# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address 'Cahill, C.' '' M.Andrews '' _publ_contact_author_email cahill@gwu.edu _publ_contact_author_name 'Christopher Cahill' data_Compound1 _database_code_depnum_ccdc_archive 'CCDC 849821' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl6 N2 O2 U' _exptl_crystal_recrystallization_method 'water evaporation' _chemical_melting_point ? _exptl_crystal_description Rod _exptl_crystal_colour Yellow _diffrn_ambient_temperature 293(2) _chemical_formula_weight 640.93 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' Cl Cl 0.1484 0.1585 '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' U U -9.6767 9.6646 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0718(4) _cell_length_b 7.8003(5) _cell_length_c 9.0483(6) _cell_angle_alpha 89.3500(10) _cell_angle_beta 74.7100(10) _cell_angle_gamma 73.960(2) _cell_volume 461.69(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9116 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 30.80 _exptl_crystal_size_max 0.290 _exptl_crystal_size_mid 0.103 _exptl_crystal_size_min 0.073 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 294 _exptl_absorpt_coefficient_mu 9.659 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4309 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _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 9184 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 31.95 _reflns_number_total 2565 _reflns_number_gt 2565 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2005)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2005)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2005)' _computing_structure_solution 'SIR92 (Gualardi, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Crystal Maker (Palmer 2009)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0217P)^2^+0.1171P] 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 SHELXL _refine_ls_extinction_coef 0.196(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2565 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0173 _refine_ls_R_factor_gt 0.0173 _refine_ls_wR_factor_ref 0.0426 _refine_ls_wR_factor_gt 0.0427 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _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 U1 U 0.5000 0.0000 1.0000 0.02850(7) Uani 1 2 d S . . Cl1 Cl 0.72771(13) 0.00981(10) 0.71735(8) 0.04674(16) Uani 1 1 d . . . Cl2 Cl 0.27416(14) -0.16678(11) 0.89137(9) 0.04921(17) Uani 1 1 d . . . O1 O 0.3299(4) 0.2083(3) 0.9821(3) 0.0434(4) Uani 1 1 d . . . Cl3 Cl 0.25634(12) 0.63956(11) 0.49076(10) 0.04883(17) Uani 1 1 d . . . N1 N 0.0309(4) 0.2459(4) 0.7851(3) 0.0431(5) Uani 1 1 d . . . H1 H -0.0140 0.1694 0.8427 0.052 Uiso 1 1 calc R . . C3 C 0.1742(4) 0.4850(4) 0.6067(3) 0.0344(5) Uani 1 1 d . . . C2 C 0.2527(4) 0.3044(4) 0.5609(4) 0.0408(5) Uani 1 1 d . . . H4 H 0.3542 0.2649 0.4695 0.049 Uiso 1 1 calc R . . C4 C 0.0228(5) 0.5445(4) 0.7429(4) 0.0421(6) Uani 1 1 d . . . H3 H -0.0292 0.6656 0.7736 0.050 Uiso 1 1 calc R . . C1 C 0.1764(5) 0.1857(4) 0.6543(4) 0.0448(6) Uani 1 1 d . . . H5 H 0.2257 0.0637 0.6267 0.054 Uiso 1 1 calc R . . C5 C -0.0481(5) 0.4189(5) 0.8310(4) 0.0457(6) Uani 1 1 d . . . H2 H -0.1508 0.4544 0.9223 0.055 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 U1 0.03315(9) 0.02589(8) 0.02791(8) 0.00455(4) -0.00916(5) -0.00997(5) Cl1 0.0629(4) 0.0466(4) 0.0308(3) 0.0043(2) -0.0023(3) -0.0257(3) Cl2 0.0665(4) 0.0534(4) 0.0459(4) 0.0112(3) -0.0244(3) -0.0376(4) O1 0.0486(11) 0.0336(9) 0.0461(11) 0.0076(8) -0.0153(9) -0.0066(8) Cl3 0.0468(3) 0.0509(4) 0.0595(4) 0.0249(3) -0.0194(3) -0.0272(3) N1 0.0571(14) 0.0414(12) 0.0446(12) 0.0171(10) -0.0230(11) -0.0278(12) C3 0.0348(11) 0.0352(12) 