# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global data_innaonm #TrackingRef 'total.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H109 In N2 Na O9' _chemical_formula_weight 1212.36 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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In -0.7276 1.3100 '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 13.1453(5) _cell_length_b 16.6419(6) _cell_length_c 17.5596(6) _cell_angle_alpha 65.2340(10) _cell_angle_beta 85.4070(10) _cell_angle_gamma 87.6900(10) _cell_volume 3476.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1302 _exptl_absorpt_coefficient_mu 0.397 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8573 _exptl_absorpt_correction_T_max 0.9428 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19479 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12168 _reflns_number_gt 10661 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0776P)^2^+1.9086P] 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 12168 _refine_ls_number_parameters 745 _refine_ls_number_restraints 98 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1301 _refine_ls_wR_factor_gt 0.1248 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.109 _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 In1 In 0.207944(11) -0.235107(8) 0.276384(8) 0.02517(4) Uani 1 1 d . . . O1 O 0.07842(11) -0.27187(9) 0.24006(9) 0.0299(3) Uani 1 1 d . . . O2 O 0.23766(12) -0.10226(9) 0.20691(8) 0.0298(4) Uani 1 1 d . . . N1 N 0.27130(13) -0.33662(10) 0.25036(10) 0.0262(4) Uani 1 1 d . . . N2 N 0.22353(14) -0.20103(10) 0.37539(10) 0.0271(4) Uani 1 1 d . . . C1 C 0.19842(16) -0.37689(12) 0.22425(12) 0.0253(5) Uani 1 1 d . . . C2 C 0.09761(16) -0.34132(13) 0.21936(12) 0.0267(5) Uani 1 1 d . . . C3 C 0.02074(16) -0.37895(13) 0.19394(13) 0.0283(5) Uani 1 1 d . . . C4 C 0.04702(17) -0.45107(13) 0.17440(13) 0.0328(5) Uani 1 1 d . . . H4A H -0.0047 -0.4766 0.1569 0.039 Uiso 1 1 calc R . . C5 C 0.14463(18) -0.48695(13) 0.17937(13) 0.0309(5) Uani 1 1 d . . . C6 C 0.22041(17) -0.44829(13) 0.20364(13) 0.0291(5) Uani 1 1 d . . . H6A H 0.2882 -0.4709 0.2062 0.035 Uiso 1 1 calc R . . C7 C -0.08885(17) -0.34179(15) 0.18795(14) 0.0361(6) Uani 1 1 d . . . C8 C -0.0893(2) -0.24380(17) 0.12547(17) 0.0482(7) Uani 1 1 d . . . H8A H -0.0673 -0.2387 0.0690 0.072 Uiso 1 1 calc R . . H8B H -0.0424 -0.2109 0.1423 0.072 Uiso 1 1 calc R . . H8C H -0.1584 -0.2194 0.1253 0.072 Uiso 1 1 calc R . . C9 C -0.13260(19) -0.35194(18) 0.27504(16) 0.0469(7) Uani 1 1 d . . . H9A H -0.0898 -0.3197 0.2959 0.070 Uiso 1 1 calc R . . H9B H -0.1337 -0.4148 0.3139 0.070 Uiso 1 1 calc R . . H9C H -0.2022 -0.3278 0.2710 0.070 Uiso 1 1 calc R . . C10 C -0.15999(19) -0.39035(18) 0.15585(18) 0.0508(7) Uani 1 1 d . . . H10A H -0.1331 -0.3854 0.1004 0.076 Uiso 1 1 calc R . . H10B H -0.2283 -0.3637 0.1515 0.076 Uiso 1 1 calc R . . H10C H -0.1639 -0.4529 0.1952 0.076 Uiso 1 1 calc R . . C11 C 0.1658(2) -0.56860(14) 0.15973(15) 0.0392(6) Uani 1 1 d . . . C12 C 0.0970(2) -0.64419(16) 0.22079(19) 0.0542(8) Uani 1 1 d . . . H12A H 0.0253 -0.6259 0.2135 0.081 Uiso 1 1 calc R . . H12B H 0.1126 -0.6583 0.2787 0.081 Uiso 1 1 calc R . . H12C H 0.1092 -0.6966 0.2092 0.081 Uiso 1 1 calc R . . C13 C 0.1426(3) -0.54700(18) 0.06913(18) 0.0743(10) Uani 1 1 d . . . H13A H 0.0729 -0.5236 0.0597 0.111 Uiso 1 1 calc R . . H13B H 0.1491 -0.6009 0.0594 0.111 Uiso 1 1 calc R . . H13C H 0.1910 -0.5027 0.0302 0.111 Uiso 1 1 calc R . . C14 C 0.2753(2) -0.60205(16) 0.17263(19) 0.0570(7) Uani 1 1 d . . . H14A H 0.2839 -0.6550 0.1615 0.086 Uiso 1 1 calc R . . H14B H 0.2905 -0.6168 0.2307 0.086 Uiso 1 1 calc R . . H14C H 0.3220 -0.5559 0.1340 0.086 Uiso 1 1 calc R . . C15 C 0.37023(15) -0.37426(12) 0.27011(13) 0.0259(5) Uani 1 1 d . . . C16 C 0.38314(16) -0.45388(13) 0.34162(12) 0.0281(5) Uani 1 1 d . . . C17 C 0.48191(17) -0.48552(15) 0.36134(14) 0.0354(6) Uani 1 1 d . . . H17A H 0.4912 -0.5398 0.4088 0.042 Uiso 1 1 calc R . . C18 C 0.56656(18) -0.43956(16) 0.31332(16) 0.0415(6) Uani 1 1 d . . . H18A H 0.6334 -0.4616 0.3279 0.050 Uiso 1 1 calc R . . C19 C 0.55269(18) -0.36166(16) 0.24421(15) 0.0405(6) Uani 1 1 d . . . H19A H 0.6110 -0.3299 0.2118 0.049 Uiso 1 1 calc R . . C20 C 0.45632(17) -0.32759(14) 0.21992(14) 0.0335(5) Uani 1 1 d . . . C21 C 0.29294(17) -0.50356(14) 0.40107(13) 0.0316(5) Uani 1 1 d . . . H21A H 0.2287 -0.4749 0.3747 0.038 Uiso 1 1 calc R . . C22 C 0.2937(2) -0.49700(16) 0.48488(15) 0.0419(6) Uani 1 1 d . . . H22A H 0.2328 -0.5257 0.5205 0.063 Uiso 1 1 calc R . . H22B H 0.2939 -0.4346 0.4752 0.063 Uiso 1 1 calc R . . H22C H 0.3550 -0.5265 0.5129 0.063 Uiso 1 1 calc R . . C23 C 0.2920(2) -0.60066(15) 0.41479(17) 0.0470(7) Uani 1 1 d . . . H23A H 0.2942 -0.6040 0.3603 0.070 Uiso 1 1 calc R . . H23B H 0.2295 -0.6287 0.4482 0.070 Uiso 1 1 calc R . . H23C H 0.3516 -0.6314 0.4447 0.070 Uiso 1 1 calc R . . C24 C 0.44611(19) -0.24324(16) 0.14186(15) 0.0417(7) Uani 1 1 d . . . H24A H 0.3723 -0.2259 0.1400 0.050 Uiso 1 1 calc R . . C25 C 0.5056(3) -0.16667(18) 0.14241(19) 0.0601(9) Uani 1 1 d . . . H25A H 0.4838 -0.1575 0.1929 0.090 Uiso 1 1 calc R . . H25B H 0.4925 -0.1127 0.0923 0.090 Uiso 1 1 calc R . . H25C H 0.5788 -0.1806 0.1424 0.090 Uiso 1 1 calc R . . C26 C 0.4760(3) -0.25819(19) 0.06275(17) 0.0576(9) Uani 1 1 d . . . H26A H 0.4337 -0.3051 0.0622 0.086 Uiso 1 1 calc R . . H26B H 0.5480 -0.2757 0.0625 0.086 Uiso 1 1 calc R . . H26C H 0.4653 -0.2033 0.0128 0.086 Uiso 1 1 calc R . . C27 C 0.23493(15) -0.10996(12) 0.34635(13) 0.0257(5) Uani 1 1 d . . . C28 C 0.24240(16) -0.05907(12) 0.25716(12) 0.0256(5) Uani 1 1 d . . . C29 C 0.25314(17) 0.03281(13) 0.22419(13) 0.0285(5) Uani 1 1 d . . . C30 C 0.25860(17) 0.07281(13) 0.28046(13) 0.0304(5) Uani 1 1 d . . . H30A H 0.2671 0.1351 0.2582 0.036 Uiso 1 1 calc R . . C31 C 0.25196(16) 0.02456(13) 0.36721(13) 0.0283(5) Uani 1 1 d . . . C32 C 0.23853(17) -0.06659(13) 0.39929(13) 0.0293(5) Uani 1 1 d . . . H32A H 0.2316 -0.1001 0.4585 0.035 Uiso 1 1 calc R . . C33 C 0.2603(2) 0.08835(14) 0.12837(14) 0.0376(6) Uani 1 1 d . . . C34 C 0.2683(3) 0.18821(15) 0.10514(16) 0.0524(8) Uani 1 1 d . . . H34A H 0.2100 0.2071 0.1322 0.079 Uiso 1 1 calc R . . H34B H 0.2683 0.2213 0.0440 0.079 Uiso 1 1 calc R . . H34C H 0.3318 0.1998 0.1244 0.079 Uiso 1 1 calc R . . C35 C 0.1651(2) 0.07556(17) 0.08993(15) 0.0471(7) Uani 1 1 d . . . H35A H 0.1049 0.0971 0.1126 0.071 Uiso 1 1 calc R . . H35B H 0.1571 0.0126 0.1039 0.071 Uiso 1 1 calc R . . H35C H 0.1725 0.1088 0.0287 0.071 Uiso 1 1 calc R . . C36 C 0.3565(2) 0.06038(16) 0.08958(16) 0.0489(7) Uani 1 1 d . . . H36A H 0.4172 0.0764 0.1089 0.073 Uiso 1 1 calc R . . H36B H 0.3576 0.0907 0.0281 0.073 Uiso 1 1 calc R . . H36C H 0.3559 -0.0038 0.1069 0.073 Uiso 1 1 calc R . . C37 C 0.26097(19) 0.06717(13) 0.42869(14) 0.0355(6) Uani 1 1 d . . . C38 C 0.3527(2) 0.02624(17) 0.48118(18) 0.0611(8) Uani 1 1 d . . . H38A H 0.3593 0.0535 0.5204 0.092 Uiso 1 1 calc R . . H38B H 0.4150 0.0367 0.4438 0.092 Uiso 1 1 calc R . . H38C H 0.3425 -0.0376 0.5129 0.092 Uiso 1 1 calc R . . C39 C 0.1647(2) 0.04900(17) 0.48794(16) 0.0546(8) Uani 1 1 d . . . H39A H 0.1060 0.0777 0.4555 0.082 Uiso 1 1 calc R . . H39B H 0.1730 0.0726 0.5297 0.082 Uiso 1 1 calc R . . H39C H 0.1534 -0.0150 0.5166 0.082 Uiso 1 1 calc R . . C40 C 0.2755(2) 0.16706(15) 0.38499(16) 0.0494(7) Uani 1 1 d . . . H40A H 0.2171 0.1945 0.3517 0.074 Uiso 1 1 calc R . . H40B H 0.3382 0.1804 0.3479 0.074 Uiso 1 1 calc R . . H40C H 0.2805 0.1905 0.4273 0.074 Uiso 1 1 calc R . . C41 C 0.22586(17) -0.25748(12) 0.46278(13) 0.0282(5) Uani 1 1 d . . . C42 C 0.31786(18) -0.27002(13) 0.50289(13) 0.0328(5) Uani 1 1 d . . . C43 C 0.3174(2) -0.32659(15) 0.58824(15) 0.0433(6) Uani 1 1 d . . . H43A H 0.3785 -0.3348 0.6162 0.052 Uiso 1 1 calc R . . C44 C 0.2310(2) -0.37058(16) 0.63280(15) 0.0475(7) Uani 1 1 d . . . H44A H 0.2324 -0.4081 0.6910 0.057 Uiso 1 1 calc R . . C45 C 0.1425(2) -0.36027(15) 0.59313(15) 0.0416(7) Uani 1 1 d . . . H45A H 0.0834 -0.3921 0.6239 0.050 Uiso 1 1 calc R . . C46 C 0.13809(18) -0.30323(13) 0.50758(13) 0.0330(5) Uani 1 