data_dg7151s _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H19 Br I N O4' _chemical_formula_weight 544.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 16.9278(18) _cell_length_b 7.4154(8) _cell_length_c 35.492(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.125(2) _cell_angle_gamma 90.00 _cell_volume 4437.4(8) _cell_formula_units_Z 8 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 5106 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 23.59 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2128 _exptl_absorpt_coefficient_mu 3.267 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4308 _exptl_absorpt_correction_T_max 0.6577 _exptl_absorpt_process_details 'Bruker Sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24977 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0759 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -49 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 30.00 _reflns_number_total 24977 _reflns_number_gt 17531 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0780P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.021(10) _refine_ls_number_reflns 24977 _refine_ls_number_parameters 964 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1007 _refine_ls_R_factor_gt 0.0764 _refine_ls_wR_factor_ref 0.1965 _refine_ls_wR_factor_gt 0.1861 _refine_ls_goodness_of_fit_ref 1.298 _refine_ls_restrained_S_all 1.298 _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 N1 N 0.4459(3) -0.8211(8) 0.67220(15) 0.0333(12) Uani 1 1 d . . . Br1 Br 0.46294(5) -0.90311(11) 0.75773(2) 0.04295(18) Uani 1 1 d . . . I1 I 0.59485(4) -1.20797(8) 0.68950(2) 0.06564(19) Uani 1 1 d . . . C1 C 0.3791(4) -0.9787(9) 0.72141(19) 0.0353(15) Uani 1 1 d . . . O1 O 0.1931(4) -0.8804(13) 0.53197(17) 0.080(2) Uani 1 1 d . . . H1A H 0.1997 -0.8901 0.5092 0.120 Uiso 1 1 calc R . . N2 N 0.0611(3) -0.8642(8) 0.33039(17) 0.0334(12) Uani 1 1 d . . . Br2 Br 0.03187(4) -0.95229(11) 0.24549(2) 0.04380(19) Uani 1 1 d . . . I2 I -0.09332(4) -1.26463(9) 0.32113(2) 0.06561(19) Uani 1 1 d . . . C2 C 0.3166(4) -1.0704(10) 0.7343(2) 0.0377(16) Uani 1 1 d . . . H2A H 0.3162 -1.1001 0.7600 0.045 Uiso 1 1 calc R . . O2 O 0.3252(4) -0.8922(12) 0.53797(17) 0.070(2) Uani 1 1 d . . . Br3 Br 0.50809(5) 0.60120(11) -0.220050(19) 0.04235(18) Uani 1 1 d . . . I3 I 0.20534(3) 0.30057(11) -0.20836(2) 0.0715(2) Uani 1 1 d . . . N3 N 0.3934(3) 0.6393(8) -0.15808(17) 0.0328(12) Uani 1 1 d . . . C3 C 0.2533(4) -1.1190(9) 0.70822(18) 0.0310(14) Uani 1 1 d . . . O3 O 0.5616(3) -0.7871(9) 0.64411(17) 0.0540(14) Uani 1 1 d . . . Br4 Br -0.01832(5) 0.54571(12) 0.22264(2) 0.04402(19) Uani 1 1 d . . . I4 I 0.26564(5) 0.19256(11) 0.17671(2) 0.0807(2) Uani 1 1 d . . . N4 N 0.1071(3) 0.5805(8) 0.16504(16) 0.0343(12) Uani 1 1 d . . . C4 C 0.2571(4) -1.0731(10) 0.6710(2) 0.0376(16) Uani 1 1 d . . . H4A H 0.2146 -1.1067 0.6535 0.045 Uiso 1 1 calc R . . O4 O 0.2309(4) -0.3319(12) 0.56005(18) 0.072(2) Uani 1 1 d . . . O5 O 0.3288(5) -0.8939(15) 0.46327(18) 0.093(3) Uani 1 1 d . . . H5A H 0.3211 -0.8940 0.4860 0.139 Uiso 1 1 calc R . . C5 C 0.3187(4) -0.9818(10) 0.65771(17) 0.0343(15) Uani 1 1 d . . . O6 O 0.1988(4) -0.9067(12) 0.45861(15) 0.070(2) Uani 1 1 d . . . C6 C 