data_EMM44 # 5. CRYSTAL DATA _chemical_compound_source ? _exptl_crystal_description plate _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _chemical_name_systematic ; ? ; _chemical_formula_sum 'C38 H61 I3 N1 O4 U1' _chemical_formula_moiety 'C34 H53 I3 N1 O3 U1,C4 H8 O1' _chemical_formula_structural ? _chemical_formula_weight 1214.66 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1652(3) _cell_length_b 11.1044(3) _cell_length_c 35.4297(10) _cell_angle_alpha 90.00 _cell_angle_beta 92.594(2) _cell_angle_gamma 90.00 _cell_volume 4388.2(2) _cell_measurement_reflns_used 33999 _cell_measurement_theta_min 2 _cell_measurement_theta_max 68 _cell_formula_units_z 4 _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'U' 'U' -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _diffrn_radiation_type CU-K\a _diffrn_radiation_wavelength 1.54184 _exptl_absorpt_coefficient_mu 27.250 _cell_measurement_temperature 150.00(2) _exptl_crystal_F_000 2316 # 6. DATA COLLECTION _diffrn_ambient_temperature 150.00(2) _diffrn_measurement_device_type Nonius_KappaCCD _diffrn_radiation_monochromator 'graphite 002' _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.0726 _exptl_absorpt_correction_T_max 0.1130 _diffrn_reflns_number 33999 _diffrn_measured_fraction_theta_max 0.9780 _diffrn_reflns_theta_full 68.4 _diffrn_measured_fraction_theta_full 0.9780 _reflns_number_total 7882 _reflns_number_gt 7628 _reflns_threshold_expression >2.0\s(I) _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_av_R_equivalents 0.0660 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 68.38 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_max 42 _diffrn_special_details 'mosaicity from Denzo/Scalepack is 0.42' _diffrn_standards_number 0 _diffrn_standards_interval_time . _diffrn_standards_decay_% ? # 7. REFINEMENT DATA _refine_special_details ; Outlier data were removed using a local program based on the method of Prince and Nicholson. Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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_R_factor_all 0.047 _refine_ls_R_factor_gt 0.046 _refine_ls_wR_factor_ref 0.131 _refine_ls_wR_factor_gt 0.130 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 7882 _refine_ls_number_parameters 434 _refine_ls_number_restraints 0 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_weighting_scheme 'calc ' _refine_ls_weighting_details '1/[\s^2^(Fo^2^)+(0.0908P)^2^+18.0363P] where P=(Fo^2^+2Fc^2^)/3 ' _refine_ls_shift/su_max 0.002 _refine_diff_density_max 2.85 _refine_diff_density_min -3.56 _refine_ls_extinction_method none # 8. COMPUTING DATA _computing_data_collection 'Collect (Nonius, 1998)' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_structure_solution ; PATTY (DIRDIF, Beurskins, 2008) ; _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics ; ORTEP (Johnson, 1976) PLATON (Spek, 2003) ; _computing_publication_material 'SHELX97(Sheldrick, 2008) and local programs' # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 0.267340(17) 0.068130(17) 0.410597(5) 0.01488(10) Uani 1 1 d . . . I1 0.20874(4) -0.09417(4) 0.475404(12) 0.02815(13) Uani 1 1 d . . . I2 0.32438(4) 0.26772(4) 