1 d . . . C47 C 0.41628(18) -0.22798(14) 0.45422(15) 0.0386(6) Uani 1 1 d . . . H47A H 0.3982 -0.1708 0.4071 0.046 Uiso 1 1 calc R . . C48 C 0.4898(2) -0.20672(18) 0.50698(19) 0.0570(7) Uani 1 1 d . . . H48A H 0.4554 -0.1679 0.5304 0.085 Uiso 1 1 calc R . . H48B H 0.5502 -0.1770 0.4713 0.085 Uiso 1 1 calc R . . H48C H 0.5105 -0.2618 0.5529 0.085 Uiso 1 1 calc R . . C49 C 0.4697(2) -0.28639(16) 0.41543(16) 0.0439(7) Uani 1 1 d . . . H49A H 0.4250 -0.2940 0.3769 0.066 Uiso 1 1 calc R . . H49B H 0.4850 -0.3443 0.4601 0.066 Uiso 1 1 calc R . . H49C H 0.5333 -0.2584 0.3844 0.066 Uiso 1 1 calc R . . C50 C 0.03806(19) -0.29368(16) 0.46739(15) 0.0407(6) Uani 1 1 d . . . H50A H 0.0523 -0.2574 0.4058 0.049 Uiso 1 1 calc R . . C51 C -0.0405(2) -0.2425(2) 0.4984(2) 0.0702(10) Uani 1 1 d . . . H51A H -0.1017 -0.2321 0.4670 0.105 Uiso 1 1 calc R . . H51B H -0.0118 -0.1856 0.4896 0.105 Uiso 1 1 calc R . . H51C H -0.0585 -0.2768 0.5584 0.105 Uiso 1 1 calc R . . C52 C -0.0045(3) -0.38029(19) 0.4768(2) 0.0759(10) Uani 1 1 d . . . H52A H 0.0445 -0.4086 0.4505 0.114 Uiso 1 1 calc R . . H52B H -0.0688 -0.3694 0.4493 0.114 Uiso 1 1 calc R . . H52C H -0.0168 -0.4192 0.5366 0.114 Uiso 1 1 calc R . . Na1 Na -0.21717(7) 0.10192(6) 0.19180(6) 0.0426(2) Uani 1 1 d . . . O1S O -0.13835(14) 0.11781(12) 0.30050(11) 0.0512(4) Uani 1 1 d U A . O2S O -0.06950(16) 0.00933(13) 0.22414(13) 0.0607(6) Uani 1 1 d U A . O3S O -0.3472(3) -0.0118(2) 0.2424(2) 0.0815(11) Uani 0.50 1 d PDU A 1 O4S O -0.3717(3) 0.1659(2) 0.2343(3) 0.0916(12) Uani 0.50 1 d PDU A 1 O3S' O -0.3312(3) -0.0104(2) 0.2711(3) 0.0815(11) Uani 0.50 1 d PDU A 2 O4S' O -0.3779(3) 0.1610(2) 0.2076(3) 0.0916(12) Uani 0.50 1 d PDU A 2 O5S O -0.2539(2) 0.11668(14) 0.05645(14) 0.0984(8) Uani 1 1 d D A . O6S O -0.1449(2) 0.23471(18) 0.08296(15) 0.0940(9) Uani 1 1 d U A . C1S C -0.1553(4) 0.1902(2) 0.3239(3) 0.0977(9) Uani 1 1 d U . . H1SA H -0.1291 0.1746 0.3791 0.147 Uiso 1 1 calc R A . H1SB H -0.2286 0.2029 0.3265 0.147 Uiso 1 1 calc R . . H1SC H -0.1197 0.2426 0.2820 0.147 Uiso 1 1 calc R . . C2S C -0.0336(2) 0.0942(2) 0.2989(2) 0.0707(10) Uani 1 1 d . . . H2SA H -0.0035 0.0924 0.3495 0.085 Uiso 1 1 calc R A . H2SB H 0.0035 0.1388 0.2487 0.085 Uiso 1 1 calc R . . C3S C -0.0240(2) 0.0065(2) 0.2968(2) 0.0707(11) Uani 1 1 d . A . H3SA H 0.0490 -0.0102 0.2947 0.085 Uiso 1 1 calc R . . H3SB H -0.0584 -0.0386 0.3483 0.085 Uiso 1 1 calc R . . C4S C -0.0464(4) -0.0684(2) 0.2107(3) 0.1138(11) Uani 1 1 d U . . H4SA H 0.0275 -0.0728 0.2002 0.171 Uiso 1 1 calc R A . H4SB H -0.0809 -0.0652 0.1620 0.171 Uiso 1 1 calc R . . H4SC H -0.0701 -0.1206 0.2607 0.171 Uiso 1 1 calc R . . C5S C -0.3165(3) -0.10174(16) 0.2951(2) 0.0977(9) Uani 1 1 d D . . H5SA H -0.3760 -0.1405 0.3115 0.147 Uiso 0.50 1 calc PR A 1 H5SB H -0.2882 -0.1031 0.3456 0.147 Uiso 0.50 1 calc PR A 1 H5SC H -0.2647 -0.1222 0.2638 0.147 Uiso 0.50 1 calc PR A 1 H5SD H -0.3777 -0.1333 0.3278 0.147 Uiso 0.50 1 d PR A 2 H5SE H -0.2578 -0.1220 0.3297 0.147 Uiso 0.50 1 d PR A 2 H5SF H -0.3039 -0.1137 0.2450 0.147 Uiso 0.50 1 d PR A 2 C6S C -0.4346(2) 0.01366(18) 0.2815(2) 0.1027(14) Uani 1 1 d DU . . H6SA H -0.4224 0.0059 0.3391 0.123 Uiso 0.50 1 calc PR A 1 H6SB H -0.4959 -0.0200 0.2835 0.123 Uiso 0.50 1 calc PR A 1 H6SC H -0.4534 -0.0140 0.3427 0.123 Uiso 0.50 1 d PR A 2 H6SD H -0.4771 -0.0145 0.2555 0.123 Uiso 0.50 1 d PR A 2 C7S C -0.4444(5) 0.1120(2) 0.2215(4) 0.1030(17) Uani 0.50 1 d PDU A 1 H7SA H -0.4349 0.1183 0.1627 0.124 Uiso 0.50 1 calc PR A 1 H7SB H -0.5141 0.1331 0.2299 0.124 Uiso 0.50 1 calc PR A 1 C7S' C -0.4652(4) 0.1105(2) 0.2509(5) 0.1030(17) Uani 0.50 1 d PDU A 2 H7SC H -0.5213 0.1241 0.2129 0.124 Uiso 0.50 1 calc PR A 2 H7SD H -0.4888 0.1242 0.2992 0.124 Uiso 0.50 1 calc PR A 2 C8S C -0.4003(3) 0.25363(18) 0.1806(3) 0.1138(11) Uani 1 1 d D . . H8SA H -0.4627 0.2706 0.2049 0.171 Uiso 0.50 1 calc PR A 1 H8SB H -0.4125 0.2565 0.1252 0.171 Uiso 0.50 1 calc PR A 1 H8SC H -0.3452 0.2943 0.1748 0.171 Uiso 0.50 1 calc PR A 1 H8SD H -0.4730 0.2614 0.1933 0.171 Uiso 0.50 1 d PR A 2 H8SE H -0.3837 0.2851 0.1200 0.171 Uiso 0.50 1 d PR A 2 H8SF H -0.3595 0.2775 0.2107 0.171 Uiso 0.50 1 d PR A 2 C9S C -0.3046(5) 0.0468(3) 0.0476(4) 0.0889(13) Uani 0.50 1 d PDU A 1 H9SA H -0.2632 -0.0074 0.0698 0.133 Uiso 0.50 1 calc PR A 1 H9SB H -0.3137 0.0634 -0.0119 0.133 Uiso 0.50 1 calc PR A 1 H9SC H -0.3714 0.0366 0.0790 0.133 Uiso 0.50 1 calc PR A 1 C9S' C -0.2699(7) 0.0439(3) 0.0362(4) 0.0889(13) Uani 0.50 1 d PDU A 2 H9SD H -0.3083 -0.0021 0.0834 0.133 Uiso 0.50 1 calc PR A 2 H9SE H -0.2038 0.0198 0.0255 0.133 Uiso 0.50 1 calc PR A 2 H9SF H -0.3085 0.0640 -0.0141 0.133 Uiso 0.50 1 calc PR A 2 C10S C -0.1915(3) 0.1819(3) -0.0090(2) 0.0953(15) Uani 1 1 d . . . H10D H -0.2215 0.1981 -0.0635 0.114 Uiso 1 1 calc R A . H10E H -0.1227 0.1567 -0.0123 0.114 Uiso 1 1 calc R . . C11S C -0.1827(3) 0.2601(3) 0.0057(2) 0.0956(12) Uani 1 1 d U A . H11A H -0.1361 0.3029 -0.0385 0.115 Uiso 1 1 calc R . . H11B H -0.2503 0.2888 0.0046 0.115 Uiso 1 1 calc R . . C12S C -0.0864(4) 0.3002(3) 0.0856(3) 0.1295(17) Uani 1 1 d U . . H12D H -0.0449 0.3282 0.0324 0.194 Uiso 1 1 calc R A . H12E H -0.0415 0.2742 0.1320 0.194 Uiso 1 1 calc R . . H12F H -0.1310 0.3446 0.0942 0.194 Uiso 1 1 calc R . . O7S O 0.5434(4) -0.5504(2) 0.1044(2) 0.0931(12) Uani 0.50 1 d PD B 1 C13S C 0.5622(7) -0.5225(4) 0.1685(3) 0.1077(17) Uani 0.50 1 d PDU B 1 H13D H 0.5976 -0.5699 0.2130 0.161 Uiso 0.50 1 calc PR B 1 H13E H 0.4972 -0.5091 0.1923 0.161 Uiso 0.50 1 calc PR B 1 H13F H 0.6047 -0.4694 0.1444 0.161 Uiso 0.50 1 calc PR B 1 O7S' O 0.5857(3) -0.5428(2) 0.0819(2) 0.0931(12) Uani 0.50 1 d PD B 2 C13' C 0.6210(7) -0.5089(4) 0.1373(4) 0.1077(17) Uani 0.50 1 d PDU B 2 H13G H 0.6459 -0.5578 0.1870 0.161 Uiso 0.50 1 calc PR B 2 H13H H 0.5648 -0.4784 0.1547 0.161 Uiso 0.50 1 calc PR B 2 H13I H 0.6766 -0.4671 0.1083 0.161 Uiso 0.50 1 calc PR B 2 C14S C 0.5179(2) -0.47911(13) 0.02798(12) 0.0676(9) Uani 1 1 d D . . H14D H 0.5781 -0.4414 0.0004 0.081 Uiso 0.50 1 calc PR B 1 H14E H 0.4628 -0.4422 0.0390 0.081 Uiso 0.50 1 calc PR B 1 H14F H 0.5525 -0.4222 -0.0065 0.081 Uiso 0.50 1 d PR B 2 H14G H 0.4593 -0.4684 0.0618 0.081 Uiso 0.50 1 d PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 In1 0.02678(8) 0.02133(6) 0.03004(7) -0.01319(5) -0.00241(6) -0.00067(5) O1 0.0243(7) 0.0287(6) 0.0433(7) -0.0212(5) -0.0061(6) 0.0014(6) O2 0.0398(8) 0.0228(6) 0.0281(6) -0.0122(5) 0.0019(6) -0.0036(6) N1 0.0230(8) 0.0247(7) 0.0347(8) -0.0159(6) -0.0043(7) 0.0010(7) N2 0.0339(9) 0.0203(7) 0.0288(8) -0.0117(6) -0.0031(7) -0.0011(7) C1 0.0280(10) 0.0221(8) 0.0252(9) -0.0094(7) -0.0010(8) -0.0022(8) C2 0.0300(10) 0.0235(9) 0.0257(9) -0.0094(7) -0.0010(8) -0.0018(8) C3 0.0271(10) 0.0301(9) 0.0276(9) -0.0117(8) -0.0026(8) -0.0026(8) C4 0.0373(11) 0.0284(9) 0.0357(10) -0.0148(8) -0.0082(9) -0.0072(9) C5 0.0413(12) 0.0228(9) 0.0298(9) -0.0118(7) -0.0039(9) -0.0038(9) C6 0.0316(11) 0.0270(9) 0.0303(9) -0.0134(7) -0.0042(8) 0.0015(8) C7 0.0266(11) 0.0419(11) 0.0422(11) -0.0193(9) -0.0052(9) -0.0030(9) C8 0.0388(13) 0.0468(13) 0.0577(14) -0.0193(11) -0.0172(11) 0.0110(11) C9 0.0322(12) 0.0598(14) 0.0531(13) -0.0282(11) 0.0001(11) -0.0027(11) C10 0.0317(12) 0.0634(14) 0.0661(15) -0.0338(12) -0.0118(11) -0.0042(11) C11 0.0483(13) 0.0315(10) 0.0474(11) -0.0252(8) -0.0069(10) -0.0018(10) C12 0.0613(17) 0.0282(11) 0.0754(17) -0.0238(11) -0.0017(14) -0.0046(11) C13 0.129(3) 0.0524(13) 0.0591(14) -0.0389(11) -0.0247(17) 0.0162(17) C14 0.0593(17) 0.0460(11) 0.0866(16) -0.0493(10) 0.0021(13) 0.0009(12) C15 0.0235(10) 0.0242(8) 0.0356(9) -0.0176(7) -0.0032(8) 0.0003(8) C16 0.0299(11) 0.0304(9) 0.0277(9) -0.0159(7) -0.0017(8) -0.0007(8) C17 0.0332(11) 0.0344(10) 0.0385(11) -0.0151(9) -0.0064(9) 0.0070(9) C18 0.0258(11) 0.0504(12) 0.0516(12) -0.0246(10) -0.0051(10) 0.0063(10) C19 0.0276(11) 0.0452(12) 0.0479(12) -0.0193(10) 0.0033(10) -0.0030(10) C20 0.0298(11) 0.0354(10) 0.0363(10) -0.0167(8) 0.0018(9) 0.0000(9) C21 0.0286(11) 0.0283(10) 0.0335(10) -0.0085(8) -0.0023(9) -0.0009(9) C22 0.0439(13) 0.0408(12) 0.0399(12) -0.0166(9) 0.0053(10) -0.0056(11) C23 