0.3840(4) -0.9307(9) 0.68312(19) 0.0357(15) Uani 1 1 d . . . C7 C 0.3196(5) -0.9393(11) 0.6165(2) 0.0407(16) Uani 1 1 d . . . H7A H 0.3693 -0.9232 0.6071 0.049 Uiso 1 1 calc R . . O7 O -0.0509(4) -0.8623(10) 0.36152(18) 0.0625(16) Uiso 1 1 d . . . O8 O 0.2807(4) -0.3663(10) 0.43923(18) 0.0647(18) Uani 1 1 d . . . C8 C 0.2568(6) -0.9228(13) 0.5924(2) 0.053(2) Uani 1 1 d . . . H8A H 0.2065 -0.9310 0.6016 0.064 Uiso 1 1 calc R . . O9 O 0.3685(4) 0.4467(10) 0.01055(15) 0.0589(17) Uani 1 1 d . . . H9A H 0.3292 0.4357 0.0228 0.088 Uiso 1 1 calc R . . C9 C 0.2611(6) -0.8919(14) 0.5519(2) 0.056(2) Uani 1 1 d . . . O10 O 0.2784(4) 0.4748(10) -0.03818(17) 0.0592(17) Uani 1 1 d . . . C10 C 0.5100(5) -0.8834(12) 0.6547(2) 0.0432(17) Uani 1 1 d . . . O11 O 0.2724(3) 0.6950(8) -0.18605(16) 0.0469(13) Uani 1 1 d . . . C11 C 0.5112(6) -1.0868(12) 0.6480(2) 0.054(2) Uani 1 1 d . . . H11A H 0.5265 -1.1119 0.6225 0.065 Uiso 1 1 calc R . . H11B H 0.4583 -1.1374 0.6500 0.065 Uiso 1 1 calc R . . O12 O 0.3141(4) 1.0482(11) -0.00855(17) 0.0623(17) Uani 1 1 d . . . C12 C 0.4406(5) -0.6258(9) 0.6784(2) 0.0432(18) Uani 1 1 d . . . H12A H 0.4935 -0.5719 0.6783 0.052 Uiso 1 1 calc R . . H12B H 0.4214 -0.6031 0.7032 0.052 Uiso 1 1 calc R . . O13 O 0.1636(3) 0.3801(10) 0.00132(14) 0.0539(17) Uani 1 1 d . . . H13B H 0.2033 0.4122 -0.0090 0.081 Uiso 1 1 calc R . . C13 C 0.4099(5) -0.4835(11) 0.6138(2) 0.0452(18) Uani 1 1 d . . . H13A H 0.4638 -0.4915 0.6096 0.054 Uiso 1 1 calc R . . O14 O 0.2480(3) 0.4152(9) 0.05253(14) 0.0460(13) Uani 1 1 d . . . C14 C 0.3576(6) -0.4180(14) 0.5864(3) 0.063(3) Uani 1 1 d . . . H14A H 0.3766 -0.3797 0.5636 0.076 Uiso 1 1 calc R . . O15 O 0.2276(3) 0.6595(9) 0.18960(18) 0.0544(15) Uani 1 1 d . . . C15 C 0.2804(5) -0.4051(12) 0.5901(2) 0.0453(18) Uani 1 1 d . . . O16 O 0.0655(3) 0.8223(10) -0.00750(15) 0.0575(16) Uani 1 1 d . . . C16 C 0.2502(5) -0.4572(12) 0.6239(2) 0.0456(18) Uani 1 1 d . . . H16A H 0.1961 -0.4452 0.6274 0.055 Uiso 1 1 calc R . . C17 C 0.3036(5) -0.5272(11) 0.6517(2) 0.0401(17) Uani 1 1 d . . . H17A H 0.2843 -0.5687 0.6742 0.048 Uiso 1 1 calc R . . C18 C 0.3853(6) -0.5393(10) 0.6482(2) 0.0471(19) Uani 1 1 d . . . C20 C 0.1851(4) -1.2258(12) 0.7200(2) 0.0449(18) Uani 1 1 d . . . H20A H 0.1472 -1.2460 0.6983 0.067 Uiso 1 1 calc R . . H20B H 0.1598 -1.1600 0.7393 0.067 Uiso 1 1 calc R . . H20C H 0.2041 -1.3408 0.7302 0.067 Uiso 1 1 calc R . . C21 C 0.1247(4) -0.9983(9) 0.27831(18) 0.0299(13) Uani 1 1 d . . . C22 C 0.1894(5) -1.0807(11) 0.26253(19) 0.0413(17) Uani 1 1 d . . . H22A H 0.1858 -1.1150 0.2369 0.050 Uiso 1 1 calc R . . C23 C 0.2582(4) -1.1096(11) 0.28583(18) 0.0353(15) Uani 1 1 d . . . C24 C 0.2606(4) -1.0760(9) 0.32355(19) 0.0325(14) Uani 1 1 d . . . H24A H 0.3059 -1.1089 0.3393 0.039 Uiso 1 1 calc R . . C25 C 0.1972(4) -0.9937(9) 0.33951(18) 0.0304(13) Uani 1 1 d . . . C26 C 0.1276(4) -0.9555(9) 0.31602(18) 0.0286(13) Uani 1 1 d . . . C27 C 0.1996(5) -0.9500(10) 0.38029(18) 0.0386(16) Uani 1 1 d . . . H27A H 0.1516 -0.9253 0.3907 0.046 Uiso 1 1 calc R . . C28 C 0.2679(5) -0.9440(15) 0.4031(2) 0.056(2) Uani 1 1 d . . . H28A H 0.3169 -0.9600 0.3930 0.068 Uiso 1 1 calc R . . C29 C 0.2648(5) -0.9123(15) 0.4440(2) 0.057(2) Uani 1 1 