0.356689(11) 0.02519(13) Uani 1 1 d . . . I3 0.49818(4) -0.06746(4) 0.401729(13) 0.02448(13) Uani 1 1 d . . . O1 0.0846(4) 0.0861(4) 0.38920(13) 0.0213(9) Uani 1 1 d . . . O21 0.1674(4) 0.2198(4) 0.45070(13) 0.0238(10) Uani 1 1 d . . . O31 0.4142(4) 0.1772(4) 0.45281(12) 0.0250(10) Uani 1 1 d . . . O51 0.1901(16) 0.1682(15) 0.0686(3) 0.146(5) Uani 1 1 d . . . N1 0.2078(5) -0.0701(4) 0.35467(15) 0.0159(11) Uani 1 1 d . . . C1 0.0307(6) 0.0441(6) 0.35708(18) 0.0203(13) Uani 1 1 d . . . C2 0.0979(5) -0.0482(5) 0.33868(17) 0.0160(12) Uani 1 1 d . . . C3 0.0458(5) -0.1053(5) 0.30584(17) 0.0178(12) Uani 1 1 d . . . C4 -0.0629(6) -0.0694(5) 0.2910(2) 0.0202(14) Uani 1 1 d . . . C5 -0.1212(5) 0.0283(6) 0.3089(2) 0.0237(14) Uani 1 1 d . . . C6 -0.0781(6) 0.0858(6) 0.34185(19) 0.0194(13) Uani 1 1 d . . . C11 0.2771(5) -0.1626(5) 0.33625(17) 0.0168(12) Uani 1 1 d . . . C12 0.3377(6) -0.1340(6) 0.30362(19) 0.0217(13) Uani 1 1 d . . . C13 0.4073(6) -0.2225(6) 0.2877(2) 0.0266(14) Uani 1 1 d . . . C14 0.4160(7) -0.3374(7) 0.3031(2) 0.0325(16) Uani 1 1 d . . . C15 0.3524(6) -0.3648(6) 0.3349(2) 0.0272(15) Uani 1 1 d . . . C16 0.2823(6) -0.2792(6) 0.35165(18) 0.0234(13) Uani 1 1 d . . . C22 0.0673(7) 0.1985(6) 0.4752(2) 0.0325(16) Uani 1 1 d . . . C23 0.0074(8) 0.3197(8) 0.4797(3) 0.053(3) Uani 1 1 d . . . C24 0.1100(9) 0.4065(8) 0.4771(3) 0.048(2) Uani 1 1 d . . . C25 0.1848(7) 0.3504(6) 0.4479(2) 0.0284(15) Uani 1 1 d . . . C32 0.4124(7) 0.1838(7) 0.4939(2) 0.0349(17) Uani 1 1 d . . . C33 0.4802(8) 0.2965(9) 0.5046(2) 0.048(2) Uani 1 1 d . . . C34 0.5493(8) 0.3323(8) 0.4701(2) 0.043(2) Uani 1 1 d . . . C35 0.5308(7) 0.2230(7) 0.4441(2) 0.0325(16) Uani 1 1 d . . . C41 -0.1226(6) -0.1243(6) 0.25532(19) 0.0245(14) Uani 1 1 d . . . C42 -0.0569(6) -0.2387(7) 0.2430(2) 0.0315(16) Uani 1 1 d . . . C43 -0.1185(8) -0.0300(8) 0.2229(2) 0.043(2) Uani 1 1 d . . . C44 -0.2525(7) -0.1584(8) 0.2623(3) 0.042(2) Uani 1 1 d . . . C52 0.1656(15) 0.2797(16) 0.0846(4) 0.099(5) Uani 1 1 d . . . C53 0.1994(11) 0.2725(11) 0.1244(3) 0.069(3) Uani 1 1 d . . . C54 0.2596(14) 0.1476(14) 0.1310(4) 0.091(4) Uani 1 1 d . . . C55 0.277(2) 0.1094(18) 0.0918(6) 0.120(7) Uani 1 1 d . . . C61 -0.1474(6) 0.1879(6) 0.3598(2) 0.0277(15) Uani 1 1 d . . . C62 -0.0686(7) 0.3002(6) 0.3635(2) 0.0342(17) Uani 1 1 d . . . C63 -0.1828(7) 0.1461(8) 0.3999(2) 0.0405(19) Uani 1 1 d . . . C64 -0.2635(7) 0.2183(8) 0.3374(3) 0.048(2) Uani 1 1 d . . . C121 0.2858(8) -0.0149(7) 0.2440(2) 0.0370(17) Uani 1 1 d . . . C122 0.3338(6) -0.0087(6) 0.28551(19) 0.0246(14) Uani 1 1 d . . . C123 0.4580(7) 0.0485(6) 0.2881(2) 0.0299(16) Uani 1 1 d . . . C161 0.1040(7) -0.3881(8) 0.3744(2) 0.0395(19) Uani 1 1 d . . . C162 0.2130(7) -0.3109(6) 0.38580(19) 0.0269(15) Uani 1 1 d . . . C163 0.2906(8) -0.3760(7) 0.4162(2) 0.041(2) Uani 1 1 d . . . H3 0.0874 -0.1689 0.2942 0.021 Uiso 1 1 calc R . . H5 -0.1947 0.0563 0.2975 0.028 Uiso 1 1 calc R . . H13 0.4498 -0.2041 0.2658 0.032 Uiso 1 1 calc R . . H14 0.4648 -0.3967 0.2920 0.039 Uiso 1 1 calc R . . H15 0.3573 -0.4436 0.3452 0.033 Uiso 1 1 calc R . . H122 0.2783 0.0430 0.2999 0.030 Uiso 1 1 calc R . . H12A 0.2839 0.0662 0.2332 