0.0508(15) 0.0357(11) 0.0546(14) -0.0192(10) 0.0023(12) -0.0100(11) C24 0.0322(12) 0.0389(12) 0.0427(13) -0.0073(10) 0.0078(10) -0.0035(10) C25 0.079(2) 0.0424(14) 0.0550(15) -0.0183(12) 0.0100(15) -0.0112(14) C26 0.0738(19) 0.0492(15) 0.0424(14) -0.0115(12) -0.0014(14) -0.0101(14) C27 0.0245(10) 0.0201(8) 0.0320(9) -0.0105(7) -0.0016(8) -0.0004(8) C28 0.0273(10) 0.0236(8) 0.0278(9) -0.0130(7) 0.0003(8) -0.0002(8) C29 0.0325(11) 0.0222(9) 0.0305(10) -0.0110(7) 0.0005(8) -0.0011(8) C30 0.0368(11) 0.0194(9) 0.0360(10) -0.0127(7) -0.0017(9) 0.0007(8) C31 0.0312(11) 0.0229(9) 0.0346(10) -0.0157(7) -0.0035(8) 0.0022(8) C32 0.0348(11) 0.0247(9) 0.0298(9) -0.0126(7) -0.0054(8) 0.0025(8) C33 0.0540(14) 0.0256(10) 0.0313(10) -0.0113(8) 0.0062(10) -0.0056(10) C34 0.091(2) 0.0243(11) 0.0351(12) -0.0076(9) 0.0060(13) -0.0036(12) C35 0.0665(17) 0.0384(12) 0.0304(11) -0.0082(9) -0.0088(11) 0.0055(12) C36 0.0666(17) 0.0366(11) 0.0422(12) -0.0183(9) 0.0190(12) -0.0121(12) C37 0.0464(13) 0.0284(9) 0.0384(10) -0.0199(8) -0.0081(9) 0.0027(9) C38 0.0800(18) 0.0480(12) 0.0758(14) -0.0412(10) -0.0404(13) 0.0154(13) C39 0.0737(19) 0.0510(12) 0.0493(13) -0.0327(10) 0.0087(13) -0.0055(13) C40 0.0748(18) 0.0319(10) 0.0509(12) -0.0257(9) -0.0075(12) -0.0030(12) C41 0.0380(11) 0.0194(8) 0.0294(9) -0.0122(7) -0.0049(8) 0.0029(8) C42 0.0441(12) 0.0219(9) 0.0348(10) -0.0135(8) -0.0080(9) 0.0015(9) C43 0.0599(15) 0.0338(11) 0.0398(11) -0.0167(9) -0.0205(11) 0.0082(11) C44 0.0781(19) 0.0298(11) 0.0293(11) -0.0073(9) -0.0047(12) 0.0034(12) C45 0.0592(15) 0.0283(10) 0.0343(11) -0.0118(9) 0.0079(11) -0.0024(11) C46 0.0425(12) 0.0269(9) 0.0326(10) -0.0162(8) 0.0006(9) 0.0014(9) C47 0.0400(12) 0.0287(10) 0.0476(12) -0.0141(9) -0.0179(10) 0.0020(9) C48 0.0428(14) 0.0617(14) 0.0854(16) -0.0470(12) -0.0198(12) 0.0047(12) C49 0.0460(14) 0.0414(12) 0.0449(12) -0.0179(10) -0.0012(11) -0.0117(11) C50 0.0360(12) 0.0435(12) 0.0386(12) -0.0144(10) 0.0072(10) -0.0043(10) C51 0.0577(18) 0.0625(15) 0.103(2) -0.0472(15) -0.0104(16) 0.0164(14) C52 0.0608(18) 0.0607(15) 0.127(2) -0.0570(15) -0.0237(17) 0.0034(14) Na1 0.0400(5) 0.0496(5) 0.0420(4) -0.0223(4) -0.0029(4) -0.0050(4) O1S 0.0485(10) 0.0627(7) 0.0497(8) -0.0301(6) -0.0062(8) -0.0018(8) O2S 0.0533(11) 0.0512(7) 0.0698(11) -0.0203(7) 0.0048(10) 0.0112(9) O3S 0.0767(16) 0.0865(14) 0.102(2) -0.0595(13) 0.0136(15) -0.0344(13) O4S 0.0779(16) 0.1020(17) 0.076(2) -0.0223(14) 0.0032(15) 0.0204(14) O3S' 0.0767(16) 0.0865(14) 0.102(2) -0.0595(13) 0.0136(15) -0.0344(13) O4S' 0.0779(16) 0.1020(17) 0.076(2) -0.0223(14) 0.0032(15) 0.0204(14) O5S 0.1089(19) 0.1402(17) 0.0689(12) -0.0642(11) 0.0099(12) -0.0552(15) O6S 0.1145(18) 0.0845(17) 0.0529(8) 0.0061(12) -0.0204(10) -0.0324(15) C1S 0.127(2) 0.0749(9) 0.1076(15) -0.0581(8) 0.0330(16) -0.0356(14) C2S 0.0479(17) 0.105(2) 0.0695(17) -0.0457(16) -0.0105(14) -0.0018(16) C3S 0.0449(16) 0.091(2) 0.0517(17) -0.0092(16) 0.0005(14) 0.0259(16) C4S 0.114(2) 0.0687(9) 0.154(2) -0.0501(11) 0.021(2) 0.0281(15) C5S 0.127(2) 0.0749(9) 0.1076(15) -0.0581(8) 0.0330(16) -0.0356(14) C6S 0.064(2) 0.143(3) 0.080(2) -0.0236(19) -0.0049(17) -0.028(2) C7S 0.097(2) 0.115(2) 0.108(3) -0.0589(18) -0.003(2) -0.001(2) C7S' 0.097(2) 0.115(2) 0.108(3) -0.0589(18) -0.003(2) -0.001(2) C8S 0.114(2) 0.0687(9) 0.154(2) -0.0501(11) 0.021(2) 0.0281(15) C9S 0.100(3) 0.0975(19) 0.0885(18) -0.0570(15) -0.0124(19) -0.0033(19) C9S' 0.100(3) 0.0975(19) 0.0885(18) -0.0570(15) -0.0124(19) -0.0033(19) C10S 0.094(3) 0.144(3) 0.0432(16) -0.0362(19) 0.0113(18) -0.007(3) C11S 0.097(2) 0.107(2) 0.0682(11) -0.0164(17) -0.0270(13) -0.022(2) C12S 0.142(3) 0.118(3) 0.119(3) -0.035(2) -0.019(2) -0.046(2) O7S 0.118(3) 0.0922(16) 0.0968(17) -0.0615(13) -0.0374(19) 0.003(2) C13S 0.117(3) 0.113(2) 0.106(2) -0.0564(18) -0.023(2) -0.006(2) O7S' 0.118(3) 0.0922(16) 0.0968(17) -0.0615(13) -0.0374(19) 0.003(2) C13' 0.117(3) 0.113(2) 0.106(2) -0.0564(18) -0.023(2) -0.006(2) C14S 0.076(2) 0.0752(16) 0.0732(16) -0.0518(13) -0.0035(15) -0.0098(16) _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 In1 N1 2.0565(17) . ? In1 O2 2.0645(13) . ? In1 O1 2.0651(15) . ? In1 N2 2.0684(18) . ? O1 C2 1.359(3) . ? O2 C28 1.358(3) . ? N1 C1 1.399(3) . ? N1 C15 1.424(3) . ? N2 C27 1.392(2) . ? N2 C41 1.427(2) . ? C1 C6 1.394(3) . ? C1 C2 1.423(3) . ? C2 C3 1.404(3) . ? C3 C4 1.404(3) . ? C3 C7 1.539(3) . ? C4 C5 1.387(3) . ? C5 C6 1.392(3) . ? C5 C11 1.546(3) . ? C7 C9 1.533(4) . ? C7 C8 1.538(3) . ? C7 C10 1.540(4) . ? C11 C14 1.522(4) . ? C11 C13 1.531(4) . ? C11 C12 1.535(3) . ? C15 C16 1.408(3) . ? C15 C20 1.414(3) . ? C16 C17 1.395(3) . ? C16 C21 1.529(3) . ? C17 C18 1.383(3) . ? C18 C19 1.373(3) . ? C19 C20 1.391(3) . ? C20 C24 1.507(3) . ? C21 C22 1.522(3) . ? C21 C23 1.531(3) . ? C24 C25 1.525(4) . ? C24 C26 1.530(4) . ? C27 C32 1.400(3) . ? C27 C28 1.432(3) . ? C28 C29 1.398(3) . ? C29 C30 1.411(3) . ? C29 C33 1.541(3) . ? C30 C31 1.390(3) . ? C31 C32 1.393(3) . ? C31 C37 1.533(3) . ? C33 C35 1.531(4) . ? C33 C36 1.535(4) . ? C33 C34 1.542(3) . ? C37 C40 1.524(3) . ? C37 C39 1.527(4) . ? C37 C38 1.534(4) . ? C41 C46 1.398(3) . ? C41 C42 1.412(3) . ? C42 C43 1.396(3) . ? C42 C47 1.513(3) . ? C43 C44 1.372(4) . ? C44 C45 1.371(4) . ? C45 C46 1.406(3) . ? C46 C50 1.513(3) . ? C47 C49 1.525(4) . ? C47 C48 1.537(4) . ? C50 C52 1.506(4) . ? C50 C51 1.521(4) . ? Na1 O3S' 2.323(3) . ? Na1 O4S' 2.340(4) . ? Na1 O1S 2.356(2) . ? Na1 O5S 2.372(2) . ? Na1 O2S 2.381(2) . ? Na1 O6S 2.404(2) . ? Na1 O3S 2.429(4) . ? Na1 O4S 2.463(4) . ? Na1 C7S 3.001(7) . ? O1S C2S 1.417(4) . ? O1S C1S 1.430(4) . ? O2S C4S 1.426(5) . ? O2S C3S 1.434(4) . ? O3S C6S 1.431(4) . ? O3S C5S 1.453(3) . ? O4S C8S 1.422(4) . ? O4S C7S 1.429(5) . ? O3S' C5S 1.406(3) . ? O3S' C6S 1.420(4) . ? O4S' C7S' 1.417(4) . ? O4S' C8S 1.435(4) . ? O5S C9S' 1.424(4) . ? O5S C9S 1.431(4) . ? O5S C10S 1.431(4) . ? O6S C11S 1.370(5) . ? O6S C12S 1.377(6) . ? C2S C3S 1.477(5) . ? C6S C7S' 1.517(4) . ? C6S C7S 1.538(4) . ? C10S C11S 1.439(6) . ? O7S C14S 1.423(3) . ? O7S C13S 1.428(5) . ? O7S' C14S 1.425(4) . ? O7S' C13' 1.427(5) . ? C14S C14S 1.530(4) 2_645 ? 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 N1 In1 O2 125.41(6) . . ? N1 In1 O1 82.00(6) . . ? O2 In1 O1 111.07(6) . . ? N1 In1 N2 131.30(7) . . ? O2 In1 N2 81.99(6) . . ? O1 In1 N2 129.09(6) . . ? C2 O1 In1 111.35(12) . . ? C28 O2 In1 111.46(11) . . ? C1 N1 C15 121.73(17) . . ? C1 N1 In1 111.27(13) . . ? C15 N1 In1 126.04(14) . . ? C27 N2 C41 120.67(18) . . ? C27 N2 In1 110.64(13) . . ? C41 N2 In1 128.68(13) . . ? C6 C1 N1 123.30(19) . . ? C6 C1 C2 120.1(2) . . ? N1 C1 C2 116.59(19) . . ? O1 C2 C3 121.77(19) . . ? O1 C2 C1 118.78(19) . . ? C3 C2 C1 119.5(2) . . ? C2 C3 C4 118.0(2) . . ? C2 C3 C7 120.6(2) . . ? C4 C3 C7 121.4(2) . . ? C5 C4 C3 123.3(2) . . ? C4 C5 C6 118.1(2) . . ? C4 C5 C11 119.8(2) . . ? C6 C5 C11 122.2(2) . . ? C5 C6 C1 121.0(2) . . ? C9 C7 C8 110.3(2) . . ? C9 C7 C3 109.60(19) . . ? C8 C7 C3 109.97(18) . . ? C9 C7 C10 108.0(2) . . ? C8 C7 C10 106.9(2) . . ? C3 C7 C10 112.1(2) . . ? C14 C11 C13 108.9(2) . . ? C14 C11 C12 106.74(19) . . ? C13 C11 C12 109.7(2) . . ? C14 C11 C5 112.8(2) . . ? C13 C11 C5 110.36(19) . . ? C12 C11 C5 108.3(2) . . ? C16 C15 C20 120.13(19) . . ? C16 C15 N1 120.76(17) . . ? C20 C15 N1 118.98(17) . . ? C17 C16 C15 118.77(19) . . ? C17 C16 C21 119.04(17) . . ? C15 C16 C21 122.08(18) . . ? C18 C17 C16 121.4(2) . . ? C19 C18 C17 119.0(2) . . ? C18 C19 C20 122.4(2) . . ? C19 C20 C15 118.18(19) . . ? C19 C20 C24 119.9(2) . . ? C15 C20 C24 122.0(2) . . ? C22 C21 C16 110.84(19) . . ? C22 C21 C23 110.32(18) . . ? C16 C21 C23 111.72(19) . . ? C20 C24 C25 112.9(2) . . ? C20 C24 C26 110.9(2) . . ? C25 C24 C26 111.1(2) . . ? N2 C27 C32 123.64(18) . . ? N2 C27 C28 117.16(19) . . ? C32 C27 C28 119.20(17) . . ? O2 C28 C29 121.89(17) . . ? O2 C28 C27 118.29(17) . . ? C29 C28 C27 119.8(2) . . ? C28 C29 C30 118.57(18) . . ? C28 C29 C33 120.3(2) . . ? C30 C29 C33 121.14(18) . . ? C31 C30 C29 122.50(18) . . ? C30 C31 C32 118.4(2) . . ? C30 C31 C37 122.80(18) . . ? C32 C31 C37 118.82(18) . . ? C31 