# 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 ? _publ_contact_author_email uwe.monkowius@jku.at _publ_contact_author_name 'Uwe Monkowius' loop_ _publ_author_name 'C. Hirtenlehner' 'C. Krims' 'J. Hoelbling' 'M. List' 'M. Zabel' 'M. Fleck' 'R. J. F. Berger' 'W. Schoefberger' 'U. Monkowius' data_complex3a _database_code_depnum_ccdc_archive 'CCDC 830155' #TrackingRef 'web_deposit_cif_file_0_UweMonkowius_1308222424.complex3a.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H12 Au Br N2' _chemical_formula_iupac ? _chemical_formula_weight 449.10 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system orthorhombic _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 6.5022(9) _cell_length_b 10.6341(13) _cell_length_c 17.425(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1204.9(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 300.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.96 _exptl_crystal_size_mid 0.75 _exptl_crystal_size_min 0.56 _exptl_crystal_density_diffrn 2.476 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 15.495 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.02 _exptl_absorpt_correction_T_max 0.04 _exptl_special_details ; ; _diffrn_ambient_temperature 300.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11033 _diffrn_reflns_av_R_equivalents 0.0727 _diffrn_reflns_av_sigmaI/netI 0.0513 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.10 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _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. ; _reflns_number_total 2136 _reflns_number_gt 2011 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0342 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_gt 0.0766 _refine_ls_wR_factor_ref 0.0775 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_number_reflns 2136 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0358P)^2^+1.5854P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.549 _refine_diff_density_min -1.811 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(2) 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' Br Br -0.2901 2.4595 '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' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au Au1 0.12802(6) 0.35061(3) 0.168503(19) 0.01991(12) Uani d . 1 . . Br Br1 -0.1223(2) 0.51287(9) 0.18638(6) 0.0334(3) Uani d . 1 . . C C4 0.5399(17) 0.2588(12) 0.2748(6) 0.037(3) Uani d . 1 . . H H4A 0.6654 0.3064 0.275 0.055 Uiso calc R 1 . . H H4B 0.5475 0.1938 0.3129 0.055 Uiso calc R 1 . . H H4C 0.4264 0.3134 0.2861 0.055 Uiso calc R 1 . . N N1 0.3806(13) 0.1496(6) 0.0905(4) 0.0223(16) Uani d . 1 . . C C6 0.1012(16) 0.0222(8) 0.0319(5) 0.021(2) Uani d . 1 . . C C1 0.3471(12) 0.2243(7) 0.1518(5) 0.0137(18) Uani d . 1 . . C C2 0.5563(16) 0.0797(10) 0.0994(7) 0.034(3) Uani d . 1 . . H H2 0.6089 0.0212 0.065 0.04 Uiso calc R 1 . . C C3 0.6368(17) 0.1116(9) 0.1665(6) 0.033(2) Uani d . 1 . . H H3 0.7565 0.0794 0.1882 0.039 Uiso calc R 1 . . N N2 0.5098(12) 0.2011(8) 0.1979(5) 0.0238(19) Uani d . 1 . . C C5 0.2355(18) 0.1353(9) 0.0259(6) 0.030(2) Uani d . 1 . . H H5A 0.3132 0.1305 -0.0215 0.037 Uiso calc R 1 . . H H5B 0.1492 0.2096 0.0232 0.037 Uiso calc R 1 . . C C11 -0.0169(14) -0.0111(10) -0.0321(6) 0.026(2) Uani d . 1 . . H H6 -0.0102 0.0366 -0.0768 0.031 Uiso calc R 1 . . C C10 -0.1453(16) -0.1167(9) -0.0283(6) 0.030(2) Uani d . 1 . . H H7 -0.2253 -0.1381 -0.0706 0.036 Uiso calc R 1 . . C C9 -0.1550(15) -0.1898(10) 0.0376(6) 0.029(2) Uani d . 1 . . H H8 -0.2403 -0.2599 0.0396 0.035 Uiso calc R 1 . . C C8 -0.0351(15) -0.1566(10) 0.1005(6) 0.027(2) Uani d . 1 . . H H9 -0.0378 -0.2059 0.1446 0.033 Uiso calc R 1 . . C C7 0.0872(14) -0.0512(9) 0.0979(5) 0.022(2) Uani d . 1 . . H H10 0.1623 -0.0285 0.1412 0.026 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Au1 0.02113(18) 0.01545(17) 0.0232(2) 0.00222(17) 0.00220(19) 0.00047(14) Br1 0.0376(5) 0.0288(5) 0.0336(5) 0.0172(6) 0.0018(6) 0.0010(4) C4 0.031(5) 0.049(7) 0.030(6) -0.009(5) -0.006(5) 0.000(6) N1 0.024(4) 0.011(3) 0.032(4) 0.007(5) 0.004(4) 0.003(3) C6 0.029(5) 0.021(5) 0.013(4) 0.001(5) 0.003(5) 0.000(3) C1 0.010(4) 0.010(4) 0.021(5) -0.005(3) 0.006(4) 0.000(3) C2 0.033(6) 0.026(6) 0.042(7) 0.013(5) 0.018(5) 0.000(5) C3 0.024(5) 0.023(5) 0.051(7) 0.008(5) 0.002(7) 0.001(5) N2 0.021(4) 0.022(4) 0.029(5) 0.002(3) -0.002(4) 0.001(4) C5 0.044(6) 0.017(5) 0.030(6) -0.003(5) 0.004(5) 0.002(5) C11 0.025(5) 0.031(6) 0.021(5) 0.016(4) 0.003(4) 0.008(4) C10 0.016(5) 0.042(6) 0.031(5) 0.006(5) -0.001(5) -0.011(5) C9 0.015(5) 0.030(5) 0.042(6) -0.003(4) 0.003(5) 0.001(4) C8 0.031(5) 0.029(6) 0.022(5) -0.003(5) 0.002(4) -0.002(5) C7 0.026(6) 0.019(5) 0.020(5) 0.002(4) -0.002(4) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Au1 C1 . 1.980(8) ? Au1 Br1 . 2.3922(11) ? C4 N2 . 1.487(13) ? C4 H4A . 0.96 ? C4 H4B . 0.96 ? C4 H4C . 0.96 ? N1 C1 . 1.348(11) ? N1 C2 . 1.372(12) ? N1 C5 . 1.477(13) ? C6 C7 . 1.393(13) ? C6 C11 . 1.400(13) ? C6 C5 . 1.490(13) ? C1 N2 . 1.351(12) ? C2 C3 . 1.325(15) ? C2 H2 . 0.93 ? C3 N2 . 1.374(12) ? C3 H3 . 0.93 ? C5 H5A . 0.97 ? C5 H5B . 0.97 ? C11 C10 . 1.401(14) ? C11 H6 . 0.93 ? C10 C9 . 1.388(15) ? C10 H7 . 0.93 ? C9 C8 . 1.391(14) ? C9 H8 . 0.93 ? C8 C7 . 1.375(14) ? C8 H9 . 0.93 ? C7 H10 . 0.93 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 Au1 Br1 . . 176.5(2) ? N2 C4 H4A . . 109.5 ? N2 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? N2 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? C1 N1 C2 . . 111.4(8) ? C1 N1 C5 . . 124.1(8) ? C2 N1 C5 . . 124.2(8) ? C7 C6 C11 . . 118.7(9) ? C7 C6 C5 . . 123.3(9) ? C11 C6 C5 . . 118.0(8) ? N1 C1 N2 . . 103.7(7) ? N1 C1 Au1 . . 129.3(7) ? N2 C1 Au1 . . 126.8(6) ? C3 C2 N1 . . 106.9(9) ? C3 C2 H2 . . 126.6 ? N1 C2 H2 . . 126.6 ? C2 C3 N2 . . 106.9(9) ? C2 C3 H3 . . 126.6 ? N2 C3 H3 . . 126.6 ? C1 N2 C3 . . 111.1(8) ? C1 N2 C4 . . 124.3(8) ? C3 N2 C4 . . 124.4(9) ? N1 C5 C6 . . 113.8(8) ? N1 C5 H5A . . 108.8 ? C6 C5 H5A . . 108.8 ? N1 C5 H5B . . 108.8 ? C6 C5 H5B . . 108.8 ? H5A C5 H5B . . 107.7 ? C6 C11 C10 . . 119.4(9) ? C6 C11 H6 . . 120.3 ? C10 C11 H6 . . 120.3 ? C9 C10 C11 . . 121.0(9) ? C9 C10 H7 . . 119.5 ? C11 C10 H7 . . 119.5 ? C10 C9 C8 . . 119.0(10) ? C10 C9 H8 . . 120.5 ? C8 C9 H8 . . 120.5 ? C7 C8 C9 . . 120.4(10) ? C7 C8 H9 . . 119.8 ? C9 C8 H9 . . 119.8 ? C8 C7 C6 . . 121.4(9) ? C8 C7 H10 . . 119.3 ? C6 C7 H10 . . 119.3 ? # Attachment 'web_deposit_cif_file_1_UweMonkowius_1308222424.complex3b.cif' data_complex3b _database_code_depnum_ccdc_archive 'CCDC 830156' #TrackingRef 'web_deposit_cif_file_1_UweMonkowius_1308222424.complex3b.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H16 Au Br N2' _chemical_formula_iupac ? _chemical_formula_weight 525.19 _chemical_melting_point ? _space_group_crystal_system tetragonal _space_group_name_H-M_alt 'P 42/n' _space_group_name_Hall '-P 4bc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x+1/2, -y+1/2, z' '-x, -y, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' 'x-1/2, y-1/2, -z' _cell_length_a 12.9610(12) _cell_length_b 12.9610(12) _cell_length_c 19.4074(17) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3260.2(5) _cell_formula_units_Z 8 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 200.(2) _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.85 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 2.140 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_absorpt_coefficient_mu 11.470 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.04 _exptl_absorpt_correction_T_max 0.34 _exptl_special_details ; ; _diffrn_ambient_temperature 200.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20582 _diffrn_reflns_av_R_equivalents 0.1013 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 17 _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. ; _reflns_number_total 2887 _reflns_number_gt 2002 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0694 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_gt 0.0815 _refine_ls_wR_factor_ref 0.0932 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_number_reflns 2887 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0246P)^2^+15.4411P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.357 _refine_diff_density_min -0.842 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Br Br -0.2901 2.4595 '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' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au Au1 0.14179(3) 0.62688(3) 0.078911(16) 0.03296(13) Uani d . 1 . . Br Br1 -0.01861(8) 0.71897(8) 0.07835(5) 0.0502(3) Uani d . 1 . . N N1 0.3521(5) 0.5500(5) 0.1234(3) 0.0261(16) Uani d . 1 . . N N2 0.3022(5) 0.4754(6) 0.0307(3) 0.0302(17) Uani d . 1 . . C C1 0.2746(6) 0.5451(6) 0.0783(4) 0.0256(18) Uani d . 1 . . C C2 0.3543(7) 0.6093(6) 0.1874(4) 0.033(2) Uani d . 1 . . H H2A 0.2964 0.6591 0.1875 0.04 Uiso calc R 1 . . H H2B 0.4195 0.6491 0.1897 0.04 Uiso calc R 1 . . C C3 0.3462(6) 0.5411(6) 0.2499(4) 0.0265(19) Uani d . 1 . . C C4 0.4108(7) 0.5586(7) 0.3071(4) 0.033(2) Uani d . 1 . . H H4 0.463 0.6099 0.3048 0.04 Uiso calc R 1 . . C C5 0.3983(7) 0.5018(8) 0.3660(5) 0.040(2) Uani d . 1 . . H H5 0.4422 0.5146 0.4042 0.048 Uiso calc R 1 . . C C6 0.3238(7) 0.4267(7) 0.3709(5) 0.039(2) Uani d . 1 . . H H6 0.315 0.3892 0.4125 0.047 Uiso calc R 1 . . C C7 0.2618(7) 0.4065(7) 0.3144(4) 0.037(2) Uani d . 1 . . H H7 0.2118 0.353 0.3164 0.044 Uiso calc R 1 . . C C8 0.2729(6) 0.4644(6) 0.2550(4) 0.027(2) Uani d . 1 . . H H8 0.2289 0.4511 0.2169 0.033 Uiso calc R 1 . . C C9 0.4300(7) 0.4840(7) 0.1044(4) 0.034(2) Uani d . 1 . . H H9 0.4934 0.4731 0.128 0.041 Uiso calc R 1 . . C C10 0.3986(7) 0.4373(7) 0.0450(4) 0.039(2) Uani d . 1 . . H H10 0.436 0.3881 0.0188 0.047 Uiso calc R 1 . . C C11 0.2416(7) 0.4441(7) -0.0289(4) 0.038(2) Uani d . 1 . . H H11A 0.1691 0.466 -0.0219 0.046 Uiso calc R 1 . . H H11B 0.2423 0.3679 -0.0321 0.046 Uiso calc R 1 . . C C12 0.2800(7) 0.4885(7) -0.0961(4) 0.032(2) Uani d . 1 . . C C13 0.3007(7) 0.5930(7) -0.1031(4) 0.031(2) Uani d . 1 . . H H13 0.2911 0.6377 -0.0649 0.038 Uiso calc R 1 . . C C14 0.3349(6) 0.6326(7) -0.1646(5) 0.036(2) Uani d . 1 . . H H14 0.3508 0.7039 -0.1684 0.044 Uiso calc R 1 . . C C15 0.3463(7) 0.5678(8) -0.2215(4) 0.040(2) Uani d . 1 . . H H15 0.3679 0.5952 -0.2645 0.048 Uiso calc R 1 . . C C16 0.3263(7) 0.4651(8) -0.2151(5) 0.042(3) Uani d . 1 . . H H16 0.3343 0.4212 -0.2539 0.051 Uiso calc R 1 . . C C17 0.2942(7) 0.4238(7) -0.1527(4) 0.036(2) Uani d . 1 . . H H17 0.282 0.3517 -0.1486 0.043 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Au1 0.0330(2) 0.0374(2) 0.0284(2) 0.00389(17) -0.00209(16) 0.00189(16) Br1 0.0429(6) 0.0545(7) 0.0534(6) 0.0114(5) -0.0102(5) -0.0042(5) N1 0.031(4) 0.027(4) 0.020(4) -0.001(3) 0.004(3) 0.001(3) N2 0.032(4) 0.040(5) 0.019(4) 0.000(3) -0.001(3) 0.000(3) C1 0.027(5) 0.025(4) 0.024(4) -0.003(3) 0.000(4) 0.010(4) C2 0.047(6) 0.025(5) 0.028(5) -0.004(4) -0.002(4) -0.007(4) C3 0.030(5) 0.025(5) 0.025(4) -0.001(4) 0.003(4) -0.009(4) C4 0.031(5) 0.039(6) 0.030(5) -0.003(4) -0.002(4) -0.006(4) C5 0.036(6) 0.056(7) 0.028(5) 0.009(5) -0.012(4) -0.008(5) C6 0.045(6) 0.038(6) 0.033(5) 0.011(5) 0.006(4) 0.004(4) C7 0.036(6) 0.039(6) 0.035(5) -0.005(4) 0.007(4) -0.004(4) C8 0.027(5) 0.032(5) 0.023(5) 0.006(4) -0.003(4) -0.008(4) C9 0.032(5) 0.044(6) 0.027(5) 0.009(4) 0.000(4) 0.002(4) C10 0.046(6) 0.047(6) 0.025(5) 0.006(5) 0.010(4) 0.015(4) C11 0.047(6) 0.038(6) 0.028(5) -0.015(5) -0.004(4) 0.001(4) C12 0.034(5) 0.041(6) 0.020(5) -0.004(4) -0.007(4) 0.001(4) C13 0.033(5) 0.029(5) 0.032(5) 0.003(4) -0.005(4) -0.001(4) C14 0.023(5) 0.030(5) 0.056(6) 0.004(4) -0.001(4) 0.014(5) C15 0.030(5) 0.060(7) 0.029(5) 0.007(5) 0.004(4) 0.014(5) C16 0.035(6) 0.065(8) 0.027(5) 0.004(5) -0.004(4) -0.009(5) C17 0.036(6) 0.038(6) 0.033(5) -0.002(4) -0.008(4) -0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Au1 C1 . 2.022(8) ? Au1 Br1 . 2.3973(11) ? N1 C1 . 1.334(10) ? N1 C9 . 1.374(10) ? N1 C2 . 1.461(10) ? N2 C1 . 1.340(10) ? N2 C10 . 1.371(11) ? N2 C11 . 1.457(10) ? C2 C3 . 1.504(11) ? C2 H2A . 0.99 ? C2 H2B . 0.99 ? C3 C8 . 1.379(11) ? C3 C4 . 1.408(11) ? C4 C5 . 1.369(12) ? C4 H4 . 0.95 ? C5 C6 . 1.375(13) ? C5 H5 . 0.95 ? C6 C7 . 1.385(12) ? C6 H6 . 0.95 ? C7 C8 . 1.383(11) ? C7 H7 . 0.95 ? C8 H8 . 0.95 ? C9 C10 . 1.364(12) ? C9 H9 . 0.95 ? C10 H10 . 0.95 ? C11 C12 . 1.509(11) ? C11 H11A . 0.99 ? C11 H11B . 0.99 ? C12 C13 . 1.388(12) ? C12 C17 . 1.395(12) ? C13 C14 . 1.373(12) ? C13 H13 . 0.95 ? C14 C15 . 1.394(13) ? C14 H14 . 0.95 ? C15 C16 . 1.362(13) ? C15 H15 . 0.95 ? C16 C17 . 1.387(12) ? C16 H16 . 0.95 ? C17 H17 . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 Au1 Br1 . . 178.1(2) ? C1 N1 C9 . . 110.3(7) ? C1 N1 C2 . . 126.8(7) ? C9 N1 C2 . . 122.8(7) ? C1 N2 C10 . . 110.2(7) ? C1 N2 C11 . . 126.2(8) ? C10 N2 C11 . . 123.5(8) ? N1 C1 N2 . . 106.5(7) ? N1 C1 Au1 . . 127.7(6) ? N2 C1 Au1 . . 125.8(6) ? N1 C2 C3 . . 112.0(7) ? N1 C2 H2A . . 109.2 ? C3 C2 H2A . . 109.2 ? N1 C2 H2B . . 109.2 ? C3 C2 H2B . . 109.2 ? H2A C2 H2B . . 107.9 ? C8 C3 C4 . . 118.0(8) ? C8 C3 C2 . . 122.0(7) ? C4 C3 C2 . . 119.9(8) ? C5 C4 C3 . . 120.1(8) ? C5 C4 H4 . . 119.9 ? C3 C4 H4 . . 119.9 ? C4 C5 C6 . . 121.5(8) ? C4 C5 H5 . . 119.3 ? C6 C5 H5 . . 119.3 ? C5 C6 C7 . . 119.1(8) ? C5 C6 H6 . . 120.5 ? C7 C6 H6 . . 120.5 ? C8 C7 C6 . . 119.9(9) ? C8 C7 H7 . . 120.1 ? C6 C7 H7 . . 120.1 ? C3 C8 C7 . . 121.5(8) ? C3 C8 H8 . . 119.3 ? C7 C8 H8 . . 119.3 ? C10 C9 N1 . . 106.4(8) ? C10 C9 H9 . . 126.8 ? N1 C9 H9 . . 126.8 ? C9 C10 N2 . . 106.5(8) ? C9 C10 H10 . . 126.8 ? N2 C10 H10 . . 126.8 ? N2 C11 C12 . . 113.7(7) ? N2 C11 H11A . . 108.8 ? C12 C11 H11A . . 108.8 ? N2 C11 H11B . . 108.8 ? C12 C11 H11B . . 108.8 ? H11A C11 H11B . . 107.7 ? C13 C12 C17 . . 118.9(8) ? C13 C12 C11 . . 121.4(8) ? C17 C12 C11 . . 119.7(8) ? C14 C13 C12 . . 120.9(8) ? C14 C13 H13 . . 119.6 ? C12 C13 H13 . . 119.6 ? C13 C14 C15 . . 119.8(9) ? C13 C14 H14 . . 120.1 ? C15 C14 H14 . . 120.1 ? C16 C15 C14 . . 119.8(8) ? C16 C15 H15 . . 120.1 ? C14 C15 H15 . . 120.1 ? C15 C16 C17 . . 121.0(9) ? C15 C16 H16 . . 119.5 ? C17 C16 H16 . . 119.5 ? C16 C17 C12 . . 119.7(9) ? C16 C17 H17 . . 120.2 ? C12 C17 H17 . . 120.2 ? # Attachment 'web_deposit_cif_file_2_UweMonkowius_1308222424.complex4b.cif' data_I _database_code_depnum_ccdc_archive 'CCDC 830157' #TrackingRef 'web_deposit_cif_file_2_UweMonkowius_1308222424.complex4b.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H16 Au Br3 N2' _chemical_formula_iupac ? _chemical_formula_weight 685.01 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2789(10) _cell_length_b 10.7617(15) _cell_length_c 11.1118(15) _cell_angle_alpha 98.946(5) _cell_angle_beta 92.925(4) _cell_angle_gamma 100.948(4) _cell_volume 956.8(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 200.(2) _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_diffrn 2.378 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 13.951 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.07 _exptl_absorpt_correction_T_max 0.21 _exptl_special_details ; ; _diffrn_ambient_temperature 200.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9393 _diffrn_reflns_av_R_equivalents 0.0752 _diffrn_reflns_av_sigmaI/netI 0.0790 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _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. ; _reflns_number_total 3340 _reflns_number_gt 2666 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_gt 0.0833 _refine_ls_wR_factor_ref 0.0895 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_number_reflns 3340 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0070P)^2^+0.1233P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.991 _refine_diff_density_min -1.155 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Br Br -0.2901 2.4595 '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' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C1 0.2474(9) 0.3227(8) 0.2981(6) 0.0267(18) Uani d . 1 . . N N1 0.1072(8) 0.2979(7) 0.3495(6) 0.0323(16) Uani d . 1 . . C C3 0.0388(10) 0.4041(9) 0.3633(7) 0.037(2) Uani d . 1 . . H H3 -0.063 0.4114 0.3968 0.044 Uiso calc R 1 . . C C2 0.1412(10) 0.4961(8) 0.3210(7) 0.034(2) Uani d . 1 . . H H2 0.1273 0.5815 0.3195 0.041 Uiso calc R 1 . . N N2 0.2726(8) 0.4418(6) 0.2793(6) 0.0301(16) Uani d . 1 . . C C12 0.3508(10) 0.5653(8) 0.1131(7) 0.032(2) Uani d . 1 . . C C13 0.2525(11) 0.4880(9) 0.0198(7) 0.042(2) Uani d . 1 . . H H13 0.2246 0.3983 0.0203 0.051 Uiso calc R 1 . . C C14 0.1910(12) 0.5384(9) -0.0780(8) 0.051(3) Uani d . 1 . . H H14 0.1178 0.4842 -0.1418 0.061 Uiso calc R 1 . . C C15 0.2378(11) 0.6663(10) -0.0800(8) 0.047(2) Uani d . 1 . . H H15 0.1997 0.7018 -0.1465 0.056 Uiso calc R 1 . . C C16 0.3393(11) 0.7431(9) 0.0133(8) 0.043(2) Uani d . 1 . . H H16 0.3721 0.8321 0.0111 0.052 Uiso calc R 1 . . C C17 0.3954(11) 0.6939(8) 0.1112(7) 0.038(2) Uani d . 1 . . H H17 0.4645 0.7489 0.1768 0.046 Uiso calc R 1 . . C C5 0.0158(10) 0.1824(8) 0.5200(7) 0.0322(19) Uani d . 1 . . C C10 -0.1344(10) 0.1410(8) 0.5654(7) 0.036(2) Uani d . 1 . . H H10 -0.2306 0.1104 0.5106 0.043 Uiso calc R 1 . . C C9 -0.1456(12) 0.1437(8) 0.6887(9) 0.047(2) Uani d . 1 . . H H9 -0.2503 0.1166 0.7178 0.056 Uiso calc R 1 . . C C8 -0.0093(13) 0.1848(9) 0.7707(8) 0.050(3) Uani d . 1 . . H H8 -0.0187 0.1855 0.8557 0.06 Uiso calc R 1 . . C C7 0.1422(12) 0.2251(11) 0.7272(8) 0.062(3) Uani d . 1 . . H H7 0.2386 0.254 0.7821 0.074 Uiso calc R 1 . . C C6 0.1517(12) 0.2228(11) 0.6024(9) 0.062(3) Uani d . 1 . . H H6 0.2562 0.2502 0.5731 0.074 Uiso calc R 1 . . Br Br1 0.22107(11) 0.09972(9) 0.08242(7) 0.0429(2) Uani d . 1 . . Au Au2 0.40325(4) 0.19926(3) 0.26302(3) 0.02863(12) Uani d . 1 . . Br Br3 0.57707(11) 0.32138(9) 0.44119(8) 0.0437(2) Uani d . 1 . . Br Br2 0.58492(11) 0.04522(9) 0.22897(9) 0.0454(3) Uani d . 1 . . C C11 0.4112(10) 0.5102(8) 0.2216(7) 0.036(2) Uani d . 1 . . H H11A 0.484 0.4502 0.1935 0.043 Uiso calc R 1 . . H H11B 0.4769 0.5808 0.2828 0.043 Uiso calc R 1 . . C C4 0.0299(10) 0.1732(7) 0.3845(7) 0.033(2) Uani d . 