3718 0.3345 0.6982 0.022 Uiso 1 1 calc R . . C1 C 0.4861(8) 0.2293(3) 0.6149(6) 0.0206(16) Uani 1 1 d . . . H1A H 0.4193 0.2216 0.5554 0.025 Uiso 1 1 calc R . . H1B H 0.5186 0.1949 0.6445 0.025 Uiso 1 1 calc R . . C11 C 0.7219(8) 0.4610(3) 0.8616(6) 0.0254(18) Uani 1 1 d . . . H11A H 0.7723 0.4569 0.9276 0.030 Uiso 1 1 calc R . . H11B H 0.7148 0.4994 0.8474 0.030 Uiso 1 1 calc R . . C19 C 0.1935(9) 0.4672(4) 0.4936(7) 0.0291(19) Uani 1 1 d . . . C8 C 0.8892(8) 0.2879(4) 0.7843(6) 0.0234(17) Uani 1 1 d . . . C3 C 0.7867(8) 0.2555(3) 0.7308(6) 0.0207(16) Uani 1 1 d . . . C2 C 0.5920(8) 0.2592(3) 0.5962(6) 0.0230(17) Uani 1 1 d . . . H2A H 0.6365 0.2340 0.5699 0.028 Uiso 1 1 calc R . . H2B H 0.5554 0.2873 0.5500 0.028 Uiso 1 1 calc R . . C32 C 0.4378(9) 0.4249(4) 0.9228(7) 0.0291(19) Uani 1 1 d . . . H32A H 0.4017 0.4435 0.9636 0.035 Uiso 1 1 calc R . . H32B H 0.3716 0.4216 0.8616 0.035 Uiso 1 1 calc R . . C4 C 0.7963(9) 0.1990(4) 0.7361(6) 0.0250(17) Uani 1 1 d . . . H4 H 0.7287 0.1774 0.7006 0.030 Uiso 1 1 calc R . . C20 C 0.2651(8) 0.4924(3) 0.5846(6) 0.0251(17) Uani 1 1 d . . . H20A H 0.2510 0.4720 0.6344 0.030 Uiso 1 1 calc R . . H20B H 0.2345 0.5291 0.5858 0.030 Uiso 1 1 calc R . . C22 C 0.5082(8) 0.4427(3) 0.7474(5) 0.0214(16) Uani 1 1 d . . . H22A H 0.4255 0.4302 0.7447 0.026 Uiso 1 1 calc R . . H22B H 0.5376 0.4180 0.7100 0.026 Uiso 1 1 calc R . . C10 C 0.7903(9) 0.4337(4) 0.8043(7) 0.0291(19) Uani 1 1 d . . . H10A H 0.7392 0.4365 0.7383 0.035 Uiso 1 1 calc R . . H10B H 0.8702 0.4520 0.8146 0.035 Uiso 1 1 calc R . . C7 C 0.9997(8) 0.2626(4) 0.8421(6) 0.0250(18) Uani 1 1 d . . . H7 H 1.0690 0.2836 0.8768 0.030 Uiso 1 1 calc R . . C26 C 0.3550(8) 0.1929(4) 0.9032(6) 0.0237(17) Uani 1 1 d . . . H26 H 0.3276 0.1729 0.8480 0.028 Uiso 1 1 calc R . . C28 C 0.4421(8) 0.1969(4) 1.0715(6) 0.0258(18) Uani 1 1 d . . . H28 H 0.4759 0.1794 1.1290 0.031 Uiso 1 1 calc R . . C13 C 0.3022(9) 0.3281(3) 0.5551(5) 0.0225(17) Uani 1 1 d . . . H13A H 0.3350 0.3197 0.5059 0.027 Uiso 1 1 calc R . . H13B H 0.2257 0.3071 0.5454 0.027 Uiso 1 1 calc R . . C6 C 1.0082(8) 0.2067(4) 0.8485(6) 0.0266(18) Uani 1 1 d . . . H6 H 1.0817 0.1906 0.8891 0.032 Uiso 1 1 calc R . . C5 C 0.9098(9) 0.1753(4) 0.7961(6) 0.0286(19) Uani 1 1 d . . . H5 H 0.9174 0.1377 0.7997 0.034 Uiso 1 1 calc R . . C29 C 0.4330(9) 0.2528(4) 1.0680(6) 0.0248(19) Uani 1 1 d . . . H29 H 0.4574 0.2727 1.1234 0.033 Uiso 1 1 calc R . . C27 C 0.4015(9) 0.1669(4) 0.9902(7) 0.029(2) Uani 1 1 d . . . H27 H 0.4048 0.1293 0.9930 0.035 Uiso 1 1 calc R . . C9 C 0.8798(8) 0.3480(3) 0.7707(6) 0.0233(17) Uani 1 1 d . . . H9A H 0.8328 0.3559 0.7052 0.028 Uiso 1 1 calc R . . H9B H 0.9644 0.3630 0.7862 0.028 Uiso 1 1 calc R . . C31 C 0.3713(8) 0.3402(4) 0.9775(6) 0.0244(17) Uani 1 1 d . . . H31A H 0.3650 0.3528 1.0358 0.029 Uiso 1 1 calc R . . H31B H 0.2922 0.3490 0.9275 0.029 Uiso 1 1 calc R . . C21 C 0.4916(9) 0.4996(3) 0.7009(6) 0.0244(17) Uani 1 1 d . . . H21A H 0.4562 0.5247 0.7340 0.029 Uiso 1 1 calc R . . H21B H 0.5732 0.5135 0.7031 0.029 Uiso 1 1 calc R . . C16 C 0.0616(13) 0.4165(4) 0.3210(8) 0.033(4) Uani 1 1 d . . . H16 H 0.0191 0.3996 0.2640 0.045 Uiso 1 1 calc R . . C17 C 0.0500(14) 0.4719(5) 0.3305(9) 0.037(4) Uani 1 1 d . . . H17 H -0.0007 0.4926 0.2801 0.039 Uiso 1 1 calc R . . OW2 O 0.1407(17) 0.4628(7) 0.8890(11) 0.031(3) Uani 1 1 d . . . OW1 O 0.140(5) 0.5781(11) 0.895(4) 0.042(3) Uani 1 1 d . . . Br4 Br 0.06134(10) 0.39065(4) 1.02870(7) 0.0344(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0171(4) 0.0203(4) 0.0181(4) 0.0004(3) 0.0047(3) 0.0013(3) Br2 0.0482(6) 0.0169(4) 0.0258(4) 0.0025(3) 0.0170(4) 0.0010(4) Br3 0.0342(5) 0.0236(4) 0.0239(4) -0.0023(3) 0.0048(4) 0.0079(3) OW3 0.045(5) 0.035(5) 0.030(5) 0.005(4) 0.015(4) 0.002(4) O3 0.024(3) 0.017(3) 0.020(3) 0.004(2) 0.004(2) 0.002(2) O2 0.037(4) 0.014(3) 0.018(3) 0.003(2) -0.008(3) 0.008(3) C18 0.044(7) 0.022(5) 0.030(5) 0.003(4) -0.008(5) 0.000(4) O1 0.018(3) 0.021(3) 0.024(3) 0.001(2) 0.004(2) 0.003(2) N5 0.022(4) 0.022(3) 0.029(4) -0.004(3) 0.011(3) -0.001(3) N4 0.028(4) 0.017(3) 0.023(3) 0.004(3) 0.007(3) -0.002(3) N1 0.018(3) 0.017(3) 0.013(3) 0.002(2) -0.001(2) -0.003(3) N2 0.025(4) 0.021(3) 0.017(3) -0.002(3) 0.002(3) -0.006(3) N3 0.020(3) 0.024(4) 0.021(3) 0.001(3) 0.005(3) 0.003(3) C30 0.018(4) 0.024(4) 0.023(4) -0.006(3) 0.010(3) -0.005(3) C14 0.030(5) 0.018(4) 0.028(4) 0.005(3) 0.001(4) 0.003(3) C24 0.018(4) 0.023(4) 0.019(4) -0.001(3) 0.001(3) -0.004(3) C25 0.017(4) 0.026(4) 0.024(4) 0.000(3) 0.009(3) -0.001(3) C23 0.019(4) 0.017(4) 0.021(4) 0.003(3) 0.001(3) -0.010(3) C33 0.043(5) 0.017(4) 0.020(4) 0.000(3) 0.007(4) 0.005(4) C15 0.031(5) 0.028(5) 0.019(4) 0.005(3) -0.007(4) -0.008(4) C12 0.019(4) 0.012(3) 0.019(4) 0.002(3) 0.000(3) -0.001(3) C1 0.019(4) 0.020(4) 0.023(4) -0.002(3) 0.007(3) -0.002(3) C11 0.025(4) 0.019(4) 0.026(4) -0.007(3) 0.002(3) 0.000(3) C19 0.028(5) 0.019(4) 0.035(5) 0.002(3) 0.005(4) 0.005(3) C8 0.018(4) 0.025(4) 0.028(4) -0.001(3) 0.010(3) 0.003(3) C3 0.016(4) 0.027(4) 0.019(4) 0.000(3) 0.006(3) 0.001(3) C2 0.021(4) 0.022(4) 0.025(4) 0.001(3) 0.007(3) 0.001(3) C32 0.034(5) 0.023(4) 0.031(5) 0.002(3) 0.014(4) 0.005(4) C4 0.027(4) 0.019(4) 0.028(4) 0.003(3) 0.010(4) 0.005(3) C20 0.025(4) 0.018(4) 0.029(4) 0.004(3) 0.006(4) 0.004(3) C22 0.028(4) 0.018(4) 0.015(3) -0.004(3) 0.003(3) 0.003(3) C10 0.025(4) 0.029(5) 0.033(5) 0.005(4) 0.011(4) 0.002(4) C7 0.019(4) 0.037(5) 0.021(4) 0.004(3) 0.006(3) -0.003(3) C26 0.024(4) 0.025(4) 0.021(4) 0.001(3) 0.006(3) -0.003(3) C28 0.022(4) 0.034(5) 0.022(4) 0.009(3) 0.007(3) -0.001(4) C13 0.029(4) 0.020(4) 0.013(3) 0.002(3) 0.000(3) -0.002(3) C6 0.020(4) 0.040(5) 0.020(4) 0.004(3) 0.008(3) 0.010(4) C5 0.033(5) 0.030(5) 0.027(4) 0.003(3) 0.010(4) 0.007(4) C29 0.021(4) 0.037(5) 0.019(4) -0.004(4) 0.011(3) -0.009(4) C27 0.026(5) 0.033(5) 0.030(4) 0.012(4) 0.005(4) -0.005(4) C9 0.026(4) 0.022(4) 0.028(4) 0.005(3) 0.012(4) -0.004(3) C31 0.016(4) 0.026(4) 0.031(4) -0.006(3) 0.008(3) -0.001(3) C21 0.032(5) 0.018(4) 0.018(4) 0.002(3) 0.003(3) 0.001(3) C16 0.035(8) 0.026(5) 0.020(6) 0.002(4) -0.011(6) -0.006(5) C17 0.036(9) 0.032(6) 0.026(7) 0.006(5) -0.010(6) 0.004(6) OW2 0.035(5) 0.031(5) 0.027(5) 0.009(4) 0.011(4) 0.003(4) OW1 0.055(6) 0.038(6) 0.032(6) 0.004(5) 0.013(5) 0.002(5) Br4 0.0331(5) 0.0328(5) 0.0305(5) 0.0088(4) 0.0028(4) -0.0069(4) _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 O3 C25 1.372(10) . ? O3 C24 1.427(10) . ? O2 C14 1.376(10) . ? O2 C13 1.431(10) . ? C18 C19 1.386(13) . ? C18 C17 1.411(15) . ? C18 H18 0.9300 . ? O1 C3 1.364(10) . ? O1 C2 1.424(10) . ? N5 C32 1.483(11) . ? N5 C31 1.506(11) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? N4 C20 1.491(12) . ? N4 C21 1.502(10) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? N1 C12 1.489(10) . ? N1 C23 1.498(10) . ? N1 C1 1.506(10) . ? N1 H1 0.9100 . ? N2 C33 1.457(11) . ? N2 C11 1.460(11) . ? N2 C22 1.462(10) . ? N3 C10 1.491(12) . ? N3 C9 1.514(11) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? C30 C25 1.388(11) . ? C30 C29 1.390(12) . ? C30 C31 1.507(12) . ? C14 C15 1.356(12) . ? C14 C19 1.405(12) . ? C24 C23 1.525(12) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.383(12) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C33 C32 1.516(14) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C15 C16 1.420(13) . ? C15 H15 0.9300 . ? C12 C13 1.521(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C1 C2 1.514(12) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C11 C10 1.515(13) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C19 C20 1.473(13) . ? C8 C7 1.392(12) . ? C8 C3 1.403(12) . ? C8 C9 1.497(12) . ? C3 C4 1.398(12) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C4 C5 1.409(13) . ? C4 H4 0.9300 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C22 C21 1.553(11) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C7 C6 1.382(13) . ? C7 H7 0.9300 . ? C26 C27 1.398(12) . ? C26 H26 0.9300 . ? C28 C27 1.375(13) . ? C28 C29 1.382(14) . ? C28 H28 0.9300 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C6 C5 1.357(14) . ? C6 H6 0.9300 . ? C5 H5 0.9300 . ? C29 H29 0.9300 . ? C27 H27 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C16 C17 1.386(16) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C25 O3 C24 119.5(6) . . ? C14 O2 C13 118.9(6) . . ? C19 C18 C17 121.8(10) . . ? C19 C18 H18 119.1 . . ? C17 C18 H18 119.1 . . ? C3 O1 C2 120.2(7) . . ? C32 N5 C31 111.1(7) . . ? C32 N5 H5A 109.4 . . ? C31 N5 H5A 109.4 . . ? C32 N5 H5B 109.4 . . ? C31 N5 H5B 109.4 . . ? H5A N5 H5B 108.0 . . ? C20 N4 C21 116.6(7) . . ? C20 N4 H4A 108.1 . . ? C21 N4 H4A 108.1 . . ? C20 N4 H4B 108.1 . . ? C21 N4 H4B 108.1 . . ? H4A N4 H4B 107.3 . . ? C12 N1 C23 116.0(6) . . ? C12 N1 C1 115.5(6) . . ? C23 N1 C1 107.4(6) . . ? C12 N1 H1 105.7 . . ? C23 N1 H1 105.7 . . ? C1 N1 H1 105.7 . . ? C33 N2 C11 110.9(7) . . ? C33 N2 C22 114.8(7) . . ? C11 N2 C22 114.9(7) . . ? C10 N3 C9 110.7(7) . . ? C10 N3 H3A 109.5 . . ? C9 N3 H3A 109.5 . . ? C10 N3 H3B 109.5 . . ? C9 N3 H3B 109.5 . . ? H3A N3 H3B 108.1 . . ? C25 C30 C29 118.9(8) . . ? C25 C30 C31 120.1(8) . . ? C29 C30 C31 120.9(8) . . ? C15 C14 O2 123.7(8) . . ? C15 C14 C19 123.2(8) . . ? O2 C14 C19 113.1(8) . . ? O3 C24 C23 114.4(7) . . ? O3 C24 H24A 108.6 . . ? C23 C24 H24A 108.7 . . ? O3 C24 H24B 108.7 . . ? C23 C24 H24B 108.7 . . ? H24A C24 H24B 107.6 . . ? O3 C25 C26 124.3(8) . . ? O3 C25 C30 114.5(7) . . ? C26 C25 C30 121.2(8) . . ? N1 C23 C24 115.3(7) . . ? N1 C23 H23A 108.5 . . ? C24 C23 H23A 108.5 . . ? N1 C23 H23B 108.4 . . ? C24 C23 H23B 108.4 . . ? H23A C23 H23B 107.5 . . ? N2 C33 C32 113.9(7) . . ? N2 C33 H33A 108.8 . . ? C32 C33 H33A 108.8 . . ? N2 C33 H33B 108.8 . . ? C32 C33 H33B 108.8 . . ? H33A C33 H33B 107.7 . . ? C14 C15 C16 119.1(9) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? N1 C12 C13 114.6(6) . . ? N1 C12 H12A 108.6 . . ? C13 C12 H12A 108.6 . . ? N1 C12 H12B 108.6 . . ? C13 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? N1 C1 C2 114.0(7) . . ? N1 C1 H1A 108.7 . . ? C2 C1 H1A 108.7 . . ? N1 C1 H1B 108.7 . . ? C2 C1 H1B 108.7 . . ? H1A C1 H1B 107.6 . . ? N2 C11 C10 113.5(7) . . ? N2 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? N2 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C18 C19 C14 117.0(9) . . ? C18 C19 C20 122.6(8) . . ? C14 C19 C20 120.4(8) . . ? C7 C8 C3 118.7(8) . . ? C7 C8 C9 122.3(8) . . ? C3 C8 C9 118.7(8) . . ? O1 C3 C4 124.7(8) . . ? O1 C3 C8 115.1(7) . . ? C4 C3 C8 120.2(8) . . ? O1 C2 C1 113.2(7) . . ? O1 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? O1 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N5 C32 C33 113.9(8) . . ? N5 C32 H32A 108.8 . . ? C33 C32 H32A 108.8 . . ? N5 C32 H32B 108.8 . . ? C33 C32 H32B 108.8 . . ? H32A C32 H32B 107.7 . . ? C3 C4 C5 119.0(9) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C19 C20 N4 111.1(8) . . ? C19 C20 H20A 109.4 . . ? N4 C20 H20A 109.4 . . ? C19 C20 H20B 109.4 . . ? N4 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? N2 C22 C21 116.6(7) . . ? N2 C22 H22A 108.1 . . ? C21 C22 H22A 108.1 . . ? N2 C22 H22B 108.2 . . ? C21 C22 H22B 108.2 . . ? H22A C22 H22B 107.3 . . ? N3 C10 C11 111.1(7) . . ? N3 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? N3 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C6 C7 C8 121.0(9) . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? C25 C26 C27 118.9(8) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? C27 C28 C29 120.3(8) . . ? C27 C28 H28 119.9 . . ? C29 C28 H28 119.8 . . ? O2 C13 C12 101.0(6) . . ? O2 C13 H13A 111.6 . . ? C12 C13 H13A 111.6 . . ? O2 C13 H13B 111.6 . . ? C12 C13 H13B 111.6 . . ? H13A C13 H13B 109.4 . . ? C5 C6 C7 120.4(8) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C6 C5 C4 120.6(9) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C28 C29 C30 120.4(8) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C28 C27 C26 120.2(9) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C8 C9 N3 112.5(7) . . ? C8 C9 H9A 109.1 . . ? N3 C9 H9A 109.1 . . ? C8 C9 H9B 109.1 . . ? N3 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? C30 C31 N5 113.5(7) . . ? C30 C31 H31A 108.9 . . ? N5 C31 H31A 108.9 . . ? C30 C31 H31B 108.9 . . ? N5 C31 H31B 108.9 . . ? H31A C31 H31B 107.7 . . ? N4 C21 C22 107.9(7) . . ? N4 C21 H21A 110.1 . . ? C22 C21 H21A 110.1 . . ? N4 C21 H21B 110.1 . . ? C22 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? C17 C16 C15 119.8(10) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 119.1(10) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 O2 C14 C15 3.0(15) . . . . ? C13 O2 C14 C19 -176.7(8) . . . . ? C25 O3 C24 C23 -87.1(9) . . . . ? C24 O3 C25 C26 19.0(12) . . . . ? C24 O3 C25 C30 -162.9(7) . . . . ? C29 C30 C25 O3 -176.4(7) . . . . ? C31 C30 C25 O3 7.1(11) . . . . ? C29 C30 C25 C26 1.8(13) . . . . ? C31 C30 C25 C26 -174.7(8) . . . . ? C12 N1 C23 C24 -41.7(9) . . . . ? C1 N1 C23 C24 -172.6(7) . . . . ? O3 C24 C23 N1 -48.0(9) . . . . ? C11 N2 C33 C32 -159.8(7) . . . . ? C22 N2 C33 C32 68.0(9) . . . . ? O2 C14 C15 C16 -178.9(11) . . . . ? C19 C14 C15 C16 0.7(17) . . . . ? C23 N1 C12 C13 -64.2(9) . . . . ? C1 N1 C12 C13 62.8(9) . . . . ? C12 N1 C1 C2 45.7(9) . . . . ? C23 N1 C1 C2 176.9(7) . . . . ? C33 N2 C11 C10 169.0(7) . . . . ? C22 N2 C11 C10 -58.8(10) . . . . ? C17 C18 C19 C14 -1.1(19) . . . . ? C17 C18 C19 C20 178.9(12) . . . . ? C15 C14 C19 C18 0.4(16) . . . . ? O2 C14 C19 C18 -180.0(10) . . . . ? C15 C14 C19 C20 -179.6(10) . . . . ? O2 C14 C19 C20 0.1(14) . . . . ? C2 O1 C3 C4 -26.5(12) . . . . ? C2 O1 C3 C8 155.5(7) . . . . ? C7 C8 C3 O1 178.3(7) . . . . ? C9 C8 C3 O1 -7.2(11) . . . . ? C7 C8 C3 C4 0.3(13) . . . . ? C9 C8 C3 C4 174.8(8) . . . . ? C3 O1 C2 C1 92.1(9) . . . . ? N1 C1 C2 O1 44.9(9) . . . . ? C31 N5 C32 C33 173.9(7) . . . . ? N2 C33 C32 N5 66.0(10) . . . . ? O1 C3 C4 C5 -177.7(8) . . . . ? C8 C3 C4 C5 0.2(13) . . . . ? C18 C19 C20 N4 -108.1(11) . . . . ? C14 C19 C20 N4 71.9(11) . . . . ? C21 N4 C20 C19 -159.0(7) . . . . ? C33 N2 C22 C21 77.2(10) . . . . ? C11 N2 C22 C21 -53.0(10) . . . . ? C9 N3 C10 C11 178.3(7) . . . . ? N2 C11 C10 N3 -64.1(10) . . . . ? C3 C8 C7 C6 -1.5(13) . . . . ? C9 C8 C7 C6 -175.8(8) . . . . ? O3 C25 C26 C27 176.0(8) . . . . ? C30 C25 C26 C27 -2.0(13) . . . . ? C14 O2 C13 C12 174.7(8) . . . . ? N1 C12 C13 O2 170.2(7) . . . . ? C8 C7 C6 C5 2.2(13) . . . . ? C7 C6 C5 C4 -1.7(13) . . . . ? C3 C4 C5 C6 0.5(13) . . . . ? C27 C28 C29 C30 -2.7(13) . . . . ? C25 C30 C29 C28 0.6(13) . . . . ? C31 C30 C29 C28 177.0(8) . . . . ? C29 C28 C27 C26 2.4(14) . . . . ? C25 C26 C27 C28 -0.1(13) . . . . ? C7 C8 C9 N3 -99.5(9) . . . . ? C3 C8 C9 N3 86.2(10) . . . . ? C10 N3 C9 C8 -171.5(7) . . . . ? C25 C30 C31 N5 -83.6(10) . . . . ? C29 C30 C31 N5 100.0(10) . . . . ? C32 N5 C31 C30 159.4(7) . . . . ? C20 N4 C21 C22 81.0(9) . . . . ? N2 C22 C21 N4 177.5(7) . . . . ? C14 C15 C16 C17 -1(2) . . . . ? C15 C16 C17 C18 0(2) . . . . ? C19 C18 C17 C16 1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.766 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.294 data_complex3 _database_code_depnum_ccdc_archive 'CCDC 718703' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H55 I4 N5 O6' _chemical_formula_sum 'C33 H55 I4 N5 O6' _chemical_formula_weight 1125.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' 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 23.091(5) _cell_length_b 12.858(4) _cell_length_c 30.162(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.058(6) _cell_angle_gamma 90.00 _cell_volume 8464(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.1 _cell_measurement_theta_max 28.3 _exptl_crystal_description cubes _exptl_crystal_colour violet _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.766 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4384 _exptl_absorpt_coefficient_mu 2.989 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6152 _exptl_absorpt_correction_T_max 0.6627 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27688 _diffrn_reflns_av_R_equivalents 0.0556 _diffrn_reflns_av_sigmaI/netI 0.0717 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 28.34 _reflns_number_total 10456 _reflns_number_gt 7983 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0219P)^2^+2.6536P] 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 10456 _refine_ls_number_parameters 435 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1752 _refine_ls_wR_factor_gt 0.1277 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.32595(2) -0.10483(4) 0.214032(18) 0.02292(13) Uani 1 1 d . . . I2 I 0.23880(2) 0.01824(4) -0.00392(2) 0.02509(13) Uani 1 1 d . . . I3B I 0.3101(2) 0.0501(5) 0.3502(3) 0.0265(7) Uani 0.50 1 d P . . N3 N 0.3884(3) 0.0534(5) 0.1402(2) 0.0199(14) Uani 1 1 d . . . H3A H 0.3540 0.0275 0.1439 0.024 Uiso 1 1 calc R . . H3B H 0.4168 0.0593 0.1688 0.024 Uiso 1 1 calc R . . OW2 O 0.1271(3) 0.3587(5) 0.0009(2) 0.0344(15) Uani 1 1 d . . . N5 N 0.1460(3) 0.1673(5) 0.0422(2) 0.0152(12) Uani 1 1 d . . . H5A H 0.1675 0.1303 0.0276 0.018 Uiso 1 1 calc R . . H5B H 0.1390 0.2307 0.0288 0.018 Uiso 1 1 calc R . . O1 O 0.0883(2) -0.0936(4) 0.00997(18) 0.0195(11) Uani 1 1 d . . . O3 O 0.3377(3) -0.1962(5) 0.09718(19) 0.0251(13) Uani 1 1 d . . . N1 N 0.1844(3) -0.2369(5) 0.0780(2) 0.0194(14) Uani 1 1 d . . . H1 H 0.1908 -0.2859 0.1008 0.023 Uiso 1 1 calc R . . N4 N 0.2504(3) 0.1180(5) 0.2268(2) 0.0235(15) Uani 1 1 d . . . H4A H 0.2570 0.0707 0.2070 0.028 Uiso 1 1 calc R . . H4B H 0.2619 0.0892 0.2556 0.028 Uiso 1 1 calc R . . N2 N 0.2879(3) 0.2081(5) 0.1450(2) 0.0167(13) Uani 1 1 d . . . O2 O 0.1594(3) -0.0419(4) 0.15934(18) 0.0202(11) Uani 1 1 d . . . C31 C 0.4111(4) -0.0204(7) 0.1111(3) 0.0239(17) Uani 1 1 d . . . H31A H 0.3783 -0.0343 0.0820 0.029 Uiso 1 1 calc R . . H31B H 0.4445 0.0119 0.1033 0.029 Uiso 1 1 calc R . . C25 C 0.3960(4) -0.2077(7) 0.1292(3) 0.0193(17) Uani 1 1 d . . . C10 C 0.1832(4) 0.1789(7) 0.0926(3) 0.0241(17) Uani 1 1 d . . . H10A H 0.1913 0.1107 0.1071 0.029 Uiso 1 1 calc R . . H10B H 0.1602 0.2186 0.1086 0.029 Uiso 1 1 calc R . . C19 C 0.1480(3) 0.0528(6) 0.2233(3) 0.0179(15) Uani 1 1 d . . . C7 C 0.0354(4) 0.1500(7) -0.0506(3) 0.0267(18) Uani 1 1 d . . . H7 H 0.0319 0.2192 -0.0429 0.032 Uiso 1 1 calc R . . C11 C 0.2436(4) 0.2334(7) 0.0986(3) 0.0234(17) Uani 1 1 d . . . H11A H 0.2596 0.2111 0.0741 0.028 Uiso 1 1 calc R . . H11B H 0.2371 0.3080 0.0958 0.028 Uiso 1 1 calc R . . C4 C 0.0422(3) -0.0567(7) -0.0734(3) 0.0204(16) Uani 1 1 d . . . H4 H 0.0436 -0.1264 -0.0812 0.025 Uiso 1 1 calc R . . C26 C 0.4178(4) -0.2984(7) 0.1536(3) 0.0206(18) Uani 1 1 d . . . H26 H 0.3931 -0.3573 0.1481 0.031 Uiso 1 1 calc R . . C27 C 0.4754(4) -0.3019(7) 0.1858(3) 0.0274(19) Uani 1 1 d . . . H27 H 0.4892 -0.3626 0.2027 0.033 Uiso 1 1 calc R . . C1 C 0.1221(4) -0.2609(6) 0.0434(3) 0.0214(16) Uiso 1 1 d . . . H1A H 0.0918 -0.2512 0.0590 0.026 Uiso 1 1 calc R . . H1B H 0.1212 -0.3337 0.0347 0.026 Uiso 1 1 calc R . . C18 C 0.1253(4) 0.0607(7) 0.2603(3) 0.0192(17) Uani 1 1 d . . . H18 H 0.1333 0.1205 0.2786 0.028 Uiso 1 1 calc R . . C16 C 0.0794(3) -0.1069(7) 0.2434(3) 0.0222(16) Uani 1 1 d . . . H16 H 0.0558 -0.1597 0.2499 0.027 Uiso 1 1 calc R . . C21 C 0.2904(4) 0.2117(7) 0.2280(3) 0.0253(18) Uani 1 1 d . . . H21A H 0.2871 0.2593 0.2520 0.030 Uiso 1 1 calc R . . H21B H 0.3328 0.1893 0.2367 0.030 Uiso 1 1 calc R . . C9 C 0.0854(3) 0.1140(6) 0.0352(3) 0.0193(15) Uani 1 1 d . . . H9A H 0.0911 0.0548 0.0561 0.023 Uiso 1 1 calc R . . H9B H 0.0570 0.1619 0.0421 0.023 Uiso 1 1 calc R . . C32 C 0.3752(4) 0.1580(7) 0.1182(3) 0.0245(17) Uani 1 1 d . . . H32A H 0.3456 0.1511 0.0870 0.029 Uiso 1 1 calc R . . H32B H 0.4126 0.1865 0.1151 0.029 Uiso 1 1 calc R . . C14 C 0.1355(3) -0.0383(6) 0.1959(2) 0.0141(14) Uiso 1 1 d . . . C2 C 0.1031(4) -0.1963(7) -0.0013(3) 0.0258(18) Uani 1 1 d . . . H2A H 0.1364 -0.1934 -0.0142 0.031 Uiso 1 1 calc R . . H2B H 0.0679 -0.2276 -0.0244 0.031 Uiso 1 1 calc R . . C23 C 0.2354(4) -0.2531(7) 0.0571(3) 0.0215(17) Uani 1 1 d . . . H23A H 0.2238 -0.3086 0.0341 0.026 Uiso 1 1 calc R . . H23B H 0.2404 -0.1901 0.0410 0.026 Uiso 1 1 calc R . . C20 C 0.1830(4) 0.1416(6) 0.2119(3) 0.0189(15) Uani 1 1 d . . . H20A H 0.1764 0.2039 0.2278 0.023 Uiso 1 1 calc R . . H20B H 0.1679 0.1547 0.1784 0.023 Uiso 1 1 calc R . . C15 C 0.1021(3) -0.1190(6) 0.2067(3) 0.0204(16) Uani 1 1 d . . . H15 H 0.0952 -0.1803 0.1894 0.024 Uiso 1 1 calc R . . C5 C 0.0184(4) 0.0167(7) -0.1083(3) 0.0269(18) Uani 1 1 d . . . H5 H 0.0041 -0.0042 -0.1395 0.032 Uiso 1 1 calc R . . C8 C 0.0603(4) 0.0786(7) -0.0150(3) 0.0242(17) Uani 1 1 d . . . C30 C 0.4327(4) -0.1207(6) 0.1358(3) 0.0224(17) Uani 1 1 d . . . C6 C 0.0156(4) 0.1210(8) -0.0972(3) 0.0282(19) Uani 1 1 d . . . H6 H 0.0008 0.1704 -0.1208 0.034 Uiso 1 1 calc R . . C3 C 0.0639(3) -0.0259(7) -0.0267(3) 0.0224(17) Uani 1 1 d . . . C13 C 0.1536(4) -0.1399(7) 0.1360(3) 0.0215(16) Uani 1 1 d . . . H13A H 0.1109 -0.1540 0.1187 0.026 Uiso 1 1 calc R . . H13B H 0.1691 -0.1951 0.1587 0.026 Uiso 1 1 calc R . . C24 C 0.2958(4) -0.2803(7) 0.0939(3) 0.0236(17) Uani 1 1 d . . . H24A H 0.2899 -0.2912 0.1240 0.028 Uiso 1 1 calc R . . H24B H 0.3121 -0.3438 0.0852 0.028 Uiso 1 1 calc R . . OW1 O 0.5471(18) 0.143(3) 0.1441(15) 0.052(12) Uiso 0.33 1 d P . . C12 C 0.1903(4) -0.1348(6) 0.1028(3) 0.0205(16) Uani 1 1 d . . . H12A H 0.1749 -0.0793 0.0802 0.025 Uiso 1 1 calc R . . H12B H 0.2330 -0.1208 0.1201 0.025 Uiso 1 1 calc R . . C22 C 0.2740(4) 0.2687(6) 0.1820(3) 0.0227(17) Uani 1 1 d . . . H22A H 0.2306 0.2849 0.1716 0.027 Uiso 1 1 calc R . . H22B H 0.2963 0.3338 0.1866 0.027 Uiso 1 1 calc R . . C29 C 0.4925(4) -0.1254(7) 0.1688(3) 0.0302(19) Uiso 1 1 d . . . H29 H 0.5179 -0.0674 0.1740 0.036 Uiso 1 1 calc R . . C28 C 0.5132(5) -0.2161(8) 0.1934(4) 0.037(2) Uani 1 1 d . . . H28 H 0.5525 -0.2194 0.2151 0.045 Uiso 1 1 calc R . . C33 C 0.3503(4) 0.2330(6) 0.1465(3) 0.0222(17) Uani 1 1 d . . . H33A H 0.3770 0.2321 0.1789 0.027 Uiso 1 1 calc R . . H33B H 0.3509 0.3029 0.1345 0.027 Uiso 1 1 calc R . . C17 C 0.0909(4) -0.0176(7) 0.2708(3) 0.0268(18) Uani 1 1 d . . . H17 H 0.0759 -0.0108 0.2957 0.032 Uiso 1 1 calc R . . OW1B O 0.5349(10) 0.1357(17) 0.1104(8) 0.040(5) Uiso 0.33 1 d P . . OW1A O 0.5406(15) 0.152(3) 0.1498(11) 0.031(8) Uiso 0.33 1 d P . . I5 I -0.00298(6) 0.46855(13) 0.01117(5) 0.0489(4) Uani 0.50 1 d P . . I3A I 0.2950(2) 0.0604(6) 0.3468(3) 0.0328(10) Uani 0.50 1 d P . . I4 I 0.5000 0.12311(7) 0.2500 0.0479(3) Uani 1 2 d S . . OW3 O 0.0669(11) 0.3231(14) 0.1034(9) 0.042(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0248(3) 0.0207(3) 0.0220(3) 0.0024(2) 0.0059(2) 0.0009(2) I2 0.0237(3) 0.0236(3) 0.0313(3) -0.0044(2) 0.0135(2) -0.0033(2) I3B 0.0369(19) 0.0217(16) 0.0168(11) -0.0028(10) 0.0033(14) -0.0036(13) N3 0.021(3) 0.017(3) 0.018(3) -0.001(3) 0.001(3) -0.010(3) OW2 0.030(3) 0.031(4) 0.039(4) 0.006(3) 0.007(3) -0.001(3) N5 0.017(3) 0.014(3) 0.017(3) 0.002(2) 0.008(2) 0.002(2) O1 0.012(2) 0.028(3) 0.014(3) -0.003(2) -0.001(2) -0.003(2) O3 0.026(3) 0.027(3) 0.019(3) 0.001(2) 0.002(2) -0.002(2) N1 0.024(5) 0.016(5) 0.011(4) 0.006(3) 0.006(4) 0.001(4) N4 0.028(4) 0.024(4) 0.021(3) -0.003(3) 0.010(3) -0.004(3) N2 0.021(3) 0.014(3) 0.012(3) 0.002(2) 0.001(2) -0.003(3) O2 0.030(3) 0.019(3) 0.014(3) -0.004(2) 0.010(2) 0.001(2) C31 0.028(4) 0.026(4) 0.016(4) -0.002(3) 0.005(3) -0.004(4) C25 0.025(4) 0.013(5) 0.022(3) 0.000(3) 0.010(3) 0.003(3) C10 0.021(4) 0.030(5) 0.017(4) 0.006(3) 0.000(3) -0.004(3) C19 0.016(4) 0.022(4) 0.016(3) -0.001(3) 0.005(3) 0.002(3) C7 0.015(4) 0.028(5) 0.033(5) -0.002(4) 0.002(3) -0.002(3) C11 0.021(4) 0.027(5) 0.018(4) 0.000(3) 0.001(3) -0.003(3) C4 0.012(3) 0.029(4) 0.017(4) -0.002(3) -0.001(3) -0.001(3) C26 0.026(4) 0.017(5) 0.020(4) -0.005(3) 0.008(3) 0.000(4) C27 0.040(5) 0.020(4) 0.020(4) -0.003(3) 0.007(4) 0.007(4) C18 0.027(6) 0.018(6) 0.012(5) -0.007(4) 0.006(4) -0.003(5) C16 0.016(4) 0.025(4) 0.023(4) 0.009(3) 0.003(3) 0.000(3) C21 0.039(5) 0.020(4) 0.021(4) -0.007(3) 0.015(4) -0.002(4) C9 0.019(4) 0.021(4) 0.019(4) -0.001(3) 0.008(3) -0.003(3) C32 0.028(4) 0.024(4) 0.025(4) 0.001(3) 0.012(3) -0.003(3) C2 0.033(5) 0.023(4) 0.018(4) -0.001(3) 0.003(3) 0.001(4) C23 0.026(4) 0.022(4) 0.018(4) -0.004(3) 0.009(3) 0.004(3) C20 0.026(4) 0.011(3) 0.022(4) -0.004(3) 0.012(3) 0.004(3) C15 0.019(4) 0.016(4) 0.026(4) 0.002(3) 0.008(3) 0.003(3) C5 0.022(4) 0.036(5) 0.019(4) -0.001(3) 0.002(3) 0.000(4) C8 0.022(4) 0.021(4) 0.027(4) 0.001(3) 0.004(3) 0.001(3) C30 0.028(4) 0.012(4) 0.024(4) -0.003(3) 0.005(3) -0.004(3) C6 0.020(4) 0.038(5) 0.021(4) 0.003(4) 0.000(3) 0.001(4) C3 0.016(4) 0.023(5) 0.025(4) 0.005(3) 0.001(3) 0.003(3) C13 0.022(4) 0.027(4) 0.014(4) -0.003(3) 0.002(3) 0.002(3) C24 0.026(4) 0.030(5) 0.015(4) -0.003(3) 0.006(3) -0.002(4) C12 0.017(5) 0.016(5) 0.021(6) -0.011(4) 0.004(4) 0.004(4) C22 0.024(4) 0.022(4) 0.020(4) -0.007(3) 0.004(3) -0.004(3) C28 0.031(5) 0.036(6) 0.038(5) -0.004(4) 0.003(4) 0.003(4) C33 0.020(4) 0.019(4) 0.023(4) -0.002(3) 0.001(3) -0.003(3) C17 0.035(7) 0.024(7) 0.017(6) -0.003(5) 0.006(5) 0.003(5) I5 0.0219(6) 0.0681(13) 0.0529(10) -0.0184(7) 0.0070(6) 0.0043(7) I3A 0.051(3) 0.0263(11) 0.0175(12) -0.0011(8) 0.0060(18) 0.0093(16) I4 0.0520(6) 0.0203(4) 0.0441(5) 0.000 -0.0216(4) 0.000 OW3 0.063(6) 0.037(6) 0.025(6) 0.0080(5) 0.013(5) 0.003(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 N3 C32 1.486(10) . ? N3 C31 1.499(10) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? N5 C10 1.491(9) . ? N5 C9 1.508(9) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? O1 C3 1.375(9) . ? O1 C2 1.432(10) . ? O3 C25 1.386(9) . ? O3 C24 1.432(10) . ? N1 C12 1.494(10) . ? N1 C1 1.509(10) . ? N1 C23 1.519(10) . ? N1 H1 0.9100 . ? N4 C20 1.503(10) . ? N4 C21 1.511(10) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? N2 C33 1.462(10) . ? N2 C11 1.476(9) . ? N2 C22 1.479(10) . ? O2 C14 1.386(8) . ? O2 C13 1.428(9) . ? C31 C30 1.492(11) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C25 C30 1.378(12) . ? C25 C26 1.382(12) . ? C10 C11 1.517(11) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C19 C18 1.383(10) . ? C19 C14 1.407(10) . ? C19 C20 1.503(11) . ? C7 C6 1.381(12) . ? C7 C8 1.387(12) . ? C7 H7 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C4 C5 1.387(11) . ? C4 C3 1.390(11) . ? C4 H4 0.9300 . ? C26 C27 1.368(12) . ? C26 H26 0.9300 . ? C27 C28 1.378(13) . ? C27 H27 0.9300 . ? C1 C2 1.520(11) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C18 C17 1.381(12) . ? C18 H18 0.9300 . ? C16 C15 1.379(11) . ? C16 C17 1.389(12) . ? C16 H16 0.9300 . ? C21 C22 1.504(11) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C9 C8 1.503(11) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C32 C33 1.519(12) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C14 C15 1.393(10) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C23 C24 1.515(11) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C15 H15 0.9300 . ? C5 C6 1.389(13) . ? C5 H5 0.9300 . ? C8 C3 1.398(12) . ? C30 C29 1.416(12) . ? C6 H6 0.9300 . ? C13 C12 1.509(11) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? OW1 OW1B 0.97(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C29 C28 1.381(13) . ? C29 H29 0.9300 . ? C28 H28 0.9300 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C17 H17 0.9300 . ? OW1B OW1A 1.17(4) . ? I5 I5 1.090(3) 5_565 ? 