# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_address ; Department of chemistry Zhengzhou University Zhengzhou 450052 China ; _publ_contact_author_email niuyy@zzu.edu.cn _publ_contact_author_fax '86 371 67767627' _publ_contact_author_phone '86 371 67767627' _publ_contact_author_name 'Prof. Yun-Yin Niu' loop_ _publ_author_name 'Yong-Zhen Qiao' 'Wen-Zhen Fu' 'Jun-Ming Yue' 'Xiu-Cun Liu' 'Yunyin Niu' 'Hong-Wei Hou' # Attachment '1272.cif' data_1272 _database_code_depnum_ccdc_archive 'CCDC 623350' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Ag I3 N2' _chemical_formula_weight 674.82 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2313(10) _cell_length_b 10.2454(12) _cell_length_c 11.5573(14) _cell_angle_alpha 74.2800(10) _cell_angle_beta 74.2200(10) _cell_angle_gamma 70.0400(10) _cell_volume 864.33(18) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4883 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 28.20 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 6.510 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.1689 _exptl_absorpt_correction_T_max 0.4713 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6284 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0254 _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 _diffrn_reflns_theta_min 2.69 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3121 _reflns_number_gt 2875 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0204P)^2^+0.5070P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3121 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0225 _refine_ls_R_factor_gt 0.0200 _refine_ls_wR_factor_ref 0.0481 _refine_ls_wR_factor_gt 0.0468 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.52778(4) 0.12737(3) 0.33525(3) 0.04740(9) Uani 1 1 d . . . I1 I 0.84487(3) 0.11875(3) 0.15433(2) 0.04761(8) Uani 1 1 d . . . I2 I 0.46640(3) 0.17125(2) 0.58435(2) 0.03654(7) Uani 1 1 d . . . I3 I 0.25641(3) 0.31349(2) 0.21784(2) 0.04016(7) Uani 1 1 d . . . N1 N 0.0428(3) 0.8086(3) 0.4982(3) 0.0329(6) Uani 1 1 d . . . N2 N 0.4220(4) 0.1844(3) 0.9112(3) 0.0396(7) Uani 1 1 d . . . C1 C 0.0215(5) 0.7798(4) 0.3968(4) 0.0504(10) Uani 1 1 d . . . H1 H -0.0517 0.8487 0.3475 0.061 Uiso 1 1 calc R . . C2 C 0.1066(7) 0.6504(4) 0.3662(4) 0.0599(11) Uani 1 1 d . . . H2 H 0.0918 0.6313 0.2962 0.072 Uiso 1 1 calc R . . C3 C 0.2145(5) 0.5482(4) 0.4391(4) 0.0481(9) Uani 1 1 d . . . H3 H 0.2722 0.4594 0.4192 0.058 Uiso 1 1 calc R . . C4 C 0.2361(5) 0.5784(4) 0.5415(3) 0.0437(9) Uani 1 1 d . . . H4 H 0.3089 0.5103 0.5915 0.052 Uiso 1 1 calc R . . C5 C 0.1494(5) 0.7103(4) 0.5699(3) 0.0407(8) Uani 1 1 d . . . H5 H 0.1646 0.7314 0.6389 0.049 Uiso 1 1 calc R . . C6 C -0.0529(5) 0.9484(3) 0.5311(4) 0.0439(9) Uani 1 1 d . . . H6A H -0.0742 0.9392 0.6193 0.053 Uiso 1 1 calc R . . H6B H -0.1661 0.9836 0.5062 0.053 Uiso 1 1 calc R . . C7 C 0.2485(6) 0.2252(4) 0.9084(3) 0.0482(9) Uani 1 1 d . . . H7 H 0.1921 0.1567 0.9199 0.058 Uiso 1 1 calc R . . C8 C 0.1554(7) 0.3634(5) 0.8893(4) 0.0611(12) Uani 1 1 d . . . H8 H 0.0357 0.3890 0.8889 0.073 Uiso 1 1 calc R . . C9 C 0.2348(8) 0.4633(5) 0.8709(4) 0.0689(14) Uani 1 1 d . . . H9 H 0.1706 0.5585 0.8566 0.083 Uiso 1 1 calc R . . C10 C 0.4107(9) 0.4260(5) 0.8729(4) 0.0771(16) Uani 1 1 d . . . H10 H 0.4667 0.4953 0.8593 0.093 Uiso 1 1 calc R . . C11 C 0.5055(6) 0.2817(5) 0.8957(4) 0.0596(11) Uani 1 1 d . . . H11 H 0.6240 0.2541 0.9001 0.072 Uiso 1 1 calc R . . C12 C 0.5172(6) 0.0314(4) 0.9319(3) 0.0475(9) Uani 1 1 d . . . H12A H 0.6426 0.0178 0.9015 0.057 Uiso 1 1 calc R . . H12B H 0.4773 -0.0162 0.8878 0.057 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.04940(17) 0.04478(17) 0.04297(16) -0.00329(13) -0.01177(13) -0.00944(13) I1 0.05137(15) 0.04679(15) 0.04577(15) -0.01243(11) 0.00023(11) -0.02063(12) I2 0.04181(13) 0.02676(12) 0.03366(12) -0.00590(9) -0.00490(9) -0.00277(9) I3 0.04460(14) 0.03620(14) 0.03673(13) -0.00584(10) -0.01163(10) -0.00628(10) N1 0.0279(13) 0.0203(13) 0.0456(16) -0.0083(12) -0.0005(12) -0.0049(11) N2 0.0555(18) 0.0305(15) 0.0295(15) -0.0036(12) -0.0085(13) -0.0100(14) C1 0.052(2) 0.034(2) 0.066(3) -0.0024(18) -0.030(2) -0.0046(17) C2 0.084(3) 0.041(2) 0.064(3) -0.016(2) -0.034(2) -0.011(2) C3 0.062(2) 0.0257(18) 0.054(2) -0.0147(16) -0.0136(19) -0.0027(17) C4 0.049(2) 0.0283(18) 0.045(2) -0.0056(15) -0.0109(17) 0.0005(16) C5 0.048(2) 0.0286(18) 0.042(2) -0.0067(15) -0.0083(16) -0.0074(16) C6 0.0375(19) 0.0208(17) 0.062(2) -0.0149(16) 0.0072(17) -0.0020(14) C7 0.067(3) 0.041(2) 0.039(2) -0.0072(16) -0.0210(18) -0.0118(19) C8 0.079(3) 0.044(2) 0.053(3) -0.011(2) -0.026(2) 0.004(2) C9 0.105(4) 0.046(3) 0.042(2) -0.0037(19) -0.019(3) -0.005(3) C10 0.146(5) 0.049(3) 0.049(3) -0.003(2) -0.009(3) -0.057(3) C11 0.077(3) 0.063(3) 0.046(2) -0.004(2) -0.008(2) -0.037(2) C12 0.062(2) 0.034(2) 0.039(2) -0.0085(16) -0.0110(17) -0.0019(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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 I3 2.7938(4) . ? Ag1 I1 2.8577(5) . ? Ag1 I2 2.9156(5) . ? Ag1 I2 2.9342(5) 2_656 ? I2 Ag1 2.9342(5) 2_656 ? N1 C5 1.347(4) . ? N1 C1 1.351(5) . ? N1 C6 1.475(4) . ? N2 C11 1.342(5) . ? N2 C7 1.351(5) . ? N2 C12 1.480(5) . ? C1 C2 1.363(6) . ? C1 H1 0.9300 . ? C2 C3 1.374(6) . ? C2 H2 0.9300 . ? C3 C4 1.370(5) . ? C3 H3 0.9300 . ? C4 C5 1.378(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C6 1.507(7) 2_576 ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.350(6) . ? C7 H7 0.9300 . ? C8 C9 1.336(7) . ? C8 H8 0.9300 . ? C9 C10 1.370(8) . ? C9 H9 0.9300 . ? C10 C11 1.407(7) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C12 1.518(7) 2_657 ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? 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 I3 Ag1 I1 105.517(15) . . ? I3 Ag1 I2 110.350(13) . . ? I1 Ag1 I2 126.490(14) . . ? I3 Ag1 I2 117.735(13) . 2_656 ? I1 Ag1 I2 103.321(12) . 2_656 ? I2 Ag1 I2 93.704(11) . 2_656 ? Ag1 I2 Ag1 86.296(11) . 2_656 ? C5 N1 C1 120.4(3) . . ? C5 N1 C6 119.8(3) . . ? C1 N1 C6 119.8(3) . . ? C11 N2 C7 120.2(4) . . ? C11 N2 C12 120.9(4) . . ? C7 N2 C12 118.8(3) . . ? N1 C1 C2 120.5(3) . . ? N1 C1 H1 119.8 . . ? C2 C1 H1 119.8 . . ? C1 C2 C3 119.9(4) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 119.3(3) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 119.7(3) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 120.2(3) . . ? N1 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? N1 C6 C6 110.3(3) . 2_576 ? N1 C6 H6A 109.6 . . ? C6 C6 H6A 109.6 2_576 . ? N1 C6 H6B 109.6 . . ? C6 C6 H6B 109.6 2_576 . ? H6A C6 H6B 108.1 . . ? C8 C7 N2 121.4(4) . . ? C8 C7 H7 119.3 . . ? N2 C7 H7 119.3 . . ? C9 C8 C7 120.1(5) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 120.1(5) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 119.2(5) . . ? C9 C10 H10 120.4 . . ? C11 C10 H10 120.4 . . ? N2 C11 C10 118.9(5) . . ? N2 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? N2 C12 C12 109.5(4) . 