Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'M. Laura Mercuri' 'Lorenzo Cau' 'Paola Deplano' 'Luciano Marchio' 'Luca Pilia' 'Angela Serpe' 'Emanuele F. Trogu' _publ_contact_author_name 'Prof M. Laura Mercuri' _publ_contact_author_address ; Chimica Inorganica e Analitica University S.S. 554-bivio per Sestu Monserrato (Cagliari) I-09042 ITALY ; _publ_contact_author_email 'MERCURI@UNICA.IT' _publ_requested_journal 'Dalton Transactions' _publ_section_title ; NEW POWERFUL REAGENTS BASED ON DIHALOGEN/N,N'-DIMETHYL-PERHYDRO-DIAZEPINE-2,3-DITHIONE ADDUCTS FOR GOLD DISSOLUTION: THE IBr CASE ; data_auepta _database_code_CSD 195735 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H12 Au Br2 N2 S2 1+, Br2 I 1-' _chemical_formula_sum 'C7 H12 Au Br4 I N2 S2' _chemical_formula_weight 831.81 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' 'S' 'S' 0.1246 0.1234 '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' 'Au' 'Au' -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.523(8) _cell_length_b 10.191(6) _cell_length_c 14.549(7) _cell_angle_alpha 90.00 _cell_angle_beta 111.57(2) _cell_angle_gamma 90.00 _cell_volume 3657(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 24 _cell_measurement_theta_min 7.40 _cell_measurement_theta_max 17.15 _exptl_crystal_description needle _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.022 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 18.686 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.672 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'local programs' _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 'Enraf Nonius CAD 4 diffractometer' _diffrn_measurement_method 'theta-2-theta' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 1 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 3707 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.1667 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3567 _reflns_number_gt 1605 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'local programs' _computing_cell_refinement 'local programs' _computing_data_reduction 'local programs' _computing_structure_solution 'SIR97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0010P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3567 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1343 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0668 _refine_ls_wR_factor_gt 0.0536 _refine_ls_goodness_of_fit_ref 0.810 _refine_ls_restrained_S_all 0.810 _refine_ls_shift/su_max 0.002 _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 C1 C 0.3382(5) -0.1700(14) 0.2635(10) 0.039(4) Uani 1 1 d . . . C2 C 0.3925(5) -0.1437(13) 0.3478(9) 0.029(3) Uani 1 1 d . . . C3 C 0.3668(5) -0.3964(13) 0.2644(11) 0.045(4) Uani 1 1 d . . . H3A H 0.3569 -0.4695 0.2186 0.054 Uiso 1 1 calc R . . H3B H 0.4021 -0.3648 0.2689 0.054 