0.0417(12) 0.0122(10) -0.0177(10) -0.0166(10) C2 0.0395(12) 0.0403(14) 0.0452(14) 0.0040(11) -0.0131(11) -0.0139(11) C4 0.0454(14) 0.0357(13) 0.0466(14) 0.0050(11) -0.0113(12) -0.0152(11) C1 0.0551(16) 0.0315(12) 0.0548(17) 0.0062(11) -0.0240(14) -0.0148(12) C5 0.0524(16) 0.0482(16) 0.0398(14) 0.0063(12) -0.0097(12) -0.0225(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 U1 O1 1.769(2) . ? U1 O1 1.769(2) 2_657 ? U1 Cl1 2.6517(7) . ? U1 Cl1 2.6517(7) 2_657 ? U1 Cl2 2.6859(7) . ? U1 Cl2 2.6859(7) 2_657 ? Cl3 C3 1.711(3) . ? N1 C5 1.334(4) . ? N1 C1 1.335(5) . ? N1 H1 0.8600 . ? C3 C4 1.387(4) . ? C3 C2 1.387(4) . ? C2 C1 1.372(4) . ? C2 H4 0.9300 . ? C4 C5 1.375(4) . ? C4 H3 0.9300 . ? C1 H5 0.9300 . ? C5 H2 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U1 O1 180.0 . 2_657 ? O1 U1 Cl1 90.06(8) . . ? O1 U1 Cl1 89.94(8) 2_657 . ? O1 U1 Cl1 89.94(8) . 2_657 ? O1 U1 Cl1 90.06(8) 2_657 2_657 ? Cl1 U1 Cl1 180.0 . 2_657 ? O1 U1 Cl2 89.45(8) . . ? O1 U1 Cl2 90.55(8) 2_657 . ? Cl1 U1 Cl2 90.59(3) . . ? Cl1 U1 Cl2 89.41(3) 2_657 . ? O1 U1 Cl2 90.55(8) . 2_657 ? O1 U1 Cl2 89.45(8) 2_657 2_657 ? Cl1 U1 Cl2 89.41(3) . 2_657 ? Cl1 U1 Cl2 90.59(3) 2_657 2_657 ? Cl2 U1 Cl2 180.0 . 2_657 ? C5 N1 C1 123.3(3) . . ? C5 N1 H1 118.4 . . ? C1 N1 H1 118.4 . . ? C4 C3 C2 121.2(3) . . ? C4 C3 Cl3 118.7(2) . . ? C2 C3 Cl3 120.1(2) . . ? C1 C2 C3 118.1(3) . . ? C1 C2 H4 120.9 . . ? C3 C2 H4 120.9 . . ? C5 C4 C3 117.9(3) . . ? C5 C4 H3 121.1 . . ? C3 C4 H3 121.1 . . ? N1 C1 C2 119.7(3) . . ? N1 C1 H5 120.1 . . ? C2 C1 H5 120.1 . . ? N1 C5 C4 119.8(3) . . ? N1 C5 H2 120.1 . . ? C4 C5 H2 120.1 . . ? _diffrn_measured_fraction_theta_max 0.801 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.040 _refine_diff_density_min -1.426 _refine_diff_density_rms 0.114 #===END data_Compound2 _database_code_depnum_ccdc_archive 'CCDC 849822' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H5 Br Cl2 N O U0.50' _chemical_formula_weight 364.93 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' U U -9.6767 9.6646 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 15.9678(4) _cell_length_b 8.6856(2) _cell_length_c 6.9020(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.7860(10) _cell_angle_gamma 90.00 _cell_volume 937.06(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8688 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 31.22 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.117 _exptl_crystal_size_mid 0.089 _exptl_crystal_size_min 0.058 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 13.497 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2611 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX II CCD' _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 8912 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 31.22 _reflns_number_total 1443 _reflns_number_gt 1443 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2005)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2005)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2005)' _computing_structure_solution 'SIR92 (Gualardi, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Crystal Maker (Palmer 2009)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0384P)^2^+0.5093P] 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 SHELXL _refine_ls_extinction_coef 0.0055(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1443 _refine_ls_number_parameters 59 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0218 _refine_ls_R_factor_gt 0.0218 _refine_ls_wR_factor_ref 0.0573 _refine_ls_wR_factor_gt 0.0573 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.5000 0.5000 0.0000 0.02341(10) Uani 1 4 d S . . Br1 Br 0.73183(4) 1.0000 0.18166(8) 0.05670(17) Uani 