2_657 ? N2 C12 H12A 109.8 . . ? C12 C12 H12A 109.8 2_657 . ? N2 C12 H12B 109.8 . . ? C12 C12 H12B 109.8 2_657 . ? H12A C12 H12B 108.2 . . ? 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 I3 Ag1 I2 Ag1 121.428(16) . . . 2_656 ? I1 Ag1 I2 Ag1 -109.576(17) . . . 2_656 ? I2 Ag1 I2 Ag1 0.0 2_656 . . 2_656 ? C5 N1 C1 C2 0.5(6) . . . . ? C6 N1 C1 C2 -178.9(4) . . . . ? N1 C1 C2 C3 0.2(7) . . . . ? C1 C2 C3 C4 -0.5(7) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C1 N1 C5 C4 -0.9(5) . . . . ? C6 N1 C5 C4 178.5(3) . . . . ? C3 C4 C5 N1 0.6(6) . . . . ? C5 N1 C6 C6 92.5(5) . . . 2_576 ? C1 N1 C6 C6 -88.1(5) . . . 2_576 ? C11 N2 C7 C8 0.5(6) . . . . ? C12 N2 C7 C8 -179.7(4) . . . . ? N2 C7 C8 C9 0.9(6) . . . . ? C7 C8 C9 C10 -0.8(7) . . . . ? C8 C9 C10 C11 -0.6(7) . . . . ? C7 N2 C11 C10 -2.0(6) . . . . ? C12 N2 C11 C10 178.3(4) . . . . ? C9 C10 C11 N2 2.1(7) . . . . ? C11 N2 C12 C12 98.7(5) . . . 2_657 ? C7 N2 C12 C12 -81.1(5) . . . 2_657 ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.620 _refine_diff_density_min -0.603 _refine_diff_density_rms 0.090 # Attachment 'PBCA.CIF' data_pbca _database_code_depnum_ccdc_archive 'CCDC 624135' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Ag I3 N2' _chemical_formula_weight 750.91 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.653(3) _cell_length_b 13.229(3) _cell_length_c 26.039(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4358.4(15) _cell_formula_units_Z 8 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 310 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25.1 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2768 _exptl_absorpt_coefficient_mu 5.178 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.4241 _exptl_absorpt_correction_T_max 0.5106 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 R-AXIS-IV _diffrn_measurement_method 'Oscillation frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11598 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3705 _reflns_number_gt 3129 _reflns_threshold_expression >2sigma(I) _computing_data_collection raxis _computing_cell_refinement raxis _computing_data_reduction raxis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics texsan _computing_publication_material texsan _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^)+(0.0263P)^2^+1.3361P] 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 0.00141(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3705 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0596 _refine_ls_wR_factor_gt 0.0553 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 1.07113(3) 0.56600(2) 0.079502(12) 0.05327(11) Uani 1 1 d . . . I2 I 0.93061(3) 0.68384(2) 0.237212(11) 0.05386(11) Uani 1 1 d . . . I3 I 0.99038(3) 0.91083(2) 0.095305(13) 0.05634(12) Uani 1 1 d . . . Ag1 Ag 0.98710(4) 0.72080(3) 0.137403(15) 0.06214(14) Uani 1 1 d . . . N1 N 1.3247(3) 0.6943(3) 0.53333(13) 0.0416(9) Uani 1 1 d . . . N2 N 1.1815(3) 0.9074(2) 0.28725(13) 0.0379(8) Uani 1 1 d . . . C1 C 1.2798(4) 0.6929(4) 0.57970(18) 0.0583(14) Uani 1 1 d . . . H1A H 1.2221 0.6511 0.5858 0.070 Uiso 1 1 calc R . . C2 C 1.3182(5) 0.7527(4) 0.6182(2) 0.0665(16) Uani 1 1 d . . . H2A H 1.2881 0.7500 0.6508 0.080 Uiso 1 1 calc R . . C3 C 1.4007(5) 0.8162(4) 0.6088(2) 0.0607(14) Uani 1 1 d . . . H3A H 1.4259 0.8586 0.6346 0.073 Uiso 1 1 calc R . . C4 C 1.4462(4) 0.8172(4) 0.5611(2) 0.0603(14) Uani 1 1 d . . . H4A H 1.5030 0.8595 0.5540 0.072 Uiso 1 1 calc R . . C5 C 1.4063(4) 0.7548(4) 0.5242(2) 0.0550(13) Uani 1 1 d . . . H5A H 1.4370 0.7546 0.4917 0.066 Uiso 1 1 calc R . . C6 C 1.2824(4) 0.6317(3) 0.49112(17) 0.0520(13) Uani 1 1 d . . . H6A H 1.2277 0.5876 0.5044 0.062 Uiso 1 1 calc R . . H6B H 1.3385 0.5896 0.4775 0.062 Uiso 1 1 calc R . . C7 C 1.2371(4) 0.6958(3) 0.44834(16) 0.0415(10) Uani 1 1 d . . . C8 C 1.1924(4) 0.7896(3) 0.45730(18) 0.0499(12) Uani 1 1 d . . . H8A H 1.1913 0.8153 0.4905 0.060 Uiso 1 1 calc R . . C9 C 1.1494(4) 0.8456(3) 0.41797(17) 0.0480(12) Uani 1 1 d . . . H9A H 1.1191 0.9082 0.4250 0.058 Uiso 1 1 calc R . . C10 C 1.1507(4) 0.8100(3) 0.36812(16) 0.0392(10) Uani 1 1 d . . . C11 C 1.1950(4) 0.7158(3) 0.35860(17) 0.0454(11) Uani 1 1 d . . . H11A H 1.1950 0.6897 0.3254 0.054 Uiso 1 1 calc R . . C12 C 1.2392(4) 0.6604(3) 0.39849(17) 0.0454(11) Uani 1 1 d . . . H12A H 1.2708 0.5984 0.3915 0.054 Uiso 1 1 calc R . . C13 C 1.1021(4) 0.8697(4) 0.32490(17) 0.0472(11) Uani 1 1 d . . . H13A H 1.0513 0.8273 0.3071 0.057 Uiso 1 1 calc R . . H13B H 1.0640 0.9268 0.3391 0.057 Uiso 1 1 calc R . . C14 C 1.2754(4) 0.9430(3) 0.30378(17) 0.0450(11) Uani 1 1 d . . . H14A H 1.2929 0.9382 0.3384 0.054 Uiso 1 1 calc R . . C15 C 1.3452(4) 0.9862(4) 0.27019(19) 0.0531(12) Uani 1 1 d . . . H15A H 1.4098 1.0107 0.2818 0.064 Uiso 1 1 calc R . . C16 C 1.3186(5) 0.9929(4) 0.2191(2) 0.0609(14) Uani 1 1 d . . . H16A H 1.3649 1.0226 0.1958 0.073 Uiso 1 1 calc R . . C17 C 1.2232(5) 0.9554(4) 0.20265(18) 0.0611(15) Uani 1 1 d . . . H17A H 1.2048 0.9590 0.1681 0.073 Uiso 1 1 calc R . . C18 C 1.1554(4) 0.9128(4) 0.23733(17) 0.0515(12) Uani 1 1 d . . . H18A H 1.0908 0.8873 0.2263 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0687(2) 0.04636(17) 0.04477(18) 0.00032(13) 0.00759(15) -0.00258(15) I2 0.0658(2) 0.05485(19) 0.04094(18) 0.00388(13) -0.00212(16) -0.00301(16) I3 0.0603(2) 0.04590(18) 0.0629(2) 0.00214(15) 0.00641(17) -0.00265(15) Ag1 0.0807(3) 0.0559(2) 0.0498(2) 0.00019(18) 0.0026(2) -0.0030(2) N1 0.047(2) 0.044(2) 0.034(2) 0.0036(16) -0.0019(17) 0.0026(17) N2 0.041(2) 0.0402(19) 0.0323(19) -0.0002(15) -0.0029(16) 0.0015(16) C1 0.060(4) 0.066(3) 0.049(3) 0.010(3) 0.007(3) -0.009(3) C2 0.086(5) 0.073(4) 0.040(3) 0.000(3) 0.016(3) 0.001(3) C3 0.072(4) 0.058(3) 0.051(3) -0.004(2) -0.015(3) 0.008(3) C4 0.050(3) 0.057(3) 0.074(4) -0.002(3) 0.000(3) -0.009(2) C5 0.049(3) 0.061(3) 0.055(3) 0.001(2) 0.011(2) -0.004(2) C6 0.068(4) 0.042(2) 0.045(3) 0.004(2) -0.005(2) -0.004(2) C7 0.046(3) 0.037(2) 0.042(3) -0.0022(19) 0.002(2) -0.003(2) C8 0.062(3) 0.049(3) 0.039(3) -0.009(2) -0.003(2) 0.005(2) C9 0.056(3) 0.040(2) 0.048(3) -0.008(2) 0.002(2) 0.008(2) C10 0.035(3) 0.043(2) 0.040(2) 0.0010(19) 0.002(2) -0.0040(19) C11 0.047(3) 0.052(3) 0.037(2) -0.009(2) 0.002(2) 0.002(2) C12 0.052(3) 0.036(2) 0.048(3) -0.011(2) 0.004(2) 0.001(2) C13 0.039(3) 0.059(3) 0.043(3) -0.001(2) -0.001(2) 0.001(2) C14 0.050(3) 0.045(2) 0.040(2) -0.001(2) -0.002(2) 0.003(2) C15 0.047(3) 0.052(3) 0.060(3) 0.007(2) 0.003(2) -0.004(2) C16 0.073(4) 0.054(3) 0.055(3) 0.011(2) 0.017(3) 0.007(3) C17 0.087(5) 0.062(3) 0.034(3) 0.001(2) 0.002(3) 0.011(3) C18 0.059(3) 0.054(3) 0.042(3) -0.009(2) -0.011(2) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Ag1 2.7562(6) . ? I2 Ag1 