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 C32 N3 C31 111.8(6) . . ? C32 N3 H3A 109.3 . . ? C31 N3 H3A 109.3 . . ? C32 N3 H3B 109.3 . . ? C31 N3 H3B 109.3 . . ? H3A N3 H3B 107.9 . . ? C10 N5 C9 112.8(6) . . ? C10 N5 H5A 109.0 . . ? C9 N5 H5A 109.0 . . ? C10 N5 H5B 109.0 . . ? C9 N5 H5B 109.0 . . ? H5A N5 H5B 107.8 . . ? C3 O1 C2 117.4(6) . . ? C25 O3 C24 116.6(6) . . ? C12 N1 C1 115.8(6) . . ? C12 N1 C23 111.9(6) . . ? C1 N1 C23 112.2(6) . . ? C12 N1 H1 105.3 . . ? C1 N1 H1 105.3 . . ? C23 N1 H1 105.3 . . ? C20 N4 C21 114.3(7) . . ? C20 N4 H4A 108.7 . . ? C21 N4 H4A 108.7 . . ? C20 N4 H4B 108.7 . . ? C21 N4 H4B 108.7 . . ? H4A N4 H4B 107.6 . . ? C33 N2 C11 110.7(6) . . ? C33 N2 C22 108.4(6) . . ? C11 N2 C22 110.2(6) . . ? C14 O2 C13 115.2(6) . . ? C30 C31 N3 112.2(6) . . ? C30 C31 H31A 109.2 . . ? N3 C31 H31A 109.2 . . ? C30 C31 H31B 109.2 . . ? N3 C31 H31B 109.2 . . ? H31A C31 H31B 107.9 . . ? C30 C25 C26 120.5(8) . . ? C30 C25 O3 115.2(7) . . ? C26 C25 O3 124.3(8) . . ? N5 C10 C11 111.6(6) . . ? N5 C10 H10A 109.3 . . ? C11 C10 H10A 109.3 . . ? N5 C10 H10B 109.3 . . ? C11 C10 H10B 109.3 . . ? H10A C10 H10B 108.0 . . ? C18 C19 C14 118.4(7) . . ? C18 C19 C20 120.2(7) . . ? C14 C19 C20 121.4(6) . . ? C6 C7 C8 121.7(9) . . ? C6 C7 H7 119.1 . . ? C8 C7 H7 119.1 . . ? N2 C11 C10 109.6(6) . . ? N2 C11 H11A 109.7 . . ? C10 C11 H11A 109.7 . . ? N2 C11 H11B 109.7 . . ? C10 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? C5 C4 C3 119.8(8) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C27 C26 C25 120.4(8) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C26 C27 C28 120.5(9) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? N1 C1 C2 115.7(7) . . ? N1 C1 H1A 108.3 . . ? C2 C1 H1A 108.3 . . ? N1 C1 H1B 108.3 . . ? C2 C1 H1B 108.3 . . ? H1A C1 H1B 107.4 . . ? C17 C18 C19 122.0(8) . . ? C17 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C15 C16 C17 121.4(8) . . ? C15 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C22 C21 N4 113.4(7) . . ? C22 C21 H21A 108.9 . . ? N4 C21 H21A 108.9 . . ? C22 C21 H21B 108.9 . . ? N4 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C8 C9 N5 108.3(6) . . ? C8 C9 H9A 110.0 . . ? N5 C9 H9A 110.0 . . ? C8 C9 H9B 110.0 . . ? N5 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? N3 C32 C33 112.6(6) . . ? N3 C32 H32A 109.1 . . ? C33 C32 H32A 109.1 . . ? N3 C32 H32B 109.1 . . ? C33 C32 H32B 109.1 . . ? H32A C32 H32B 107.8 . . ? O2 C14 C15 123.7(7) . . ? O2 C14 C19 115.9(6) . . ? C15 C14 C19 120.4(7) . . ? O1 C2 C1 108.4(6) . . ? O1 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? O1 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.4 . . ? C24 C23 N1 112.3(6) . . ? C24 C23 H23A 109.1 . . ? N1 C23 H23A 109.1 . . ? C24 C23 H23B 109.1 . . ? N1 C23 H23B 109.1 . . ? H23A C23 H23B 107.9 . . ? C19 C20 N4 111.1(6) . . ? C19 C20 H20A 109.4 . . ? N4 C20 H20A 109.4 . . ? C19 C20 H20B 109.4 . . ? N4 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C16 C15 C14 119.2(7) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C4 C5 C6 120.9(8) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C8 C3 119.0(8) . . ? C7 C8 C9 120.3(8) . . ? C3 C8 C9 120.7(7) . . ? C25 C30 C29 118.6(8) . . ? C25 C30 C31 122.7(7) . . ? C29 C30 C31 118.6(7) . . ? C7 C6 C5 118.6(8) . . ? C7 C6 H6 120.7 . . ? C5 C6 H6 120.7 . . ? O1 C3 C4 123.5(8) . . ? O1 C3 C8 116.6(7) . . ? C4 C3 C8 119.9(8) . . ? O2 C13 C12 107.9(6) . . ? O2 C13 H13A 110.1 . . ? C12 C13 H13A 110.1 . . ? O2 C13 H13B 110.1 . . ? C12 C13 H13B 110.1 . . ? H13A C13 H13B 108.4 . . ? O3 C24 C23 108.4(7) . . ? O3 C24 H24A 110.0 . . ? C23 C24 H24A 110.0 . . ? O3 C24 H24B 110.0 . . ? C23 C24 H24B 110.0 . . ? H24A C24 H24B 108.4 . . ? N1 C12 C13 108.4(6) . . ? N1 C12 H12A 110.0 . . ? C13 C12 H12A 110.0 . . ? N1 C12 H12B 110.0 . . ? C13 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? N2 C22 C21 112.8(7) . . ? N2 C22 H22A 109.0 . . ? C21 C22 H22A 109.0 . . ? N2 C22 H22B 109.0 . . ? C21 C22 H22B 109.0 . . ? H22A C22 H22B 107.8 . . ? C28 C29 C30 120.0(9) . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C27 C28 C29 119.9(9) . . ? C27 C28 H28 120.1 . . ? C29 C28 H28 120.1 . . ? N2 C33 C32 113.1(6) . . ? N2 C33 H33A 109.0 . . ? C32 C33 H33A 109.0 . . ? N2 C33 H33B 109.0 . . ? C32 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? C18 C17 C16 118.6(8) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? OW1 OW1B OW1A 11(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C32 N3 C31 C30 172.0(7) . . . . ? C24 O3 C25 C30 -172.2(7) . . . . ? C24 O3 C25 C26 7.8(11) . . . . ? C9 N5 C10 C11 -179.6(7) . . . . ? C33 N2 C11 C10 163.3(7) . . . . ? C22 N2 C11 C10 -76.8(8) . . . . ? N5 C10 C11 N2 -158.2(7) . . . . ? C30 C25 C26 C27 2.1(12) . . . . ? O3 C25 C26 C27 -177.8(7) . . . . ? C25 C26 C27 C28 -1.8(13) . . . . ? C12 N1 C1 C2 70.3(9) . . . . ? C23 N1 C1 C2 -59.8(9) . . . . ? C14 C19 C18 C17 -0.1(12) . . . . ? C20 C19 C18 C17 177.5(8) . . . . ? C20 N4 C21 C22 -56.4(9) . . . . ? C10 N5 C9 C8 -163.7(7) . . . . ? C31 N3 C32 C33 178.3(6) . . . . ? C13 O2 C14 C15 -6.9(10) . . . . ? C13 O2 C14 C19 171.7(6) . . . . ? C18 C19 C14 O2 180.0(7) . . . . ? C20 C19 C14 O2 2.4(10) . . . . ? C18 C19 C14 C15 -1.4(11) . . . . ? C20 C19 C14 C15 -178.9(7) . . . . ? C3 O1 C2 C1 -173.5(6) . . . . ? N1 C1 C2 O1 -73.6(9) . . . . ? C12 N1 C23 C24 75.4(8) . . . . ? C1 N1 C23 C24 -152.5(7) . . . . ? C18 C19 C20 N4 106.0(8) . . . . ? C14 C19 C20 N4 -76.5(9) . . . . ? C21 N4 C20 C19 -165.3(6) . . . . ? C17 C16 C15 C14 -2.4(12) . . . . ? O2 C14 C15 C16 -178.9(7) . . . . ? C19 C14 C15 C16 2.6(11) . . . . ? C3 C4 C5 C6 -0.3(12) . . . . ? C6 C7 C8 C3 -1.8(13) . . . . ? C6 C7 C8 C9 175.7(8) . . . . ? N5 C9 C8 C7 -74.5(9) . . . . ? N5 C9 C8 C3 102.9(9) . . . . ? C26 C25 C30 C29 -1.4(12) . . . . ? O3 C25 C30 C29 178.6(7) . . . . ? C26 C25 C30 C31 -178.8(7) . . . . ? O3 C25 C30 C31 1.2(11) . . . . ? N3 C31 C30 C25 95.8(9) . . . . ? N3 C31 C30 C29 -81.6(10) . . . . ? C8 C7 C6 C5 3.0(13) . . . . ? C4 C5 C6 C7 -1.9(13) . . . . ? C2 O1 C3 C4 13.0(11) . . . . ? C2 O1 C3 C8 -168.4(7) . . . . ? C5 C4 C3 O1 -179.9(7) . . . . ? C5 C4 C3 C8 1.6(12) . . . . ? C7 C8 C3 O1 -179.2(7) . . . . ? C9 C8 C3 O1 3.4(11) . . . . ? C7 C8 C3 C4 -0.5(12) . . . . ? C9 C8 C3 C4 -178.0(7) . . . . ? C14 O2 C13 C12 -171.3(6) . . . . ? C25 O3 C24 C23 -179.6(6) . . . . ? N1 C23 C24 O3 -113.1(7) . . . . ? C1 N1 C12 C13 69.3(8) . . . . ? C23 N1 C12 C13 -160.4(6) . . . . ? O2 C13 C12 N1 -179.8(6) . . . . ? C33 N2 C22 C21 -90.4(8) . . . . ? C11 N2 C22 C21 148.4(7) . . . . ? N4 C21 C22 N2 -68.5(9) . . . . ? C25 C30 C29 C28 0.4(13) . . . . ? C31 C30 C29 C28 177.9(8) . . . . ? C26 C27 C28 C29 0.8(14) . . . . ? C30 C29 C28 C27 -0.1(14) . . . . ? C11 N2 C33 C32 -72.5(8) . . . . ? C22 N2 C33 C32 166.5(7) . . . . ? N3 C32 C33 N2 -70.8(9) . . . . ? C19 C18 C17 C16 0.3(13) . . . . ? C15 C16 C17 C18 1.0(12) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.752 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.279 data_complex4 _database_code_depnum_ccdc_archive 'CCDC 718704' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H64 F9 N5 O10 Si' _chemical_formula_sum 'C33 H64 F9 N5 O10 Si' _chemical_formula_weight 889.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.762(5) _cell_length_b 11.918(5) _cell_length_c 15.452(6) _cell_angle_alpha 90.596(5) _cell_angle_beta 94.297(4) _cell_angle_gamma 110.375(5) _cell_volume 2023.3(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.1 _cell_measurement_theta_max 28.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 0.160 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9734 _exptl_absorpt_correction_T_max 0.9842 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13589 _diffrn_reflns_av_R_equivalents 0.0684 _diffrn_reflns_av_sigmaI/netI 0.0753 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 28.30 _reflns_number_total 9593 _reflns_number_gt 7103 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0933P)^2^+5.3397P] 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 9593 _refine_ls_number_parameters 565 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0721 _refine_ls_wR_factor_ref 0.2163 _refine_ls_wR_factor_gt 0.1782 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.61141(14) -0.14053(15) 0.65111(10) 0.0214(4) Uani 1 1 d . . . F1 F 0.1647(3) -0.2121(3) 0.7559(2) 0.0192(7) Uani 1 1 d . . . F2 F 0.5529(4) -0.1061(4) 0.5560(2) 0.0382(10) Uani 1 1 d . . . F3 F 0.6683(3) -0.1726(3) 0.7453(2) 0.0263(8) Uani 1 1 d . . . F4 F 0.6889(3) 0.0074(3) 0.6712(2) 0.0265(8) Uani 1 1 d . . . F5 F 0.7290(4) -0.1532(4) 0.6010(3) 0.0421(10) Uani 1 1 d . . . F6 F 0.5308(4) -0.2880(4) 0.6278(3) 0.0407(10) Uani 1 1 d . . . F7 F 0.4913(3) -0.1284(3) 0.6988(2) 0.0238(7) Uani 1 1 d . . . F8 F 0.5537(9) 0.3259(9) 0.8028(7) 0.037(3) Uani 1 1 d . . . F9 F -0.0980(4) -0.5686(3) 0.6861(3) 0.0412(11) Uani 1 1 d . . . O1 O 0.3834(3) -0.1374(3) 1.0080(3) 0.0206(8) Uani 1 1 d . . . O2 O 0.0834(3) -0.3058(3) 1.0288(2) 0.0171(8) Uani 1 1 d . . . O3 O 0.1461(3) 0.0001(3) 0.9963(2) 0.0185(8) Uani 1 1 d . . . OW1 O 0.6618(6) 0.3654(5) 0.6829(4) 0.0434(18) Uani 1 1 d . . . OW2 O 1.0313(8) 0.3277(12) 0.7007(5) 0.052(3) Uani 1 1 d D . . OW3 O 0.9676(5) -0.0068(8) 0.6620(4) 0.0485(19) Uani 1 1 d D . . OW4 O 0.8563(14) -0.1837(9) 0.4088(9) 0.042(5) Uani 1 1 d D . . OW5 O 0.6683(7) -0.3347(7) 0.4684(5) 0.057(3) Uani 1 1 d . . . OW6 O 0.4939(6) -0.5228(6) 0.6584(5) 0.0471(16) Uani 1 1 d . . . OW7 O 0.5655(4) 0.1519(4) 0.6040(3) 0.0284(10) Uani 1 1 d . . . N1 N 0.2273(4) -0.1152(4) 1.1203(3) 0.0162(9) Uani 1 1 d . . . N2 N 0.1312(4) -0.2599(4) 0.5621(3) 0.0213(10) Uani 1 1 d . . . H1N2 H 0.1413 -0.2447 0.6206 0.026 Uiso 1 1 calc R . . N3 N 0.2870(4) -0.3387(4) 0.6937(3) 0.0194(9) Uani 1 1 d . . . H1N3 H 0.2440 -0.2936 0.7095 0.023 Uiso 1 1 calc R . . H2N3 H 0.3637 -0.2896 0.6877 0.023 Uiso 1 1 calc R . . N4 N -0.0579(4) -0.3344(4) 0.6901(3) 0.0186(9) Uani 1 1 d . . . H1N4 H 0.0210 -0.2941 0.7070 0.022 Uiso 1 1 calc R . . H2N4 H -0.0712 -0.4131 0.6949 0.022 Uiso 1 1 calc R . . N5 N 0.2149(4) -0.0219(4) 0.6586(3) 0.0205(10) Uani 1 1 d . . . H2N5 H 0.1513 0.0033 0.6499 0.025 Uiso 1 1 calc R . . H1N5 H 0.1898 -0.0910 0.6866 0.025 Uiso 1 1 calc R . . C1 C 0.3603(5) -0.0384(5) 1.1349(4) 0.0211(11) Uani 1 1 d . . . H46A H 0.3836 -0.0244 1.1968 0.025 Uiso 1 1 calc R . . H46B H 0.3738 0.0385 1.1091 0.025 Uiso 1 1 calc R . . C2 C 0.4377(5) -0.0999(5) 1.0948(4) 0.0217(12) Uani 1 1 d . . . H31A H 0.5207 -0.0450 1.0936 0.026 Uiso 1 1 calc R . . H31B H 0.4383 -0.1684 1.1279 0.026 Uiso 1 1 calc R . . C3 C 0.4145(5) -0.2243(5) 0.9658(4) 0.0180(10) Uani 1 1 d . . . C4 C 0.5105(5) -0.2595(5) 0.9961(4) 0.0187(11) Uani 1 1 d . . . H43 H 0.5589 -0.2240 1.0463 0.022 Uiso 1 1 calc R . . C5 C 0.5327(5) -0.3492(5) 0.9494(4) 0.0234(12) Uani 1 1 d . . . H55 H 0.5962 -0.3745 0.9692 0.028 Uiso 1 1 calc R . . C6 C 0.4620(5) -0.4013(5) 0.8743(4) 0.0220(11) Uani 1 1 d . . . H51 H 0.4785 -0.4606 0.8436 0.026 Uiso 1 1 calc R . . C7 C 0.3663(5) -0.3651(5) 0.8445(4) 0.0201(11) Uani 1 1 d . . . C8 C 0.3421(5) -0.2768(5) 0.8909(4) 0.0192(11) Uani 1 1 d . . . H8 H 0.2775 -0.2528 0.8718 0.023 Uiso 1 1 calc R . . C9 