C32 C27 121.52(19) . . ? C35 C33 C36 110.4(2) . . ? C35 C33 C29 110.49(19) . . ? C36 C33 C29 108.99(19) . . ? C35 C33 C34 107.1(2) . . ? C36 C33 C34 107.8(2) . . ? C29 C33 C34 112.2(2) . . ? C40 C37 C39 107.9(2) . . ? C40 C37 C31 113.17(18) . . ? C39 C37 C31 109.8(2) . . ? C40 C37 C38 108.3(2) . . ? C39 C37 C38 108.6(2) . . ? C31 C37 C38 109.0(2) . . ? C46 C41 C42 120.17(18) . . ? C46 C41 N2 119.79(19) . . ? C42 C41 N2 119.97(18) . . ? C43 C42 C41 118.3(2) . . ? C43 C42 C47 120.3(2) . . ? C41 C42 C47 121.34(18) . . ? C44 C43 C42 121.7(2) . . ? C45 C44 C43 119.9(2) . . ? C44 C45 C46 120.9(2) . . ? C41 C46 C45 119.0(2) . . ? C41 C46 C50 122.42(19) . . ? C45 C46 C50 118.6(2) . . ? C42 C47 C49 110.52(19) . . ? C42 C47 C48 113.5(2) . . ? C49 C47 C48 110.1(2) . . ? C52 C50 C46 113.6(2) . . ? C52 C50 C51 111.2(2) . . ? C46 C50 C51 111.5(2) . . ? O3S' Na1 O4S' 69.51(11) . . ? O3S' Na1 O1S 99.87(14) . . ? O4S' Na1 O1S 99.01(16) . . ? O3S' Na1 O5S 98.21(15) . . ? O4S' Na1 O5S 89.96(16) . . ? O1S Na1 O5S 161.69(8) . . ? O3S' Na1 O2S 95.06(10) . . ? O4S' Na1 O2S 160.45(13) . . ? O1S Na1 O2S 71.07(8) . . ? O5S Na1 O2S 104.52(9) . . ? O3S' Na1 O6S 161.73(13) . . ? O4S' Na1 O6S 97.15(12) . . ? O1S Na1 O6S 94.41(9) . . ? O5S Na1 O6S 68.52(9) . . ? O2S Na1 O6S 100.34(9) . . ? O3S' Na1 O3S 13.58(17) . . ? O4S' Na1 O3S 68.89(12) . . ? O1S Na1 O3S 113.45(12) . . ? O5S Na1 O3S 84.64(12) . . ? O2S Na1 O3S 98.99(10) . . ? O6S Na1 O3S 150.07(12) . . ? O3S' Na1 O4S 70.53(12) . . ? O4S' Na1 O4S 12.1(2) . . ? O1S Na1 O4S 86.95(13) . . ? O5S Na1 O4S 101.81(13) . . ? O2S Na1 O4S 151.56(12) . . ? O6S Na1 O4S 99.13(11) . . ? O3S Na1 O4S 72.87(12) . . ? O3S' Na1 C7S 50.84(11) . . ? O4S' Na1 C7S 20.75(13) . . ? O1S Na1 C7S 109.01(15) . . ? O5S Na1 C7S 84.77(15) . . ? O2S Na1 C7S 145.86(9) . . ? O6S Na1 C7S 113.52(11) . . ? O3S Na1 C7S 48.46(11) . . ? O4S Na1 C7S 28.17(12) . . ? C2S O1S C1S 111.9(3) . . ? C2S O1S Na1 110.30(18) . . ? C1S O1S Na1 124.9(2) . . ? C4S O2S C3S 111.7(3) . . ? C4S O2S Na1 129.3(3) . . ? C3S O2S Na1 112.57(18) . . ? C6S O3S C5S 110.1(3) . . ? C6S O3S Na1 111.4(2) . . ? C5S O3S Na1 117.8(3) . . ? C8S O4S C7S 103.9(4) . . ? C8S O4S Na1 118.0(3) . . ? C7S O4S Na1 97.4(4) . . ? C5S O3S' C6S 113.5(3) . . ? C5S O3S' Na1 127.1(3) . . ? C6S O3S' Na1 117.8(2) . . ? C7S' O4S' C8S 110.1(3) . . ? C7S' O4S' Na1 124.9(3) . . ? C8S O4S' Na1 124.9(3) . . ? C9S' O5S C9S 19.8(5) . . ? C9S' O5S C10S 110.4(4) . . ? C9S O5S C10S 124.4(4) . . ? C9S' O5S Na1 124.1(3) . . ? C9S O5S Na1 119.9(3) . . ? C10S O5S Na1 112.1(2) . . ? C11S O6S C12S 111.4(3) . . ? C11S O6S Na1 115.3(2) . . ? C12S O6S Na1 132.0(3) . . ? O1S C2S C3S 109.1(3) . . ? O2S C3S C2S 109.5(2) . . ? O3S' C5S O3S 23.0(3) . . ? O3S' C6S O3S 23.1(3) . . ? O3S' C6S C7S' 120.2(3) . . ? O3S C6S C7S' 120.1(3) . . ? O3S' C6S C7S 106.2(3) . . ? O3S C6S C7S 100.8(4) . . ? C7S' C6S C7S 21.0(4) . . ? O4S C7S C6S 112.5(4) . . ? O4S C7S Na1 54.5(3) . . ? C6S C7S Na1 84.5(3) . . ? O4S' C7S' C6S 107.2(3) . . ? O4S C8S O4S' 21.0(3) . . ? O5S C10S C11S 111.6(3) . . ? O6S C11S C10S 107.6(3) . . ? C14S O7S C13S 113.1(4) . . ? C14S O7S' C13' 108.2(4) . . ? O7S C14S O7S' 26.0(3) . . ? O7S C14S C14S 106.5(3) . 2_645 ? O7S' C14S C14S 104.9(3) . 2_645 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.232 _refine_diff_density_min -0.841 _refine_diff_density_rms 0.077 _database_code_depnum_ccdc_archive 'CCDC 928221' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global #====# END data_inapme2im #TrackingRef 'total.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H80 I In N2 O2' _chemical_formula_weight 1030.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' In In -0.7276 1.3100 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4639(19) _cell_length_b 12.638(2) _cell_length_c 22.385(4) _cell_angle_alpha 74.287(3) _cell_angle_beta 78.611(2) _cell_angle_gamma 72.322(2) _cell_volume 2693.6(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.271 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 1.050 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6439 _exptl_absorpt_correction_T_max 0.9302 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008A)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20315 _diffrn_reflns_av_R_equivalents 0.0693 _diffrn_reflns_av_sigmaI/netI 0.0974 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9401 _reflns_number_gt 5949 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0840P)^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 9401 _refine_ls_number_parameters 569 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1098 _refine_ls_R_factor_gt 0.0600 _refine_ls_wR_factor_ref 0.1471 _refine_ls_wR_factor_gt 0.1338 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.948 _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 In1 In 0.59742(3) 0.20204(2) 0.273741(14) 0.02912(8) Uani 1 1 d . . . I1 I 0.83606(3) 0.15117(3) 0.319008(16) 0.04390(9) Uani 1 1 d . . . O1 O 0.6243(3) 0.3274(2) 0.19363(15) 0.0442(9) Uani 1 1 d . . . O2 O 0.5104(3) 0.0797(2) 0.33502(13) 0.0287(7) Uani 1 1 d . . . N1 N 0.6011(3) 0.1219(3) 0.19661(16) 0.0289(9) Uani 1 1 d . . . N2 N 0.4155(3) 0.3059(3) 0.32187(16) 0.0251(8) Uani 1 1 d . . . C1 C 0.6364(4) 0.1818(4) 0.1416(2) 0.0282(11) Uani 1 1 d . . . C2 C 0.6582(4) 0.2929(4) 0.1390(2) 0.0358(12) Uani 1 1 d . . . C3 C 0.7103(5) 0.3515(4) 0.0850(2) 0.0433(14) Uani 1 1 d D . . C4 C 0.7580(6) 0.2975(5) 0.0285(3) 0.0574(17) Uani 1 1 d . . . H4A H 0.741(2) 0.3530(10) -0.012(2) 0.069 Uiso 1 1 d D . . C5 C 0.6995(5) 0.2036(4) 0.0294(2) 0.0413(13) Uani 1 1 d D . . C6 C 0.6498(4) 0.1488(4) 0.0836(2) 0.0348(12) Uani 1 1 d . . . H6A H 0.6212 0.0839 0.0844 0.042 Uiso 1 1 calc R . . C7 C 0.7415(6) 0.4639(4) 0.0836(3) 0.0597(15) Uani 1 1 d U . . C8 C 0.6055(7) 0.5460(6) 0.1037(3) 0.0872(17) Uani 1 1 d U . . H8A H 0.5484 0.5020 0.1338 0.131 Uiso 1 1 calc R . . H8B H 0.5592 0.5878 0.0669 0.131 Uiso 1 1 calc R . . H8C H 0.6230 0.6002 0.1231 0.131 Uiso 1 1 calc R . . C9 C 0.8497(6) 0.4443(5) 0.1242(3) 0.0761(16) Uani 1 1 d U . . H9A H 0.8193 0.4105 0.1675 0.114 Uiso 1 1 calc R . . H9B H 0.8669 0.5173 0.1223 0.114 Uiso 1 1 calc R . . H9C H 0.9330 0.3925 0.1091 0.114 Uiso 1 1 calc R . . C10 C 0.7887(6) 0.5246(5) 0.0151(3) 0.079(2) Uani 1 1 d . . . H10A H 0.8641 0.4710 -0.0038 0.118 Uiso 1 1 calc R . . H10B H 0.8179 0.5906 0.0164 0.118 Uiso 1 1 calc R . . H10C H 0.7133 0.5501 -0.0099 0.118 Uiso 1 1 calc R . . C11 C 0.9207(6) 0.2446(5) 0.0246(3) 0.0626(18) Uani 1 1 d . . . H11A H 0.9559 0.2244 -0.0159 0.094 Uiso 1 1 calc R . . H11B H 0.9418 0.1763 0.0583 0.094 Uiso 1 1 calc R . . H11C H 0.9625 0.3013 0.0290 0.094 Uiso 1 1 calc R . . C12 C 0.7103(5) 0.1635(5) -0.0306(2) 0.0451(14) Uani 1 1 d . . . C13 C 0.5764(6) 0.1407(5) -0.0343(2) 0.0610(18) Uani 1 1 d . . . H13A H 0.5836 0.1148 -0.0726 0.092 Uiso 1 1 calc R . . H13B H 0.5033 0.2111 -0.0348 0.092 Uiso 1 1 calc R . . H13C H 0.5567 0.0818 0.0021 0.092 Uiso 1 1 calc R . . C14 C 0.8232(6) 0.0493(5) -0.0292(2) 0.0550(17) Uani 1 1 d . . . H14A H 0.8285 0.0228 -0.0671 0.083 Uiso 1 1 calc R . . H14B H 0.8017 -0.0082 0.0076 0.083 Uiso 1 1 calc R . . H14C H 0.9102 0.0616 -0.0273 0.083 Uiso 1 1 calc R . . C15 C 0.7435(5) 0.2499(5) -0.0909(2) 0.0571(18) Uani 1 1 d . . . H15A H 0.7394 0.2230 -0.1274 0.086 Uiso 1 1 calc R . . H15B H 0.8346 0.2575 -0.0923 0.086 Uiso 1 1 calc R . . H15C H 0.6777 0.3241 -0.0913 0.086 Uiso 1 1 calc R . . C16 C 0.5727(4) 0.0154(3) 0.20129(19) 0.0267(11) Uani 1 1 d . . . C17 C 0.6768(5) -0.0855(4) 0.2134(2) 0.0337(12) Uani 1 1 d . . . C18 C 0.6486(5) -0.1875(4) 0.2146(2) 0.0379(13) Uani 1 1 d . . . H18A H 0.7180 -0.2568 0.2217 0.045 Uiso 1 1 calc R . . C19 C 0.5234(5) -0.1906(4) 0.2058(2) 0.0431(13) Uani 1 1 d . . . H19A H 0.5074 -0.2606 0.2056 0.052 Uiso 1 1 calc R . . C20 C 0.4212(5) -0.0906(4) 0.1971(2) 0.0358(11) Uani 1 1 d . . . H20A H 0.3338 -0.0933 0.1927 0.043 Uiso 1 1 calc R . . C21 C 0.4428(4) 0.0147(4) 0.19463(19) 0.0308(11) Uani 1 1 d . . . C22 C 0.8153(5) -0.0859(4) 0.2243(2) 0.0405(14) Uani 1 1 d . . . H22A H 0.8106 -0.0072 0.2273 0.049 Uiso 1 1 calc R . . C23 