2.7394(7) . ? I3 Ag1 2.7428(7) . ? N1 C5 1.328(6) . ? N1 C1 1.334(6) . ? N1 C6 1.476(6) . ? N2 C18 1.343(6) . ? N2 C14 1.349(6) . ? N2 C13 1.490(6) . ? C1 C2 1.367(7) . ? C1 H1A 0.9300 . ? C2 C3 1.362(8) . ? C2 H2A 0.9300 . ? C3 C4 1.370(8) . ? C3 H3A 0.9300 . ? C4 C5 1.365(7) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 C7 1.513(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C12 1.380(6) . ? C7 C8 1.383(6) . ? C8 C9 1.377(6) . ? C8 H8A 0.9300 . ? C9 C10 1.381(6) . ? C9 H9A 0.9300 . ? C10 C11 1.389(6) . ? C10 C13 1.506(6) . ? C11 C12 1.389(6) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.367(6) . ? C14 H14A 0.9300 . ? C15 C16 1.376(7) . ? C15 H15A 0.9300 . ? C16 C17 1.374(7) . ? C16 H16A 0.9300 . ? C17 C18 1.367(7) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag I2 Ag1 I3 123.141(18) . . ? I2 Ag1 I1 119.143(19) . . ? I3 Ag1 I1 117.16(2) . . ? C5 N1 C1 120.1(4) . . ? C5 N1 C6 119.1(4) . . ? C1 N1 C6 120.8(4) . . ? C18 N2 C14 120.5(4) . . ? C18 N2 C13 119.2(4) . . ? C14 N2 C13 120.1(4) . . ? N1 C1 C2 120.3(5) . . ? N1 C1 H1A 119.8 . . ? C2 C1 H1A 119.8 . . ? C3 C2 C1 119.8(5) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? C2 C3 C4 119.4(5) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? C5 C4 C3 118.5(5) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? N1 C5 C4 121.7(5) . . ? N1 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? N1 C6 C7 111.8(3) . . ? N1 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N1 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? C12 C7 C8 118.1(4) . . ? C12 C7 C6 119.6(4) . . ? C8 C7 C6 122.3(4) . . ? C9 C8 C7 121.3(4) . . ? C9 C8 H8A 119.4 . . ? C7 C8 H8A 119.4 . . ? C8 C9 C10 120.7(4) . . ? C8 C9 H9A 119.6 . . ? C10 C9 H9A 119.6 . . ? C9 C10 C11 118.6(4) . . ? C9 C10 C13 121.3(4) . . ? C11 C10 C13 120.1(4) . . ? C12 C11 C10 120.2(4) . . ? C12 C11 H11A 119.9 . . ? C10 C11 H11A 119.9 . . ? C7 C12 C11 121.1(4) . . ? C7 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? N2 C13 C10 113.1(4) . . ? N2 C13 H13A 109.0 . . ? C10 C13 H13A 109.0 . . ? N2 C13 H13B 109.0 . . ? C10 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? N2 C14 C15 120.7(4) . . ? N2 C14 H14A 119.7 . . ? C15 C14 H14A 119.7 . . ? C14 C15 C16 119.2(5) . . ? C14 C15 H15A 120.4 . . ? C16 C15 H15A 120.4 . . ? C17 C16 C15 119.5(5) . . ? C17 C16 H16A 120.2 . . ? C15 C16 H16A 120.2 . . ? C18 C17 C16 119.7(5) . . ? C18 C17 H17A 120.2 . . ? C16 C17 H17A 120.2 . . ? N2 C18 C17 120.5(5) . . ? N2 C18 H18A 119.8 . . ? C17 C18 H18A 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C1 C2 -0.9(7) . . . . ? C6 N1 C1 C2 -178.6(5) . . . . ? N1 C1 C2 C3 2.0(8) . . . . ? C1 C2 C3 C4 -1.9(9) . . . . ? C2 C3 C4 C5 0.7(8) . . . . ? C1 N1 C5 C4 -0.3(7) . . . . ? C6 N1 C5 C4 177.4(5) . . . . ? C3 C4 C5 N1 0.4(8) . . . . ? C5 N1 C6 C7 -64.0(6) . . . . ? C1 N1 C6 C7 113.8(5) . . . . ? N1 C6 C7 C12 150.1(4) . . . . ? N1 C6 C7 C8 -30.3(6) . . . . ? C12 C7 C8 C9 1.1(7) . . . . ? C6 C7 C8 C9 -178.5(5) . . . . ? C7 C8 C9 C10 -0.6(8) . . . . ? C8 C9 C10 C11 0.9(7) . . . . ? C8 C9 C10 C13 178.8(4) . . . . ? C9 C10 C11 C12 -1.6(7) . . . . ? C13 C10 C11 C12 -179.6(4) . . . . ? C8 C7 C12 C11 -1.9(7) . . . . ? C6 C7 C12 C11 177.7(4) . . . . ? C10 C11 C12 C7 2.2(7) . . . . ? C18 N2 C13 C10 145.3(4) . . . . ? C14 N2 C13 C10 -39.8(5) . . . . ? C9 C10 C13 N2 113.1(5) . . . . ? C11 C10 C13 N2 -69.0(5) . . . . ? C18 N2 C14 C15 0.7(6) . . . . ? C13 N2 C14 C15 -174.1(4) . . . . ? N2 C14 C15 C16 -0.1(7) . . . . ? C14 C15 C16 C17 -0.6(8) . . . . ? C15 C16 C17 C18 0.6(8) . . . . ? C14 N2 C18 C17 -0.7(7) . . . . ? C13 N2 C18 C17 174.2(4) . . . . ? C16 C17 C18 N2 0.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.501 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.111 data_061027bm _database_code_depnum_ccdc_archive 'CCDC 628783' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Ag2 I4 N2' _chemical_formula_weight 937.64 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3392(7) _cell_length_b 8.5029(9) _cell_length_c 9.2575(9) _cell_angle_alpha 92.439(2) _cell_angle_beta 91.191(2) _cell_angle_gamma 108.102(2) _cell_volume 548.27(9) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 399 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25.1 _exptl_crystal_description Prismatic _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.840 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 422 _exptl_absorpt_coefficient_mu 7.415 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3186 _exptl_absorpt_correction_T_max 0.3654 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4216 _diffrn_reflns_av_R_equivalents 0.1389 _diffrn_reflns_av_sigmaI/netI 0.0966 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.26 _reflns_number_total 2496 _reflns_number_gt 2255 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1228P)^2^+0.8484P] 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 0.024(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2496 _refine_ls_number_parameters 102 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0821 _refine_ls_R_factor_gt 0.0777 _refine_ls_wR_factor_ref 0.1861 _refine_ls_wR_factor_gt 0.1813 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I -0.08669(7) 0.77460(7) 0.86122(5) 0.0489(3) Uani 1 1 d . . . I2 I 0.44946(7) 0.83951(7) 1.18932(6) 0.0509(3) Uani 1 1 d . . . Ag1 Ag 0.25320(10) 0.99503(9) 0.99753(8) 0.0606(3) Uani 1 1 d . . . N1 N 0.8668(9) 0.6316(8) 0.3820(7) 0.0412(13) Uani 1 1 d . . . C6 C 1.0092(11) 0.7845(10) 0.4465(10) 0.0481(17) Uani 1 1 d . . . H6A H 1.1173 0.8190 0.3839 0.058 Uiso 1 1 calc R . . H6B H 1.0563 0.7611 0.5392 0.058 Uiso 1 1 calc R . . C1 C 0.8461(16) 0.6120(13) 0.2363(10) 0.059(2) Uani 1 1 d . . . H1A H 0.9159 0.6939 0.1776 0.071 Uiso 1 1 calc R . . C7 C 0.9238(10) 0.9239(9) 0.4677(9) 0.0433(16) Uani 1 1 d . . . H7A H 0.8171 0.8913 0.5318 0.05(3) Uiso 1 1 calc R . . H7B H 0.8762 0.9482 0.3755 0.063 Uiso 1 1 calc R . . C5 C 0.7652(11) 0.5185(11) 0.4696(9) 0.0472(17) Uani 1 1 d . . . H5A H 0.7814 0.5375 0.5694 0.057 Uiso 1 1 calc R . . C4 C 0.6360(13) 0.3732(11) 0.4115(12) 0.058(2) Uani 1 1 d . . . H4A H 0.5655 0.2934 0.4717 0.069 Uiso 1 1 calc R . . C3 C 0.6128(14) 0.3478(13) 0.2634(15) 0.071(3) Uani 1 1 d . . . H3A H 0.5263 0.2508 0.2223 0.085 Uiso 1 1 calc R . . C2 C 0.7189(18) 0.4673(15) 0.1774(11) 0.070(3) Uani 1 1 d . . . H2A H 0.7047 0.4504 0.0774 0.084 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0435(4) 0.0645(4) 0.0378(4) -0.0022(2) -0.0054(2) 0.0168(3) I2 0.0399(4) 0.0693(4) 0.0459(4) 0.0149(3) 0.0026(2) 0.0188(3) Ag1 0.0487(5) 0.0736(5) 0.0580(5) 0.0054(3) -0.0024(3) 0.0170(3) N1 0.039(3) 0.042(3) 0.042(3) 0.000(2) -0.003(2) 0.012(2) C6 0.035(3) 0.050(4) 0.057(5) -0.003(3) -0.009(3) 0.010(3) C1 0.078(6) 0.063(5) 0.038(4) 0.000(4) -0.002(4) 0.026(4) C7 0.034(3) 0.044(4) 0.049(4) 0.004(3) -0.009(3) 0.008(3) C5 0.037(4) 0.064(5) 0.041(4) 0.003(3) 0.003(3) 0.016(3) C4 0.041(4) 0.053(4) 0.079(7) 0.010(4) -0.003(4) 0.013(3) C3 0.046(5) 0.057(5) 0.111(10) -0.027(6) -0.031(6) 0.023(4) C2 0.088(8) 0.078(7) 0.050(5) -0.021(5) -0.025(5) 0.038(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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Ag1 2.8444(9) . ? I1 Ag1 2.8941(10) 2_577 ? I2 Ag1 2.8618(9) 2_677 ? I2 Ag1 2.8728(9) . ? Ag1 I2 2.8618(9) 2_677 ? Ag1 I1 2.8941(10) 2_577 ? N1 C5 1.336(11) . ? N1 C1 1.351(11) . ? N1 C6 1.484(10) . ? C6 C7 1.510(11) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C1 C2 1.375(16) . ? C1 H1A 0.9300 . ? C7 C7 1.514(14) 2_776 ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C5 C4 1.382(13) . ? C5 H5A 0.9300 . ? C4 C3 1.377(16) . ? C4 H4A 0.9300 . ? C3 C2 1.370(19) . ? C3 H3A 0.9300 . ? C2 H2A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Ag1 I1 Ag1 81.47(3) . 