0.055 Uiso 1 1 calc R . . H12B 0.2046 -0.0487 0.2430 0.055 Uiso 1 1 calc R . . H12C 0.3385 -0.0664 0.2296 0.055 Uiso 1 1 calc R . . H12D 0.5136 -0.0007 0.2740 0.045 Uiso 1 1 calc R . . H12E 0.4864 0.0533 0.3146 0.045 Uiso 1 1 calc R . . H12F 0.4538 0.1297 0.2772 0.045 Uiso 1 1 calc R . . H162 0.1834 -0.2343 0.3970 0.032 Uiso 1 1 calc R . . H16A 0.0549 -0.3461 0.3549 0.059 Uiso 1 1 calc R . . H16B 0.0563 -0.4024 0.3965 0.059 Uiso 1 1 calc R . . H16C 0.1309 -0.4653 0.3644 0.059 Uiso 1 1 calc R . . H16D 0.3140 -0.4551 0.4067 0.061 Uiso 1 1 calc R . . H16E 0.2448 -0.3864 0.4389 0.061 Uiso 1 1 calc R . . H16F 0.3626 -0.3282 0.4224 0.061 Uiso 1 1 calc R . . H22A 0.0968 0.1668 0.5000 0.039 Uiso 1 1 calc R . . H22B 0.0102 0.1397 0.4635 0.039 Uiso 1 1 calc R . . H23A -0.0545 0.3340 0.4593 0.064 Uiso 1 1 calc R . . H23B -0.0299 0.3259 0.5045 0.064 Uiso 1 1 calc R . . H24A 0.0813 0.4872 0.4691 0.057 Uiso 1 1 calc R . . H24B 0.1556 0.4136 0.5017 0.057 Uiso 1 1 calc R . . H25A 0.1589 0.3794 0.4224 0.034 Uiso 1 1 calc R . . H25B 0.2704 0.3713 0.4526 0.034 Uiso 1 1 calc R . . H32A 0.4517 0.1123 0.5056 0.042 Uiso 1 1 calc R . . H32B 0.3290 0.1883 0.5021 0.042 Uiso 1 1 calc R . . H33A 0.5362 0.2813 0.5266 0.057 Uiso 1 1 calc R . . H33B 0.4241 0.3614 0.5113 0.057 Uiso 1 1 calc R . . H34A 0.6353 0.3451 0.4769 0.052 Uiso 1 1 calc R . . H34B 0.5157 0.4063 0.4582 0.052 Uiso 1 1 calc R . . H35A 0.5323 0.2472 0.4172 0.039 Uiso 1 1 calc R . . H35B 0.5937 0.1617 0.4494 0.039 Uiso 1 1 calc R . . H42A -0.0500 -0.2953 0.2642 0.047 Uiso 1 1 calc R . . H42B 0.0234 -0.2172 0.2351 0.047 Uiso 1 1 calc R . . H42C -0.1022 -0.2764 0.2218 0.047 Uiso 1 1 calc R . . H43A -0.1583 -0.0630 0.2000 0.065 Uiso 1 1 calc R . . H43B -0.0348 -0.0113 0.2181 0.065 Uiso 1 1 calc R . . H43C -0.1597 0.0436 0.2304 0.065 Uiso 1 1 calc R . . H44A -0.2540 -0.2167 0.2830 0.063 Uiso 1 1 calc R . . H44B -0.2895 -0.1943 0.2393 0.063 Uiso 1 1 calc R . . H44C -0.2972 -0.0861 0.2690 0.063 Uiso 1 1 calc R . . H52A 0.0792 0.2988 0.0810 0.118 Uiso 1 1 calc R . . H52B 0.2121 0.3438 0.0724 0.118 Uiso 1 1 calc R . . H53A 0.1277 0.2801 0.1397 0.083 Uiso 1 1 calc R . . H53B 0.2561 0.3379 0.1317 0.083 Uiso 1 1 calc R . . H54A 0.3368 0.1549 0.1457 0.109 Uiso 1 1 calc R . . H54B 0.2064 0.0915 0.1441 0.109 Uiso 1 1 calc R . . H55A 0.3588 0.1317 0.0843 0.144 Uiso 1 1 calc R . . H55B 0.2684 0.0210 0.0895 0.144 Uiso 1 1 calc R . . H62A -0.0474 0.3271 0.3383 0.051 Uiso 1 1 calc R . . H62B 0.0046 0.2812 0.3786 0.051 Uiso 1 1 calc R . . H62C -0.1125 0.3644 0.3759 0.051 Uiso 1 1 calc R . . H63A -0.1116 0.1157 0.4140 0.061 Uiso 1 1 calc R . . H63B -0.2429 0.0819 0.3974 0.061 Uiso 1 1 calc R . . H63C -0.2161 0.2143 0.4135 0.061 Uiso 1 1 calc R . . H64A -0.3051 0.2835 0.3501 0.072 Uiso 1 1 calc R . . H64B -0.3150 0.1469 0.3358 0.072 Uiso 1 1 calc R . . H64C -0.2447 0.2441 0.3119 0.072 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 U1 0.01963(15) 0.01143(15) 0.01355(16) -0.00042(6) 0.00053(9) -0.00082(6) I1 0.0406(3) 0.0202(2) 0.0244(3) -0.00154(18) 0.00923(19) 0.00545(16) I2 0.0408(3) 0.0150(2) 0.0199(2) 0.00062(16) 0.00326(17) 0.00361(14) I3 0.0228(2) 0.0223(2) 0.0282(3) 