1 . . H H4A 0.0966 0.1083 0.3576 0.04 Uiso calc R 1 . . H H4B -0.0816 0.1435 0.3413 0.04 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.024(4) 0.037(5) 0.018(4) 0.003(4) 0.004(3) 0.001(3) N1 0.024(4) 0.037(4) 0.029(4) -0.004(3) 0.004(3) -0.006(3) C3 0.033(5) 0.049(6) 0.025(4) 0.014(5) 0.003(4) -0.013(4) C2 0.038(5) 0.036(5) 0.026(4) 0.013(4) -0.003(4) -0.008(4) N2 0.025(4) 0.033(4) 0.032(4) 0.006(3) 0.004(3) 0.002(3) C12 0.023(5) 0.044(5) 0.034(5) 0.012(4) 0.011(4) 0.008(4) C13 0.053(6) 0.037(5) 0.032(5) 0.003(5) -0.001(4) 0.002(4) C14 0.058(7) 0.039(6) 0.046(6) -0.015(5) -0.005(5) 0.010(5) C15 0.046(6) 0.066(7) 0.031(5) 0.011(5) 0.008(5) 0.014(5) C16 0.050(6) 0.034(5) 0.046(5) 0.003(5) 0.011(5) 0.011(4) C17 0.050(6) 0.037(5) 0.029(5) 0.006(5) 0.010(4) 0.008(4) C5 0.030(5) 0.031(5) 0.037(5) 0.008(4) 0.008(4) 0.005(4) C10 0.032(5) 0.037(5) 0.039(5) 0.004(4) 0.004(4) 0.012(4) C9 0.053(6) 0.036(5) 0.056(6) 0.006(5) 0.025(5) 0.016(5) C8 0.073(7) 0.050(6) 0.032(5) 0.016(6) 0.014(5) 0.016(5) C7 0.047(6) 0.101(10) 0.035(5) 0.015(6) -0.003(5) 0.005(6) C6 0.036(6) 0.090(9) 0.053(6) 0.001(6) 0.011(5) 0.006(6) Br1 0.0485(6) 0.0452(6) 0.0295(5) 0.0054(5) -0.0052(4) -0.0029(4) Au2 0.0269(2) 0.0322(2) 0.02554(18) 0.00477(14) 0.00323(14) 0.00213(14) Br3 0.0348(5) 0.0555(6) 0.0357(5) 0.0104(5) -0.0058(4) -0.0069(4) Br2 0.0415(6) 0.0396(5) 0.0547(6) 0.0105(5) 0.0055(5) 0.0034(4) C11 0.024(5) 0.041(5) 0.039(5) -0.004(4) 0.000(4) 0.007(4) C4 0.025(5) 0.031(5) 0.034(5) -0.005(4) -0.001(4) -0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N2 . 1.310(10) ? C1 N1 . 1.320(9) ? C1 Au2 . 2.030(8) ? N1 C3 . 1.361(10) ? N1 C4 . 1.491(10) ? C3 C2 . 1.337(11) ? C3 H3 . 0.95 ? C2 N2 . 1.396(9) ? C2 H2 . 0.95 ? N2 C11 . 1.473(9) ? C12 C13 . 1.348(11) ? C12 C17 . 1.367(11) ? C12 C11 . 1.526(11) ? C13 C14 . 1.403(12) ? C13 H13 . 0.95 ? C14 C15 . 1.361(12) ? C14 H14 . 0.95 ? C15 C16 . 1.358(12) ? C15 H15 . 0.95 ? C16 C17 . 1.379(11) ? C16 H16 . 0.95 ? C17 H17 . 0.95 ? C5 C6 . 1.371(12) ? C5 C10 . 1.386(10) ? C5 C4 . 1.505(10) ? C10 C9 . 1.374(11) ? C10 H10 . 0.95 ? C9 C8 . 1.371(13) ? C9 H9 . 0.95 ? C8 C7 . 1.384(12) ? C8 H8 . 0.95 ? C7 C6 . 1.390(12) ? C7 H7 . 0.95 ? C6 H6 . 0.95 ? Br1 Au2 . 2.4203(9) ? Au2 Br3 . 2.4289(9) ? Au2 Br2 . 2.4419(10) ? C11 H11A . 0.99 ? C11 H11B . 0.99 ? C4 H4A . 0.99 ? C4 H4B . 0.99 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N2 C1 N1 . . 108.6(7) ? N2 C1 Au2 . . 126.0(6) ? N1 C1 Au2 . . 125.4(6) ? C1 N1 C3 . . 109.3(7) ? C1 N1 C4 . . 126.6(7) ? C3 N1 C4 . . 124.1(6) ? C2 C3 N1 . . 107.3(7) ? C2 C3 H3 . . 126.3 ? N1 C3 H3 . . 126.3 ? C3 C2 N2 . . 106.3(8) ? C3 C2 H2 . . 126.8 ? N2 C2 H2 . . 126.8 ? C1 N2 C2 . . 108.4(7) ? C1 N2 C11 . . 127.6(7) ? C2 N2 C11 . . 123.9(7) ? C13 C12 C17 . . 119.9(8) ? C13 C12 C11 . . 120.3(8) ? C17 C12 C11 . . 119.7(8) ? C12 C13 C14 . . 120.8(9) ? C12 C13 H13 . . 119.6 ? C14 C13 H13 . . 119.6 ? C15 C14 C13 . . 118.8(9) ? C15 C14 H14 . . 120.6 ? C13 C14 H14 . . 120.6 ? C16 C15 C14 . . 119.9(9) ? C16 C15 H15 . . 120.1 ? C14 C15 H15 . . 120.1 ? C15 C16 C17 . . 121.1(9) ? C15 C16 H16 . . 119.4 ? C17 C16 H16 . . 119.4 ? C12 C17 C16 . . 119.4(9) ? C12 C17 H17 . . 120.3 ? C16 C17 H17 . . 120.3 ? C6 C5 C10 . . 117.4(8) ? C6 C5 C4 . . 121.6(8) ? C10 C5 C4 . . 120.8(8) ? C9 C10 C5 . . 120.8(9) ? C9 C10 H10 . . 119.6 ? C5 C10 H10 . . 119.6 ? C8 C9 C10 . . 121.6(8) ? C8 C9 H9 . . 119.2 ? C10 C9 H9 . . 119.2 ? C9 C8 C7 . . 118.6(8) ? C9 C8 H8 . . 120.7 ? C7 C8 H8 . . 120.7 ? C8 C7 C6 . . 119.3(9) ? C8 C7 H7 . . 120.4 ? C6 C7 H7 . . 120.4 ? C5 C6 C7 . . 122.3(9) ? C5 C6 H6 . . 118.8 ? C7 C6 H6 . . 118.8 ? C1 Au2 Br1 . . 87.2(2) ? C1 Au2 Br3 . . 87.3(2) ? Br1 Au2 Br3 . . 173.62(3) ? C1 Au2 Br2 . . 177.1(2) ? Br1 Au2 Br2 . . 93.47(3) ? Br3 Au2 Br2 . . 92.15(3) ? N2 C11 C12 . . 111.6(6) ? N2 C11 H11A . . 109.3 ? C12 C11 H11A . . 109.3 ? N2 C11 H11B . . 109.3 ? C12 C11 H11B . . 109.3 ? H11A C11 H11B . . 108.0 ? N1 C4 C5 . . 112.8(6) ? N1 C4 H4A . . 109.0 ? C5 C4 H4A . . 109.0 ? N1 C4 H4B . . 109.0 ? C5 C4 H4B . . 109.0 ? H4A C4 H4B . . 107.8 ? # Attachment 'web_deposit_cif_file_3_UweMonkowius_1308222424.complex5.cif' # CIF-file generated for Monkowius [Im(met)(benz)]2AuI2 #============================================================================== data_complex5 _database_code_depnum_ccdc_archive 'CCDC 830158' #TrackingRef 'web_deposit_cif_file_3_UweMonkowius_1308222424.complex5.cif' #=============================================================================== # 5. CHEMICAL DATA _vrf_PLAT029_I ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.93 RESPONSE: The data were measured using an IPDS-1 with fixed crystal position and therefore completness cannot be achieved. ; _vrf_PLAT331_I ; PROBLEM: Small Average Phenyl C-C Dist. C6 -C11 1.35 Ang. RESPONSE: The average ring distance may be smaller due to large thermal motion of the phenyl ring. ; _vrf_PLAT413_I ; PROBLEM: Short Inter XH3 .. XHn H2C .. H11 .. 1.72 Ang. RESPONSE: This may result from large thermal motion of the phenyl ring. ; _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H12 Au Br I2 N2' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C11 H12 Au Br I2 N2' _chemical_formula_iupac ? _chemical_formula_weight 702.90 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0061 0.0033 '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' Br Br -0.2901 2.4595 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 8.4370(10) _cell_length_b 8.7674(10) _cell_length_c 11.3565(14) _cell_angle_alpha 94.813(14) _cell_angle_beta 98.104(14) _cell_angle_gamma 105.834(13) _cell_volume 793.47(18) _cell_formula_units_Z 2 _cell_measurement_temperature 123 _cell_measurement_reflns_used 6239 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 25.89 _cell_special_details ; Cell parameters were determined by indexing 6239 reflections with I/sigma limit 6.0. ; _exptl_crystal_description prism _exptl_crystal_colour 'red to brown' _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.180 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.942 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 15.661 _exptl_crystal_density_meas_temp ? # Permitted for # analytical 'analytical from crystal shape' # Example: de Meulenaer&Tompa: ABST # cylinder 'cylindrical' # gaussian 'Gaussian from crystal shape' # Example: PLATON/ABSG # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # Example: SADABS, MULABS # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # Example: PLATON/ABSP # refdelf 'refined from delta-F' # Example: SHELXA, DIFABS, DELABS # sphere 'spherical' # Example: PLATON/ABSS _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details 'analytical from crystal shape (X-SHAPE, X-RED. STOE, 1996)' _exptl_absorpt_correction_T_min 0.0839 _exptl_absorpt_correction_T_max 0.1547 loop_ _exptl_crystal_face_index_h_ _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 -4 12 0.0985 -1 8 -2 0.1008 -5 -6 -9 0.0907 -7 3 8 0.1099 1 8 13 0.1113 -14 -7 -4 0.0763 5 0 -9 0.0962 2 -7 2 0.1024 5 -1 1 0.0812 -14 15 8 0.0913 3 -15 -10 0.0933 -12 -13 15 0.0929 6 11 10 0.1034 -1 6 -11 0.1118 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; Data were collected applying an imaging plate system (STOE) with the following measurement parameters: Detector distance [mm] 70 Phi movement mode Oscillation Phi incr. [degrees] 1.0 Number of exposures 194 Irradiation / exposure [min] 6.00 For a detailed description of the method see: Sheldrick, G.M., Paulus, E. Vertesy, L. & Hahn, F. (1995) Acta Cryst. B51, 89-98. ; _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE-IPDS diffractometer' _diffrn_measurement_method rotation _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 6071 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -10 _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 13 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 25.89 _diffrn_reflns_theta_full 25.89 _diffrn_measured_fraction_theta_max 0.930 _diffrn_measured_fraction_theta_full 0.930 _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 2870 # number of observed reflections (> n sig(I)) _reflns_number_gt 2228 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'STOE (1998)' _computing_cell_refinement 'STOE (1998)' _computing_data_reduction 'STOE (1998)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0523P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # Permitted for _refine_ls_hydrogen_treatment : # refall - refined all H parameters # refxyz - refined H coordinates only # refU - refined H U only # noref - no refinement of H parameters # constr - H parameters constrained # mixed - some constrained, some independent # undef - H-atom parameters not defined _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack . _refine_ls_number_reflns 2870 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0744 _refine_ls_goodness_of_fit_ref 0.852 _refine_ls_restrained_S_all 0.852 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.981 _refine_diff_density_min -0.860 _refine_diff_density_rms 0.258 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Au1 Au Uani -0.07036(3) 0.34117(4) 0.22166(3) 1.000 0.0251(1) . . I1 I Uani -0.03899(6) 0.05344(6) 0.18416(4) 1.000 0.0293(2) . . I2 I Uani -0.12638(7) 0.61960(7) 0.24245(5) 1.000 0.0382(2) . . Br1 Br Uani 0.22020(9) 0.45051(10) 0.33074(7) 1.000 0.0321(2) . . N1 N Uani -0.3489(8) 0.2387(8) 0.0125(6) 1.000 0.0292(19) . . N2 N Uani -0.4460(8) 0.2245(8) 0.1777(6) 1.000 0.0309(19) . . C1 C Uani -0.3055(9) 0.2577(9) 0.1303(7) 1.000 0.026(2) . . C2 C Uani -0.2361(11) 0.2678(12) -0.0756(7) 1.000 0.039(3) . . C3 C Uani -0.5212(10) 0.1886(11) -0.0175(8) 1.000 0.036(3) . . C4 C Uani -0.5816(10) 0.1784(11) 0.0846(8) 1.000 0.036(3) . . C5 C Uani -0.4560(11) 0.2300(11) 0.3054(7) 1.000 0.036(3) . . C6 C Uani -0.3872(9) 0.1075(11) 0.3640(7) 1.000 0.030(3) . . C7 C Uani -0.2613(11) 0.1524(13) 0.4613(7) 1.000 0.039(3) . . C8 C Uani -0.2067(13) 0.0333(15) 0.5115(8) 1.000 0.050(4) . . C9 C Uani -0.2785(12) -0.1213(13) 0.4629(8) 1.000 0.043(3) . . C10 C Uani -0.4032(11) -0.1536(12) 0.3655(8) 1.000 0.040(3) . . C11 C Uani -0.4580(8) -0.0431(9) 0.3155(6) 1.000 0.0210(19) . . H2A H Uiso -0.19410 0.38310 -0.07830 1.000 0.0470 calc R H2B H Uiso -0.14190 0.22520 -0.05250 1.000 0.0470 calc R H2C H Uiso -0.29690 0.21480 -0.15490 1.000 0.0470 calc R H3 H Uiso -0.58470 0.16570 -0.09620 1.000 0.0430 calc R H4 H Uiso -0.69620 0.14570 0.09240 1.000 0.0430 calc R H5A H Uiso -0.57430 0.21110 0.31520 1.000 0.0430 calc R H5B H Uiso -0.39280 0.33810 0.34660 1.000 0.0430 calc R H7 H Uiso -0.21300 0.26170 0.49330 1.000 0.0470 calc R H8 H Uiso -0.11970 0.05950 0.57920 1.000 0.0590 calc R H9 H Uiso -0.24300 -0.20510 0.49570 1.000 0.0510 calc R H10 H Uiso -0.45340 -0.26200 0.33190 1.000 0.0480 calc R H11 H Uiso -0.54450 -0.07020 0.24740 1.000 0.0250 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 Au1 0.0240(2) 0.0252(2) 0.0282(2) 0.0067(1) 0.0073(1) 0.0080(1) I1 0.0270(3) 0.0276(3) 0.0350(3) 0.0057(2) 0.0084(2) 0.0089(2) I2 0.0370(3) 0.0287(3) 0.0528(4) 0.0081(3) 0.0114(2) 0.0131(2) Br1 0.0264(4) 0.0270(4) 0.0417(4) 0.0053(4) 0.0017(3) 0.0076(3) N1 0.027(3) 0.028(4) 0.033(3) 0.010(3) 0.011(3) 0.004(3) N2 0.028(3) 0.036(4) 0.035(3) 0.013(3) 0.012(3) 0.014(3) C1 0.021(4) 0.025(4) 0.035(4) 0.011(3) 0.008(3) 0.010(3) C2 0.035(4) 0.054(6) 0.030(4) 0.013(4) 0.011(3) 0.009(4) C3 0.027(4) 0.039(5) 0.037(4) 0.012(4) -0.003(3) 0.006(4) C4 0.028(4) 0.043(5) 0.040(5) 0.013(4) 0.007(3) 0.012(4) C5 0.038(4) 0.042(5) 0.036(4) 0.013(4) 0.021(3) 0.016(4) C6 0.027(4) 0.042(5) 0.027(4) 0.007(4) 0.015(3) 0.014(4) C7 0.039(5) 0.050(6) 0.030(4) 0.000(4) 0.011(3) 0.015(4) C8 0.054(6) 0.080(8) 0.022(4) 0.011(5) 0.009(4) 0.029(6) C9 0.059(6) 0.055(6) 0.033(4) 0.019(5) 0.018(4) 0.037(5) C10 0.044(5) 0.040(5) 0.037(5) 0.008(4) 0.023(4) 0.007(4) C11 0.022(3) 0.022(4) 0.022(3) 0.008(3) 0.007(3) 0.008(3) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 I1 2.6136(7) . . yes Au1 I2 2.6082(8) . . yes Au1 Br1 2.4749(9) . . yes Au1 C1 2.012(8) . . yes N1 C1 1.320(10) . . yes N1 C2 1.467(11) . . yes N1 C3 1.382(11) . . yes N2 C1 1.341(11) . . yes N2 C4 1.387(11) . . yes N2 C5 1.462(10) . . yes C3 C4 1.331(13) . . no C5 C6 1.512(13) . . no C6 C7 1.368(12) . . no C6 C11 1.326(12) . . no C7 C8 1.384(16) . . no C8 C9 1.357(16) . . no C9 C10 1.367(13) . . no C10 C11 1.318(12) . . no C2 H2A 0.9800 . . no C2 H2B 0.9800 . . no C2 H2C 0.9800 . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C5 H5A 0.9900 . . no C5 H5B 0.9900 . . no C7 H7 0.9500 . . no C8 H8 0.9500 . . no C9 H9 0.9500 . . no C10 H10 0.9500 . . no C11 H11 0.9500 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag I1 Au1 I2 174.49(3) . . . yes I1 Au1 Br1 92.49(3) . . . yes I1 Au1 C1 88.7(2) . . . yes I2 Au1 Br1 92.73(3) . . . yes I2 Au1 C1 86.1(2) . . . yes Br1 Au1 C1 178.4(2) . . . yes C1 N1 C2 126.8(7) . . . yes C1 N1 C3 109.4(7) . . . yes C2 N1 C3 123.8(7) . . . yes C1 N2 C4 108.4(7) . . . yes C1 N2 C5 126.2(7) . . . yes C4 N2 C5 125.4(7) . . . yes Au1 C1 N1 125.7(6) . . . yes Au1 C1 N2 126.3(6) . . . yes N1 C1 N2 107.8(7) . . . yes N1 C3 C4 107.1(8) . . . yes N2 C4 C3 107.3(8) . . . yes N2 C5 C6 112.6(7) . . . yes C5 C6 C7 121.0(9) . . . no C5 C6 C11 115.5(7) . . . no C7 C6 C11 123.4(9) . . . no C6 C7 C8 117.8(10) . . . no C7 C8 C9 119.4(9) . . . no C8 C9 C10 118.4(10) . . . no C9 C10 C11 123.8(9) . . . no C6 C11 C10 117.3(7) . . . no N1 C2 H2A 109.00 . . . no N1 C2 H2B 110.00 . . . no N1 C2 H2C 109.00 . . . no H2A C2 H2B 109.00 . . . no H2A C2 H2C 109.00 . . . no H2B C2 H2C 109.00 . . . no N1 C3 H3 126.00 . . . no C4 C3 H3 126.00 . . . no N2 C4 H4 126.00 . . . no C3 C4 H4 126.00 . . . no N2 C5 H5A 109.00 . . . no N2 C5 H5B 109.00 . . . no C6 C5 H5A 109.00 . . . no C6 C5 H5B 109.00 . . . no H5A C5 H5B 108.00 . . . no C6 C7 H7 121.00 . . . no C8 C7 H7 121.00 . . . no C7 C8 H8 120.00 . . . no C9 C8 H8 120.00 . . . no C8 C9 H9 121.00 . . . no C10 C9 H9 121.00 . . . no C9 C10 H10 118.00 . . . no C11 C10 H10 118.00 . . . no C6 C11 H11 121.00 . . . no C10 C11 H11 121.00 . . . no 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 I1 Au1 C1 N1 -82.9(7) . . . . no I2 Au1 C1 N1 95.4(7) . . . . no I1 Au1 C1 N2 103.1(7) . . . . no I2 Au1 C1 N2 -78.5(7) . . . . no C2 N1 C1 Au1 2.7(12) . . . . no C3 N1 C1 Au1 -176.3(6) . . . . no C2 N1 C1 N2 177.5(8) . . . . no C3 N1 C1 N2 -1.4(9) . . . . no C1 N1 C3 C4 0.3(10) . . . . no C2 N1 C3 C4 -178.6(8) . . . . no C4 N2 C1 Au1 176.7(6) . . . . no C5 N2 C1 N1 179.9(7) . . . . no C5 N2 C1 Au1 -5.3(12) . . . . no C4 N2 C1 N1 1.9(9) . . . . no C1 N2 C5 C6 -64.7(11) . . . . no C1 N2 C4 C3 -1.7(10) . . . . no C5 N2 C4 C3 -179.7(8) . . . . no C4 N2 C5 C6 113.0(9) . . . . no N1 C3 C4 N2 0.8(10) . . . . no N2 C5 C6 C7 123.5(9) . . . . no N2 C5 C6 C11 -57.1(10) . . . . no C5 C6 C7 C8 178.9(8) . . . . no C11 C6 C7 C8 -0.4(14) . . . . no C5 C6 C11 C10 -178.9(8) . . . . no C7 C6 C11 C10 0.5(13) . . . . no C6 C7 C8 C9 0.2(14) . . . . no C7 C8 C9 C10 -0.1(15) . . . . no C8 C9 C10 C11 0.1(15) . . . . no C9 C10 C11 C6 -0.3(14) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Au1 C6 3.570(9) . . no Au1 C7 3.644(9) . . no Au1 H2A 3.5000 . . no Au1 H2B 3.1100 . . no Au1 H5B 3.2400 . . no Au1 H7 3.5200 . . no Au1 H2A 3.4900 . 2_565 no I1 I2 3.8052(9) . 1_545 no I1 Br1 3.6769(11) . . no I1 C1 3.261(8) . . no I1 C3 3.861(9) . 2_455 no I2 N2 3.705(7) . . no I2 C1 3.184(8) . . no I2 C10 3.788(10) . 1_565 no I2 I1 3.8052(9) . 1_565 no I2 Br1 3.6799(11) . . no I2 C9 3.823(10) . 1_565 no I2 C2 3.771(9) . 2_565 no I1 H8 3.1900 . 2_556 no I1 H2B 3.3100 . . no I1 H4 3.1300 . 1_655 no I1 H3 3.2000 . 2_455 no I2 H5B 3.2800 . . no I2 H8 3.3200 . 2_566 no Br1 I1 3.6769(11) . . no Br1 I2 3.6799(11) . . no Br1 H5A 3.0700 . 1_655 no Br1 H10 3.1800 . 1_665 no Br1 H7 3.1000 . 2_566 no Br1 H9 3.0600 . 2_556 no N2 I2 3.705(7) . . no N2 H11 2.7100 . . no C1 I1 3.261(8) . . no C1 I2 3.184(8) . . no C1 C11 3.588(11) . . no C2 I2 3.771(9) . 2_565 no C2 C11 3.508(11) . 2_455 no C3 C11 3.478(11) . 2_455 no C3 I1 3.861(9) . 2_455 no C3 C3 3.471(13) . 2_455 no C4 C11 3.595(12) . . no C6 Au1 3.570(9) . . no C7 Au1 3.644(9) . . no C9 I2 3.823(10) . 1_545 no C10 I2 3.788(10) . 1_545 no C11 C2 3.508(11) . 2_455 no C11 C1 3.588(11) . . no C11 C3 3.478(11) . 2_455 no C11 C4 3.595(12) . . no C2 H11 2.6300 . 2_455 no C3 H11 2.9100 . 2_455 no C4 H11 3.0300 . . no C9 H5A 3.0300 . 2_456 no C10 H3 3.0400 . 2_455 no C11 H2C 2.5800 . 2_455 no C11 H3 2.7400 . 2_455 no H2A Au1 3.5000 . . no H2A Au1 3.4900 . 2_565 no H2B Au1 3.1100 . . no H2B I1 3.3100 . . no H2C H3 2.5400 . . no H2C C11 2.5800 . 2_455 no H2C H11 1.7200 . 2_455 no H3 H2C 2.5400 . . no H3 I1 3.2000 . 2_455 no H3 C10 3.0400 . 2_455 no H3 C11 2.7400 . 2_455 no H3 H11 2.3700 . 2_455 no H4 I1 3.1300 . 1_455 no H4 H5A 2.5500 . . no H5A Br1 3.0700 . 1_455 no H5A H4 2.5500 . . no H5A C9 3.0300 . 2_456 no H5B Au1 3.2400 . . no H5B I2 3.2800 . . no H5B H7 2.3600 . . no H7 Au1 3.5200 . . no H7 H5B 2.3600 . . no H7 Br1 3.1000 . 2_566 no H8 I1 3.1900 . 2_556 no H8 I2 3.3200 . 2_566 no H9 Br1 3.0600 . 2_556 no H10 Br1 3.1800 . 1_445 no H11 N2 2.7100 . . no H11 C4 3.0300 . . no H11 C2 2.6300 . 2_455 no H11 C3 2.9100 . 2_455 no H11 H2C 1.7200 . 2_455 no H11 H3 2.3700 . 2_455 no #===END # Attachment 'web_deposit_cif_file_4_UweMonkowius_1308222424.complex6a.cif' data_II _database_code_depnum_ccdc_archive 'CCDC 830159' #TrackingRef 'web_deposit_cif_file_4_UweMonkowius_1308222424.complex6a.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H24 Au Br N4' _chemical_formula_iupac ? _chemical_formula_weight 621.33 _chemical_melting_point ? _space_group_crystal_system trigonal _space_group_name_H-M_alt 'R -3 c' _space_group_name_Hall '-R 3 2"c' loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'y, x, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'y+2/3, x+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' 'y+1/3, x+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-y, -x, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-y+2/3, -x+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' '-y+1/3, -x+2/3, z+1/6' _cell_length_a 13.0537(6) _cell_length_b 13.0537(6) _cell_length_c 68.414(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 10095.8(9) _cell_formula_units_Z 18 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 300.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.59 _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5364 _exptl_absorpt_coefficient_mu 8.352 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.08 _exptl_absorpt_correction_T_max 0.08 _exptl_special_details ; ; _diffrn_ambient_temperature 300.