2_577 ? Ag1 I2 Ag1 77.68(3) 2_677 . ? I1 Ag1 I2 116.49(3) . 2_677 ? I1 Ag1 I2 114.13(3) . . ? I2 Ag1 I2 102.32(3) 2_677 . ? I1 Ag1 I1 98.53(3) . 2_577 ? I2 Ag1 I1 111.27(3) 2_677 2_577 ? I2 Ag1 I1 114.71(3) . 2_577 ? C5 N1 C1 122.5(8) . . ? C5 N1 C6 119.0(7) . . ? C1 N1 C6 118.5(8) . . ? N1 C6 C7 111.8(6) . . ? N1 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? N1 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? N1 C1 C2 118.1(10) . . ? N1 C1 H1A 121.0 . . ? C2 C1 H1A 121.0 . . ? C6 C7 C7 109.2(8) . 2_776 ? C6 C7 H7A 109.8 . . ? C7 C7 H7A 109.8 2_776 . ? C6 C7 H7B 109.8 . . ? C7 C7 H7B 109.8 2_776 . ? H7A C7 H7B 108.3 . . ? N1 C5 C4 119.8(8) . . ? N1 C5 H5A 120.1 . . ? C4 C5 H5A 120.1 . . ? C3 C4 C5 119.3(10) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? C2 C3 C4 119.1(9) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C2 C1 121.2(9) . . ? C3 C2 H2A 119.4 . . ? C1 C2 H2A 119.4 . . ? 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 Ag1 I1 Ag1 I2 -118.99(4) 2_577 . . 2_677 ? Ag1 I1 Ag1 I2 122.04(4) 2_577 . . . ? Ag1 I1 Ag1 I1 0.0 2_577 . . 2_577 ? Ag1 I2 Ag1 I1 126.74(4) 2_677 . . . ? Ag1 I2 Ag1 I2 0.0 2_677 . . 2_677 ? Ag1 I2 Ag1 I1 -120.61(4) 2_677 . . 2_577 ? C5 N1 C6 C7 -92.9(9) . . . . ? C1 N1 C6 C7 87.6(10) . . . . ? C5 N1 C1 C2 -1.8(14) . . . . ? C6 N1 C1 C2 177.7(9) . . . . ? N1 C6 C7 C7 -179.5(8) . . . 2_776 ? C1 N1 C5 C4 1.4(13) . . . . ? C6 N1 C5 C4 -178.1(8) . . . . ? N1 C5 C4 C3 -0.6(13) . . . . ? C5 C4 C3 C2 0.2(14) . . . . ? C4 C3 C2 C1 -0.6(16) . . . . ? N1 C1 C2 C3 1.4(16) . . . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 3.056 _refine_diff_density_min -3.613 _refine_diff_density_rms 0.509 data_110406bm _database_code_depnum_ccdc_archive 'CCDC 849070' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Ag2 Br4 N2' _chemical_formula_weight 749.68 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' Ag Ag -0.8971 1.1015 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.502(8) _cell_length_b 14.784(11) _cell_length_c 13.335(9) _cell_angle_alpha 90.00 _cell_angle_beta 110.039(14) _cell_angle_gamma 90.00 _cell_volume 1945(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2084 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 21.02 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 10.227 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.2915 _exptl_absorpt_correction_T_max 0.4278 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11399 _diffrn_reflns_av_R_equivalents 0.0757 _diffrn_reflns_av_sigmaI/netI 0.0791 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3431 _reflns_number_gt 2384 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3431 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1040 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.74343(11) 0.18867(7) 0.49683(9) 0.0581(4) Uani 1 1 d . . . Ag4 Ag 0.74125(11) 0.21642(8) 0.74292(8) 0.0576(4) Uani 1 1 d . . . Br1 Br 0.73259(13) 0.10771(9) 0.30901(11) 0.0504(4) Uani 1 1 d . . . Br2 Br 0.77969(12) 0.35669(8) 0.43737(10) 0.0462(4) Uani 1 1 d . . . Br3 Br 0.53472(12) 0.15994(9) 0.56838(10) 0.0451(4) Uani 1 1 d . . . Br4 Br 0.94680(12) 0.15589(10) 0.68211(11) 0.0531(4) Uani 1 1 d . . . C1 C 0.3725(12) 0.2165(8) -0.2224(10) 0.048(3) Uani 1 1 d . . . H1A H 0.2763 0.2262 -0.2492 0.073 Uiso 1 1 calc R . . H1B H 0.4097 0.2315 -0.2767 0.073 Uiso 1 1 calc R . . H1C H 0.4129 0.2542 -0.1610 0.073 Uiso 1 1 calc R . . C2 C 0.4009(11) 0.1207(8) -0.1918(9) 0.038(3) Uani 1 1 d . . . H2A H 0.4968 0.1083 -0.1746 0.046 Uiso 1 1 calc R . . H2B H 0.3505 0.0819 -0.2507 0.046 Uiso 1 1 calc R . . C3 C 0.4440(11) 0.1103(8) 0.0017(10) 0.041(3) Uani 1 1 d . . . H3 H 0.5347 0.1220 0.0119 0.049 Uiso 1 1 calc R . . C4 C 0.4086(11) 0.1027(7) 0.0892(9) 0.036(3) Uani 1 1 d . . . H4 H 0.4723 0.1103 0.1571 0.043 Uiso 1 1 calc R . . C5 C 0.2772(11) 0.0836(7) 0.0755(9) 0.035(3) Uani 1 1 d . . . C6 C 0.1857(11) 0.0773(8) -0.0282(9) 0.038(3) Uani 1 1 d . . . H6 H 0.0941 0.0681 -0.0399 0.046 Uiso 1 1 calc R . . C7 C 0.2309(11) 0.0848(7) -0.1139(9) 0.038(3) Uani 1 1 d . . . H7 H 0.1704 0.0775 -0.1831 0.046 Uiso 1 1 calc R . . C8 C 0.2312(10) 0.0791(7) 0.1705(9) 0.030(3) Uani 1 1 d . . . C9 C 0.3161(11) 0.0462(8) 0.2667(9) 0.038(3) Uani 1 1 d . . . H9 H 0.4010 0.0232 0.2733 0.046 Uiso 1 1 calc R . . C10 C 0.2731(12) 0.0482(8) 0.3508(9) 0.039(3) Uani 1 1 d . . . H10 H 0.3318 0.0274 0.4161 0.047 Uiso 1 1 calc R . . C11 C 0.0670(12) 0.1054(9) 0.2535(10) 0.052(4) Uani 1 1 d . . . H11 H -0.0191 0.1244 0.2491 0.063 Uiso 1 1 calc R . . C12 C 0.1042(11) 0.1061(8) 0.1628(9) 0.037(3) Uani 1 1 d . . . H12 H 0.0428 0.1248 0.0975 0.044 Uiso 1 1 calc R . . C13 C 0.1167(13) 0.0854(9) 0.4424(9) 0.051(4) Uani 1 1 d . . . H13A H 0.0230 0.0673 0.4258 0.061 Uiso 1 1 calc R . . H13B H 0.1730 0.0454 0.4975 0.061 Uiso 1 1 calc R . . C14 C 0.1341(16) 0.1786(11) 0.4814(12) 0.076(5) Uani 1 1 d . . . H14A H 0.2251 0.1981 0.4924 0.115 Uiso 1 1 calc R . . H14B H 0.1172 0.1818 0.5477 0.115 Uiso 1 1 calc R . . H14C H 0.0714 0.2172 0.4298 0.115 Uiso 1 1 calc R . . N1 N 0.3603(9) 0.1024(6) -0.0977(7) 0.033(2) Uani 1 1 d . . . N2 N 0.1546(10) 0.0775(6) 0.3464(7) 0.036(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0571(7) 0.0576(7) 0.0560(7) 0.0100(6) 0.0149(6) 0.0000(5) Ag4 0.0542(7) 0.0648(8) 0.0495(7) -0.0036(6) 0.0120(5) -0.0011(5) Br1 0.0458(8) 0.0452(8) 0.0520(9) -0.0059(7) 0.0059(6) -0.0010(6) Br2 0.0496(8) 0.0397(7) 0.0417(8) 0.0009(6) 0.0057(6) -0.0015(6) Br3 0.0343(7) 0.0497(8) 0.0467(8) 0.0009(6) 0.0080(6) 0.0001(6) Br4 0.0339(7) 0.0669(9) 0.0528(9) 0.0100(7) 0.0075(6) 0.0070(6) C1 0.054(8) 0.033(7) 0.056(9) 0.003(6) 0.015(7) 0.006(6) C2 0.044(7) 0.047(8) 0.033(7) -0.003(6) 0.025(6) 0.005(6) C3 0.025(6) 0.039(7) 0.055(9) -0.003(6) 0.010(6) -0.008(5) C4 0.034(7) 0.036(7) 0.029(7) -0.006(5) 0.001(5) 0.005(5) C5 0.033(7) 0.019(6) 0.040(7) -0.005(5) -0.005(6) 0.006(5) C6 0.025(6) 0.041(7) 