C 0.9230(6) -0.1146(6) 0.1686(3) 0.064(2) Uani 1 1 d . . . H23A H 0.8969 -0.0590 0.1301 0.097 Uiso 1 1 calc R . . H23B H 0.9294 -0.1912 0.1643 0.097 Uiso 1 1 calc R . . H23C H 1.0108 -0.1117 0.1762 0.097 Uiso 1 1 calc R . . C24 C 0.8573(6) -0.1665(5) 0.2847(2) 0.0571(17) Uani 1 1 d . . . H24A H 0.7845 -0.1519 0.3189 0.086 Uiso 1 1 calc R . . H24B H 0.9393 -0.1546 0.2935 0.086 Uiso 1 1 calc R . . H24C H 0.8752 -0.2453 0.2809 0.086 Uiso 1 1 calc R . . C25 C 0.3267(4) 0.1221(4) 0.1861(2) 0.0344(12) Uani 1 1 d . . . H25A H 0.3621 0.1872 0.1861 0.041 Uiso 1 1 calc R . . C26 C 0.2739(6) 0.1472(5) 0.1238(3) 0.0648(18) Uani 1 1 d . . . H26A H 0.3490 0.1492 0.0898 0.097 Uiso 1 1 calc R . . H26B H 0.2063 0.2211 0.1177 0.097 Uiso 1 1 calc R . . H26C H 0.2324 0.0874 0.1236 0.097 Uiso 1 1 calc R . . C27 C 0.2129(5) 0.1152(4) 0.2400(3) 0.0542(16) Uani 1 1 d . . . H27A H 0.2454 0.1115 0.2788 0.081 Uiso 1 1 calc R . . H27B H 0.1834 0.0467 0.2442 0.081 Uiso 1 1 calc R . . H27C H 0.1368 0.1829 0.2316 0.081 Uiso 1 1 calc R . . C28 C 0.3560(4) 0.2425(3) 0.36773(19) 0.0232(10) Uani 1 1 d . . . C29 C 0.4043(4) 0.1180(3) 0.37548(18) 0.0227(10) Uani 1 1 d . . . C30 C 0.3444(4) 0.0488(3) 0.42205(19) 0.0254(10) Uani 1 1 d . . . C31 C 0.2101(4) 0.0985(3) 0.45778(19) 0.0235(10) Uani 1 1 d . . . H31A H 0.202(4) 0.059(3) 0.5026(18) 0.028 Uiso 1 1 d . . . C32 C 0.1803(4) 0.2229(3) 0.45705(19) 0.0237(10) Uani 1 1 d . . . C33 C 0.2469(4) 0.2881(3) 0.41255(19) 0.0237(10) Uani 1 1 d . . . H33A H 0.2217 0.3678 0.4102 0.028 Uiso 1 1 calc R . . C34 C 0.4022(5) -0.0810(3) 0.4330(2) 0.0314(11) Uani 1 1 d . . . C35 C 0.3272(5) -0.1451(4) 0.4929(2) 0.0375(13) Uani 1 1 d . . . H35A H 0.3390 -0.1230 0.5298 0.056 Uiso 1 1 calc R . . H35B H 0.3649 -0.2276 0.4976 0.056 Uiso 1 1 calc R . . H35C H 0.2306 -0.1248 0.4889 0.056 Uiso 1 1 calc R . . C36 C 0.3915(5) -0.1266(3) 0.3777(2) 0.0355(12) Uani 1 1 d . . . H36A H 0.4365 -0.0873 0.3392 0.053 Uiso 1 1 calc R . . H36B H 0.2961 -0.1129 0.3734 0.053 Uiso 1 1 calc R . . H36C H 0.4352 -0.2086 0.3851 0.053 Uiso 1 1 calc R . . C37 C 0.5503(4) -0.1145(4) 0.4441(2) 0.0334(12) Uani 1 1 d . . . H37A H 0.6027 -0.0775 0.4075 0.050 Uiso 1 1 calc R . . H37B H 0.5863 -0.1974 0.4509 0.050 Uiso 1 1 calc R . . H37C H 0.5567 -0.0899 0.4811 0.050 Uiso 1 1 calc R . . C38 C 0.0949(4) 0.0861(3) 0.4267(2) 0.0296(11) Uani 1 1 d . . . H38A H 0.0081 0.1060 0.4528 0.044 Uiso 1 1 calc R . . H38B H 0.1143 0.0072 0.4227 0.044 Uiso 1 1 calc R . . H38C H 0.0905 0.1374 0.3851 0.044 Uiso 1 1 calc R . . C39 C 0.0652(4) 0.2749(3) 0.50427(19) 0.0268(10) Uani 1 1 d . . . C40 C 0.1116(4) 0.3572(3) 0.5299(2) 0.0308(11) Uani 1 1 d . . . H40A H 0.1912 0.3151 0.5514 0.046 Uiso 1 1 calc R . . H40B H 0.0384 0.3912 0.5594 0.046 Uiso 1 1 calc R . . H40C H 0.1345 0.4176 0.4952 0.046 Uiso 1 1 calc R . . C41 C -0.0600(4) 0.3412(4) 0.4707(2) 0.0321(11) Uani 1 1 d . . . H41A H -0.0891 0.2893 0.4541 0.048 Uiso 1 1 calc R . . H41B H -0.0375 0.4022 0.4363 0.048 Uiso 1 1 calc R . . H41C H -0.1333 0.3745 0.5004 0.048 Uiso 1 1 calc R . . C42 C 0.0269(4) 0.1847(4) 0.5604(2) 0.0331(12) Uani 1 1 d . . . H42A H 0.1071 0.1405 0.5811 0.050 Uiso 1 1 calc R . . H42B H -0.0084 0.1336 0.5461 0.050 Uiso 1 1 calc R . . H42C H -0.0424 0.2222 0.5900 0.050 Uiso 1 1 calc R . . C43 C 0.3659(4) 0.4284(3) 0.30796(19) 0.0262(11) Uani 1 1 d . . . C44 C 0.4262(4) 0.4926(3) 0.3294(2) 0.0289(11) Uani 1 1 d . . . C45 C 0.3707(4) 0.6106(3) 0.3172(2) 0.0319(11) Uani 1 1 d . . . H45A H 0.4099 0.6563 0.3315 0.038 Uiso 1 1 calc R . . C46 C 0.2602(5) 0.6626(4) 0.2847(2) 0.0372(13) Uani 1 1 d . . . H46A H 0.2226 0.7427 0.2779 0.045 Uiso 1 1 calc R . . C47 C 0.2049(4) 0.5975(4) 0.2623(2) 0.0365(12) Uani 1 1 d . . . H47A H 0.1308 0.6340 0.2388 0.044 Uiso 1 1 calc R . . C48 C 0.2551(4) 0.4777(4) 0.2733(2) 0.0327(12) Uani 1 1 d . . . C49 C 0.5493(4) 0.4417(4) 0.3642(2) 0.0339(12) Uani 1 1 d . . . H49A H 0.5728 0.3571 0.3698 0.041 Uiso 1 1 calc R . . C50 C 0.6697(5) 0.4817(5) 0.3266(3) 0.0519(16) Uani 1 1 d . . . H50A H 0.6927 0.4567 0.2871 0.078 Uiso 1 1 calc R . . H50B H 0.7471 0.4491 0.3506 0.078 Uiso 1 1 calc R . . H50C H 0.6475 0.5651 0.3179 0.078 Uiso 1 1 calc R . . C51 C 0.5210(6) 0.4669(4) 0.4289(2) 0.0493(15) Uani 1 1 d . . . H51A H 0.4482 0.4342 0.4537 0.074 Uiso 1 1 calc R . . H51B H 0.4938 0.5496 0.4250 0.074 Uiso 1 1 calc R . . H51C H 0.6029 0.4332 0.4496 0.074 Uiso 1 1 calc R . . C52 C 0.1923(4) 0.4110(4) 0.2458(2) 0.0353(12) Uani 1 1 d . . . H52A H 0.2379 0.3283 0.2604 0.042 Uiso 1 1 calc R . . C53 C 0.2184(5) 0.4397(4) 0.1754(2) 0.0448(14) Uani 1 1 d . . . H53A H 0.3160 0.4246 0.1621 0.067 Uiso 1 1 calc R . . H53B H 0.1749 0.5205 0.1595 0.067 Uiso 1 1 calc R . . H53C H 0.1812 0.3927 0.1587 0.067 Uiso 1 1 calc R . . C54 C 0.0414(5) 0.4282(4) 0.2695(3) 0.0500(15) Uani 1 1 d . . . H54A H 0.0293 0.4019 0.3152 0.075 Uiso 1 1 calc R . . H54B H 0.0040 0.3843 0.2507 0.075 Uiso 1 1 calc R . . H54C H -0.0057 0.5092 0.2579 0.075 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 In1 0.02093(14) 0.02391(13) 0.04195(18) -0.01278(12) 0.00748(12) -0.00762(11) I1 0.02269(14) 0.04923(17) 0.0642(2) -0.02268(15) 0.00002(14) -0.01065(13) O1 0.0427(17) 0.0211(14) 0.059(2) -0.0086(14) 0.0184(15) -0.0100(13) O2 0.0230(14) 0.0221(13) 0.0411(16) -0.0145(12) 0.0042(12) -0.0049(11) N1 0.0258(17) 0.0232(17) 0.033(2) -0.0039(15) -0.0007(15) -0.0028(14) N2 0.0172(15) 0.0195(15) 0.0376(19) -0.0107(14) 0.0028(14) -0.0037(13) C1 0.0198(19) 0.030(2) 0.029(2) 0.0013(18) -0.0014(17) -0.0052(17) C2 0.022(2) 0.031(2) 0.047(3) -0.006(2) 0.003(2) -0.0028(18) C3 0.029(2) 0.027(2) 0.062(3) 0.001(2) 0.007(2) -0.0099(19) C4 0.066(3) 0.057(3) 0.044(3) -0.002(3) 0.007(3) -0.026(3) C5 0.030(2) 0.048(3) 0.041(3) 0.005(2) -0.005(2) -0.017(2) C6 0.028(2) 0.037(2) 0.030(3) 0.003(2) -0.0021(19) -0.0066(19) C7 0.071(3) 0.022(2) 0.068(3) -0.002(2) 0.029(2) -0.017(2) C8 0.0898(11) 0.059(3) 0.092(3) -0.013(2) 0.0253(19) -0.016(2) C9 0.0804(16) 0.058(3) 0.098(4) -0.029(3) 0.024(2) -0.042(2) C10 0.057(3) 0.042(3) 0.111(5) 0.001(3) 0.040(3) -0.024(3) C11 0.058(3) 0.051(3) 0.072(4) -0.020(3) 0.009(3) -0.009(3) C12 0.044(3) 0.060(3) 0.025(3) 0.006(2) -0.003(2) -0.020(2) C13 0.064(3) 0.088(4) 0.032(3) -0.003(3) -0.004(3) -0.033(3) C14 0.058(3) 0.060(3) 0.041(3) -0.001(3) -0.004(3) -0.016(3) C15 0.041(3) 0.069(4) 0.047(3) 0.007(3) -0.005(3) -0.012(3) C16 0.030(2) 0.025(2) 0.021(2) -0.0012(17) 0.0023(17) -0.0087(17) C17 0.037(2) 0.031(2) 0.028(2) -0.0066(18) 0.0035(19) -0.0070(19) C18 0.050(3) 0.023(2) 0.035(3) -0.0038(19) 0.005(2) -0.009(2) C19 0.063(3) 0.027(2) 0.041(3) -0.0099(19) 0.009(2) -0.021(2) C20 0.037(2) 0.038(2) 0.040(3) -0.0136(19) 0.0051(19) -0.0224(19) C21 0.033(2) 0.030(2) 0.025(2) -0.0059(18) 0.0041(18) -0.0075(18) C22 0.036(3) 0.032(2) 0.044(3) -0.006(2) -0.001(2) 0.001(2) C23 0.043(3) 0.088(4) 0.044(3) -0.001(3) 0.006(3) -0.012(3) C24 0.045(3) 0.065(4) 0.048(3) -0.009(3) -0.001(3) 0.000(3) C25 0.030(2) 0.037(2) 0.038(3) -0.0098(19) -0.0022(19) -0.0129(19) C26 0.057(3) 0.070(4) 0.062(3) -0.027(3) -0.019(3) 0.009(3) C27 0.044(3) 0.043(3) 0.069(4) -0.014(2) 0.016(3) -0.015(2) C28 0.0179(18) 0.0236(18) 0.029(2) -0.0070(16) -0.0012(16) -0.0071(15) C29 0.0137(17) 0.0202(17) 0.035(2) -0.0121(16) -0.0004(16) -0.0025(15) C30 0.0200(19) 0.0202(18) 0.036(2) -0.0102(17) -0.0033(17) -0.0019(16) C31 0.0220(19) 0.0136(17) 0.032(2) -0.0048(16) 0.0051(17) -0.0056(15) C32 0.0136(17) 0.0203(18) 0.038(2) -0.0108(16) -0.0043(16) -0.0015(15) C33 0.0127(17) 0.0168(17) 0.040(2) -0.0115(16) 0.0011(16) 0.0004(15) C34 0.042(2) 0.0182(18) 0.034(2) -0.0125(16) 0.0035(19) -0.0075(18) C35 0.032(2) 0.020(2) 0.053(3) -0.005(2) 0.004(2) -0.0054(18) C36 0.035(2) 0.024(2) 0.048(3) -0.0129(19) -0.005(2) -0.0036(18) C37 0.032(2) 0.026(2) 0.041(3) -0.0115(19) -0.0006(19) -0.0041(18) C38 0.0235(19) 0.0242(19) 0.044(3) -0.0103(18) 0.0015(18) -0.0117(16) C39 0.0217(19) 0.0230(19) 0.031(2) -0.0093(17) 0.0039(17) -0.0015(16) C40 0.025(2) 0.0218(19) 0.041(2) -0.0118(18) 0.0050(18) -0.0022(17) C41 0.0176(19) 0.032(2) 0.044(3) -0.0119(19) 0.0004(18) -0.0015(17) C42 0.029(2) 