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 26871 _diffrn_reflns_av_R_equivalents 0.1034 _diffrn_reflns_av_sigmaI/netI 0.0600 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.97 _diffrn_reflns_theta_full 26.97 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measured_fraction_theta_full 0.985 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -86 _diffrn_reflns_limit_l_max 84 _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. ; _reflns_number_total 2421 _reflns_number_gt 1537 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.0442 _refine_ls_goodness_of_fit_ref 0.797 _refine_ls_restrained_S_all 0.797 _refine_ls_number_reflns 2421 _refine_ls_number_parameters 129 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.498 _refine_diff_density_min -0.642 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Br Br -0.2901 2.4595 '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' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C5 0.0901(4) 0.7514(4) 0.95803(7) 0.0456(11) Uani d . 1 . . C C6 0.0372(5) 0.7519(6) 0.97480(9) 0.096(2) Uani d . 1 . . H H13 0.0686 0.7451 0.9866 0.116 Uiso calc R 1 . . C C7 -0.0636(7) 0.7624(8) 0.97482(15) 0.145(4) Uani d . 1 . . H H14 -0.1 0.7609 0.9866 0.174 Uiso calc R 1 . . C C8 -0.1087(7) 0.7746(7) 0.95787(16) 0.132(3) Uani d . 1 . . H H15 -0.1738 0.7855 0.9579 0.159 Uiso calc R 1 . . C C9 -0.0586(7) 0.7708(9) 0.94099(14) 0.159(4) Uani d . 1 . . H H16 -0.091 0.7756 0.9292 0.191 Uiso calc R 1 . . C C10 0.0420(5) 0.7598(7) 0.94123(10) 0.109(3) Uani d . 1 . . H H12 0.0767 0.7582 0.9294 0.131 Uiso calc R 1 . . Au Au1 0.3333 0.916749(16) 0.9167 0.03493(7) Uani d S 1 . . C C2 0.3555(4) 0.9146(4) 0.97829(6) 0.0417(10) Uani d . 1 . . H H2 0.3303 0.8799 0.9905 0.05 Uiso calc R 1 . . C C1 0.3667(3) 0.9403(3) 0.94587(6) 0.0335(10) Uani d . 1 . . C C3 0.4447(4) 1.0227(4) 0.97459(6) 0.0463(11) Uani d . 1 . . H H3 0.4932 1.0783 0.9838 0.056 Uiso calc R 1 . . C C4 0.2027(3) 0.7465(3) 0.95821(6) 0.0443(11) Uani d . 1 . . H H4A 0.1997 0.6958 0.9688 0.053 Uiso calc R 1 . . H H4B 0.2092 0.7119 0.9461 0.053 Uiso calc R 1 . . C C11 0.5408(4) 1.1431(3) 0.94452(7) 0.0710(16) Uani d . 1 . . H H5A 0.6098 1.1367 0.9421 0.106 Uiso calc R 1 . . H H5B 0.562 1.2114 0.9525 0.106 Uiso calc R 1 . . H H5C 0.509 1.1509 0.9323 0.106 Uiso calc R 1 . . N N2 0.3079(3) 0.8644(3) 0.96059(5) 0.0339(8) Uani d . 1 . . N N1 0.4521(3) 1.0371(3) 0.95469(5) 0.0392(8) Uani d . 1 . . Br Br1 0.3333 0.6667 0.9167 0.0387(2) Uani d S 1 . . Br Br2 0.3333 0.6667 0.007621(9) 0.04351(18) Uani d S 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C5 0.037(2) 0.039(2) 0.045(3) 0.007(2) 0.003(2) 0.006(2) C6 0.072(4) 0.145(6) 0.075(5) 0.057(5) 0.018(3) 0.011(4) C7 0.082(6) 0.195(10) 0.166(9) 0.074(6) 0.052(6) 0.003(7) C8 0.049(5) 0.127(6) 0.216(11) 0.041(4) -0.004(6) 0.046(7) C9 0.063(5) 0.248(12) 0.145(8) 0.061(7) -0.003(5) 0.087(8) C10 0.058(4) 0.165(7) 0.072(5) 0.032(4) -0.001(3) 0.035(4) Au1 0.03952(13) 0.03266(9) 0.03488(14) 0.01976(7) -0.00007(11) -0.00003(5) C2 0.048(3) 0.048(3) 0.036(3) 0.029(2) -0.007(2) 0.000(2) C1 0.037(2) 0.032(2) 0.040(3) 0.0239(19) -0.0015(17) -0.0013(19) C3 0.049(3) 0.050(3) 0.041(3) 0.025(2) -0.012(2) -0.008(2) C4 0.054(3) 0.029(2) 0.047(3) 0.018(2) 0.005(2) 0.0006(19) C11 0.076(4) 0.037(3) 0.067(3) 0.003(3) 0.002(3) 0.003(2) N2 0.0358(19) 0.0304(16) 0.038(2) 0.0186(16) 0.0021(17) 0.0014(15) N1 0.040(2) 0.0297(18) 0.042(2) 0.0131(16) -0.0037(17) -0.0008(16) Br1 0.0371(3) 0.0371(3) 0.0419(6) 0.01856(16) 0 0 Br2 0.0460(3) 0.0460(3) 0.0385(4) 0.02301(13) 0 0 _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C5 C6 . 1.340(7) ? C5 C10 . 1.341(7) ? C5 C4 . 1.503(6) ? C6 C7 . 1.389(9) ? C6 H13 . 0.93 ? C7 C8 . 1.346(9) ? C7 H14 . 0.93 ? C8 C9 . 1.340(11) ? C8 H15 . 0.93 ? C9 C10 . 1.391(10) ? C9 H16 . 0.93 ? C10 H12 . 0.93 ? Au1 C1 . 2.035(4) ? Au1 C1 11_556 2.035(4) ? C2 C3 . 1.329(6) ? C2 N2 . 1.369(5) ? C2 H2 . 0.93 ? C1 N1 . 1.340(5) ? C1 N2 . 1.351(5) ? C3 N1 . 1.371(5) ? C3 H3 . 0.93 ? C4 N2 . 1.472(5) ? C4 H4A . 0.97 ? C4 H4B . 0.97 ? C11 N1 . 1.463(5) ? C11 H5A . 0.96 ? C11 H5B . 0.96 ? C11 H5C . 0.96 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C6 C5 C10 . . 118.1(5) ? C6 C5 C4 . . 120.7(5) ? C10 C5 C4 . . 121.2(5) ? C5 C6 C7 . . 121.1(7) ? C5 C6 H13 . . 119.5 ? C7 C6 H13 . . 119.5 ? C8 C7 C6 . . 120.2(8) ? C8 C7 H14 . . 119.9 ? C6 C7 H14 . . 119.9 ? C9 C8 C7 . . 119.2(8) ? C9 C8 H15 . . 120.4 ? C7 C8 H15 . . 120.4 ? C8 C9 C10 . . 119.8(8) ? C8 C9 H16 . . 120.1 ? C10 C9 H16 . . 120.1 ? C5 C10 C9 . . 121.6(7) ? C5 C10 H12 . . 119.2 ? C9 C10 H12 . . 119.2 ? C1 Au1 C1 . 11_556 175.0(2) ? C3 C2 N2 . . 106.7(4) ? C3 C2 H2 . . 126.7 ? N2 C2 H2 . . 126.7 ? N1 C1 N2 . . 104.8(3) ? N1 C1 Au1 . . 126.8(3) ? N2 C1 Au1 . . 128.4(3) ? C2 C3 N1 . . 107.3(4) ? C2 C3 H3 . . 126.3 ? N1 C3 H3 . . 126.3 ? N2 C4 C5 . . 112.2(3) ? N2 C4 H4A . . 109.2 ? C5 C4 H4A . . 109.2 ? N2 C4 H4B . . 109.2 ? C5 C4 H4B . . 109.2 ? H4A C4 H4B . . 107.9 ? N1 C11 H5A . . 109.5 ? N1 C11 H5B . . 109.5 ? H5A C11 H5B . . 109.5 ? N1 C11 H5C . . 109.5 ? H5A C11 H5C . . 109.5 ? H5B C11 H5C . . 109.5 ? C1 N2 C2 . . 110.7(3) ? C1 N2 C4 . . 125.1(4) ? C2 N2 C4 . . 124.2(4) ? C1 N1 C3 . . 110.5(4) ? C1 N1 C11 . . 124.8(4) ? C3 N1 C11 . . 124.7(4) ? # Attachment 'web_deposit_cif_file_5_UweMonkowius_1308222424.complex6b.cif' data_complex6b _database_code_depnum_ccdc_archive 'CCDC 830160' #TrackingRef 'web_deposit_cif_file_5_UweMonkowius_1308222424.complex6b.cif' _audit_creation_method 'APEX2 v2010.1-2' _vrf_RINTA01_I ; PROBLEM: The value of Rint is greater than 0.25 RESPONSE: All measured crystals were of low quality. ; _vrf_PLAT020_I ; PROBLEM: The value of Rint is greater than 0.12 ......... 0.36 RESPONSE: All measured crystals were of low quality. ; _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 Au Br N4' _chemical_formula_iupac ? _chemical_formula_weight 773.51 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.0297(10) _cell_length_b 11.0439(9) _cell_length_c 22.6718(13) _cell_angle_alpha 90 _cell_angle_beta 128.227(3) _cell_angle_gamma 90 _cell_volume 2956.2(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7450 _cell_measurement_theta_min 2.2870 _cell_measurement_theta_max 26.2014 _cell_measurement_temperature 300.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.81 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_diffrn 1.738 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 6.358 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.07 _exptl_absorpt_correction_T_max 0.15 _exptl_special_details ; ; _diffrn_ambient_temperature 300.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean 8.3330 _diffrn_reflns_number 32232 _diffrn_reflns_av_R_equivalents 0.3586 _diffrn_reflns_av_sigmaI/netI 0.1826 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 26.99 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measured_fraction_theta_full 0.992 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _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. ; _reflns_number_total 6399 _reflns_number_gt 4563 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0925 _refine_ls_R_factor_gt 0.0746 _refine_ls_wR_factor_gt 0.1822 _refine_ls_wR_factor_ref 0.1907 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.955 _refine_ls_number_reflns 6399 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 6.760 _refine_diff_density_min -4.713 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Au Au -2.0133 8.8022 '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' _computing_data_collection ? _computing_cell_refinement 'SAINT V7.60A (Bruker AXS, 2008)' _computing_data_reduction 'SAINT V7.60A (Bruker AXS, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au Au1 0.27929(3) 0.53593(3) 0.236475(18) 0.02287(16) Uani d . 1 . . N N1 0.1400(7) 0.5496(7) 0.2928(4) 0.0224(17) Uani d . 1 . . N N2 0.2367(6) 0.3852(7) 0.3277(4) 0.0242(16) Uani d . 1 . . N N3 0.4324(6) 0.5218(6) 0.1921(4) 0.0226(17) Uani d . 1 . . N N4 0.3186(6) 0.6720(7) 0.1384(4) 0.0273(17) Uani d . 1 . . C C1 0.2140(7) 0.4871(8) 0.2903(5) 0.0214(19) Uani d . 1 . . C C2 0.1185(9) 0.4836(11) 0.3351(7) 0.042(3) Uani d . 1 . . H H9 0.069 0.506 0.3449 0.05 Uiso calc R 1 . . C C3 0.1808(8) 0.3829(9) 0.3593(6) 0.033(2) Uani d . 1 . . H H10 0.1861 0.3238 0.3905 0.04 Uiso calc R 1 . . C C4 0.0881(8) 0.6642(9) 0.2553(5) 0.034(2) Uani d . 1 . . H H2A 0.1447 0.7158 0.2604 0.04 Uiso calc R 1 . . H H2B 0.0611 0.7044 0.2796 0.04 Uiso calc R 1 . . C C5 -0.0089(8) 0.6471(8) 0.1736(5) 0.028(2) Uani d . 1 . . C C6 -0.0978(9) 0.5684(10) 0.1489(6) 0.038(2) Uani d . 1 . . H H8 -0.0985 0.5228 0.1831 0.045 Uiso calc R 1 . . C C7 -0.1853(10) 0.5586(11) 0.0728(7) 0.053(3) Uani d . 1 . . H H7 -0.2449 0.5059 0.0562 0.064 Uiso calc R 1 . . C C8 -0.1865(10) 0.6247(12) 0.0213(6) 0.052(3) Uani d . 1 . . H H6 -0.2457 0.6167 -0.0298 0.062 Uiso calc R 1 . . C C9 -0.0984(10) 0.7033(11) 0.0464(6) 0.046(3) Uani d . 1 . . H H5 -0.0989 0.7489 0.0117 0.055 Uiso calc R 1 . . C C10 -0.0110(8) 0.7156(10) 0.1205(5) 0.037(2) Uani d . 1 . . H H4 0.0475 0.7694 0.1363 0.044 Uiso calc R 1 . . C C11 0.3104(8) 0.2878(8) 0.3377(5) 0.032(2) Uani d . 1 . . H H11A 0.326 0.2995 0.3024 0.038 Uiso calc R 1 . . H H11B 0.2706 0.2115 0.3255 0.038 Uiso calc R 1 . . C C12 0.4213(7) 0.2795(8) 0.4157(5) 0.0214(18) Uani d . 1 . . C C13 0.4517(9) 0.1762(9) 0.4593(6) 0.034(2) Uani d . 1 . . H H17 0.4006 0.1122 0.4407 0.041 Uiso calc R 1 . . C C14 0.5519(10) 0.1661(10) 0.5270(6) 0.042(3) Uani d . 1 . . H H16 0.5708 0.0946 0.5541 0.05 Uiso calc R 1 . . C C15 0.6279(9) 0.2611(11) 0.5572(6) 0.047(3) Uani d . 1 . . H H15 0.6972 0.2544 0.6049 0.057 Uiso calc R 1 . . C C16 0.6000(9) 0.3672(11) 0.5157(6) 0.044(3) Uani d . 1 . . H H14 0.6508 0.4315 0.5356 0.053 Uiso calc R 1 . . C C17 0.4979(8) 0.3763(9) 0.4458(6) 0.035(2) Uani d . 1 . . H H13 0.4793 0.4469 0.4181 0.042 Uiso calc R 1 . . C C18 0.3475(7) 0.5806(8) 0.1848(5) 0.0218(19) Uani d . 1 . . C C19 0.3826(8) 0.6733(9) 0.1128(5) 0.030(2) Uani d . 1 . . H H20 0.3766 0.7271 0.0789 0.037 Uiso calc R 1 . . C C20 0.4563(8) 0.5779(9) 0.1486(5) 0.031(2) Uani d . 1 . . H H19 0.5119 0.5551 0.1446 0.037 Uiso calc R 1 . . C C21 0.2329(8) 0.7633(8) 0.1161(5) 0.031(2) Uani d . 1 . . H H21A 0.2676 0.8428 0.1278 0.038 Uiso calc R 1 . . H H21B 0.2069 0.7523 0.1456 0.038 Uiso calc R 1 . . C C22 0.1321(8) 0.7599(9) 0.0341(5) 0.029(2) Uani d . 1 . . C C23 0.0833(8) 0.8678(10) -0.0051(6) 0.039(3) Uani d . 1 . . H H23 0.1145 0.9417 0.0188 0.047 Uiso calc R 1 . . C C24 -0.0135(9) 0.8644(14) -0.0809(6) 0.059(4) Uani d . 1 . . H H24 -0.0482 0.9363 -0.1064 0.071 Uiso calc R 1 . . C C25 -0.0567(10) 0.7565(17) -0.1172(7) 0.074(5) Uani d . 1 . . H H25 -0.1191 0.7553 -0.1678 0.089 Uiso calc R 1 . . C C26 -0.0081(10) 0.6494(15) -0.0792(8) 0.079(5) Uani d . 1 . . H H26 -0.0391 0.5761 -0.104 0.094 Uiso calc R 1 . . C C27 0.0872(9) 0.6500(11) -0.0037(6) 0.052(3) Uani d . 1 . . H H27 0.1208 0.5774 0.0213 0.063 Uiso calc R 1 . . C C28 0.4902(8) 0.4128(8) 0.2346(5) 0.027(2) Uani d . 1 . . H H28A 0.4852 0.406 0.2751 0.033 Uiso calc R 1 . . H H28B 0.5697 0.4188 0.2567 0.033 Uiso calc R 1 . . C C29 0.4406(7) 0.2996(8) 0.1863(4) 0.0245(19) Uani d . 1 . . C C30 0.3558(8) 0.2323(9) 0.1780(6) 0.033(2) Uani d . 1 . . H H30 0.3289 0.2558 0.2037 0.04 Uiso calc R 1 . . C C31 0.3106(8) 0.1323(9) 0.1328(5) 0.032(2) Uani d . 1 . . H H31 0.2556 0.0871 0.1297 0.038 Uiso calc R 1 . . C C32 0.3455(8) 0.0985(9) 0.0924(6) 0.036(2) Uani d . 1 . . H H32 0.3136 0.0312 0.0611 0.043 Uiso calc R 1 . . C C33 0.4274(9) 0.1637(9) 0.0978(6) 0.040(3) Uani d . 1 . . H H33 0.4496 0.1416 0.0691 0.048 Uiso calc R 1 . . C C34 0.4784(9) 0.2630(9) 0.1460(6) 0.034(2) Uani d . 1 . . H H34 0.5368 0.3045 0.1513 0.041 Uiso calc R 1 . . Br Br1 0.75754(9) 0.45913(9) 0.23759(6) 0.0346(3) Uani d . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Au1 0.0197(2) 0.0211(2) 0.0293(2) -0.00031(13) 0.01592(16) 0.00143(14) N1 0.025(4) 0.024(4) 0.020(4) 0.002(3) 0.014(3) 0.003(3) N2 0.020(4) 0.018(4) 0.036(4) 0.002(3) 0.018(3) 0.000(3) N3 0.017(4) 0.018(4) 0.033(4) 0.006(3) 0.016(3) 0.007(3) N4 0.020(4) 0.021(4) 0.041(4) 0.002(3) 0.019(3) 0.005(4) C1 0.018(4) 0.022(5) 0.026(5) -0.002(4) 0.015(4) 0.007(4) C2 0.036(6) 0.044(7) 0.065(8) 0.002(5) 0.042(6) 0.007(6) C3 0.030(5) 0.025(5) 0.052(6) 0.004(4) 0.029(5) 0.013(5) C4 0.037(6) 0.021(5) 0.045(6) 0.003(4) 0.026(5) 0.004(4) C5 0.026(5) 0.016(4) 0.039(5) 0.013(4) 0.019(4) 0.004(4) C6 0.039(6) 0.032(6) 0.051(7) 0.009(5) 0.033(5) 0.004(5) C7 0.025(6) 0.037(6) 0.077(9) -0.003(5) 0.021(6) -0.023(6) C8 0.036(6) 0.062(9) 0.044(7) 0.023(6) 0.018(5) 0.002(6) C9 0.044(7) 0.047(7) 0.052(7) 0.018(6) 0.033(6) 0.016(6) C10 0.024(5) 0.035(6) 0.052(7) 0.012(4) 0.024(5) 0.005(5) C11 0.037(5) 0.017(5) 0.036(5) 0.002(4) 0.020(4) -0.006(4) C12 0.021(4) 0.016(4) 0.033(5) 0.003(3) 0.020(4) 0.002(4) C13 0.040(6) 0.026(5) 0.050(6) 0.010(5) 0.034(5) 0.010(5) C14 0.059(8) 0.028(6) 0.040(6) 0.018(5) 0.031(6) 0.009(5) C15 0.032(6) 0.059(8) 0.034(6) 0.018(6) 0.011(5) -0.008(5) C16 0.032(6) 0.040(7) 0.055(7) -0.006(5) 0.024(5) -0.016(5) C17 0.033(5) 0.023(5) 0.050(6) -0.003(4) 0.027(5) 0.002(5) C18 0.024(5) 0.016(4) 0.022(4) -0.006(4) 0.013(4) 0.000(4) C19 0.025(5) 0.029(5) 0.046(6) -0.004(4) 0.027(4) 0.004(5) C20 0.025(5) 0.031(5) 0.044(6) 0.005(4) 0.025(4) 0.003(5) C21 0.030(5) 0.020(5) 0.036(5) 0.007(4) 0.016(4) 0.003(4) C22 0.022(5) 0.027(5) 0.037(5) 0.000(4) 0.018(4) 0.002(4) C23 0.023(5) 0.034(6) 0.054(7) -0.001(4) 0.020(5) 0.014(5) C24 0.028(6) 0.095(12) 0.047(7) 0.014(7) 0.019(5) 0.030(7) C25 0.023(6) 0.125(15) 0.050(8) 0.013(8) 0.011(5) -0.015(9) C26 0.027(6) 0.101(12) 0.076(9) -0.003(7) 0.016(6) -0.055(9) C27 0.035(6) 0.036(6) 0.070(8) -0.001(5) 0.025(6) -0.020(6) C28 0.025(5) 0.026(5) 0.027(5) 0.010(4) 0.014(4) 0.009(4) C29 0.022(4) 0.019(4) 0.024(5) 0.006(4) 0.010(4) 0.006(4) C30 0.038(6) 0.029(5) 0.051(6) 0.009(5) 0.036(5) 0.002(5) C31 0.029(5) 0.025(5) 0.043(6) -0.006(4) 0.024(4) -0.002(4) C32 0.036(6) 0.018(5) 0.059(7) 0.000(4) 0.031(5) -0.005(5) C33 0.047(6) 0.022(5) 0.066(7) 0.005(5) 0.043(6) 0.000(5) C34 0.036(6) 0.019(5) 0.062(7) 0.002(4) 0.038(5) 0.004(5) Br1 0.0308(5) 0.0272(6) 0.0447(6) 0.0000(4) 0.0228(5) 0.0009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Au1 C18 . 2.038(8) ? Au1 C1 . 2.054(9) ? N1 C1 . 1.341(12) ? N1 C2 . 1.393(13) ? N1 C4 . 1.453(11) ? N2 C1 . 1.321(11) ? N2 C3 . 1.403(11) ? N2 C11 . 1.457(11) ? N3 C18 . 1.347(12) ? N3 C20 . 1.387(12) ? N3 C28 . 1.448(11) ? N4 C18 . 1.323(11) ? N4 C19 . 1.398(11) ? N4 C21 . 1.458(11) ? C2 C3 . 1.334(14) ? C2 H9 . 0.93 ? C3 H10 . 0.93 ? C4 C5 . 1.501(12) ? C4 H2A . 0.97 ? C4 H2B . 0.97 ? C5 C6 . 1.389(14) ? C5 C10 . 1.404(13) ? C6 C7 . 1.381(15) ? C6 H8 . 0.93 ? C7 C8 . 1.368(17) ? C7 H7 . 0.93 ? C8 C9 . 1.377(16) ? C8 H6 . 0.93 ? C9 C10 . 1.355(14) ? C9 H5 . 0.93 ? C10 H4 . 0.93 ? C11 C12 . 1.506(12) ? C11 H11A . 0.97 ? C11 H11B . 0.97 ? C12 C13 . 1.388(13) ? C12 C17 . 1.401(13) ? C13 C14 . 1.333(14) ? C13 H17 . 0.93 ? C14 C15 . 1.381(16) ? C14 H16 . 0.93 ? C15 C16 . 1.395(16) ? C15 H15 . 0.93 ? C16 C17 . 1.367(14) ? C16 H14 . 0.93 ? C17 H13 . 0.93 ? C19 C20 . 1.373(13) ? C19 H20 . 0.93 ? C20 H19 . 0.93 ? C21 C22 . 1.506(12) ? C21 H21A . 0.97 ? C21 H21B . 0.97 ? C22 C23 . 1.393(14) ? C22 C27 . 1.395(14) ? C23 C24 . 1.405(14) ? C23 H23 . 0.93 ? C24 C25 . 1.36(2) ? C24 H24 . 0.93 ? C25 C26 . 1.38(2) ? C25 H25 . 0.93 ? C26 C27 . 1.396(15) ? C26 H26 . 0.93 ? C27 H27 . 0.93 ? C28 C29 . 1.519(12) ? C28 H28A . 0.97 ? C28 H28B . 0.97 ? C29 C30 . 1.383(13) ? C29 C34 . 1.401(12) ? C30 C31 . 1.367(13) ? C30 H30 . 0.93 ? C31 C32 . 1.360(13) ? C31 H31 . 0.93 ? C32 C33 . 1.364(14) ? C32 H32 . 0.93 ? C33 C34 . 1.396(14) ? C33 H33 . 0.93 ? C34 H34 . 0.93 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C18 Au1 C1 . . 178.4(3) ? C1 N1 C2 . . 108.3(8) ? C1 N1 C4 . . 125.6(8) ? C2 N1 C4 . . 126.1(9) ? C1 N2 C3 . . 110.2(8) ? C1 N2 C11 . . 126.8(8) ? C3 N2 C11 . . 123.0(8) ? C18 N3 C20 . . 109.8(7) ? C18 N3 C28 . . 128.0(8) ? C20 N3 C28 . . 122.1(8) ? C18 N4 C19 . . 111.5(8) ? C18 N4 C21 . . 126.1(7) ? C19 N4 C21 . . 122.4(8) ? N2 C1 N1 . . 107.6(7) ? N2 C1 Au1 . . 125.2(7) ? N1 C1 Au1 . . 127.2(6) ? C3 C2 N1 . . 108.4(9) ? C3 C2 H9 . . 125.8 ? N1 C2 H9 . . 125.8 ? C2 C3 N2 . . 105.4(8) ? C2 C3 H10 . . 127.3 ? N2 C3 H10 . . 127.3 ? N1 C4 C5 . . 111.9(8) ? N1 C4 H2A . . 109.2 ? C5 C4 H2A . . 109.2 ? N1 C4 H2B . . 109.2 ? C5 C4 H2B . . 109.2 ? H2A C4 H2B . . 107.9 ? C6 C5 C10 . . 119.1(9) ? C6 C5 C4 . . 122.2(9) ? C10 C5 C4 . . 118.7(9) ? C7 C6 C5 . . 119.2(11) ? C7 C6 H8 . . 120.4 ? C5 C6 H8 . . 120.4 ? C8 C7 C6 . . 121.6(11) ? C8 C7 H7 . . 119.2 ? C6 C7 H7 . . 119.2 ? C7 C8 C9 . . 118.8(10) ? C7 C8 H6 . . 120.6 ? C9 C8 H6 . . 120.6 ? C10 C9 C8 . . 121.4(11) ? C10 C9 H5 . . 119.3 ? C8 C9 H5 . . 119.3 ? C9 C10 C5 . . 120.0(11) ? C9 C10 H4 . . 120.0 ? C5 C10 H4 . . 120.0 ? N2 C11 C12 . . 114.2(7) ? N2 C11 H11A . . 108.7 ? C12 C11 H11A . . 108.7 ? N2 C11 H11B . . 108.7 ? C12 C11 H11B . . 108.7 ? H11A C11 H11B . . 107.6 ? C13 C12 C17 . . 118.1(9) ? C13 C12 C11 . . 121.6(9) ? C17 C12 C11 . . 120.3(8) ? C14 C13 C12 . . 121.9(11) ? C14 C13 H17 . . 119.1 ? C12 C13 H17 . . 119.1 ? C13 C14 C15 . . 120.4(11) ? C13 C14 H16 . . 119.8 ? C15 C14 H16 . . 119.8 ? C14 C15 C16 . . 119.5(9) ? C14 C15 H15 . . 120.2 ? C16 C15 H15 . . 120.2 ? C17 C16 C15 . . 119.8(10) ? C17 C16 H14 . . 120.1 ? C15 C16 H14 . . 120.1 ? C16 C17 C12 . . 120.2(10) ? C16 C17 H13 . . 119.9 ? C12 C17 H13 . . 119.9 ? N4 C18 N3 . . 106.6(7) ? N4 C18 Au1 . . 127.4(7) ? N3 C18 Au1 . . 126.0(6) ? C20 C19 N4 . . 104.9(8) ? C20 C19 H20 . . 127.6 ? N4 C19 H20 . . 127.6 ? C19 C20 N3 . . 107.1(8) ? C19 C20 H19 . . 126.4 ? N3 C20 H19 . . 126.4 ? N4 C21 C22 . . 114.1(8) ? N4 C21 H21A . . 108.7 ? C22 C21 H21A . . 108.7 ? N4 C21 H21B . . 108.7 ? C22 C21 H21B . . 108.7 ? H21A C21 H21B . . 107.6 ? C23 C22 C27 . . 119.3(10) ? C23 C22 C21 . . 119.8(9) ? C27 C22 C21 . . 121.0(9) ? C22 C23 C24 . . 119.7(11) ? C22 C23 H23 . . 120.2 ? C24 C23 H23 . . 120.2 ? C25 C24 C23 . . 120.5(13) ? C25 C24 H24 . . 119.7 ? C23 C24 H24 . . 119.7 ? C24 C25 C26 . . 120.2(12) ? C24 C25 H25 . . 119.9 ? C26 C25 H25 . . 119.9 ? C25 C26 C27 . . 120.5(13) ? C25 C26 H26 . . 119.7 ? C27 C26 H26 . . 119.7 ? C22 C27 C26 . . 119.8(12) ? C22 C27 H27 . . 120.1 ? C26 C27 H27 . . 120.1 ? N3 C28 C29 . . 112.4(7) ? N3 C28 H28A . . 109.1 ? C29 C28 H28A . . 109.1 ? N3 C28 H28B . . 109.1 ? C29 C28 H28B . . 109.1 ? H28A C28 H28B . . 107.9 ? C30 C29 C34 . . 117.9(8) ? C30 C29 C28 . . 122.7(8) ? C34 C29 C28 . . 119.4(9) ? C31 C30 C29 . . 121.7(9) ? C31 C30 H30 . . 119.2 ? C29 C30 H30 . . 119.2 ? C32 C31 C30 . . 120.4(9) ? C32 C31 H31 . . 119.8 ? C30 C31 H31 . . 119.8 ? C31 C32 C33 . . 119.8(10) ? C31 C32 H32 . . 120.1 ? C33 C32 H32 . . 120.1 ? C32 C33 C34 . . 120.9(10) ? C32 C33 H33 . . 119.6 ? C34 C33 H33 . . 