1 2 d S . . Cl1 Cl 0.5000 0.19260(13) 0.0000 0.0392(2) Uani 1 2 d S . . Cl2 Cl 0.66284(8) 0.5000 0.18999(19) 0.0442(3) Uani 1 2 d S . . O1 O 0.4657(3) 0.5000 0.2279(5) 0.0401(8) Uani 1 2 d S . . N1 N 0.5918(3) 1.0000 0.6962(6) 0.0437(10) Uani 1 2 d S . . H1 H 0.5677 1.0000 0.7970 0.052 Uiso 1 2 calc SR . . C1 C 0.6098(3) 0.8657(5) 0.6208(6) 0.0459(8) Uani 1 1 d . . . H2 H 0.5951 0.7742 0.6754 0.055 Uiso 1 1 calc R . . C2 C 0.6498(3) 0.8619(5) 0.4632(6) 0.0421(8) Uani 1 1 d . . . H3 H 0.6623 0.7687 0.4092 0.051 Uiso 1 1 calc R . . C3 C 0.6712(3) 1.0000 0.3867(6) 0.0371(10) Uani 1 2 d S . . 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 U1 0.02932(13) 0.01781(13) 0.02512(12) 0.000 0.01029(7) 0.000 Br1 0.0468(3) 0.0858(5) 0.0425(3) 0.000 0.0207(2) 0.000 Cl1 0.0553(7) 0.0188(4) 0.0476(5) 0.000 0.0197(5) 0.000 Cl2 0.0341(5) 0.0456(7) 0.0501(6) 0.000 0.0021(4) 0.000 O1 0.052(2) 0.042(2) 0.0312(15) 0.000 0.0196(14) 0.000 N1 0.044(2) 0.055(3) 0.0346(18) 0.000 0.0133(16) 0.000 C1 0.046(2) 0.046(2) 0.0464(18) 0.0075(15) 0.0118(15) -0.0049(17) C2 0.0417(18) 0.041(2) 0.0436(16) -0.0041(14) 0.0079(14) 0.0019(15) C3 0.031(2) 0.051(3) 0.0295(18) 0.000 0.0069(15) 0.000 _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 U1 O1 1.768(3) 5_665 ? U1 O1 1.768(3) . ? U1 Cl2 2.6622(12) . ? U1 Cl2 2.6622(12) 5_665 ? U1 Cl1 2.6699(12) 5_665 ? U1 Cl1 2.6699(12) . ? Br1 C3 1.872(5) . ? N1 C1 1.332(5) 6_575 ? N1 C1 1.332(5) . ? C1 C2 1.370(6) . ? C2 C3 1.381(5) . ? C3 C2 1.381(5) 6_575 ? 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 U1 O1 180.0(2) 5_665 . ? O1 U1 Cl2 89.37(13) 5_665 . ? O1 U1 Cl2 90.63(13) . . ? O1 U1 Cl2 90.63(13) 5_665 5_665 ? O1 U1 Cl2 89.37(13) . 5_665 ? Cl2 U1 Cl2 180.00(3) . 5_665 ? O1 U1 Cl1 90.0 5_665 5_665 ? O1 U1 Cl1 90.0 . 5_665 ? Cl2 U1 Cl1 90.0 . 5_665 ? Cl2 U1 Cl1 90.0 5_665 5_665 ? O1 U1 Cl1 90.0 5_665 . ? O1 U1 Cl1 90.0 . . ? Cl2 U1 Cl1 90.0 . . ? Cl2 U1 Cl1 90.0 5_665 . ? Cl1 U1 Cl1 180.0 5_665 . ? C1 N1 C1 122.2(5) 6_575 . ? N1 C1 C2 120.3(4) . . ? C1 C2 C3 118.3(4) . . ? C2 C3 C2 120.6(5) 6_575 . ? C2 C3 Br1 119.7(2) 6_575 . ? C2 C3 Br1 119.7(2) . . ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.828 _refine_diff_density_min -1.645 _refine_diff_density_rms 0.164 #===END data_Compound3 _database_code_depnum_ccdc_archive 'CCDC 849823' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl4 I2 N2 O2 U' _chemical_formula_weight 823.83 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' U U -9.6767 9.6646 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 16.0625(11) _cell_length_b 8.6269(6) _cell_length_c 6.9848(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.847(2) _cell_angle_gamma 90.00 _cell_volume 943.65(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7764 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 31.26 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.126 _exptl_crystal_size_mid 0.031 _exptl_crystal_size_min 0.030 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.899 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 12.440 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3283 _exptl_absorpt_correction_T_max 0.7462 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX II CCD' _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 8927 _diffrn_reflns_av_R_equivalents 0.0430 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 31.46 _reflns_number_total 1448 _reflns_number_gt 1444 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2005)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2005)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2005)' _computing_structure_solution 'SIR92 (Gualardi, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Crystal