0.043(8) 0.011(6) 0.003(6) 0.004(5) C7 0.042(8) 0.033(7) 0.033(7) 0.010(5) 0.005(6) 0.000(5) C8 0.027(6) 0.023(6) 0.036(7) -0.005(5) 0.003(5) 0.001(5) C9 0.040(7) 0.039(7) 0.033(7) -0.008(6) 0.008(6) 0.009(6) C10 0.050(8) 0.036(7) 0.027(7) 0.006(5) 0.007(6) 0.014(6) C11 0.032(7) 0.070(10) 0.049(9) 0.009(7) 0.005(6) 0.006(6) C12 0.030(6) 0.050(8) 0.025(7) 0.011(6) 0.003(5) -0.003(6) C13 0.057(9) 0.071(10) 0.030(8) 0.014(7) 0.020(7) 0.000(7) C14 0.097(13) 0.081(12) 0.053(10) -0.022(9) 0.027(9) 0.011(9) N1 0.037(6) 0.029(5) 0.034(6) 0.002(4) 0.012(5) 0.004(4) N2 0.043(6) 0.031(5) 0.032(6) 0.012(4) 0.011(5) 0.007(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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 Br2 2.674(2) . ? Ag1 Br4 2.699(2) . ? Ag1 Br3 2.707(2) . ? Ag1 Br1 2.743(2) . ? Ag1 Ag4 3.315(3) . ? Ag4 Br4 2.705(2) . ? Ag4 Br2 2.709(2) 4_566 ? Ag4 Br3 2.713(2) . ? Ag4 Br1 2.757(3) 4_566 ? Br1 Ag4 2.757(3) 4_565 ? Br2 Ag4 2.709(2) 4_565 ? C1 C2 1.476(15) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N1 1.483(13) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N1 1.321(14) . ? C3 C4 1.346(16) . ? C3 H3 0.9300 . ? C4 C5 1.358(15) . ? C4 H4 0.9300 . ? C5 C6 1.391(15) . ? C5 C8 1.504(16) . ? C6 C7 1.385(15) . ? C6 H6 0.9300 . ? C7 N1 1.326(13) . ? C7 H7 0.9300 . ? C8 C12 1.362(14) . ? C8 C9 1.375(15) . ? C9 C10 1.346(15) . ? C9 H9 0.9300 . ? C10 N2 1.300(13) . ? C10 H10 0.9300 . ? C11 N2 1.330(14) . ? C11 C12 1.392(16) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.462(19) . ? C13 N2 1.470(14) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? 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 Br2 Ag1 Br4 106.85(6) . . ? Br2 Ag1 Br3 117.71(6) . . ? Br4 Ag1 Br3 97.56(8) . . ? Br2 Ag1 Br1 95.75(7) . . ? Br4 Ag1 Br1 121.99(7) . . ? Br3 Ag1 Br1 117.91(6) . . ? Br2 Ag1 Ag4 103.21(5) . . ? Br4 Ag1 Ag4 52.25(6) . . ? Br3 Ag1 Ag4 52.37(4) . . ? Br1 Ag1 Ag4 161.04(6) . . ? Br4 Ag4 Br2 106.41(6) . 4_566 ? Br4 Ag4 Br3 97.27(8) . . ? Br2 Ag4 Br3 120.77(7) 4_566 . ? Br4 Ag4 Br1 121.66(6) . 4_566 ? Br2 Ag4 Br1 94.63(6) 4_566 4_566 ? Br3 Ag4 Br1 117.41(6) . 4_566 ? Br4 Ag4 Ag1 52.08(4) . . ? Br2 Ag4 Ag1 148.09(6) 4_566 . ? Br3 Ag4 Ag1 52.21(6) . . ? Br1 Ag4 Ag1 116.45(5) 4_566 . ? Ag1 Br1 Ag4 83.38(6) . 4_565 ? Ag1 Br2 Ag4 85.61(6) . 4_565 ? Ag1 Br3 Ag4 75.42(7) . . ? Ag1 Br4 Ag4 75.67(7) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C1 C2 N1 108.6(9) . . ? C1 C2 H2A 110.0 . . ? N1 C2 H2A 110.0 . . ? C1 C2 H2B 110.0 . . ? N1 C2 H2B 110.0 . . ? H2A C2 H2B 108.4 . . ? N1 C3 C4 125.1(11) . . ? N1 C3 H3 117.4 . . ? C4 C3 H3 117.4 . . ? C3 C4 C5 118.2(11) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C4 C5 C6 118.1(12) . . ? C4 C5 C8 120.1(10) . . ? C6 C5 C8 121.5(10) . . ? C7 C6 C5 120.0(11) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? N1 C7 C6 120.2(10) . . ? N1 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C12 C8 C9 118.7(11) . . ? C12 C8 C5 120.8(10) . . ? C9 C8 C5 120.5(10) . . ? C10 C9 C8 118.3(11) . . ? C10 C9 H9 120.9 . . ? C8 C9 H9 120.9 . . ? N2 C10 C9 124.0(11) . . ? N2 C10 H10 118.0 . . ? C9 C10 H10 118.0 . . ? N2 C11 C12 120.1(11) . . ? N2 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C8 C12 C11 119.4(11) . . ? C8 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 N2 110.3(11) . . ? C14 C13 H13A 109.6 . . ? N2 C13 H13A 109.6 . . ? C14 C13 H13B 109.6 . . ? N2 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C3 N1 C7 118.3(10) . . ? C3 N1 C2 123.2(10) . . ? C7 N1 C2 118.3(9) . . ? C10 N2 C11 119.4(11) . . ? C10 N2 C13 121.8(10) . . ? C11 N2 C13 118.7(10) . . ? 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 Br2 Ag1 Ag4 Br4 -101.23(7) . . . . ? Br3 Ag1 Ag4 Br4 143.80(7) . . . . ? Br1 Ag1 Ag4 Br4 78.94(16) . . . . ? Br2 Ag1 Ag4 Br2 -156.21(10) . . . 4_566 ? Br4 Ag1 Ag4 Br2 -54.98(10) . . . 4_566 ? Br3 Ag1 Ag4 Br2 88.82(11) . . . 4_566 ? Br1 Ag1 Ag4 Br2 24.0(2) . . . 4_566 ? Br2 Ag1 Ag4 Br3 114.97(6) . . . . ? Br4 Ag1 Ag4 Br3 -143.80(7) . . . . ? Br1 Ag1 Ag4 Br3 -64.86(16) . . . . ? Br2 Ag1 Ag4 Br1 9.61(7) . . . 4_566 ? Br4 Ag1 Ag4 Br1 110.84(7) . . . 4_566 ? Br3 Ag1 Ag4 Br1 -105.36(6) . . . 4_566 ? Br1 Ag1 Ag4 Br1 -170.22(16) . . . 4_566 ? Br2 Ag1 Br1 Ag4 -5.98(5) . . . 4_565 ? Br4 Ag1 Br1 Ag4 -119.95(7) . . . 4_565 ? Br3 Ag1 Br1 Ag4 119.63(6) . . . 4_565 ? Ag4 Ag1 Br1 Ag4 173.86(16) . . . 4_565 ? Br4 Ag1 Br2 Ag4 131.99(6) . . . 4_565 ? Br3 Ag1 Br2 Ag4 -119.69(6) . . . 4_565 ? Br1 Ag1 Br2 Ag4 6.06(5) . . . 4_565 ? Ag4 Ag1 Br2 Ag4 -173.88(5) . . . 4_565 ? Br2 Ag1 Br3 Ag4 -85.47(6) . . . . ? Br4 Ag1 Br3 Ag4 28.10(6) . . . . ? Br1 Ag1 Br3 Ag4 160.56(6) . . . . ? Br4 Ag4 Br3 Ag1 -28.01(5) . . . . ? Br2 Ag4 Br3 Ag1 -142.05(7) 4_566 . . . ? Br1 Ag4 Br3 Ag1 103.46(7) 4_566 . . . ? Br2 Ag1 Br4 Ag4 93.87(7) . . . . ? Br3 Ag1 Br4 Ag4 -28.15(6) . . . . ? Br1 Ag1 Br4 Ag4 -157.91(6) . . . . ? Br2 Ag4 Br4 Ag1 153.18(6) 4_566 . . . ? Br3 Ag4 Br4 Ag1 28.07(6) . . . . ? Br1 Ag4 Br4 Ag1 -100.53(7) 4_566 . . . ? N1 C3 C4 C5 1.4(18) . . . . ? C3 C4 C5 C6 -3.0(16) . . . . ? C3 C4 C5 C8 -176.9(10) . . . . ? C4 C5 C6 C7 4.0(16) . . . . ? C8 C5 C6 C7 177.8(10) . . . . ? C5 C6 C7 N1 -3.3(17) . . . . ? C4 C5 C8 C12 146.1(11) . . . . ? C6 C5 C8 C12 -27.6(15) . . . . ? C4 C5 C8 C9 -35.0(15) . . . . ? C6 C5 C8 C9 151.3(11) . . . . ? C12 C8 C9 C10 -4.7(16) . . . . ? C5 C8 C9 C10 176.4(10) . . . . ? C8 C9 C10 N2 1.7(18) . . . . ? C9 C8 C12 C11 4.3(17) . . . . ? C5 C8 C12 C11 -176.8(11) . . . . ? N2 C11 C12 C8 -0.9(19) . . . . ? C4 C3 N1 C7 -0.6(17) . . . . ? C4 C3 N1 C2 173.5(11) . . . . ? C6 C7 N1 C3 1.6(16) . . . . ? C6 C7 N1 C2 -172.8(10) . . . . ? C1 C2 N1 C3 -91.5(13) . . . . ? C1 C2 N1 C7 82.6(12) . . . . ? C9 C10 N2 C11 1.8(18) . . . . ? C9 C10 N2 C13 -174.8(11) . . . . ? C12 C11 N2 C10 -2.2(18) . . . . ? C12 C11 N2 C13 174.5(11) . . . . ? C14 C13 N2 C10 98.2(14) . . . . ? C14 C13 N2 C11 -78.4(14) . . . . ? 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 C2 H2A Br2 0.97 2.88 3.769(12) 153.1 4_565 C7 H7 Br4 0.93 2.68 3.441(11) 139.3 1_454 C12 H12 Br2 0.93 2.87 3.732(11) 155.1 4_465 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.278 _refine_diff_density_min -0.759 _refine_diff_density_rms 0.179 # Attachment '20110329a.cif' data_20110329a _database_code_depnum_ccdc_archive 'CCDC 849071' _audit_creation_date 2011-04-01 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'Ag2 I4, C16 H22 N2' _chemical_formula_sum 'C16 H22 Ag2 I4 N2' _chemical_formula_weight 965.70 _chemical_melting_point ? _chemical_oxdiff_formula 'Ag C H N Br I K' _chemical_oxdiff_usercomment NYY-20110305 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' Ag Ag -0.8971 1.1015 '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' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.1087(6) _cell_length_b 16.3854(8) _cell_length_c 13.9793(9) _cell_angle_alpha 90.00 _cell_angle_beta 109.386(7) _cell_angle_gamma 90.00 _cell_volume 2400.2(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3340 _cell_measurement_temperature 291.15 _cell_measurement_theta_max 26.3135 _cell_measurement_theta_min 3.1090 _exptl_absorpt_coefficient_mu 6.779 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.27001 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour RED _exptl_crystal_density_diffrn 2.672 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1752 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_unetI/netI 0.0595 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 10884 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 3.12 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2542 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -41.00 25.