# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_publication_text _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_name 'Christopher L. Cahill' _publ_contact_author_email cahill@gwu.edu loop_ _publ_author_name _publ_author_address C.L.Cahill '' M.B.Andrews '' data_Compound1 _database_code_depnum_ccdc_archive 'CCDC 903332' #TrackingRef 'Combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl5 N3 O5 U' _chemical_formula_weight 667.49 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.819(5) _cell_length_b 10.781(5) _cell_length_c 14.252(5) _cell_angle_alpha 72.890(5) _cell_angle_beta 80.394(5) _cell_angle_gamma 74.456(5) _cell_volume 960.3(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 9.170 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2036 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8823 _diffrn_reflns_av_R_equivalents 0.0514 _diffrn_reflns_av_sigmaI/netI 0.0627 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.06 _reflns_number_total 3325 _reflns_number_gt 2901 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2008)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2008)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2008)' _computing_structure_solution 'SHELXL-97(Sheldrick, 2008)' _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^)+(0.1232P)^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 semi-empirical _refine_ls_extinction_coef ? _refine_ls_number_reflns 3325 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1679 _refine_ls_wR_factor_gt 0.1567 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.79421(6) 0.20655(3) 0.27016(3) 0.0413(2) Uani 1 1 d . . . Cl5 Cl 0.9186(8) 0.0880(3) 0.1226(3) 0.0807(13) Uani 1 1 d . . . Cl3 Cl 0.6660(7) 0.3726(3) 0.3882(2) 0.0684(10) Uani 1 1 d . . . Cl4 Cl 0.7521(6) 0.4375(3) 0.1247(3) 0.0561(8) Uani 1 1 d . . . O1 O 0.5392(15) 0.2047(7) 0.2639(6) 0.052(2) Uani 1 1 d . . . O2 O 1.0528(15) 0.2050(8) 0.2766(7) 0.052(2) Uani 1 1 d . . . O3 O 0.8604(16) -0.0444(8) 0.3449(7) 0.067(3) Uani 1 1 d . . . O4 O 0.7643(16) 0.0741(9) 0.4469(7) 0.065(3) Uani 1 1 d . . . O5 O 0.785(2) -0.1389(9) 0.5005(8) 0.087(4) Uani 1 1 d . . . N3 N 0.8072(19) -0.0401(10) 0.4334(9) 0.056(3) Uani 1 1 d . . . Cl2 Cl 0.6075(8) 0.8362(4) 0.0759(3) 0.0891(13) Uani 1 1 d . . . N2 N 0.4423(17) 0.8161(10) 0.3904(9) 0.053(3) Uani 1 1 d . . . H2 H 0.4085 0.8121 0.4519 0.064 Uiso 1 1 calc R . . C203 C 0.5444(19) 0.8299(11) 0.1966(10) 0.049(3) Uani 1 1 d . . . C204 C 0.445(2) 0.9433(12) 0.2283(11) 0.061(4) Uani 1 1 d . . . H204 H 0.4150 1.0258 0.1825 0.073 Uiso 1 1 calc R . . C201 C 0.541(2) 0.7061(13) 0.3641(11) 0.059(3) Uani 1 1 d . . . H201 H 0.5764 0.6262 0.4122 0.070 Uiso 1 1 calc R . . C202 C 0.592(2) 0.7089(12) 0.2672(10) 0.055(3) Uani 1 1 d . . . H202 H 0.6584 0.6312 0.2486 0.066 Uiso 1 1 calc R . . C205 C 0.393(2) 0.9342(12) 0.3230(12) 0.057(3) Uani 1 1 d . . . H205 H 0.3224 1.0099 0.3435 0.068 Uiso 1 1 calc R . . Cl1 Cl 0.1014(7) 0.5929(5) 0.4017(3) 0.0828(12) Uani 1 1 d . . . N1 N 0.177(2) 0.625(2) 0.0853(11) 0.083(4) Uani 1 1 d . . . H1 H 0.1912 0.6341 0.0227 0.100 Uiso 1 1 calc R . . C101 C 0.209(2) 0.506(2) 0.1443(18) 0.091(7) Uani 1 1 d . . . H101 H 0.2463 0.4318 0.1188 0.110 Uiso 1 1 calc R . . C103 C 0.1353(19) 0.6007(12) 0.2783(9) 0.047(3) Uani 1 1 d . . . C104 C 0.097(2) 0.7263(12) 0.2132(10) 0.055(3) Uani 1 1 d . . . H104 H 0.0538 0.8033 0.2352 0.066 Uiso 1 1 calc R . . C102 C 0.188(2) 0.4887(14) 0.2464(14) 0.065(4) Uani 1 1 d . . . H102 H 0.2090 