Maker (Palmer 2009)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0110P)^2^+2.5331P] 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 1448 _refine_ls_number_parameters 69 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0165 _refine_ls_R_factor_gt 0.0164 _refine_ls_wR_factor_ref 0.0398 _refine_ls_wR_factor_gt 0.0398 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.5000 0.5000 0.0000 0.00704(5) Uani 1 4 d S . . Cl2 Cl 0.33659(5) 0.5000 -0.19214(12) 0.01305(15) Uani 1 2 d S . . Cl1 Cl 0.5000 0.19126(9) 0.0000 0.01258(15) Uani 1 2 d S . . O1 O 0.46711(16) 0.5000 0.2259(4) 0.0125(5) Uani 1 2 d S . . I1 I 0.236737(13) 0.5000 0.17268(3) 0.01450(7) Uani 1 2 d S . . C2 C 0.14610(15) 0.3599(3) 0.4690(4) 0.0131(4) Uani 1 1 d . . . C1 C 0.10491(16) 0.3625(3) 0.6219(4) 0.0148(5) Uani 1 1 d . . . N1 N 0.08593(19) 0.5000 0.6939(4) 0.0127(6) Uani 1 2 d S . . C3 C 0.1677(2) 0.5000 0.3932(5) 0.0123(6) Uani 1 2 d S . . H2 H 0.091(2) 0.277(4) 0.672(5) 0.017(8) Uiso 1 1 d . . . H3 H 0.160(2) 0.270(5) 0.420(5) 0.021(9) Uiso 1 1 d . . . H1 H 0.065(3) 0.5000 0.793(7) 0.017(12) Uiso 1 2 d S . . 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 U1 0.00831(8) 0.00578(8) 0.00766(8) 0.000 0.00315(6) 0.000 Cl2 0.0101(3) 0.0150(4) 0.0135(4) 0.000 0.0016(3) 0.000 Cl1 0.0172(3) 0.0070(3) 0.0151(4) 0.000 0.0070(3) 0.000 O1 0.0150(11) 0.0129(12) 0.0111(11) 0.000 0.0062(9) 0.000 I1 0.01171(11) 0.02107(14) 0.01178(11) 0.000 0.00489(8) 0.000 C2 0.0136(10) 0.0132(12) 0.0125(10) -0.0016(9) 0.0027(8) 0.0011(9) C1 0.0138(10) 0.0168(13) 0.0139(11) 0.0013(9) 0.0032(9) -0.0005(9) N1 0.0123(13) 0.0186(16) 0.0085(13) 0.000 0.0050(10) 0.000 C3 0.0067(13) 0.0186(18) 0.0118(15) 0.000 0.0022(11) 0.000 _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 U1 O1 1.772(2) . ? U1 O1 1.772(2) 5_665 ? U1 Cl1 2.6634(8) 5_665 ? U1 Cl1 2.6634(8) . ? U1 Cl2 2.6691(8) . ? U1 Cl2 2.6691(8) 5_665 ? I1 C3 2.088(3) . ? C2 C1 1.376(4) . ? C2 C3 1.394(3) . ? C1 N1 1.349(3) . ? N1 C1 1.349(3) 6_565 ? C3 C2 1.394(3) 6_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 U1 O1 180.0 . 5_665 ? O1 U1 Cl1 90.0 . 5_665 ? O1 U1 Cl1 90.0 5_665 5_665 ? O1 U1 Cl1 90.0 . . ? O1 U1 Cl1 90.0 5_665 . ? Cl1 U1 Cl1 180.0 5_665 . ? O1 U1 Cl2 89.61(8) . . ? O1 U1 Cl2 90.39(8) 5_665 . ? Cl1 U1 Cl2 90.0 5_665 . ? Cl1 U1 Cl2 90.0 . . ? O1 U1 Cl2 90.39(8) . 5_665 ? O1 U1 Cl2 89.61(8) 5_665 5_665 ? Cl1 U1 Cl2 90.0 5_665 5_665 ? Cl1 U1 Cl2 90.0 . 5_665 ? Cl2 U1 Cl2 180.0 . 5_665 ? C1 C2 C3 118.9(3) . . ? N1 C1 C2 119.4(3) . . ? C1 N1 C1 123.0(3) 6_565 . ? C2 C3 C2 120.2(3) 6_565 . ? C2 C3 I1 119.86(16) 6_565 . ? C2 C3 I1 119.86(16) . . ? _diffrn_measured_fraction_theta_max 0.867 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.623 _refine_diff_density_min -1.394 _refine_diff_density_rms 0.162 #===END data_Compound4 _database_code_depnum_ccdc_archive 'CCDC 849824' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br4 Cl2 N2 O2 U' _chemical_formula_weight 818.77 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' U U -9.6767 9.6646 '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' _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 7.12990(10) _cell_length_b 8.1429(2) _cell_length_c 9.2897(2) _cell_angle_alpha 89.2080(10) _cell_angle_beta 73.8530(10) _cell_angle_gamma 71.9520(10) _cell_volume 491.028(17) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6840 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 30.19 _exptl_crystal_description Rod _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.059 _exptl_crystal_size_mid 0.058 _exptl_crystal_size_min 0.041 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 366 _exptl_absorpt_coefficient_mu 16.676 