0.00302(14) -0.00074(18) -0.00212(15) O1 0.020(2) 0.019(2) 0.024(3) 0.0021(17) 0.0020(18) -0.0076(18) O21 0.029(2) 0.018(2) 0.025(2) 0.0002(18) 0.0085(19) -0.0063(18) O31 0.030(2) 0.025(2) 0.020(2) -0.0021(19) -0.0011(18) -0.0044(18) O51 0.214(16) 0.147(13) 0.077(8) -0.020(12) -0.012(9) -0.040(8) N1 0.018(3) 0.012(3) 0.019(3) 0.0030(18) 0.002(2) 0.0014(18) C1 0.025(3) 0.015(3) 0.022(3) -0.006(3) 0.007(3) -0.006(3) C2 0.019(3) 0.015(3) 0.014(3) 0.003(2) -0.001(2) 0.003(2) C3 0.023(3) 0.011(3) 0.020(3) 0.001(2) 0.002(2) -0.002(2) C4 0.021(3) 0.016(3) 0.023(4) -0.005(2) -0.003(3) -0.004(2) C5 0.014(3) 0.019(3) 0.038(4) 0.003(2) -0.005(2) -0.002(3) C6 0.019(3) 0.014(3) 0.025(4) -0.001(2) -0.001(3) -0.001(2) C11 0.020(3) 0.010(3) 0.021(3) 0.002(2) -0.001(2) -0.004(2) C12 0.024(3) 0.012(3) 0.028(4) -0.001(2) -0.001(3) 0.003(3) C13 0.040(4) 0.017(3) 0.023(3) 0.004(3) 0.008(3) -0.005(3) C14 0.035(4) 0.027(4) 0.035(4) 0.007(3) 0.006(3) -0.011(3) C15 0.042(4) 0.009(3) 0.031(4) 0.005(3) -0.001(3) -0.001(3) C16 0.030(3) 0.021(3) 0.019(3) 0.003(3) -0.002(3) -0.003(3) C22 0.038(4) 0.019(4) 0.042(4) -0.003(3) 0.019(3) -0.003(3) C23 0.055(5) 0.029(5) 0.080(7) 0.008(4) 0.044(5) -0.011(4) C24 0.078(6) 0.021(4) 0.046(5) -0.001(4) 0.030(5) -0.011(4) C25 0.042(4) 0.012(3) 0.032(4) 0.002(3) 0.007(3) -0.001(3) C32 0.050(4) 0.037(4) 0.018(4) -0.006(4) -0.001(3) -0.003(3) C33 0.058(5) 0.052(5) 0.033(5) -0.015(4) -0.005(4) -0.024(4) C34 0.049(5) 0.030(4) 0.049(5) -0.014(4) -0.005(4) -0.009(4) C35 0.033(4) 0.037(4) 0.027(4) -0.009(3) -0.001(3) -0.004(3) C41 0.027(3) 0.019(3) 0.027(4) 0.001(3) -0.007(3) -0.005(3) C42 0.030(4) 0.035(4) 0.029(4) 0.002(3) -0.009(3) -0.014(3) C43 0.066(5) 0.036(4) 0.025(4) -0.009(4) -0.024(4) -0.001(3) C44 0.035(4) 0.039(5) 0.051(5) -0.008(3) -0.010(4) -0.023(4) C52 0.106(11) 0.128(14) 0.063(8) -0.041(10) 0.016(8) -0.016(9) C53 0.070(7) 0.065(7) 0.076(8) -0.031(6) 0.035(6) -0.022(6) C54 0.105(10) 0.085(10) 0.084(10) -0.020(8) 0.015(8) -0.018(8) C55 0.147(17) 0.104(13) 0.115(15) -0.015(13) 0.077(13) -0.006(12) C61 0.027(3) 0.022(4) 0.034(4) 0.006(3) 0.001(3) -0.010(3) C62 0.038(4) 0.013(3) 0.051(5) 0.006(3) 0.002(3) -0.007(3) C63 0.033(4) 0.044(5) 0.047(5) 0.003(3) 0.020(3) -0.007(4) C64 0.034(4) 0.040(5) 0.069(6) 0.024(4) -0.011(4) -0.014(4) C121 0.052(5) 0.028(4) 0.031(4) 0.001(3) -0.002(3) 0.003(3) C122 0.029(3) 0.018(3) 0.028(4) 0.005(3) 0.008(3) 0.004(3) C123 0.034(4) 0.022(3) 0.034(4) -0.005(3) 0.010(3) 0.002(3) C161 0.035(4) 0.044(5) 0.039(5) -0.004(4) 0.009(3) 0.011(4) C162 0.050(4) 0.009(3) 0.022(3) 0.000(3) 0.006(3) -0.001(2) C163 0.065(5) 0.025(4) 0.031(4) -0.016(4) -0.011(4) 0.005(3) # 10. MOLECULAR GEOMETRY _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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag U1 O1 2.154(4) . . ? U1 O31 2.484(4) . . ? U1 O21 2.499(4) . . ? U1 N1 2.570(5) . . ? U1 I2 3.0126(4) . . ? U1 I3 3.0136(5) . . ? U1 I1 3.0140(4) . . ? O1 C1 1.346(8) . . ? O21 C22 1.465(8) . . ? O21 C25 1.467(8) . . ? O31 C35 1.443(8) . . ? O31 C32 1.458(8) . . ? N1 C2 1.350(8) . . ? N1 C11 1.459(7) . . ? C1 C6 1.386(9) . . ? C1 C2 1.443(9) . . ? C2 C3 1.426(8) . . ? C3 C4 