C 0.2885(6) -0.4250(5) 0.7633(4) 0.0235(12) Uani 1 1 d . . . H53A H 0.3187 -0.4846 0.7409 0.028 Uiso 1 1 calc R . . H53B H 0.2058 -0.4661 0.7780 0.028 Uiso 1 1 calc R . . C10 C 0.2320(6) -0.4029(5) 0.6088(4) 0.0240(12) Uani 1 1 d . . . H54A H 0.1528 -0.4620 0.6166 0.029 Uiso 1 1 calc R . . H54B H 0.2832 -0.4447 0.5887 0.029 Uiso 1 1 calc R . . C11 C 0.2184(5) -0.3161(5) 0.5410(4) 0.0245(12) Uani 1 1 d . . . H44A H 0.2970 -0.2543 0.5361 0.029 Uiso 1 1 calc R . . H44B H 0.1920 -0.3587 0.4851 0.029 Uiso 1 1 calc R . . C12 C 0.1958(5) -0.2334(5) 1.1626(4) 0.0194(11) Uani 1 1 d . . . H25A H 0.1888 -0.2225 1.2240 0.023 Uiso 1 1 calc R . . H25B H 0.2602 -0.2657 1.1568 0.023 Uiso 1 1 calc R . . C13 C 0.0770(5) -0.3203(5) 1.1207(3) 0.0176(10) Uani 1 1 d . . . H45A H 0.0676 -0.4019 1.1353 0.021 Uiso 1 1 calc R . . H45B H 0.0086 -0.3020 1.1402 0.021 Uiso 1 1 calc R . . C14 C -0.0228(5) -0.3558(4) 0.9763(3) 0.0153(10) Uani 1 1 d . . . C15 C -0.1237(5) -0.4482(5) 1.0013(3) 0.0162(10) Uani 1 1 d . . . H23 H -0.1215 -0.4813 1.0553 0.019 Uiso 1 1 calc R . . C16 C -0.2277(5) -0.4900(5) 0.9441(4) 0.0185(11) Uani 1 1 d . . . H41 H -0.2957 -0.5514 0.9603 0.022 Uiso 1 1 calc R . . C17 C -0.2316(5) -0.4417(5) 0.8636(4) 0.0205(11) Uani 1 1 d . . . H48 H -0.3023 -0.4700 0.8264 0.025 Uiso 1 1 calc R . . C18 C -0.1300(5) -0.3506(5) 0.8378(3) 0.0182(11) Uani 1 1 d . . . C19 C -0.0253(5) -0.3074(5) 0.8951(3) 0.0174(10) Uani 1 1 d . . . H19 H 0.0429 -0.2462 0.8789 0.021 Uiso 1 1 calc R . . C20 C -0.1350(5) -0.2989(6) 0.7494(4) 0.0225(12) Uani 1 1 d . . . H40A H -0.2186 -0.3268 0.7241 0.027 Uiso 1 1 calc R . . H40B H -0.1072 -0.2122 0.7556 0.027 Uiso 1 1 calc R . . C21 C -0.0824(5) -0.3105(6) 0.5976(3) 0.0230(12) Uani 1 1 d . . . H37A H -0.0732 -0.2269 0.5924 0.028 Uiso 1 1 calc R . . H37B H -0.1655 -0.3587 0.5775 0.028 Uiso 1 1 calc R . . C22 C 0.0048(5) -0.3400(6) 0.5414(4) 0.0242(12) Uani 1 1 d . . . H30A H -0.0005 -0.4222 0.5499 0.029 Uiso 1 1 calc R . . H30B H -0.0191 -0.3333 0.4807 0.029 Uiso 1 1 calc R . . C23 C 0.1450(5) -0.0489(5) 1.1436(4) 0.0178(10) Uani 1 1 d . . . H28A H 0.1681 -0.0158 1.2025 0.021 Uiso 1 1 calc R . . H28B H 0.0617 -0.1043 1.1410 0.021 Uiso 1 1 calc R . . C24 C 0.1530(5) 0.0506(5) 1.0824(3) 0.0172(10) Uani 1 1 d . . . H27A H 0.0864 0.0796 1.0881 0.021 Uiso 1 1 calc R . . H27B H 0.2292 0.1168 1.0947 0.021 Uiso 1 1 calc R . . C25 C 0.1852(5) 0.0788(5) 0.9312(3) 0.0164(10) Uani 1 1 d . . . C26 C 0.1875(5) 0.1965(5) 0.9358(4) 0.0181(11) Uani 1 1 d . . . H22 H 0.1602 0.2247 0.9835 0.022 Uiso 1 1 calc R . . C27 C 0.2313(5) 0.2708(5) 0.8682(4) 0.0235(12) Uani 1 1 d . . . H52 H 0.2342 0.3498 0.8712 0.028 Uiso 1 1 calc R . . C28 C 0.2704(5) 0.2299(5) 0.7969(4) 0.0233(12) Uani 1 1 d . . . H38 H 0.2992 0.2809 0.7521 0.028 Uiso 1 1 calc R . . C29 C 0.2670(5) 0.1117(5) 0.7915(4) 0.0192(11) Uani 1 1 d . . . C30 C 0.2240(5) 0.0367(5) 0.8593(4) 0.0185(11) Uani 1 1 d . . . H30 H 0.2213 -0.0422 0.8563 0.022 Uiso 1 1 calc R . . C31 C 0.3138(5) 0.0692(5) 0.7137(4) 0.0213(11) Uani 1 1 d . . . H50A H 0.3529 0.1373 0.6791 0.026 Uiso 1 1 calc R . . H50B H 0.3745 0.0351 0.7336 0.026 Uiso 1 1 calc R . . C32 C 0.2554(5) -0.0442(5) 0.5724(4) 0.0231(12) Uani 1 1 d . . . H42A H 0.3275 -0.0658 0.5814 0.028 Uiso 1 1 calc R . . H42B H 0.2762 0.0285 0.5400 0.028 Uiso 1 1 calc R . . C33 C 0.1558(5) -0.1439(5) 0.5207(4) 0.0227(12) Uani 1 1 d . . . H33A H 0.0820 -0.1248 0.5155 0.027 Uiso 1 1 calc R . . H33B H 0.1799 -0.1500 0.4626 0.027 Uiso 1 1 calc R . . H1N1 H 0.213(5) -0.134(5) 1.063(4) 0.072(12) Uiso 1 1 d . . . H1W2 H 0.979(6) 0.267(5) 0.690(4) 0.060(6) Uiso 1 1 d D . . H2W2 H 0.996(7) 0.376(6) 0.700(5) 0.07(2) Uiso 1 1 d . . . H2W7 H 0.533(6) 0.134(6) 0.559(5) 0.039(18) Uiso 1 1 d . . . H1W7 H 0.593(7) 0.091(7) 0.615(5) 0.04(2) Uiso 1 1 d . . . H1W4 H 0.796(5) -0.225(6) 0.413(4) 0.07(4) Uiso 1 1 d . . . H2W4 H 0.906(5) -0.207(6) 0.393(4) 0.06(5) Uiso 1 1 d D . . H1W5 H 0.6215(6) -0.3764(6) 0.4277(5) 0.05(2) Uiso 1 1 d . . . H2W5 H 0.6225(5) -0.3287(5) 0.5117(4) 0.06(5) Uiso 1 1 d . . . H2W1 H 0.7359(6) 0.3842(5) 0.6873(5) 0.05(3) Uiso 1 1 d . . . H1W1 H 0.6437(7) 0.3051(6) 0.6538(5) 0.06(3) Uiso 1 1 d . . . H1W3 H 0.9022(5) -0.0416(4) 0.6362(5) 0.05(2) Uiso 1 1 d D . . H2W3 H 0.9817(7) 0.0683(6) 0.6558(6) 0.06(5) Uiso 1 1 d D . . H2W6 H 0.550(18) -0.55(2) 0.651(18) 0.073(13) Uiso 1 1 d . . . H1W6 H 0.50(3) -0.45(2) 0.64(3) 0.07(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0191(7) 0.0267(8) 0.0184(8) -0.0034(6) -0.0001(6) 0.0081(6) F1 0.0185(15) 0.0202(16) 0.0160(15) -0.0013(12) 0.0015(12) 0.0034(13) F2 0.038(2) 0.060(3) 0.0185(18) -0.0003(17) -0.0032(15) 0.021(2) F3 0.0274(18) 0.0256(18) 0.0255(18) 0.0022(14) -0.0021(14) 0.0097(15) F4 0.0200(16) 0.0252(18) 0.0308(19) 0.0075(14) 0.0015(14) 0.0033(14) F5 0.035(2) 0.068(3) 0.032(2) -0.003(2) 0.0088(17) 0.027(2) F6 0.038(2) 0.031(2) 0.051(3) -0.0183(18) -0.0088(19) 0.0123(18) F7 0.0152(15) 0.0242(17) 0.0290(18) -0.0032(14) 0.0023(13) 0.0029(13) F8 0.049(7) 0.030(7) 0.025(9) 0.006(6) 0.014(6) 0.003(6) F9 0.056(3) 0.022(2) 0.038(2) 0.0002(17) 0.006(2) 0.0026(19) O1 0.0178(18) 0.022(2) 0.023(2) -0.0070(16) -0.0027(15) 0.0093(16) O2 0.0172(18) 0.0176(18) 0.0143(18) 0.0002(14) 0.0003(14) 0.0037(15) O3 0.0221(19) 0.0152(18) 0.0175(19) -0.0021(14) 0.0001(15) 0.0060(15) OW1 0.054(4) 0.039(3) 0.024(5) -0.011(3) -0.007(3) 0.003(3) OW2 0.063(5) 0.037(10) 0.045(4) 0.016(5) 0.005(4) 0.003(7) OW3 0.065(6) 0.040(6) 0.028(6) 0.014(5) 0.006(5) 0.002(4) OW4 0.049(6) 0.038(6) 0.027(6) 0.015(5) -0.005(5) 0.003(5) OW5 0.068(5) 0.047(6) 0.039(5) -0.009(5) -0.005(4) 0.002(4) OW6 0.053(3) 0.041(3) 0.036(4) -0.012(3) -0.003(3) 0.003(3) OW7 0.030(2) 0.027(2) 0.026(2) -0.0052(19) -0.0065(19) 0.0029(19) N1 0.017(2) 0.016(2) 0.017(2) -0.0045(17) -0.0013(17) 0.0033(18) N2 0.021(2) 0.026(2) 0.011(2) -0.0024(18) 0.0016(17) 0.0007(19) N3 0.018(2) 0.020(2) 0.018(2) -0.0031(18) 0.0009(17) 0.0038(18) N4 0.017(2) 0.022(2) 0.016(2) -0.0005(17) 0.0000(17) 0.0038(18) N5 0.019(2) 0.022(2) 0.018(2) 0.0008(18) 0.0049(18) 0.0034(19) C1 0.017(3) 0.021(3) 0.025(3) -0.007(2) -0.002(2) 0.006(2) C2 0.017(3) 0.027(3) 0.023(3) -0.010(2) -0.005(2) 0.010(2) C3 0.018(2) 0.015(2) 0.021(3) -0.001(2) 0.005(2) 0.004(2) C4 0.013(2) 0.020(3) 0.020(3) -0.004(2) 0.0014(19) 0.002(2) C5 0.017(3) 0.025(3) 0.031(3) -0.006(2) -0.002(2) 0.011(2) C6 0.022(3) 0.019(3) 0.025(3) -0.006(2) 0.003(2) 0.008(2) C7 0.024(3) 0.017(3) 0.017(3) 0.001(2) 0.004(2) 0.005(2) C8 0.019(3) 0.016(2) 0.023(3) 0.002(2) 0.003(2) 0.007(2) C9 0.028(3) 0.019(3) 0.021(3) -0.002(2) -0.002(2) 0.006(2) C10 0.027(3) 0.025(3) 0.017(3) -0.006(2) 0.001(2) 0.006(2) C11 0.024(3) 0.026(3) 0.019(3) -0.005(2) 0.004(2) 0.004(2) C12 0.023(3) 0.016(3) 0.019(3) 0.001(2) -0.004(2) 0.008(2) C13 0.018(2) 0.018(3) 0.016(3) 0.002(2) 0.0023(19) 0.006(2) C14 0.015(2) 0.014(2) 0.018(3) -0.0038(19) -0.0006(19) 0.0061(19) C15 0.021(3) 0.013(2) 0.015(2) -0.0001(19) 0.0029(19) 0.007(2) C16 0.017(2) 0.017(3) 0.021(3) -0.001(2) 0.005(2) 0.005(2) C17 0.017(2) 0.024(3) 0.021(3) -0.005(2) 0.000(2) 0.008(2) C18 0.019(3) 0.021(3) 0.017(3) -0.001(2) 0.000(2) 0.010(2) C19 0.018(2) 0.015(2) 0.019(3) 0.0004(19) 0.003(2) 0.005(2) C20 0.022(3) 0.031(3) 0.018(3) 0.000(2) 0.000(2) 0.013(2) C21 0.020(3) 0.032(3) 0.011(2) 0.002(2) -0.002(2) 0.002(2) C22 0.022(3) 0.032(3) 0.012(3) -0.005(2) 0.001(2) 0.002(2) C23 0.017(2) 0.015(2) 0.022(3) -0.002(2) 0.002(2) 0.006(2) C24 0.019(2) 0.015(2) 0.018(3) -0.0030(19) 0.0003(19) 0.008(2) C25 0.012(2) 0.016(2) 0.020(3) 0.000(2) -0.0010(19) 0.0036(19) C26 0.017(2) 0.017(2) 0.022(3) -0.003(2) 0.000(2) 0.009(2) C27 0.028(3) 0.016(3) 0.027(3) -0.001(2) -0.002(2) 0.010(2) C28 0.026(3) 0.020(3) 0.025(3) 0.004(2) 0.004(2) 0.008(2) C29 0.014(2) 0.017(3) 0.023(3) -0.003(2) 0.001(2) 0.002(2) C30 0.015(2) 0.015(2) 0.025(3) -0.003(2) -0.003(2) 0.005(2) C31 0.017(3) 0.019(3) 0.024(3) -0.001(2) 0.003(2) 0.001(2) C32 0.023(3) 0.025(3) 0.018(3) 0.002(2) 0.003(2) 0.004(2) C33 0.024(3) 0.025(3) 0.017(3) -0.001(2) 0.003(2) 0.006(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 Si1 F3 1.660(4) . ? Si1 F5 1.684(4) . ? Si1 F7 1.690(4) . ? Si1 F2 1.691(4) . ? Si1 F4 1.692(4) . ? Si1 F6 1.701(4) . ? O1 C3 1.385(6) . ? O1 C2 1.437(6) . ? O2 C14 1.376(6) . ? O2 C13 1.437(6) . ? O3 C25 1.375(7) . ? O3 C24 1.439(6) . ? N1 C12 1.497(7) . ? N1 C23 1.505(7) . ? N1 C1 1.511(7) . ? N2 C11 1.459(8) . ? N2 C22 1.469(7) . ? N2 C33 1.474(8) . ? N3 C10 1.495(7) . ? N3 C9 1.499(7) . ? N4 C21 1.487(7) . ? N4 C20 1.492(7) . ? N5 C31 1.487(7) . ? N5 C32 1.498(7) . ? C1 C2 1.512(7) . ? C3 C4 1.386(8) . ? C3 C8 1.387(8) . ? C4 C5 1.392(8) . ? C5 C6 1.380(8) . ? C6 C7 1.390(8) . ? C7 C8 1.388(8) . ? C7 C9 1.509(8) . ? C10 C11 1.518(9) . ? C12 C13 1.513(7) . ? C14 C19 1.389(7) . ? C14 C15 1.391(7) . ? C15 C16 1.389(7) . ? C16 C17 1.380(8) . ? C17 C18 1.393(8) . ? C18 C19 1.397(7) . ? C18 C20 1.511(8) . ? C21 C22 1.519(8) . ? C23 C24 1.506(8) . ? C25 C30 1.385(8) . ? C25 C26 1.394(7) . ? C26 C27 1.387(8) . ? C27 C28 1.373(8) . ? C28 C29 1.396(8) . ? C29 C30 1.391(8) . ? C29 C31 1.511(8) . ? C32 C33 1.514(8) . ? 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 F3 Si1 F5 90.7(2) . . ? F3 Si1 F7 90.69(19) . . ? F5 Si1 F7 178.5(2) . . ? F3 Si1 F2 179.1(2) . . ? F5 Si1 F2 90.0(2) . . ? F7 Si1 F2 88.6(2) . . ? F3 Si1 F4 90.85(18) . . ? F5 Si1 F4 90.2(2) . . ? F7 Si1 F4 90.29(18) . . ? F2 Si1 F4 88.5(2) . . ? F3 Si1 F6 91.2(2) . . ? F5 Si1 F6 90.1(2) . . ? F7 Si1 F6 89.4(2) . . ? F2 Si1 F6 89.5(2) . . ? F4 Si1 F6 178.0(2) . . ? C3 O1 C2 117.5(4) . . ? C14 O2 C13 117.4(4) . . ? C25 O3 C24 117.2(4) . . ? C12 N1 C23 111.8(4) . . ? C12 N1 C1 113.7(4) . . ? C23 N1 C1 112.3(4) . . ? C11 N2 C22 112.0(5) . . ? C11 N2 C33 111.5(4) . . ? C22 N2 C33 111.7(5) . . ? C10 N3 C9 111.3(4) . . ? C21 N4 C20 113.1(4) . . ? C31 N5 C32 112.1(4) . . ? N1 C1 C2 110.1(4) . . ? O1 C2 C1 106.2(4) . . ? O1 C3 C4 123.1(5) . . ? O1 C3 C8 115.8(5) . . ? C4 C3 C8 121.1(5) . . ? C3 C4 C5 118.4(5) . . ? C6 C5 C4 121.0(5) . . ? C5 C6 C7 120.0(5) . . ? C8 C7 C6 119.6(5) . . ? C8 C7 C9 121.2(5) . . ? C6 C7 C9 119.2(5) . . ? C3 C8 C7 119.8(5) . . ? N3 C9 C7 113.0(5) . . ? N3 C10 C11 111.1(5) . . ? N2 C11 C10 112.6(5) . . ? N1 C12 C13 110.2(4) . . ? O2 C13 C12 105.6(4) . . ? O2 C14 C19 115.8(5) . . ? O2 C14 C15 123.5(5) . . ? C19 C14 C15 120.6(5) . . ? C16 C15 C14 118.9(5) . . ? C17 C16 C15 121.0(5) . . ? C16 C17 C18 120.3(5) . . ? C17 C18 C19 119.1(5) . . ? C17 C18 C20 119.8(5) . . ? C19 C18 C20 121.0(5) . . ? C14 C19 C18 120.1(5) . . ? N4 C20 C18 111.4(4) . . ? N4 C21 C22 110.7(5) . . ? N2 C22 C21 111.9(5) . . ? N1 C23 C24 111.0(4) . . ? O3 C24 C23 106.2(4) . . ? O3 C25 C30 117.1(5) . . ? O3 C25 C26 122.7(5) . . ? C30 C25 C26 120.2(5) . . ? C27 C26 C25 118.9(5) . . ? C28 C27 C26 121.1(5) . . ? C27 C28 C29 120.1(5) . . ? C30 C29 C28 119.1(5) . . ? C30 C29 C31 121.5(5) . . ? C28 C29 C31 119.4(5) . . ? C25 C30 C29 120.4(5) . . ? N5 C31 C29 112.2(4) . . ? N5 C32 C33 110.8(5) . . ? N2 C33 C32 111.6(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 N1 C1 C2 62.8(6) . . . . ? C23 N1 C1 C2 -169.1(5) . . . . ? C3 O1 C2 C1 -162.1(5) . . . . ? N1 C1 C2 O1 48.7(6) . . . . ? C2 O1 C3 C4 -12.4(8) . . . . ? C2 O1 C3 C8 166.6(5) . . . . ? O1 C3 C4 C5 178.9(5) . . . . ? C8 C3 C4 C5 -0.1(8) . . . . ? C3 C4 C5 C6 0.7(9) . . . . ? C4 C5 C6 C7 -0.6(9) . . . . ? C5 C6 C7 C8 -0.2(9) . . . . ? C5 C6 C7 C9 -178.7(6) . . . . ? O1 C3 C8 C7 -179.7(5) . . . . ? C4 C3 C8 C7 -0.7(8) . . . . ? C6 C7 C8 C3 0.8(8) . . . . ? C9 C7 C8 C3 179.3(5) . . . . ? C10 N3 C9 C7 167.8(5) . . . . ? C8 C7 C9 N3 59.6(7) . . . . ? C6 C7 C9 N3 -121.9(6) . . . . ? C9 N3 C10 C11 173.9(5) . . . . ? C22 N2 C11 C10 -78.5(6) . . . . ? C33 N2 C11 C10 155.5(5) . . . . ? N3 C10 C11 N2 -65.7(6) . . . . ? C23 N1 C12 C13 71.5(5) . . . . ? C1 N1 C12 C13 -160.1(4) . . . . ? C14 O2 C13 C12 -166.7(4) . . . . ? N1 C12 C13 O2 43.7(6) . . . . ? C13 O2 C14 C19 158.2(4) . . . . ? C13 O2 C14 C15 -21.0(7) . . . . ? O2 C14 C15 C16 178.2(5) . . . . ? C19 C14 C15 C16 -1.0(7) . . . . ? C14 C15 C16 C17 0.3(8) . . . . ? C15 C16 C17 C18 0.9(8) . . . . ? C16 C17 C18 C19 -1.3(8) . . . . ? C16 C17 C18 C20 179.6(5) . . . . ? O2 C14 C19 C18 -178.7(4) . . . . ? C15 C14 C19 C18 0.6(8) . . . . ? C17 C18 C19 C14 0.5(8) . . . . ? C20 C18 C19 C14 179.6(5) . . . . ? C21 N4 C20 C18 166.4(5) . . . . ? C17 C18 C20 N4 -109.6(6) . . . . ? C19 C18 C20 N4 71.3(7) . . . . ? C20 N4 C21 C22 175.9(5) . . . . ? C11 N2 C22 C21 153.7(5) . . . . ? C33 N2 C22 C21 -80.4(6) . . . . ? N4 C21 C22 N2 -65.9(6) . . . . ? C12 N1 C23 C24 -163.9(4) . . . . ? C1 N1 C23 C24 67.1(6) . . . . ? C25 O3 C24 C23 -162.1(4) . . . . ? N1 C23 C24 O3 45.9(5) . . . . ? C24 O3 C25 C30 155.3(5) . . . . ? C24 O3 C25 C26 -24.1(7) . . . . ? O3 C25 C26 C27 178.3(5) . . . . ? C30 C25 C26 C27 -1.1(8) . . . . ? C25 C26 C27 C28 0.9(8) . . . . ? C26 C27 C28 C29 -0.2(9) . . . . ? C27 C28 C29 C30 -0.2(8) . . . . ? C27 C28 C29 C31 -178.3(5) . . . . ? O3 C25 C30 C29 -178.7(5) . . . . ? C26 C25 C30 C29 0.7(8) . . . . ? C28 C29 C30 C25 -0.1(8) . . . . ? C31 C29 C30 C25 178.0(5) . . . . ? C32 N5 C31 C29 167.6(5) . . . . ? C30 C29 C31 N5 69.1(7) . . . . ? C28 C29 C31 N5 -112.9(6) . . . . ? C31 N5 C32 C33 175.7(5) . . . . ? C11 N2 C33 C32 -81.9(6) . . . . ? C22 N2 C33 C32 151.9(5) . . . . ? N5 C32 C33 N2 -66.