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4792 _exptl_absorpt_correction_T_max 0.7462 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX II CCD' _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 9996 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 31.05 _reflns_number_total 2736 _reflns_number_gt 2525 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2005)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2005)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2005)' _computing_structure_solution 'SIR92 (Gualardi, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Crystal Maker (Palmer 2009)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0167P)^2^+0.4696P] 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 SHELXL _refine_ls_extinction_coef 0.0193(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2736 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0268 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0478 _refine_ls_wR_factor_gt 0.0465 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.74510(16) 0.87530(13) 0.51097(12) 0.0526(2) Uani 1 1 d . . . N1\ N 0.9668(6) 1.2434(4) 0.2150(4) 0.0481(8) Uani 1 1 d . . . H1 H 1.0127 1.3146 0.1576 0.058 Uiso 1 1 calc R . . C2 C 0.9791(6) 0.9581(5) 0.2611(5) 0.0465(9) Uani 1 1 d . . . H3 H 1.0342 0.8400 0.2326 0.056 Uiso 1 1 calc R . . C1 C 1.0472(7) 1.0744(5) 0.1724(5) 0.0518(10) Uani 1 1 d . . . H2 H 1.1499 1.0360 0.0818 0.062 Uiso 1 1 calc R . . C4 C 0.7457(6) 1.1952(5) 0.4355(5) 0.0451(8) Uani 1 1 d . . . H4 H 0.6429 1.2374 0.5255 0.054 Uiso 1 1 calc R . . C5 C 0.8197(7) 1.3058(5) 0.3417(5) 0.0485(9) Uani 1 1 d . . . H5 H 0.7666 1.4247 0.3670 0.058 Uiso 1 1 calc R . . C3 C 0.8266(5) 1.0197(4) 0.3942(4) 0.0371(7) Uani 1 1 d . . . U1 U 0.5000 0.5000 1.0000 0.03214(7) Uani 1 2 d S . . Br1 Br 0.29280(8) 0.31382(6) 0.88046(5) 0.05524(12) Uani 1 1 d . . . Br2 Br 0.73510(7) 0.52037(5) 0.70729(4) 0.04769(10) Uani 1 1 d . . . O1 O 0.6880(4) 0.3043(3) 1.0127(3) 0.0459(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0501(5) 0.0547(5) 0.0628(6) 0.0271(5) -0.0205(5) -0.0274(4) N1\ 0.062(2) 0.0498(18) 0.0487(19) 0.0206(15) -0.0255(17) -0.0333(17) C2 0.053(2) 0.0361(18) 0.051(2) 0.0026(16) -0.0127(18) -0.0161(16) C1 0.060(3) 0.057(2) 0.040(2) 0.0041(17) -0.0091(19) -0.025(2) C4 0.040(2) 0.045(2) 0.048(2) 0.0032(16) -0.0134(17) -0.0109(16) C5 0.058(2) 0.0380(19) 0.055(2) 0.0076(17) -0.024(2) -0.0171(17) C3 0.0378(18) 0.0397(17) 0.0427(19) 0.0130(14) -0.0190(15) -0.0184(14) U1 0.03575(11) 0.03019(10) 0.03125(10) 0.00498(6) -0.01035(7) -0.01109(7) Br1 0.0757(3) 0.0645(3) 0.0451(2) 0.00918(19) -0.0215(2) -0.0461(2) Br2 0.0616(3) 0.0493(2) 0.03375(19) 0.00686(15) -0.00593(17) -0.02692(19) O1 0.0492(15) 0.0370(13) 0.0456(15) 0.0047(11) -0.0159(12) -0.0034(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cl1 C3 1.713(3) . ? N1\ C5 1.320(5) . ? N1\ C1 1.334(5) . ? N1\ H1 0.8600 . ? C2 C1 1.361(5) . ? C2 C3 1.376(5) . ? C2 H3 0.9300 . ? C1 H2 0.9300 . ? C4 C5 1.366(5) . ? C4 C3 1.380(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? U1 O1 1.763(2) 2_667 ? U1 O1 1.763(2) . ? U1 Br2 2.8028(4) 2_667 ? U1 Br2 2.8028(4) . ? U1 Br1 2.8392(4) . ? U1 Br1 2.8392(4) 2_667 ? 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 C5 N1\ C1 122.7(3) . . ? C5 N1\ H1 118.6 . . ? C1 N1\ H1 118.6 . . ? C1 C2 C3 118.3(4) . . ? C1 C2 H3 120.8 . . ? C3 C2 H3 120.8 . . ? N1\ C1 C2 120.1(4) . . ? N1\ C1 H2 119.9 . . ? C2 C1 H2 119.9 . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? N1\ C5 C4 119.7(4) . . ? N1\ C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C4 C3 C2 120.4(3) . . ? C4 C3 Cl1 120.4(3) . . ? C2 C3 Cl1 119.1(3) . . ? O1 U1 O1 180.000(1) 2_667 . ? O1 U1 Br2 89.94(9) 2_667 2_667 ? O1 U1 Br2 90.06(9) . 