Uiso 1 1 calc R . . C4 C 0.3695(6) -0.4419(14) 0.3655(10) 0.053(5) Uani 1 1 d . . . H4A H 0.4017 -0.4955 0.3952 0.063 Uiso 1 1 calc R . . H4B H 0.3382 -0.4963 0.3574 0.063 Uiso 1 1 calc R . . C5 C 0.3711(5) -0.3302(14) 0.4343(11) 0.049(4) Uani 1 1 d . . . H5A H 0.3346 -0.2980 0.4199 0.059 Uiso 1 1 calc R . . H5B H 0.3850 -0.3618 0.5019 0.059 Uiso 1 1 calc R . . C6 C 0.4568(5) -0.1900(13) 0.5077(9) 0.044(4) Uani 1 1 d . . . H6A H 0.4828 -0.1516 0.4840 0.067 Uiso 1 1 calc R . . H6B H 0.4712 -0.2700 0.5422 0.067 Uiso 1 1 calc R . . H6C H 0.4493 -0.1299 0.5519 0.067 Uiso 1 1 calc R . . C7 C 0.2772(5) -0.3135(14) 0.1420(10) 0.052(5) Uani 1 1 d . . . H7A H 0.2626 -0.2313 0.1116 0.078 Uiso 1 1 calc R . . H7B H 0.2511 -0.3572 0.1626 0.078 Uiso 1 1 calc R . . H7C H 0.2856 -0.3676 0.0955 0.078 Uiso 1 1 calc R . . N1 N 0.3262(4) -0.2899(12) 0.2274(8) 0.043(3) Uani 1 1 d . . . N2 N 0.4066(4) -0.2181(11) 0.4240(8) 0.041(3) Uani 1 1 d . . . S1 S 0.29564(13) -0.0396(4) 0.2223(3) 0.0440(11) Uani 1 1 d . . . S2 S 0.42967(14) -0.0185(4) 0.3302(3) 0.0464(11) Uani 1 1 d . . . Br2 Br 0.43012(5) 0.28962(14) 0.25494(11) 0.0417(4) Uani 1 1 d . . . Br4 Br 0.33682(6) 0.00602(19) 0.50669(12) 0.0647(5) Uani 1 1 d . . . Br3 Br 0.47282(7) 0.42411(18) 0.60636(13) 0.0736(6) Uani 1 1 d . . . Br1 Br 0.28489(5) 0.27695(14) 0.15101(12) 0.0444(4) Uani 1 1 d . . . I1 I 0.40508(4) 0.21841(11) 0.55478(8) 0.0584(3) Uani 1 1 d . . . Au Au 0.36028(2) 0.12226(6) 0.23986(5) 0.03753(16) 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 C1 0.016(7) 0.061(11) 0.024(8) 0.010(8) -0.010(6) 0.000(7) C2 0.027(7) 0.031(8) 0.026(8) -0.003(7) 0.005(6) -0.004(7) C3 0.041(9) 0.027(9) 0.071(12) -0.019(9) 0.025(9) -0.013(7) C4 0.064(11) 0.040(10) 0.046(11) -0.007(9) 0.009(9) 0.000(8) C5 0.039(9) 0.050(10) 0.061(11) 0.020(9) 0.022(8) 0.001(8) C6 0.034(8) 0.053(10) 0.033(9) 0.002(8) -0.003(7) 0.012(7) C7 0.049(10) 0.043(10) 0.054(11) -0.014(9) 0.007(8) -0.024(8) N1 0.043(8) 0.039(8) 0.035(8) -0.012(7) 0.001(6) -0.006(7) N2 0.030(7) 0.046(8) 0.028(7) 0.006(7) -0.011(6) -0.009(6) S1 0.029(2) 0.040(2) 0.053(3) 0.011(2) 0.0024(19) -0.0016(18) S2 0.030(2) 0.040(2) 0.058(3) 0.010(2) 0.0049(19) -0.0024(19) Br2 0.0305(8) 0.0367(9) 0.0561(10) -0.0006(9) 0.0137(7) -0.0084(7) Br4 0.0615(11) 0.0793(13) 0.0538(11) 0.0063(11) 0.0219(9) 0.0162(11) Br3 0.0783(13) 0.0653(13) 0.0691(13) -0.0016(11) 0.0174(11) 0.0070(10) Br1 0.0263(8) 0.0306(8) 0.0708(12) 0.0061(9) 0.0114(8) 0.0051(7) I1 0.0616(7) 0.0703(8) 0.0470(7) 0.0076(7) 0.0244(6) 0.0192(6) Au 0.0338(3) 0.0359(3) 0.0417(4) 0.0009(4) 0.0124(3) -0.0021(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 S1 1.704(13) . ? C1 N1 1.322(16) . ? C1 C2 1.533(15) . ? C2 N2 1.281(14) . ? C2 S2 1.688(13) . ? C3 C4 1.517(17) . ? C3 N1 1.484(15) . ? C4 C5 1.506(17) . ? C5 N2 1.523(15) . ? C6 N2 1.464(13) . ? C7 N1 1.450(14) . ? S1 Au 2.325(4) . ? S2 Au 2.322(4) . ? Br2 Au 2.4678(17) . ? Br4 I1 2.742(3) . ? Br3 I1 2.682(2) . ? Br1 Au 2.5007(17) . ? 