119.6 ? C33 C34 C29 . . 119.3(9) ? C33 C34 H34 . . 120.4 ? C29 C34 H34 . . 120.4 ? # Attachment 'web_deposit_cif_file_6_UweMonkowius_1308222424.complex7a.cif' # CIF-file generated for Monkowius [In(met)(benz)]2AuBr2 #============================================================================== data_h240 _database_code_depnum_ccdc_archive 'CCDC 830161' #TrackingRef 'web_deposit_cif_file_6_UweMonkowius_1308222424.complex7a.cif' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H24 Au Br2 N4, Br' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C22 H24 Au Br3 N4' _chemical_formula_iupac ? _chemical_formula_weight 781.14 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0061 0.0033 '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' Au Au -2.0133 8.8022 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 15.8157(18) _cell_length_b 9.9407(8) _cell_length_c 16.0006(16) _cell_angle_alpha 90 _cell_angle_beta 109.154(12) _cell_angle_gamma 90 _cell_volume 2376.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 25.92 _cell_special_details ; Cell parameters were determined by indexing 8000 reflections with I/sigma limit 6.0. ; _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.260 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.080 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.183 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 11.252 _exptl_crystal_density_meas_temp ? # Permitted for # analytical 'analytical from crystal shape' # Example: de Meulenaer&Tompa: ABST # cylinder 'cylindrical' # gaussian 'Gaussian from crystal shape' # Example: PLATON/ABSG # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # Example: SADABS, MULABS # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # Example: PLATON/ABSP # refdelf 'refined from delta-F' # Example: SHELXA, DIFABS, DELABS # sphere 'spherical' # Example: PLATON/ABSS _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details 'analytical from crystal shape (X-SHAPE, X-RED. STOE, 1996)' _exptl_absorpt_correction_T_min 0.101 _exptl_absorpt_correction_T_max 0.407 loop_ _exptl_crystal_face_index_h_ _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 20 -4 1 0.0692 -4 0 -3 0.0827 19 1 -14 0.0994 -14 -3 2 0.0824 15 -4 8 0.1010 17 -1 -9 0.0945 -19 4 -1 0.0780 5 -16 14 0.1791 11 1 6 0.0747 -16 2 7 0.0838 19 8 -2 0.1377 -10 6 -17 0.1300 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; Data were collected applying an imaging plate system (STOE) with the following measurement parameters: Detector distance [mm] 70 Phi movement mode Oscillation Phi incr. [degrees] 1.0 Number of exposures 233 Irradiation / exposure [min] 3.00 For a detailed description of the method see: Sheldrick, G.M., Paulus, E. Vertesy, L. & Hahn, F. (1995) Acta Cryst. B51, 89-98. ; _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE-IPDS diffractometer' _diffrn_measurement_method rotation _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 21383 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 25.92 _diffrn_reflns_theta_full 25.92 _diffrn_measured_fraction_theta_max 0.941 _diffrn_measured_fraction_theta_full 0.941 _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 4358 # number of observed reflections (> n sig(I)) _reflns_number_gt 3699 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'STOE (1998)' _computing_cell_refinement 'STOE (1998)' _computing_data_reduction 'STOE (1998)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0460P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # Permitted for _refine_ls_hydrogen_treatment : # refall - refined all H parameters # refxyz - refined H coordinates only # refU - refined H U only # noref - no refinement of H parameters # constr - H parameters constrained # mixed - some constrained, some independent # undef - H-atom parameters not defined _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack . _refine_ls_number_reflns 4358 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0330 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0667 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 2.271 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.208 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Au1 Au Uani -0.16835(1) -0.24166(1) 0.24419(1) 1.000 0.0175(1) . . Br1 Br Uani -0.03490(3) -0.17917(4) 0.36339(3) 1.000 0.0221(1) . . Br2 Br Uani -0.30134(3) -0.30402(4) 0.12232(3) 1.000 0.0271(2) . . N1 N Uani -0.0831(3) -0.1992(3) 0.1044(3) 1.000 0.0200(11) . . N2 N Uani -0.1254(3) -0.0081(3) 0.1404(3) 1.000 0.0199(11) . . N3 N Uiso -0.2134(3) -0.4885(3) 0.3302(3) 1.000 0.0203(8) . . N4 N Uani -0.2577(3) -0.3123(3) 0.3809(3) 1.000 0.0189(11) . . C1 C Uani -0.1223(3) -0.1408(4) 0.1585(3) 1.000 0.0195(13) . . C2 C Uani -0.0629(4) -0.3434(4) 0.1031(4) 1.000 0.0256(16) . . C3 C Uani -0.0629(3) -0.1033(4) 0.0517(3) 1.000 0.0224(14) . . C4 C Uani -0.0901(3) 0.0158(4) 0.0738(3) 1.000 0.0234(15) . . C5 C Uani -0.1614(4) 0.0962(4) 0.1854(3) 1.000 0.0237(15) . . C6 C Uani -0.2607(4) 0.1147(4) 0.1429(3) 1.000 0.0232(15) . . C7 C Uani -0.2948(4) 0.1863(4) 0.0644(4) 1.000 0.0282(16) . . C8 C Uani -0.3858(4) 0.1989(5) 0.0233(4) 1.000 0.0365(16) . . C9 C Uani -0.4445(4) 0.1412(5) 0.0599(5) 1.000 0.042(2) . . C10 C Uani -0.4114(4) 0.0735(5) 0.1397(5) 1.000 0.047(2) . . C11 C Uani -0.3209(4) 0.0600(5) 0.1802(4) 1.000 0.0354(18) . . C12 C Uani -0.2149(3) -0.3537(4) 0.3268(3) 1.000 0.0200(13) . . C13 C Uani -0.1738(4) -0.5772(4) 0.2808(4) 1.000 0.0273(15) . . C14 C Uani -0.2575(3) -0.5321(4) 0.3868(3) 1.000 0.0241(14) . . C15 C Uani -0.2856(3) -0.4217(4) 0.4189(3) 1.000 0.0229(14) . . C16 C Uani -0.2748(3) -0.1720(4) 0.3987(3) 1.000 0.0214(14) . . C17 C Uani -0.3730(3) -0.1366(4) 0.3649(3) 1.000 0.0211(15) . . C18 C Uani -0.4037(4) -0.0371(4) 0.4088(4) 1.000 0.0278(16) . . C19 C Uani -0.4930(4) -0.0005(5) 0.3797(4) 1.000 0.0314(16) . . C20 C Uani -0.5521(4) -0.0630(5) 0.3068(4) 1.000 0.0309(16) . . C21 C Uani -0.5221(4) -0.1607(5) 0.2626(4) 1.000 0.0323(16) . . C22 C Uani -0.4328(4) -0.1988(5) 0.2915(4) 1.000 0.0286(16) . . Br3 Br Uani 0.15056(3) -0.35353(4) 0.05287(3) 1.000 0.0265(2) . . H2A H Uiso -0.11500 -0.39030 0.06310 1.000 0.0300 calc R H2B H Uiso -0.04860 -0.38040 0.16290 1.000 0.0300 calc R H2C H Uiso -0.01150 -0.35550 0.08240 1.000 0.0300 calc R H3 H Uiso -0.03520 -0.11840 0.00800 1.000 0.0270 calc R H4 H Uiso -0.08570 0.10060 0.04820 1.000 0.0280 calc R H5A H Uiso -0.13080 0.18260 0.18390 1.000 0.0290 calc R H5B H Uiso -0.14840 0.07050 0.24820 1.000 0.0290 calc R H7 H Uiso -0.25480 0.22700 0.03870 1.000 0.0340 calc R H8 H Uiso -0.40810 0.24770 -0.03050 1.000 0.0440 calc R H9 H Uiso -0.50730 0.14760 0.03070 1.000 0.0500 calc R H10 H Uiso -0.45160 0.03630 0.16640 1.000 0.0560 calc R H11 H Uiso -0.29900 0.01260 0.23460 1.000 0.0420 calc R H13A H Uiso -0.21490 -0.58650 0.22010 1.000 0.0330 calc R H13B H Uiso -0.11710 -0.53890 0.27980 1.000 0.0330 calc R H13C H Uiso -0.16290 -0.66570 0.30930 1.000 0.0330 calc R H14 H Uiso -0.26630 -0.62290 0.40060 1.000 0.0290 calc R H15 H Uiso -0.31810 -0.41930 0.45940 1.000 0.0270 calc R H16A H Uiso -0.24210 -0.11210 0.37050 1.000 0.0260 calc R H16B H Uiso -0.25130 -0.15580 0.46330 1.000 0.0260 calc R H18 H Uiso -0.36310 0.00610 0.45900 1.000 0.0340 calc R H19 H Uiso -0.51370 0.06750 0.40990 1.000 0.0380 calc R H20 H Uiso -0.61350 -0.03840 0.28710 1.000 0.0380 calc R H21 H Uiso -0.56280 -0.20230 0.21180 1.000 0.0380 calc R H22 H Uiso -0.41270 -0.26730 0.26110 1.000 0.0340 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 Au1 0.0197(1) 0.0166(1) 0.0186(1) -0.0001(1) 0.0094(1) -0.0004(1) Br1 0.0222(2) 0.0202(2) 0.0236(3) 0.0005(2) 0.0070(2) -0.0012(2) Br2 0.0258(3) 0.0350(2) 0.0212(3) -0.0013(2) 0.0086(2) -0.0087(2) N1 0.021(2) 0.0205(16) 0.021(2) -0.0015(14) 0.0102(18) -0.0011(14) N2 0.022(2) 0.0180(16) 0.022(2) -0.0016(13) 0.0104(18) -0.0009(14) N4 0.021(2) 0.0177(16) 0.019(2) 0.0018(13) 0.0079(17) 0.0010(14) C1 0.022(2) 0.0177(18) 0.019(3) 0.0006(15) 0.007(2) -0.0018(16) C2 0.028(3) 0.021(2) 0.031(3) -0.0027(17) 0.014(2) 0.0010(17) C3 0.022(2) 0.026(2) 0.024(3) -0.0007(17) 0.014(2) -0.0051(17) C4 0.025(3) 0.0212(19) 0.026(3) 0.0002(16) 0.011(2) -0.0049(17) C5 0.029(3) 0.0206(19) 0.024(3) -0.0057(17) 0.012(2) -0.0005(17) C6 0.032(3) 0.0142(17) 0.026(3) -0.0020(16) 0.013(2) 0.0005(17) C7 0.034(3) 0.026(2) 0.030(3) 0.0011(18) 0.018(3) 0.0057(19) C8 0.044(3) 0.032(2) 0.031(3) -0.002(2) 0.009(3) 0.009(2) C9 0.028(3) 0.031(2) 0.065(5) -0.006(2) 0.012(3) 0.003(2) C10 0.038(3) 0.031(2) 0.083(5) 0.011(3) 0.036(4) 0.005(2) C11 0.038(3) 0.030(2) 0.047(4) 0.012(2) 0.026(3) 0.008(2) C12 0.023(2) 0.0180(18) 0.019(3) 0.0023(15) 0.007(2) 0.0019(16) C13 0.035(3) 0.0222(19) 0.028(3) -0.0020(17) 0.015(2) 0.0035(19) C14 0.021(2) 0.025(2) 0.025(3) 0.0037(17) 0.006(2) -0.0043(17) C15 0.023(2) 0.0229(19) 0.027(3) 0.0033(17) 0.014(2) -0.0015(17) C16 0.024(2) 0.0195(19) 0.021(3) -0.0017(16) 0.008(2) 0.0025(17) C17 0.023(3) 0.0208(18) 0.022(3) 0.0054(16) 0.011(2) 0.0025(17) C18 0.032(3) 0.026(2) 0.025(3) -0.0029(18) 0.009(2) 0.0036(19) C19 0.029(3) 0.031(2) 0.034(3) -0.0023(19) 0.010(3) 0.009(2) C20 0.022(3) 0.035(2) 0.034(3) 0.006(2) 0.007(2) 0.006(2) C21 0.029(3) 0.037(2) 0.027(3) -0.003(2) 0.004(2) -0.003(2) C22 0.031(3) 0.029(2) 0.027(3) -0.0017(18) 0.011(2) 0.005(2) Br3 0.0288(3) 0.0195(2) 0.0335(3) -0.0004(2) 0.0135(2) -0.0020(2) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Au1 Br1 2.4159(6) . . yes Au1 Br2 2.4330(6) . . yes Au1 C1 2.018(5) . . yes Au1 C12 2.042(5) . . yes N1 C1 1.350(6) . . yes N1 C2 1.470(5) . . yes N1 C3 1.378(6) . . yes N2 C1 1.348(5) . . yes N2 C4 1.376(7) . . yes N2 C5 1.479(6) . . yes N3 C12 1.341(5) . . yes N3 C13 1.456(7) . . yes N3 C14 1.382(7) . . yes N4 C12 1.327(7) . . yes N4 C15 1.387(6) . . yes N4 C16 1.466(5) . . yes C3 C4 1.346(6) . . no C5 C6 1.504(9) . . no C6 C7 1.390(7) . . no C6 C11 1.390(9) . . no C7 C8 1.378(9) . . no C8 C9 1.375(9) . . no C9 C10 1.385(10) . . no C10 C11 1.370(10) . . no C14 C15 1.347(6) . . no C16 C17 1.509(7) . . no C17 C18 1.390(7) . . no C17 C22 1.388(7) . . no C18 C19 1.383(9) . . no C19 C20 1.380(8) . . no C20 C21 1.374(8) . . no C21 C22 1.387(9) . . no C2 H2A 0.9800 . . no C2 H2B 0.9800 . . no C2 H2C 0.9800 . . no C3 H3 0.9500 . . no C4 H4 0.9500 . . no C5 H5A 0.9900 . . no C5 H5B 0.9900 . . no C7 H7 0.9500 . . no C8 H8 0.9500 . . no C9 H9 0.9500 . . no C10 H10 0.9500 . . no C11 H11 0.9500 . . no C13 H13A 0.9800 . . no C13 H13B 0.9800 . . no C13 H13C 0.9800 . . no C14 H14 0.9500 . . no C15 H15 0.9500 . . no C16 H16A 0.9900 . . no C16 H16B 0.9900 . . no C18 H18 0.9500 . . no C19 H19 0.9500 . . no C20 H20 0.9500 . . no C21 H21 0.9500 . . no C22 H22 0.9500 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br1 Au1 Br2 179.00(2) . . . yes Br1 Au1 C1 89.55(13) . . . yes Br1 Au1 C12 92.09(13) . . . yes Br2 Au1 C1 89.53(13) . . . yes Br2 Au1 C12 88.82(13) . . . yes C1 Au1 C12 176.66(17) . . . yes C1 N1 C2 125.2(4) . . . yes C1 N1 C3 110.0(3) . . . yes C2 N1 C3 124.8(5) . . . yes C1 N2 C4 109.9(4) . . . yes C1 N2 C5 125.0(4) . . . yes C4 N2 C5 125.1(3) . . . yes C12 N3 C13 126.0(4) . . . yes C12 N3 C14 109.5(4) . . . yes C13 N3 C14 124.4(3) . . . yes C12 N4 C15 110.3(3) . . . yes C12 N4 C16 126.0(4) . . . yes C15 N4 C16 123.7(4) . . . yes Au1 C1 N1 124.5(3) . . . yes Au1 C1 N2 129.5(4) . . . yes N1 C1 N2 106.0(4) . . . yes N1 C3 C4 106.8(4) . . . yes N2 C4 C3 107.3(4) . . . yes N2 C5 C6 112.2(4) . . . yes C5 C6 C7 120.6(5) . . . no C5 C6 C11 121.3(4) . . . no C7 C6 C11 118.1(6) . . . no C6 C7 C8 120.9(6) . . . no C7 C8 C9 120.3(6) . . . no C8 C9 C10 119.4(6) . . . no C9 C10 C11 120.2(6) . . . no C6 C11 C10 121.0(5) . . . no Au1 C12 N3 124.5(4) . . . yes Au1 C12 N4 128.5(3) . . . yes N3 C12 N4 106.8(4) . . . yes N3 C14 C15 107.2(4) . . . yes N4 C15 C14 106.2(4) . . . yes N4 C16 C17 112.7(4) . . . yes C16 C17 C18 118.3(4) . . . no C16 C17 C22 122.3(4) . . . no C18 C17 C22 119.4(5) . . . no C17 C18 C19 120.3(5) . . . no C18 C19 C20 120.0(5) . . . no C19 C20 C21 120.0(6) . . . no C20 C21 C22 120.5(6) . . . no C17 C22 C21 119.8(5) . . . no N1 C2 H2A 109.00 . . . no N1 C2 H2B 109.00 . . . no N1 C2 H2C 109.00 . . . no H2A C2 H2B 110.00 . . . no H2A C2 H2C 109.00 . . . no H2B C2 H2C 109.00 . . . no N1 C3 H3 127.00 . . . no C4 C3 H3 127.00 . . . no N2 C4 H4 126.00 . . . no C3 C4 H4 126.00 . . . no N2 C5 H5A 109.00 . . . no N2 C5 H5B 109.00 . . . no C6 C5 H5A 109.00 . . . no C6 C5 H5B 109.00 . . . no H5A C5 H5B 108.00 . . . no C6 C7 H7 120.00 . . . no C8 C7 H7 120.00 . . . no C7 C8 H8 120.00 . . . no C9 C8 H8 120.00 . . . no C8 C9 H9 120.00 . . . no C10 C9 H9 120.00 . . . no C9 C10 H10 120.00 . . . no C11 C10 H10 120.00 . . . no C6 C11 H11 120.00 . . . no C10 C11 H11 119.00 . . . no N3 C13 H13A 109.00 . . . no N3 C13 H13B 109.00 . . . no N3 C13 H13C 109.00 . . . no H13A C13 H13B 109.00 . . . no H13A C13 H13C 110.00 . . . no H13B C13 H13C 110.00 . . . no N3 C14 H14 126.00 . . . no C15 C14 H14 126.00 . . . no N4 C15 H15 127.00 . . . no C14 C15 H15 127.00 . . . no N4 C16 H16A 109.00 . . . no N4 C16 H16B 109.00 . . . no C17 C16 H16A 109.00 . . . no C17 C16 H16B 109.00 . . . no H16A C16 H16B 108.00 . . . no C17 C18 H18 120.00 . . . no C19 C18 H18 120.00 . . . no C18 C19 H19 120.00 . . . no C20 C19 H19 120.00 . . . no C19 C20 H20 120.00 . . . no C21 C20 H20 120.00 . . . no C20 C21 H21 120.00 . . . no C22 C21 H21 120.00 . . . no C17 C22 H22 120.00 . . . no C21 C22 H22 120.00 . . . no 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 Br1 Au1 C1 N1 100.9(4) . . . . no Br2 Au1 C1 N1 -78.8(4) . . . . no Br1 Au1 C1 N2 -81.3(5) . . . . no Br2 Au1 C1 N2 99.1(5) . . . . no Br1 Au1 C12 N3 -104.4(4) . . . . no Br2 Au1 C12 N3 75.2(4) . . . . no Br1 Au1 C12 N4 81.4(5) . . . . no Br2 Au1 C12 N4 -99.0(5) . . . . no C3 N1 C1 Au1 177.4(3) . . . . no C2 N1 C1 N2 177.8(5) . . . . no C2 N1 C1 Au1 -3.9(7) . . . . no C3 N1 C1 N2 -0.9(6) . . . . no C1 N1 C3 C4 0.0(6) . . . . no C2 N1 C3 C4 -178.7(5) . . . . no C5 N2 C1 N1 -178.7(5) . . . . no C4 N2 C1 Au1 -176.8(4) . . . . no C5 N2 C1 Au1 3.2(8) . . . . no C4 N2 C1 N1 1.4(6) . . . . no C4 N2 C5 C6 93.1(6) . . . . no C1 N2 C5 C6 -86.9(6) . . . . no C1 N2 C4 C3 -1.4(6) . . . . no C5 N2 C4 C3 178.6(5) . . . . no C14 N3 C12 Au1 -174.4(3) . . . . no C13 N3 C12 N4 179.5(5) . . . . no C14 N3 C12 N4 0.9(6) . . . . no C12 N3 C14 C15 -0.5(6) . . . . no C13 N3 C14 C15 -179.1(5) . . . . no C13 N3 C12 Au1 4.2(8) . . . . no C15 N4 C12 Au1 174.1(4) . . . . no C15 N4 C12 N3 -0.9(6) . . . . no C16 N4 C15 C14 -179.9(5) . . . . no C12 N4 C15 C14 0.6(6) . . . . no C16 N4 C12 N3 179.6(5) . . . . no C16 N4 C12 Au1 -5.4(8) . . . . no C15 N4 C16 C17 -66.0(6) . . . . no C12 N4 C16 C17 113.4(5) . . . . no N1 C3 C4 N2 0.8(6) . . . . no N2 C5 C6 C11 102.1(5) . . . . no N2 C5 C6 C7 -77.2(5) . . . . no C11 C6 C7 C8 -2.1(7) . . . . no C5 C6 C7 C8 177.3(4) . . . . no C5 C6 C11 C10 -177.9(5) . . . . no C7 C6 C11 C10 1.5(7) . . . . no C6 C7 C8 C9 0.4(8) . . . . no C7 C8 C9 C10 1.8(8) . . . . no C8 C9 C10 C11 -2.3(9) . . . . no C9 C10 C11 C6 0.7(8) . . . . no N3 C14 C15 N4 -0.1(5) . . . . no N4 C16 C17 C18 150.9(4) . . . . no N4 C16 C17 C22 -29.8(6) . . . . no C16 C17 C18 C19 179.4(5) . . . . no C22 C17 C18 C19 0.1(8) . . . . no C16 C17 C22 C21 -179.0(5) . . . . no C18 C17 C22 C21 0.3(8) . . . . no C17 C18 C19 C20 0.1(8) . . . . no C18 C19 C20 C21 -0.6(9) . . . . no C19 C20 C21 C22 1.0(9) . . . . no C20 C21 C22 C17 -0.9(8) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Au1 C6 3.969(4) . . no Au1 C11 3.774(6) . . no Au1 H2A 3.5900 . . no Au1 H2B 2.9700 . . no Au1 H5B 3.1200 . . no Au1 H11 3.2400 . . no Au1 H13A 3.5000 . . no Au1 H13B 3.0700 . . no Au1 H16A 2.9400 . . no Br1 C1 3.135(5) . . no Br1 C12 3.219(5) . . no Br1 C2 3.644(5) . 2_555 no Br1 C4 3.579(4) . 2_545 no Br1 Br3 3.4735(8) . 4_545 no Br2 C18 3.627(6) . 4_544 no Br2 C1 3.148(5) . . no Br2 C12 3.144(5) . . no Br2 C16 3.745(5) . 4_544 no Br3 Br1 3.4735(8) . 4_544 no Br3 C14 3.596(4) . 2_555 no Br3 C2 3.719(7) . . no Br3 C16 3.672(4) . 2_545 no Br1 H3 3.0700 . 4_545 no Br1 H4 2.9400 . 2_545 no Br2 H16B 2.9300 . 4_544 no Br2 H19 3.0800 . 2_445 no Br2 H18 3.1800 . 4_544 no Br3 H2C 2.7500 . . no Br3 H14 2.8800 . 2_555 no Br3 H16A 3.0100 . 2_545 no Br3 H13C 2.8500 . 2_555 no Br3 H4 2.9800 . 3_555 no Br3 H7 2.8300 . 3_555 no Br3 H2A 3.0900 . 3_545 no N3 H20 2.8100 . 2_445 no N4 H22 2.6100 . . no C1 Br2 3.148(5) . . no C1 Br1 3.135(5) . . no C2 Br3 3.719(7) . . no C2 Br1 3.644(5) . 2_545 no C3 C14 3.594(7) . 4_544 no C3 C15 3.474(7) . 4_544 no C4 C14 3.285(7) . 4_544 no C4 C15 3.398(7) . 4_544 no C4 Br1 3.579(4) . 2_555 no C6 Au1 3.969(4) . . no C7 C15 3.547(7) . 4_544 no C7 C14 3.446(7) . 4_544 no C9 C9 3.525(8) . 3_455 no C10 C21 3.407(8) . 2_455 no C11 Au1 3.774(6) . . no C12 Br2 3.144(5) . . no C12 Br1 3.219(5) . . no C14 C20 3.555(8) . 2_445 no C14 Br3 3.596(4) . 2_545 no C14 C7 3.446(7) . 4_545 no C14 C3 3.594(7) . 4_545 no C14 C4 3.285(7) . 4_545 no C15 C22 3.372(7) . . no C15 C4 3.398(7) . 4_545 no C15 C7 3.547(7) . 4_545 no C15 C3 3.474(7) . 4_545 no C16 Br2 3.745(5) . 4_545 no C16 Br3 3.672(4) . 2_555 no C18 Br2 3.627(6) . 4_545 no C20 C14 3.555(8) . 2_455 no C21 C10 3.407(8) . 2_445 no C22 C15 3.372(7) . . no C2 H16B 3.0800 . 4_544 no C3 H3 3.0200 . 3_555 no C4 H3 2.9000 . 3_555 no C5 H13C 3.0900 . 1_565 no C7 H14 2.8700 . 4_544 no C7 H15 3.1000 . 4_544 no C12 H22 3.0800 . . no C13 H5A 3.0400 . 1_545 no C14 H20 2.8600 . 2_445 no C14 H7 3.1000 . 4_545 no C15 H22 3.0700 . . no C16 H2A 3.0500 . 4_545 no C17 H11 3.0900 . . no C18 H8 3.0400 . 4_555 no C19 H8 2.9900 . 4_555 no C21 H10 2.9300 . . no C22 H10 3.0300 . . no H2A Au1 3.5900 . . no H2A Br3 3.0900 . 3_545 no H2A H16B 2.2700 . 4_544 no H2A C16 3.0500 . 4_544 no H2B Au1 2.9700 . . no H2C Br3 2.7500 . . no H3 H4 2.3700 . 3_555 no H3 C4 2.9000 . 3_555 no H3 Br1 3.0700 . 4_544 no H3 C3 3.0200 . 3_555 no H4 Br1 2.9400 . 2_555 no H4 Br3 2.9800 . 3_555 no H4 H3 2.3700 . 3_555 no H5A H7 2.5400 . . no H5A C13 3.0400 . 1_565 no H5B Au1 3.1200 . . no H5B H11 2.3900 . . no H7 H5A 2.5400 . . no H7 Br3 2.8300 . 3_555 no H7 C14 3.1000 . 4_544 no H7 H14 2.3900 . 4_544 no H8 H18 2.5700 . 4_554 no H8 C18 3.0400 . 4_554 no H8 H19 2.4600 . 4_554 no H8 C19 2.9900 . 4_554 no H10 C21 2.9300 . . no H10 C22 3.0300 . . no H11 H5B 2.3900 . . no H11 H16A 2.4100 . . no H11 Au1 3.2400 . . no H11 C17 3.0900 . . no H13A Au1 3.5000 . . no H13B Au1 3.0700 . . no H13C C5 3.0900 . 1_545 no H13C Br3 2.8500 . 2_545 no H13C H14 2.5600 . . no H14 H7 2.3900 . 