2_667 ? O1 U1 Br2 90.06(9) 2_667 . ? O1 U1 Br2 89.94(9) . . ? Br2 U1 Br2 180.0 2_667 . ? O1 U1 Br1 89.61(9) 2_667 . ? O1 U1 Br1 90.39(9) . . ? Br2 U1 Br1 90.593(12) 2_667 . ? Br2 U1 Br1 89.407(12) . . ? O1 U1 Br1 90.39(9) 2_667 2_667 ? O1 U1 Br1 89.61(9) . 2_667 ? Br2 U1 Br1 89.407(12) 2_667 2_667 ? Br2 U1 Br1 90.593(12) . 2_667 ? Br1 U1 Br1 180.0 . 2_667 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1\ C1 C2 -0.5(6) . . . . ? C3 C2 C1 N1\ 0.1(6) . . . . ? C1 N1\ C5 C4 0.7(6) . . . . ? C3 C4 C5 N1\ -0.5(6) . . . . ? C5 C4 C3 C2 0.2(6) . . . . ? C5 C4 C3 Cl1 177.8(3) . . . . ? C1 C2 C3 C4 0.0(6) . . . . ? C1 C2 C3 Cl1 -177.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.871 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.508 _refine_diff_density_min -1.280 _refine_diff_density_rms 0.109 #===END data_Compound5 _database_code_depnum_ccdc_archive 'CCDC 849825' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br6 N2 O2 U' _chemical_formula_weight 907.69 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' Br Br -0.2901 2.4595 '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' U U -9.6767 9.6646 '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' _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 7.2570(4) _cell_length_b 7.9855(5) _cell_length_c 9.4950(6) _cell_angle_alpha 90.438(2) _cell_angle_beta 104.966(2) _cell_angle_gamma 106.959(2) _cell_volume 506.41(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3491 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 29.79 _exptl_crystal_description Rod _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.112 _exptl_crystal_size_mid 0.038 _exptl_crystal_size_min 0.031 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.976 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 402 _exptl_absorpt_coefficient_mu 19.851 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2741 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX II CCD' _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 5963 _diffrn_reflns_av_R_equivalents 0.0595 _diffrn_reflns_av_sigmaI/netI 0.0803 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 31.83 _reflns_number_total 2752 _reflns_number_gt 2356 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2005)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2005)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2005)' _computing_structure_solution 'SIR92 (Gualardi, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Crystal Maker (Palmer 2009)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0509P)^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 SHELXL _refine_ls_extinction_coef 0.0354(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2752 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1084 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.995 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group U1 U 0.5000 0.5000 0.0000 0.03166(16) Uani 1 2 d S . . Br1 Br 0.72112(12) 0.48274(11) 0.28678(9) 0.0484(2) Uani 1 1 d . . . Br2 Br 0.71886(14) 0.31560(13) -0.11247(10) 0.0564(3) Uani 1 1 d . . . O1 O 0.6792(8) 0.6990(7) -0.0092(7) 0.0464(12) Uani 1 1 d . . . Br4 Br 0.75247(10) 0.14289(11) -0.50916(10) 0.0476(2) Uani 1 1 d . . . C3 C 0.8320(10) -0.0207(10) -0.3858(9) 0.0389(16) Uani 1 1 d . . . C1 C 1.0426(12) -0.0785(12) -0.1717(11) 0.053(2) Uani 1 1 d . . . H2 H 1.1428 -0.0411 -0.0842 0.063 Uiso 1 1 calc R . . C2 C 0.9815(11) 0.0427(11) -0.2556(9) 0.0440(17) Uani 1 1 d . . . H3 H 1.0370 0.1625 -0.2274 0.053 Uiso 1 1 calc R . . N1 N 0.9615(10) -0.2496(9) -0.2125(9) 0.0494(17) Uani 1 1 d . . . H1 H 1.0040 -0.3227 -0.1570 0.059 Uiso 