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.690 _refine_diff_density_min -0.485 _refine_diff_density_rms 0.103 data_complex5 _database_code_depnum_ccdc_archive 'CCDC 718705' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H64 F13 N5 O10 Si2' _chemical_formula_sum 'C33 H64 F13 N5 O10 Si2' _chemical_formula_weight 994.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.159(3) _cell_length_b 12.380(4) _cell_length_c 17.531(6) _cell_angle_alpha 88.185(5) _cell_angle_beta 71.322(4) _cell_angle_gamma 61.202(4) _cell_volume 2166.7(12) _cell_formula_units_Z 2 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.6 _exptl_crystal_description 'rectangular plates' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 0.197 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9617 _exptl_absorpt_correction_T_max 0.9673 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14358 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_sigmaI/netI 0.0839 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 28.57 _reflns_number_total 10605 _reflns_number_gt 7092 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1387P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10605 _refine_ls_number_parameters 601 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1014 _refine_ls_R_factor_gt 0.0754 _refine_ls_wR_factor_ref 0.2243 _refine_ls_wR_factor_gt 0.1844 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si -0.08602(16) -0.16438(15) 0.34019(10) 0.0386(4) Uani 1 1 d . . . Si2 Si -0.46844(16) -0.29056(15) 0.35329(11) 0.0434(4) Uani 1 1 d . . . F1 F 0.0187(3) 0.2305(3) 0.23659(17) 0.0354(7) Uani 1 1 d . . . F7 F -0.0039(4) -0.2544(3) 0.2514(2) 0.0491(10) Uani 1 1 d . . . F6 F 0.0555(3) -0.1837(3) 0.3494(2) 0.0442(9) Uani 1 1 d . . . F5 F -0.1019(3) -0.0392(3) 0.2949(2) 0.0517(9) Uani 1 1 d . . . F13 F -0.3023(3) -0.3832(3) 0.3177(3) 0.0399(11) Uani 1 1 d . . . O2 O 0.3439(4) 0.1465(4) -0.0050(2) 0.0414(9) Uani 1 1 d . . . O1 O 0.1387(4) 0.0208(3) -0.0063(2) 0.0409(9) Uani 1 1 d . . . F12 F -0.4908(4) -0.4113(3) 0.3460(2) 0.0427(10) Uani 1 1 d . . . N1 N -0.0883(4) 0.2722(4) 0.4204(2) 0.0332(10) Uani 1 1 d . . . H1 H -0.0588 0.2613 0.3651 0.040 Uiso 1 1 calc R . . F2 F -0.0715(4) -0.2870(4) 0.3884(2) 0.0437(11) Uani 1 1 d . . . O3 O 0.0107(4) 0.3486(4) -0.0059(2) 0.0329(9) Uani 1 1 d . . . N2 N 0.2233(4) 0.1517(4) -0.1110(3) 0.0333(10) Uani 1 1 d . . . H2 H 0.1923 0.1637 -0.0556 0.040 Uiso 1 1 calc R . . F4 F -0.1731(4) -0.0716(4) 0.4308(2) 0.0427(12) Uani 1 1 d . . . F11 F -0.4657(4) -0.3136(4) 0.4482(2) 0.0382(12) Uani 1 1 d . . . F10 F -0.6291(3) -0.1915(3) 0.3925(3) 0.0341(12) Uani 1 1 d . . . C4 C 0.2234(5) -0.1045(5) 0.1695(3) 0.0342(12) Uani 1 1 d . . . N5 N 0.0898(4) 0.3589(4) 0.3067(3) 0.0359(10) Uani 1 1 d . . . H5A H 0.0723 0.3037 0.2885 0.043 Uiso 1 1 calc R . . H5B H 0.1703 0.3158 0.3124 0.043 Uiso 1 1 calc R . . F8 F -0.4680(4) -0.2646(4) 0.2607(3) 0.0451(13) Uani 1 1 d . . . N3 N 0.0916(4) 0.0267(4) 0.3060(2) 0.0322(10) Uani 1 1 d . . . H3A H 0.0562 0.0994 0.2868 0.039 Uiso 1 1 calc R . . H3B H 0.0390 -0.0067 0.3102 0.039 Uiso 1 1 calc R . . N4 N -0.2427(4) 0.3555(4) 0.3081(3) 0.0369(10) Uani 1 1 d . . . H4A H -0.2773 0.4387 0.3131 0.044 Uiso 1 1 calc R . . H4B H -0.1529 0.3200 0.2901 0.044 Uiso 1 1 calc R . . C9 C 0.1836(5) -0.0235(5) 0.1144(3) 0.0360(12) Uani 1 1 d . . . H9 H 0.1600 0.0595 0.1248 0.043 Uiso 1 1 calc R . . C8 C 0.1795(5) -0.0671(5) 0.0443(3) 0.0330(12) Uani 1 1 d . . . C19 C -0.1200(5) 0.3930(5) 0.0460(3) 0.0314(11) Uani 1 1 d . . . C31 C 0.2296(5) 0.2897(5) 0.1150(3) 0.0353(12) Uani 1 1 d . . . H31 H 0.1576 0.2770 0.1225 0.042 Uiso 1 1 calc R . . C26 C 0.2207(6) 0.3736(5) 0.1708(3) 0.0370(12) Uani 1 1 d . . . C2 C 0.0931(6) 0.0509(5) 0.3879(3) 0.0389(13) Uani 1 1 d . . . H2A H 0.1563 0.0795 0.3829 0.047 Uiso 1 1 calc R . . H2B H 0.1230 -0.0262 0.4110 0.047 Uiso 1 1 calc R . . C21 C 0.0301(6) 0.3668(5) -0.0893(3) 0.0371(13) Uani 1 1 d . . . H21A H 0.0074 0.4525 -0.0952 0.048 Uiso 1 1 calc R . . H21B H -0.0256 0.3477 -0.1089 0.048 Uiso 1 1 calc R . . C7 C 0.2101(5) -0.1884(5) 0.0292(3) 0.0365(13) Uani 1 1 d . . . H7 H 0.2028 -0.2160 -0.0167 0.044 Uiso 1 1 calc R . . C20 C -0.1363(6) 0.3379(5) 0.1157(3) 0.0392(13) Uani 1 1 d . . . H20 H -0.0616 0.2755 0.1254 0.047 Uiso 1 1 calc R . . C30 C 0.3461(5) 0.2249(5) 0.0480(3) 0.0333(12) Uani 1 1 d . . . C3 C 0.2291(5) -0.0599(5) 0.2467(3) 0.0415(14) Uani 1 1 d . . . H3C H 0.2746 -0.1312 0.2719 0.050 Uiso 1 1 calc R . . H3D H 0.2804 -0.0171 0.2333 0.050 Uiso 1 1 calc R . . C29 C 0.4543(6) 0.2411(6) 0.0363(3) 0.0424(14) Uani 1 1 d . . . H29 H 0.5330 0.1957 -0.0078 0.051 Uiso 1 1 calc R . . C5 C 0.2574(6) -0.2278(5) 0.1537(3) 0.0408(13) Uani 1 1 d . . . H5 H 0.2836 -0.2828 0.1900 0.049 Uiso 1 1 calc R . . C12 C -0.2331(6) 0.3476(6) 0.4479(3) 0.0429(14) Uani 1 1 d . . . H12A H -0.2589 0.4351 0.4525 0.051 Uiso 1 1 calc R . . H12B H -0.2713 0.3307 0.5014 0.051 Uiso 1 1 calc R . . C15 C -0.2626(5) 0.3751(5) 0.1707(3) 0.0382(13) Uani 1 1 d . . . OW1 O 0.2885(6) -0.4052(5) 0.3240(4) 0.0512(14) Uani 1 1 d . . . C28 C 0.4438(6) 0.3263(6) 0.0913(4) 0.0484(15) Uani 1 1 d . . . H28 H 0.5157 0.3393 0.0834 0.058 Uiso 1 1 calc R . . C22 C 0.1768(6) 0.2789(5) -0.1363(3) 0.0421(14) Uani 1 1 d . . . H22A H 0.1911 0.2720 -0.1941 0.051 Uiso 1 1 calc R . . H22B H 0.2295 0.3127 -0.1272 0.051 Uiso 1 1 calc R . . OW2 O 0.2981(7) -0.6251(6) 0.3505(4) 0.0501(16) Uani 1 1 d . . . C24 C -0.0130(6) 0.4258(6) 0.3872(3) 0.0440(14) Uani 1 1 d . . . H24A H -0.0984 0.4798 0.3807 0.053 Uiso 1 1 calc R . . H24B H 0.0114 0.4777 0.4103 0.053 Uiso 1 1 calc R . . C1 C -0.0435(6) 0.1473(5) 0.4445(3) 0.0412(13) Uani 1 1 d . . . H1A H -0.1078 0.1217 0.4455 0.049 Uiso 1 1 calc R . . H1B H -0.0413 0.1510 0.4991 0.049 Uiso 1 1 calc R . . C32 C 0.4260(5) 0.1257(6) -0.0885(3) 0.0409(14) Uani 1 1 d . . . H32A H 0.5187 0.0658 -0.0963 0.049 Uiso 1 1 calc R . . H32B H 0.4207 0.2029 -0.1054 0.049 Uiso 1 1 calc R . . C23 C -0.0269(6) 0.3355(5) 0.4451(3) 0.0395(13) Uani 1 1 d . . . H23A H 0.0608 0.2740 0.4457 0.047 Uiso 1 1 calc R . . H23B H -0.0816 0.3805 0.4998 0.047 Uiso 1 1 calc R . . C17 C -0.3567(6) 0.5208(6) 0.0870(4) 0.0469(15) Uani 1 1 d . . . H17 H -0.4317 0.5828 0.0774 0.056 Uiso 1 1 calc R . . OW4 O -0.5740(7) -0.1252(7) 0.5844(4) 0.0471(18) Uani 1 1 d . . . C11 C 0.1629(6) 0.0845(5) -0.1365(3) 0.0404(13) Uani 1 1 d . . . H11A H 0.2064 0.0544 -0.1944 0.048 Uiso 1 1 calc R . . H11B H 0.0685 0.1414 -0.1258 0.048 Uiso 1 1 calc R . . C10 C 0.1796(6) -0.0248(5) -0.0897(3) 0.0394(13) Uani 1 1 d . . . H10A H 0.1247 -0.0574 -0.0969 0.047 Uiso 1 1 calc R . . H10B H 0.2723 -0.0910 -0.1091 0.047 Uiso 1 1 calc R . . OW5 O -0.6379(6) 0.0607(5) 0.4305(4) 0.0516(14) Uani 1 1 d . . . C33 C 0.3729(5) 0.0754(5) -0.1376(3) 0.0406(13) Uani 1 1 d . . . H33A H 0.4119 0.0773 -0.1950 0.049 Uiso 1 1 calc R . . H33B H 0.3991 -0.0105 -0.1302 0.049 Uiso 1 1 calc R . . C18 C -0.2302(6) 0.4847(5) 0.0316(3) 0.0354(13) Uani 1 1 d . . . H18 H -0.2200 0.5222 -0.0150 0.050 Uiso 1 1 calc R . . OW3 O -0.2677(6) -0.3195(6) 0.4946(3) 0.0583(14) Uani 1 1 d . . . OW7 O 0.3434(6) 0.1219(6) 0.2800(4) 0.047(2) Uani 1 1 d . . . C25 C 0.0958(6) 0.4433(5) 0.2449(3) 0.0436(14) Uani 1 1 d . . . H25A H 0.0959 0.5132 0.2683 0.052 Uiso 1 1 calc R . . H25B H 0.0173 0.4757 0.2291 0.052 Uiso 1 1 calc R . . OW6 O -0.4513(6) 0.1742(7) 0.2610(4) 0.0591(19) Uani 1 1 d . . . C16 C -0.3723(6) 0.4664(6) 0.1554(3) 0.0453(15) Uani 1 1 d . . . H16 H -0.4578 0.4913 0.1921 0.054 Uiso 1 1 calc R . . C27 C 0.3288(6) 0.3919(6) 0.1575(4) 0.0467(15) Uani 1 1 d . . . H27 H 0.3234 0.4491 0.1936 0.056 Uiso 1 1 calc R . . C14 C -0.2828(6) 0.3164(6) 0.2471(4) 0.0485(15) Uani 1 1 d . . . H14A H -0.3764 0.3395 0.2710 0.058 Uiso 1 1 calc R . . H14B H -0.2306 0.2264 0.2329 0.058 Uiso 1 1 calc R . . C13 C -0.2886(6) 0.3204(6) 0.3894(3) 0.0438(14) Uani 1 1 d . . . H13A H -0.2599 0.2323 0.3833 0.053 Uiso 1 1 calc R . . H13B H -0.3856 0.3664 0.4119 0.053 Uiso 1 1 calc R . . C6 C 0.2516(6) -0.2676(6) 0.0827(4) 0.0439(14) Uani 1 1 d . . . H6 H 0.2767 -0.3508 0.0712 0.053 Uiso 1 1 calc R . . F9 F -0.4415(3) -0.1616(3) 0.3635(2) 0.0437(9) Uani 1 1 d . . . F3 F -0.2294(4) -0.1402(3) 0.3320(2) 0.0427(12) Uani 1 1 d . . . H1W1 H 0.339(5) -0.389(6) 0.335(4) 0.060 Uiso 1 1 d . . . H2W5 H -0.691(7) 0.061(9) 0.472(3) 0.10(3) Uiso 1 1 d . . . H2W3 H -0.211(5) -0.313(6) 0.457(3) 0.066(19) Uiso 1 1 d . . . H1W3 H -0.343(5) -0.280(9) 0.490(6) 0.12(4) Uiso 1 1 d . . . H2W1 H 0.214(3) -0.347(6) 0.345(5) 0.11(4) Uiso 1 1 d . . . H2W2 H 0.284(14) -0.553(5) 0.355(6) 0.19(7) Uiso 1 1 d . . . H1W2 H 0.284(9) -0.641(8) 0.398(2) 0.10(3) Uiso 1 1 d . . . H2W4 H -0.544(15) -0.178(11) 0.544(7) 0.34(10) Uiso 1 1 d . . . H1W4 H -0.641(9) -0.066(9) 0.578(8) 0.22(7) Uiso 1 1 d . . . H1W6 H -0.522(10) 0.167(15) 0.275(10) 0.24(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0415(9) 0.0436(9) 0.0384(9) 0.0032(7) -0.0110(7) -0.0285(8) Si2 0.0370(9) 0.0393(9) 0.0539(11) 0.0042(8) -0.0148(8) -0.0194(8) F1 0.0385(17) 0.0382(17) 0.0287(15) 0.0031(13) -0.0086(13) -0.0203(14) F7 0.049(3) 0.060(2) 0.034(2) -0.0027(17) -0.0170(19) -0.021(2) F6 0.045(2) 0.057(2) 0.031(2) 0.0110(18) -0.0232(17) -0.0202(17) F5 0.063(2) 0.052(2) 0.032(2) 0.0118(18) -0.017(2) -0.0223(19) F13 0.039(2) 0.043(2) 0.031(3) 0.001(2) -0.0138(19) -0.0135(17) O2 0.044(2) 0.054(2) 0.030(2) -0.0017(17) -0.0069(17) -0.030(2) O1 0.050(2) 0.035(2) 0.031(2) 0.0044(16) -0.0132(18) -0.0167(18) F12 0.036(2) 0.038(2) 0.056(3) 0.0030(19) -0.0148(19) -0.0206(18) N1 0.045(3) 0.038(3) 0.019(2) 0.0068(18) -0.0082(19) -0.025(2) F2 0.049(3) 0.038(3) 0.035(3) 0.008(2) -0.011(2) -0.017(2) O3 0.040(2) 0.036(3) 0.0260(19) 0.0077(17) -0.0119(17) -0.0208(19) N2 0.036(2) 0.035(2) 0.028(2) 0.0021(19) -0.0089(19) -0.017(2) F4 0.041(3) 0.042(3) 0.038(2) -0.004(2) -0.0107(19) -0.021(2) F11 0.034(3) 0.041(3) 0.045(3) 0.005(2) -0.013(2) -0.022(3) F10 0.037(2) 0.040(2) 0.028(3) 0.005(2) -0.013(2) -0.0201(18) C4 0.036(3) 0.039(3) 0.025(3) -0.001(2) -0.005(2) -0.020(2) N5 0.041(3) 0.036(3) 0.033(2) 0.0029(19) -0.009(2) -0.022(2) F8 0.041(3) 0.040(3) 0.050(3) 0.007(2) -0.012(2) -0.020(3) N3 0.039(2) 0.030(2) 0.033(2) 0.0080(18) -0.016(2) -0.019(2) N4 0.032(2) 0.042(3) 0.035(2) 0.009(2) -0.0096(19) -0.020(2) C9 0.042(3) 0.030(3) 0.035(3) 0.003(2) -0.010(2) -0.019(2) C8 0.030(3) 0.034(3) 0.033(3) 0.002(2) -0.008(2) -0.016(2) C19 0.032(3) 0.027(3) 0.033(3) -0.002(2) -0.012(2) -0.012(2) C31 0.039(3) 0.033(3) 0.036(3) 0.006(2) -0.011(2) -0.021(3) C26 0.047(3) 0.036(3) 0.035(3) 0.008(2) -0.014(2) -0.025(3) C2 0.054(3) 0.035(3) 0.032(3) 0.011(2) -0.020(3) -0.022(3) C21 0.046(3) 0.037(3) 0.028(3) 0.004(2) -0.015(3) -0.020(3) C7 0.043(3) 0.041(3) 0.034(3) 0.001(2) -0.011(2) -0.028(3) C20 0.040(3) 0.045(3) 0.034(3) 0.003(2) -0.016(2) -0.020(3) C30 0.042(3) 0.036(3) 0.031(3) 0.011(2) -0.018(2) -0.022(3) C3 0.038(3) 0.040(3) 0.039(3) -0.004(3) -0.012(3) -0.015(3) C29 0.035(3) 0.052(4) 0.038(3) 0.003(3) -0.008(2) -0.022(3) C5 0.047(3) 0.033(3) 0.039(3) 0.008(2) -0.011(3) -0.020(3) C12 0.045(3) 0.042(3) 0.033(3) 0.003(3) -0.007(3) -0.019(3) C15 0.040(3) 0.049(4) 0.031(3) 0.003(2) -0.012(2) -0.026(3) OW1 0.060(3) 0.046(3) 0.038(4) 0.004(3) -0.016(3) -0.019(3) C28 0.052(4) 0.066(4) 0.044(4) 0.010(3) -0.022(3) -0.039(3) C22 0.044(3) 0.043(3) 0.035(3) 0.011(3) -0.007(3) -0.023(3) OW2 0.061(5) 0.048(4) 0.035(4) 0.017(3) -0.019(3) -0.022(4) C24 0.057(4) 0.046(3) 0.031(3) -0.002(3) -0.005(3) -0.032(3) C1 0.055(4) 0.048(4) 0.029(3) 0.011(2) -0.014(3) -0.034(3) C32 0.032(3) 0.050(4) 0.032(3) -0.004(3) -0.005(2) -0.017(3) C23 0.050(3) 0.043(3) 0.028(3) 0.002(2) -0.008(2) -0.028(3) C17 0.039(3) 0.046(4) 0.045(4) -0.003(3) -0.017(3) -0.011(3) OW4 0.052(4) 0.047(4) 0.034(5) 0.000(4) -0.012(4) -0.021(4) C11 0.046(3) 0.048(3) 0.036(3) 0.003(3) -0.020(3) -0.027(3) C10 0.047(3) 0.046(3) 0.029(3) 0.001(2) -0.013(2) -0.026(3) OW5 0.057(4) 0.042(3) 0.038(4) -0.003(3) -0.009(3) -0.014(3) C33 0.033(3) 0.040(3) 0.035(3) -0.009(2) -0.001(2) -0.013(3) C18 0.040(3) 0.025(3) 0.034(3) 0.003(2) -0.011(3) -0.012(3) OW3 0.061(4) 0.045(4) 0.046(3) 0.004(3) -0.008(3) -0.016(3) OW7 0.058(4) 0.043(4) 0.033(6) 0.017(4) -0.025(4) -0.015(4) C25 0.057(4) 0.034(3) 0.035(3) 0.005(2) -0.006(3) -0.026(3) OW6 0.076(4) 0.040(5) 0.036(4) -0.006(3) -0.009(3) -0.017(4) C16 0.036(3) 0.061(4) 