0.4043 0.2903 0.078 Uiso 1 1 calc R . . C105 C 0.124(2) 0.7316(17) 0.1171(11) 0.068(4) Uani 1 1 d . . . H105 H 0.1038 0.8147 0.0714 0.081 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 0.0509(4) 0.0322(3) 0.0388(3) -0.01042(19) -0.0040(2) -0.0050(2) Cl5 0.145(4) 0.0442(17) 0.041(2) -0.0156(14) 0.000(2) -0.001(2) Cl3 0.126(3) 0.0322(14) 0.0398(18) -0.0122(12) 0.0000(19) -0.0079(16) Cl4 0.084(2) 0.0365(14) 0.0423(18) -0.0067(12) -0.0065(16) -0.0091(14) O1 0.081(6) 0.031(4) 0.036(5) -0.005(3) -0.005(4) -0.005(4) O2 0.071(6) 0.034(4) 0.043(5) -0.003(4) -0.011(4) -0.002(4) O3 0.101(8) 0.040(4) 0.054(6) -0.016(4) -0.005(5) -0.005(5) O4 0.103(8) 0.049(5) 0.040(5) -0.014(4) 0.002(5) -0.013(5) O5 0.152(11) 0.051(6) 0.051(7) 0.004(5) -0.009(7) -0.031(6) N3 0.076(8) 0.043(6) 0.050(7) -0.016(5) -0.016(6) -0.002(5) Cl2 0.124(4) 0.082(3) 0.045(2) -0.0054(18) -0.006(2) -0.011(2) N2 0.062(7) 0.047(6) 0.052(7) -0.015(5) -0.001(5) -0.013(5) C203 0.048(7) 0.040(6) 0.055(8) -0.010(5) -0.008(6) -0.003(5) C204 0.070(9) 0.038(6) 0.064(10) -0.003(6) -0.021(8) 0.002(6) C201 0.067(9) 0.042(7) 0.060(9) -0.007(6) 0.000(7) -0.013(6) C202 0.068(9) 0.038(6) 0.052(8) -0.016(5) 0.009(6) -0.005(6) C205 0.061(8) 0.034(6) 0.071(10) -0.016(6) -0.005(7) -0.001(6) Cl1 0.091(3) 0.110(3) 0.037(2) -0.005(2) -0.0005(19) -0.025(2) N1 0.072(9) 0.133(14) 0.060(9) -0.044(10) -0.006(7) -0.032(9) C101 0.048(9) 0.107(15) 0.16(2) -0.104(17) -0.002(11) -0.007(9) C103 0.048(7) 0.058(7) 0.034(7) -0.006(5) 0.001(5) -0.019(6) C104 0.073(9) 0.043(6) 0.048(8) -0.005(6) -0.008(7) -0.015(6) C102 0.050(8) 0.047(7) 0.099(14) -0.024(8) -0.011(8) -0.003(6) C105 0.079(10) 0.085(10) 0.036(8) -0.001(7) -0.004(7) -0.032(8) _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 1.762(10) . ? U1 O2 1.776(10) . ? U1 O4 2.509(9) . ? U1 O3 2.543(8) . ? U1 Cl5 2.679(3) . ? U1 Cl3 2.690(3) . ? U1 Cl4 2.712(3) . ? U1 N3 2.966(11) . ? O3 N3 1.265(14) . ? O4 N3 1.252(13) . ? O5 N3 1.229(14) . ? Cl2 C203 1.687(14) . ? N2 C201 1.323(16) . ? N2 C205 1.347(18) . ? N2 H2 0.8600 . ? C203 C202 1.390(18) . ? C203 C204 1.391(18) . ? C204 C205 1.32(2) . ? C204 H204 0.9300 . ? C201 C202 1.359(19) . ? C201 H201 0.9300 . ? C202 H202 0.9300 . ? C205 H205 0.9300 . ? Cl1 C103 1.715(13) . ? N1 C105 1.30(2) . ? N1 C101 1.30(3) . ? N1 H1 0.8600 . ? C101 C102 1.40(3) . ? C101 H101 0.9300 . ? C103 C102 1.352(18) . ? C103 C104 1.384(17) . ? C104 C105 1.34(2) . ? C104 H104 0.9300 . ? C102 H102 0.9300 . ? C105 H105 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 O2 178.9(3) . . ? O1 U1 O4 88.4(4) . . ? O2 U1 O4 91.2(4) . . ? O1 U1 O3 87.7(3) . . ? O2 U1 O3 91.3(3) . . ? O4 U1 O3 49.7(3) . . ? O1 U1 Cl5 90.3(3) . . ? O2 U1 Cl5 89.0(3) . . ? O4 U1 Cl5 121.7(2) . . ? O3 U1 Cl5 72.1(2) . . ? O1 U1 Cl3 90.3(3) . . ? O2 U1 Cl3 90.5(3) . . ? O4 U1 Cl3 70.2(2) . . ? O3 U1 Cl3 119.8(2) . . ? Cl5 U1 Cl3 168.11(11) . . ? O1 U1 Cl4 89.7(3) . . ? O2 U1 Cl4 91.2(3) . . ? O4 U1 Cl4 153.3(2) . . ? O3 U1 Cl4 156.8(2) . . ? Cl5 U1 Cl4 84.92(11) . . ? Cl3 U1 Cl4 83.21(10) . . ? O1 U1 N3 86.6(3) . . ? O2 U1 N3 92.6(4) . . ? O4 U1 N3 24.7(3) . . ? O3 U1 N3 25.1(3) . . ? Cl5 U1 N3 97.1(2) . . ? Cl3 U1 N3 94.8(2) . . ? Cl4 U1 N3 175.7(2) . . ? N3 O3 U1 96.5(6) . . ? N3 O4 U1 98.6(7) . . ? O5 N3 O4 122.0(12) . . ? O5 N3 O3 122.8(11) . . ? O4 N3 O3 115.0(11) . . ? O5 N3 U1 171.3(10) . . ? O4 N3 U1 56.8(6) . . ? O3 N3 U1 58.4(6) . . ? C201 N2 C205 121.6(13) . . ? C201 N2 H2 119.2 . . ? C205 N2 H2 119.2 . . ? C202 C203 C204 118.3(13) . . ? C202 C203 