0.028(2) 0.039(3) -0.0105(18) 0.0078(19) -0.0075(18) C43 0.0164(18) 0.0214(19) 0.034(2) -0.0043(17) 0.0054(17) -0.0023(16) C44 0.027(2) 0.0246(19) 0.033(2) -0.0066(17) 0.0063(18) -0.0104(17) C45 0.032(2) 0.025(2) 0.039(3) -0.0100(18) 0.0047(19) -0.0113(17) C46 0.037(2) 0.020(2) 0.050(3) -0.003(2) 0.001(2) -0.0092(19) C47 0.027(2) 0.023(2) 0.054(3) -0.007(2) -0.001(2) -0.0031(18) C48 0.029(2) 0.026(2) 0.040(3) -0.0066(19) 0.0054(19) -0.0101(18) C49 0.039(2) 0.023(2) 0.042(3) -0.0069(18) -0.003(2) -0.0118(18) C50 0.036(2) 0.050(3) 0.071(4) -0.003(3) -0.013(3) -0.017(2) C51 0.070(3) 0.028(2) 0.047(3) -0.013(2) -0.012(3) -0.002(2) C52 0.025(2) 0.027(2) 0.057(3) -0.011(2) -0.009(2) -0.0078(18) C53 0.050(3) 0.036(2) 0.050(3) -0.007(2) -0.005(2) -0.017(2) C54 0.035(2) 0.050(3) 0.070(4) -0.014(2) -0.002(2) -0.021(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 In1 O2 2.077(3) . ? In1 O1 2.083(3) . ? In1 N1 2.214(4) . ? In1 N2 2.224(3) . ? In1 I1 2.7106(6) . ? O1 C2 1.354(6) . ? O2 C29 1.342(4) . ? N1 C1 1.308(5) . ? N1 C16 1.437(6) . ? N2 C28 1.300(5) . ? N2 C43 1.441(5) . ? C1 C6 1.436(7) . ? C1 C2 1.474(7) . ? C2 C3 1.344(6) . ? C3 C4 1.526(8) . ? C3 C7 1.542(7) . ? C4 C5 1.485(8) . ? C4 C11 1.623(8) . ? C5 C6 1.317(6) . ? C5 C12 1.534(7) . ? C7 C9 1.510(9) . ? C7 C8 1.552(8) . ? C7 C10 1.574(8) . ? C12 C13 1.535(8) . ? C12 C15 1.543(7) . ? C12 C14 1.560(7) . ? C16 C21 1.399(6) . ? C16 C17 1.404(6) . ? C17 C18 1.401(7) . ? C17 C22 1.515(7) . ? C18 C19 1.376(7) . ? C19 C20 1.380(6) . ? C20 C21 1.402(6) . ? C21 C25 1.518(6) . ? C22 C24 1.509(7) . ? C22 C23 1.548(7) . ? C25 C26 1.520(7) . ? C25 C27 1.523(6) . ? C28 C33 1.450(5) . ? C28 C29 1.472(5) . ? C29 C30 1.351(5) . ? C30 C31 1.517(5) . ? C30 C34 1.534(5) . ? C31 C32 1.503(5) . ? C31 C38 1.571(6) . ? C32 C33 1.337(5) . ? C32 C39 1.547(5) . ? C34 C37 1.530(6) . ? C34 C36 1.535(6) . ? C34 C35 1.566(6) . ? C39 C42 1.530(6) . ? C39 C41 1.537(6) . ? C39 C40 1.545(6) . ? C43 C44 1.389(6) . ? C43 C48 1.411(6) . ? C44 C45 1.398(6) . ? C44 C49 1.517(6) . ? C45 C46 1.381(6) . ? C46 C47 1.375(7) . ? C47 C48 1.412(6) . ? C48 C52 1.516(7) . ? C49 C50 1.513(7) . ? C49 C51 1.518(7) . ? C52 C53 1.508(7) . ? C52 C54 1.532(6) . ? 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 O2 In1 O1 157.54(13) . . ? O2 In1 N1 88.87(12) . . ? O1 In1 N1 76.50(13) . . ? O2 In1 N2 76.99(11) . . ? O1 In1 N2 97.85(11) . . ? N1 In1 N2 126.28(13) . . ? O2 In1 I1 100.78(8) . . ? O1 In1 I1 100.90(10) . . ? N1 In1 I1 115.64(9) . . ? N2 In1 I1 117.85(9) . . ? C2 O1 In1 115.8(3) . . ? C29 O2 In1 116.2(2) . . ? C1 N1 C16 119.5(4) . . ? C1 N1 In1 112.7(3) . . ? C16 N1 In1 127.8(3) . . ? C28 N2 C43 121.3(3) . . ? C28 N2 In1 111.7(2) . . ? C43 N2 In1 127.0(2) . . ? N1 C1 C6 124.5(4) . . ? N1 C1 C2 117.4(4) . . ? C6 C1 C2 118.0(4) . . ? C3 C2 O1 124.7(5) . . ? C3 C2 C1 119.8(4) . . ? O1 C2 C1 115.5(4) . . ? C2 C3 C4 119.5(5) . . ? C2 C3 C7 119.6(5) . . ? C4 C3 C7 120.2(4) . . ? C5 C4 C3 115.7(4) . . ? C5 C4 C11 106.8(4) . . ? C3 C4 C11 108.2(5) . . ? C6 C5 C4 118.7(5) . . ? C6 C5 C12 120.7(5) . . ? C4 C5 C12 120.3(4) . . ? C5 C6 C1 123.7(5) . . ? C9 C7 C3 111.6(4) . . ? C9 C7 C8 113.2(5) . . ? C3 C7 C8 106.7(5) . . ? C9 C7 C10 108.6(5) . . ? C3 C7 C10 111.5(5) . . ? C8 C7 C10 105.1(4) . . ? C5 C12 C13 109.6(4) . . ? C5 C12 C15 113.6(5) . . ? C13 C12 C15 108.1(4) . . ? C5 C12 C14 109.5(4) . . ? C13 C12 C14 107.8(5) . . ? C15 C12 C14 108.0(4) . . ? C21 C16 C17 121.9(4) . . ? C21 C16 N1 119.6(3) . . ? C17 C16 N1 118.5(4) . . ? C18 C17 C16 117.4(4) . . ? C18 C17 C22 120.4(4) . . ? C16 C17 C22 122.2(4) . . ? C19 C18 C17 122.0(4) . . ? C18 C19 C20 119.2(4) . . ? C19 C20 C21 121.8(5) . . ? C16 C21 C20 117.6(4) . . ? C16 C21 C25 122.6(4) . . ? C20 C21 C25 119.9(4) . . ? C24 C22 C17 112.1(4) . . ? C24 C22 C23 110.4(4) . . ? C17 C22 C23 111.2(4) . . ? C21 C25 C26 111.6(4) . . ? C21 C25 C27 111.3(4) . . ? C26 C25 C27 110.7(4) . . ? N2 C28 C33 123.3(3) . . ? N2 C28 C29 118.2(3) . . ? C33 C28 C29 118.4(3) . . ? O2 C29 C30 123.5(3) . . ? O2 C29 C28 116.2(3) . . ? C30 C29 C28 120.3(3) . . ? C29 C30 C31 119.8(3) . . ? C29 C30 C34 120.0(3) . . ? C31 C30 C34 119.8(3) . . ? C32 C31 C30 115.3(3) . . ? C32 C31 C38 106.5(3) . . ? C30 C31 C38 107.7(3) . . ? C33 C32 C31 119.2(3) . . ? C33 C32 C39 121.2(3) . . ? C31 C32 C39 119.4(3) . . ? C32 C33 C28 122.9(3) . . ? C37 C34 C30 110.1(4) . . ? C37 C34 C36 109.3(3) . . ? C30 C34 C36 112.0(3) . . ? C37 C34 C35 105.9(3) . . ? C30 C34 C35 111.9(3) . . ? C36 C34 C35 107.4(4) . . ? C42 C39 C41 109.1(3) . . ? C42 C39 C40 107.3(4) . . ? C41 C39 C40 109.3(3) . . ? C42 C39 C32 112.7(3) . . ? C41 C39 C32 109.1(3) . . ? C40 C39 C32 109.2(3) . . ? C44 C43 C48 122.8(4) . . ? C44 C43 N2 119.7(4) . . ? C48 C43 N2 117.5(4) . . ? C43 C44 C45 117.6(4) . . ? C43 C44 C49 123.6(4) . . ? C45 C44 C49 118.8(4) . . ? C46 C45 C44 121.7(4) . . ? C47 C46 C45 119.6(4) . . ? C46 C47 C48 121.8(4) . . ? C43 C48 C47 116.5(4) . . ? C43 C48 C52 124.1(4) . . ? C47 C48 C52 119.3(4) . . ? C50 C49 C44 111.2(4) . . ? C50 C49 C51 110.9(4) . . ? C44 C49 C51 112.0(4) . . ? C53 C52 C48 110.8(4) . . ? C53 C52 C54 112.0(4) . . ? C48 C52 C54 111.6(4) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.906 _refine_diff_density_min -0.957 _refine_diff_density_rms 0.132 _database_code_depnum_ccdc_archive 'CCDC 928222' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global #====# END data_inapet2im #TrackingRef 'total.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H84 I In N2 O2' _chemical_formula_weight 1058.97 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' In In -0.7276 1.3100 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.1943(6) _cell_length_b 13.2672(7) _cell_length_c 20.1217(11) _cell_angle_alpha 81.4470(10) _cell_angle_beta 77.8950(10) _cell_angle_gamma 71.0840(10) _cell_volume 2753.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.029 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7758 _exptl_absorpt_correction_T_max 0.8865 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 23822 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.00 _reflns_number_total 10757 _reflns_number_gt 8789 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0566P)^2^+1.3068P] 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 10757 _refine_ls_number_parameters 605 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1027 _refine_ls_wR_factor_gt 0.0975 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.072 _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 In1 In -0.093277(15) 0.218621(13) 0.269116(9) 0.02473(4) Uani 1 1 d . . . I1 I -0.290660(18) 0.136023(17) 0.291689(15) 0.06177(7) Uani 1 1 d . . . O1 O -0.03721(15) 0.20688(13) 0.36277(8) 0.0284(4) Uani 1 1 d . . . O2 O -0.08304(17) 0.26960(15) 0.16541(9) 0.0381(5) Uani 1 1 d . . . N1 N 0.09748(18) 0.09867(15) 0.25573(10) 0.0245(4) Uani 1 1 d . . . N2 N -0.16621(18) 0.39598(16) 0.26572(10) 0.0237(4) Uani 1 1 d . . . C1 C 0.0768(2) 0.13748(19) 0.36987(12) 0.0258(5) Uani 1 1 d . . . C2 C 0.1498(2) 0.07722(18) 0.31058(12) 0.0246(5) Uani 1 1 d . . . C3 C 0.2691(2) -0.00419(19) 0.31625(13) 0.0276(6) Uani 1 1 d . . . H3A H 0.3099 -0.0484 0.2799 0.033 Uiso 1 1 calc R . . C4 C 0.3249(2) -0.01986(19) 0.37142(13) 0.0274(6) Uani 1 1 d . . . C5 C 0.2674(2) 0.0570(2) 0.42551(13) 0.0319(6) Uani 1 1 d . . . H5A H 0.276(2) 0.015(2) 0.4713(14) 0.035(7) Uiso 1 1 d . . . C6 C 0.1281(2) 0.1201(2) 0.42750(13) 0.0304(6) Uani 1 1 d . . . C7 C 0.1617(2) 0.0511(2) 0.19258(12) 0.0292(6) Uani 1 1 d . . . C8 C 0.1234(2) -0.0297(2) 0.17400(14) 0.0353(6) Uani 1 1 d . . . C9 C 0.1783(3) -0.0656(2) 0.10924(15) 0.0482(8) Uani 1 1 d . . . H9A H 0.1543 -0.1204 0.0950 0.058 Uiso 1 1 calc R . . C10 C 0.2646(3) -0.0243(3) 0.06630(15) 0.0515(9) Uani 1 1 d . . . H10A H 0.2982 -0.0490 0.0222 0.062 Uiso 1 1 calc R . . C11 C 0.3042(3) 0.0531(3) 0.08569(14) 0.0477(8) Uani 1 1 d . . . H11A H 0.3665 0.0799 0.0555 0.057 Uiso 1 1 calc R . . C12 C 0.2528(3) 0.0930(2) 0.15018(13) 0.0355(7) Uani 1 1 d . . . C13 C 0.0321(3) -0.0813(2) 0.22232(16) 0.0427(7) Uani 1 1 d . . . H13A H -0.0160 -0.0312 