0.034(3) -0.005(3) -0.010(2) -0.026(3) C27 0.060(4) 0.056(4) 0.038(3) 0.009(3) -0.016(3) -0.040(3) C14 0.057(4) 0.066(4) 0.040(3) 0.009(3) -0.019(3) -0.043(3) C13 0.039(3) 0.057(4) 0.033(3) 0.012(3) -0.006(2) -0.027(3) C6 0.051(4) 0.039(3) 0.045(3) 0.006(3) -0.015(3) -0.026(3) F9 0.050(3) 0.044(3) 0.033(6) -0.004(3) -0.013(3) -0.021(3) F3 0.054(2) 0.048(3) 0.030(3) 0.010(3) -0.030(2) -0.020(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 Si1 F7 1.644(4) . ? Si1 F5 1.673(4) . ? Si1 F3 1.675(6) . ? Si1 F2 1.675(4) . ? Si1 F6 1.680(4) . ? Si1 F4 1.682(4) . ? Si2 F10 1.636(4) . ? Si2 F8 1.643(5) . ? Si2 F12 1.658(4) . ? Si2 F13 1.671(4) . ? Si2 F11 1.687(4) . ? Si2 F9 1.802(4) . ? O2 C30 1.379(6) . ? O2 C32 1.430(6) . ? O1 C8 1.385(6) . ? O1 C10 1.421(6) . ? N1 C12 1.452(7) . ? N1 C23 1.466(7) . ? N1 C1 1.470(7) . ? N1 H1 0.9100 . ? O3 C19 1.385(6) . ? O3 C21 1.434(6) . ? N2 C33 1.500(7) . ? N2 C11 1.501(6) . ? N2 C22 1.501(7) . ? N2 H2 0.9100 . ? C4 C5 1.387(8) . ? C4 C9 1.394(8) . ? C4 C3 1.513(7) . ? N5 C24 1.479(7) . ? N5 C25 1.491(7) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? N3 C2 1.484(6) . ? N3 C3 1.502(6) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? N4 C14 1.487(7) . ? N4 C13 1.490(7) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? C9 C8 1.382(7) . ? C9 H9 0.9300 . ? C8 C7 1.374(7) . ? C19 C18 1.372(7) . ? C19 C20 1.386(8) . ? C31 C30 1.388(7) . ? C31 C26 1.392(7) . ? C31 H31 0.9300 . ? C26 C27 1.386(8) . ? C26 C25 1.511(7) . ? C2 C1 1.509(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C21 C22 1.514(8) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C7 C6 1.366(8) . ? C7 H7 0.9300 . ? C20 C15 1.378(7) . ? C20 H20 0.9300 . ? C30 C29 1.377(7) . ? C3 H3C 0.9700 . ? C3 H3D 0.9700 . ? C29 C28 1.384(8) . ? C29 H29 0.9300 . ? C5 C6 1.387(8) . ? C5 H5 0.9300 . ? C12 C13 1.517(8) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C15 C16 1.373(8) . ? C15 C14 1.511(8) . ? OW1 H1W1 0.81(8) . ? OW1 H2W1 0.81(7) . ? C28 C27 1.374(8) . ? C28 H28 0.9300 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? OW2 H2W2 0.83(9) . ? OW2 H1W2 0.83(4) . ? C24 C23 1.520(8) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C32 C33 1.523(7) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C17 C16 1.363(9) . ? C17 C18 1.385(8) . ? C17 H17 0.9300 . ? OW4 H2W4 0.83(11) . ? OW4 H1W4 0.83(11) . ? C11 C10 1.521(8) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? OW5 H2W5 0.80(6) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C18 H18 0.9300 . ? OW3 H2W3 0.82(6) . ? OW3 H1W3 0.84(9) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? OW6 H1W6 0.86(16) . ? C16 H16 0.9300 . ? C27 H27 0.9300 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C6 H6 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F7 Si1 F5 90.8(2) . . ? F7 Si1 F3 89.12(15) . . ? F5 Si1 F3 89.55(14) . . ? F7 Si1 F2 90.9(2) . . ? F5 Si1 F2 178.1(2) . . ? F3 Si1 F2 90.98(16) . . ? F7 Si1 F6 92.2(2) . . ? F5 Si1 F6 89.15(18) . . ? F3 Si1 F6 178.16(17) . . ? F2 Si1 F6 90.3(2) . . ? F7 Si1 F4 178.8(2) . . ? F5 Si1 F4 89.1(2) . . ? F3 Si1 F4 89.67(16) . . ? F2 Si1 F4 89.1(2) . . ? F6 Si1 F4 89.0(2) . . ? F10 Si2 F8 91.5(2) . . ? F10 Si2 F12 93.41(19) . . ? F8 Si2 F12 92.2(2) . . ? F10 Si2 F13 174.9(2) . . ? F8 Si2 F13 90.7(2) . . ? F12 Si2 F13 91.1(2) . . ? F10 Si2 F11 89.2(2) . . ? F8 Si2 F11 177.6(2) . . ? F12 Si2 F11 90.1(2) . . ? F13 Si2 F11 88.5(2) . . ? F10 Si2 F9 87.39(16) . . ? F8 Si2 F9 89.43(19) . . ? F12 Si2 F9 178.17(18) . . ? F13 Si2 F9 88.00(15) . . ? F11 Si2 F9 88.27(16) . . ? C30 O2 C32 116.8(4) . . ? C8 O1 C10 116.8(4) . . ? C12 N1 C23 112.3(4) . . ? C12 N1 C1 112.3(4) . . ? C23 N1 C1 112.0(4) . . ? C12 N1 H1 106.6 . . ? C23 N1 H1 106.6 . . ? C1 N1 H1 106.6 . . ? C19 O3 C21 116.8(4) . . ? C33 N2 C11 112.6(4) . . ? C33 N2 C22 112.3(4) . . ? C11 N2 C22 112.3(4) . . ? C33 N2 H2 106.4 . . ? C11 N2 H2 106.4 . . ? C22 N2 H2 106.4 . . ? C5 C4 C9 119.6(5) . . ? C5 C4 C3 119.4(5) . . ? C9 C4 C3 121.0(5) . . ? C24 N5 C25 113.2(4) . . ? C24 N5 H5A 108.9 . . ? C25 N5 H5A 108.9 . . ? C24 N5 H5B 108.9 . . ? C25 N5 H5B 108.9 . . ? H5A N5 H5B 107.7 . . ? C2 N3 C3 112.4(4) . . ? C2 N3 H3A 109.1 . . ? C3 N3 H3A 109.1 . . ? C2 N3 H3B 109.1 . . ? C3 N3 H3B 109.1 . . ? H3A N3 H3B 107.9 . . ? C14 N4 C13 112.5(4) . . ? C14 N4 H4A 109.1 . . ? C13 N4 H4A 109.1 . . ? C14 N4 H4B 109.1 . . ? C13 N4 H4B 109.1 . . ? H4A N4 H4B 107.8 . . ? C8 C9 C4 119.7(5) . . ? C8 C9 H9 120.2 . . ? C4 C9 H9 120.2 . . ? C7 C8 C9 121.0(5) . . ? C7 C8 O1 123.8(5) . . ? C9 C8 O1 115.1(5) . . ? C18 C19 O3 124.2(5) . . ? C18 C19 C20 119.8(5) . . ? O3 C19 C20 116.0(5) . . ? C30 C31 C26 120.0(5) . . ? C30 C31 H31 120.0 . . ? C26 C31 H31 120.0 . . ? C27 C26 C31 118.8(5) . . ? C27 C26 C25 120.5(5) . . ? C31 C26 C25 120.8(5) . . ? N3 C2 C1 111.7(4) . . ? N3 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? N3 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? O3 C21 C22 105.9(4) . . ? O3 C21 H21A 110.5 . . ? C22 C21 H21A 110.5 . . ? O3 C21 H21B 110.5 . . ? C22 C21 H21B 110.5 . . ? H21A C21 H21B 108.7 . . ? C6 C7 C8 118.8(5) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? C15 C20 C19 120.3(5) . . ? C15 C20 H20 119.8 . . ? C19 C20 H20 119.9 . . ? C29 C30 O2 123.4(5) . . ? C29 C30 C31 120.9(5) . . ? O2 C30 C31 115.7(4) . . ? N3 C3 C4 111.6(4) . . ? N3 C3 H3C 109.3 . . ? C4 C3 H3C 109.3 . . ? N3 C3 H3D 109.3 . . ? C4 C3 H3D 109.3 . . ? H3C C3 H3D 108.0 . . ? C30 C29 C28 118.8(5) . . ? C30 C29 H29 120.6 . . ? C28 C29 H29 120.6 . . ? C6 C5 C4 118.8(5) . . ? C6 C5 H5 120.6 . . ? C4 C5 H5 120.6 . . ? N1 C12 C13 111.3(4) . . ? N1 C12 H12A 109.4 . . ? C13 C12 H12A 109.4 . . ? N1 C12 H12B 109.4 . . ? C13 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C16 C15 C20 119.5(5) . . ? C16 C15 C14 119.3(5) . . ? C20 C15 C14 121.2(5) . . ? H1W1 OW1 H2W1 107(4) . . ? C27 C28 C29 120.9(5) . . ? C27 C28 H28 119.5 . . ? C29 C28 H28 119.5 . . ? N2 C22 C21 111.6(4) . . ? N2 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? N2 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? H2W2 OW2 H1W2 104(9) . . ? N5 C24 C23 111.3(5) . . ? N5 C24 H24A 109.4 . . ? C23 C24 H24A 109.4 . . ? N5 C24 H24B 109.4 . . ? C23 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? N1 C1 C2 113.0(4) . . ? N1 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? N1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? O2 C32 C33 106.5(4) . . ? O2 C32 H32A 110.4 . . ? C33 C32 H32A 110.4 . . ? O2 C32 H32B 110.4 . . ? C33 C32 H32B 110.4 . . ? H32A C32 H32B 108.6 . . ? N1 C23 C24 111.0(5) . . ? N1 C23 H23A 109.4 . . ? C24 C23 H23A 109.4 . . ? N1 C23 H23B 109.4 . . ? C24 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C16 C17 C18 120.6(6) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? H2W4 OW4 H1W4 103(14) . . ? N2 C11 C10 110.0(4) . . ? N2 C11 H11A 109.6 . . ? C10 C11 H11A 109.7 . . ? N2 C11 H11B 109.7 . . ? C10 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? O1 C10 C11 106.9(4) . . ? O1 C10 H10A 110.3 . . ? C11 C10 H10A 110.3 . . ? O1 C10 H10B 110.3 . . ? C11 C10 H10B 110.3 . . ? H10A C10 H10B 108.6 . . ? N2 C33 C32 110.8(4) . . ? N2 C33 H33A 109.5 . . ? C32 C33 H33A 109.5 . . ? N2 C33 H33B 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? C19 C18 C17 119.4(6) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? H2W3 OW3 H1W3 111(9) . . ? N5 C25 C26 110.2(4) . . ? N5 C25 H25A 109.6 . . ? C26 C25 H25A 109.6 . . ? N5 C25 H25B 109.6 . . ? C26 C25 H25B 109.6 . . ? H25A C25 H25B 108.1 . . ? C17 C16 C15 120.4(5) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C28 C27 C26 120.6(6) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? N4 C14 C15 112.3(5) . . ? N4 C14 H14A 109.2 . . ? C15 C14 H14A 109.1 . . ? N4 C14 H14B 109.1 . . ? C15 C14 H14B 109.1 . . ? H14A C14 H14B 107.9 . . ? N4 C13 C12 111.7(5) . . ? N4 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? N4 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C7 C6 C5 122.0(5) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 C4 C9 C8 -0.5(8) . . . . ? C3 C4 C9 C8 180.0(5) . . . . ? C4 C9 C8 C7 2.0(8) . . . . ? C4 C9 C8 O1 -180.0(5) . . . . ? C10 O1 C8 C7 -25.2(7) . . . . ? C10 O1 C8 C9 156.8(5) . . . . ? C21 O3 C19 C18 -22.0(7) . . . . ? C21 O3 C19 C20 157.1(5) . . . . ? C30 C31 C26 C27 0.9(8) . . . . ? C30 C31 C26 C25 -178.9(5) . . . . ? C3 N3 C2 C1 174.6(4) . . . . ? C19 O3 C21 C22 -163.4(4) . . . . ? C9 C8 C7 C6 -3.3(8) . . . . ? O1 C8 C7 C6 178.8(5) . . . . ? C18 C19 C20 C15 -0.3(8) . . . . ? O3 C19 C20 C15 -179.4(5) . . . . ? C32 O2 C30 C29 -28.0(7) . . . . ? C32 O2 C30 C31 151.0(5) . . . . ? C26 C31 C30 C29 0.8(8) . . . . ? C26 C31 C30 O2 -178.3(5) . . . . ? C2 N3 C3 C4 168.3(5) . . . . ? C5 C4 C3 N3 -109.7(6) . . . . ? C9 C4 C3 N3 69.8(7) . . . . ? O2 C30 C29 C28 177.1(5) . . . . ? C31 C30 C29 C28 -1.9(9) . . . . ? C9 C4 C5 C6 0.4(8) . . . . ? C3 C4 C5 C6 179.9(5) . . . . ? C23 N1 C12 C13 149.3(5) . . . . ? C1 N1 C12 C13 -83.5(6) . . . . ? C19 C20 C15 C16 0.6(8) . . . . ? C19 C20 C15 C14 -179.9(5) . . . . ? C30 C29 C28 C27 1.3(9) . . . . ? C33 N2 C22 C21 -163.2(4) . . . . ? C11 N2 C22 C21 68.8(6) . . . . ? O3 C21 C22 N2 45.0(6) . . . . ? C25 N5 C24 C23 173.2(5) . . . . ? C12 N1 C1 C2 153.2(4) . . . . ? C23 N1 C1 C2 -79.3(5) . . . . ? N3 C2 C1 N1 -67.4(6) . . . . ? C30 O2 C32 C33 -161.4(5) . . . . ? C12 N1 C23 C24 -81.8(5) . . . . ? C1 N1 C23 C24 150.8(5) . . . . ? N5 C24 C23 N1 -69.9(6) . . . . ? C33 N2 C11 C10 68.3(6) . . . . ? C22 N2 C11 C10 -163.7(4) . . . . ? C8 O1 C10 C11 -162.5(4) . . . . ? N2 C11 C10 O1 47.7(6) . . . . ? C11 N2 C33 C32 -161.2(5) . . . . ? C22 N2 C33 C32 70.9(6) . . . . ? O2 C32 C33 N2 46.5(6) . . . . ? O3 C19 C18 C17 179.0(5) . . . . ? C20 C19 C18 C17 -0.1(8) . . . . ? C16 C17 C18 C19 0.1(9) . . . . ? C24 N5 C25 C26 167.6(5) . . . . ? C27 C26 C25 N5 -104.5(6) . . . . ? C31 C26 C25 N5 75.4(7) . . . . ? C18 C17 C16 C15 0.2(9) . . . . ? C20 C15 C16 C17 -0.6(8) . . . . ? C14 C15 C16 C17 180.0(6) . . . . ? C29 C28 C27 C26 0.4(10) . . . . ? C31 C26 C27 C28 -1.5(9) . . . . ? C25 C26 C27 C28 178.3(5) . . . . ? C13 N4 C14 C15 167.8(5) . . . . ? C16 C15 C14 N4 -108.3(6) . . . . ? C20 C15 C14 N4 72.2(7) . . . . ? C14 N4 C13 C12 173.4(5) . . . . ? N1 C12 C13 N4 -64.1(6) . . . . ? C8 C7 C6 C5 3.2(8) . . . . ? C4 C5 C6 C7 -1.8(9) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.57 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.668 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.114 data_complex6 _database_code_depnum_ccdc_archive 'CCDC 718706' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C66 H159 Cl5 N10 O38' _chemical_formula_sum 'C66 H159 Cl5 N10 O38' _chemical_formula_weight 1878.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting cubic _symmetry_space_group_name_H-M 'P 41 3 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 'z, x, y' 'y, z, x' '-z+1/2, -x, y+1/2' '-y, z+1/2, -x+1/2' 'z+1/2, -x+1/2, -y' '-y+1/2, -z, x+1/2' '-z, x+1/2, -y+1/2' 'y+1/2, -z+1/2, -x' '-y+3/4, -x+3/4, -z+3/4' 'y+3/4, x+1/4, -z+1/4' 'y+1/4, -x+1/4, z+3/4' '-y+1/4, x+3/4, z+1/4' '-x+3/4, -z+3/4, -y+3/4' '-z+3/4, -y+3/4, -x+3/4' 'x+3/4, z+1/4, -y+1/4' '-z+1/4, y+3/4, x+1/4' 'x+1/4, -z+1/4, y+3/4' 'z+3/4, y+1/4, -x+1/4' '-x+1/4, z+3/4, y+1/4' 'z+1/4, -y+1/4, x+3/4' _cell_length_a 21.475(5) _cell_length_b 21.475(5) _cell_length_c 21.475(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9904(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.1 _cell_measurement_theta_max 28.3 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4056 _exptl_absorpt_coefficient_mu 0.229 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9642 _exptl_absorpt_correction_T_max 0.9708 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 66226 _diffrn_reflns_av_R_equivalents 0.0845 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 28.30 _reflns_number_total 4124 _reflns_number_gt 3312 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1156P)^2^+4.3527P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.07(17) _refine_ls_number_reflns 4124 _refine_ls_number_parameters 203 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0777 _refine_ls_wR_factor_ref 0.2294 _refine_ls_wR_factor_gt 0.1916 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.12782(4) 1.12782(4) 1.12782(4) 0.0437(4) Uani 1 3 d S . . Cl2 Cl -0.06997(8) 1.18003(8) 1.1250 0.0682(6) Uani 1 2 d S . . O3 O 0.16803(12) 1.19747(13) 1.30932(13) 0.0433(6) Uani 1 1 d . . . N3 N 0.03595(15) 1.03595(15) 1.03595(15) 0.0416(12) Uani 1 3 d S . . C4 C 0.06524(19) 1.20162(18) 1.35760(19) 0.0425(9) Uani 1 1 d . . . H4 H 0.0765 1.2346 1.3833 0.051 Uiso 1 1 calc R . . C3 C 0.10793(18) 1.17686(17) 1.31626(18) 0.0390(8) Uani 1 1 d . . . C8 C 0.09131(18) 1.12684(19) 1.27864(18) 0.0408(8) Uani 1 1 d . . . H8 H 0.1205 1.1095 1.2517 0.049 Uiso 1 1 calc R . . N1 N 