Cl2 119.8(10) . . ? C204 C203 Cl2 121.9(10) . . ? C205 C204 C203 120.3(12) . . ? C205 C204 H204 119.8 . . ? C203 C204 H204 119.8 . . ? N2 C201 C202 120.4(13) . . ? N2 C201 H201 119.8 . . ? C202 C201 H201 119.8 . . ? C201 C202 C203 118.9(12) . . ? C201 C202 H202 120.5 . . ? C203 C202 H202 120.5 . . ? C204 C205 N2 120.4(12) . . ? C204 C205 H205 119.8 . . ? N2 C205 H205 119.8 . . ? C105 N1 C101 122.5(16) . . ? C105 N1 H1 118.8 . . ? C101 N1 H1 118.8 . . ? N1 C101 C102 119.9(14) . . ? N1 C101 H101 120.1 . . ? C102 C101 H101 120.1 . . ? C102 C103 C104 121.6(14) . . ? C102 C103 Cl1 121.2(12) . . ? C104 C103 Cl1 117.1(10) . . ? C105 C104 C103 116.7(13) . . ? C105 C104 H104 121.6 . . ? C103 C104 H104 121.6 . . ? C103 C102 C101 116.8(15) . . ? C103 C102 H102 121.6 . . ? C101 C102 H102 121.6 . . ? N1 C105 C104 122.4(15) . . ? N1 C105 H105 118.8 . . ? C104 C105 H105 118.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 U1 O3 N3 -86.9(8) . . . . ? O2 U1 O3 N3 93.4(8) . . . . ? O4 U1 O3 N3 3.0(7) . . . . ? Cl5 U1 O3 N3 -178.0(8) . . . . ? Cl3 U1 O3 N3 2.1(9) . . . . ? Cl4 U1 O3 N3 -170.6(5) . . . . ? O1 U1 O4 N3 85.2(8) . . . . ? O2 U1 O4 N3 -93.7(8) . . . . ? O3 U1 O4 N3 -3.0(7) . . . . ? Cl5 U1 O4 N3 -4.2(9) . . . . ? Cl3 U1 O4 N3 176.1(8) . . . . ? Cl4 U1 O4 N3 171.4(5) . . . . ? U1 O4 N3 O5 -169.8(12) . . . . ? U1 O4 N3 O3 5.1(12) . . . . ? U1 O3 N3 O5 169.9(12) . . . . ? U1 O3 N3 O4 -5.0(12) . . . . ? O1 U1 N3 O5 -9(6) . . . . ? O2 U1 N3 O5 172(6) . . . . ? O4 U1 N3 O5 84(6) . . . . ? O3 U1 N3 O5 -101(6) . . . . ? Cl5 U1 N3 O5 -99(6) . . . . ? Cl3 U1 N3 O5 81(6) . . . . ? Cl4 U1 N3 O5 19(8) . . . . ? O1 U1 N3 O4 -93.7(8) . . . . ? O2 U1 N3 O4 87.1(8) . . . . ? O3 U1 N3 O4 174.5(13) . . . . ? Cl5 U1 N3 O4 176.4(8) . . . . ? Cl3 U1 N3 O4 -3.7(8) . . . . ? Cl4 U1 N3 O4 -65(3) . . . . ? O1 U1 N3 O3 91.8(8) . . . . ? O2 U1 N3 O3 -87.4(8) . . . . ? O4 U1 N3 O3 -174.5(13) . . . . ? Cl5 U1 N3 O3 1.9(8) . . . . ? Cl3 U1 N3 O3 -178.2(8) . . . . ? Cl4 U1 N3 O3 120(2) . . . . ? C202 C203 C204 C205 -2(2) . . . . ? Cl2 C203 C204 C205 178.2(11) . . . . ? C205 N2 C201 C202 -2(2) . . . . ? N2 C201 C202 C203 2(2) . . . . ? C204 C203 C202 C201 0(2) . . . . ? Cl2 C203 C202 C201 179.6(11) . . . . ? C203 C204 C205 N2 2(2) . . . . ? C201 N2 C205 C204 -1(2) . . . . ? C105 N1 C101 C102 0(2) . . . . ? C102 C103 C104 C105 -3(2) . . . . ? Cl1 C103 C104 C105 179.9(11) . . . . ? C104 C103 C102 C101 2(2) . . . . ? Cl1 C103 C102 C101 179.1(11) . . . . ? N1 C101 C102 C103 -1(2) . . . . ? C101 N1 C105 C104 -1(3) . . . . ? C103 C104 C105 N1 2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.373 _refine_diff_density_min -2.138 _refine_diff_density_rms 0.295 #===END data_Compound2 _database_code_depnum_ccdc_archive 'CCDC 903333' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Br2 Cl3 N3 O5 U' _chemical_formula_weight 756.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M p21/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 9.739(5) _cell_length_b 16.484(5) _cell_length_c 12.950(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 102.360(5) _cell_angle_gamma 90.000(5) _cell_volume 2030.8(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.53 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 12.345 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2036 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22644 _diffrn_reflns_av_R_equivalents 0.1070 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.15 _reflns_number_total 3736 _reflns_number_gt 