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 S1 C1 N1 123.3(9) . . ? S1 C1 C2 116.8(10) . . ? N1 C1 C2 119.9(12) . . ? N2 C2 C1 118.6(11) . . ? N2 C2 S2 125.3(10) . . ? C1 C2 S2 116.1(10) . . ? C4 C3 N1 110.2(12) . . ? C3 C4 C5 113.2(12) . . ? N2 C5 C4 111.6(11) . . ? C7 N1 C1 120.2(11) . . ? C7 N1 C3 119.5(11) . . ? C1 N1 C3 119.7(11) . . ? C2 N2 C6 119.4(11) . . ? C2 N2 C5 122.3(10) . . ? C6 N2 C5 118.1(11) . . ? C1 S1 Au 98.5(5) . . ? C2 S2 Au 99.6(5) . . ? Br3 I1 Br4 178.61(7) . . ? S2 Au S1 91.31(13) . . ? S2 Au Br2 87.92(11) . . ? S1 Au Br2 178.05(11) . . ? S2 Au Br1 176.93(12) . . ? S1 Au Br1 88.48(10) . . ? Br2 Au Br1 92.39(6) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.722 _refine_diff_density_min -1.392 _refine_diff_density_rms 0.213 data_epta _database_code_CSD 195736 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H12 Br I N2 S2' _chemical_formula_sum 'C7 H12 Br I N2 S2' _chemical_formula_weight 395.12 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.1690(10) _cell_length_b 7.8360(10) _cell_length_c 14.4250(10) _cell_angle_alpha 90.00 _cell_angle_beta 113.808(2) _cell_angle_gamma 90.00 _cell_volume 1258.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3530 _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 27.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.085 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 6.014 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.584 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'SADABS' _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 AXS Smart 1000' _diffrn_measurement_method 'phi and omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8165 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0447 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 27.00 _reflns_number_total 2752 _reflns_number_gt 1872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Smart' _computing_cell_refinement 'Bruker Smart' _computing_data_reduction 'Saint' _computing_structure_solution 'SIR97' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0302P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2752 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0640 _refine_ls_wR_factor_gt 0.0586 _refine_ls_goodness_of_fit_ref 0.859 _refine_ls_restrained_S_all 0.859 _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 C1 C 0.5478(3) 0.2118(5) 0.3164(3) 0.0421(10) Uani 1 1 d . . . C2 C 0.4523(3) 0.0786(5) 0.2940(3) 0.0393(9) Uani 1 1 d . . . C3 C 0.3506(3) 0.2404(5) 0.1411(3) 0.0420(10) Uani 1 1 d . . . H3A H 0.3807 0.3459 0.1777 0.050 Uiso 1 1 calc R . . H3B H 0.2685 0.2596 0.0932 0.050 Uiso 1 1 calc R . . C4 C 0.4265(4) 0.1913(6) 0.0843(3) 0.0489(11) Uani 1 1 