4_545 no H14 C7 2.8700 . 4_545 no H14 H13C 2.5600 . . no H14 Br3 2.8800 . 2_545 no H15 C7 3.1000 . 4_545 no H16A Au1 2.9400 . . no H16A H11 2.4100 . . no H16A Br3 3.0100 . 2_555 no H16B C2 3.0800 . 4_545 no H16B H18 2.3800 . . no H16B Br2 2.9300 . 4_545 no H16B H2A 2.2700 . 4_545 no H18 H16B 2.3800 . . no H18 Br2 3.1800 . 4_545 no H18 H8 2.5700 . 4_555 no H19 H8 2.4600 . 4_555 no H19 Br2 3.0800 . 2_455 no H20 C14 2.8600 . 2_455 no H20 N3 2.8100 . 2_455 no H22 C12 3.0800 . . no H22 C15 3.0700 . . no H22 N4 2.6100 . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C2 H2C Br3 0.9800 2.7500 3.719(7) 168.00 . yes C7 H7 Br3 0.9500 2.8300 3.781(6) 174.00 3_555 yes C13 H13C Br3 0.9800 2.8500 3.758(5) 155.00 2_545 yes C14 H14 Br3 0.9500 2.8800 3.596(4) 133.00 2_545 yes C16 H16B Br2 0.9900 2.9300 3.745(5) 140.00 4_545 yes #===END # Attachment 'web_deposit_cif_file_7_UweMonkowius_1308222424.complex7b.cif' data_complex7b _database_code_depnum_ccdc_archive 'CCDC 830162' #TrackingRef 'web_deposit_cif_file_7_UweMonkowius_1308222424.complex7b.cif' _audit_creation_method 'APEX2 v2010.1-2' _vrf_REFNR01_I ; PROBLEM: Ratio of reflections to parameters is < 6 for a RESPONSE: The reflection data were collected on the fully automated diffractometer SmartX2S. No changes of the strategy of measurement is possible. Therefore, it is not possible to collect more data at higher theta angles. ; _vrf_THETM01_I ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: See above! ; _vrf_PLAT023_I ; PROBLEM: Resolution (too) Low [sin(theta)/Lambda < 0.6].. 18.53 Deg. RESPONSE: See above! ; _vrf_PLAT234_I ; PROBLEM: Large Hirshfeld Difference C7 -- C8 .. 0.36 Ang. RESPONSE: This might result from a disorder/twining problem which cannot be resolved successfully. ; _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H34 Au Br3 Cl2 N4' _chemical_formula_iupac ? _chemical_formula_weight 1018.26 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system orthorhombic _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 13.2756(19) _cell_length_b 14.874(2) _cell_length_c 18.914(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3734.8(8) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 300.(2) _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_diffrn 1.811 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 7.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.12 _exptl_absorpt_correction_T_max 0.22 _exptl_special_details ; ; _diffrn_ambient_temperature 300.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19419 _diffrn_reflns_av_R_equivalents 0.1700 _diffrn_reflns_av_sigmaI/netI 0.0726 _diffrn_reflns_theta_min 1.08 _diffrn_reflns_theta_max 18.53 _diffrn_reflns_theta_full 18.53 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _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. ; _reflns_number_total 1618 _reflns_number_gt 1382 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_gt 0.0629 _refine_ls_wR_factor_ref 0.0678 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_number_reflns 1618 _refine_ls_number_parameters 393 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.529 _refine_diff_density_min -0.483 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00042(13) _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(4) 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' Br Br -0.2901 2.4595 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C18 0.4999(18) 0.8620(12) 0.2836(9) 0.040(6) Uiso d . 1 . . N N4 0.4126(14) 0.8594(13) 0.3212(10) 0.059(5) Uani d . 1 . . C C20 0.428(2) 0.8024(19) 0.3793(13) 0.068(7) Uani d . 1 . . H H20 0.3792 0.7866 0.4124 0.082 Uiso calc R 1 . . C C19 0.521(2) 0.7752(15) 0.3793(11) 0.067(7) Uani d . 1 . . H H19 0.5519 0.7381 0.4125 0.08 Uiso calc R 1 . . N N3 0.5641(14) 0.8122(12) 0.3209(9) 0.055(5) Uani d . 1 . . C C1 0.541(2) 1.0070(14) 0.1036(11) 0.054(6) Uiso d . 1 . . N N2 0.4727(13) 1.0235(10) 0.0567(8) 0.045(4) Uani d . 1 . . C C3 0.509(2) 1.0801(14) 0.0040(9) 0.062(7) Uani d . 1 . . H H3 0.4733 1.1017 -0.0348 0.075 Uiso calc R 1 . . C C2 0.6036(19) 1.0971(14) 0.0199(13) 0.056(7) Uani d . 1 . . H H2 0.6488 1.1316 -0.0062 0.067 Uiso calc R 1 . . N N1 0.6228(14) 1.0528(13) 0.0838(9) 0.051(5) Uani d . 1 . . C C22 0.272(2) 0.865(2) 0.2392(14) 0.063(8) Uani d . 1 . . C C23 0.287(2) 0.786(3) 0.214(2) 0.098(10) Uani d . 1 . . H H23 0.3348 0.7488 0.2356 0.118 Uiso calc R 1 . . C C24 0.237(3) 0.754(3) 0.158(3) 0.132(15) Uani d . 1 . . H H24 0.2476 0.6942 0.1445 0.158 Uiso calc R 1 . . C C25 0.171(3) 0.805(5) 0.119(2) 0.16(2) Uani d . 1 . . H H25 0.1446 0.7858 0.0761 0.195 Uiso calc R 1 . . C C26 0.146(3) 0.890(4) 0.149(2) 0.16(2) Uani d . 1 . . H H26 0.095 0.9244 0.129 0.198 Uiso calc R 1 . . C C27 0.197(2) 0.920(2) 0.2054(18) 0.098(9) Uani d . 1 . . H H27 0.1835 0.9776 0.223 0.118 Uiso calc R 1 . . C C12 0.344(2) 0.9392(18) -0.0089(12) 0.066(7) Uani d . 1 . . C C17 0.246(2) 0.9446(19) -0.0369(17) 0.101(10) Uani d . 1 . . H H17 0.1957 0.9759 -0.0128 0.122 Uiso calc R 1 . . C C16 0.223(3) 0.902(3) -0.102(2) 0.131(17) Uani d . 1 . . H H16 0.1592 0.9091 -0.1215 0.158 Uiso calc R 1 . . C C15 0.290(4) 0.852(3) -0.137(2) 0.16(2) Uani d . 1 . . H H15 0.2732 0.8217 -0.1786 0.19 Uiso calc R 1 . . C C14 0.385(3) 0.8478(19) -0.1083(17) 0.110(11) Uani d . 1 . . H H14 0.4333 0.8157 -0.1334 0.132 Uiso calc R 1 . . C C13 0.416(2) 0.8870(16) -0.0450(14) 0.077(8) Uani d . 1 . . H H13 0.4804 0.879 -0.0275 0.093 Uiso calc R 1 . . C C5 0.799(2) 1.0033(19) 0.0702(11) 0.062(8) Uani d . 1 . . C C10 0.882(2) 1.050(2) 0.0431(13) 0.077(8) Uani d . 1 . . H H10 0.8909 1.111 0.0524 0.092 Uiso calc R 1 . . C C9 0.951(2) 1.003(2) 0.0019(14) 0.083(8) Uani d . 1 . . H H9 1.0077 1.0334 -0.0145 0.099 Uiso calc R 1 . . C C8 0.940(3) 0.912(2) -0.0163(15) 0.108(12) Uani d . 1 . . H H8 0.9854 0.8828 -0.0459 0.13 Uiso calc R 1 . . C C7 0.860(3) 0.870(2) 0.0117(15) 0.108(12) Uani d . 1 . . H H7 0.8518 0.8086 0.0025 0.13 Uiso calc R 1 . . C C6 0.7877(19) 0.913(2) 0.0542(13) 0.078(8) Uani d . 1 . . H H6 0.7326 0.8815 0.0715 0.093 Uiso calc R 1 . . C C29 0.7373(18) 0.8708(18) 0.2980(15) 0.057(7) Uani d . 1 . . C C34 0.811(2) 0.887(2) 0.2483(13) 0.090(10) Uani d . 1 . . H H34 0.8157 0.8478 0.2102 0.108 Uiso calc R 1 . . C C33 0.877(2) 0.958(3) 0.2514(18) 0.103(11) Uani d . 1 . . H H33 0.9213 0.9681 0.2144 0.124 Uiso calc R 1 . . C C32 0.877(3) 1.014(2) 0.309(2) 0.126(12) Uani d . 1 . . H H32 0.9219 1.0612 0.3134 0.151 Uiso calc R 1 . . C C31 0.808(3) 0.996(2) 0.3574(19) 0.107(11) Uani d . 1 . . H H31 0.8068 1.0328 0.3971 0.128 Uiso calc R 1 . . C C30 0.7376(18) 0.928(2) 0.3552(14) 0.071(7) Uani d . 1 . . H H30 0.6911 0.9212 0.3916 0.085 Uiso calc R 1 . . Au Au1 0.52467(6) 0.93428(5) 0.19472(3) 0.0433(3) Uani d . 1 . . Br Br4 0.7236(3) 0.7104(2) 0.4976(2) 0.1332(15) Uani d . 1 . . Br Br1 0.5388(2) 0.79564(15) 0.12794(10) 0.0657(7) Uani d . 1 . . Br Br2 0.51185(18) 1.07377(14) 0.25972(9) 0.0684(7) Uani d . 1 . . C C11 0.3685(17) 0.9877(14) 0.0563(11) 0.059(6) Uiso d . 1 . . H H11A 0.36 0.9475 0.0962 0.071 Uiso calc R 1 . . H H11B 0.3216 1.0372 0.0621 0.071 Uiso calc R 1 . . C C4 0.7229(17) 1.0513(17) 0.1142(11) 0.066(7) Uani d . 1 . . H H4A 0.7195 1.0226 0.1602 0.079 Uiso calc R 1 . . H H4B 0.7452 1.1127 0.1213 0.079 Uiso calc R 1 . . C C28 0.6663(19) 0.7901(15) 0.3000(11) 0.061(6) Uani d . 1 . . H H28A 0.6646 0.7627 0.2535 0.074 Uiso calc R 1 . . H H28B 0.6931 0.746 0.3327 0.074 Uiso calc R 1 . . C C21 0.3184(16) 0.9022(14) 0.3048(14) 0.063(6) Uani d . 1 . . H H21A 0.3294 0.9662 0.2987 0.076 Uiso calc R 1 . . H H21B 0.2723 0.8941 0.3441 0.076 Uiso calc R 1 . . C C35 0.943(2) 0.7286(16) 0.3786(15) 0.150(17) Uani d . 1 . . H H35A 0.9628 0.7089 0.4255 0.18 Uiso calc R 1 . . H H35B 0.8932 0.776 0.3813 0.18 Uiso calc R 1 . . Cl Cl2 1.0553(11) 0.7582(13) 0.3195(11) 0.353(11) Uani d . 1 . . Cl Cl1 0.9098(12) 0.6430(11) 0.3243(12) 0.325(9) Uani d . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N4 0.032(14) 0.079(15) 0.066(15) -0.010(11) -0.010(11) 0.008(13) C20 0.039(19) 0.10(2) 0.068(19) -0.010(17) 0.012(17) 0.016(17) C19 0.06(2) 0.10(2) 0.040(15) -0.02(2) -0.004(19) 0.046(13) N3 0.036(14) 0.081(14) 0.048(13) 0.005(11) 0.007(10) 0.013(11) N2 0.037(11) 0.042(10) 0.055(10) -0.013(10) 0.005(11) 0.005(8) C3 0.09(2) 0.062(17) 0.039(13) 0.027(17) 0.009(14) 0.019(12) C2 0.038(18) 0.058(18) 0.072(19) -0.014(14) 0.018(14) -0.019(15) N1 0.046(15) 0.072(14) 0.036(11) 0.009(13) -0.007(10) -0.019(11) C22 0.05(2) 0.06(2) 0.08(2) -0.013(19) 0.011(16) -0.01(2) C23 0.06(2) 0.12(4) 0.11(3) -0.04(2) -0.01(2) 0.01(2) C24 0.12(4) 0.13(3) 0.14(4) -0.02(3) -0.02(3) 0.00(3) C25 0.10(4) 0.31(7) 0.08(3) -0.12(4) 0.01(3) -0.06(4) C26 0.09(3) 0.31(7) 0.09(3) 0.01(4) 0.01(2) -0.02(3) C27 0.10(2) 0.11(2) 0.08(2) 0.04(2) 0.008(18) -0.02(2) C12 0.045(19) 0.060(18) 0.093(18) -0.029(17) 0.016(16) 0.004(17) C17 0.05(2) 0.09(2) 0.16(3) -0.039(19) -0.040(19) 0.05(2) C16 0.15(4) 0.15(4) 0.09(3) -0.08(3) -0.06(3) 0.00(2) C15 0.25(7) 0.10(3) 0.13(4) -0.11(4) -0.10(4) 0.03(3) C14 0.12(3) 0.11(3) 0.09(3) -0.04(2) -0.03(2) 0.00(2) C13 0.08(2) 0.068(19) 0.082(19) -0.023(18) -0.027(18) 0.000(15) C5 0.07(3) 0.07(2) 0.040(15) -0.01(2) -0.020(15) 0.000(15) C10 0.048(18) 0.09(2) 0.087(18) 0.01(2) 0.021(14) -0.011(19) C9 0.05(2) 0.11(3) 0.087(18) -0.01(2) 0.006(18) 0.015(17) C8 0.11(3) 0.11(3) 0.11(2) 0.02(2) 0.06(2) 0.01(2) C7 0.16(3) 0.10(3) 0.07(2) 0.08(3) -0.01(2) -0.021(19) C6 0.059(19) 0.09(3) 0.082(18) 0.007(19) 0.021(15) -0.018(17) C29 0.06(2) 0.07(2) 0.040(15) 0.042(16) -0.005(17) -0.015(17) C34 0.07(2) 0.15(3) 0.048(19) 0.00(2) 0.015(18) 0.010(17) C33 0.04(2) 0.15(3) 0.12(3) -0.03(2) 0.011(19) 0.05(3) C32 0.13(4) 0.13(3) 0.12(3) -0.04(2) -0.03(3) -0.01(3) C31 0.14(4) 0.07(3) 0.10(3) -0.01(3) 0.01(3) -0.02(2) C30 0.067(19) 0.067(19) 0.08(2) -0.023(19) 0.021(14) 0.01(2) Au1 0.0403(5) 0.0450(5) 0.0445(5) 0.0027(5) 0.0047(4) 0.0035(4) Br4 0.138(3) 0.085(2) 0.177(3) -0.045(2) -0.101(3) 0.035(3) Br1 0.0830(19) 0.0465(13) 0.0676(13) 0.0016(16) 0.0075(15) -0.0024(12) Br2 0.0869(19) 0.0556(14) 0.0626(12) -0.0009(18) 0.0139(13) -0.0105(12) C4 0.046(18) 0.070(19) 0.081(15) -0.011(16) 0.031(16) -0.016(16) C28 0.08(2) 0.054(17) 0.054(15) 0.003(16) -0.026(16) 0.015(15) C21 0.030(16) 0.063(18) 0.097(18) 0.002(13) 0.005(15) -0.017(17) C35 0.21(4) 0.07(2) 0.17(3) 0.09(2) -0.16(3) -0.090(19) Cl2 0.188(14) 0.46(3) 0.41(2) -0.022(16) 0.042(16) 0.19(2) Cl1 0.255(17) 0.252(16) 0.47(3) 0.029(13) -0.112(18) -0.081(18) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C18 N3 . 1.33(2) ? C18 N4 . 1.36(2) ? C18 Au1 . 2.022(19) ? N4 C20 . 1.40(3) ? N4 C21 . 1.44(2) ? C20 C19 . 1.30(3) ? C20 H20 . 0.93 ? C19 N3 . 1.36(2) ? C19 H19 . 0.93 ? N3 C28 . 1.45(2) ? C1 N2 . 1.29(2) ? C1 N1 . 1.34(2) ? C1 Au1 . 2.05(2) ? N2 C3 . 1.39(2) ? N2 C11 . 1.48(2) ? C3 C2 . 1.32(3) ? C3 H3 . 0.93 ? C2 N1 . 1.40(2) ? C2 H2 . 0.93 ? N1 C4 . 1.45(2) ? C22 C23 . 1.29(3) ? C22 C27 . 1.45(3) ? C22 C21 . 1.49(3) ? C23 C24 . 1.34(4) ? C23 H23 . 0.93 ? C24 C25 . 1.38(5) ? C24 H24 . 0.93 ? C25 C26 . 1.42(5) ? C25 H25 . 0.93 ? C26 C27 . 1.34(4) ? C26 H26 . 0.93 ? C27 H27 . 0.93 ? C12 C13 . 1.40(3) ? C12 C17 . 1.41(3) ? C12 C11 . 1.46(3) ? C17 C16 . 1.42(4) ? C17 H17 . 0.93 ? C16 C15 . 1.33(5) ? C16 H16 . 0.93 ? C15 C14 . 1.38(5) ? C15 H15 . 0.93 ? C14 C13 . 1.39(3) ? C14 H14 . 0.93 ? C13 H13 . 0.93 ? C5 C6 . 1.38(3) ? C5 C10 . 1.40(3) ? C5 C4 . 1.49(3) ? C10 C9 . 1.39(3) ? C10 H10 . 0.93 ? C9 C8 . 1.40(3) ? C9 H9 . 0.93 ? C8 C7 . 1.34(4) ? C8 H8 . 0.93 ? C7 C6 . 1.41(3) ? C7 H7 . 0.93 ? C6 H6 . 0.93 ? C29 C34 . 1.37(3) ? C29 C30 . 1.38(3) ? C29 C28 . 1.53(3) ? C34 C33 . 1.37(3) ? C34 H34 . 0.93 ? C33 C32 . 1.37(4) ? C33 H33 . 0.93 ? C32 C31 . 1.32(4) ? C32 H32 . 0.93 ? C31 C30 . 1.37(3) ? C31 H31 . 0.93 ? C30 H30 . 0.93 ? Au1 Br2 . 2.418(2) ? Au1 Br1 . 2.425(2) ? C11 H11A . 0.97 ? C11 H11B . 0.97 ? C4 H4A . 0.97 ? C4 H4B . 0.97 ? C28 H28A . 0.97 ? C28 H28B . 0.97 ? C21 H21A . 0.97 ? C21 H21B . 0.97 ? C35 Cl1 . 1.70(2) ? C35 Cl2 . 1.91(4) ? C35 H35A . 0.97 ? C35 H35B . 0.97 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N3 C18 N4 . . 104.6(16) ? N3 C18 Au1 . . 129.3(17) ? N4 C18 Au1 . . 126.0(17) ? C18 N4 C20 . . 107.7(19) ? C18 N4 C21 . . 128.(2) ? C20 N4 C21 . . 124.(2) ? C19 C20 N4 . . 109.(2) ? C19 C20 H20 . . 125.5 ? N4 C20 H20 . . 125.5 ? C20 C19 N3 . . 106.(2) ? C20 C19 H19 . . 127.1 ? N3 C19 H19 . . 127.1 ? C18 N3 C19 . . 112.8(18) ? C18 N3 C28 . . 125.4(18) ? C19 N3 C28 . . 122.(2) ? N2 C1 N1 . . 106.3(17) ? N2 C1 Au1 . . 128.(2) ? N1 C1 Au1 . . 126.(2) ? C1 N2 C3 . . 111.5(19) ? C1 N2 C11 . . 126.0(19) ? C3 N2 C11 . . 122.5(19) ? C2 C3 N2 . . 106.5(18) ? C2 C3 H3 . . 126.8 ? N2 C3 H3 . . 126.8 ? C3 C2 N1 . . 106.2(19) ? C3 C2 H2 . . 126.9 ? N1 C2 H2 . . 126.9 ? C1 N1 C2 . . 109.5(17) ? C1 N1 C4 . . 129.(2) ? C2 N1 C4 . . 121.(2) ? C23 C22 C27 . . 118.(3) ? C23 C22 C21 . . 126.(3) ? C27 C22 C21 . . 116.(3) ? C22 C23 C24 . . 123.(4) ? C22 C23 H23 . . 118.6 ? C24 C23 H23 . . 118.6 ? C23 C24 C25 . . 123.(4) ? C23 C24 H24 . . 118.6 ? C25 C24 H24 . . 118.6 ? C24 C25 C26 . . 116.(4) ? C24 C25 H25 . . 122.2 ? C26 C25 H25 . . 122.2 ? C27 C26 C25 . . 120.(4) ? C27 C26 H26 . . 120.0 ? C25 C26 H26 . . 120.0 ? C26 C27 C22 . . 120.(3) ? C26 C27 H27 . . 119.8 ? C22 C27 H27 . . 119.8 ? C13 C12 C17 . . 118.(2) ? C13 C12 C11 . . 122.(2) ? C17 C12 C11 . . 120.(3) ? C12 C17 C16 . . 120.(3) ? C12 C17 H17 . . 120.2 ? C16 C17 H17 . . 120.2 ? C15 C16 C17 . . 123.(5) ? C15 C16 H16 . . 118.6 ? C17 C16 H16 . . 118.6 ? C16 C15 C14 . . 116.(5) ? C16 C15 H15 . . 122.0 ? C14 C15 H15 . . 122.0 ? C15 C14 C13 . . 126.(4) ? C15 C14 H14 . . 116.9 ? C13 C14 H14 . . 116.9 ? C14 C13 C12 . . 117.(2) ? C14 C13 H13 . . 121.5 ? C12 C13 H13 . . 121.5 ? C6 C5 C10 . . 119.(3) ? C6 C5 C4 . . 121.(3) ? C10 C5 C4 . . 120.(2) ? C9 C10 C5 . . 118.(3) ? C9 C10 H10 . . 120.9 ? C5 C10 H10 . . 120.9 ? C10 C9 C8 . . 124.(3) ? C10 C9 H9 . . 118.2 ? C8 C9 H9 . . 118.2 ? C7 C8 C9 . . 116.(3) ? C7 C8 H8 . . 122.0 ? C9 C8 H8 . . 122.0 ? C8 C7 C6 . . 123.(3) ? C8 C7 H7 . . 118.5 ? C6 C7 H7 . . 118.5 ? C5 C6 C7 . . 120.(3) ? C5 C6 H6 . . 120.1 ? C7 C6 H6 . . 120.1 ? C34 C29 C30 . . 115.(3) ? C34 C29 C28 . . 126.(3) ? C30 C29 C28 . . 118.(2) ? C33 C34 C29 . . 124.(3) ? C33 C34 H34 . . 118.0 ? C29 C34 H34 . . 118.0 ? C32 C33 C34 . . 120.(3) ? C32 C33 H33 . . 119.9 ? C34 C33 H33 . . 119.9 ? C31 C32 C33 . . 115.(3) ? C31 C32 H32 . . 122.3 ? C33 C32 H32 . . 122.3 ? C32 C31 C30 . . 127.(3) ? C32 C31 H31 . . 116.7 ? C30 C31 H31 . . 116.7 ? C31 C30 C29 . . 119.(2) ? C31 C30 H30 . . 120.7 ? C29 C30 H30 . . 120.7 ? C18 Au1 C1 . . 176.5(12) ? C18 Au1 Br2 . . 91.3(5) ? C1 Au1 Br2 . . 89.0(6) ? C18 Au1 Br1 . . 89.6(5) ? C1 Au1 Br1 . . 90.1(6) ? Br2 Au1 Br1 . . 179.08(9) ? C12 C11 N2 . . 112.8(17) ? C12 C11 H11A . . 109.0 ? N2 C11 H11A . . 109.0 ? C12 C11 H11B . . 109.0 ? N2 C11 H11B . . 109.0 ? H11A C11 H11B . . 107.8 ? N1 C4 C5 . . 114.1(18) ? N1 C4 H4A . . 108.7 ? C5 C4 H4A . . 108.7 ? N1 C4 H4B . . 108.7 ? C5 C4 H4B . . 108.7 ? H4A C4 H4B . . 107.6 ? N3 C28 C29 . . 113.9(18) ? N3 C28 H28A . . 108.8 ? C29 C28 H28A . . 108.8 ? N3 C28 H28B . . 108.8 ? C29 C28 H28B . . 108.8 ? H28A C28 H28B . . 107.7 ? N4 C21 C22 . . 112.(2) ? N4 C21 H21A . . 109.3 ? C22 C21 H21A . . 109.3 ? N4 C21 H21B . . 109.3 ? C22 C21 H21B . . 109.3 ? H21A C21 H21B . . 107.9 ? Cl1 C35 Cl2 . . 91.3(16) ? Cl1 C35 H35A . . 113.4 ? Cl2 C35 H35A . . 113.4 ? Cl1 C35 H35B . . 113.4 ? Cl2 C35 H35B . . 113.4 ? H35A C35 H35B . . 110.7 ? data_I _database_code_depnum_ccdc_archive 'CCDC 830163' #TrackingRef 'web_deposit_cif_file_0_UweMonkowius_1308222473.SuppInfo_BF4.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 Au B F4 N4' _chemical_formula_iupac ? _chemical_formula_weight 780.41 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_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 15.1243(7) _cell_length_b 11.4996(5) _cell_length_c 18.1831(8) _cell_angle_alpha 90 _cell_angle_beta 91.4040(10) _cell_angle_gamma 90 _cell_volume 3161.5(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 300.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.50 _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 4.707 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.15 _exptl_absorpt_correction_T_max 0.20 _exptl_special_details ; ; _diffrn_ambient_temperature 300.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 30219 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _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. ; _reflns_number_total 5579 _reflns_number_gt 4836 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.0653 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_number_reflns 5579 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0276P)^2^+4.7497P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.150 _refine_diff_density_min -0.883 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au Au1 0.956957(10) 1.017709(13) 0.237549(8) 0.02722(7) Uani d . 1 . . N N1 1.1516(2) 1.0134(3) 0.28649(19) 0.0300(8) Uani d . 1 . . F F2 0.4947(3) 0.9942(3) 0.1772(2) 0.0792(11) Uani d . 1 . . F F3 0.5303(3) 0.9768(5) 0.2950(3) 0.144(2) Uani d . 1 . . C C13 0.9399(3) 0.8768(4) 0.4455(2) 0.0420(11) Uani d . 1 . . H H13 0.9331 0.9427 0.4162 0.05 Uiso calc R 1 . . F F4 0.4320(5) 0.8621(4) 0.2392(3) 0.180(3) Uani d . 1 . . C C20 0.6988(3) 1.0774(4) 0.1507(2) 0.0344(10) Uani d . 1 . . H H20 0.6391 1.0592 0.1451 0.041 Uiso calc R 1 . . N N2 1.0822(2) 0.8642(3) 0.32584(18) 0.0305(8) Uani d . 1 . . C C18 0.8411(3) 1.0687(4) 0.1885(2) 0.0279(9) Uani d . 1 . . C C6 1.2428(3) 1.0329(4) 0.1382(3) 0.0449(11) Uani d . 1 . . H H6 1.2721 0.9799 0.1687 0.054 Uiso calc R 1 . . C C2 1.1684(3) 0.8540(4) 0.3507(3) 0.0440(12) Uani d . 1 . . H H2 1.1918 0.794 0.3793 0.053 Uiso calc R 1 . . C C16 0.9587(4) 0.6836(5) 0.5334(3) 0.0566(15) Uani d . 1 . . H H16 0.9651 0.6182 0.5632 0.068 Uiso calc R 1 . . C C22 0.7404(3) 0.8047(4) 0.1868(2) 0.0345(10) Uani d . 1 . . C C15 0.9167(4) 0.7794(5) 0.5588(3) 0.0623(16) Uani d . 1 . . H H15 0.894 0.7791 0.6059 0.075 Uiso calc R 1 . . C C8 1.2135(3) 1.1090(5) 0.0177(3) 0.0555(14) Uani d . 1 . . H H8 1.2238 1.1085 -0.0325 0.067 Uiso calc R 1 . . C C4 1.1726(3) 1.1235(4) 0.2497(2) 0.0373(10) Uani d . 1 . . H H4A 1.2263 1.1551 0.2721 0.045 Uiso calc R 1 . . H H4B 1.1253 1.1785 0.2582 0.045 Uiso calc R 1 . . C C7 1.2571(4) 1.0321(5) 0.0632(3) 0.0549(14) Uani d . 1 . . H H7 1.2964 0.9789 0.0436 0.066 Uiso calc R 1 . . C C9 1.1548(3) 1.1866(5) 0.0458(3) 0.0489(12) Uani d . 