1.361(9) . . ? C3 H3 0.9500 . . ? C4 C5 1.427(9) . . ? C4 C41 1.530(9) . . ? C5 C6 1.398(9) . . ? C5 H5 0.9500 . . ? C6 C61 1.529(9) . . ? C11 C12 1.402(9) . . ? C11 C16 1.405(9) . . ? C12 C13 1.389(9) . . ? C12 C122 1.532(9) . . ? C13 C14 1.390(10) . . ? C13 H13 0.9500 . . ? C14 C15 1.391(10) . . ? C14 H14 0.9500 . . ? C15 C16 1.383(9) . . ? C15 H15 0.9500 . . ? C16 C162 1.507(9) . . ? C22 C23 1.514(10) . . ? C22 H22A 0.9900 . . ? C22 H22B 0.9900 . . ? C23 C24 1.503(13) . . ? C23 H23A 0.9900 . . ? C23 H23B 0.9900 . . ? C24 C25 1.497(10) . . ? C24 H24A 0.9900 . . ? C24 H24B 0.9900 . . ? C25 H25A 0.9900 . . ? C25 H25B 0.9900 . . ? C32 C33 1.503(11) . . ? C32 H32A 0.9900 . . ? C32 H32B 0.9900 . . ? C33 C34 1.527(12) . . ? C33 H33A 0.9900 . . ? C33 H33B 0.9900 . . ? C34 C35 1.532(10) . . ? C34 H34A 0.9900 . . ? C34 H34B 0.9900 . . ? C35 H35A 0.9900 . . ? C35 H35B 0.9900 . . ? C41 C44 1.529(10) . . ? C41 C42 1.540(9) . . ? C41 C43 1.555(10) . . ? C42 H42A 0.9800 . . ? C42 H42B 0.9800 . . ? C42 H42C 0.9800 . . ? C43 H43A 0.9800 . . ? C43 H43B 0.9800 . . ? C43 H43C 0.9800 . . ? C44 H44A 0.9800 . . ? C44 H44B 0.9800 . . ? C44 H44C 0.9800 . . ? C61 C64 1.527(10) . . ? C61 C62 1.528(10) . . ? C61 C63 1.561(11) . . ? C62 H62A 0.9800 . . ? C62 H62B 0.9800 . . ? C62 H62C 0.9800 . . ? C63 H63A 0.9800 . . ? C63 H63B 0.9800 . . ? C63 H63C 0.9800 . . ? C64 H64A 0.9800 . . ? C64 H64B 0.9800 . . ? C64 H64C 0.9800 . . ? C121 C122 1.542(10) . . ? C121 H12A 0.9800 . . ? C121 H12B 0.9800 . . ? C121 H12C 0.9800 . . ? C122 C123 1.524(10) . . ? C122 H122 1.0000 . . ? C123 H12D 0.9800 . . ? C123 H12E 0.9800 . . ? C123 H12F 0.9800 . . ? C161 C162 1.528(11) . . ? C161 H16A 0.9800 . . ? C161 H16B 0.9800 . . ? C161 H16C 0.9800 . . ? C162 C163 1.532(10) . . ? C162 H162 1.0000 . . ? C163 H16D 0.9800 . . ? C163 H16E 0.9800 . . ? C163 H16F 0.9800 . . ? C53 C52 1.447(18) . . ? C53 C54 1.55(2) . . ? C53 H53A 0.9900 . . ? C53 H53B 0.9900 . . ? O51 C52 1.39(2) . . ? O51 C55 1.41(2) . . ? C52 H52A 0.9900 . . ? C52 H52B 0.9900 . . ? C54 C55 1.47(2) . . ? C54 H54A 0.9900 . . ? C54 H54B 0.9900 . . ? C55 H55A 0.9900 . . ? C55 H55B 0.9900 . . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U1 O31 139.10(16) . . . ? O1 U1 O21 72.38(16) . . . ? O31 U1 O21 68.20(15) . . . ? O1 U1 N1 64.91(16) . . . ? O31 U1 N1 153.65(15) . . . ? O21 U1 N1 137.25(16) . . . ? O1 U1 I2 86.14(13) . . . ? O31 U1 I2 82.54(11) . . . ? O21 U1 I2 88.69(11) . . . ? N1 U1 I2 90.30(11) . . . ? O1 U1 I3 144.17(12) . . . ? O31 U1 I3 76.23(11) . . . ? O21 U1 I3 143.33(11) . . . ? N1 U1 I3 79.27(11) . . . ? I2 U1 I3 95.458(13) . . . ? O1 U1 I1 95.09(13) . . . ? O31 U1 I1 89.60(11) . . . ? O21 U1 I1 81.49(11) . . . ? N1 U1 I1 99.95(11) . . . ? I2 U1 I1 169.204(14) . . . ? I3 U1 I1 89.820(13) . . . ? C1 O1 U1 130.2(4) . . . ? C22 O21 C25 107.9(5) . . . ? C22 O21 U1 126.9(4) . . . ? C25 O21 U1 124.3(4) . . . ? C35 O31 C32 104.4(5) . . . ? C35 O31 U1 128.3(4) . . . ? C32 O31 U1 125.9(4) . . . ? C2 N1 C11 115.5(5) . . . ? C2 N1 U1 114.5(4) . . . ? C11 N1 U1 129.9(4) . . . ? O1 C1 C6 124.3(6) . . . ? O1 C1 C2 114.0(6) . . . ? C6 C1 C2 121.7(6) . . . ? N1 C2 C3 126.3(6) . . . ? N1 