1 1 calc R . . C4 C 0.7500(10) -0.1969(11) -0.4260(10) 0.0462(18) Uani 1 1 d . . . H4 H 0.6501 -0.2381 -0.5131 0.055 Uiso 1 1 calc R . . C5 C 0.8179(12) -0.3119(11) -0.3355(11) 0.050(2) Uani 1 1 d . . . H5 H 0.7635 -0.4325 -0.3601 0.061 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 U1 0.0371(2) 0.0284(2) 0.0313(2) 0.00730(14) 0.01118(15) 0.01094(13) Br1 0.0632(4) 0.0467(5) 0.0349(4) 0.0098(3) 0.0058(3) 0.0226(4) Br2 0.0791(6) 0.0622(6) 0.0510(6) 0.0151(4) 0.0286(4) 0.0463(5) O1 0.052(3) 0.038(3) 0.047(3) 0.006(2) 0.015(2) 0.008(2) Br4 0.0451(4) 0.0516(5) 0.0558(5) 0.0236(4) 0.0193(3) 0.0239(3) C3 0.040(3) 0.041(4) 0.046(4) 0.014(3) 0.022(3) 0.017(3) C1 0.054(4) 0.053(5) 0.048(5) 0.007(4) 0.004(4) 0.020(4) C2 0.053(4) 0.035(4) 0.045(5) 0.006(3) 0.012(3) 0.016(3) N1 0.061(4) 0.046(4) 0.057(5) 0.022(3) 0.026(3) 0.030(3) C4 0.043(4) 0.043(4) 0.055(5) 0.013(4) 0.016(3) 0.014(3) C5 0.056(4) 0.036(4) 0.064(6) 0.010(4) 0.025(4) 0.015(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 U1 O1 1.755(5) . ? U1 O1 1.755(5) 2_665 ? U1 Br1 2.8083(8) 2_665 ? U1 Br1 2.8083(8) . ? U1 Br2 2.8368(8) 2_665 ? U1 Br2 2.8368(8) . ? Br4 C3 1.878(7) . ? C3 C4 1.366(11) . ? C3 C2 1.392(11) . ? C1 N1 1.330(11) . ? C1 C2 1.359(12) . ? N1 C5 1.325(12) . ? C4 C5 1.372(12) . ? 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 U1 O1 180.000(1) . 2_665 ? O1 U1 Br1 90.32(19) . 2_665 ? O1 U1 Br1 89.68(19) 2_665 2_665 ? O1 U1 Br1 89.68(19) . . ? O1 U1 Br1 90.32(19) 2_665 . ? Br1 U1 Br1 180.0 2_665 . ? O1 U1 Br2 90.53(19) . 2_665 ? O1 U1 Br2 89.47(19) 2_665 2_665 ? Br1 U1 Br2 90.34(3) 2_665 2_665 ? Br1 U1 Br2 89.66(3) . 2_665 ? O1 U1 Br2 89.47(19) . . ? O1 U1 Br2 90.53(19) 2_665 . ? Br1 U1 Br2 89.66(3) 2_665 . ? Br1 U1 Br2 90.34(3) . . ? Br2 U1 Br2 180.0 2_665 . ? C4 C3 C2 121.2(8) . . ? C4 C3 Br4 120.5(7) . . ? C2 C3 Br4 118.2(6) . . ? N1 C1 C2 121.1(9) . . ? C1 C2 C3 116.9(8) . . ? C5 N1 C1 122.6(7) . . ? C3 C4 C5 118.7(8) . . ? N1 C5 C4 119.4(8) . . ? _diffrn_measured_fraction_theta_max 0.791 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.654 _refine_diff_density_min -1.597 _refine_diff_density_rms 0.310 #===END data_Compound6 _database_code_depnum_ccdc_archive 'CCDC 849826' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br4 I2 N2 O2 U' _chemical_formula_weight 1001.67 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' 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' 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' U U -9.6767 9.6646 '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' _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 7.8092(3) _cell_length_b 8.4706(3) _cell_length_c 8.8452(3) _cell_angle_alpha 87.1710(10) _cell_angle_beta 70.3080(10) _cell_angle_gamma 71.2250(10) _cell_volume 520.42(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4739 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.88 _exptl_crystal_description Rod _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.065 _exptl_crystal_size_mid 0.023 _exptl_crystal_size_min 0.017 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.196 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 438 _exptl_absorpt_coefficient_mu 18.444 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3705 _exptl_absorpt_correction_T_max 0.7660 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX II CCD' _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 10344 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_sigmaI/netI 0.0481 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 30.22 _reflns_number_total 2879 _reflns_number_gt 2353 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2005)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2005)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2005)' _computing_structure_solution 