d . . . C30 C 0.0041(5) -0.9458(12) 0.3482(2) 0.0454(18) Uani 1 1 d . . . C31 C 0.0086(5) -1.1443(12) 0.3521(3) 0.054(2) Uani 1 1 d . . . H31A H 0.0100 -1.1778 0.3789 0.064 Uiso 1 1 calc R . . H31B H 0.0573 -1.1887 0.3423 0.064 Uiso 1 1 calc R . . C32 C 0.0622(5) -0.6621(10) 0.3260(2) 0.0439(18) Uani 1 1 d . . . H32A H 0.0084 -0.6150 0.3271 0.053 Uiso 1 1 calc R . . H32B H 0.0794 -0.6317 0.3011 0.053 Uiso 1 1 calc R . . C33 C 0.0958(5) -0.5545(12) 0.3915(3) 0.051(2) Uani 1 1 d . . . H33A H 0.0448 -0.5910 0.3968 0.061 Uiso 1 1 calc R . . C34 C 0.1472(6) -0.4823(13) 0.4205(3) 0.055(2) Uani 1 1 d . . . H34A H 0.1303 -0.4669 0.4448 0.066 Uiso 1 1 calc R . . C35 C 0.2236(6) -0.4334(12) 0.4132(2) 0.054(2) Uani 1 1 d . . . C36 C 0.2464(5) -0.4508(13) 0.3756(2) 0.0483(19) Uani 1 1 d . . . H36A H 0.2970 -0.4145 0.3696 0.058 Uiso 1 1 calc R . . C37 C 0.1929(5) -0.5215(10) 0.3489(2) 0.0419(17) Uani 1 1 d . . . H37A H 0.2079 -0.5360 0.3242 0.050 Uiso 1 1 calc R . . C38 C 0.1173(5) -0.5731(10) 0.3564(2) 0.0399(16) Uani 1 1 d . . . C39 C 0.2548(9) -0.368(2) 0.4805(4) 0.123(6) Uani 1 1 d . . . H39A H 0.2974 -0.3209 0.4978 0.185 Uiso 1 1 calc R . . H39B H 0.2431 -0.4911 0.4876 0.185 Uiso 1 1 calc R . . H39C H 0.2079 -0.2942 0.4816 0.185 Uiso 1 1 calc R . . C40 C 0.3311(5) -1.1939(14) 0.2702(2) 0.0497(19) Uani 1 1 d . . . H40A H 0.3737 -1.2034 0.2903 0.075 Uiso 1 1 calc R . . H40B H 0.3481 -1.1186 0.2501 0.075 Uiso 1 1 calc R . . H40C H 0.3178 -1.3130 0.2604 0.075 Uiso 1 1 calc R . . C41 C 0.5131(4) 0.4754(10) -0.17276(19) 0.0343(15) Uani 1 1 d . . . C42 C 0.5740(4) 0.3564(11) -0.1647(2) 0.0385(16) Uani 1 1 d . . . H42A H 0.6125 0.3397 -0.1818 0.046 Uiso 1 1 calc R . . C43 C 0.5784(5) 0.2606(11) -0.1311(2) 0.0438(18) Uani 1 1 d . . . C44 C 0.5216(4) 0.2962(11) -0.1052(2) 0.0369(15) Uani 1 1 d . . . H44A H 0.5242 0.2344 -0.0820 0.044 Uiso 1 1 calc R . . C45 C 0.4609(4) 0.4240(10) -0.11400(19) 0.0328(14) Uani 1 1 d . . . C46 C 0.4572(4) 0.5111(9) -0.14836(19) 0.0300(13) Uani 1 1 d . . . C47 C 0.4006(4) 0.4498(10) -0.08647(18) 0.0358(15) Uani 1 1 d . . . H47A H 0.3501 0.4881 -0.0964 0.043 Uiso 1 1 calc R . . C48 C 0.4107(5) 0.4244(12) -0.0493(2) 0.0416(17) Uani 1 1 d . . . H48A H 0.4606 0.3888 -0.0380 0.050 Uiso 1 1 calc R . . C49 C 0.3456(5) 0.4507(13) -0.0256(2) 0.0451(19) Uani 1 1 d . . . C50 C 0.3229(4) 0.5896(10) -0.17703(19) 0.0347(14) Uani 1 1 d . . . C51 C 0.3185(5) 0.3892(13) -0.1850(3) 0.054(2) Uani 1 1 d . . . H51A H 0.3325 0.3237 -0.1614 0.065 Uiso 1 1 calc R . . H51B H 0.3579 0.3587 -0.2026 0.065 Uiso 1 1 calc R . . C52 C 0.4104(4) 0.8337(11) -0.1500(2) 0.0394(16) Uani 1 1 d . . . H52A H 0.4671 0.8554 -0.1517 0.047 Uiso 1 1 calc R . . H52B H 0.3811 0.9067 -0.1696 0.047 Uiso 1 1 calc R . . C53 C 0.3113(5) 0.9637(10) -0.1090(2) 0.0426(17) Uani 1 1 d . . . H53A H 0.2741 0.9711 -0.1303 0.051 Uiso 1 1 calc R . . C54 C 0.2917(5) 1.0182(14) -0.0747(2) 0.052(2) Uani 1 1 d . . . H54A H 0.2428 1.0757 -0.0727 0.062 Uiso 1 1 calc R . . C55 C 0.3430(5) 0.9909(12) -0.0419(2) 0.050(2) Uani 1 1 d . . . C56 C 0.4186(5) 0.9314(12) -0.0449(3) 0.0492(19) Uani 1 1 d . . . H56A H 0.4555 0.9260 -0.0235 0.059 Uiso 1 1 calc R . . C57 C 0.4397(4) 0.8793(11) -0.0800(2) 0.0390(16) Uani 1 