C2 C1 114.8(6) . . . ? C3 C2 C1 118.9(5) . . . ? C4 C3 C2 120.5(6) . . . ? C4 C3 H3 119.70 . . . ? C2 C3 H3 119.70 . . . ? C3 C4 C5 118.0(6) . . . ? C3 C4 C41 123.4(6) . . . ? C5 C4 C41 118.6(6) . . . ? C6 C5 C4 124.8(6) . . . ? C6 C5 H5 117.60 . . . ? C4 C5 H5 117.60 . . . ? C1 C6 C5 115.8(6) . . . ? C1 C6 C61 122.4(6) . . . ? C5 C6 C61 121.7(6) . . . ? C12 C11 C16 121.1(6) . . . ? C12 C11 N1 119.6(5) . . . ? C16 C11 N1 119.2(5) . . . ? C13 C12 C11 118.3(6) . . . ? C13 C12 C122 118.6(6) . . . ? C11 C12 C122 123.1(6) . . . ? C12 C13 C14 121.3(6) . . . ? C12 C13 H13 119.30 . . . ? C14 C13 H13 119.30 . . . ? C13 C14 C15 119.3(6) . . . ? C13 C14 H14 120.40 . . . ? C15 C14 H14 120.40 . . . ? C16 C15 C14 121.2(6) . . . ? C16 C15 H15 119.40 . . . ? C14 C15 H15 119.40 . . . ? C15 C16 C11 118.7(6) . . . ? C15 C16 C162 120.4(6) . . . ? C11 C16 C162 120.9(6) . . . ? O21 C22 C23 105.7(6) . . . ? O21 C22 H22A 110.60 . . . ? C23 C22 H22A 110.60 . . . ? O21 C22 H22B 110.60 . . . ? C23 C22 H22B 110.60 . . . ? H22A C22 H22B 108.70 . . . ? C24 C23 C22 102.8(7) . . . ? C24 C23 H23A 111.20 . . . ? C22 C23 H23A 111.20 . . . ? C24 C23 H23B 111.20 . . . ? C22 C23 H23B 111.20 . . . ? H23A C23 H23B 109.10 . . . ? C25 C24 C23 103.1(6) . . . ? C25 C24 H24A 111.10 . . . ? C23 C24 H24A 111.10 . . . ? C25 C24 H24B 111.10 . . . ? C23 C24 H24B 111.10 . . . ? H24A C24 H24B 109.10 . . . ? O21 C25 C24 106.5(6) . . . ? O21 C25 H25A 110.40 . . . ? C24 C25 H25A 110.40 . . . ? O21 C25 H25B 110.40 . . . ? C24 C25 H25B 110.40 . . . ? H25A C25 H25B 108.60 . . . ? O31 C32 C33 105.4(6) . . . ? O31 C32 H32A 110.70 . . . ? C33 C32 H32A 110.70 . . . ? O31 C32 H32B 110.70 . . . ? C33 C32 H32B 110.70 . . . ? H32A C32 H32B 108.80 . . . ? C32 C33 C34 106.3(6) . . . ? C32 C33 H33A 110.50 . . . ? C34 C33 H33A 110.50 . . . ? C32 C33 H33B 110.50 . . . ? C34 C33 H33B 110.50 . . . ? H33A C33 H33B 108.70 . . . ? C33 C34 C35 102.5(6) . . . ? C33 C34 H34A 111.30 . . . ? C35 C34 H34A 111.30 . . . ? C33 C34 H34B 111.30 . . . ? C35 C34 H34B 111.30 . . . ? H34A C34 H34B 109.20 . . . ? O31 C35 C34 104.4(6) . . . ? O31 C35 H35A 110.90 . . . ? C34 C35 H35A 110.90 . . . ? O31 C35 H35B 110.90 . . . ? C34 C35 H35B 110.90 . . . ? H35A C35 H35B 108.90 . . . ? C44 C41 C4 110.2(6) . . . ? C44 C41 C42 108.0(6) . . . ? C4 C41 C42 111.6(5) . . . ? C44 C41 C43 110.2(6) . . . ? C4 C41 C43 108.4(5) . . . ? C42 C41 C43 108.4(6) . . . ? C41 C42 H42A 109.50 . . . ? C41 C42 H42B 109.50 . . . ? H42A C42 H42B 109.50 . . . ? C41 C42 H42C 109.50 . . . ? H42A C42 H42C 109.50 . . . ? H42B C42 H42C 109.50 . . . ? C41 C43 H43A 109.50 . . . ? C41 C43 H43B 109.50 . . . ? H43A C43 H43B 109.50 . . . ? C41 C43 H43C 109.50 . . . ? H43A C43 H43C 109.50 . . . ? H43B C43 H43C 109.50 . . . ? C41 C44 H44A 109.50 . . . ? C41 C44 H44B 109.50 . . . ? H44A C44 H44B 109.50 . . . ? C41 C44 H44C 109.50 . . . ? H44A C44 H44C 109.50 . . . ? H44B C44 H44C 109.50 . . . ? C64 C61 C62 109.6(7) . . . ? C64 C61 C6 112.3(6) . . . ? C62 C61 C6 109.9(6) . . . ? C64 C61 C63 107.2(7) . . . ? C62 C61 C63 109.6(6) . . . ? C6 C61 C63 108.2(6) . . . ? C61 C62 H62A 109.50 . . . ? C61 C62 H62B 109.50 . . . ? H62A C62 H62B 