'SIR92 (Gualardi, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Crystal Maker (Palmer 2009)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^ > 2\s(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^)+(0.0215P)^2^+0.8792P] 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 2879 _refine_ls_number_parameters 97 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0727 _refine_ls_wR_factor_gt 0.0673 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.83511(7) 0.22119(6) -0.10924(6) 0.05949(15) Uani 1 1 d . . . N1 N 0.2487(10) 0.1767(10) 0.2560(8) 0.072(2) Uani 1 1 d . . . H1 H 0.1431 0.1713 0.3252 0.087 Uiso 1 1 calc R . . C4 C 0.4058(10) 0.2957(9) 0.0293(9) 0.0549(18) Uani 1 1 d . . . H4 H 0.4026 0.3684 -0.0528 0.066 Uiso 1 1 calc R . . C3 C 0.5779(9) 0.1976(8) 0.0448(7) 0.0392(13) Uani 1 1 d . . . C1 C 0.4112(13) 0.0810(11) 0.2700(9) 0.067(2) Uani 1 1 d . . . H2 H 0.4102 0.0095 0.3533 0.080 Uiso 1 1 calc R . . C5 C 0.2389(10) 0.2816(11) 0.1403(11) 0.069(2) Uani 1 1 d . . . H5 H 0.1200 0.3453 0.1341 0.083 Uiso 1 1 calc R . . C2 C 0.5795(11) 0.0862(9) 0.1639(8) 0.0534(17) Uani 1 1 d . . . H3 H 0.6953 0.0156 0.1709 0.064 Uiso 1 1 calc R . . U1 U 0.5000 0.5000 0.5000 0.03183(9) Uani 1 2 d S . . Br1 Br 0.79738(9) 0.18570(8) 0.43206(8) 0.04905(17) Uani 1 1 d . . . Br2 Br 0.76766(11) 0.66411(10) 0.34103(10) 0.0622(2) Uani 1 1 d . . . O1 O 0.4671(6) 0.4745(6) 0.3176(5) 0.0472(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0406(3) 0.0615(3) 0.0607(3) 0.0093(2) -0.0018(2) -0.0130(2) N1 0.054(4) 0.088(6) 0.068(4) -0.014(4) 0.010(3) -0.043(4) C4 0.044(4) 0.050(4) 0.061(4) 0.001(3) -0.017(3) -0.003(3) C3 0.042(4) 0.035(3) 0.037(3) -0.003(2) -0.004(3) -0.015(3) C1 0.072(6) 0.070(6) 0.057(4) 0.014(4) -0.006(4) -0.039(5) C5 0.030(4) 0.073(6) 0.092(6) -0.017(5) -0.018(4) -0.001(4) C2 0.058(5) 0.047(4) 0.059(4) 0.010(3) -0.020(4) -0.023(3) U1 0.02876(17) 0.03106(17) 0.03199(15) 0.00411(11) -0.00741(12) -0.00826(12) Br1 0.0328(3) 0.0386(4) 0.0630(4) 0.0045(3) -0.0077(3) -0.0041(3) Br2 0.0446(4) 0.0587(5) 0.0761(5) 0.0150(4) -0.0038(3) -0.0264(4) O1 0.052(3) 0.049(3) 0.043(2) 0.0062(19) -0.021(2) -0.014(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 I1 C3 2.078(6) . ? N1 C1 1.310(11) . ? N1 C5 1.327(11) . ? N1 H1 0.8600 . ? C4 C5 1.380(10) . ? C4 C3 1.382(9) . ? C4 H4 0.9300 . ? C3 C2 1.380(9) . ? C1 C2 1.346(10) . ? C1 H2 0.9300 . ? C5 H5 0.9300 . ? C2 H3 0.9300 . ? U1 O1 1.751(4) 2_666 ? U1 O1 1.751(4) . ? U1 Br2 2.8240(7) 2_666 ? U1 Br2 2.8240(7) . ? U1 Br1 2.8425(6) 2_666 ? U1 Br1 2.8425(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 C1 N1 C5 123.4(7) . . ? C1 N1 H1 118.3 . . ? C5 N1 H1 118.3 . . ? C5 C4 C3 117.4(7) . . ? C5 C4 H4 121.3 . . ? C3 C4 H4 121.3 . . ? C2 C3 C4 120.3(6) . . ? C2 C3 I1 119.8(5) . . ? C4 C3 I1 119.8(5) . . ? N1 C1 C2 120.0(7) . . ? N1 C1 H2 120.0 . . ? C2 C1 H2 120.0 . . ? N1 C5 C4 119.7(7) . . ? N1 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C1 C2 C3 119.1(7) . . ? C1 C2 H3 120.4 . . ? C3 C2 H3 120.4 . . ? O1 U1 O1 180.000(1) 2_666 . ? O1 U1 Br2 89.31(15) 2_666 2_666 ? O1 U1 Br2 90.69(15) . 2_666 ? O1 U1 Br2 90.69(15) 2_666 . ? O1 U1 Br2 89.31(15) . . ? Br2 U1 Br2 180.00(3) 2_666 . ? O1 U1 Br1 89.83(15) 2_666 2_666 ? O1 U1 Br1 90.17(15) . 2_666 ? Br2 U1 Br1 90.95(2) 2_666 2_666 ? Br2 U1 Br1 89.05(2) . 2_666 ? O1 U1 Br1 90.17(15) 2_666 . ? O1 U1 Br1 89.83(15) . . ? Br2 U1 Br1 89.05(2) 2_666 . ? Br2 U1 Br1 90.95(2) . . ? Br1 U1 Br1 180.0 2_666 . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.286 _refine_diff_density_min -1.524 _refine_diff_density_rms 0.177 #===END