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -37.0000 -120.0000 66 #__ type_ start__ end____ width___ exp.time_ 2 omega 8.00 81.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 -133.0000 128.0000 73 #__ type_ start__ end____ width___ exp.time_ 3 omega -1.00 79.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 18.2642 77.0000 -120.0000 80 #__ type_ start__ end____ width___ exp.time_ 4 omega -86.00 -51.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - -18.8892 -77.0000 -180.0000 35 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0120886000 _diffrn_orient_matrix_UB_12 -0.0413399000 _diffrn_orient_matrix_UB_13 0.0152061000 _diffrn_orient_matrix_UB_21 -0.0417589000 _diffrn_orient_matrix_UB_22 -0.0127680000 _diffrn_orient_matrix_UB_23 -0.0480787000 _diffrn_orient_matrix_UB_31 0.0519150000 _diffrn_orient_matrix_UB_32 -0.0007529000 _diffrn_orient_matrix_UB_33 -0.0188066000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3389 _reflns_number_total 4906 _reflns_odcompleteness_completeness 99.73 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)' _refine_diff_density_max 2.185 _refine_diff_density_min -1.009 _refine_diff_density_rms 0.221 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_hydrogen_treatment CONSTR _refine_ls_matrix_type full _refine_ls_number_parameters 221 _refine_ls_number_reflns 4906 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0893 _refine_ls_R_factor_gt 0.0587 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0590P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1201 _refine_ls_wR_factor_ref 0.1356 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.72927(6) 0.85628(4) 0.80653(5) 0.0473(2) Uani 1 1 d . . . I2 I 0.78315(6) 0.62506(4) 0.95060(5) 0.0491(2) Uani 1 1 d . . . I3 I 0.95368(6) 0.65227(5) 0.68140(5) 0.0501(2) Uani 1 1 d . . . I4 I 0.54475(6) 0.65055(4) 0.56544(5) 0.0477(2) Uani 1 1 d . . . Ag1 Ag 0.74569(8) 0.69231(6) 0.75029(7) 0.0638(3) Uani 1 1 d . . . Ag2 Ag 0.75264(8) 0.70886(6) 0.50354(7) 0.0598(3) Uani 1 1 d . . . N1 N 0.3637(6) 0.6304(5) -0.0647(5) 0.0360(17) Uani 1 1 d . . . N2 N 0.1431(6) 0.5885(4) 0.3435(5) 0.0362(17) Uani 1 1 d . . . C1 C 0.4415(8) 0.6344(6) 0.0324(6) 0.040(2) Uani 1 1 d . . . H1 H 0.5269 0.6481 0.0462 0.048 Uiso 1 1 calc R . . C2 C 0.3984(8) 0.6191(6) 0.1095(7) 0.040(2) Uani 1 1 d . . . H2 H 0.4557 0.6191 0.1755 0.048 Uiso 1 1 calc R . . C3 C 0.2705(8) 0.6033(5) 0.0933(6) 0.034(2) Uani 1 1 d . . . C4 C 0.1896(8) 0.5991(6) -0.0099(7) 0.043(2) Uani 1 1 d . . . H4 H 0.1037 0.5862 -0.0260 0.052 Uiso 1 1 calc R . . C5 C 0.2398(8) 0.6143(6) -0.0841(7) 0.047(2) Uani 1 1 d . . . H5 H 0.1860 0.6134 -0.1512 0.057 Uiso 1 1 calc R . . C6 C 0.0654(8) 0.6187(6) 0.2544(7) 0.044(2) Uani 1 1 d . . . H6 H -0.0151 0.6381 0.2497 0.053 Uiso 1 1 calc R . . C7 C 0.1035(8) 0.6209(6) 0.1721(7) 0.045(2) Uani 1 1 d . . . H7 H 0.0491 0.6423 0.1115 0.054 Uiso 1 1 calc R . . C8 C 0.2218(7) 0.5919(5) 0.1769(6) 0.033(2) Uani 1 1 d . . . C9 C 0.2975(9) 0.5577(6) 0.2673(7) 0.043(2) Uani 1 1 d . . . H9 H 0.3768 0.5360 0.2723 0.052 Uiso 1 1 calc R . . C10 C 0.2564(8) 0.5556(6) 0.3493(7) 0.044(2) Uani 1 1 d . . . H10 H 0.3069 0.5313 0.4093 0.053 Uiso 1 1 calc R . . C11 C 0.1011(9) 0.5994(6) 0.4350(7) 0.045(2) Uani 1 1 d . . . H11 H 0.0090 0.5895 0.4139 0.054 Uiso 1 1 calc R . . C12 C 0.1253(11) 0.6883(7) 0.4678(9) 0.063(3) Uani 1 1 d . . . H12A H 0.0768 0.7231 0.4134 0.095 Uiso 1 1 calc R . . H12B H 0.2145 0.7003 0.4844 0.095 Uiso 1 1 calc R . . H12C H 0.0998 0.6975 0.5261 0.095 Uiso 1 1 calc R . . C13 C 0.1664(9) 0.5403(6) 0.5189(7) 0.053(3) Uani 1 1 d . . . H13A H 0.2552 0.5540 0.5473 0.080 Uiso 1 1 calc R . . H13B H 0.1579 0.4858 0.4920 0.080 Uiso 1 1 calc R . . H13C H 0.1276 0.5433 0.5708 0.080 Uiso 1 1 calc R . . C14 C 0.4145(9) 0.6463(6) -0.1492(7) 0.040(2) Uani 1 1 d . . . H14 H 0.5055 0.6590 -0.1185 0.048 Uiso 1 1 calc R . . C15 C 0.3524(11) 0.7192(7) -0.2090(8) 0.069(3) Uani 1 1 d . . . H15A H 0.3586 0.7645 -0.1641 0.104 Uiso 1 1 calc R . . H15B H 0.2641 0.7074 -0.2446 0.104 Uiso 1 1 calc R . . H15C H 0.3943 0.7326 -0.2569 0.104 Uiso 1 1 calc R . . C16 C 0.4049(13) 0.5696(7) -0.2104(9) 0.084(4) Uani 1 1 d . . . H16A H 0.3174 0.5603 -0.2505 0.126 Uiso 1 1 calc R . . H16B H 0.4360 0.5243 -0.1655 0.126 Uiso 1 1 calc R . . H16C H 0.4552 0.5754 -0.2541 0.126 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0433(3) 0.0426(4) 0.0445(4) -0.0039(3) -0.0006(3) 0.0031(3) I2 0.0432(4) 0.0422(4) 0.0516(4) -0.0020(3) 0.0019(3) 0.0047(3) I3 0.0336(3) 0.0706(5) 0.0395(4) -0.0030(3) 0.0032(3) 0.0065(3) I4 0.0370(3) 0.0546(4) 0.0466(4) 0.0014(3) 0.0073(3) -0.0057(3) Ag1 0.0595(5) 0.0657(6) 0.0639(6) -0.0176(5) 0.0173(5) 0.0002(4) Ag2 0.0557(5) 0.0609(6) 0.0577(5) 0.0138(5) 0.0120(4) 0.0010(4) N1 0.030(4) 0.042(5) 0.036(4) 0.001(4) 0.011(3) 0.002(3) N2 0.030(3) 0.039(4) 0.033(4) 0.003(4) 0.002(3) -0.003(3) C1 0.031(4) 0.050(6) 0.031(5) -0.006(5) 0.000(4) -0.005(4) C2 0.030(4) 0.048(6) 0.033(5) -0.001(5) -0.001(4) 0.005(4) C3 0.042(5) 0.026(5) 0.030(4) 0.003(4) 0.006(4) 0.008(4) C4 0.032(4) 0.056(6) 0.033(5) 0.010(5) -0.001(4) -0.004(4) C5 0.041(5) 0.057(7) 0.032(5) -0.001(5) -0.004(4) 0.001(5) C6 0.031(4) 0.060(7) 0.036(5) 0.013(5) 0.006(4) 0.008(4) C7 0.027(4) 0.063(7) 0.035(5) 0.008(5) -0.004(4) -0.002(4) C8 0.029(4) 0.035(5) 0.029(4) 0.001(4) -0.001(4) -0.001(4) C9 0.045(5) 0.044(6) 0.042(5) 0.001(5) 0.017(4) 0.014(5) C10 0.042(5) 0.040(6) 0.041(5) 0.007(5) 0.000(4) 0.009(4) C11 0.040(5) 0.056(7) 0.040(5) 0.005(5) 0.014(4) -0.003(5) C12 0.081(8) 0.051(7) 0.066(7) 0.005(6) 0.034(7) 0.001(6) C13 0.063(6) 0.050(7) 0.048(6) 0.011(6) 0.020(5) 0.006(5) C14 0.044(5) 0.044(6) 0.035(5) 0.010(5) 0.016(4) 0.004(4) C15 0.078(8) 0.063(8) 0.067(7) 0.015(7) 0.024(7) 0.006(6) C16 0.139(12) 0.061(8) 0.067(8) -0.012(7) 0.055(9) 0.017(8) _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 I1 Ag1 2.8222(11) . ? I1 Ag2 2.8839(11) 4_576 ? I2 Ag1 2.9076(12) . ? I2 Ag2 2.8696(11) 4_576 ? I3 Ag1 2.8589(10) . ? I3 Ag2 2.8885(10) . ? I4 Ag1 2.8809(11) . ? I4 Ag2 2.8847(10) . ? Ag2 I1 2.8838(11) 4_575 ? Ag2 I2 2.8696(11) 4_575 ? N1 C1 1.347(10) . ? N1 C5 1.339(11) . ? N1 C14 1.491(11) . ? N2 C6 1.351(10) . ? N2 C10 1.347(10) . ? N2 C11 1.511(11) . ? C1 H1 0.9300 . ? C1 C2 1.341(12) . ? C2 H2 0.9300 . ? C2 C3 1.388(11) . ? C3 C4 1.425(11) . ? C3 C8 1.453(13) . ? C4 H4 0.9300 . ? C4 C5 1.354(13) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C6 C7 1.352(12) . ? C7 H7 0.9300 . ? C7 C8 1.378(11) . ? C8 C9 1.383(11) . ? C9 H9 0.9300 . ? C9 C10 1.368(13) . ? C10 H10 0.9300 . ? C11 H11 0.9800 . ? C11 C12 1.524(14) . ? C11 C13 1.508(12) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14 0.9800 . ? C14 C15 1.489(13) . ? C14 C16 1.503(14) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? 