2549 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2008)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2008)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2008)' _computing_structure_solution 'SHELXL-97(Sheldrick, 2008)' _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^)+(0.0559P)^2^+7.8723P] 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 3736 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0838 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1396 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 0.46633(7) 0.7500 0.79202(5) 0.0460(2) Uani 1 2 d S . . U2 U 0.96003(7) 0.7500 0.33525(5) 0.0489(2) Uani 1 2 d S . . Br2 Br 0.93651(17) 0.87451(10) 0.82566(12) 0.0811(5) Uani 1 1 d . . . Br1 Br 0.52966(19) 0.13176(11) 0.66615(15) 0.0956(6) Uani 1 1 d . . . Cl2 Cl 0.4483(4) 0.91333(19) 0.8092(2) 0.0627(9) Uani 1 1 d . . . Cl3 Cl 0.9507(4) 0.9152(2) 0.3129(2) 0.0696(10) Uani 1 1 d . . . Cl1 Cl 0.3048(6) 0.7500 0.9362(4) 0.0780(16) Uani 1 2 d S . . Cl4 Cl 0.9682(7) 0.7500 0.1321(4) 0.0908(18) Uani 1 2 d S . . O6 O 1.1432(11) 0.7500 0.3635(9) 0.059(3) Uani 1 2 d S . . O7 O 0.9769(9) 0.6839(5) 0.5139(6) 0.061(2) Uani 1 1 d . . . O5 O 0.7747(12) 0.7500 0.3143(11) 0.074(4) Uani 1 2 d S . . O1 O 0.3201(12) 0.7500 0.6872(8) 0.058(3) Uani 1 2 d S . . O3 O 0.5951(10) 0.8142(6) 0.6655(7) 0.077(3) Uani 1 1 d . . . O2 O 0.6198(13) 0.7500 0.8922(9) 0.068(4) Uani 1 2 d S . . C204 C 0.7967(15) 0.9214(9) 0.9866(11) 0.071(4) Uani 1 1 d . . . H3 H 0.8001 0.8669 1.0053 0.085 Uiso 1 1 calc R . . N2 N 0.7293(11) 1.0534(8) 1.0160(8) 0.069(3) Uani 1 1 d . . . H1 H 0.6894 1.0869 1.0512 0.083 Uiso 1 1 calc R . . C103 C 0.6352(13) 0.0730(7) 0.5863(10) 0.058(3) Uani 1 1 d . . . N1 N 0.7842(12) -0.0117(9) 0.4731(9) 0.076(4) Uani 1 1 d . . . H018 H 0.8335 -0.0388 0.4374 0.092 Uiso 1 1 calc R . . N3 N 0.6274(14) 0.7500 0.6316(10) 0.041(3) Uani 1 2 d S . . N4 N 0.9816(15) 0.7500 0.5672(11) 0.056(4) Uani 1 2 d S . . C202 C 0.8474(15) 1.0280(9) 0.8807(10) 0.067(4) Uani 1 1 d . . . H2 H 0.8853 1.0472 0.8253 0.080 Uiso 1 1 calc R . . C205 C 0.7342(15) 0.9758(10) 1.0409(11) 0.073(4) Uani 1 1 d . . . H022 H 0.6945 0.9581 1.0962 0.087 Uiso 1 1 calc R . . C102 C 0.6792(14) 0.1098(9) 0.5038(10) 0.065(4) Uani 1 1 d . . . H023 H 0.6576 0.1639 0.4875 0.078 Uiso 1 1 calc R . . O4 O 0.6962(16) 0.7500 0.5610(13) 0.100(5) Uani 1 2 d S . . C203 C 0.8551(13) 0.9467(8) 0.9042(9) 0.053(3) Uani 1 1 d . . . O8 O 0.9989(16) 0.7500 0.6629(10) 0.084(4) Uani 1 2 d S . . C104 C 0.6658(13) -0.0057(7) 0.6108(10) 0.054(3) Uani 1 1 d . . . H027 H 0.6360 -0.0302 0.6670 0.065 Uiso 1 1 calc R . . C105 C 0.7405(15) -0.0482(8) 0.5520(11) 0.070(4) Uani 1 1 d . . . H028 H 0.7611 -0.1026 0.5667 0.084 Uiso 1 1 calc R . . C201 C 0.7850(14) 1.0810(9) 0.9372(10) 0.068(4) Uani 1 1 d . . . H029 H 0.7813 1.1360 0.9209 0.081 Uiso 1 1 calc R . . C101 C 0.7532(15) 0.0668(11) 0.4474(11) 0.075(4) Uani 1 1 d . . . H030 H 0.7833 0.0906 0.3910 0.090 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 0.0548(4) 0.0407(4) 0.0447(4) 0.000 0.0152(3) 0.000 U2 0.0538(4) 0.0480(4) 0.0466(4) 0.000 0.0143(3) 0.000 Br2 0.0907(11) 0.0692(10) 0.0849(10) -0.0260(8) 0.0224(8) 0.0117(8) Br1 0.0997(13) 0.0718(12) 0.1158(14) -0.0228(9) 0.0241(10) 0.0129(9) Cl2 0.088(2) 0.0442(18) 0.0631(19) -0.0005(14) 0.0314(17) 0.0022(16) Cl3 0.103(3) 0.052(2) 0.0624(19) 0.0064(15) 0.0361(19) 0.0012(18) Cl1 0.123(5) 0.045(3) 0.087(4) 0.000 0.069(3) 0.000 Cl4 0.154(6) 0.073(4) 0.043(3) 0.000 0.017(3) 0.000 O6 