0.2582 0.051 Uiso 1 1 calc R . . C14 C -0.0672(3) -0.1020(3) 0.1880(2) 0.0625(10) Uani 1 1 d . . . H14A H -0.1118 -0.0357 0.1633 0.094 Uiso 1 1 calc R . . H14B H -0.1294 -0.1268 0.2229 0.094 Uiso 1 1 calc R . . H14C H -0.0236 -0.1568 0.1559 0.094 Uiso 1 1 calc R . . C15 C 0.1072(3) -0.1857(3) 0.25825(17) 0.0510(8) Uani 1 1 d . . . H15A H 0.1649 -0.1707 0.2833 0.077 Uiso 1 1 calc R . . H15B H 0.1576 -0.2358 0.2242 0.077 Uiso 1 1 calc R . . H15C H 0.0472 -0.2172 0.2901 0.077 Uiso 1 1 calc R . . C16 C 0.2965(3) 0.1803(2) 0.16990(15) 0.0402(7) Uani 1 1 d . . . H16A H 0.2699 0.1830 0.2204 0.048 Uiso 1 1 calc R . . C17 C 0.2300(3) 0.2897(3) 0.13692(18) 0.0525(9) Uani 1 1 d . . . H17A H 0.1370 0.3029 0.1473 0.079 Uiso 1 1 calc R . . H17B H 0.2585 0.2915 0.0874 0.079 Uiso 1 1 calc R . . H17C H 0.2519 0.3450 0.1548 0.079 Uiso 1 1 calc R . . C18 C 0.4420(3) 0.1565(3) 0.1541(2) 0.0604(10) Uani 1 1 d . . . H18A H 0.4826 0.0862 0.1762 0.091 Uiso 1 1 calc R . . H18B H 0.4657 0.2114 0.1714 0.091 Uiso 1 1 calc R . . H18C H 0.4712 0.1566 0.1047 0.091 Uiso 1 1 calc R . . C19 C 0.4479(2) -0.1132(2) 0.37744(14) 0.0326(6) Uani 1 1 d . . . C20 C 0.4218(3) -0.2170(2) 0.37137(18) 0.0491(8) Uani 1 1 d . . . H20A H 0.3915 -0.2121 0.3284 0.074 Uiso 1 1 calc R . . H20B H 0.3562 -0.2290 0.4097 0.074 Uiso 1 1 calc R . . H20C H 0.5009 -0.2768 0.3722 0.074 Uiso 1 1 calc R . . C21 C 0.5550(3) -0.0990(3) 0.3198(2) 0.0591(10) Uani 1 1 d . . . H21A H 0.5293 -0.0972 0.2758 0.089 Uiso 1 1 calc R . . H21B H 0.6330 -0.1590 0.3237 0.089 Uiso 1 1 calc R . . H21C H 0.5716 -0.0318 0.3227 0.089 Uiso 1 1 calc R . . C22 C 0.4926(3) -0.1264(3) 0.44588(18) 0.0622(10) Uani 1 1 d . . . H22A H 0.5215 -0.0655 0.4496 0.093 Uiso 1 1 calc R . . H22B H 0.5636 -0.1927 0.4488 0.093 Uiso 1 1 calc R . . H22C H 0.4214 -0.1294 0.4831 0.093 Uiso 1 1 calc R . . C23 C 0.3480(3) 0.1385(2) 0.41452(15) 0.0403(7) Uani 1 1 d . . . H23A H 0.449(3) 0.100(3) 0.4165(16) 0.053(9) Uiso 1 1 d . . . H23B H 0.309(3) 0.182(3) 0.4566(17) 0.060(10) Uiso 1 1 d . . . C24 C 0.3459(3) 0.2073(2) 0.34766(16) 0.0433(7) Uani 1 1 d . . . H24A H 0.3893 0.2606 0.3477 0.065 Uiso 1 1 calc R . . H24B H 0.2569 0.2438 0.3418 0.065 Uiso 1 1 calc R . . H24C H 0.3901 0.1623 0.3100 0.065 Uiso 1 1 calc R . . C25 C 0.0515(3) 0.1767(2) 0.49193(13) 0.0379(7) Uani 1 1 d . . . C26 C 0.0286(3) 0.2980(2) 0.47771(15) 0.0449(8) Uani 1 1 d . . . H26A H -0.0158 0.3247 0.4386 0.067 Uiso 1 1 calc R . . H26B H 0.1111 0.3129 0.4676 0.067 Uiso 1 1 calc R . . H26C H -0.0241 0.3338 0.5179 0.067 Uiso 1 1 calc R . . C27 C 0.1196(3) 0.1365(3) 0.55424(14) 0.0563(10) Uani 1 1 d . . . H27A H 0.2041 0.1478 0.5436 0.084 Uiso 1 1 calc R . . H27B H 0.1300 0.0600 0.5655 0.084 Uiso 1 1 calc R . . H27C H 0.0681 0.1760 0.5933 0.084 Uiso 1 1 calc R . . C28 C -0.0794(3) 0.1552(3) 0.51240(15) 0.0473(8) Uani 1 1 d . . . H28A H -0.1261 0.1787 0.4740 0.071 Uiso 1 1 calc R . . H28B H -0.1293 0.1949 0.5517 0.071 Uiso 1 1 calc R . . H28C H -0.0659 0.0785 0.5246 0.071 Uiso 1 1 calc R . . C29 C -0.1638(2) 0.3659(2) 0.15264(13) 0.0338(6) Uani 1 1 d . . . C30 C -0.2036(2) 0.4372(2) 0.20798(12) 0.0276(6) Uani 1 1 d . . . C31 C -0.2759(2) 0.5486(2) 0.19498(13) 0.0354(7) Uani 1 1 d . . . H31A H -0.2904 0.5966 0.2286 0.043 Uiso 1 1 calc R . . C32 C -0.3221(3) 0.5855(3) 0.13770(14) 0.0460(8) Uani 1 1 d . . . C33 C -0.3084(3) 0.5105(3) 0.08729(16) 0.0589(10) Uani 1 1 d . . . H33A H -0.296(4) 0.553(3) 0.034(2) 0.093(14) Uiso 1 1 d . . . C34 C -0.2066(3) 0.4023(3) 0.09301(14) 0.0507(9) Uani 1 1 d . . . C35 C -0.1905(2) 0.46093(19) 0.32137(12) 0.0270(6) Uani 1 1 d . . . C36 C -0.0945(2) 0.5043(2) 0.32819(15) 0.0356(6) Uani 1 1 d . . . C37 C -0.1201(3) 0.5661(2) 0.38281(17) 0.0462(8) Uani 1 1 d . . . H37A H -0.0582 0.5977 0.3882 0.055 Uiso 1 1 calc R . . C38 C -0.2326(3) 0.5824(2) 0.42904(16) 0.0494(8) Uani 1 1 d . . . H38A H -0.2481 0.6255 0.4655 0.059 Uiso 1 1 calc R . . C39 C -0.3222(3) 0.5366(2) 0.42234(14) 0.0404(7) Uani 1 1 d . . . H39A H -0.3987 0.5471 0.4552 0.049 Uiso 1 1 calc R . . C40 C -0.3044(2) 0.47488(19) 0.36864(12) 0.0273(6) Uani 1 1 d . . . C41 C 0.0326(3) 0.4826(2) 0.27942(17) 0.0448(8) Uani 1 1 d . . . H41A H 0.0546 0.4088 0.2650 0.054 Uiso 1 1 calc R . . C42 C 0.1431(3) 0.4868(3) 0.3122(2) 0.0601(10) Uani 1 1 d . . . H42A H 0.1428 0.4439 0.3563 0.090 Uiso 1 1 calc R . . H42B H 0.1320 0.5611 0.3192 0.090 Uiso 1 1 calc R . . H42C H 0.2249 0.4581 0.2821 0.090 Uiso 1 1 calc R . . C43 C 0.0247(3) 0.5597(3) 0.21569(19) 0.0578(9) Uani 1 1 d . . . H43A H -0.0359 0.5497 0.1904 0.087 Uiso 1 1 calc R . . H43B H 0.1096 0.5460 0.1869 0.087 Uiso 1 1 calc R . . H43C H -0.0047 0.6333 0.2286 0.087 Uiso 1 1 calc R . . C44 C -0.4040(2) 0.4221(2) 0.36521(14) 0.0333(6) Uani 1 1 d . . . H44A H -0.3773 0.3863 0.3218 0.040 Uiso 1 1 calc R . . C45 C -0.4073(3) 0.3349(2) 0.42479(16) 0.0483(8) Uani 1 1 d . . . H45A H -0.3223 0.2818 0.4227 0.072 Uiso 1 1 calc R . . H45B H -0.4703 0.2999 0.4214 0.072 Uiso 1 1 calc R . . H45C H -0.4313 0.3676 0.4682 0.072 Uiso 1 1 calc R . . C46 C -0.5373(3) 0.5018(2) 0.36431(15) 0.0401(7) Uani 1 1 d . . . H46A H -0.5341 0.5550 0.3251 0.060 Uiso 1 1 calc R . . H46B H -0.5662 0.5379 0.4065 0.060 Uiso 1 1 calc R . . H46C H -0.5973 0.4638 0.3607 0.060 Uiso 1 1 calc R . . C47 C -0.3978(3) 0.7055(3) 0.12635(16) 0.0626(11) Uani 1 1 d . . . C48 C -0.3235(4) 0.7745(3) 0.1458(3) 0.0926(17) Uani 1 1 d . . . H48A H -0.3726 0.8503 0.1404 0.139 Uiso 1 1 calc R . . H48B H -0.2397 0.7620 0.1160 0.139 Uiso 1 1 calc R . . H48C H -0.3114 0.7545 0.1934 0.139 Uiso 1 1 calc R . . C49 C -0.5281(3) 0.7295(3) 0.17284(17) 0.0613(11) Uani 1 1 d . . . H49A H -0.5787 0.6894 0.1606 0.092 Uiso 1 1 calc R . . H49B H -0.5732 0.8063 0.1675 0.092 Uiso 1 1 calc R . . H49C H -0.5163 0.7085 0.2204 0.092 Uiso 1 1 calc R . . C50 C -0.4166(4) 0.7417(4) 0.05279(19) 0.0905(15) Uani 1 1 d U . . H50A H -0.4654 0.7013 0.0391 0.136 Uiso 1 1 calc R . . H50B H -0.3328 0.7289 0.0229 0.136 Uiso 1 1 calc R . . H50C H -0.4636 0.8182 0.0490 0.136 Uiso 1 1 calc R . . C51 C -0.4430(4) 0.4883(4) 0.0956(2) 0.0781(13) Uani 1 1 d . . . H51A H -0.444(4) 0.438(3) 0.057(2) 0.086(13) Uiso 1 1 d . . . H51B H -0.507(4) 0.552(3) 0.0836(19) 0.073(12) Uiso 1 1 d . . . C52 C -0.4917(3) 0.4368(3) 0.1666(2) 0.0744(12) Uani 1 1 d . . . H52A H -0.5745 0.4268 0.1662 0.112 Uiso 1 1 calc R . . H52B H -0.5017 0.4839 0.2019 0.112 Uiso 1 1 calc R . . H52C H -0.4295 0.3674 0.1764 0.112 Uiso 1 1 calc R . . C53 C -0.1592(4) 0.3345(3) 0.03247(16) 0.0740(12) Uani 1 1 d U . . C54 C -0.2069(4) 0.2386(4) 0.05029(19) 0.0866(13) Uani 1 1 d U . . H54A H -0.3007 0.2620 0.0561 0.130 Uiso 1 1 calc R . . H54B H -0.1801 0.2005 0.0929 0.130 Uiso 1 1 calc R . . H54C H -0.1712 0.1908 0.0135 0.130 Uiso 1 1 calc R . . C55 C -0.2015(4) 0.3963(4) -0.03451(19) 0.0873(14) Uani 1 1 d U . . H55A H -0.2953 0.4201 -0.0287 0.131 Uiso 1 1 calc R . . H55B H -0.1660 0.3494 -0.0717 0.131 Uiso 1 1 calc R . . H55C H -0.1700 0.4587 -0.0455 0.131 Uiso 1 1 calc R . . C56 C -0.0111(4) 0.2983(4) 0.01711(17) 0.0830(15) Uani 1 1 d . . . H56A H 0.0223 0.2511 0.0557 0.124 Uiso 1 1 calc R . . H56B H 0.0194 0.3611 0.0100 0.124 Uiso 1 1 calc R . . H56C H 0.0189 0.2597 -0.0241 0.124 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 In1 0.02256(8) 0.02449(8) 0.02802(8) -0.00852(6) -0.00954(6) -0.00232(6) I1 0.02989(9) 0.04425(11) 0.1179(2) -0.03291(12) -0.00574(11) -0.01342(8) O1 0.0294(8) 0.0289(9) 0.0232(8) -0.0070(7) -0.0088(7) 0.0007(7) O2 0.0382(9) 0.0416(10) 0.0262(9) -0.0154(8) -0.0132(8) 0.0094(8) N1 0.0269(9) 0.0241(9) 0.0235(10) -0.0074(8) -0.0080(8) -0.0044(8) N2 0.0240(9) 0.0259(10) 0.0213(9) -0.0046(8) -0.0073(8) -0.0045(8) C1 0.0287(11) 0.0239(11) 0.0239(12) -0.0025(9) -0.0060(10) -0.0055(9) C2 0.0243(10) 0.0222(11) 0.0286(12) -0.0038(9) -0.0080(10) -0.0059(9) C3 0.0263(11) 0.0243(12) 0.0301(12) -0.0064(10) -0.0084(10) -0.0007(10) C4 0.0310(11) 0.0220(11) 0.0308(13) -0.0021(10) -0.0117(10) -0.0062(10) C5 0.0357(13) 0.0311(13) 0.0271(12) -0.0037(10) -0.0161(11) -0.0005(11) C6 0.0332(12) 0.0275(12) 0.0287(13) -0.0060(10) -0.0100(10) -0.0025(10) C7 0.0304(12) 