1 . . H H9 1.1241 1.2374 0.0147 0.059 Uiso calc R 1 . . C C21 0.7423(3) 0.9104(4) 0.2351(2) 0.0366(10) Uani d . 1 . . H H21A 0.6856 0.9183 0.2586 0.044 Uiso calc R 1 . . H H21B 0.7873 0.9005 0.2735 0.044 Uiso calc R 1 . . C C27 0.8162(3) 0.7413(4) 0.1745(3) 0.0438(11) Uani d . 1 . . H H27 0.8691 0.7634 0.1977 0.053 Uiso calc R 1 . . C C30 0.9155(4) 1.3534(4) 0.0059(3) 0.0534(13) Uani d . 1 . . H H30 0.9079 1.4221 0.032 0.064 Uiso calc R 1 . . C C23 0.6618(3) 0.7686(4) 0.1518(3) 0.0474(12) Uani d . 1 . . H H23 0.6096 0.8089 0.1598 0.057 Uiso calc R 1 . . C C29 0.9116(3) 1.2475(4) 0.0418(2) 0.0319(9) Uani d . 1 . . C C10 1.1413(3) 1.1892(4) 0.1208(2) 0.0372(10) Uani d . 1 . . H H10 1.1023 1.2432 0.1399 0.045 Uiso calc R 1 . . C C34 0.9241(3) 1.1463(4) 0.0025(3) 0.0475(12) Uani d . 1 . . H H34 0.9226 1.0749 0.0264 0.057 Uiso calc R 1 . . C C28 0.8961(3) 1.2442(4) 0.1234(2) 0.0366(10) Uani d . 1 . . H H28A 0.9511 1.2245 0.149 0.044 Uiso calc R 1 . . H H28B 0.8784 1.3209 0.1396 0.044 Uiso calc R 1 . . C C24 0.6612(3) 0.6740(4) 0.1055(3) 0.0559(14) Uani d . 1 . . H H24 0.6088 0.6519 0.0817 0.067 Uiso calc R 1 . . C C26 0.8151(4) 0.6457(4) 0.1283(3) 0.0518(13) Uani d . 1 . . H H26 0.8669 0.6045 0.1204 0.062 Uiso calc R 1 . . C C3 1.2123(3) 0.9465(4) 0.3261(3) 0.0442(12) Uani d . 1 . . H H3 1.272 0.9629 0.3341 0.053 Uiso calc R 1 . . C C5 1.1851(3) 1.1126(4) 0.1675(2) 0.0317(9) Uani d . 1 . . C C17 0.9921(3) 0.6837(4) 0.4627(2) 0.0403(11) Uani d . 1 . . H H17 1.0211 0.6183 0.4454 0.048 Uiso calc R 1 . . C C25 0.7372(4) 0.6115(4) 0.0942(3) 0.0530(13) Uani d . 1 . . H H25 0.7359 0.5466 0.0636 0.064 Uiso calc R 1 . . C C19 0.7407(3) 1.1656(4) 0.1195(2) 0.0354(10) Uani d . 1 . . H H19 0.7159 1.2207 0.0878 0.043 Uiso calc R 1 . . B B1 0.4645(3) 0.9675(5) 0.2458(3) 0.0380(12) Uani d . 1 . . C C14 0.9074(4) 0.8762(5) 0.5157(3) 0.0564(14) Uani d . 1 . . H H14 0.8792 0.9418 0.5338 0.068 Uiso calc R 1 . . C C1 1.0709(3) 0.9623(3) 0.2860(2) 0.0272(9) Uani d . 1 . . N N3 0.8280(2) 1.1600(3) 0.14338(17) 0.0296(8) Uani d . 1 . . C C33 0.9388(4) 1.1506(5) -0.0722(3) 0.0609(15) Uani d . 1 . . H H33 0.947 1.082 -0.0983 0.073 Uiso calc R 1 . . C C32 0.9415(4) 1.2558(6) -0.1080(3) 0.0692(17) Uani d . 1 . . H H32 0.9506 1.2584 -0.1584 0.083 Uiso calc R 1 . . C C31 0.9308(4) 1.3568(6) -0.0693(3) 0.0743(18) Uani d . 1 . . H H31 0.9337 1.428 -0.0933 0.089 Uiso calc R 1 . . N N4 0.7610(2) 1.0181(3) 0.19289(19) 0.0308(8) Uani d . 1 . . C C11 1.0142(3) 0.7779(4) 0.3402(2) 0.0385(10) Uani d . 1 . . H H11A 1.0375 0.7012 0.3299 0.046 Uiso calc R 1 . . H H11B 0.9642 0.7912 0.3068 0.046 Uiso calc R 1 . . F F1 0.4002(2) 1.0502(4) 0.26110(18) 0.0794(11) Uani d . 1 . . C C12 0.9823(3) 0.7801(3) 0.4183(2) 0.0282(9) Uani d . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Au1 0.02557(9) 0.03354(10) 0.02255(10) -0.00039(6) 0.00038(6) 0.00086(6) N1 0.0296(19) 0.0326(19) 0.0281(19) -0.0016(14) 0.0038(15) 0.0032(14) F2 0.109(3) 0.061(2) 0.070(2) 0.0104(18) 0.043(2) 0.0104(16) F3 0.134(4) 0.167(5) 0.126(4) 0.090(3) -0.078(3) -0.075(3) C13 0.049(3) 0.039(3) 0.039(3) 0.006(2) 0.003(2) 0.001(2) F4 0.282(7) 0.084(3) 0.176(5) -0.116(4) 0.053(5) -0.004(3) C20 0.024(2) 0.046(3) 0.034(2) 0.0041(18) 0.0027(18) -0.001(2) N2 0.0307(19) 0.0305(19) 0.0307(19) 0.0048(14) 0.0063(15) 0.0040(15) C18 0.028(2) 0.034(2) 0.022(2) -0.0014(17) 0.0032(16) -0.0054(17) C6 0.038(3) 0.055(3) 0.042(3) 0.003(2) 0.003(2) 0.001(2) C2 0.035(3) 0.051(3) 0.047(3) 0.018(2) 0.008(2) 0.014(2) C16 0.080(4) 0.054(3) 0.035(3) -0.025(3) -0.007(3) 0.014(2) C22 0.035(2) 0.036(2) 0.033(2) -0.0053(18) 0.0045(19) 0.0103(19) C15 0.077(4) 0.080(4) 0.031(3) -0.024(3) 0.020(3) -0.009(3) C8 0.055(3) 0.084(4) 0.028(3) -0.020(3) 0.009(2) 0.003(3) C4 0.039(2) 0.035(2) 0.039(3) -0.0122(19) 0.006(2) 0.0015(19) C7 0.051(3) 0.071(4) 0.043(3) 0.001(3) 0.017(3) -0.013(3) C9 0.044(3) 0.067(3) 0.036(3) -0.010(2) -0.002(2) 0.015(2) C21 0.036(2) 0.043(3) 0.032(2) -0.0030(19) 0.0073(19) 0.0083(19) C27 0.040(3) 0.049(3) 0.041(3) -0.001(2) -0.007(2) 0.005(2) C30 0.069(4) 0.040(3) 0.052(3) 0.000(2) 0.016(3) 0.009(2) C23 0.034(3) 0.040(3) 0.069(4) -0.006(2) 0.001(2) 0.006(2) C29 0.030(2) 0.035(2) 0.031(2) -0.0033(17) 0.0020(18) -0.0009(18) C10 0.029(2) 0.043(3) 0.040(3) -0.0065(18) 0.0046(19) 0.008(2) C34 0.059(3) 0.040(3) 0.044(3) -0.008(2) 0.007(2) -0.006(2) C28 0.042(3) 0.034(2) 0.033(2) -0.0106(19) -0.001(2) 0.0014(18) C24 0.047(3) 0.041(3) 0.080(4) -0.011(2) -0.012(3) 0.000(3) C26 0.054(3) 0.044(3) 0.057(3) 0.012(2) 0.001(3) 0.002(2) C3 0.025(2) 0.064(3) 0.043(3) 0.009(2) 0.004(2) 0.012(2) C5 0.027(2) 0.040(2) 0.028(2) -0.0115(18) 0.0034(17) 0.0013(18) C17 0.049(3) 0.032(2) 0.040(3) -0.004(2) -0.009(2) 0.0068(19) C25 0.069(4) 0.033(3) 0.056(3) -0.009(2) -0.005(3) -0.001(2) C19 0.033(2) 0.040(3) 0.033(2) 0.0061(19) -0.0030(19) 0.0014(19) B1 0.038(3) 0.042(3) 0.034(3) -0.007(2) 0.001(2) 0.004(2) C14 0.059(3) 0.057(3) 0.054(3) 0.003(3) 0.015(3) -0.018(3) C1 0.027(2) 0.030(2) 0.025(2) -0.0026(16) 0.0070(17) -0.0043(17) N3 0.0286(18) 0.0350(19) 0.0252(18) -0.0026(14) -0.0003(14) 0.0028(15) C33 0.059(4) 0.074(4) 0.050(3) -0.015(3) 0.014(3) -0.024(3) C32 0.065(4) 0.110(5) 0.033(3) -0.013(4) 0.012(3) -0.003(3) C31 0.092(5) 0.077(4) 0.054(4) -0.004(4) 0.015(3) 0.032(3) N4 0.0226(18) 0.040(2) 0.0302(19) -0.0007(14) 0.0062(15) 0.0000(15) C11 0.053(3) 0.028(2) 0.035(3) -0.0071(19) 0.008(2) -0.0002(18) F1 0.0442(18) 0.129(3) 0.065(2) 0.0182(19) 0.0039(16) -0.034(2) C12 0.031(2) 0.025(2) 0.029(2) -0.0056(16) -0.0016(17) 0.0012(16) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Au1 C1 . 2.019(4) ? Au1 C18 . 2.033(4) ? N1 C1 . 1.355(5) ? N1 C3 . 1.386(5) ? N1 C4 . 1.470(5) ? F2 B1 . 1.373(6) ? F3 B1 . 1.326(6) ? C13 C14 . 1.380(6) ? C13 C12 . 1.381(6) ? C13 H13 . 0.93 ? F4 B1 . 1.312(7) ? C20 C19 . 1.330(6) ? C20 N4 . 1.379(5) ? C20 H20 . 0.93 ? N2 C1 . 1.349(5) ? N2 C2 . 1.374(5) ? N2 C11 . 1.458(5) ? C18 N3 . 1.343(5) ? C18 N4 . 1.349(5) ? C6 C5 . 1.382(6) ? C6 C7 . 1.385(7) ? C6 H6 . 0.93 ? C2 C3 . 1.337(6) ? C2 H2 . 0.93 ? C16 C15 . 1.358(8) ? C16 C17 . 1.393(7) ? C16 H16 . 0.93 ? C22 C27 . 1.381(6) ? C22 C23 . 1.397(6) ? C22 C21 . 1.500(6) ? C15 C14 . 1.367(8) ? C15 H15 . 0.93 ? C8 C9 . 1.366(7) ? C8 C7 . 1.370(7) ? C8 H8 . 0.93 ? C4 C5 . 1.516(6) ? C4 H4A . 0.97 ? C4 H4B . 0.97 ? C7 H7 . 0.93 ? C9 C10 . 1.384(6) ? C9 H9 . 0.93 ? C21 N4 . 1.488(5) ? C21 H21A . 0.97 ? C21 H21B . 0.97 ? C27 C26 . 1.383(7) ? C27 H27 . 0.93 ? C30 C29 . 1.383(6) ? C30 C31 . 1.394(7) ? C30 H30 . 0.93 ? C23 C24 . 1.376(7) ? C23 H23 . 0.93 ? C29 C34 . 1.381(6) ? C29 C28 . 1.508(6) ? C10 C5 . 1.382(6) ? C10 H10 . 0.93 ? C34 C33 . 1.382(7) ? C34 H34 . 0.93 ? C28 N3 . 1.465(5) ? C28 H28A . 0.97 ? C28 H28B . 0.97 ? C24 C25 . 1.375(7) ? C24 H24 . 0.93 ? C26 C25 . 1.376(7) ? C26 H26 . 0.93 ? C3 H3 . 0.93 ? C17 C12 . 1.377(6) ? C17 H17 . 0.93 ? C25 H25 . 0.93 ? C19 N3 . 1.382(5) ? C19 H19 . 0.93 ? B1 F1 . 1.394(6) ? C14 H14 . 0.93 ? C33 C32 . 1.376(8) ? C33 H33 . 0.93 ? C32 C31 . 1.369(9) ? C32 H32 . 0.93 ? C31 H31 . 0.93 ? C11 C12 . 1.511(6) ? C11 H11A . 0.97 ? C11 H11B . 0.97 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 Au1 C18 . . 178.35(15) ? C1 N1 C3 . . 110.3(4) ? C1 N1 C4 . . 125.2(4) ? C3 N1 C4 . . 124.5(4) ? C14 C13 C12 . . 120.4(4) ? C14 C13 H13 . . 119.8 ? C12 C13 H13 . . 119.8 ? C19 C20 N4 . . 106.8(4) ? C19 C20 H20 . . 126.6 ? N4 C20 H20 . . 126.6 ? C1 N2 C2 . . 110.8(4) ? C1 N2 C11 . . 125.7(4) ? C2 N2 C11 . . 123.4(4) ? N3 C18 N4 . . 104.7(3) ? N3 C18 Au1 . . 127.3(3) ? N4 C18 Au1 . . 128.0(3) ? C5 C6 C7 . . 120.0(5) ? C5 C6 H6 . . 120.0 ? C7 C6 H6 . . 120.0 ? C3 C2 N2 . . 107.3(4) ? C3 C2 H2 . . 126.4 ? N2 C2 H2 . . 126.4 ? C15 C16 C17 . . 119.8(5) ? C15 C16 H16 . . 120.1 ? C17 C16 H16 . . 120.1 ? C27 C22 C23 . . 118.0(4) ? C27 C22 C21 . . 121.3(4) ? C23 C22 C21 . . 120.7(4) ? C16 C15 C14 . . 120.5(5) ? C16 C15 H15 . . 119.7 ? C14 C15 H15 . . 119.7 ? C9 C8 C7 . . 120.2(5) ? C9 C8 H8 . . 119.9 ? C7 C8 H8 . . 119.9 ? N1 C4 C5 . . 114.3(3) ? N1 C4 H4A . . 108.7 ? C5 C4 H4A . . 108.7 ? N1 C4 H4B . . 108.7 ? C5 C4 H4B . . 108.7 ? H4A C4 H4B . . 107.6 ? C8 C7 C6 . . 120.4(5) ? C8 C7 H7 . . 119.8 ? C6 C7 H7 . . 119.8 ? C8 C9 C10 . . 119.7(5) ? C8 C9 H9 . . 120.2 ? C10 C9 H9 . . 120.2 ? N4 C21 C22 . . 111.9(3) ? N4 C21 H21A . . 109.2 ? C22 C21 H21A . . 109.2 ? N4 C21 H21B . . 109.2 ? C22 C21 H21B . . 109.2 ? H21A C21 H21B . . 107.9 ? C22 C27 C26 . . 121.3(4) ? C22 C27 H27 . . 119.3 ? C26 C27 H27 . . 119.3 ? C29 C30 C31 . . 119.9(5) ? C29 C30 H30 . . 120.1 ? C31 C30 H30 . . 120.1 ? C24 C23 C22 . . 120.4(5) ? C24 C23 H23 . . 119.8 ? C22 C23 H23 . . 119.8 ? C34 C29 C30 . . 119.3(4) ? C34 C29 C28 . . 120.9(4) ? C30 C29 C28 . . 119.7(4) ? C5 C10 C9 . . 120.9(4) ? C5 C10 H10 . . 119.6 ? C9 C10 H10 . . 119.6 ? C29 C34 C33 . . 120.4(5) ? C29 C34 H34 . . 119.8 ? C33 C34 H34 . . 119.8 ? N3 C28 C29 . . 112.8(3) ? N3 C28 H28A . . 109.0 ? C29 C28 H28A . . 109.0 ? N3 C28 H28B . . 109.0 ? C29 C28 H28B . . 109.0 ? H28A C28 H28B . . 107.8 ? C25 C24 C23 . . 120.8(5) ? C25 C24 H24 . . 119.6 ? C23 C24 H24 . . 119.6 ? C25 C26 C27 . . 119.9(5) ? C25 C26 H26 . . 120.0 ? C27 C26 H26 . . 120.0 ? C2 C3 N1 . . 106.7(4) ? C2 C3 H3 . . 126.7 ? N1 C3 H3 . . 126.7 ? C10 C5 C6 . . 118.8(4) ? C10 C5 C4 . . 119.0(4) ? C6 C5 C4 . . 122.1(4) ? C12 C17 C16 . . 120.3(5) ? C12 C17 H17 . . 119.8 ? C16 C17 H17 . . 119.8 ? C24 C25 C26 . . 119.5(5) ? C24 C25 H25 . . 120.3 ? C26 C25 H25 . . 120.3 ? C20 C19 N3 . . 107.0(4) ? C20 C19 H19 . . 126.5 ? N3 C19 H19 . . 126.5 ? F4 B1 F3 . . 114.2(6) ? F4 B1 F2 . . 104.9(5) ? F3 B1 F2 . . 109.5(5) ? F4 B1 F1 . . 112.8(5) ? F3 B1 F1 . . 109.0(4) ? F2 B1 F1 . . 106.2(4) ? C15 C14 C13 . . 120.1(5) ? C15 C14 H14 . . 120.0 ? C13 C14 H14 . . 120.0 ? N2 C1 N1 . . 104.9(3) ? N2 C1 Au1 . . 126.5(3) ? N1 C1 Au1 . . 128.6(3) ? C18 N3 C19 . . 110.7(3) ? C18 N3 C28 . . 125.0(3) ? C19 N3 C28 . . 124.3(3) ? C32 C33 C34 . . 120.2(5) ? C32 C33 H33 . . 119.9 ? C34 C33 H33 . . 119.9 ? C31 C32 C33 . . 119.9(5) ? C31 C32 H32 . . 120.1 ? C33 C32 H32 . . 120.1 ? C32 C31 C30 . . 120.3(5) ? C32 C31 H31 . . 119.9 ? C30 C31 H31 . . 119.9 ? C18 N4 C20 . . 110.8(3) ? C18 N4 C21 . . 124.9(3) ? C20 N4 C21 . . 124.3(3) ? N2 C11 C12 . . 113.6(3) ? N2 C11 H11A . . 108.9 ? C12 C11 H11A . . 108.9 ? N2 C11 H11B . . 108.9 ? C12 C11 H11B . . 108.9 ? H11A C11 H11B . . 107.7 ? C17 C12 C13 . . 118.9(4) ? C17 C12 C11 . . 120.3(4) ? C13 C12 C11 . . 120.7(4) ? # Attachment 'web_deposit_cif_file_1_UweMonkowius_1308222473.SuppInfo_Cl.cif' data_II _database_code_depnum_ccdc_archive 'CCDC 830164' #TrackingRef 'web_deposit_cif_file_1_UweMonkowius_1308222473.SuppInfo_Cl.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 Au Cl N4' _chemical_formula_iupac ? _chemical_formula_weight 729.05 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_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 14.9584(14) _cell_length_b 11.0038(11) _cell_length_c 17.8290(15) _cell_angle_alpha 90 _cell_angle_beta 92.788(3) _cell_angle_gamma 90 _cell_volume 2931.2(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 300.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.652 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 5.140 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.21 _exptl_absorpt_correction_T_max 0.40 _exptl_special_details ; ; _diffrn_ambient_temperature 300.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18213 _diffrn_reflns_av_R_equivalents 0.0805 _diffrn_reflns_av_sigmaI/netI 0.0755 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_max 0.986 _diffrn_measured_fraction_theta_full 0.986 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 21 _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. ; _reflns_number_total 5110 _reflns_number_gt 3878 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_gt 0.1191 _refine_ls_wR_factor_ref 0.1325 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_number_reflns 5110 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0686P)^2^+6.2016P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 3.671 _refine_diff_density_min -1.044 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Cl Cl 0.1484 0.1585 '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' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au Au1 0.543491(19) 0.46308(3) 0.763692(17) 0.02500(14) Uani d . 1 . . Cl Cl1 0.48106(11) 0.04069(16) 0.73734(10) 0.0157(4) Uani d . 1 . . N N1 0.3497(4) 0.4517(5) 0.7059(3) 0.0169(14) Uani d . 1 . . N N2 0.4086(4) 0.6151(7) 0.6715(4) 0.0268(15) Uani d . 1 . . N N3 0.6806(4) 0.3257(6) 0.8624(4) 0.0248(15) Uani d . 1 . . N N4 0.7424(4) 0.4766(6) 0.8075(4) 0.0241(15) Uani d . 1 . . C C1 0.4257(6) 0.5124(8) 0.7099(5) 0.0277(19) Uani d . 1 . . C C2 0.3317(6) 0.3320(8) 0.7442(5) 0.037(2) Uani d . 1 . . H H2A 0.3821 0.2778 0.7387 0.045 Uiso calc R 1 . . H H2B 0.2791 0.2942 0.7204 0.045 Uiso calc R 1 . . C C3 0.3171(5) 0.3512(8) 0.8272(5) 0.032(2) Uani d . 1 . . C C4 0.2529(7) 0.4299(9) 0.8515(6) 0.046(3) Uani d . 1 . . H H4 0.2174 0.4746 0.8174 0.055 Uiso calc R 1 . . C C5 0.2423(7) 0.4409(10) 0.9292(7) 0.053(3) Uani d . 1 . . H H5 0.2004 0.4951 0.9466 0.064 Uiso calc R 1 . . C C6 0.2929(7) 0.3731(11) 0.9790(6) 0.055(3) Uani d . 1 . . H H6 0.2843 0.3801 1.0302 0.066 Uiso calc R 1 . . C C7 0.3550(7) 0.2963(11) 0.9551(6) 0.053(3) Uani d . 1 . . H H7 0.3898 0.2514 0.9898 0.063 Uiso calc R 1 . . C C8 0.3677(6) 0.2836(9) 0.8792(6) 0.042(2) Uani d . 1 . . H H8 0.4103 0.2294 0.8629 0.051 Uiso calc R 1 . . C C9 0.2849(6) 0.5137(10) 0.6645(6) 0.044(3) Uani d . 1 . . H H9 0.2261 0.4894 0.6543 0.052 Uiso calc R 1 . . C C10 0.3232(5) 0.6158(9) 0.6420(5) 0.038(2) Uani d . 1 . . H H10 0.2965 0.676 0.6119 0.045 Uiso calc R 1 . . C C11 0.4740(5) 0.7139(8) 0.6617(5) 0.031(2) Uani d . 1 . . H H11A 0.5252 0.7011 0.6963 0.037 Uiso calc R 1 . . H H11B 0.4468 0.7906 0.6744 0.037 Uiso calc R 1 . . C C12 0.5058(5) 0.7216(7) 0.5832(5) 0.0241(18) Uani d . 1 . . C C13 0.4920(6) 0.8248(8) 0.5413(5) 0.032(2) Uani d . 1 . . H H13 0.4607 0.8893 0.5612 0.039 Uiso calc R 1 . . C C14 0.5233(7) 0.8349(10) 0.4707(6) 0.049(3) Uani d . 1 . . H H14 0.5126 0.9052 0.4427 0.059 Uiso calc R 1 . . C C15 0.5712(7) 0.7393(11) 0.4411(5) 0.051(3) Uani d . 1 . . H H15 0.5942 0.7466 0.3938 0.062 Uiso calc R 1 . . C C16 0.5847(7) 0.6329(10) 0.4823(6) 0.049(3) Uani d . 1 . . H H16 0.6151 0.5675 0.4624 0.058 Uiso calc R 1 . . C C17 0.5519(6) 0.6264(9) 0.5537(5) 0.035(2) Uani d . 1 . . H H17 0.5613 0.5563 0.5821 0.042 Uiso calc R 1 . . C C18 0.6631(5) 0.4184(7) 0.8153(4) 0.0208(17) Uani d . 1 . . C C19 0.7702(5) 0.3252(8) 0.8860(5) 0.0274(19) Uani d . 1 . . H H19 0.7979 0.2708 0.9195 0.033 Uiso calc R 1 . . C C20 0.8094(5) 0.4178(8) 0.8514(5) 0.030(2) Uani d . 1 . . H H20 0.8697 0.439 0.8557 0.036 Uiso calc R 1 . . C C21 0.7558(5) 0.5860(8) 0.7647(5) 0.0282(19) Uani d . 1 . . H H21A 0.7084 0.5928 0.7258 0.034 Uiso calc R 1 . . H H21B 0.8122 0.5799 0.7403 0.034 Uiso calc R 1 . . C C22 0.7567(5) 0.6998(7) 0.8129(5) 0.0261(18) Uani d . 1 . . C C23 0.6789(5) 0.7655(8) 0.8216(5) 0.032(2) Uani d . 1 . . H H23 0.6262 0.7413 0.7959 0.039 Uiso calc R 1 . . C C24 0.6780(6) 0.8666(8) 0.8679(5) 0.034(2) Uani d . 1 . . H H24 0.6255 0.9109 0.8716 0.041 Uiso calc R 1 . . C C25 0.7544(6) 0.9020(8) 0.9085(5) 0.037(2) Uani d . 1 . . H H25 0.7539 0.9692 0.9401 0.044 Uiso calc R 1 . . C C26 0.8313(6) 0.8356(8) 0.9011(5) 0.036(2) Uani d . 1 . . H H26 0.883 0.8581 0.9287 0.043 Uiso calc R 1 . . C C27 0.8339(5) 0.7364(8) 0.8537(5) 0.035(2) Uani d . 1 . . H H27 0.8872 0.6941 0.849 0.041 Uiso calc R 1 . . C C28 0.6161(6) 0.2336(8) 0.8847(5) 0.036(2) Uani d . 1 . . H H28A 0.6384 0.1537 0.8722 0.043 Uiso calc R 1 . . H H28B 0.5599 0.2459 0.8563 0.043 Uiso calc R 1 . . C C29 0.5991(5) 0.2372(8) 0.9678(5) 0.0274(19) Uani d . 1 . . C C30 0.5896(7) 0.3459(9) 1.0049(6) 0.052(3) Uani d . 1 . . H H30 0.5946 0.4187 0.979 0.062 Uiso calc R 1 . . C C31 0.5729(8) 0.3475(14) 1.0806(7) 0.079(5) Uani d . 1 . . H H31 0.5697 0.4212 1.1058 0.095 Uiso calc R 1 . . C C32 0.5610(7) 0.2423(17) 1.1181(7) 0.075(4) Uani d . 1 . . H H32 0.5475 0.2445 1.1685 0.09 Uiso calc R 1 . . C C33 0.5688(6) 0.1327(13) 1.0828(7) 0.061(4) Uani d . 1 . . H H33 0.5616 0.061 1.1094 0.074 Uiso calc R 1 . . C C34 0.5877(6) 0.1283(10) 1.0062(5) 0.041(2) Uani d . 1 . . H H34 0.5925 0.0541 0.9817 0.049 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Au1 0.01961(19) 0.0335(2) 0.0218(2) 0.00178(14) 0.00053(13) 0.00105(16) Cl1 0.0143(8) 0.0194(9) 0.0135(9) 0.0001(7) 0.0034(7) -0.0002(8) N1 0.024(3) 0.017(3) 0.010(3) 0.005(3) 0.001(3) 0.003(3) N2 0.025(3) 0.033(4) 0.022(4) 0.004(3) 0.003(3) 0.003(3) N3 0.019(3) 0.035(4) 0.021(4) -0.003(3) 0.006(3) -0.002(3) N4 0.022(3) 0.030(4) 0.021(4) -0.003(3) 0.013(3) -0.001(3) C1 0.029(4) 0.038(5) 0.016(4) -0.001(4) 0.001(4) -0.005(4) C2 0.032(5) 0.039(5) 0.041(6) -0.007(4) 0.002(4) 0.001(5) C3 0.020(4) 0.039(5) 0.037(5) -0.011(4) 0.007(4) 0.005(4) C4 0.040(5) 0.040(6) 0.059(7) -0.005(4) 0.013(5) -0.001(5) C5 0.050(6) 0.063(7) 0.050(7) -0.014(6) 0.029(6) -0.020(6) C6 0.055(6) 0.074(8) 0.038(6) -0.027(6) 0.014(5) -0.003(6) C7 0.042(5) 0.081(8) 0.035(6) -0.017(6) -0.003(5) 0.010(6) C8 0.024(4) 0.054(6) 0.049(7) -0.007(4) 0.009(4) 0.003(5) C9 0.021(4) 0.061(7) 0.049(7) 0.002(5) 0.004(4) -0.003(6) C10 0.022(4) 0.051(6) 0.040(6) 0.009(4) 0.005(4) 0.001(5) C11 0.031(4) 0.034(5) 0.029(5) -0.002(4) 0.001(4) -0.009(4) C12 0.018(4) 0.028(4) 0.026(5) -0.003(3) -0.002(3) -0.003(4) C13 0.031(4) 0.032(5) 0.033(5) -0.001(4) -0.004(4) -0.002(4) C14 0.064(7) 0.047(6) 0.034(6) -0.017(5) -0.008(5) 0.011(5) C15 0.061(6) 0.070(8) 0.023(5) -0.030(6) 0.008(5) -0.014(6) C16 0.048(6) 0.046(6) 0.052(7) -0.013(5) 0.011(5) -0.013(6) C17 0.034(5) 0.037(5) 0.034(5) 0.005(4) 0.002(4) -0.001(4) C18 0.015(4) 0.030(4) 0.017(4) 0.001(3) 0.004(3) -0.005(4) C19 0.025(4) 0.031(4) 0.026(5) 0.004(4) -0.001(4) 0.006(4) C20 0.013(4) 0.042(5) 0.033(5) 0.006(4) -0.008(4) 0.005(4) C21 0.027(4) 0.037(5) 0.021(5) -0.004(4) 0.005(4) 0.006(4) C22 0.031(4) 0.022(4) 0.025(5) -0.004(4) 0.003(4) 0.007(4) C23 0.023(4) 0.046(5) 0.026(5) -0.004(4) -0.005(4) 0.000(4) C24 0.029(4) 0.036(5) 0.038(5) 0.000(4) 0.007(4) -0.004(4) C25 0.033(5) 0.031(5) 0.046(6) -0.005(4) -0.004(4) -0.005(5) C26 0.034(5) 0.034(5) 0.040(6) -0.008(4) -0.009(4) 0.002(5) C27 0.024(4) 0.041(5) 0.038(6) -0.002(4) -0.005(4) 0.000(5) C28 0.038(5) 0.040(5) 0.031(5) -0.009(4) 0.009(4) -0.004(4) C29 0.018(4) 0.037(5) 0.028(5) -0.001(4) 0.006(3) 0.003(4) C30 0.056(6) 0.041(6) 0.061(7) -0.023(5) 0.025(6) -0.022(5) C31 0.066(8) 0.108(12) 0.066(9) -0.050(8) 0.033(7) -0.044(9) C32 0.047(6) 0.145(14) 0.036(7) -0.027(8) 0.018(5) -0.029(9) C33 0.026(5) 0.106(11) 0.053(7) -0.005(6) 0.010(5) 0.029(8) C34 0.033(5) 0.059(6) 0.031(5) 0.008(5) 0.012(4) 0.009(5) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Au1 C18 . 