0.045(7) 0.080(9) 0.055(7) 0.000 0.015(5) 0.000 O7 0.086(6) 0.051(5) 0.052(5) 0.001(4) 0.028(4) 0.008(4) O5 0.047(8) 0.076(10) 0.098(10) 0.000 0.016(7) 0.000 O1 0.062(8) 0.064(8) 0.047(6) 0.000 0.011(6) 0.000 O3 0.083(7) 0.064(7) 0.092(7) -0.002(5) 0.038(6) 0.003(5) O2 0.069(9) 0.065(9) 0.059(7) 0.000 -0.011(6) 0.000 C204 0.093(11) 0.049(9) 0.073(9) -0.003(7) 0.022(8) -0.005(8) N2 0.076(8) 0.076(9) 0.057(7) -0.015(6) 0.017(6) 0.004(7) C103 0.057(8) 0.045(8) 0.060(8) -0.001(6) -0.010(6) -0.001(6) N1 0.077(9) 0.098(11) 0.058(7) -0.019(7) 0.024(6) -0.015(7) N3 0.052(8) 0.031(8) 0.047(7) 0.000 0.026(7) 0.000 N4 0.068(10) 0.058(10) 0.050(9) 0.000 0.029(8) 0.000 C202 0.085(10) 0.068(10) 0.051(7) -0.009(7) 0.025(7) -0.006(8) C205 0.085(11) 0.082(12) 0.058(8) 0.001(8) 0.030(7) -0.009(9) C102 0.072(10) 0.051(9) 0.063(9) 0.015(7) -0.006(7) -0.017(7) O4 0.117(14) 0.077(11) 0.125(14) 0.000 0.069(12) 0.000 C203 0.063(8) 0.050(8) 0.044(7) -0.018(6) 0.005(6) -0.004(6) O8 0.128(12) 0.083(11) 0.052(8) 0.000 0.045(8) 0.000 C104 0.066(8) 0.042(8) 0.058(8) 0.004(6) 0.020(6) -0.005(6) C105 0.098(11) 0.039(8) 0.075(10) -0.001(7) 0.023(8) 0.001(7) C201 0.093(11) 0.050(8) 0.057(8) -0.012(7) 0.010(7) 0.003(7) C101 0.075(11) 0.090(13) 0.056(9) 0.009(8) 0.004(7) -0.020(9) _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 1.745(11) . ? U1 O2 1.757(11) . ? U1 O3 2.502(9) 4_575 ? U1 O3 2.502(9) . ? U1 Cl1 2.686(4) . ? U1 Cl2 2.710(3) 4_575 ? U1 Cl2 2.710(3) . ? U1 N3 2.858(12) . ? U2 O6 1.743(11) . ? U2 O5 1.767(11) . ? U2 O7 2.530(8) 4_575 ? U2 O7 2.530(8) . ? U2 Cl4 2.649(5) . ? U2 Cl3 2.738(3) . ? U2 Cl3 2.738(3) 4_575 ? U2 N4 2.966(14) . ? Br2 C203 1.850(12) . ? Br1 C103 1.875(14) . ? O7 N4 1.285(10) . ? O3 N3 1.213(10) . ? C204 C205 1.361(19) . ? C204 C203 1.378(18) . ? N2 C205 1.318(18) . ? N2 C201 1.334(16) . ? C103 C104 1.354(16) . ? C103 C102 1.374(18) . ? N1 C105 1.332(17) . ? N1 C101 1.355(19) . ? N3 O3 1.213(10) 4_575 ? N3 O4 1.244(16) . ? N4 O8 1.215(16) . ? N4 O7 1.285(10) 4_575 ? C202 C201 1.363(17) . ? C202 C203 1.372(17) . ? C102 C101 1.334(19) . ? C104 C105 1.356(18) . ? 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 O2 176.7(6) . . ? O1 U1 O3 86.0(4) . 4_575 ? O2 U1 O3 91.0(5) . 4_575 ? O1 U1 O3 86.0(4) . . ? O2 U1 O3 91.0(5) . . ? O3 U1 O3 50.1(4) 4_575 . ? O1 U1 Cl1 92.2(4) . . ? O2 U1 Cl1 91.1(5) . . ? O3 U1 Cl1 154.9(2) 4_575 . ? O3 U1 Cl1 154.9(2) . . ? O1 U1 Cl2 90.43(9) . 4_575 ? O2 U1 Cl2 89.95(9) . 4_575 ? O3 U1 Cl2 71.6(2) 4_575 4_575 ? O3 U1 Cl2 121.7(2) . 4_575 ? Cl1 U1 Cl2 83.39(7) . 4_575 ? O1 U1 Cl2 90.43(8) . . ? O2 U1 Cl2 89.95(9) . . ? O3 U1 Cl2 121.7(2) 4_575 . ? O3 U1 Cl2 71.6(2) . . ? Cl1 U1 Cl2 83.39(7) . . ? Cl2 U1 Cl2 166.77(13) 4_575 . ? O1 U1 N3 85.3(5) . . ? O2 U1 N3 91.4(5) . . ? O3 U1 N3 25.0(2) 4_575 . ? O3 U1 N3 25.0(2) . . ? Cl1 U1 N3 177.5(3) . . ? Cl2 U1 N3 96.61(7) 4_575 . ? Cl2 U1 N3 96.61(7) . . ? O6 U2 O5 176.8(6) . . ? O6 U2 O7 86.9(4) . 4_575 ? O5 U2 O7 90.3(4) . 4_575 ? O6 U2 O7 86.9(4) . . ? O5 U2 O7 90.3(4) . . ? O7 U2 O7 51.0(4) 4_575 . ? O6 U2 Cl4 87.8(4) . . ? O5 U2 Cl4 95.4(5) . . ? O7 U2 Cl4 153.92(18) 4_575 . ? O7 U2 Cl4 153.92(18) . . ? O6 U2 Cl3 91.81(9) . . ? O5 U2 Cl3 88.51(9) . . ? O7 U2 Cl3 70.30(19) 4_575 . ? O7 U2 Cl3 121.26(19) . . ? Cl4 U2 Cl3 84.40(7) . . ? O6 U2 Cl3 91.81(9) . 4_575 ? O5 U2 Cl3 88.51(9) . 4_575 ? O7 U2 Cl3 121.26(19) 4_575 4_575 ? O7 U2 Cl3 70.30(19) . 4_575 ? Cl4 U2 Cl3 84.40(7) . 4_575 ? Cl3 U2 Cl3 168.08(14) . 