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 Ag1 I1 Ag2 85.41(3) . 4_576 ? Ag2 I2 Ag1 84.12(3) 4_576 . ? Ag1 I3 Ag2 74.69(3) . . ? Ag1 I4 Ag2 74.41(3) . . ? I1 Ag1 I2 95.41(3) . . ? I1 Ag1 I3 116.52(4) . . ? I1 Ag1 I4 111.93(4) . . ? I3 Ag1 I2 111.35(3) . . ? I3 Ag1 I4 96.63(3) . . ? I4 Ag1 I2 126.47(4) . . ? I1 Ag2 I3 120.14(4) 4_575 . ? I1 Ag2 I4 109.67(3) 4_575 . ? I2 Ag2 I1 94.91(3) 4_575 4_575 ? I2 Ag2 I3 113.75(3) 4_575 . ? I2 Ag2 I4 124.49(4) 4_575 . ? I4 Ag2 I3 95.89(3) . . ? C1 N1 C14 120.3(7) . . ? C5 N1 C1 119.1(8) . . ? C5 N1 C14 120.5(8) . . ? C6 N2 C11 117.0(7) . . ? C10 N2 C6 120.1(8) . . ? C10 N2 C11 122.8(7) . . ? N1 C1 H1 119.3 . . ? C2 C1 N1 121.4(8) . . ? C2 C1 H1 119.3 . . ? C1 C2 H2 119.2 . . ? C1 C2 C3 121.6(8) . . ? C3 C2 H2 119.2 . . ? C2 C3 C4 116.2(9) . . ? C2 C3 C8 121.8(8) . . ? C4 C3 C8 122.0(8) . . ? C3 C4 H4 120.5 . . ? C5 C4 C3 119.1(8) . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 122.6(8) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N2 C6 H6 119.7 . . ? N2 C6 C7 120.6(8) . . ? C7 C6 H6 119.7 . . ? C6 C7 H7 119.6 . . ? C6 C7 C8 120.8(8) . . ? C8 C7 H7 119.6 . . ? C7 C8 C3 121.4(8) . . ? C7 C8 C9 117.7(8) . . ? C9 C8 C3 120.7(8) . . ? C8 C9 H9 119.9 . . ? C10 C9 C8 120.3(8) . . ? C10 C9 H9 119.9 . . ? N2 C10 C9 120.3(8) . . ? N2 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? N2 C11 H11 108.1 . . ? N2 C11 C12 107.1(8) . . ? C12 C11 H11 108.1 . . ? C13 C11 N2 112.3(8) . . ? C13 C11 H11 108.1 . . ? C13 C11 C12 112.9(8) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 H14 107.2 . . ? N1 C14 C16 109.3(8) . . ? C15 C14 N1 111.0(8) . . ? C15 C14 H14 107.2 . . ? C15 C14 C16 114.8(9) . . ? C16 C14 H14 107.2 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16B 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? 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 Ag1 I3 Ag2 I1 -148.68(4) . . . 4_575 ? Ag1 I3 Ag2 I2 100.01(4) . . . 4_575 ? Ag1 I3 Ag2 I4 -31.86(3) . . . . ? Ag1 I4 Ag2 I1 156.58(4) . . . 4_575 ? Ag1 I4 Ag2 I2 -92.57(4) . . . 4_575 ? Ag1 I4 Ag2 I3 31.63(3) . . . . ? Ag2 I1 Ag1 I2 -2.86(3) 4_576 . . . ? Ag2 I1 Ag1 I3 -119.99(4) 4_576 . . . ? Ag2 I1 Ag1 I4 130.13(4) 4_576 . . . ? Ag2 I2 Ag1 I1 2.88(3) 4_576 . . . ? Ag2 I2 Ag1 I3 124.12(4) 4_576 . . . ? Ag2 I2 Ag1 I4 -119.57(4) 4_576 . . . ? Ag2 I3 Ag1 I1 -86.62(4) . . . . ? Ag2 I3 Ag1 I2 165.43(4) . . . . ? Ag2 I3 Ag1 I4 31.95(3) . . . . ? Ag2 I4 Ag1 I1 90.05(4) . . . . ? Ag2 I4 Ag1 I2 -154.86(5) . . . . ? Ag2 I4 Ag1 I3 -32.05(3) . . . . ? N1 C1 C2 C3 -4.0(15) . . . . ? N2 C6 C7 C8 0.5(16) . . . . ? C1 N1 C5 C4 -2.2(15) . . . . ? C1 N1 C14 C15 -117.2(10) . . . . ? C1 N1 C14 C16 115.2(10) . . . . ? C1 C2 C3 C4 3.9(14) . . . . ? C1 C2 C3 C8 -175.9(9) . . . . ? C2 C3 C4 C5 -3.0(14) . . . . ? C2 C3 C8 C7 142.8(9) . . . . ? C2 C3 C8 C9 -31.6(13) . . . . ? C3 C4 C5 N1 2.3(16) . . . . ? C3 C8 C9 C10 172.6(9) . . . . ? C4 C3 C8 C7 -37.0(13) . . . . ? C4 C3 C8 C9 148.6(9) . . . . ? C5 N1 C1 C2 2.9(14) . . . . ? C5 N1 C14 C15 60.9(12) . . . . ? C5 N1 C14 C16 -66.6(11) . . . . ? C6 N2 C10 C9 4.7(14) . . . . ? C6 N2 C11 C12 -75.6(10) . . . . ? C6 N2 C11 C13 159.9(8) . . . . ? C6 C7 C8 C3 -172.0(9) . . . . ? C6 C7 C8 C9 2.5(15) . . . . ? C7 C8 C9 C10 -2.0(14) . . . . ? C8 C3 C4 C5 176.8(9) . . . . ? C8 C9 C10 N2 -1.6(15) . . . . ? C10 N2 C6 C7 -4.2(14) . . . . ? C10 N2 C11 C12 99.9(10) . . . . ? C10 N2 C11 C13 -24.5(12) . . . . ? C11 N2 C6 C7 171.5(9) . . . . ? C11 N2 C10 C9 -170.7(9) . . . . ? C14 N1 C1 C2 -178.9(9) . . . . ? C14 N1 C5 C4 179.7(9) . . . . ? # Attachment 'AG.CIF' data_ag _database_code_depnum_ccdc_archive 'CCDC 849072' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H24 Ag2 I4 N2' _chemical_formula_weight 979.72 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+3/4, -y+3/4, z' '-x+3/4, y, -z+3/4' 'x, -y+3/4, -z+3/4' 'x, y+1/2, z+1/2' '-x+3/4, -y+5/4, z+1/2' '-x+3/4, y+1/2, -z+5/4' 'x, -y+5/4, -z+5/4' 'x+1/2, y, z+1/2' '-x+5/4, -y+3/4, z+1/2' '-x+5/4, y, -z+5/4' 'x+1/2, -y+3/4, -z+5/4' 'x+1/2, y+1/2, z' '-x+5/4, -y+5/4, z' '-x+5/4, y+1/2, -z+3/4' 'x+1/2, -y+5/4, -z+3/4' '-x, -y, -z' 'x-3/4, y-3/4, -z' 'x-3/4, -y, z-3/4' '-x, y-3/4, z-3/4' '-x, -y+1/2, -z+1/2' 'x-3/4, y-1/4, -z+1/2' 'x-3/4, -y+1/2, z-1/4' '-x, y-1/4, z-1/4' '-x+1/2, -y, -z+1/2' 'x-1/4, y-3/4, -z+1/2' 'x-1/4, -y, z-1/4' '-x+1/2, y-3/4, z-1/4' '-x+1/2, -y+1/2, -z' 'x-1/4, y-1/4, -z' 'x-1/4, -y+1/2, z-3/4' '-x+1/2, y-1/4, z-3/4' _cell_length_a 14.0772(11) _cell_length_b 21.7338(18) _cell_length_c 31.559(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9655.4(14) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.696 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7136 _exptl_absorpt_coefficient_mu 6.743 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3457 _exptl_absorpt_correction_T_max 0.7292 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21780 _diffrn_reflns_av_R_equivalents 0.0473 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2783 _reflns_number_gt 1936 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+46.9516P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2783 _refine_ls_number_parameters 116 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0661 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.75282(2) 0.687055(17) 0.069205(12) 0.02455(12) Uani 1 1 d . . . I2 I 1.00271(2) 0.542158(17) 0.080025(12) 0.02624(12) Uani 1 1 d . . . Ag1 Ag 0.6250 0.6250 0.1250 0.0257(2) Uani 1 4 d S . . Ag2 Ag 0.88161(4) 0.6250 0.1250 0.02778(19) Uani 1 2 d S . . Ag3 Ag 1.1250 0.6250 0.1250 0.0286(2) Uani 1 4 d S . . N1 N 0.4801(3) 0.7648(2) 0.01855(16) 0.0262(11) Uani 1 1 d . . . C1 C 0.5008(3) 0.7543(3) 0.0592(2) 0.0280(13) Uani 1 1 d . . . H1 H 0.5008 0.7134 0.0699 0.034 Uiso 1 1 calc R . . C2 C 0.5223(4) 0.8029(3) 0.0860(2) 0.0314(14) Uani 1 1 d . . . H2 H 0.5373 0.7957 0.1149 0.038 Uiso 1 1 calc R . . C3 C 0.5217(3) 0.8621(3) 0.0698(2) 0.0297(14) Uani 1 1 d . . . H3 H 0.5357 0.8961 0.0877 0.036 Uiso 1 1 calc R . . C4 C 0.5007(4) 0.8715(3) 0.02747(19) 0.0287(13) Uani 1 1 d . . . H4 H 0.5002 0.9119 0.0160 0.034 Uiso 1 1 calc