0.27015(15) 1.27015(15) 1.27015(15) 0.0437(13) Uani 1 3 d S . . N2 N 0.00822(18) 1.06295(18) 1.17318(17) 0.0494(9) Uani 1 1 d . . . H2A H -0.0168 1.0963 1.1689 0.059 Uiso 1 1 calc R . . H2B H 0.0460 1.0731 1.1581 0.059 Uiso 1 1 calc R . . OW5 O 0.2947(2) 1.39152(19) 1.6666(2) 0.0465(12) Uani 1 1 d . . . C7 C 0.0315(2) 1.10260(19) 1.28100(19) 0.0447(9) Uani 1 1 d . . . C2 C 0.1881(2) 1.24671(19) 1.34881(19) 0.0467(9) Uani 1 1 d . . . H2C H 0.1803 1.2364 1.3921 0.056 Uiso 1 1 calc R . . H2D H 0.1661 1.2849 1.3389 0.056 Uiso 1 1 calc R . . C9 C 0.0141(2) 1.0473(2) 1.24080(19) 0.0484(10) Uani 1 1 d . . . H9A H 0.0454 1.0151 1.2457 0.058 Uiso 1 1 calc R . . H9B H -0.0252 1.0304 1.2554 0.058 Uiso 1 1 calc R . . C6 C -0.01177(19) 1.1283(2) 1.3221(2) 0.0464(9) Uani 1 1 d . . . H6 H -0.0522 1.1128 1.3236 0.056 Uiso 1 1 calc R . . C5 C 0.0057(2) 1.1771(2) 1.3605(2) 0.0489(10) Uani 1 1 d . . . H5 H -0.0229 1.1935 1.3886 0.059 Uiso 1 1 calc R . . OW2 O 0.3575(2) 1.3430(2) 1.5590(4) 0.0451(16) Uani 1 1 d . . . C10 C -0.01772(19) 1.0100(2) 1.1364(2) 0.0464(9) Uani 1 1 d . . . H10A H -0.0584 0.9991 1.1528 0.056 Uiso 1 1 calc R . . H10B H 0.0092 0.9741 1.1411 0.056 Uiso 1 1 calc R . . C1 C 0.2562(2) 1.2545(2) 1.33777(18) 0.0461(9) Uani 1 1 d . . . H1A H 0.2776 1.2164 1.3490 0.055 Uiso 1 1 calc R . . H1B H 0.2719 1.2876 1.3642 0.055 Uiso 1 1 calc R . . C11 C -0.02378(19) 1.0258(2) 1.0677(2) 0.0464(9) Uani 1 1 d . . . H11A H -0.0456 0.9921 1.0469 0.056 Uiso 1 1 calc R . . H11B H -0.0489 1.0631 1.0635 0.056 Uiso 1 1 calc R . . OW1 O -0.1406(2) 1.0839(2) 1.2191(3) 0.0541(18) Uani 1 1 d . . . OW3 O 0.2119(3) 1.5381(3) 1.3750 0.042(3) Uani 1 2 d S . . OW7 O 0.0862(3) 1.4138(3) 1.5862(3) 0.044(2) Uani 1 3 d S . . OW6 O 0.2533(4) 1.4711(5) 1.5570(9) 0.045(10) Uani 1 1 d . . . OW4 O 0.3070(13) 1.3750 1.4430(13) 0.042(3) Uani 1 2 d SD . . H2W1 H -0.1664(3) 1.0706(3) 1.1919(3) 0.050(4) Uiso 1 1 d . . . H1W1 H -0.1271(4) 1.1195(4) 1.2021(4) 0.050(5) Uiso 1 1 d . . . H1W5 H 0.3150(19) 1.397(3) 1.6974(16) 0.07(2) Uiso 1 1 d . . . H1W2 H 0.345(3) 1.363(3) 1.589(2) 0.07(2) Uiso 1 1 d . . . HN3 H 0.058(3) 1.058(3) 1.058(3) 0.07(4) Uiso 1 3 d S . . H2W5 H 0.2614(11) 1.380(2) 1.6757(19) 0.040(13) Uiso 1 1 d . . . H2W2 H 0.326(2) 1.330(6) 1.541(5) 0.05(8) Uiso 1 1 d . . . H1W3 H 0.240(4) 1.510(4) 1.3750 0.06(4) Uiso 1 2 d S . . H1W4 H 0.3342(14) 1.3750 1.4158(14) 0.07(4) Uiso 1 2 d SD . . 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 0.0437(4) 0.0437(4) 0.0437(4) -0.0049(4) -0.0049(4) -0.0049(4) Cl2 0.0715(8) 0.0715(8) 0.0615(14) -0.0141(7) 0.0141(7) 0.0205(9) O3 0.0448(15) 0.0430(15) 0.0422(14) -0.0060(11) -0.0017(11) -0.0011(11) N3 0.0416(12) 0.0416(12) 0.0416(12) -0.0052(14) -0.0052(14) -0.0052(14) C4 0.051(2) 0.0327(18) 0.044(2) 0.0011(15) -0.0021(17) 0.0052(16) C3 0.0431(19) 0.0321(17) 0.042(2) 0.0053(14) -0.0036(15) 0.0059(14) C8 0.046(2) 0.0403(19) 0.0356(18) 0.0025(15) -0.0027(15) 0.0036(16) N1 0.0437(13) 0.0437(13) 0.0437(13) -0.0042(13) -0.0042(13) -0.0042(13) N2 0.0482(19) 0.056(2) 0.0441(19) 0.0000(15) -0.0028(15) -0.0161(16) OW5 0.055(4) 0.049(4) 0.035(4) 0.007(3) -0.012(3) -0.0066(3) C7 0.053(2) 0.041(2) 0.040(2) 0.0089(16) -0.0042(16) -0.0048(17) C2 0.059(3) 0.040(2) 0.042(2) -0.0035(16) -0.0019(17) -0.0015(18) C9 0.055(2) 0.047(2) 0.043(2) 0.0063(17) -0.0084(18) -0.0099(18) C6 0.043(2) 0.047(2) 0.049(2) 0.0128(18) 0.0001(17) 0.0001(17) C5 0.054(2) 0.043(2) 0.050(2) 0.0078(17) 0.0092(18) 0.0113(18) OW2 0.058(3) 0.042(3) 0.034(3) -0.001(2) 0.014(3) -0.013(2) C10 0.043(2) 0.048(2) 0.049(2) -0.0035(18) -0.0028(17) -0.0132(17) C1 0.055(2) 0.045(2) 0.039(2) -0.0087(17) -0.0107(18) -0.0025(17) C11 0.039(2) 0.048(2) 0.052(2) -0.0063(18) -0.0082(17) -0.0073(16) OW1 0.064(5) 0.051(5) 0.046(5) 0.013(4) -0.005(4) 0.004(4) OW3 0.049(4) 0.044(4) 0.033(4) 0.012(3) 0.007(3) 0.003(3) OW7 0.054(2) 0.045(2) 0.034(2) -0.011(3) 0.006(3) -0.003(3) OW6 0.056(6) 0.044(6) 0.035(6) 0.014(5) -0.006(5) -0.004(5) OW4 0.046(5) 0.045(5) 0.036(5) -0.015(4) -0.008(4) -0.005(4) _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 O3 C3 1.372(5) . ? O3 C2 1.423(5) . ? N3 C11 1.468(5) 6_456 ? N3 C11 1.468(5) 5_465 ? N3 C11 1.468(5) . ? N3 HN3 0.81(12) . ? C4 C3 1.383(6) . ? C4 C5 1.385(6) . ? C4 H4 0.9300 . ? C3 C8 1.391(6) . ? C8 C7 1.386(6) . ? C8 H8 0.9300 . ? N1 C1 1.520(4) 6_456 ? N1 C1 1.520(4) . ? N1 C1 1.520(4) 5_465 ? N2 C10 1.492(5) . ? N2 C9 1.496(5) . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? OW5 H1W5 0.80(4) . ? OW5 H2W5 0.782(19) . ? C7 C6 1.396(6) . ? C7 C9 1.516(6) . ? C2 C1 1.490(6) . ? C2 H2C 0.9700 . ? C2 H2D 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C6 C5 1.385(6) . ? C6 H6 0.9300 . ? C5 H5 0.9300 . ? OW2 H1W2 0.82(5) . ? OW2 H2W2 0.83(7) . ? C10 C11 1.520(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? OW1 H2W1 0.855(6) . ? OW1 H1W1 0.895(5) . ? OW3 H1W3 0.85(11) . ? OW4 H1W4 0.83(2) . ? 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 C3 O3 C2 117.4(3) . . ? C11 N3 C11 110.1(3) 6_456 5_465 ? C11 N3 C11 110.1(3) 6_456 . ? C11 N3 C11 110.1(3) 5_465 . ? C11 N3 HN3 109(4) 6_456 . ? C11 N3 HN3 109(4) 5_465 . ? C11 N3 HN3 109(4) . . ? C3 C4 C5 119.7(4) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? O3 C3 C4 124.7(4) . . ? O3 C3 C8 115.3(3) . . ? C4 C3 C8 120.0(4) . . ? C7 C8 C3 120.4(4) . . ? C7 C8 H8 119.8 . . ? C3 C8 H8 119.8 . . ? C1 N1 C1 110.8(2) 6_456 . ? C1 N1 C1 110.8(2) 6_456 5_465 ? C1 N1 C1 110.8(2) . 5_465 ? C10 N2 C9 111.9(3) . . ? C10 N2 H2A 109.2 . . ? C9 N2 H2A 109.2 . . ? C10 N2 H2B 109.2 . . ? C9 N2 H2B 109.2 . . ? H2A N2 H2B 107.9 . . ? H1W5 OW5 H2W5 110(3) . . ? C8 C7 C6 119.4(4) . . ? C8 C7 C9 120.2(4) . . ? C6 C7 C9 120.4(4) . . ? O3 C2 C1 106.7(3) . . ? O3 C2 H2C 110.4 . . ? C1 C2 H2C 110.4 . . ? O3 C2 H2D 110.4 . . ? C1 C2 H2D 110.4 . . ? H2C C2 H2D 108.6 . . ? N2 C9 C7 113.4(3) . . ? N2 C9 H9A 108.9 . . ? C7 C9 H9A 108.9 . . ? N2 C9 H9B 108.9 . . ? C7 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C5 C6 C7 119.7(4) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? H1W2 OW2 H2W2 106(8) . . ? N2 C10 C11 112.1(3) . . ? N2 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? N2 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C2 C1 N1 111.7(3) . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1B 109.3 . . ? N1 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? N3 C11 C10 114.1(3) . . ? N3 C11 H11A 108.7 . . ? C10 C11 H11A 108.7 . . ? N3 C11 H11B 108.7 . . ? C10 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? H2W1 OW1 H1W1 102.5(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 O3 C3 C4 1.8(5) . . . . ? C2 O3 C3 C8 -177.2(3) . . . . ? C5 C4 C3 O3 179.9(3) . . . . ? C5 C4 C3 C8 -1.1(6) . . . . ? O3 C3 C8 C7 -179.1(3) . . . . ? C4 C3 C8 C7 1.8(6) . . . . ? C3 C8 C7 C6 -0.8(6) . . . . ? C3 C8 C7 C9 -178.8(4) . . . . ? C3 O3 C2 C1 172.9(3) . . . . ? C10 N2 C9 C7 -171.8(4) . . . . ? C8 C7 C9 N2 -72.2(5) . . . . ? C6 C7 C9 N2 109.8(4) . . . . ? C8 C7 C6 C5 -0.9(6) . . . . ? C9 C7 C6 C5 177.1(4) . . . . ? C7 C6 C5 C4 1.6(6) . . . . ? C3 C4 C5 C6 -0.6(6) . . . . ? C9 N2 C10 C11 180.0(4) . . . . ? O3 C2 C1 N1 59.5(4) . . . . ? C1 N1 C1 C2 76.1(5) 6_456 . . . ? C1 N1 C1 C2 -160.5(4) 5_465 . . . ? C11 N3 C11 C10 -164.0(4) 6_456 . . . ? C11 N3 C11 C10 74.4(6) 5_465 . . . ? N2 C10 C11 N3 65.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.677 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.158 data_complex8 _database_code_depnum_ccdc_archive 'CCDC 718707' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H52 I3 N5 O5' _chemical_formula_sum 'C33 H52 I3 N5 O5' _chemical_formula_weight 979.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.556(4) _cell_length_b 26.122(5) _cell_length_c 16.117(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.535(7) _cell_angle_gamma 90.00 _cell_volume 3968(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 28.3 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 2.406 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6852 _exptl_absorpt_correction_T_max 0.7450 _exptl_absorpt_process_details 'SADABS 2.10 (Bruker 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method /w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26017 _diffrn_reflns_av_R_equivalents 0.0657 _diffrn_reflns_av_sigmaI/netI 0.0819 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 28.33 _reflns_number_total 9795 _reflns_number_gt 8130 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 (Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond 2.1e' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1110P)^2^+3.5034P] 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 9795 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1038 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.2489 _refine_ls_wR_factor_gt 0.1994 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.69879(7) 0.09250(2) 0.45255(4) 0.02073(18) Uani 1 1 d . . . I2 I 0.30059(8) 0.07016(2) 0.87854(4) 0.02314(18) Uani 1 1 d . . . I3 I 0.79053(9) -0.00211(4) 0.76502(6) 0.0301(3) Uani 1 1 d . . . OW1 O 0.2464(5) 0.20220(19) 0.5818(3) 0.044(9) Uiso 1 1 d . . . O2 O 0.2673(8) 0.3512(3) 0.4639(5) 0.0244(16) Uani 1 1 d . . . O1 O 0.0093(8) 0.3388(3) 0.6481(5) 0.0248(16) Uani 1 1 d . . . O3 O 0.4119(8) 0.3410(3) 0.7113(5) 0.0224(15) Uani 1 1 d . . . N3 N -0.0032(9) 0.1287(3) 0.6011(6) 0.0208(17) Uani 1 1 d . . . H3A H 0.0741 0.1461 0.5921 0.025 Uiso 1 1 calc R . . H3B H -0.0652 0.1281 0.5526 0.025 Uiso 1 1 calc R . . N4 N 0.3539(9) 0.1455(3) 0.4363(5) 0.0200(17) Uani 1 1 d . . . H4A H 0.4472 0.1384 0.4489 0.024 Uiso 1 1 calc R . . H4B H 0.3281 0.1616 0.4808 0.024 Uiso 1 1 calc R . . C30 C 0.4255(11) 0.3018(4) 0.7687(7) 0.023(2) Uani 1 1 d . . . N5 N 0.4245(9) 0.1308(3) 0.7135(5) 0.0175(16) Uani 1 1 d . . . H5A H 0.3675 0.1209 0.7497 0.021 Uiso 1 1 calc R . . H5B H 0.3723 0.1496 0.6729 0.021 Uiso 1 1 calc R . . C23 C 0.3581(11) 0.0483(4) 0.6416(7) 0.023(2) Uani 1 1 d . . . H23A H 0.3968 0.0161 0.6259 0.028 Uiso 1 1 calc R . . H23B H 0.3040 0.0414 0.6863 0.028 Uiso 1 1 calc R . . C29 C 0.3979(12) 0.3051(4) 0.8495(7) 0.025(2) Uani 1 1 d . . . H29 H 0.3711 0.3363 0.8700 0.030 Uiso 1 1 calc R . . N1 N 0.2620(9) 0.0692(3) 0.5683(6) 0.0208(17) Uani 1 1 d . . . C5 C -0.2623(11) 0.2151(4) 0.5986(6) 0.022(2) Uani 1 1 d . . . H5 H -0.3218 0.1868 0.5885 0.026 Uiso 1 1 calc R . . C3 C -0.0695(13) 0.1557(4) 0.6669(7) 0.028(2) Uani 1 1 d . . . H3C H 0.0001 0.1590 0.7178 0.033 Uiso 1 1 calc R . . H3D H -0.1477 0.1353 0.6802 0.033 Uiso 1 1 calc R . . N2 N 0.2157(9) 0.4080(3) 0.6107(5) 0.0201(17) Uani 1 1 d . . . C10 C -0.0357(12) 0.3891(4) 0.6213(7) 0.024(2) Uani 1 1 d . . . H10A H -0.1163 0.3994 0.6469 0.028 Uiso 1 1 calc R . . H10B H -0.0633 0.3901 0.5606 0.028 Uiso 1 1 calc R . . C26 C 0.4893(10) 0.2121(4) 0.7903(6) 0.0182(18) Uani 1 1 d . . . C9 C -0.0362(12) 0.2514(4) 0.6539(7) 0.025(2) Uani 1 1 d . . . H9 H 0.0569 0.2476 0.6812 0.029 Uiso 1 1 calc R . . C20 C 0.3099(11) 0.2691(4) 0.4143(6) 0.0195(19) Uani 1 1 d . . . H20 H 0.2231 0.2597 0.4286 0.023 Uiso 1 1 calc R . . C21 C 0.3066(12) 0.4036(4) 0.4740(7) 0.025(2) Uani 1 1 d . . . H21A H 0.3019 0.4199 0.4194 0.031 Uiso 1 1 calc R . . H21B H 0.4029 0.4067 0.5042 0.031 Uiso 1 1 calc R . . C19 C 0.3573(10) 0.3192(4) 0.4282(6) 0.0280(18) Uani 1 1 d . . . C17 C 0.5644(11) 0.2977(4) 0.3725(7) 0.022(2) Uani 1 1 d . . . H17 H 0.6508 0.3074 0.3580 0.027 Uiso 1 1 calc R . . C28 C 0.4100(11) 0.2614(4) 0.9013(7) 0.022(2) Uani 1 1 d . . . H28 H 0.3885 0.2635 0.9554 0.027 Uiso 1 1 calc R . . C8 C -0.0863(12) 0.2989(4) 0.6290(7) 0.024(2) Uani 1 1 d . . . C6 C -0.3148(11) 0.2638(4) 0.5729(7) 0.023(2) Uani 1 1 d . . . H6 H -0.4076 0.2678 0.5452 0.027 Uiso 1 1 calc R . . C31 C 0.4744(11) 0.2549(3) 0.7389(6) 0.0244(18) Uani 1 1 d . . . H31 H 0.4964 0.2530 0.6848 0.021 Uiso 1 1 calc R . . C27 C 0.4537(11) 0.2156(4) 0.8722(7) 0.023(2) Uani 1 1 d . . . H27 H 0.4599 0.1868 0.9065 0.027 Uiso 1 1 calc R . . C16 C 0.5213(12) 0.2473(4) 0.3605(7) 0.025(2) Uani 1 1 d . . . H16 H 0.5787 0.2233 0.3399 0.030 Uiso 1 1 calc R . . C4 C -0.1236(13) 0.2084(4) 0.6386(6) 0.023(2) Uani 1 1 d . . . C1 C 0.1169(11) 0.0497(4) 0.5646(7) 0.025(2) Uani 1 1 d . . . H1A H 0.1210 0.0131 0.5753 0.029 Uiso 1 1 calc R . . H1B H 0.0647 0.0549 0.5083 0.029 Uiso 1 1 calc R . . C25 C 0.5425(10) 0.1634(4) 0.7594(7) 0.0201(19) Uani 1 1 d . . . H25A H 0.5927 0.1443 0.8068 0.024 Uiso 1 1 calc R . . H25B H 0.6094 0.1711 0.7219 0.024 Uiso 1 1 calc R . . C18 C 0.4841(12) 0.3339(4) 0.4051(7) 0.025(2) Uani 1 1 d . . . H18 H 0.5147 0.3677 0.4115 0.030 Uiso 1 1 calc R . . C15 C 0.3880(12) 0.2333(4) 0.3801(6) 0.022(2) Uani 1 1 d . . . C13 C 0.2725(12) 0.0967(4) 0.4206(6) 0.022(2) Uani 1 1 d . . . H13A H 0.2871 0.0826 0.3669 0.026 Uiso 1 1 calc R . . H13B H 0.1721 0.1039 0.4168 0.026 Uiso 1 1 calc R . . C22 C 0.2047(15) 