1 d . . . H57A H 0.4907 0.8313 -0.0817 0.047 Uiso 1 1 calc R . . C58 C 0.3895(4) 0.8945(10) -0.1127(2) 0.0380(16) Uani 1 1 d . . . C59 C 0.3602(6) 1.0132(17) 0.0263(3) 0.070(3) Uani 1 1 d . . . H59A H 0.3326 1.0595 0.0471 0.105 Uiso 1 1 calc R . . H59B H 0.4113 1.0720 0.0262 0.105 Uiso 1 1 calc R . . H59C H 0.3678 0.8842 0.0294 0.105 Uiso 1 1 calc R . . C60 C 0.6421(5) 0.1225(14) -0.1215(3) 0.061(3) Uani 1 1 d . . . H60A H 0.6767 0.1162 -0.1418 0.092 Uiso 1 1 calc R . . H60B H 0.6179 0.0055 -0.1183 0.092 Uiso 1 1 calc R . . H60C H 0.6728 0.1566 -0.0982 0.092 Uiso 1 1 calc R . . C61 C -0.0161(4) 0.4190(10) 0.17626(19) 0.0328(14) Uani 1 1 d . . . C62 C -0.0752(4) 0.3050(13) 0.1650(2) 0.0417(17) Uani 1 1 d . . . H62A H -0.1181 0.2917 0.1799 0.050 Uiso 1 1 calc R . . C63 C -0.0743(5) 0.2051(11) 0.1313(2) 0.0464(18) Uani 1 1 d . . . C64 C -0.0087(4) 0.2239(10) 0.11075(19) 0.0349(14) Uani 1 1 d . . . H64A H -0.0060 0.1541 0.0888 0.042 Uiso 1 1 calc R . . C65 C 0.0539(4) 0.3437(9) 0.12153(17) 0.0308(13) Uani 1 1 d . . . C66 C 0.0481(4) 0.4458(9) 0.15481(17) 0.0294(13) Uani 1 1 d . . . C67 C 0.1179(4) 0.3735(9) 0.09753(17) 0.0284(13) Uani 1 1 d . . . H67A H 0.1663 0.4152 0.1094 0.034 Uiso 1 1 calc R . . C68 C 0.1144(4) 0.3471(10) 0.0596(2) 0.0382(16) Uani 1 1 d . . . H68A H 0.0671 0.3029 0.0470 0.046 Uiso 1 1 calc R . . C69 C 0.1795(4) 0.3837(11) 0.03830(19) 0.0362(15) Uani 1 1 d . . . C70 C 0.1772(4) 0.5495(12) 0.18471(19) 0.0398(16) Uani 1 1 d . . . C71 C 0.1874(5) 0.3649(13) 0.2036(2) 0.0480(19) Uani 1 1 d . . . H71A H 0.1354 0.3066 0.2034 0.058 Uiso 1 1 calc R . . H71B H 0.2079 0.3815 0.2301 0.058 Uiso 1 1 calc R . . C72 C 0.0876(5) 0.7669(11) 0.1522(2) 0.0465(18) Uani 1 1 d . . . H72A H 0.1280 0.8495 0.1638 0.056 Uiso 1 1 calc R . . H72B H 0.0365 0.8018 0.1609 0.056 Uiso 1 1 calc R . . C73 C 0.1475(4) 0.8342(11) 0.0922(2) 0.0423(17) Uani 1 1 d . . . H73A H 0.1954 0.8581 0.1068 0.051 Uiso 1 1 calc R . . C74 C 0.1460(4) 0.8508(11) 0.0524(2) 0.0410(17) Uani 1 1 d . . . H74A H 0.1913 0.8841 0.0405 0.049 Uiso 1 1 calc R . . C75 C 0.0730(5) 0.8147(11) 0.03180(19) 0.0409(16) Uani 1 1 d . . . C76 C 0.0075(4) 0.7684(12) 0.0492(2) 0.0474(19) Uani 1 1 d . . . H76A H -0.0406 0.7453 0.0346 0.057 Uiso 1 1 calc R . . C77 C 0.0112(4) 0.7552(11) 0.0875(2) 0.0430(17) Uani 1 1 d . . . H77A H -0.0348 0.7255 0.0991 0.052 Uiso 1 1 calc R . . C78 C 0.0836(4) 0.7858(10) 0.11037(18) 0.0369(15) Uani 1 1 d . . . C79 C 0.1317(6) 0.8756(15) -0.0266(3) 0.062(2) Uani 1 1 d . . . H79A H 0.1173 0.8748 -0.0537 0.093 Uiso 1 1 calc R . . H79B H 0.1751 0.7922 -0.0206 0.093 Uiso 1 1 calc R . . H79C H 0.1480 0.9961 -0.0187 0.093 Uiso 1 1 calc R . . C80 C -0.1399(5) 0.0774(14) 0.1178(3) 0.056(2) Uani 1 1 d . . . H80A H -0.1808 0.0798 0.1353 0.084 Uiso 1 1 calc R . . H80B H -0.1188 -0.0439 0.1166 0.084 Uiso 1 1 calc R . . H80C H -0.1624 0.1139 0.0929 0.084 Uiso 1 1 calc R . . C19 C 0.1411(11) -0.322(4) 0.5599(6) 0.172(8) Uiso 1 1 d . . . H19A H 0.1189 -0.2677 0.5365 0.258 Uiso 1 1 calc R . . H19B H 0.1272 -0.2504 0.5811 0.258 Uiso 1 1 calc R . . H19C H 0.1199 -0.4432 0.5619 0.258 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 N1 0.039(3) 0.031(3) 0.029(3) -0.009(2) 0.002(2) -0.004(2) Br1 