4_575 ? O6 U2 N4 86.6(5) . . ? O5 U2 N4 90.2(5) . . ? O7 U2 N4 25.49(18) 4_575 . ? O7 U2 N4 25.49(18) . . ? Cl4 U2 N4 174.4(3) . . ? Cl3 U2 N4 95.78(7) . . ? Cl3 U2 N4 95.78(7) 4_575 . ? N4 O7 U2 96.6(7) . . ? N3 O3 U1 94.2(8) . . ? C205 C204 C203 120.4(14) . . ? C205 N2 C201 121.3(13) . . ? C104 C103 C102 121.0(13) . . ? C104 C103 Br1 119.0(10) . . ? C102 C103 Br1 120.0(11) . . ? C105 N1 C101 122.0(13) . . ? O3 N3 O3 121.6(14) 4_575 . ? O3 N3 O4 119.2(7) 4_575 . ? O3 N3 O4 119.2(7) . . ? O3 N3 U1 60.8(7) 4_575 . ? O3 N3 U1 60.8(7) . . ? O4 N3 U1 179.3(12) . . ? O8 N4 O7 122.0(6) . . ? O8 N4 O7 122.0(6) . 4_575 ? O7 N4 O7 115.9(13) . 4_575 ? O8 N4 U2 176.2(12) . . ? O7 N4 U2 57.9(6) . . ? O7 N4 U2 57.9(6) 4_575 . ? C201 C202 C203 121.1(13) . . ? N2 C205 C204 120.6(13) . . ? C101 C102 C103 119.1(14) . . ? C202 C203 C204 117.0(12) . . ? C202 C203 Br2 121.1(10) . . ? C204 C203 Br2 121.9(10) . . ? C105 C104 C103 118.8(12) . . ? N1 C105 C104 119.7(13) . . ? N2 C201 C202 119.5(14) . . ? C102 C101 N1 119.4(14) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.759 _refine_diff_density_min -1.399 _refine_diff_density_rms 0.190 #===END data_Compound3 _database_code_depnum_ccdc_archive 'CCDC 903334' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7.50 H7.50 Cl1.50 I1.50 N2.50 O4 U0.50' _chemical_formula_weight 559.20 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 p21/c 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 7.9797(5) _cell_length_b 25.0428(17) _cell_length_c 14.7303(10) _cell_angle_alpha 90.00 _cell_angle_beta 103.019(2) _cell_angle_gamma 90.00 _cell_volume 2868.0(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.67 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2024 _exptl_absorpt_coefficient_mu 9.214 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2624 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21260 _diffrn_reflns_av_R_equivalents 0.0666 _diffrn_reflns_av_sigmaI/netI 0.0736 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.76 _reflns_number_total 6625 _reflns_number_gt 4925 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX II (Bruker AXS, 2008)' _computing_cell_refinement 'SAINTPLUS (Bruker AXS, 2008)' _computing_data_reduction 'SAINTPLUS (Bruker AXS, 2008)' _computing_structure_solution 'SHELXL-97(Sheldrick, 2008)' _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^)+(0.0781P)^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_number_reflns 6625 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0543 _refine_ls_wR_factor_ref 0.1476 _refine_ls_wR_factor_gt 0.1333 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 1.00305(4) 0.159505(11) 0.17115(2) 0.03078(12) Uani 1 1 d . . . I1 I 1.52106(10) -0.08177(3) -0.37990(5) 0.0600(2) Uani 1 1 d . . . I3 I 1.23331(12) 0.15463(3) -0.15893(6) 0.0707(3) Uani 1 1 d . . . I2 I 0.37724(10) 0.28214(3) 0.04964(4) 0.0602(2) Uani 1 1 d . . . Cl1 Cl 0.8859(3) 0.11247(9) 0.00433(16) 0.0518(6) Uani 1 1 d . . . Cl2 Cl 1.0722(4) 0.05960(10) 0.2320(2) 0.0621(7) Uani 1 1 d . . . Cl3 Cl 1.1223(4) 0.18917(11) 0.34762(17) 0.0686(8) Uani 1 1 d . . . O7 O 0.3177(11) 0.4804(3) 0.2437(6) 0.069(2) Uani 1 1 d . . . C103 C 1.2740(11) -0.0731(3) -0.4636(6) 0.038(2) Uani 1 1 d . . . O2 O 1.2087(9) 0.1646(3) 0.1488(6) 0.0536(18) Uani 1 1 d . . . C201 C 0.7305(16) 0.3255(5) 0.3015(8) 0.067(3) Uani 1 1 d . . . H4 H 0.7968 0.3553 0.3234 0.081 Uiso 1 1 calc R . . O4 O 0.8916(10) 0.2288(3) 0.0488(5) 0.060(2) Uani 1 1 d . . . C202 C 0.6287(15) 0.3263(4) 0.2128(7) 0.055(3) Uani 1 1 d . . . H3 H 0.6251 