d . . . H4A H 0.4373 0.2902 0.0484 0.059 Uiso 1 1 calc R . . H4B H 0.3849 0.1045 0.0345 0.059 Uiso 1 1 calc R . . C5 C 0.5492(4) 0.1234(5) 0.1552(3) 0.0492(10) Uani 1 1 d . . . H5A H 0.5419 0.0044 0.1704 0.059 Uiso 1 1 calc R . . H5B H 0.6041 0.1301 0.1218 0.059 Uiso 1 1 calc R . . C6 C 0.6895(4) 0.3545(6) 0.2639(4) 0.0768(16) Uani 1 1 d . . . H6A H 0.6515 0.4530 0.2245 0.115 Uiso 1 1 calc R . . H6B H 0.7483 0.3108 0.2414 0.115 Uiso 1 1 calc R . . H6C H 0.7282 0.3857 0.3341 0.115 Uiso 1 1 calc R . . N1 N 0.5989(3) 0.2229(4) 0.2514(3) 0.0467(9) Uani 1 1 d . . . N2 N 0.3530(3) 0.1041(4) 0.2135(2) 0.0401(8) Uani 1 1 d . . . S1 S 0.56855(12) 0.33782(15) 0.41376(9) 0.0628(4) Uani 1 1 d . . . S2 S 0.46876(11) -0.09376(15) 0.36966(9) 0.0594(3) Uani 1 1 d . . . Br Br 0.93472(5) -0.18148(6) 0.59592(4) 0.06939(17) Uani 1 1 d . . . I I 0.69586(3) -0.12809(3) 0.47496(2) 0.05018(11) Uani 1 1 d . . . C7 C 0.2473(4) -0.0047(5) 0.1867(3) 0.0546(11) Uani 1 1 d . . . H7A H 0.2721 -0.1211 0.2031 0.082 Uiso 1 1 calc R . . H7B H 0.1988 0.0047 0.1154 0.082 Uiso 1 1 calc R . . H7C H 0.2013 0.0307 0.2240 0.082 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 C1 0.035(2) 0.038(2) 0.039(2) 0.0050(18) 0.0004(19) -0.0017(18) C2 0.039(2) 0.045(2) 0.031(2) -0.0009(17) 0.0114(19) -0.0048(17) C3 0.035(2) 0.046(2) 0.037(2) 0.0052(18) 0.0075(19) 0.0017(18) C4 0.052(3) 0.057(2) 0.035(2) 0.0070(19) 0.014(2) 0.001(2) C5 0.048(3) 0.052(2) 0.051(3) -0.003(2) 0.025(2) 0.000(2) C6 0.056(3) 0.084(4) 0.086(4) 0.005(3) 0.024(3) -0.032(3) N1 0.0338(19) 0.052(2) 0.051(2) 0.0061(17) 0.0136(18) -0.0080(16) N2 0.0344(18) 0.0442(19) 0.0366(18) 0.0020(15) 0.0091(15) -0.0063(15) S1 0.0625(8) 0.0614(8) 0.0444(7) -0.0099(5) 0.0005(6) -0.0053(6) S2 0.0529(7) 0.0657(8) 0.0475(7) 0.0185(6) 0.0078(6) -0.0142(6) Br 0.0575(3) 0.0570(3) 0.0881(4) 0.0086(3) 0.0236(3) 0.0137(2) I 0.0600(2) 0.04517(16) 0.04322(17) 0.00496(13) 0.01863(14) 0.00131(14) C7 0.040(2) 0.060(3) 0.053(3) 0.002(2) 0.008(2) -0.014(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.321(5) . ? C1 C2 1.498(5) . ? C1 S1 1.651(4) . ? C2 N2 1.310(4) . ? C2 S2 1.696(4) . ? C3 N2 1.486(5) . ? C3 C4 1.511(6) . ? C4 C5 1.525(6) . ? C5 N1 1.490(5) . ? C6 N1 1.467(5) . ? N2 C7 1.460(5) . ? S2 I 2.5745(12) . ? Br I 2.7520(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 N1 C1 C2 116.1(3) . . ? N1 C1 S1 127.7(3) . . ? C2 C1 S1 116.0(3) . . ? N2 C2 C1 116.2(3) . . ? N2 C2 S2 121.3(3) . . ? C1 C2 S2 122.5(3) . . ? N2 C3 C4 110.8(3) . . ? C3 C4 C5 111.9(3) . . ? N1 C5 C4 111.2(3) . . ? C1 N1 C6 120.3(4) . . ? C1 N1 C5 119.8(3) . . ? C6 N1 C5 119.0(4) . . ? C2 N2 C7 123.0(3) . . ? C2 N2 C3 118.9(3) . . ? C7 N2 C3 118.0(3) . . ? C2 S2 I 106.43(14) . . ? S2 I Br 175.91(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.754 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.090