0.0494(4) 0.0421(4) 0.0351(3) 0.0014(3) -0.0094(3) -0.0030(3) I1 0.0577(3) 0.0408(3) 0.0975(5) 0.0162(3) 0.0020(3) 0.0066(3) C1 0.050(4) 0.022(3) 0.032(3) -0.006(3) -0.001(3) 0.003(3) O1 0.087(5) 0.116(7) 0.033(3) 0.004(4) -0.010(3) 0.040(5) N2 0.031(3) 0.025(3) 0.044(3) -0.001(2) 0.003(2) 0.004(2) Br2 0.0437(4) 0.0480(5) 0.0372(4) -0.0013(3) -0.0105(3) 0.0063(3) I2 0.0485(3) 0.0472(3) 0.0986(5) -0.0182(3) -0.0075(3) 0.0010(3) C2 0.046(4) 0.033(4) 0.034(3) -0.006(3) 0.000(3) 0.006(3) O2 0.063(4) 0.103(6) 0.043(3) -0.012(4) -0.009(3) -0.009(4) Br3 0.0483(4) 0.0487(5) 0.0312(3) 0.0068(3) 0.0100(3) 0.0005(3) I3 0.0467(3) 0.0721(4) 0.0923(5) -0.0326(4) -0.0132(3) -0.0051(3) N3 0.027(3) 0.033(3) 0.039(3) 0.001(2) 0.007(2) -0.001(2) C3 0.042(4) 0.024(3) 0.027(3) 0.000(2) -0.001(3) -0.002(3) O3 0.049(3) 0.052(4) 0.061(4) 0.013(3) 0.006(3) -0.002(3) Br4 0.0491(4) 0.0528(5) 0.0310(3) -0.0032(3) 0.0085(3) 0.0110(4) I4 0.0806(5) 0.0624(4) 0.1019(6) 0.0212(4) 0.0249(4) 0.0243(4) N4 0.035(3) 0.034(3) 0.032(3) 0.002(2) -0.006(2) 0.004(2) C4 0.046(4) 0.029(3) 0.037(4) -0.011(3) -0.004(3) 0.009(3) O4 0.063(4) 0.098(6) 0.052(4) 0.017(4) -0.007(3) 0.022(4) O5 0.084(5) 0.146(9) 0.043(3) 0.004(5) -0.022(3) -0.037(6) C5 0.050(4) 0.032(4) 0.020(3) -0.001(3) 0.000(3) 0.003(3) O6 0.084(5) 0.096(6) 0.028(3) 0.005(3) 0.001(3) 0.015(4) C6 0.047(4) 0.026(3) 0.034(3) -0.003(3) 0.003(3) 0.008(3) C7 0.045(4) 0.041(4) 0.036(3) -0.007(3) 0.005(3) 0.003(3) O8 0.076(4) 0.068(4) 0.049(3) -0.005(3) -0.001(3) -0.011(4) C8 0.064(5) 0.061(6) 0.031(4) -0.010(4) -0.012(3) 0.019(4) O9 0.056(3) 0.088(5) 0.036(3) -0.004(3) 0.020(3) -0.020(3) C9 0.073(6) 0.056(5) 0.039(4) -0.007(4) -0.003(4) 0.001(5) O10 0.049(3) 0.083(5) 0.048(3) 0.019(3) 0.022(3) 0.007(3) C10 0.049(4) 0.044(4) 0.036(4) 0.004(3) 0.003(3) 0.004(4) O11 0.032(3) 0.056(4) 0.052(3) 0.001(3) 0.001(2) 0.010(3) C11 0.075(6) 0.042(5) 0.047(5) -0.004(4) 0.013(4) 0.020(4) O12 0.059(4) 0.081(5) 0.045(3) -0.014(3) -0.004(3) 0.011(4) C12 0.074(5) 0.018(3) 0.034(4) 0.004(3) -0.011(3) -0.005(3) O13 0.038(3) 0.098(5) 0.027(2) -0.008(3) 0.008(2) -0.014(3) C13 0.048(4) 0.042(4) 0.046(4) 0.007(3) 0.006(3) 0.002(4) O14 0.029(2) 0.074(4) 0.035(3) -0.013(3) 0.004(2) -0.011(3) C14 0.068(6) 0.066(6) 0.055(5) 0.026(5) 0.006(4) 0.016(5) O15 0.038(3) 0.058(4) 0.067(4) -0.010(3) 0.000(3) -0.016(3) C15 0.044(4) 0.043(4) 0.048(4) 0.010(4) 0.002(3) 0.005(4) O16 0.051(3) 0.082(5) 0.037(3) 0.006(3) -0.009(2) -0.009(3) C16 0.040(4) 0.050(5) 0.048(4) 0.000(4) 0.010(3) -0.001(4) C17 0.048(4) 0.041(4) 0.031(3) -0.001(3) 0.005(3) 0.004(3) C18 0.073(6) 0.028(4) 0.039(4) -0.001(3) -0.003(4) 0.008(4) C20 0.043(4) 0.054(5) 0.038(4) 0.002(3) 0.004(3) -0.009(4) C21 0.029(3) 0.030(3) 0.030(3) 0.001(3) -0.006(2) 0.001(3) C22 0.063(5) 0.039(4) 0.022(3) 0.000(3) 0.004(3) -0.017(3) C23 0.027(3) 0.051(4) 0.028(3) 0.008(3) 0.000(2) 0.001(3) C24 0.033(3) 0.032(3) 0.031(3) 0.010(3) -0.003(3) -0.003(3) C25 0.038(3) 0.029(3) 0.025(3) 0.005(2) 0.006(3) 0.001(3) C26 0.030(3) 0.024(3) 0.032(3) 0.005(3) 0.002(2) -0.005(2) C27 0.056(4) 0.035(4) 0.024(3) -0.003(3) -0.002(3) 0.008(3) C28 0.058(5) 0.084(7) 0.025(3) -0.006(4) -0.006(3) -0.006(5) C29 0.056(5) 0.079(7) 0.032(4) 0.009(4) -0.009(3) -0.012(5) C30 