0.3558 0.1741 0.066 Uiso 1 1 calc R . . O1 O 0.7952(10) 0.1557(3) 0.1928(5) 0.0539(18) Uani 1 1 d . . . C205 C 0.6441(15) 0.2400(5) 0.3299(7) 0.063(3) Uani 1 1 d . . . H5 H 0.6506 0.2110 0.3700 0.075 Uiso 1 1 calc R . . N3 N 1.3958(13) 0.0301(3) 0.0904(6) 0.057(2) Uani 1 1 d . . . H2 H 1.4205 0.0083 0.1367 0.068 Uiso 1 1 calc R . . O5 O 0.8867(12) 0.3147(3) 0.0655(6) 0.076(2) Uani 1 1 d . . . O3 O 0.9980(10) 0.2616(3) 0.1820(5) 0.0571(19) Uani 1 1 d . . . C105 C 1.0857(17) -0.0503(4) -0.6049(8) 0.063(3) Uani 1 1 d . . . H2A H 1.0666 -0.0379 -0.6658 0.076 Uiso 1 1 calc R . . N5 N 0.4319(13) 0.4553(3) 0.2184(6) 0.050(2) Uani 1 1 d . . . O6 O 0.5811(11) 0.4543(3) 0.2658(6) 0.071(2) Uani 1 1 d . . . O8 O 0.3972(10) 0.4323(3) 0.1405(5) 0.064(2) Uani 1 1 d . . . N1 N 0.9499(12) -0.0634(3) -0.5689(7) 0.063(3) Uani 1 1 d . . . H1 H 0.8473 -0.0604 -0.6027 0.075 Uiso 1 1 calc R . . C203 C 0.5320(11) 0.2812(3) 0.1838(6) 0.0361(19) Uani 1 1 d . . . C303 C 1.3107(13) 0.0987(4) -0.0532(7) 0.047(2) Uani 1 1 d . . . N4 N 0.9266(11) 0.2703(3) 0.0988(6) 0.049(2) Uani 1 1 d . . . N2 N 0.7365(12) 0.2832(4) 0.3569(6) 0.061(2) Uani 1 1 d . . . H3A H 0.8025 0.2840 0.4118 0.073 Uiso 1 1 calc R . . C302 C 1.4446(14) 0.1106(4) 0.0212(7) 0.054(3) Uani 1 1 d . . . H033 H 1.5062 0.1422 0.0220 0.065 Uiso 1 1 calc R . . C104 C 1.2497(14) -0.0549(4) -0.5539(7) 0.050(3) Uani 1 1 d . . . H035 H 1.3428 -0.0461 -0.5793 0.060 Uiso 1 1 calc R . . C102 C 1.1329(14) -0.0852(4) -0.4282(8) 0.052(3) Uani 1 1 d . . . H036 H 1.1476 -0.0966 -0.3668 0.063 Uiso 1 1 calc R . . C304 C 1.2237(13) 0.0510(4) -0.0551(8) 0.050(2) Uani 1 1 d . . . H037 H 1.1353 0.0421 -0.1056 0.060 Uiso 1 1 calc R . . C301 C 1.4858(16) 0.0753(5) 0.0937(8) 0.069(3) Uani 1 1 d . . . H038 H 1.5753 0.0827 0.1446 0.082 Uiso 1 1 calc R . . C305 C 1.2703(16) 0.0175(4) 0.0185(10) 0.066(3) Uani 1 1 d . . . H039 H 1.2129 -0.0148 0.0184 0.079 Uiso 1 1 calc R . . C101 C 0.9730(15) -0.0805(5) -0.4829(8) 0.059(3) Uani 1 1 d . . . H040 H 0.8782 -0.0895 -0.4591 0.071 Uiso 1 1 calc R . . C204 C 0.5382(13) 0.2380(4) 0.2424(6) 0.048(2) Uani 1 1 d . . . H6 H 0.4716 0.2079 0.2229 0.058 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 0.0348(2) 0.02664(16) 0.02883(18) 0.00090(11) 0.00274(13) 0.00033(12) I1 0.0530(5) 0.0624(4) 0.0623(5) -0.0005(3) 0.0083(3) 0.0100(3) I3 0.0856(6) 0.0591(5) 0.0721(5) 0.0302(4) 0.0274(5) 0.0146(4) I2 0.0655(5) 0.0733(5) 0.0332(3) 0.0042(3) -0.0068(3) -0.0101(4) Cl1 0.0765(19) 0.0369(11) 0.0377(12) -0.0096(9) 0.0037(11) -0.0019(11) Cl2 0.090(2) 0.0339(12) 0.0633(16) 0.0146(11) 0.0184(15) 0.0059(12) Cl3 0.101(2) 0.0575(15) 0.0340(12) -0.0031(11) -0.0124(13) -0.0086(15) O7 0.079(6) 0.063(5) 0.072(5) -0.010(4) 0.031(5) 0.006(4) C103 0.033(5) 0.033(4) 0.049(5) -0.001(4) 0.013(4) 0.003(4) O2 0.044(4) 0.050(4) 0.069(5) 0.002(3) 0.017(4) -0.007(3) C201 0.063(8) 0.080(8) 0.056(7) -0.025(6) 0.007(6) -0.023(7) O4 0.092(6) 0.037(4) 0.038(4) -0.002(3) -0.013(4) 0.007(3) C202 0.073(8) 0.049(5) 0.043(5) -0.006(4) 0.011(5) -0.011(5) O1 0.049(5) 0.054(4) 0.060(5) -0.013(3) 0.015(4) -0.004(3) C205 0.079(9) 0.059(7) 0.044(6) 0.009(5) 0.000(6) 0.021(6) N3 0.079(7) 0.041(5) 0.054(5) 0.018(4) 0.021(5) 0.018(4) O5 0.117(7) 0.038(4) 0.071(5) 0.012(4) 0.020(5) 0.014(4) O3 0.082(6) 0.037(3) 0.044(4) -0.008(3) -0.003(4) -0.003(3) C105 0.095(10) 0.038(5) 0.047(6) 0.018(4) -0.005(6) 0.006(6) N5 0.064(6) 0.040(4) 0.047(5) -0.004(4) 0.016(5) -0.009(4) O6 0.072(6) 0.061(5) 0.068(5) -0.018(4) -0.007(4) 0.000(4) O8 0.061(5) 