2.031(7) ? Au1 C1 . 2.038(9) ? N1 C1 . 1.317(11) ? N1 C9 . 1.371(11) ? N1 C2 . 1.514(10) ? N2 C1 . 1.339(11) ? N2 C10 . 1.358(10) ? N2 C11 . 1.478(10) ? N3 C18 . 1.339(10) ? N3 C19 . 1.386(10) ? N3 C28 . 1.468(10) ? N4 C18 . 1.361(10) ? N4 C20 . 1.400(10) ? N4 C21 . 1.445(10) ? C2 C3 . 1.521(12) ? C2 H2A . 0.97 ? C2 H2B . 0.97 ? C3 C4 . 1.379(13) ? C3 C8 . 1.384(12) ? C4 C5 . 1.406(15) ? C4 H4 . 0.93 ? C5 C6 . 1.362(16) ? C5 H5 . 0.93 ? C6 C7 . 1.340(15) ? C6 H6 . 0.93 ? C7 C8 . 1.384(13) ? C7 H7 . 0.93 ? C8 H8 . 0.93 ? C9 C10 . 1.332(14) ? C9 H9 . 0.93 ? C10 H10 . 0.93 ? C11 C12 . 1.501(12) ? C11 H11A . 0.97 ? C11 H11B . 0.97 ? C12 C13 . 1.369(12) ? C12 C17 . 1.373(12) ? C13 C14 . 1.368(14) ? C13 H13 . 0.93 ? C14 C15 . 1.391(15) ? C14 H14 . 0.93 ? C15 C16 . 1.392(15) ? C15 H15 . 0.93 ? C16 C17 . 1.390(13) ? C16 H16 . 0.93 ? C17 H17 . 0.93 ? C19 C20 . 1.341(12) ? C19 H19 . 0.93 ? C20 H20 . 0.93 ? C21 C22 . 1.519(12) ? C21 H21A . 0.97 ? C21 H21B . 0.97 ? C22 C23 . 1.386(11) ? C22 C27 . 1.394(11) ? C23 C24 . 1.385(12) ? C23 H23 . 0.93 ? C24 C25 . 1.378(12) ? C24 H24 . 0.93 ? C25 C26 . 1.374(13) ? C25 H25 . 0.93 ? C26 C27 . 1.382(13) ? C26 H26 . 0.93 ? C27 H27 . 0.93 ? C28 C29 . 1.515(11) ? C28 H28A . 0.97 ? C28 H28B . 0.97 ? C29 C30 . 1.378(13) ? C29 C34 . 1.395(13) ? C30 C31 . 1.385(16) ? C30 H30 . 0.93 ? C31 C32 . 1.35(2) ? C31 H31 . 0.93 ? C32 C33 . 1.368(19) ? C32 H32 . 0.93 ? C33 C34 . 1.409(14) ? C33 H33 . 0.93 ? C34 H34 . 0.93 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C18 Au1 C1 . . 178.0(3) ? C1 N1 C9 . . 111.3(7) ? C1 N1 C2 . . 126.0(7) ? C9 N1 C2 . . 122.6(7) ? C1 N2 C10 . . 110.8(8) ? C1 N2 C11 . . 124.8(7) ? C10 N2 C11 . . 124.4(7) ? C18 N3 C19 . . 110.5(7) ? C18 N3 C28 . . 125.9(7) ? C19 N3 C28 . . 123.6(7) ? C18 N4 C20 . . 109.3(7) ? C18 N4 C21 . . 126.1(7) ? C20 N4 C21 . . 124.4(7) ? N1 C1 N2 . . 104.9(7) ? N1 C1 Au1 . . 127.9(6) ? N2 C1 Au1 . . 127.1(6) ? N1 C2 C3 . . 110.8(7) ? N1 C2 H2A . . 109.5 ? C3 C2 H2A . . 109.5 ? N1 C2 H2B . . 109.5 ? C3 C2 H2B . . 109.5 ? H2A C2 H2B . . 108.1 ? C4 C3 C8 . . 119.6(9) ? C4 C3 C2 . . 121.9(9) ? C8 C3 C2 . . 118.5(8) ? C3 C4 C5 . . 118.5(10) ? C3 C4 H4 . . 120.7 ? C5 C4 H4 . . 120.7 ? C6 C5 C4 . . 120.6(10) ? C6 C5 H5 . . 119.7 ? C4 C5 H5 . . 119.7 ? C7 C6 C5 . . 120.6(10) ? C7 C6 H6 . . 119.7 ? C5 C6 H6 . . 119.7 ? C6 C7 C8 . . 120.3(10) ? C6 C7 H7 . . 119.8 ? C8 C7 H7 . . 119.8 ? C7 C8 C3 . . 120.3(10) ? C7 C8 H8 . . 119.9 ? C3 C8 H8 . . 119.9 ? C10 C9 N1 . . 106.2(8) ? C10 C9 H9 . . 126.9 ? N1 C9 H9 . . 126.9 ? C9 C10 N2 . . 106.8(8) ? C9 C10 H10 . . 126.6 ? N2 C10 H10 . . 126.6 ? N2 C11 C12 . . 113.2(7) ? N2 C11 H11A . . 108.9 ? C12 C11 H11A . . 108.9 ? N2 C11 H11B . . 108.9 ? C12 C11 H11B . . 108.9 ? H11A C11 H11B . . 107.8 ? C13 C12 C17 . . 119.3(8) ? C13 C12 C11 . . 120.6(8) ? C17 C12 C11 . . 120.1(8) ? C14 C13 C12 . . 121.4(9) ? C14 C13 H13 . . 119.3 ? C12 C13 H13 . . 119.3 ? C13 C14 C15 . . 119.5(10) ? C13 C14 H14 . . 120.2 ? C15 C14 H14 . . 120.2 ? C14 C15 C16 . . 120.0(9) ? C14 C15 H15 . . 120.0 ? C16 C15 H15 . . 120.0 ? C17 C16 C15 . . 118.5(10) ? C17 C16 H16 . . 120.7 ? C15 C16 H16 . . 120.7 ? C12 C17 C16 . . 121.2(9) ? C12 C17 H17 . . 119.4 ? C16 C17 H17 . . 119.4 ? N3 C18 N4 . . 106.1(6) ? N3 C18 Au1 . . 127.5(5) ? N4 C18 Au1 . . 126.4(6) ? C20 C19 N3 . . 107.2(7) ? C20 C19 H19 . . 126.4 ? N3 C19 H19 . . 126.4 ? C19 C20 N4 . . 106.8(7) ? C19 C20 H20 . . 126.6 ? N4 C20 H20 . . 126.6 ? N4 C21 C22 . . 112.7(7) ? N4 C21 H21A . . 109.1 ? C22 C21 H21A . . 109.1 ? N4 C21 H21B . . 109.1 ? C22 C21 H21B . . 109.1 ? H21A C21 H21B . . 107.8 ? C23 C22 C27 . . 118.1(8) ? C23 C22 C21 . . 120.6(7) ? C27 C22 C21 . . 121.2(8) ? C24 C23 C22 . . 121.1(8) ? C24 C23 H23 . . 119.4 ? C22 C23 H23 . . 119.4 ? C25 C24 C23 . . 120.6(8) ? C25 C24 H24 . . 119.7 ? C23 C24 H24 . . 119.7 ? C26 C25 C24 . . 118.4(9) ? C26 C25 H25 . . 120.8 ? C24 C25 H25 . . 120.8 ? C25 C26 C27 . . 121.8(8) ? C25 C26 H26 . . 119.1 ? C27 C26 H26 . . 119.1 ? C26 C27 C22 . . 120.0(8) ? C26 C27 H27 . . 120.0 ? C22 C27 H27 . . 120.0 ? N3 C28 C29 . . 113.0(7) ? N3 C28 H28A . . 109.0 ? C29 C28 H28A . . 109.0 ? N3 C28 H28B . . 109.0 ? C29 C28 H28B . . 109.0 ? H28A C28 H28B . . 107.8 ? C30 C29 C34 . . 119.5(9) ? C30 C29 C28 . . 121.2(9) ? C34 C29 C28 . . 119.2(8) ? C29 C30 C31 . . 120.5(11) ? C29 C30 H30 . . 119.8 ? C31 C30 H30 . . 119.8 ? C32 C31 C30 . . 120.4(12) ? C32 C31 H31 . . 119.8 ? C30 C31 H31 . . 119.8 ? C31 C32 C33 . . 120.7(11) ? C31 C32 H32 . . 119.7 ? C33 C32 H32 . . 119.7 ? C32 C33 C34 . . 120.2(12) ? C32 C33 H33 . . 119.9 ? C34 C33 H33 . . 119.9 ? C29 C34 C33 . . 118.8(11) ? C29 C34 H34 . . 120.6 ? C33 C34 H34 . . 120.6 ? # Attachment 'web_deposit_cif_file_2_UweMonkowius_1308222473.SuppInfo_NO3.cif' data_III _database_code_depnum_ccdc_archive 'CCDC 830165' #TrackingRef 'web_deposit_cif_file_2_UweMonkowius_1308222473.SuppInfo_NO3.cif' _audit_creation_method 'APEX2 v2010.1-2' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 Au N5 O3' _chemical_formula_iupac ? _chemical_formula_weight 755.61 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_operation_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 15.1417(14) _cell_length_b 11.1604(10) _cell_length_c 18.1484(17) _cell_angle_alpha 90 _cell_angle_beta 92.617(3) _cell_angle_gamma 90 _cell_volume 3063.7(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 200.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.42 _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 4.845 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.13 _exptl_absorpt_correction_T_max 0.24 _exptl_special_details ; ; _diffrn_ambient_temperature 200.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19332 _diffrn_reflns_av_R_equivalents 0.0512 _diffrn_reflns_av_sigmaI/netI 0.0513 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25.04 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _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. ; _reflns_number_total 5405 _reflns_number_gt 4114 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_gt 0.0650 _refine_ls_wR_factor_ref 0.0719 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.031 _refine_ls_number_reflns 5405 _refine_ls_number_parameters 411 _refine_ls_number_restraints 32 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0303P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.816 _refine_diff_density_min -0.504 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au Au1 0.043597(13) 0.468891(17) 0.264184(11) 0.03754(8) Uani d . 1.0 A 1 C C15 -0.2118(5) 0.3775(8) 0.4779(4) 0.090(3) Uani d . 1.0 A 1 H H15 -0.2219 0.3842 0.5291 0.108 Uiso calc R 1.0 A 1 C C27 0.2555(3) 0.5894(5) 0.2663(3) 0.0456(13) Uani d . 1.0 A 1 H H00A 0.2087 0.5978 0.2268 0.055 Uiso calc R 1.0 A 1 H H00B 0.3129 0.5825 0.2427 0.055 Uiso calc R 1.0 A 1 C C24 0.0703(4) 0.1394(7) 0.5748(4) 0.079(2) Uani d . 1.0 A 1 H H01 0.0645 0.0659 0.6006 0.095 Uiso calc R 1.0 A 1 C C14 -0.1501(5) 0.3002(7) 0.4541(4) 0.084(2) Uani d . 1.0 A 1 H H14 -0.1171 0.2519 0.4886 0.101 Uiso calc R 1.0 A 1 C C33 0.1804(3) 0.7657(5) 0.3235(3) 0.0525(15) Uani d . 1.0 A 1 H H04 0.127 0.7431 0.2976 0.063 Uiso calc R 1.0 A 1 C C6 0.0527(3) 0.6232(4) 0.0572(3) 0.0462(14) Uani d . 1.0 A 1 H H05 0.0611 0.5521 0.0855 0.055 Uiso calc R 1.0 A 1 N N3 0.1785(3) 0.3326(4) 0.3609(2) 0.0430(11) Uani d . 1.0 A 1 C C29 0.3339(4) 0.7348(5) 0.3526(3) 0.0542(15) Uani d . 1.0 A 1 H H08 0.3873 0.6924 0.3459 0.065 Uiso calc R 1.0 A 1 C C30 0.3336(4) 0.8309(5) 0.3999(3) 0.0584(16) Uani d . 1.0 A 1 H H0GO 0.3859 0.8519 0.4278 0.07 Uiso calc R 1.0 A 1 C C7 0.0858(4) 0.6296(5) -0.0119(3) 0.0561(16) Uani d . 1.0 A 1 H H0NV 0.1163 0.5628 -0.031 0.067 Uiso calc R 1.0 A 1 C C3 -0.1748(3) 0.6182(5) 0.1446(3) 0.0559(16) Uani d . 1.0 A 1 H H0IM -0.2016 0.6785 0.1141 0.067 Uiso calc R 1.0 A 1 C C21 0.1121(4) 0.2430(4) 0.3823(3) 0.0523(15) Uani d . 1.0 A 1 H H21A 0.1325 0.1621 0.3686 0.063 Uiso calc R 1.0 A 1 H H21B 0.0556 0.2588 0.3544 0.063 Uiso calc R 1.0 A 1 C C26 0.0862(4) 0.3518(6) 0.5003(4) 0.0670(19) Uani d . 1.0 A 1 H H1EL 0.0906 0.4255 0.4745 0.08 Uiso calc R 1.0 A 1 C C10 -0.0036(3) 0.8199(5) 0.0426(3) 0.0503(14) Uani d . 1.0 A 1 H H1UB -0.035 0.8864 0.0611 0.06 Uiso calc R 1.0 A 1 C C31 0.2578(4) 0.8967(5) 0.4071(3) 0.0594(16) Uani d . 1.0 A 1 H H1GQ 0.2588 0.9652 0.4382 0.071 Uiso calc R 1.0 A 1 C C1 -0.0712(3) 0.5171(5) 0.2131(3) 0.0416(13) Uani d . 1.0 A 1 C C19 0.3048(4) 0.4217(5) 0.3513(3) 0.0509(14) Uani d . 1.0 A 1 H H2IM 0.3655 0.4433 0.3562 0.061 Uiso calc R 1.0 A 1 C C2UC 0.0617(4) 0.2454(9) 0.6113(4) 0.088(3) Uani d . 1.0 A 1 H H2UC 0.05 0.2454 0.6623 0.106 Uiso calc R 1.0 A 1 C C25 0.0700(4) 0.3525(7) 0.5742(4) 0.091(3) Uani d . 1.0 A 1 H H4OJ 0.0646 0.4263 0.5997 0.109 Uiso calc R 1.0 A 1 C C4 -0.0248(3) 0.7136(4) 0.1622(3) 0.0468(13) Uani d . 1.0 A 1 H H5C1 0.0263 0.7026 0.1975 0.056 Uiso calc R 1.0 A 1 H H5C2 -0.0527 0.7913 0.1733 0.056 Uiso calc R 1.0 A 1 C C13 -0.1353(4) 0.2917(6) 0.3807(4) 0.0684(19) Uani d . 1.0 A 1 H H5FV -0.0916 0.2375 0.3651 0.082 Uiso calc R 1.0 A 1 C C32 0.1809(4) 0.8643(5) 0.3697(3) 0.0584(16) Uani d . 1.0 A 1 H H5JV 0.1284 0.9092 0.3754 0.07 Uiso calc R 1.0 A 1 C C11 -0.1659(4) 0.3432(5) 0.2471(3) 0.0630(17) Uani d . 1.0 A 1 H H5F1 -0.1145 0.2895 0.242 0.076 Uiso calc R 1.0 A 1 H H5F2 -0.2181 0.3038 0.2229 0.076 Uiso calc R 1.0 A 1 C C12 -0.1818(4) 0.3594(6) 0.3280(3) 0.0590(17) Uani d . 1.0 A 1 C C23 0.0873(4) 0.1382(5) 0.5013(3) 0.0590(16) Uani d . 1.0 A 1 H H7GA 0.0931 0.064 0.4764 0.071 Uiso calc R 1.0 A 1 C C2 -0.2132(4) 0.5185(6) 0.1679(4) 0.0668(18) Uani d . 1.0 A 1 H H7EF -0.2729 0.4947 0.1581 0.08 Uiso calc R 1.0 A 1 C C9 0.0296(4) 0.8264(5) -0.0259(4) 0.0634(17) Uani d . 1.0 A 1 H H8RK 0.0211 0.8969 -0.0547 0.076 Uiso calc R 1.0 A 1 C C20 0.2660(3) 0.3299(5) 0.3843(3) 0.0494(14) Uani d . 1.0 A 1 H H8AV 0.2936 0.2738 0.4173 0.059 Uiso calc R 1.0 A 1 C C8 0.0755(4) 0.7310(6) -0.0535(3) 0.0651(18) Uani d . 1.0 A 1 H H8GV 0.0997 0.7358 -0.1009 0.078 Uiso calc R 1.0 A 1 N N2 -0.0889(3) 0.6172(4) 0.1731(2) 0.0403(10) Uani d . 1.0 A 1 C C22 0.0961(3) 0.2449(5) 0.4632(3) 0.0432(13) Uani d . 1.0 A 1 N N1 -0.1492(3) 0.4566(4) 0.2088(2) 0.0417(11) Uani d . 1.0 A 1 C C18 0.1614(3) 0.4243(4) 0.3140(3) 0.0379(12) Uani d . 1.0 A 1 C C28 0.2564(3) 0.6991(4) 0.3142(3) 0.0433(13) Uani d . 1.0 A 1 C C5 0.0075(3) 0.7177(4) 0.0860(3) 0.0380(12) Uani d . 1.0 A 1 N N4 0.2396(3) 0.4795(4) 0.3087(2) 0.0404(10) Uani d . 1.0 A 1 C C17 -0.2452(4) 0.4386(6) 0.3518(4) 0.073(2) Uani d . 1.0 A 1 H H17 -0.2781 0.4868 0.3172 0.088 Uiso calc R 1.0 A 1 C C16 -0.2603(5) 0.4471(6) 0.4266(5) 0.081(2) Uani d . 1.0 A 1 H H16 -0.304 0.5007 0.443 0.097 Uiso calc R 1.0 A 1 N N5 0.9735(3) 0.0333(5) 0.2429(3) 0.0481(12) Uani d D 1.0 B 1 O O1 0.9069(8) -0.0077(19) 0.2645(7) 0.145(8) Uani d PD 0.523(15) B 1 O O2 0.9877(7) 0.0099(10) 0.1782(4) 0.073(4) Uani d PD 0.523(15) B 1 O O3 1.0168(11) 0.099(2) 0.2737(11) 0.265(15) Uani d PD 0.523(15) B 1 O O4 1.0374(6) -0.0150(14) 0.2674(8) 0.107(7) Uani d PD 0.477(15) B 2 O O5 0.9731(12) 0.073(2) 0.1837(7) 0.171(10) Uiso d PD 0.477(15) B 2 O O6 0.9221(12) 0.0736(12) 0.2836(9) 0.141(8) Uani d PD 0.477(15) B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Au1 0.04111(12) 0.04019(13) 0.03156(13) 0.00293(9) 0.00419(8) 0.00067(10) C15 0.087(6) 0.128(7) 0.056(5) -0.058(5) 0.020(5) 0.001(5) C27 0.045(3) 0.055(3) 0.038(3) -0.002(3) 0.011(3) 0.008(3) C24 0.080(5) 0.101(6) 0.057(5) -0.005(4) 0.017(4) 0.030(4) C14 0.077(5) 0.129(7) 0.049(5) -0.046(5) 0.011(4) 0.014(4) C33 0.046(3) 0.058(4) 0.053(4) -0.004(3) 0.000(3) 0.001(3) C6 0.052(3) 0.036(3) 0.050(4) 0.005(2) 0.005(3) 0.003(3) N3 0.049(3) 0.043(3) 0.039(3) 0.006(2) 0.011(2) 0.002(2) C29 0.046(3) 0.057(4) 0.060(4) -0.006(3) 0.011(3) 0.009(3) C30 0.053(4) 0.047(3) 0.074(5) -0.010(3) -0.011(3) 0.008(3) C7 0.054(4) 0.058(4) 0.057(4) -0.003(3) 0.010(3) -0.015(3) C3 0.041(3) 0.076(4) 0.051(4) 0.021(3) 0.010(3) 0.011(3) C21 0.068(4) 0.044(3) 0.045(4) -0.005(3) 0.007(3) 0.002(3) C26 0.075(4) 0.061(4) 0.068(5) -0.015(3) 0.028(4) -0.015(3) C10 0.055(3) 0.038(3) 0.058(4) 0.000(2) -0.007(3) 0.004(3) C31 0.081(4) 0.037(3) 0.060(4) -0.012(3) 0.000(3) -0.001(3) C1 0.036(3) 0.050(3) 0.038(3) -0.004(2) 0.007(2) -0.003(3) C19 0.044(3) 0.061(4) 0.048(4) 0.016(3) 0.005(3) 0.003(3) C2UC 0.066(5) 0.154(8) 0.047(5) -0.035(5) 0.020(4) -0.016(5) C25 0.087(5) 0.103(6) 0.085(6) -0.038(4) 0.033(5) -0.042(5) C4 0.061(4) 0.036(3) 0.044(4) -0.002(2) -0.001(3) -0.005(2) C13 0.057(4) 0.088(5) 0.062(5) -0.032(3) 0.015(4) 0.000(4) C32 0.064(4) 0.049(4) 0.063(4) 0.007(3) 0.005(3) -0.004(3) C11 0.071(4) 0.067(4) 0.052(4) -0.032(3) 0.014(3) 0.000(3) C12 0.059(4) 0.073(4) 0.046(4) -0.041(3) 0.009(3) 0.004(3) C23 0.070(4) 0.055(4) 0.053(4) 0.006(3) 0.015(3) 0.010(3) C2 0.033(3) 0.112(5) 0.056(4) 0.000(3) 0.005(3) 0.001(4) C9 0.078(4) 0.056(4) 0.055(4) -0.003(3) -0.004(3) 0.022(3) C20 0.049(3) 0.059(4) 0.040(4) 0.015(3) 0.002(3) 0.011(3) C8 0.078(5) 0.079(5) 0.039(4) -0.014(4) 0.014(3) -0.001(3) N2 0.039(2) 0.045(3) 0.037(3) 0.0059(19) 0.008(2) 0.001(2) C22 0.046(3) 0.047(3) 0.037(3) -0.002(2) 0.009(3) -0.002(3) N1 0.045(3) 0.052(3) 0.028(3) -0.003(2) 0.001(2) 0.003(2) C18 0.045(3) 0.042(3) 0.028(3) 0.006(2) 0.009(2) 0.001(2) C28 0.046(3) 0.047(3) 0.038(3) -0.004(2) 0.010(3) 0.018(3) C5 0.038(3) 0.035(3) 0.040(3) -0.002(2) -0.004(2) -0.003(2) N4 0.044(3) 0.043(2) 0.035(3) 0.005(2) 0.012(2) 0.003(2) C17 0.070(5) 0.083(5) 0.068(5) -0.025(4) 0.020(4) 0.001(4) C16 0.071(5) 0.097(6) 0.076(6) -0.034(4) 0.031(4) -0.014(4) N5 0.046(3) 0.063(3) 0.036(3) -0.002(3) 0.006(2) 0.004(3) O1 0.067(8) 0.29(2) 0.073(10) -0.036(11) 0.016(7) 0.049(11) O2 0.113(8) 0.074(7) 0.037(6) -0.024(5) 0.044(5) -0.016(4) O3 0.112(13) 0.33(3) 0.36(3) -0.083(15) 0.054(14) -0.30(2) O4 0.041(6) 0.147(13) 0.132(14) 0.017(6) 0.000(7) 0.071(10) O6 0.130(15) 0.097(10) 0.203(18) 0.023(9) 0.100(13) -0.030(11) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Au1 C1 . 2.005(6) ? Au1 C18 . 2.025(5) ? C15 C14 . 1.358(10) ? C15 C16 . 1.394(10) ? C15 H15 . 0.95 ? C27 N4 . 1.473(6) ? C27 C28 . 1.502(7) ? C27 H00A . 0.99 ? C27 H00B . 0.99 ? C24 C2UC . 1.364(9) ? C24 C23 . 1.370(8) ? C24 H01 . 0.95 ? C14 C13 . 1.364(8) ? C14 H14 . 0.95 ? C33 C32 . 1.384(7) ? C33 C28 . 1.386(7) ? C33 H04 . 0.95 ? C6 C5 . 1.374(6) ? C6 C7 . 1.374(7) ? C6 H05 . 0.95 ? N3 C18 . 1.349(6) ? N3 C20 . 1.374(6) ? N3 C21 . 1.482(6) ? C29 C30 . 1.375(8) ? C29 C28 . 1.395(7) ? C29 H08 . 0.95 ? C30 C31 . 1.373(7) ? C30 H0GO . 0.95 ? C7 C8 . 1.366(8) ? C7 H0NV . 0.95 ? C3 C2 . 1.333(8) ? C3 N2 . 1.378(6) ? C3 H0IM . 0.95 ? C21 C22 . 1.499(7) ? C21 H21A . 0.99 ? C21 H21B . 0.99 ? C26 C25 . 1.375(9) ? C26 C22 . 1.381(7) ? C26 H1EL . 0.95 ? C10 C9 . 1.365(8) ? C10 C5 . 1.392(7) ? C10 H1UB . 0.95 ? C31 C32 . 1.369(8) ? C31 H1GQ . 0.95 ? C1 N2 . 1.353(6) ? C1 N1 . 1.360(6) ? C19 C20 . 1.337(7) ? C19 N4 . 1.385(7) ? C19 H2IM . 0.95 ? C2UC C25 . 1.381(10) ? C2UC H2UC . 0.95 ? C25 H4OJ . 0.95 ? C4 N2 . 1.467(6) ? C4 C5 . 1.488(6) ? C4 H5C1 . 0.99 ? C4 H5C2 . 0.99 ? C13 C12 . 1.384(8) ? C13 H5FV . 0.95 ? C32 H5JV . 0.95 ? C11 N1 . 1.470(6) ? C11 C12 . 1.510(8) ? C11 H5F1 . 0.99 ? C11 H5F2 . 0.99 ? C12 C17 . 1.389(8) ? C23 C22 . 1.386(7) ? C23 H7GA . 0.95 ? C2 N1 . 1.380(7) ? C2 H7EF . 0.95 ? C9 C8 . 1.378(8) ? C9 H8RK . 0.95 ? C20 H8AV . 0.95 ? C8 H8GV . 0.95 ? C18 N4 . 1.341(6) ? C17 C16 . 1.390(9) ? C17 H17 . 0.95 ? C16 H16 . 0.95 ? N5 O3 . 1.115(9) ? N5 O1 . 1.189(9) ? N5 O2 . 1.233(7) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 Au1 C18 . . 178.19(19) ? C14 C15 C16 . . 119.3(7) ? C14 C15 H15 . . 120.3 ? C16 C15 H15 . . 120.3 ? N4 C27 C28 . . 112.0(4) ? N4 C27 H00A . . 109.2 ? C28 C27 H00A . . 109.2 ? N4 C27 H00B . . 109.2 ? C28 C27 H00B . . 109.2 ? H00A C27 H00B . . 107.9 ? C2UC C24 C23 . . 120.5(7) ? C2UC C24 H01 . . 119.8 ? C23 C24 H01 . . 119.8 ? C15 C14 C13 . . 120.0(8) ? C15 C14 H14 . . 120.0 ? C13 C14 H14 . . 120.0 ? C32 C33 C28 . . 121.2(6) ? C32 C33 H04 . . 119.4 ? C28 C33 H04 . . 119.4 ? C5 C6 C7 . . 121.1(5) ? C5 C6 H05 . . 119.4 ? C7 C6 H05 . . 119.4 ? C18 N3 C20 . . 111.4(4) ? C18 N3 C21 . . 124.4(5) ? C20 N3 C21 . . 124.1(4) ? C30 C29 C28 . . 120.5(5) ? C30 C29 H08 . . 119.7 ? C28 C29 H08 . . 119.7 ? C31 C30 C29 . . 120.2(6) ? C31 C30 H0GO . . 119.9 ? C29 C30 H0GO . . 119.9 ? C8 C7 C6 . . 120.7(5) ? C8 C7 H0NV . . 119.6 ? C6 C7 H0NV . . 119.6 ? C2 C3 N2 . . 107.0(5) ? C2 C3 H0IM . . 126.5 ? N2 C3 H0IM . . 126.5 ? N3 C21 C22 . . 112.9(4) ? N3 C21 H21A . . 109.0 ? C22 C21 H21A . . 109.0 ? N3 C21 H21B . . 109.0 ? C22 C21 H21B . . 109.0 ? H21A C21 H21B . . 107.8 ? C25 C26 C22 . . 120.5(6) ? C25 C26 H1EL . . 119.7 ? C22 C26 H1EL . . 119.7 ? C9 C10 C5 . . 121.2(5) ? C9 C10 H1UB . . 119.4 ? C5 C10 H1UB . . 119.4 ? C32 C31 C30 . . 120.5(6) ? C32 C31 H1GQ . . 119.8 ? C30 C31 H1GQ . . 119.8 ? N2 C1 N1 . . 103.2(5) ? N2 C1 Au1 . . 128.0(4) ? N1 C1 Au1 . . 128.7(4) ? C20 C19 N4 . . 106.9(5) ? C20 C19 H2IM . . 126.6 ? N4 C19 H2IM . . 126.6 ? C24 C2UC C25 . . 120.1(7) ? C24 C2UC H2UC . . 120.0 ? C25 C2UC H2UC . . 120.0 ? C26 C25 C2UC . . 119.7(7) ? C26 C25 H4OJ . . 120.2 ? C2UC C25 H4OJ . . 120.2 ? N2 C4 C5 . . 113.3(4) ? N2 C4 H5C1 . . 108.9 ? C5 C4 H5C1 . . 108.9 ? N2 C4 H5C2 . . 108.9 ? C5 C4 H5C2 . . 108.9 ? H5C1 C4 H5C2 . . 107.7 ? C14 C13 C12 . . 122.4(7) ? C14 C13 H5FV . . 118.8 ? C12 C13 H5FV . . 118.8 ? C31 C32 C33 . . 119.5(5) ? C31 C32 H5JV . . 120.3 ? C33 C32 H5JV . . 120.3 ? N1 C11 C12 . . 113.3(5) ? N1 C11 H5F1 . . 108.9 ? C12 C11 H5F1 . . 108.9 ? N1 C11 H5F2 . . 108.9 ? C12 C11 H5F2 . . 108.9 ? H5F1 C11 H5F2 . . 107.7 ? C13 C12 C17 . . 118.0(6) ? C13 C12 C11 . . 120.5(6) ? C17 C12 C11 . . 121.4(7) ? C24 C23 C22 . . 120.2(6) ? C24 C23 H7GA . . 119.9 ? C22 C23 H7GA . . 119.9 ? C3 C2 N1 . . 106.4(5) ? C3 C2 H7EF . . 126.8 ? N1 C2 H7EF . . 126.8 ? C10 C9 C8 . . 120.3(6) ? C10 C9 H8RK . . 119.9 ? C8 C9 H8RK . . 119.9 ? C19 C20 N3 . . 106.4(5) ? C19 C20 H8AV . . 126.8 ? N3 C20 H8AV . . 126.8 ? C7 C8 C9 . . 119.0(6) ? C7 C8 H8GV . . 120.5 ? C9 C8 H8GV . . 120.5 ? C1 N2 C3 . . 111.6(4) ? C1 N2 C4 . . 124.1(4) ? C3 N2 C4 . . 124.2(5) ? C26 C22 C23 . . 119.0(5) ? C26 C22 C21 . . 121.0(5) ? C23 C22 C21 . . 120.0(5) ? C1 N1 C2 . . 111.7(5) ? C1 N1 C11 . . 