0.042(4) 0.053(5) 0.041(4) -0.011(4) 0.004(3) -0.001(4) C31 0.044(4) 0.043(5) 0.072(6) 0.009(4) -0.001(4) -0.003(4) C32 0.063(5) 0.027(4) 0.041(4) 0.007(3) -0.005(3) 0.007(3) C33 0.044(4) 0.050(5) 0.060(5) -0.002(4) 0.008(4) -0.001(4) C34 0.065(5) 0.052(5) 0.052(5) -0.004(4) 0.026(4) -0.001(4) C35 0.071(6) 0.043(5) 0.044(4) 0.000(4) -0.012(4) -0.008(4) C36 0.050(4) 0.051(5) 0.045(4) 0.005(4) 0.009(3) -0.001(4) C37 0.058(5) 0.036(4) 0.033(4) -0.003(3) 0.013(3) -0.007(3) C38 0.050(4) 0.028(4) 0.041(4) -0.008(3) 0.002(3) 0.001(3) C39 0.161(14) 0.110(12) 0.087(9) -0.005(9) -0.056(9) -0.032(11) C40 0.044(4) 0.059(5) 0.046(4) -0.007(4) 0.007(3) 0.008(4) C41 0.041(4) 0.036(4) 0.026(3) 0.004(3) 0.009(3) -0.008(3) C42 0.027(3) 0.052(5) 0.037(4) -0.001(3) 0.004(3) -0.001(3) C43 0.047(4) 0.043(5) 0.042(4) 0.011(3) 0.007(3) 0.011(3) C44 0.031(3) 0.036(4) 0.043(4) 0.008(3) 0.000(3) 0.005(3) C45 0.026(3) 0.034(4) 0.038(4) -0.001(3) 0.000(3) -0.003(3) C46 0.025(3) 0.028(3) 0.036(3) -0.003(3) -0.001(2) -0.004(2) C47 0.041(4) 0.042(4) 0.025(3) -0.001(3) 0.005(3) -0.002(3) C48 0.036(4) 0.053(5) 0.036(4) 0.003(3) 0.004(3) -0.005(3) C49 0.039(4) 0.063(5) 0.033(4) 0.015(3) 0.003(3) -0.014(4) C50 0.031(3) 0.040(4) 0.034(3) 0.003(3) 0.004(3) 0.000(3) C51 0.029(4) 0.052(5) 0.081(6) -0.016(5) 0.003(4) -0.013(4) C52 0.039(4) 0.048(5) 0.032(3) 0.005(3) 0.005(3) -0.003(3) C53 0.051(4) 0.028(4) 0.048(4) 0.006(3) 0.002(3) 0.000(3) C54 0.039(4) 0.062(6) 0.055(5) -0.012(4) 0.000(3) 0.001(4) C55 0.060(5) 0.045(5) 0.042(4) -0.005(3) -0.017(4) 0.010(4) C56 0.051(5) 0.046(5) 0.050(5) -0.006(4) 0.001(4) -0.005(4) C57 0.030(3) 0.048(4) 0.037(4) 0.003(3) -0.007(3) -0.004(3) C58 0.042(4) 0.029(3) 0.044(4) -0.005(3) 0.007(3) -0.016(3) C59 0.069(6) 0.090(8) 0.047(5) -0.017(5) -0.012(4) 0.032(6) C60 0.038(4) 0.056(6) 0.091(7) 0.023(5) 0.014(4) 0.024(4) C61 0.032(3) 0.035(4) 0.030(3) 0.001(3) 0.000(3) 0.006(3) C62 0.032(3) 0.059(5) 0.035(4) 0.002(3) 0.009(3) -0.003(4) C63 0.050(4) 0.032(4) 0.057(5) -0.005(4) 0.007(4) 0.001(3) C64 0.030(3) 0.038(4) 0.037(3) -0.004(3) 0.007(3) -0.004(3) C65 0.041(4) 0.025(3) 0.026(3) 0.000(2) 0.002(3) -0.006(3) C66 0.038(3) 0.028(3) 0.021(3) -0.004(2) -0.001(2) 0.004(3) C67 0.031(3) 0.030(3) 0.024(3) -0.003(2) 0.002(2) 0.003(3) C68 0.047(4) 0.034(4) 0.034(4) -0.005(3) 0.005(3) -0.007(3) C69 0.028(3) 0.048(4) 0.031(3) -0.005(3) -0.001(3) -0.002(3) C70 0.035(4) 0.053(5) 0.033(3) -0.012(3) 0.010(3) 0.006(3) C71 0.042(4) 0.058(5) 0.044(4) 0.014(4) 0.003(3) 0.007(4) C72 0.059(5) 0.039(5) 0.041(4) 0.001(3) 0.003(3) 0.000(4) C73 0.031(3) 0.051(5) 0.043(4) -0.002(3) -0.008(3) -0.003(3) C74 0.038(4) 0.045(4) 0.038(4) 0.005(3) -0.008(3) -0.008(3) C75 0.054(4) 0.039(4) 0.027(3) 0.005(3) -0.007(3) 0.002(4) C76 0.040(4) 0.048(5) 0.051(4) 0.013(4) -0.014(3) 0.001(3) C77 0.027(3) 0.044(4) 0.057(5) 0.001(3) -0.001(3) 0.002(3) C78 0.049(4) 0.030(3) 0.030(3) 0.002(3) -0.008(3) 0.001(3) C79 0.078(6) 0.066(6) 0.044(5) 0.007(4) 0.015(4) 0.005(5) C80 0.034(4) 0.058(6) 0.078(6) -0.008(5) 0.012(4) -0.016(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C10 1.377(10) . ? N1 C6 1.407(9) . ? N1 C12 1.469(9) . ? Br1 C1 1.914(7) . ? I1 C11 2.147(9) . ? C1 C2 1.371(11) . ? C1 C6 