0.071(5) 0.055(4) -0.020(4) 0.005(4) -0.001(4) N1 0.048(6) 0.050(5) 0.084(7) 0.003(5) 0.002(5) 0.007(4) C203 0.037(5) 0.038(4) 0.030(4) -0.008(3) 0.001(4) 0.005(4) C303 0.053(7) 0.038(5) 0.057(6) 0.005(4) 0.027(5) 0.004(4) N4 0.067(6) 0.030(4) 0.042(4) 0.006(3) -0.001(4) 0.005(4) N2 0.059(6) 0.085(7) 0.031(4) -0.011(4) -0.008(4) 0.004(5) C302 0.065(7) 0.041(5) 0.057(6) -0.005(5) 0.016(5) -0.009(5) C104 0.057(7) 0.044(5) 0.056(6) 0.014(4) 0.027(5) 0.003(5) C102 0.059(8) 0.045(5) 0.056(6) 0.004(5) 0.022(5) 0.002(5) C304 0.040(6) 0.047(5) 0.061(6) -0.002(5) 0.005(5) -0.010(4) C301 0.077(9) 0.069(8) 0.058(7) -0.013(6) 0.010(6) -0.007(6) C305 0.077(9) 0.035(5) 0.090(9) 0.010(6) 0.029(7) -0.003(5) C101 0.053(8) 0.065(7) 0.065(7) -0.003(6) 0.025(6) -0.001(5) C204 0.061(7) 0.040(5) 0.039(5) -0.010(4) 0.002(5) -0.005(4) _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 O2 1.749(7) . ? U1 O1 1.761(7) . ? U1 O4 2.515(6) . ? U1 O3 2.561(7) . ? U1 Cl3 2.665(2) . ? U1 Cl2 2.673(2) . ? U1 Cl1 2.695(2) . ? U1 N4 2.986(7) . ? I1 C103 2.088(9) . ? I3 C303 2.082(10) . ? I2 C203 2.082(8) . ? O7 N5 1.231(11) . ? C103 C104 1.377(13) . ? C103 C102 1.378(13) . ? C201 N2 1.333(15) . ? C201 C202 1.374(15) . ? O4 N4 1.269(9) . ? C202 C203 1.379(13) . ? C205 N2 1.319(14) . ? C205 C204 1.374(13) . ? N3 C305 1.321(15) . ? N3 C301 1.336(14) . ? O5 N4 1.227(9) . ? O3 N4 1.249(9) . ? C105 N1 1.348(15) . ? C105 C104 1.359(15) . ? N5 O6 1.237(11) . ? N5 O8 1.259(10) . ? N1 C101 1.312(14) . ? C203 C204 1.378(13) . ? C303 C304 1.379(13) . ? C303 C302 1.379(14) . ? C302 C301 1.368(15) . ? C102 C101 1.352(14) . ? C304 C305 1.355(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 U1 O1 178.9(3) . . ? O2 U1 O4 90.6(3) . . ? O1 U1 O4 88.4(3) . . ? O2 U1 O3 88.2(3) . . ? O1 U1 O3 90.8(3) . . ? O4 U1 O3 49.4(2) . . ? O2 U1 Cl3 91.1(3) . . ? O1 U1 Cl3 89.0(3) . . ? O4 U1 Cl3 119.85(16) . . ? O3 U1 Cl3 70.63(16) . . ? O2 U1 Cl2 90.0(2) . . ? O1 U1 Cl2 91.1(2) . . ? O4 U1 Cl2 154.00(16) . . ? O3 U1 Cl2 156.63(16) . . ? Cl3 U1 Cl2 86.12(9) . . ? O2 U1 Cl1 90.4(3) . . ? O1 U1 Cl1 89.6(2) . . ? O4 U1 Cl1 69.76(15) . . ? O3 U1 Cl1 119.06(15) . . ? Cl3 U1 Cl1 170.24(8) . . ? Cl2 U1 Cl1 84.24(8) . . ? O2 U1 N4 89.4(3) . . ? O1 U1 N4 89.4(3) . . ? O4 U1 N4 24.8(2) . . ? O3 U1 N4 24.51(19) . . ? Cl3 U1 N4 95.07(16) . . ? Cl2 U1 N4 178.68(17) . . ? Cl1 U1 N4 94.58(16) . . ? C104 C103 C102 119.3(9) . . ? C104 C103 I1 120.9(7) . . ? C102 C103 I1 119.8(7) . . ? N2 C201 C202 121.7(10) . . ? N4 O4 U1 98.8(5) . . ? C201 C202 C203 116.9(10) . . ? N2 C205 C204 119.8(10) . . ? C305 N3 C301 122.4(10) . . ? N4 O3 U1 97.2(5) . . ? N1 C105 C104 121.5(10) . . ? O7 N5 O6 121.6(9) . . ? O7 N5 O8 118.9(9) . . ? O6 N5 O8 119.5(9) . . ? C101 N1 C105 120.5(10) . . ? C204 C203 C202 120.7(8) . . ? C204 C203 I2 122.2(6) . . ? C202 C203 I2 117.1(7) . . ? C304 C303 C302 119.9(10) . . ? C304 C303 I3 120.3(8) . . ? C302 C303 I3 119.7(7) . . ? O5 N4 O3 124.8(8) . . ? O5 N4 O4 120.5(8) . . ? O3 N4 O4 114.7(7) . . ? O5 N4 U1 176.2(7) . . ? O3 N4 U1 58.3(4) . . ? O4 N4 U1 56.3(4) . . ? C205 N2 C201 121.8(9) . . ? C301 C302 C303 119.2(10) . . ? C105 C104 C103 118.0(10) . . ? C101 C102 C103 119.8(10) . . ? C305 C304 C303 118.3(10) . . ? N3 C301 C302 119.1(11) . . ? N3 C305 C304 121.1(10) . . ? N1 C101 C102 120.8(10) . . ? C205 C204 C203 119.1(9) . . ? _diffrn_measured_fraction_theta_max 0.890 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.776 _refine_diff_density_min -4.857 _refine_diff_density_rms 0.290