0.4286(5) 0.5225(7) 0.031(3) Uani 1 1 d . . . H22A H 0.1088 0.4234 0.4930 0.037 Uiso 1 1 calc R . . H22B H 0.2228 0.4652 0.5252 0.037 Uiso 1 1 calc R . . C24 C 0.4797(11) 0.0843(4) 0.6747(7) 0.021(2) Uani 1 1 d . . . H24A H 0.5478 0.0667 0.7163 0.025 Uiso 1 1 calc R . . H24B H 0.5277 0.0946 0.6288 0.025 Uiso 1 1 calc R . . C32 C 0.3870(12) 0.3912(4) 0.7417(7) 0.025(2) Uani 1 1 d . . . H32A H 0.4709 0.4037 0.7783 0.029 Uiso 1 1 calc R . . H32B H 0.3087 0.3906 0.7731 0.029 Uiso 1 1 calc R . . C33 C 0.3520(11) 0.4249(4) 0.6658(7) 0.024(2) Uani 1 1 d . . . H33A H 0.4291 0.4237 0.6335 0.029 Uiso 1 1 calc R . . H33B H 0.3420 0.4600 0.6836 0.029 Uiso 1 1 calc R . . C2 C 0.0385(13) 0.0750(4) 0.6267(7) 0.025(2) Uani 1 1 d . . . H2A H 0.0982 0.0754 0.6816 0.030 Uiso 1 1 calc R . . H2B H -0.0459 0.0553 0.6312 0.030 Uiso 1 1 calc R . . C7 C -0.2255(12) 0.3060(4) 0.5895(7) 0.024(2) Uani 1 1 d . . . H7 H -0.2589 0.3386 0.5743 0.029 Uiso 1 1 calc R . . OW2 O 0.8692(15) -0.0700(7) 0.9429(10) 0.043(5) Uani 1 1 d . . . C11 C 0.0874(11) 0.4239(4) 0.6485(7) 0.023(2) Uani 1 1 d . . . H11A H 0.1115 0.4233 0.7093 0.027 Uiso 1 1 calc R . . H11B H 0.0610 0.4586 0.6313 0.027 Uiso 1 1 calc R . . C14 C 0.3284(13) 0.1804(4) 0.3611(6) 0.025(2) Uani 1 1 d . . . H14A H 0.2271 0.1830 0.3414 0.030 Uiso 1 1 calc R . . H14B H 0.3714 0.1656 0.3162 0.030 Uiso 1 1 calc R . . C12 C 0.3159(12) 0.0569(4) 0.4891(7) 0.026(2) Uani 1 1 d . . . H12A H 0.2798 0.0237 0.4688 0.031 Uiso 1 1 calc R . . H12B H 0.4186 0.0548 0.5009 0.031 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 0.0224(3) 0.0131(3) 0.0272(3) -0.0004(2) 0.0054(2) -0.0013(2) I2 0.0317(4) 0.0150(3) 0.0235(3) 0.0011(2) 0.0070(3) -0.0022(2) I3 0.0325(4) 0.0238(5) 0.0309(5) -0.0022(4) -0.0055(3) 0.0066(4) OW1 0.058(5) 0.041(5) 0.035(5) 0.018(4) 0.010(4) 0.003(4) O2 0.028(4) 0.012(3) 0.034(4) 0.001(3) 0.006(3) 0.001(3) O1 0.024(4) 0.015(3) 0.035(4) 0.001(3) 0.006(3) 0.002(3) O3 0.031(4) 0.013(3) 0.024(4) 0.002(3) 0.008(3) 0.004(3) N3 0.022(4) 0.018(4) 0.023(4) 0.002(3) 0.004(3) 0.001(3) N4 0.023(4) 0.015(4) 0.021(4) 0.000(3) 0.002(3) 0.000(3) C30 0.025(5) 0.022(5) 0.023(5) -0.003(4) 0.008(4) -0.005(4) N5 0.024(4) 0.014(4) 0.016(4) 0.003(3) 0.008(3) 0.000(3) C23 0.025(5) 0.020(5) 0.023(5) -0.005(4) 0.002(4) -0.004(4) C29 0.033(6) 0.024(5) 0.022(5) 0.001(4) 0.014(4) 0.000(4) N1 0.018(4) 0.016(4) 0.029(5) 0.000(3) 0.008(3) 0.003(3) C5 0.026(5) 0.025(5) 0.017(4) -0.008(4) 0.010(4) -0.007(4) C3 0.038(6) 0.025(5) 0.018(5) 0.001(4) 0.002(4) 0.002(5) N2 0.023(4) 0.015(4) 0.021(4) -0.008(3) 0.000(3) 0.001(3) C10 0.026(5) 0.021(5) 0.024(5) 0.000(4) 0.005(4) 0.000(4) C26 0.014(4) 0.020(5) 0.022(5) -0.002(4) 0.006(4) -0.002(3) C9 0.025(5) 0.025(5) 0.025(5) -0.003(4) 0.007(4) 0.000(4) C20 0.021(5) 0.015(4) 0.021(5) 0.001(4) 0.000(4) 0.008(4) C21 0.029(5) 0.018(5) 0.028(5) 0.006(4) 0.003(4) -0.002(4) C19 0.030(5) 0.018(4) 0.037(4) 0.004(3) 0.005(4) 0.002(4) C17 0.018(5) 0.024(5) 0.025(5) 0.002(4) 0.005(4) 0.005(4) C28 0.025(5) 0.016(5) 0.028(5) 0.002(4) 0.008(4) 0.000(4) C8 0.029(5) 0.020(5) 0.025(5) -0.002(4) 0.008(4) -0.005(4) C6 0.022(5) 0.027(5) 0.020(5) -0.005(4) 0.004(4) -0.001(4) C31 0.027(5) 0.029(4) 0.018(4) -0.004(3) 0.011(4) -0.002(3) C27 0.026(5) 0.020(5) 0.024(5) 0.003(4) 0.010(4) 0.001(4) C16 0.029(5) 0.025(5) 0.021(5) 0.006(4) 0.003(4) 0.010(4) C4 0.040(6) 0.018(5) 0.013(4) -0.009(4) 0.010(4) -0.005(4) C1 0.024(5) 0.018(5) 0.032(6) -0.010(4) 0.005(4) 0.000(4) C25 0.018(4) 0.018(5) 0.026(5) 0.007(4) 0.006(4) 0.003(4) C18 0.024(5) 0.026(5) 0.025(5) 0.004(4) 0.001(4) -0.002(4) C15 0.032(5) 0.017(5) 0.018(5) 0.010(4) 0.004(4) 0.002(4) C13 0.032(5) 0.015(4) 0.018(5) -0.003(4) 0.002(4) -0.004(4) C22 0.046(7) 0.026(6) 0.022(5) 0.000(4) 0.009(5) 0.005(5) C24 0.028(5) 0.012(4) 0.023(5) -0.004(4) 0.004(4) -0.001(4) C32 0.029(5) 0.017(5) 0.026(5) -0.006(4) 0.003(4) 0.000(4) C33 0.024(5) 0.024(5) 0.025(5) -0.002(4) 0.005(4) -0.003(4) C2 0.034(6) 0.006(4) 0.035(6) -0.003(4) 0.005(5) -0.001(4) C7 0.029(5) 0.017(5) 0.025(5) 0.001(4) 0.002(4) 0.006(4) OW2 0.054(6) 0.043(6) 0.032(6) 0.022(5) 0.011(5) 0.004(5) C11 0.022(5) 0.020(5) 0.026(5) -0.002(4) 0.007(4) 0.003(4) C14 0.037(6) 0.023(5) 0.013(4) 0.004(4) -0.002(4) 0.004(4) C12 0.030(6) 0.023(5) 0.023(5) -0.002(4) 0.002(4) -0.001(4) _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 O2 C19 1.391(12) . ? O2 C21 1.422(12) . ? O1 C8 1.386(13) . ? O1 C10 1.427(13) . ? O3 C30 1.373(13) . ? O3 C32 1.433(12) . ? N3 C3 1.499(14) . ? N3 C2 1.497(13) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? N4 C13 1.495(13) . ? N4 C14 1.503(13) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? C30 C29 1.375(14) . ? C30 C31 1.422(14) . ? N5 C24 1.502(12) . ? N5 C25 1.506(13) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? C23 N1 1.475(14) . ? C23 C24 1.521(14) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C29 C28 1.409(15) . ? C29 H29 0.9300 . ? N1 C1 1.469(14) . ? N1 C12 1.489(14) . ? C5 C4 1.386(16) . ? C5 C6 1.403(15) . ? C5 H5 0.9300 . ? C3 C4 1.514(15) . ? C3 H3C 0.9700 . ? C3 H3D 0.9700 . ? N2 C22 1.507(14) . ? N2 C11 1.515(13) . ? N2 C33 1.515(13) . ? C10 C11 1.494(15) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C26 C31 1.386(14) . ? C26 C27 1.420(14) . ? C26 C25 1.486(14) . ? C9 C8 1.367(15) . ? C9 C4 1.397(15) . ? C9 H9 0.9300 . ? C20 C15 1.368(14) . ? C20 C19 1.389(14) . ? C20 H20 0.9300 . ? C21 C22 1.497(16) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C19 C18 1.380(15) . ? C17 C18 1.377(15) . ? C17 C16 1.382(16) . ? C17 H17 0.9300 . ? C28 C27 1.374(15) . ? C28 H28 0.9300 . ? C8 C7 1.389(16) . ? C6 C7 1.392(15) . ? C6 H6 0.9300 . ? C31 H31 0.9300 . ? C27 H27 0.9300 . ? C16 C15 1.410(16) . ? C16 H16 0.9300 . ? C1 C2 1.499(15) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C18 H18 0.9300 . ? C15 C14 1.507(15) . ? C13 C12 1.523(15) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C32 C33 1.499(15) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C7 H7 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 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 C19 O2 C21 117.2(8) . . ? C8 O1 C10 118.0(8) . . ? C30 O3 C32 117.1(8) . . ? C3 N3 C2 111.8(8) . . ? C3 N3 H3A 109.2 . . ? C2 N3 H3A 109.3 . . ? C3 N3 H3B 109.3 . . ? C2 N3 H3B 109.3 . . ? H3A N3 H3B 107.9 . . ? C13 N4 C14 111.8(8) . . ? C13 N4 H4A 109.3 . . ? C14 N4 H4A 109.2 . . ? C13 N4 H4B 109.3 . . ? C14 N4 H4B 109.3 . . ? H4A N4 H4B 107.9 . . ? O3 C30 C29 125.4(10) . . ? O3 C30 C31 114.6(9) . . ? C29 C30 C31 120.1(10) . . ? C24 N5 C25 112.1(8) . . ? C24 N5 H5A 109.2 . . ? C25 N5 H5A 109.2 . . ? C24 N5 H5B 109.2 . . ? C25 N5 H5B 109.2 . . ? H5A N5 H5B 107.9 . . ? N1 C23 C24 112.9(9) . . ? N1 C23 H23A 109.0 . . ? C24 C23 H23A 109.0 . . ? N1 C23 H23B 109.0 . . ? C24 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C30 C29 C28 120.0(10) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C1 N1 C23 111.2(9) . . ? C1 N1 C12 110.4(8) . . ? C23 N1 C12 110.5(8) . . ? C4 C5 C6 121.3(10) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? N3 C3 C4 112.3(9) . . ? N3 C3 H3C 109.2 . . ? C4 C3 H3C 109.2 . . ? N3 C3 H3D 109.1 . . ? C4 C3 H3D 109.1 . . ? H3C C3 H3D 107.9 . . ? C22 N2 C11 110.3(8) . . ? C22 N2 C33 111.5(9) . . ? C11 N2 C33 111.0(8) . . ? O1 C10 C11 106.7(9) . . ? O1 C10 H10A 110.4 . . ? C11 C10 H10A 110.4 . . ? O1 C10 H10B 110.4 . . ? C11 C10 H10B 110.4 . . ? H10A C10 H10B 108.6 . . ? C31 C26 C27 119.2(9) . . ? C31 C26 C25 119.8(9) . . ? C27 C26 C25 121.0(9) . . ? C8 C9 C4 120.5(11) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.8 . . ? C15 C20 C19 121.5(10) . . ? C15 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? O2 C21 C22 107.3(9) . . ? O2 C21 H21A 110.3 . . ? C22 C21 H21A 110.3 . . ? O2 C21 H21B 110.2 . . ? C22 C21 H21B 110.3 . . ? H21A C21 H21B 108.5 . . ? C18 C19 C20 119.7(9) . . ? C18 C19 O2 125.0(10) . . ? C20 C19 O2 115.2(9) . . ? C18 C17 C16 122.4(10) . . ? C18 C17 H17 118.8 . . ? C16 C17 H17 118.8 . . ? C27 C28 C29 120.3(10) . . ? C27 C28 H28 119.9 . . ? C29 C28 H28 119.9 . . ? C9 C8 C7 121.1(10) . . ? C9 C8 O1 115.5(10) . . ? C7 C8 O1 123.3(10) . . ? C7 C6 C5 118.9(10) . . ? C7 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C26 C31 C30 120.0(9) . . ? C26 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C28 C27 C26 120.4(10) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C17 C16 C15 118.3(10) . . ? C17 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? C5 C4 C9 118.6(10) . . ? C5 C4 C3 120.5(10) . . ? C9 C4 C3 120.8(11) . . ? N1 C1 C2 113.1(9) . . ? N1 C1 H1A 108.9 . . ? C2 C1 H1A 108.9 . . ? N1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? C26 C25 N5 112.2(8) . . ? C26 C25 H25A 109.2 . . ? N5 C25 H25A 109.1 . . ? C26 C25 H25B 109.2 . . ? N5 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C17 C18 C19 118.8(10) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? C20 C15 C16 119.1(10) . . ? C20 C15 C14 119.7(10) . . ? C16 C15 C14 121.2(10) . . ? N4 C13 C12 112.8(8) . . ? N4 C13 H13A 109.0 . . ? C12 C13 H13A 109.0 . . ? N4 C13 H13B 109.0 . . ? C12 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C21 C22 N2 112.8(9) . . ? C21 C22 H22A 109.1 . . ? N2 C22 H22A 109.1 . . ? C21 C22 H22B 109.0 . . ? N2 C22 H22B 109.0 . . ? H22A C22 H22B 107.8 . . ? N5 C24 C23 110.2(9) . . ? N5 C24 H24A 109.6 . . ? C23 C24 H24A 109.6 . . ? N5 C24 H24B 109.6 . . ? C23 C24 H24B 109.6 . . ? H24A C24 H24B 108.1 . . ? O3 C32 C33 106.5(9) . . ? O3 C32 H32A 110.4 . . ? C33 C32 H32A 110.4 . . ? O3 C32 H32B 110.4 . . ? C33 C32 H32B 110.4 . . ? H32A C32 H32B 108.6 . . ? C32 C33 N2 111.2(9) . . ? C32 C33 H33A 109.4 . . ? N2 C33 H33A 109.4 . . ? C32 C33 H33B 109.4 . . ? N2 C33 H33B 109.4 . . ? H33A C33 H33B 108.0 . . ? C1 C2 N3 111.7(9) . . ? C1 C2 H2A 109.3 . . ? N3 C2 H2A 109.3 . . ? C1 C2 H2B 109.2 . . ? N3 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? C8 C7 C6 119.6(10) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.3 . . ? C10 C11 N2 111.5(8) . . ? C10 C11 H11A 109.4 . . ? N2 C11 H11A 109.4 . . ? C10 C11 H11B 109.3 . . ? N2 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? N4 C14 C15 112.8(8) . . ? N4 C14 H14A 109.0 . . ? C15 C14 H14A 109.0 . . ? N4 C14 H14B 109.1 . . ? C15 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? N1 C12 C13 112.6(9) . . ? N1 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? N1 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C32 O3 C30 C29 9.6(15) . . . . ? C32 O3 C30 C31 -169.5(9) . . . . ? O3 C30 C29 C28 177.3(10) . . . . ? C31 C30 C29 C28 -3.7(17) . . . . ? C24 C23 N1 C1 -150.7(9) . . . . ? C24 C23 N1 C12 86.3(10) . . . . ? C2 N3 C3 C4 -175.0(9) . . . . ? C8 O1 C10 C11 -179.0(9) . . . . ? C19 O2 C21 C22 -173.2(9) . . . . ? C15 C20 C19 C18 1.8(15) . . . . ? C15 C20 C19 O2 -179.6(9) . . . . ? C21 O2 C19 C18 2.8(14) . . . . ? C21 O2 C19 C20 -175.7(9) . . . . ? C30 C29 C28 C27 2.0(17) . . . . ? C4 C9 C8 C7 1.3(17) . . . . ? C4 C9 C8 O1 179.4(9) . . . . ? C10 O1 C8 C9 178.1(9) . . . . ? C10 O1 C8 C7 -3.8(15) . . . . ? C4 C5 C6 C7 -1.1(15) . . . . ? C27 C26 C31 C30 0.7(15) . . . . ? C25 C26 C31 C30 -179.0(9) . . . . ? O3 C30 C31 C26 -178.5(9) . . . . ? C29 C30 C31 C26 2.3(16) . . . . ? C29 C28 C27 C26 1.1(16) . . . . ? C31 C26 C27 C28 -2.4(16) . . . . ? C25 C26 C27 C28 177.3(10) . . . . ? C18 C17 C16 C15 2.0(16) . . . . ? C6 C5 C4 C9 0.6(15) . . . . ? C6 C5 C4 C3 179.2(9) . . . . ? C8 C9 C4 C5 -0.7(16) . . . . ? C8 C9 C4 C3 -179.3(10) . . . . ? N3 C3 C4 C5 91.5(12) . . . . ? N3 C3 C4 C9 -89.9(12) . . . . ? C23 N1 C1 C2 76.5(11) . . . . ? C12 N1 C1 C2 -160.5(9) . . . . ? C31 C26 C25 N5 -88.6(11) . . . . ? C27 C26 C25 N5 91.7(11) . . . . ? C24 N5 C25 C26 174.1(8) . . . . ? C16 C17 C18 C19 1.3(16) . . . . ? C20 C19 C18 C17 -3.2(15) . . . . ? O2 C19 C18 C17 178.3(10) . . . . ? C19 C20 C15 C16 1.6(15) . . . . ? C19 C20 C15 C14 -176.2(9) . . . . ? C17 C16 C15 C20 -3.4(15) . . . . ? C17 C16 C15 C14 174.3(9) . . . . ? C14 N4 C13 C12 169.8(9) . . . . ? O2 C21 C22 N2 64.7(12) . . . . ? C11 N2 C22 C21 -165.1(9) . . . . ? C33 N2 C22 C21 71.0(12) . . . . ? C25 N5 C24 C23 170.7(8) . . . . ? N1 C23 C24 N5 68.7(11) . . . . ? C30 O3 C32 C33 -170.6(9) . . . . ? O3 C32 C33 N2 63.8(11) . . . . ? C22 N2 C33 C32 -160.6(9) . . . . ? C11 N2 C33 C32 76.0(11) . . . . ? N1 C1 C2 N3 72.8(12) . . . . ? C3 N3 C2 C1 -174.7(9) . . . . ? C9 C8 C7 C6 -1.7(17) . . . . ? O1 C8 C7 C6 -179.8(10) . . . . ? C5 C6 C7 C8 1.6(16) . . . . ? O1 C10 C11 N2 59.0(11) . . . . ? C22 N2 C11 C10 82.5(11) . . . . ? C33 N2 C11 C10 -153.4(9) . . . . ? C13 N4 C14 C15 169.9(9) . . . . ? C20 C15 C14 N4 -84.5(12) . . . . ? C16 C15 C14 N4 97.7(12) . . . . ? C1 N1 C12 C13 85.5(11) . . . . ? C23 N1 C12 C13 -151.1(9) . . . . ? N4 C13 C12 N1 74.1(12) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.868 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.348