109.50 . . . ? C61 C62 H62C 109.50 . . . ? H62A C62 H62C 109.50 . . . ? H62B C62 H62C 109.50 . . . ? C61 C63 H63A 109.50 . . . ? C61 C63 H63B 109.50 . . . ? H63A C63 H63B 109.50 . . . ? C61 C63 H63C 109.50 . . . ? H63A C63 H63C 109.50 . . . ? H63B C63 H63C 109.50 . . . ? C61 C64 H64A 109.50 . . . ? C61 C64 H64B 109.50 . . . ? H64A C64 H64B 109.50 . . . ? C61 C64 H64C 109.50 . . . ? H64A C64 H64C 109.50 . . . ? H64B C64 H64C 109.50 . . . ? C122 C121 H12A 109.50 . . . ? C122 C121 H12B 109.50 . . . ? H12A C121 H12B 109.50 . . . ? C122 C121 H12C 109.50 . . . ? H12A C121 H12C 109.50 . . . ? H12B C121 H12C 109.50 . . . ? C123 C122 C12 110.2(5) . . . ? C123 C122 C121 110.5(6) . . . ? C12 C122 C121 111.1(6) . . . ? C123 C122 H122 108.30 . . . ? C12 C122 H122 108.30 . . . ? C121 C122 H122 108.30 . . . ? C122 C123 H12D 109.50 . . . ? C122 C123 H12E 109.50 . . . ? H12D C123 H12E 109.50 . . . ? C122 C123 H12F 109.50 . . . ? H12D C123 H12F 109.50 . . . ? H12E C123 H12F 109.50 . . . ? C162 C161 H16A 109.50 . . . ? C162 C161 H16B 109.50 . . . ? H16A C161 H16B 109.50 . . . ? C162 C161 H16C 109.50 . . . ? H16A C161 H16C 109.50 . . . ? H16B C161 H16C 109.50 . . . ? C16 C162 C161 110.5(6) . . . ? C16 C162 C163 112.3(6) . . . ? C161 C162 C163 109.9(6) . . . ? C16 C162 H162 108.00 . . . ? C161 C162 H162 108.00 . . . ? C163 C162 H162 108.00 . . . ? C162 C163 H16D 109.50 . . . ? C162 C163 H16E 109.50 . . . ? H16D C163 H16E 109.50 . . . ? C162 C163 H16F 109.50 . . . ? H16D C163 H16F 109.50 . . . ? H16E C163 H16F 109.50 . . . ? C52 C53 C54 106.8(11) . . . ? C52 C53 H53A 110.40 . . . ? C54 C53 H53A 110.40 . . . ? C52 C53 H53B 110.40 . . . ? C54 C53 H53B 110.40 . . . ? H53A C53 H53B 108.60 . . . ? C52 O51 C55 108.7(13) . . . ? O51 C52 C53 107.4(15) . . . ? O51 C52 H52A 110.20 . . . ? C53 C52 H52A 110.20 . . . ? O51 C52 H52B 110.20 . . . ? C53 C52 H52B 110.20 . . . ? H52A C52 H52B 108.50 . . . ? C55 C54 C53 101.0(14) . . . ? C55 C54 H54A 111.60 . . . ? C53 C54 H54A 111.60 . . . ? C55 C54 H54B 111.60 . . . ? C53 C54 H54B 111.60 . . . ? H54A C54 H54B 109.40 . . . ? O51 C55 C54 107.3(15) . . . ? O51 C55 H55A 110.30 . . . ? C54 C55 H55A 110.30 . . . ? O51 C55 H55B 110.30 . . . ? C54 C55 H55B 110.30 . . . ? H55A C55 H55B 108.50 . . . ? 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 O31 U1 O1 C1 153.5(5) . . . . ? O21 U1 O1 C1 169.4(6) . . . . ? N1 U1 O1 C1 -12.6(5) . . . . ? I2 U1 O1 C1 79.5(5) . . . . ? I3 U1 O1 C1 -14.4(7) . . . . ? I1 U1 O1 C1 -111.2(5) . . . . ? O1 U1 O21 C22 64.3(5) . . . . ? O31 U1 O21 C22 -126.9(6) . . . . ? N1 U1 O21 C22 61.6(6) . . . . ? I2 U1 O21 C22 150.6(5) . . . . ? I3 U1 O21 C22 -112.0(5) . . . . ? I1 U1 O21 C22 -33.9(5) . . . . ? O1 U1 O21 C25 -103.3(5) . . . . ? O31 U1 O21 C25 65.6(5) . . . . ? N1 U1 O21 C25 -106.0(5) . . . . ? I2 U1 O21 C25 -16.9(5) . . . . ? I3 U1 O21 C25 80.5(5) . . . . ? I1 U1 O21 C25 158.6(5) . . . . ? O1 U1 O31 C35 -122.0(5) . . . . ? O21 U1 O31 C35 -138.4(6) . . . . ? N1 U1 O31 C35 28.6(7) . . . . ? I2 U1 O31 C35 -46.8(5) . . . . ? I3 U1 O31 C35 50.7(5) . . . . ? I1 U1 O31 C35 140.7(5) . . . . ? O1 U1 O31 C32 73.3(6) . . . . ? O21 U1 O31 C32 57.0(5) . . . . ? N1 U1 