1.414(10) . ? O1 C9 1.299(11) . ? N2 C30 1.345(10) . ? N2 C26 1.444(9) . ? N2 C32 1.507(9) . ? Br2 C21 1.901(6) . ? I2 C31 2.156(9) . ? C2 C3 1.399(10) . ? O2 C9 1.231(12) . ? Br3 C41 1.915(7) . ? I3 C51 2.122(8) . ? N3 C50 1.368(9) . ? N3 C46 1.457(9) . ? N3 C52 1.493(10) . ? C3 C4 1.373(10) . ? C3 C20 1.489(10) . ? O3 C10 1.214(10) . ? Br4 C61 1.899(7) . ? I4 C71 2.127(9) . ? N4 C70 1.343(9) . ? N4 C66 1.436(9) . ? N4 C72 1.483(10) . ? C4 C5 1.361(11) . ? O4 C15 1.405(10) . ? O4 C19 1.521(19) . ? O5 C29 1.236(10) . ? C5 C6 1.414(10) . ? C5 C7 1.498(10) . ? O6 C29 1.275(11) . ? C7 C8 1.308(11) . ? O7 C30 1.246(10) . ? O8 C35 1.370(10) . ? O8 C39 1.566(16) . ? C8 C9 1.466(12) . ? O9 C49 1.308(9) . ? O10 C49 1.198(10) . ? C10 C11 1.528(12) . ? O11 C50 1.182(9) . ? O12 C55 1.386(11) . ? O12 C59 1.427(11) . ? C12 C18 1.504(11) . ? O13 C69 1.316(8) . ? C13 C14 1.347(12) . ? C13 C18 1.386(11) . ? O14 C69 1.245(8) . ? C14 C15 1.328(12) . ? O15 C70 1.181(10) . ? C15 C16 1.400(11) . ? O16 C75 1.390(8) . ? O16 C79 1.418(10) . ? C16 C17 1.379(11) . ? C17 C18 1.403(12) . ? C21 C26 1.372(9) . ? C21 C22 1.414(11) . ? C22 C23 1.384(10) . ? C23 C24 1.359(10) . ? C23 C40 1.530(10) . ? C24 C25 1.397(10) . ? C25 C26 1.410(9) . ? C25 C27 1.480(9) . ? C27 C28 1.352(11) . ? C28 C29 1.475(11) . ? C30 C31 1.480(13) . ? C32 C38 1.513(11) . ? C33 C38 1.337(12) . ? C33 C34 1.392(13) . ? C34 C35 1.390(13) . ? C35 C36 1.427(12) . ? C36 C37 1.356(12) . ? C37 C38 1.385(11) . ? C41 C42 1.368(10) . ? C41 C46 1.364(9) . ? C42 C43 1.385(10) . ? C43 C44 1.412(10) . ? C43 C60 1.505(11) . ? C44 C45 1.412(9) . ? C45 C46 1.376(10) . ? C45 C47 1.487(10) . ? C47 C48 1.330(10) . ? C48 C49 1.456(11) . ? C50 C51 1.513(12) . ? C52 C58 1.469(10) . ? C53 C54 1.354(11) . ? C53 C58 1.436(11) . ? C54 C55 1.403(11) . ? C55 C56 1.367(12) . ? C56 C57 1.381(12) . ? C57 C58 1.383(10) . ? C61 C62 1.344(11) . ? C61 C66 1.395(9) . ? C62 C63 1.407(11) . ? C63 C64 1.389(10) . ? C63 C80 1.506(11) . ? C64 C65 1.410(9) . ? C65 C66 1.414(9) . ? C65 C67 1.453(9) . ? C67 C68 1.358(9) . ? C68 C69 1.416(10) . ? C70 C71 1.528(12) . ? C72 C78 1.487(10) . ? C73 C78 1.357(10) . ? C73 C74 1.413(11) . ? C74 C75 1.406(10) . ? C75 C76 1.359(11) . ? C76 C77 1.358(11) . ? C77 C78 1.427(9) . ? 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 C10 N1 C6 124.5(6) . . ? C10 N1 C12 117.4(7) . . ? C6 N1 C12 118.1(6) . . ? C2 C1 C6 123.9(7) . . ? C2 C1 Br1 118.0(5) . . ? C6 C1 Br1 118.1(6) . . ? C30 N2 C26 124.8(6) . . ? C30 N2 C32 120.8(7) . . ? C26 N2 C32 114.3(6) . . ? C1 C2 C3 118.5(7) . . ? C50 N3 C46 122.5(6) . . ? C50 N3 C52 120.0(6) . . ? C46 N3 C52 117.3(5) . . ? C4 C3 C2 118.2(7) . . ? C4 C3 C20 120.5(6) . . ? C2 C3 C20 121.2(6) . . ? C70 N4 C66 125.1(6) . . ? C70 N4 C72 118.7(7) . . ? C66 N4 C72 116.2(6) . . ? C5 C4 C3 124.1(7) . . ? C15 O4 C19 123.3(10) . . ? C4 C5 C6 119.4(6) . . ? C4 C5 C7 121.1(6) . . ? C6 C5 C7 119.4(7) . . ? N1 C6 C5 122.5(6) . . ? N1 C6 C1 121.2(6) . . ? C5 C6 C1 115.9(7) . . ? C8 C7 C5 125.4(8) . . ? C35 O8 C39 112.8(8) . . ? C7 C8 C9 123.2(9) . . ? O2 C9 O1 123.6(8) . . ? O2 C9 C8 121.1(8) . . ? O1 C9 C8 115.1(9) . . ? O3 C10 N1 124.1(8) . . ? O3 C10 C11 120.8(8) . . ? N1 C10 C11 115.1(7) . . ? C10 