0.0296(12) 0.0250(12) -0.0088(10) -0.0137(10) 0.0028(10) C8 0.0353(13) 0.0333(13) 0.0373(14) -0.0181(11) -0.0177(11) 0.0036(11) C9 0.0566(17) 0.0430(16) 0.0432(16) -0.0214(13) -0.0222(14) 0.0036(14) C10 0.0636(19) 0.0479(18) 0.0283(14) -0.0139(13) -0.0098(14) 0.0088(16) C11 0.0556(18) 0.0478(18) 0.0265(14) -0.0033(13) -0.0035(13) -0.0002(15) C12 0.0368(13) 0.0347(14) 0.0273(13) -0.0020(11) -0.0111(11) 0.0026(12) C13 0.0373(13) 0.0398(14) 0.0568(17) -0.0278(13) -0.0062(13) -0.0105(12) C14 0.0510(17) 0.0523(18) 0.097(3) -0.0277(18) -0.0283(18) -0.0143(15) C15 0.0526(17) 0.0505(17) 0.0534(19) -0.0134(15) -0.0038(15) -0.0196(14) C16 0.0440(14) 0.0463(16) 0.0312(14) -0.0019(12) -0.0046(12) -0.0167(13) C17 0.0510(17) 0.0429(17) 0.055(2) -0.0074(15) 0.0027(15) -0.0088(14) C18 0.0496(18) 0.064(2) 0.067(2) -0.0011(18) -0.0081(17) -0.0200(16) C19 0.0313(12) 0.0265(12) 0.0402(14) -0.0026(11) -0.0163(11) -0.0028(10) C20 0.0455(15) 0.0289(14) 0.075(2) -0.0027(14) -0.0299(15) -0.0028(12) C21 0.0305(15) 0.0440(18) 0.088(3) 0.0110(18) -0.0100(16) 0.0013(14) C22 0.071(2) 0.0440(18) 0.066(2) -0.0148(15) -0.0463(17) 0.0159(16) C23 0.0371(13) 0.0384(15) 0.0490(16) -0.0119(12) -0.0237(12) -0.0029(12) C24 0.0382(13) 0.0357(14) 0.0621(19) -0.0032(13) -0.0217(13) -0.0119(12) C25 0.0447(15) 0.0379(15) 0.0258(13) -0.0079(11) -0.0114(12) 0.0004(12) C26 0.0546(16) 0.0419(16) 0.0378(15) -0.0157(12) -0.0160(13) -0.0040(14) C27 0.0601(19) 0.066(2) 0.0269(14) -0.0170(14) -0.0115(14) 0.0108(17) C28 0.0473(17) 0.0472(17) 0.0360(16) -0.0048(13) 0.0047(14) -0.0058(14) C29 0.0309(12) 0.0405(15) 0.0232(12) -0.0072(11) -0.0086(10) 0.0028(11) C30 0.0243(11) 0.0317(13) 0.0248(12) -0.0026(10) -0.0043(10) -0.0058(10) C31 0.0327(13) 0.0347(14) 0.0274(13) 0.0024(11) -0.0018(11) 0.0010(11) C32 0.0358(15) 0.0551(19) 0.0273(14) 0.0031(13) -0.0010(12) 0.0074(14) C33 0.0576(19) 0.067(2) 0.0311(15) -0.0027(15) -0.0191(14) 0.0160(17) C34 0.0462(16) 0.064(2) 0.0251(14) -0.0127(13) -0.0126(12) 0.0138(15) C35 0.0308(11) 0.0220(11) 0.0270(12) -0.0035(9) -0.0126(10) -0.0012(10) C36 0.0331(12) 0.0267(13) 0.0482(16) -0.0068(11) -0.0170(12) -0.0029(10) C37 0.0465(15) 0.0317(14) 0.0663(19) -0.0180(13) -0.0286(14) -0.0017(12) C38 0.0574(17) 0.0390(15) 0.0517(17) -0.0242(13) -0.0291(14) 0.0070(14) C39 0.0450(15) 0.0388(15) 0.0283(13) -0.0125(11) -0.0110(12) 0.0068(13) C40 0.0317(12) 0.0235(12) 0.0221(12) -0.0022(9) -0.0092(10) 0.0007(10) C41 0.0401(14) 0.0336(14) 0.066(2) -0.0105(13) -0.0107(14) -0.0142(12) C42 0.0429(16) 0.0444(18) 0.098(3) -0.0050(18) -0.0222(17) -0.0141(14) C43 0.0490(17) 0.061(2) 0.068(2) -0.0064(17) -0.0057(16) -0.0250(15) C44 0.0284(12) 0.0322(13) 0.0335(14) -0.0065(11) 0.0016(11) -0.0041(11) C45 0.0461(16) 0.0379(16) 0.0464(18) 0.0011(13) 0.0042(14) -0.0027(13) C46 0.0316(13) 0.0383(15) 0.0463(16) -0.0104(13) -0.0030(12) -0.0046(12) C47 0.060(2) 0.059(2) 0.0333(16) 0.0162(15) -0.0024(15) 0.0177(18) C48 0.084(3) 0.041(2) 0.119(4) 0.021(2) 0.005(3) 0.000(2) C49 0.0530(19) 0.059(2) 0.0430(18) 0.0056(16) -0.0023(16) 0.0144(17) C50 0.095(3) 0.077(2) 0.048(2) 0.0137(18) 0.0014(19) 0.026(2) C51 0.062(2) 0.096(3) 0.067(2) -0.032(2) -0.0411(18) 0.018(2) C52 0.0480(18) 0.080(3) 0.102(3) -0.038(2) -0.0314(19) -0.0035(18) C53 0.087(2) 0.077(2) 0.0332(16) -0.0269(16) -0.0313(16) 0.031(2) C54 0.086(2) 0.103(3) 0.064(2) -0.0558(19) -0.0458(18) 0.023(2) C55 0.099(3) 0.096(3) 0.0442(18) -0.0234(18) -0.0287(18) 0.018(2) C56 0.085(3) 0.090(3) 0.0323(17) -0.0230(18) -0.0067(18) 0.036(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 In1 O1 2.0771(16) . ? In1 O2 2.0869(18) . ? In1 N1 2.2018(18) . ? In1 N2 2.2222(19) . ? In1 I1 2.7001(3) . ? O1 C1 1.332(3) . ? O2 C29 1.329(3) . ? N1 C2 1.308(3) . ? N1 C7 1.446(3) . ? N2 C30 1.300(3) . ? N2 C35 1.441(3) . ? C1 C6 1.357(4) . ? C1 C2 1.477(3) . ? C2 C3 1.433(3) . ? C3 C4 1.343(4) . ? C4 C5 1.500(3) . ? C4 C19 1.537(3) . ? C5 C6 1.507(3) . ? C5 C23 1.584(4) . ? C6 C25 1.544(4) . ? C7 C12 1.392(4) . ? C7 C8 1.399(4) . ? C8 C9 1.400(4) . ? C8 C13 1.515(4) . ? C9 C10 1.354(5) . ? C10 C11 1.374(5) . ? C11 C12 1.410(4) . ? C12 C16 1.524(4) . ? C13 C15 1.533(4) . ? C13 C14 1.538(4) . ? C16 C17 1.523(4) . ? C16 C18 1.528(4) . ? C19 C21 1.522(4) . ? C19 C20 1.525(4) . ? C19 C22 1.529(4) . ? C23 C24 1.510(4) . ? C25 C26 1.538(4) . ? C25 C27 1.541(4) . ? C25 C28 1.543(4) . ? C29 C34 1.349(4) . ? C29 C30 1.472(4) . ? C30 C31 1.451(4) . ? C31 C32 1.325(4) . ? C32 C33 1.475(5) . ? C32 C47 1.550(4) . ? C33 C34 1.523(4) . ? C33 C51 1.598(6) . ? C34 C53 1.524(4) . ? C35 C40 1.398(3) . ? C35 C36 1.411(4) . ? C36 C37 1.395(4) . ? C36 C41 1.517(4) . ? C37 C38 1.375(4) . ? C38 C39 1.367(5) . ? C39 C40 1.395(4) . ? C40 C44 1.513(4) . ? C41 C43 1.516(5) . ? C41 C42 1.539(5) . ? C44 C46 1.526(4) . ? C44 C45 1.541(4) . ? C47 C50 1.523(5) . ? C47 C49 1.523(5) . ? C47 C48 1.555(7) . ? C51 C52 1.558(6) . ? C53 C54 1.502(7) . ? C53 C56 1.545(6) . ? C53 C55 1.550(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 In1 O2 151.94(8) . . ? O1 In1 N1 77.14(7) . . ? O2 In1 N1 94.18(7) . . ? O1 In1 N2 91.96(7) . . ? O2 In1 N2 75.42(7) . . ? N1 In1 N2 135.37(7) . . ? O1 In1 I1 106.60(5) . . ? O2 In1 I1 101.30(6) . . ? N1 In1 I1 114.35(5) . . ? N2 In1 I1 110.25(5) . . ? C1 O1 In1 116.27(14) . . ? C29 O2 In1 113.66(15) . . ? C2 N1 C7 122.88(19) . . ? C2 N1 In1 112.85(15) . . ? C7 N1 In1 124.22(14) . . ? C30 N2 C35 121.2(2) . . ? C30 N2 In1 111.05(16) . . ? C35 N2 In1 127.12(15) . . ? O1 C1 C6 123.9(2) . . ? O1 C1 C2 116.7(2) . . ? C6 C1 C2 119.4(2) . . ? N1 C2 C3 123.2(2) . . ? N1 C2 C1 117.0(2) . . ? C3 C2 C1 119.7(2) . . ? C4 C3 C2 122.0(2) . . ? C3 C4 C5 118.8(2) . . ? C3 C4 C19 120.1(2) . . ? C5 C4 C19 121.0(2) . . ? C4 C5 C6 116.0(2) . . ? C4 C5 C23 107.9(2) . . ? C6 C5 C23 108.4(2) . . ? C1 C6 C5 119.3(2) . . ? C1 C6 C25 120.9(2) . . ? C5 C6 C25 119.3(2) . . ? C12 C7 C8 122.4(2) . . ? C12 C7 N1 118.5(2) . . ? C8 C7 N1 118.9(2) . . ? C7 C8 C9 117.0(3) . . ? C7 C8 C13 122.3(2) . . ? C9 C8 C13 120.6(3) . . ? C10 C9 C8 121.8(3) . . ? C9 C10 C11 120.8(3) . . ? C10 C11 C12 120.5(3) . . ? C7 C12 C11 117.5(3) . . ? C7 C12 C16 123.1(2) . . ? C11 C12 C16 119.4(3) . . ? C8 C13 C15 110.3(2) . . ? C8 C13 C14 113.9(3) . . ? C15 C13 C14 110.0(3) . . ? C17 C16 C12 111.4(3) . . ? C17 C16 C18 110.9(3) . . ? C12 C16 C18 112.6(3) . . ? C21 C19 C20 108.8(3) . . ? C21 C19 C22 109.5(3) . . ? C20 C19 C22 106.3(2) . . ? C21 C19 C4 109.8(2) . . ? C20 C19 C4 108.5(2) . . ? C22 C19 C4 113.8(2) . . ? C24 C23 C5 115.3(2) . . ? C26 C25 C27 108.7(3) . . ? C26 C25 C28 108.8(2) . . ? C27 C25 C28 106.4(2) . . ? C26 C25 C6 109.9(2) . . ? C27 C25 C6 112.9(2) . . ? C28 C25 C6 110.1(2) . . ? O2 C29 C34 124.9(3) . . ? O2 C29 C30 115.8(2) . . ? C34 C29 C30 119.3(2) . . ? N2 C30 C31 123.8(2) . . ? N2 C30 C29 116.7(2) . . ? C31 C30 C29 119.4(2) . . ? C32 C31 C30 122.0(3) . . ? C31 C32 C33 119.6(3) . . ? C31 C32 C47 119.7(3) . . ? C33 C32 C47 120.6(3) . . ? C32 C33 C34 116.7(3) . . ? C32 C33 C51 107.5(3) . . ? C34 C33 C51 107.2(3) . . ? C29 C34 C53 121.0(3) . . ? C29 C34 C33 119.4(3) . . ? C53 C34 C33 119.5(3) . . ? C40 C35 C36 121.9(2) . . ? C40 C35 N2 119.7(2) . . ? C36 C35 N2 118.3(2) . . ? C37 C36 C35 117.1(3) . . ? C37 C36 C41 121.2(3) . . ? C35 C36 C41 121.6(2) . . ? C38 C37 C36 121.7(3) . . ? C39 C38 C37 119.8(3) . . ? C38 C39 C40 121.9(3) . . ? C39 C40 C35 117.5(3) . . ? C39 C40 C44 119.7(2) . . ? C35 C40 C44 122.7(2) . . ? C43 C41 C36 111.9(2) . . ? C43 C41 C42 108.6(3) . . ? C36 C41 C42 113.0(3) . . ? C40 C44 C46 112.9(2) . . ? C40 C44 C45 110.1(2) . . ? C46 C44 C45 110.6(2) . . ? C50 C47 C49 109.2(3) . . ? C50 C47 C32 113.6(3) . . ? C49 C47 C32 109.9(3) . . ? C50 C47 C48 107.1(4) . . ? C49 C47 C48 107.5(3) . . ? C32 C47 C48 109.2(3) . . ? C52 C51 C33 116.2(3) . . ? C54 C53 C34 108.3(3) . . ? C54 C53 C56 110.0(3) . . ? C34 C53 C56 109.7(3) . . ? C54 C53 C55 110.3(4) . . ? C34 C53 C55 113.3(3) . . ? C56 C53 C55 105.2(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.524 _refine_diff_density_min -1.167 _refine_diff_density_rms 0.083 _database_code_depnum_ccdc_archive 'CCDC 928223'