O31 C32 -136.1(5) . . . . ? I2 U1 O31 C32 148.5(5) . . . . ? I3 U1 O31 C32 -113.9(5) . . . . ? I1 U1 O31 C32 -24.0(5) . . . . ? O1 U1 N1 C2 7.4(4) . . . . ? O31 U1 N1 C2 -151.8(4) . . . . ? O21 U1 N1 C2 10.2(5) . . . . ? I2 U1 N1 C2 -78.2(4) . . . . ? I3 U1 N1 C2 -173.7(4) . . . . ? I1 U1 N1 C2 98.4(4) . . . . ? O1 U1 N1 C11 -176.9(5) . . . . ? O31 U1 N1 C11 23.8(7) . . . . ? O21 U1 N1 C11 -174.1(4) . . . . ? I2 U1 N1 C11 97.5(5) . . . . ? I3 U1 N1 C11 2.0(5) . . . . ? I1 U1 N1 C11 -85.9(5) . . . . ? U1 O1 C1 C6 -163.1(5) . . . . ? U1 O1 C1 C2 15.4(8) . . . . ? C11 N1 C2 C3 -0.9(9) . . . . ? U1 N1 C2 C3 175.4(5) . . . . ? C11 N1 C2 C1 -179.6(5) . . . . ? U1 N1 C2 C1 -3.3(7) . . . . ? O1 C1 C2 N1 -5.5(8) . . . . ? C6 C1 C2 N1 173.1(6) . . . . ? O1 C1 C2 C3 175.7(5) . . . . ? C6 C1 C2 C3 -5.7(9) . . . . ? N1 C2 C3 C4 -175.6(6) . . . . ? C1 C2 C3 C4 3.1(9) . . . . ? C2 C3 C4 C5 1.4(9) . . . . ? C2 C3 C4 C41 178.4(6) . . . . ? C3 C4 C5 C6 -3.9(10) . . . . ? C41 C4 C5 C6 179.0(6) . . . . ? O1 C1 C6 C5 -178.2(6) . . . . ? C2 C1 C6 C5 3.4(9) . . . . ? O1 C1 C6 C61 1.7(10) . . . . ? C2 C1 C6 C61 -176.8(6) . . . . ? C4 C5 C6 C1 1.4(10) . . . . ? C4 C5 C6 C61 -178.4(6) . . . . ? C2 N1 C11 C12 80.0(7) . . . . ? U1 N1 C11 C12 -95.6(6) . . . . ? C2 N1 C11 C16 -100.2(7) . . . . ? U1 N1 C11 C16 84.2(7) . . . . ? C16 C11 C12 C13 -2.6(9) . . . . ? N1 C11 C12 C13 177.2(6) . . . . ? C16 C11 C12 C122 179.3(6) . . . . ? N1 C11 C12 C122 -0.8(9) . . . . ? C11 C12 C13 C14 0.9(10) . . . . ? C122 C12 C13 C14 179.0(6) . . . . ? C12 C13 C14 C15 0.9(11) . . . . ? C13 C14 C15 C16 -1.0(11) . . . . ? C14 C15 C16 C11 -0.7(10) . . . . ? C14 C15 C16 C162 179.3(7) . . . . ? C12 C11 C16 C15 2.5(10) . . . . ? N1 C11 C16 C15 -177.3(6) . . . . ? C12 C11 C16 C162 -177.5(6) . . . . ? N1 C11 C16 C162 2.7(9) . . . . ? C25 O21 C22 C23 12.5(8) . . . . ? U1 O21 C22 C23 -156.7(6) . . . . ? O21 C22 C23 C24 -31.0(9) . . . . ? C22 C23 C24 C25 37.2(10) . . . . ? C22 O21 C25 C24 11.1(8) . . . . ? U1 O21 C25 C24 -179.3(5) . . . . ? C23 C24 C25 O21 -30.3(9) . . . . ? C35 O31 C32 C33 36.2(8) . . . . ? U1 O31 C32 C33 -156.2(5) . . . . ? O31 C32 C33 C34 -15.8(9) . . . . ? C32 C33 C34 C35 -9.0(9) . . . . ? C32 O31 C35 C34 -42.2(7) . . . . ? U1 O31 C35 C34 150.5(5) . . . . ? C33 C34 C35 O31 31.1(8) . . . . ? C3 C4 C41 C44 130.7(7) . . . . ? C5 C4 C41 C44 -52.3(8) . . . . ? C3 C4 C41 C42 10.7(9) . . . . ? C5 C4 C41 C42 -172.3(6) . . . . ? C3 C4 C41 C43 -108.6(8) . . . . ? C5 C4 C41 C43 68.4(8) . . . . ? C1 C6 C61 C64 179.1(7) . . . . ? C5 C6 C61 C64 -1.0(10) . . . . ? C1 C6 C61 C62 56.8(9) . . . . ? C5 C6 C61 C62 -123.3(7) . . . . ? C1 C6 C61 C63 -62.7(8) . . . . ? C5 C6 C61 C63 117.1(7) . . . . ? C13 C12 C122 C123 -63.3(8) . . . . ? C11 C12 C122 C123 114.7(7) . . . . ? C13 C12 C122 C121 59.5(8) . . . . ? C11 C12 C122 C121 -122.4(7) . . . . ? C15 C16 C162 C161 -74.4(8) . . . . ? C11 C16 C162 C161 105.6(7) . . . . ? C15 C16 C162 C163 48.6(9) . . . . ? C11 C16 C162 C163 -131.4(7) . . . . ? C55 O51 C52 C53 -22.7(18) . . . . ? C54 C53 C52 O51 5.4(15) . . . . ? C52 C53 C54 C55 12.4(15) . . . . ? C52 O51 C55 C54 32(2) . . . . ? C53 C54 C55 O51 -26.0(18) . . . . ?