C11 I1 108.8(6) . . ? C55 O12 C59 118.5(7) . . ? N1 C12 C18 110.8(6) . . ? C14 C13 C18 120.9(8) . . ? C15 C14 C13 123.0(8) . . ? C14 C15 C16 120.1(8) . . ? C14 C15 O4 118.6(7) . . ? C16 C15 O4 121.2(7) . . ? C75 O16 C79 119.2(6) . . ? C17 C16 C15 116.9(7) . . ? C16 C17 C18 123.2(7) . . ? C13 C18 C17 115.9(7) . . ? C13 C18 C12 122.6(8) . . ? C17 C18 C12 121.2(8) . . ? C26 C21 C22 121.7(6) . . ? C26 C21 Br2 120.8(5) . . ? C22 C21 Br2 117.5(5) . . ? C23 C22 C21 118.1(6) . . ? C24 C23 C22 120.6(7) . . ? C24 C23 C40 118.5(6) . . ? C22 C23 C40 120.7(6) . . ? C23 C24 C25 121.6(6) . . ? C24 C25 C26 118.6(6) . . ? C24 C25 C27 122.5(6) . . ? C26 C25 C27 118.8(6) . . ? C21 C26 C25 119.0(6) . . ? C21 C26 N2 119.5(6) . . ? C25 C26 N2 121.4(6) . . ? C28 C27 C25 122.7(7) . . ? C27 C28 C29 119.4(8) . . ? O5 C29 O6 121.9(8) . . ? O5 C29 C28 117.1(9) . . ? O6 C29 C28 120.9(8) . . ? O7 C30 N2 123.2(8) . . ? O7 C30 C31 119.6(8) . . ? N2 C30 C31 117.3(7) . . ? C30 C31 I2 109.3(6) . . ? N2 C32 C38 111.8(6) . . ? C38 C33 C34 121.6(8) . . ? C35 C34 C33 119.5(8) . . ? O8 C35 C34 125.5(8) . . ? O8 C35 C36 115.4(8) . . ? C34 C35 C36 119.0(8) . . ? C37 C36 C35 117.9(8) . . ? C36 C37 C38 122.9(7) . . ? C33 C38 C37 118.9(7) . . ? C33 C38 C32 120.6(8) . . ? C37 C38 C32 120.3(7) . . ? C42 C41 C46 123.0(6) . . ? C42 C41 Br3 118.1(5) . . ? C46 C41 Br3 118.9(5) . . ? C41 C42 C43 119.6(7) . . ? C42 C43 C44 118.4(7) . . ? C42 C43 C60 121.7(7) . . ? C44 C43 C60 119.8(7) . . ? C43 C44 C45 120.4(6) . . ? C46 C45 C44 119.0(6) . . ? C46 C45 C47 122.9(6) . . ? C44 C45 C47 118.0(6) . . ? C41 C46 C45 119.5(6) . . ? C41 C46 N3 121.2(6) . . ? C45 C46 N3 119.3(6) . . ? C48 C47 C45 126.9(7) . . ? C47 C48 C49 121.1(7) . . ? O10 C49 O9 123.8(8) . . ? O10 C49 C48 123.3(7) . . ? O9 C49 C48 112.9(7) . . ? O11 C50 N3 122.3(7) . . ? O11 C50 C51 125.2(7) . . ? N3 C50 C51 112.5(6) . . ? C50 C51 I3 113.9(6) . . ? C58 C52 N3 114.3(6) . . ? C54 C53 C58 119.4(7) . . ? C53 C54 C55 121.4(8) . . ? C56 C55 O12 124.8(7) . . ? C56 C55 C54 119.6(8) . . ? O12 C55 C54 115.1(7) . . ? C55 C56 C57 118.8(8) . . ? C56 C57 C58 123.1(7) . . ? C57 C58 C53 117.1(7) . . ? C57 C58 C52 123.5(7) . . ? C53 C58 C52 119.4(7) . . ? C62 C61 C66 121.5(6) . . ? C62 C61 Br4 119.8(5) . . ? C66 C61 Br4 118.7(5) . . ? C61 C62 C63 121.2(7) . . ? C64 C63 C62 117.7(7) . . ? C64 C63 C80 119.8(7) . . ? C62 C63 C80 122.5(7) . . ? C63 C64 C65 122.5(7) . . ? C64 C65 C66 117.2(6) . . ? C64 C65 C67 121.2(6) . . ? C66 C65 C67 121.3(6) . . ? C61 C66 C65 119.7(6) . . ? C61 C66 N4 121.2(6) . . ? C65 C66 N4 119.0(6) . . ? C68 C67 C65 126.3(6) . . ? C67 C68 C69 122.3(7) . . ? O14 C69 O13 120.6(6) . . ? O14 C69 C68 124.1(6) . . ? O13 C69 C68 115.3(6) . . ? O15 C70 N4 123.5(8) . . ? O15 C70 C71 120.2(7) . . ? N4 C70 C71 116.2(7) . . ? C70 C71 I4 113.0(5) . . ? N4 C72 C78 112.5(6) . . ? C78 C73 C74 123.7(6) . . ? C75 C74 C73 116.1(7) . . ? C76 C75 O16 117.4(6) . . ? C76 C75 C74 121.8(6) . . ? O16 C75 C74 120.8(7) . . ? C77 C76 C75 120.4(7) . . ? C76 C77 C78 121.3(7) . . ? C73 C78 C77 116.8(6) . . ? C73 C78 C72 122.2(6) . . ? C77 C78 C72 120.9(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 8.357 _refine_diff_density_min -1.927 _refine_diff_density_rms 0.198