124.6(5) ? C2 N1 C11 . . 123.6(5) ? N4 C18 N3 . . 104.5(4) ? N4 C18 Au1 . . 128.1(4) ? N3 C18 Au1 . . 127.4(4) ? C33 C28 C29 . . 118.1(5) ? C33 C28 C27 . . 121.4(5) ? C29 C28 C27 . . 120.4(5) ? C6 C5 C10 . . 117.6(5) ? C6 C5 C4 . . 121.4(5) ? C10 C5 C4 . . 120.9(5) ? C18 N4 C19 . . 110.8(4) ? C18 N4 C27 . . 125.8(4) ? C19 N4 C27 . . 123.3(4) ? C12 C17 C16 . . 119.6(7) ? C12 C17 H17 . . 120.2 ? C16 C17 H17 . . 120.2 ? C17 C16 C15 . . 120.6(7) ? C17 C16 H16 . . 119.7 ? C15 C16 H16 . . 119.7 ? O3 N5 O1 . . 125.2(11) ? O3 N5 O2 . . 119.5(9) ? O1 N5 O2 . . 114.8(9) ? # Attachment 'web_deposit_cif_file_3_UweMonkowius_1308222473.SuppInfo_SPh.cif' data_IV _database_code_depnum_ccdc_archive 'CCDC 830166' #TrackingRef 'web_deposit_cif_file_3_UweMonkowius_1308222473.SuppInfo_SPh.cif' _audit_creation_method 'APEX2 v2010.1-2' _vrf_RINTA01_I ; PROBLEM: The value of Rint is greater than 0.25 RESPONSE: The quality of all measured crystals were low and the crystals were diffracting weakly. Therefore, the data are of low quality as is the structure itself. Due to the low quality, we present this structure only for illustrative reasons in the Supp. Info. ; _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H21 Au N2 S' _chemical_formula_iupac ? _chemical_formula_weight 554.44 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1925(5) _cell_length_b 9.3756(6) _cell_length_c 13.6642(8) _cell_angle_alpha 73.838(2) _cell_angle_beta 81.532(2) _cell_angle_gamma 82.739(2) _cell_volume 993.04(11) _cell_formula_units_Z 2 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 205.(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.47 _exptl_crystal_density_diffrn 1.854 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 7.522 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_absorpt_correction_T_min 0.08 _exptl_absorpt_correction_T_max 0.13 _exptl_special_details ; ; _diffrn_ambient_temperature 205.(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed MicroFocus tube' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'SMART X2S' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9760 _diffrn_reflns_av_R_equivalents 0.3302 _diffrn_reflns_av_sigmaI/netI 0.2161 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measured_fraction_theta_full 0.989 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _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. ; _reflns_number_total 3463 _reflns_number_gt 3001 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0861 _refine_ls_R_factor_gt 0.0811 _refine_ls_wR_factor_gt 0.2030 _refine_ls_wR_factor_ref 0.2068 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_number_reflns 3463 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0786P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 4.342 _refine_diff_density_min -3.089 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0069(19) 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' S S 0.1246 0.1234 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C18 0.6330(14) 1.2823(14) 0.2143(9) 0.025(3) Uani d . 1 . . C C23 0.7274(17) 1.1586(16) 0.2681(11) 0.035(3) Uiso d . 1 . . H H2 0.6905 1.0627 0.2855 0.042 Uiso calc R 1 . . C C22 0.876(2) 1.181(2) 0.2952(14) 0.049(5) Uani d . 1 . . H H3 0.9453 1.0971 0.3257 0.058 Uiso calc R 1 . . C C21 0.9256(18) 1.3185(18) 0.2794(14) 0.040(4) Uani d . 1 . . H H4 1.0229 1.3307 0.3039 0.048 Uiso calc R 1 . . C C20 0.8314(18) 1.4413(17) 0.2266(11) 0.039(3) Uiso d . 1 . . H H5 0.8667 1.5373 0.2127 0.047 Uiso calc R 1 . . C C19 0.6841(16) 1.4222(14) 0.1942(10) 0.031(3) Uiso d . 1 . . H H6 0.6198 1.5053 0.1585 0.037 Uiso calc R 1 . . C C15 0.8937(19) 0.7624(17) 0.4673(12) 0.040(3) Uiso d . 1 . . H H13 1.0068 0.7602 0.4734 0.048 Uiso calc R 1 . . C C16 0.8419(17) 0.7069(18) 0.3910(13) 0.040(4) Uani d . 1 . . H H12 0.9212 0.671 0.3444 0.048 Uiso calc R 1 . . C C17 0.6764(16) 0.7059(16) 0.3856(11) 0.034(3) Uani d . 1 . . H H11 0.6435 0.667 0.3359 0.041 Uiso calc R 1 . . C C12 0.5558(15) 0.7612(13) 0.4521(10) 0.025(3) Uani d . 1 . . C C13 0.6066(17) 0.8175(14) 0.5267(11) 0.032(3) Uani d . 1 . . H H15 0.5265 0.8537 0.5728 0.039 Uiso calc R 1 . . C C14 0.7723(18) 0.8203(16) 0.5332(13) 0.040(4) Uani d . 1 . . H H14 0.8043 0.8613 0.5821 0.048 Uiso calc R 1 . . C C5 0.0995(16) 0.7870(15) 0.0803(11) 0.032(3) Uani d . 1 . . C C10 0.0568(15) 0.7161(15) 0.0117(10) 0.029(3) Uani d . 1 . . H H25 0.1393 0.6605 -0.0213 0.035 Uiso calc R 1 . . C C9 -0.1030(19) 0.7266(18) -0.0080(12) 0.044(4) Uani d . 1 . . H H24 -0.1292 0.6769 -0.0539 0.052 Uiso calc R 1 . . C C8 -0.2270(17) 0.8083(18) 0.0377(12) 0.042(4) Uani d . 1 . . H H23 -0.337 0.8155 0.0234 0.05 Uiso calc R 1 . . C C7 -0.1866(18) 0.8768(19) 0.1027(13) 0.045(4) Uani d . 1 . . H H22 -0.2712 0.93 0.1361 0.055 Uiso calc R 1 . . C C6 -0.0228(16) 0.8732(16) 0.1237(11) 0.032(3) Uani d . 1 . . H H21 0.0025 0.9284 0.1665 0.038 Uiso calc R 1 . . C C1 0.327(2) 0.8161(19) 0.2693(13) 0.036(4) Uani d . 1 . . N N1 0.3318(13) 0.7191(12) 0.3630(9) 0.033(3) Uani d . 1 . . C C2 0.2967(15) 0.5789(14) 0.3627(11) 0.033(3) Uani d . 1 . . H H16 0.288 0.4958 0.4199 0.04 Uiso calc R 1 . . C C3 0.2771(17) 0.5825(15) 0.2661(12) 0.037(4) Uani d . 1 . . H H17 0.256 0.5023 0.2424 0.044 Uiso calc R 1 . . N N2 0.2942(12) 0.7260(12) 0.2093(9) 0.029(3) Uani d . 1 . . Au Au1 0.38288(5) 1.02626(4) 0.22130(3) 0.0262(3) Uani d . 1 . . S S1 0.4472(5) 1.2694(4) 0.1643(3) 0.0341(9) Uani d . 1 . . C C11 0.3706(14) 0.7626(14) 0.4497(9) 0.024(2) Uiso d . 1 . . H H9A 0.3238 0.6945 0.5131 0.029 Uiso calc R 1 . . H H9B 0.3181 0.8631 0.4476 0.029 Uiso calc R 1 . . C C4 0.2793(14) 0.7787(15) 0.0976(11) 0.030(3) Uani d . 1 . . H H19A 0.3464 0.7099 0.0621 0.036 Uiso calc R 1 . . H H19B 0.3206 0.8774 0.0696 0.036 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C18 0.017(6) 0.034(7) 0.028(7) -0.007(5) 0.002(5) -0.015(6) C22 0.049(11) 0.051(11) 0.043(11) -0.002(9) -0.009(8) -0.008(8) C21 0.026(7) 0.042(9) 0.061(11) -0.016(6) -0.004(7) -0.023(8) C16 0.017(7) 0.054(10) 0.049(10) 0.005(7) -0.006(6) -0.017(8) C17 0.024(7) 0.047(9) 0.039(8) 0.003(6) -0.001(6) -0.026(7) C12 0.022(6) 0.018(6) 0.034(8) -0.006(5) -0.008(5) 0.000(5) C13 0.034(7) 0.028(7) 0.031(8) 0.010(6) -0.008(6) -0.006(6) C14 0.034(8) 0.033(8) 0.063(11) -0.010(6) -0.019(7) -0.019(7) C5 0.024(7) 0.035(8) 0.039(9) -0.007(6) -0.010(6) -0.008(6) C10 0.023(6) 0.040(8) 0.032(8) -0.008(6) 0.003(6) -0.023(6) C9 0.045(9) 0.054(10) 0.043(10) -0.016(7) -0.016(7) -0.019(8) C8 0.020(7) 0.055(10) 0.045(9) 0.006(6) -0.012(6) -0.003(7) C7 0.020(7) 0.047(9) 0.061(11) -0.005(6) -0.005(7) 0.000(8) C6 0.020(6) 0.044(8) 0.041(9) 0.003(6) -0.006(6) -0.031(7) C1 0.042(9) 0.041(9) 0.024(8) 0.002(7) -0.013(7) -0.007(6) N1 0.020(5) 0.030(6) 0.050(8) -0.004(4) -0.015(5) -0.006(5) C2 0.023(7) 0.019(6) 0.055(10) 0.002(5) -0.009(6) -0.004(6) C3 0.027(7) 0.026(7) 0.063(11) 0.003(6) -0.017(7) -0.018(7) N2 0.012(5) 0.028(6) 0.051(8) -0.002(4) -0.006(5) -0.016(5) Au1 0.0186(4) 0.0222(4) 0.0423(5) -0.0060(2) -0.0081(3) -0.0117(3) S1 0.034(2) 0.0227(17) 0.050(2) -0.0084(15) -0.0176(17) -0.0082(16) C4 0.014(6) 0.031(7) 0.047(9) -0.003(5) 0.007(5) -0.021(6) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C18 C19 . 1.369(18) ? C18 C23 . 1.397(17) ? C18 S1 . 1.788(11) ? C23 C22 . 1.38(2) ? C23 H2 . 0.94 ? C22 C21 . 1.35(3) ? C22 H3 . 0.94 ? C21 C20 . 1.39(2) ? C21 H4 . 0.94 ? C20 C19 . 1.393(18) ? C20 H5 . 0.94 ? C19 H6 . 0.94 ? C15 C14 . 1.40(2) ? C15 C16 . 1.42(2) ? C15 H13 . 0.94 ? C16 C17 . 1.370(18) ? C16 H12 . 0.94 ? C17 C12 . 1.392(19) ? C17 H11 . 0.94 ? C12 C13 . 1.404(17) ? C12 C11 . 1.520(16) ? C13 C14 . 1.378(19) ? C13 H15 . 0.94 ? C14 H14 . 0.94 ? C5 C6 . 1.377(18) ? C5 C10 . 1.395(17) ? C5 C4 . 1.515(16) ? C10 C9 . 1.362(18) ? C10 H25 . 0.94 ? C9 C8 . 1.37(2) ? C9 H24 . 0.94 ? C8 C7 . 1.33(2) ? C8 H23 . 0.94 ? C7 C6 . 1.407(18) ? C7 H22 . 0.94 ? C6 H21 . 0.94 ? C1 N1 . 1.35(2) ? C1 N2 . 1.402(18) ? C1 Au1 . 1.987(19) ? N1 C2 . 1.382(16) ? N1 C11 . 1.444(15) ? C2 C3 . 1.34(2) ? C2 H16 . 0.94 ? C3 N2 . 1.367(19) ? C3 H17 . 0.94 ? N2 C4 . 1.485(18) ? Au1 S1 . 2.297(4) ? C11 H9A . 0.98 ? C11 H9B . 0.98 ? C4 H19A . 0.98 ? C4 H19B . 0.98 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C19 C18 C23 . . 120.2(11) ? C19 C18 S1 . . 116.4(9) ? C23 C18 S1 . . 123.4(10) ? C22 C23 C18 . . 118.3(14) ? C22 C23 H2 . . 120.8 ? C18 C23 H2 . . 120.8 ? C21 C22 C23 . . 122.2(16) ? C21 C22 H3 . . 118.9 ? C23 C22 H3 . . 118.9 ? C22 C21 C20 . . 119.3(14) ? C22 C21 H4 . . 120.4 ? C20 C21 H4 . . 120.4 ? C21 C20 C19 . . 119.8(14) ? C21 C20 H5 . . 120.1 ? C19 C20 H5 . . 120.1 ? C18 C19 C20 . . 120.0(12) ? C18 C19 H6 . . 120.0 ? C20 C19 H6 . . 120.0 ? C14 C15 C16 . . 118.6(13) ? C14 C15 H13 . . 120.7 ? C16 C15 H13 . . 120.7 ? C17 C16 C15 . . 119.9(14) ? C17 C16 H12 . . 120.0 ? C15 C16 H12 . . 120.0 ? C16 C17 C12 . . 121.5(12) ? C16 C17 H11 . . 119.2 ? C12 C17 H11 . . 119.2 ? C17 C12 C13 . . 118.6(11) ? C17 C12 C11 . . 123.8(11) ? C13 C12 C11 . . 117.6(12) ? C14 C13 C12 . . 120.8(14) ? C14 C13 H15 . . 119.6 ? C12 C13 H15 . . 119.6 ? C13 C14 C15 . . 120.5(13) ? C13 C14 H14 . . 119.8 ? C15 C14 H14 . . 119.8 ? C6 C5 C10 . . 118.2(11) ? C6 C5 C4 . . 122.0(11) ? C10 C5 C4 . . 119.6(12) ? C9 C10 C5 . . 120.7(13) ? C9 C10 H25 . . 119.7 ? C5 C10 H25 . . 119.7 ? C10 C9 C8 . . 121.5(13) ? C10 C9 H24 . . 119.3 ? C8 C9 H24 . . 119.3 ? C7 C8 C9 . . 118.0(12) ? C7 C8 H23 . . 121.0 ? C9 C8 H23 . . 121.0 ? C8 C7 C6 . . 122.9(15) ? C8 C7 H22 . . 118.6 ? C6 C7 H22 . . 118.6 ? C5 C6 C7 . . 118.6(12) ? C5 C6 H21 . . 120.7 ? C7 C6 H21 . . 120.7 ? N1 C1 N2 . . 102.7(14) ? N1 C1 Au1 . . 129.4(10) ? N2 C1 Au1 . . 127.4(12) ? C1 N1 C2 . . 111.4(12) ? C1 N1 C11 . . 122.2(12) ? C2 N1 C11 . . 126.4(12) ? C3 C2 N1 . . 108.0(13) ? C3 C2 H16 . . 126.0 ? N1 C2 H16 . . 126.0 ? C2 C3 N2 . . 106.1(12) ? C2 C3 H17 . . 126.9 ? N2 C3 H17 . . 126.9 ? C3 N2 C1 . . 111.7(12) ? C3 N2 C4 . . 123.7(10) ? C1 N2 C4 . . 124.6(12) ? C1 Au1 S1 . . 179.5(4) ? C18 S1 Au1 . . 108.1(4) ? N1 C11 C12 . . 113.0(10) ? N1 C11 H9A . . 109.0 ? C12 C11 H9A . . 109.0 ? N1 C11 H9B . . 109.0 ? C12 C11 H9B . . 109.0 ? H9A C11 H9B . . 107.8 ? N2 C4 C5 . . 109.6(11) ? N2 C4 H19A . . 109.8 ? C5 C4 H19A . . 109.8 ? N2 C4 H19B . . 109.8 ? C5 C4 H19B . . 109.8 ? H19A C4 H19B . . 108.2 ? # experimental section ###################################################### data_complex2a _database_code_depnum_ccdc_archive 'CCDC 830315' #TrackingRef 'complex2a.CIF' _chemical_name_common ? _chemical_melting_point 'not determined' _chemical_formula_moiety ? _chemical_formula_sum 'C11 H12 Ag Br N2' _chemical_formula_weight 360.01 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 '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 6.4450(13) _cell_length_b 8.6500(17) _cell_length_c 11.772(2) _cell_angle_alpha 69.05(3) _cell_angle_beta 85.31(3) _cell_angle_gamma 69.63(3) _cell_volume 573.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5493 _cell_measurement_theta_min 4.076 _cell_measurement_theta_max 36.319 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.083 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 348 _exptl_absorpt_coefficient_mu 5.204 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6516 _exptl_absorpt_correction_T_max 0.7453 _exptl_absorpt_process_details 'Otwinowski and Minor (1997)' _exptl_special_details ; Single-crystal X-ray intensity data were collected at 150K on a Nonius Kappa diffractometer with CCD-area detector, using xxx frames with omega-increments of 2 degrees and a counting time of xx seconds per frame. The crystal-to-detector-distance was 30mm. The whole ewald sphere was measured. The reflection data were processed with the Nonius program suite DENZO-SMN and corrected for Lorentz, polarisation, background and absorption effects (Otwinowski and Minor, 1997). The crystal structure was determined by Direct methods (SHELXS-97, Sheldrick, 1997) and subsequent Fourier and difference Fourier syntheses, followed by full-matrix least-squares refinements on F^2^ (SHELXL-97, Sheldrick, 1997). All hydrogen atoms were refined freely. Using anisotropic treatment of the non-H atoms and unrestrained isotropic treatment of the H atoms, the refinement converged at an R-value of 0.04. ; _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 'Nonius KappaCCD diffractometer' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 0.1 _diffrn_standards_number none _diffrn_reflns_number 5534 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.52 _diffrn_reflns_theta_max 36.31 _reflns_number_total 5534 _reflns_number_gt 5038 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 2003)' _computing_cell_refinement COLLECT _computing_data_reduction COLLECT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Bergerhoff et al.,1996)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0963P)^2^+0.1012P] 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 SHELXL _refine_ls_extinction_coef 0.016(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5534 _refine_ls_number_parameters 188 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1259 _refine_ls_wR_factor_gt 0.1217 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 Ag2 Ag 0.5000 0.0000 0.5000 0.03367(9) Uani 1 2 d S . . Br1 Br 0.48043(4) 0.15647(3) 0.27937(2) 0.03004(8) Uani 1 1 d . . . Ag1 Ag 0.0000 1.0000 0.5000 0.02024(7) Uani 1 2 d S . . C1 C 0.1305(3) 0.7532(2) 0.48099(17) 0.0192(3) Uani 1 1 d . . . N2 N 0.1788(3) 0.5958(2) 0.57340(14) 0.0188(2) Uani 1 1 d . . . C3 C 0.2594(3) 0.4570(3) 0.5310(2) 0.0224(3) Uani 1 1 d . . . H3 H 0.300(6) 0.358(6) 0.561(4) 0.031(9) Uiso 1 1 d . . . C4 C 0.2639(3) 0.5293(3) 0.4084(2) 0.0231(3) Uani 1 1 d . . . H4 H 0.305(6) 0.482(5) 0.351(4) 0.027(8) Uiso 1 1 d . . . N5 N 0.1831(3) 0.7109(2) 0.37923(16) 0.0217(3) Uani 1 1 d . . . C6 C 0.1460(4) 0.5782(3) 0.70090(18) 0.0252(3) Uani 1 1 d . . . H6A H 0.237(10) 0.633(8) 0.718(5) 0.066(15) Uiso 1 1 d . . . H6B H 0.007(10) 0.623(8) 0.700(5) 0.067(16) Uiso 1 1 d . . . H6C H 0.208(10) 0.456(9) 0.737(6) 0.078(18) Uiso 1 1 d . . . C7 C 0.1730(5) 0.8429(3) 0.2566(2) 0.0335(5) Uani 1 1 d . . . H7A H 0.073(7) 0.955(6) 0.256(4) 0.037(10) Uiso 1 1 d . . . H7B H 0.312(10) 0.854(8) 0.237(6) 0.063(15) Uiso 1 1 d . . . C8 C 0.0986(4) 0.7980(3) 0.15792(17) 0.0233(3) Uani 1 1 d . . . C9 C -0.1253(4) 0.8597(3) 0.1230(2) 0.0280(4) Uani 1 1 d . . . H9 H -0.228(6) 0.923(5) 0.161(4) 0.029(8) Uiso 1 1 d . . . C10 C -0.1932(4) 0.8214(3) 0.0298(2) 0.0303(4) Uani 1 1 d . . . H10 H -0.319(6) 0.846(5) 0.011(3) 0.028(8) Uiso 1 1 d . . . C11 C -0.0392(5) 0.7211(3) -0.0281(2) 0.0312(4) Uani 1 1 d . . . H11 H -0.084(9) 0.691(8) -0.100(5) 0.063(14) Uiso 1 1 d . . . C12 C 0.1836(4) 0.6595(3) 0.0061(2) 0.0331(4) Uani 1 1 d . . . H12 H 0.312(7) 0.580(6) -0.033(4) 0.046(11) Uiso 1 1 d . . . C13 C 0.2525(4) 0.6978(3) 0.0988(2) 0.0293(4) Uani 1 1 d . . . H13 H 0.406(6) 0.658(5) 0.126(4) 0.032(9) Uiso 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 Ag2 0.04249(15) 0.02664(13) 0.03123(13) -0.01501(10) 0.00086(9) -0.00591(10) Br1 0.03293(12) 0.02970(13) 0.03097(13) -0.01736(9) 0.00297(8) -0.00826(9) Ag1 0.02829(11) 0.01294(9) 0.02143(10) -0.00980(7) 0.00003(6) -0.00522(6) C1 0.0252(7) 0.0150(6) 0.0204(7) -0.0095(5) 0.0004(5) -0.0069(5) N2 0.0221(6) 0.0148(6) 0.0207(6) -0.0080(5) -0.0004(4) -0.0055(5) C3 0.0230(7) 0.0143(6) 0.0313(8) -0.0113(6) -0.0005(6) -0.0043(5) C4 0.0262(7) 0.0185(7) 0.0309(8) -0.0156(6) 0.0052(6) -0.0088(6) N5 0.0314(7) 0.0173(6) 0.0222(6) -0.0121(5) 0.0034(5) -0.0103(5) C6 0.0332(9) 0.0244(8) 0.0198(7) -0.0076(6) 0.0000(6) -0.0117(7) C7 0.0626(15) 0.0294(10) 0.0216(8) -0.0117(7) 0.0059(9) -0.0295(11) C8 0.0364(9) 0.0186(7) 0.0189(7) -0.0093(6) 0.0045(6) -0.0118(7) C9 0.0345(9) 0.0188(8) 0.0273(9) -0.0088(7) 0.0065(7) -0.0054(7) C10 0.0305(9) 0.0244(9) 0.0304(9) -0.0047(7) -0.0025(7) -0.0072(7) C11 0.0458(12) 0.0242(9) 0.0250(9) -0.0090(7) -0.0058(8) -0.0117(8) C12 0.0412(11) 0.0310(10) 0.0272(9) -0.0188(8) 0.0017(8) -0.0036(8) C13 0.0290(9) 0.0340(10) 0.0266(9) -0.0166(8) 0.0026(7) -0.0069(7) _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 Ag2 Br1 2.4524(9) . ? Ag2 Br1 2.4524(9) 2_656 ? Ag2 Ag1 3.2225(6) 1_645 ? Ag2 Ag1 3.2225(6) 1_545 ? Ag1 C1 2.0918(18) . ? Ag1 C1 2.0918(18) 2_576 ? Ag1 Ag2 3.2225(6) 1_465 ? Ag1 Ag2 3.2225(6) 1_565 ? C1 N2 1.355(2) . ? C1 N5 1.358(2) . ? N2 C3 1.383(2) . ? N2 C6 1.459(3) . ? C3 C4 1.355(3) . ? C3 H3 0.76(4) . ? C4 N5 1.390(3) . ? C4 H4 0.89(4) . ? N5 C7 1.476(3) . ? C6 H6A 0.95(6) . ? C6 H6B 0.84(6) . ? C6 H6C 0.93(7) . ? C7 C8 1.508(3) . ? C7 H7A 0.95(4) . ? C7 H7B 0.93(6) . ? C8 C13 1.392(3) . ? C8 C9 1.393(3) . ? C9 C10 1.394(3) . ? C9 H9 0.90(4) . ? C10 C11 1.383(4) . ? C10 H10 0.80(4) . ? C11 C12 1.384(4) . ? C11 H11 1.06(6) . ? C12 C13 1.392(3) . ? C12 H12 1.06(4) . ? C13 H13 0.97(4) . ? 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 Br1 Ag2 Br1 180.0 . 2_656 ? Br1 Ag2 Ag1 86.90(4) . 1_645 ? Br1 Ag2 Ag1 93.10(4) 2_656 1_645 ? Br1 Ag2 Ag1 93.10(4) . 1_545 ? Br1 Ag2 Ag1 86.90(4) 2_656 1_545 ? Ag1 Ag2 Ag1 180.0 1_645 1_545 ? C1 Ag1 C1 180.00(10) . 2_576 ? C1 Ag1 Ag2 92.17(6) . 1_465 ? C1 Ag1 Ag2 87.83(6) 2_576 1_465 ? C1 Ag1 Ag2 87.83(6) . 1_565 ? C1 Ag1 Ag2 92.17(6) 2_576 1_565 ? Ag2 Ag1 Ag2 180.0 1_465 1_565 ? N2 C1 N5 104.47(15) . . ? N2 C1 Ag1 125.43(13) . . ? N5 C1 Ag1 130.10(14) . . ? C1 N2 C3 111.48(16) . . ? C1 N2 C6 123.38(16) . . ? C3 N2 C6 125.13(17) . . ? C4 C3 N2 106.51(17) . . ? C4 C3 H3 119(3) . . ? N2 C3 H3 134(3) . . ? C3 C4 N5 106.58(17) . . ? C3 C4 H4 132(3) . . ? N5 C4 H4 121(3) . . ? C1 N5 C4 110.96(17) . . ? C1 N5 C7 123.28(17) . . ? C4 N5 C7 125.55(18) . . ? N2 C6 H6A 105(3) . . ? N2 C6 H6B 101(4) . . ? H6A C6 H6B 120(5) . . ? N2 C6 H6C 99(4) . . ? H6A C6 H6C 111(5) . . ? H6B C6 H6C 117(6) . . ? N5 C7 C8 113.07(17) . . ? N5 C7 H7A 109(3) . . ? C8 C7 H7A 109(3) . . ? N5 C7 H7B 111(4) . . ? C8 C7 H7B 107(4) . . ? H7A C7 H7B 108(4) . . ? C13 C8 C9 119.15(19) . . ? C13 C8 C7 120.6(2) . . ? C9 C8 C7 120.2(2) . . ? C8 C9 C10 120.1(2) . . ? C8 C9 H9 120(2) . . ? C10 C9 H9 119(2) . . ? C11 C10 C9 120.4(2) . . ? C11 C10 H10 116(3) . . ? C9 C10 H10 124(3) . . ? C10 C11 C12 119.8(2) . . ? C10 C11 H11 122(3) . . ? C12 C11 H11 118(3) . . ? C11 C12 C13 120.1(2) . . ? C11 C12 H12 124(2) . . ? C13 C12 H12 115(2) . . ? C8 C13 C12 120.5(2) . . ? C8 C13 H13 116(2) . . ? C12 C13 H13 123(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 36.31 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 5.481 _refine_diff_density_min -2.478 _refine_diff_density_rms 0.264