R . . C5 C 0.4807(3) 0.8225(3) 0.0025(2) 0.0310(14) Uani 1 1 d . . . H5 H 0.4670 0.8287 -0.0266 0.037 Uiso 1 1 calc R . . C6 C 0.4610(4) 0.7116(3) -0.00995(19) 0.0290(13) Uani 1 1 d . . . H6A H 0.4127 0.7232 -0.0313 0.035 Uiso 1 1 calc R . . H6B H 0.4358 0.6767 0.0068 0.035 Uiso 1 1 calc R . . C7 C 0.5515(4) 0.6926(3) -0.0319(2) 0.0336(15) Uani 1 1 d . . . H7A H 0.5993 0.6809 -0.0104 0.040 Uiso 1 1 calc R . . H7B H 0.5769 0.7280 -0.0481 0.040 Uiso 1 1 calc R . . C8 C 0.5357(4) 0.6384(3) -0.06217(19) 0.0298(14) Uani 1 1 d . . . H8A H 0.5185 0.6014 -0.0456 0.036 Uiso 1 1 calc R . . H8B H 0.4823 0.6480 -0.0815 0.036 Uiso 1 1 calc R . . C9 C 0.6250 0.6250 -0.0883(3) 0.033(2) Uani 1 2 d S . . H9A H 0.6378 0.6608 -0.1069 0.039 Uiso 0.50 1 calc PR . . H9B H 0.6122 0.5892 -0.1069 0.039 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.02027(17) 0.0268(2) 0.0266(2) 0.00083(15) 0.00004(14) -0.00207(14) I2 0.02022(17) 0.0287(2) 0.0299(2) -0.00480(16) 0.00069(14) 0.00070(14) Ag1 0.0220(4) 0.0284(5) 0.0267(6) 0.000 0.000 0.000 Ag2 0.0248(3) 0.0306(5) 0.0279(5) -0.0044(3) 0.000 0.000 Ag3 0.0303(4) 0.0281(5) 0.0273(6) 0.000 0.000 0.000 N1 0.020(2) 0.029(3) 0.030(3) 0.001(2) 0.0027(19) -0.0018(19) C1 0.018(2) 0.029(3) 0.037(3) 0.010(3) 0.003(2) 0.002(2) C2 0.026(3) 0.037(4) 0.031(3) 0.008(3) 0.003(2) 0.002(2) C3 0.021(2) 0.028(3) 0.040(4) -0.005(3) 0.005(2) 0.000(2) C4 0.023(2) 0.028(3) 0.035(3) 0.006(3) -0.001(2) -0.004(2) C5 0.020(2) 0.033(3) 0.041(4) 0.004(3) -0.004(2) -0.001(2) C6 0.021(3) 0.035(3) 0.030(3) 0.002(3) -0.005(2) -0.002(2) C7 0.023(3) 0.039(4) 0.039(4) 0.003(3) 0.003(2) -0.008(2) C8 0.022(2) 0.041(4) 0.026(3) 0.000(3) -0.001(2) 0.001(2) C9 0.024(4) 0.055(6) 0.019(5) 0.000 0.000 -0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 Ag1 2.8561(4) . ? I1 Ag2 2.8646(5) . ? I2 Ag2 2.8570(5) . ? I2 Ag3 2.8670(4) . ? Ag1 I1 2.8561(4) 14 ? Ag1 I1 2.8561(4) 11_554 ? Ag1 I1 2.8561(4) 8_554 ? Ag2 I2 2.8570(5) 8_554 ? Ag2 I1 2.8646(5) 8_554 ? Ag3 I2 2.8670(4) 14_655 ? Ag3 I2 2.8670(4) 8_554 ? Ag3 I2 2.8670(4) 11_654 ? N1 C1 1.336(8) . ? N1 C5 1.353(8) . ? N1 C6 1.488(8) . ? C1 C2 1.385(9) . ? C2 C3 1.383(8) . ? C3 C4 1.384(9) . ? C4 C5 1.353(9) . ? C6 C7 1.508(8) . ? C7 C8 1.532(8) . ? C8 C9 1.532(7) . ? C9 C8 1.532(7) 14 ? 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 Ag1 I1 Ag2 78.313(14) . . ? Ag2 I2 Ag3 73.536(13) . . ? I1 Ag1 I1 103.876(15) 14 . ? I1 Ag1 I1 101.896(15) 14 11_554 ? I1 Ag1 I1 123.644(16) . 11_554 ? I1 Ag1 I1 123.644(16) 14 8_554 ? I1 Ag1 I1 101.896(15) . 8_554 ? I1 Ag1 I1 103.876(15) 11_554 8_554 ? I2 Ag2 I2 106.73(2) 8_554 . ? I2 Ag2 I1 112.724(12) 8_554 . ? I2 Ag2 I1 111.651(12) . . ? I2 Ag2 I1 111.651(11) 8_554 8_554 ? I2 Ag2 I1 112.724(12) . 8_554 ? I1 Ag2 I1 101.48(2) . 8_554 ? I2 Ag3 I2 120.654(16) . 14_655 ? I2 Ag3 I2 106.194(14) . 8_554 ? I2 Ag3 I2 102.196(16) 14_655 8_554 ? I2 Ag3 I2 102.196(16) . 11_654 ? I2 Ag3 I2 106.194(15) 14_655 11_654 ? I2 Ag3 I2 120.654(16) 8_554 11_654 ? C1 N1 C5 121.0(5) . . ? C1 N1 C6 119.2(5) . . ? C5 N1 C6 119.7(5) . . ? N1 C1 C2 120.2(6) . . ? C3 C2 C1 118.9(6) . . ? C2 C3 C4 119.6(6) . . ? C5 C4 C3 119.4(6) . . ? N1 C5 C4 120.9(6) . . ? N1 C6 C7 109.8(4) . . ? C6 C7 C8 112.0(5) . . ? C9 C8 C7 111.3(4) . . ? C8 C9 C8 114.7(7) . 14 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.808 _refine_diff_density_min -1.007 _refine_diff_density_rms 0.179 # Attachment 'B.cif' data_b _database_code_depnum_ccdc_archive 'CCDC 849073' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H9 Ag Br2 N' _chemical_formula_weight 374.84 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' Ag Ag -0.8971 1.1015 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.1768(12) _cell_length_b 16.292(2) _cell_length_c 6.9455(9) _cell_angle_alpha 90.00 _cell_angle_beta 99.883(2) _cell_angle_gamma 90.00 _cell_volume 1023.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2368 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 26.70 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.434 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 9.723 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1088 _exptl_absorpt_correction_T_max 0.3233 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6593 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 25.49 _reflns_number_total 1892 _reflns_number_gt 1574 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0334P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1892 _refine_ls_number_parameters 100 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0642 _refine_ls_wR_factor_gt 0.0606 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.20330(4) 0.74624(2) 1.10649(5) 0.05760(14) Uani 1 1 d . . . C1 C 0.7407(4) 0.9671(2) 0.0022(6) 0.0468(10) Uani 1 1 d . . . H1 H 0.7783 1.0195 -0.0098 0.056 Uiso 1 1 calc R . . C2 C 0.6153(5) 0.9432(3) -0.1172(6) 0.0606(12) Uani 1 1 d . . . H2 H 0.5673 0.9788 -0.2121 0.073 Uiso 1 1 calc R . . C3 C 0.5599(5) 0.8661(3) -0.0969(6) 0.0646(13) Uani 1 1 d . . . H3 H 0.4742 0.8489 -0.1784 0.077 Uiso 1 1 calc R . . C4 C 0.6308(6) 0.8147(3) 0.0429(7) 0.0658(13) Uani 1 1 d . . . H4 H 0.5930 0.7627 0.0589 0.079 Uiso 1 1 calc R . . C5 C 0.7584(5) 0.8402(2) 0.1600(6) 0.0519(11) Uani 1 1 d . . . H5 H 0.8084 0.8052 0.2547 0.062 Uiso 1 1 calc R . . C6 C 0.9516(4) 0.9419(2) 0.2605(6) 0.0511(10) Uani 1 1 d . . . H6A H 1.0036 0.9785 0.1855 0.061 Uiso 1 1 calc R . . H6B H 1.0137 0.8942 0.2959 0.061 Uiso 1 1 calc R . . C7 C 0.9260(4) 0.9848(2) 0.4428(5) 0.0399(9) Uani 1 1 d . . . H7A H 0.8802 0.9473 0.5231 0.048 Uiso 1 1 calc R . . H7B H 0.8598 1.0309 0.4089 0.048 Uiso 1 1 calc R . . N1 N 0.8107(3) 0.91551(17) 0.1376(4) 0.0385(7) Uani 1 1 d . . . Br1 Br 0.35071(5) 0.65147(2) 0.88283(6) 0.04519(13) Uani 1 1 d . . . Br2 Br 0.02260(5) 0.82968(2) 0.82450(6) 0.04783(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0623(3) 0.0632(2) 0.0476(2) 0.00086(14) 0.00999(18) 0.00474(16) C1 0.041(3) 0.047(2) 0.052(3) 0.0013(18) 0.008(2) -0.0045(18) C2 0.054(3) 0.081(3) 0.045(3) 0.009(2) 0.003(2) 0.008(3) C3 0.049(3) 0.091(3) 0.050(3) -0.017(2) -0.001(2) -0.018(3) C4 0.072(3) 0.057(3) 0.070(3) -0.011(2) 0.016(3) -0.021(3) C5 0.055(3) 0.048(2) 0.052(3) 0.0013(18) 0.007(2) 0.000(2) C6 0.035(2) 0.063(3) 0.054(3) -0.018(2) 0.0034(19) 0.001(2) C7 0.039(2) 0.044(2) 0.035(2) -0.0004(15) 0.0015(17) 0.0039(17) N1 0.0318(18) 0.0451(17) 0.0379(18) -0.0116(13) 0.0041(14) -0.0023(14) Br1 0.0454(3) 0.0459(2) 0.0437(2) -0.00188(16) 0.00598(18) 0.00015(17) Br2 0.0606(3) 0.0437(2) 0.0403(2) 0.00247(16) 0.0119(2) 0.00837(19) _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 Ag1 Br2 2.7053(6) . ? Ag1 Br1 2.7109(5) . ? Ag1 Br1 2.7202(6) 4_576 ? Ag1 Br2 2.7267(5) 4_576 ? C1 N1 1.340(5) . ? C1 C2 1.355(5) . ? C1 H1 0.9300 . ? C2 C3 1.373(6) . ? C2 H2 0.9300 . ? C3 C4 1.360(7) . ? C3 H3 0.9300 . ? C4 C5 1.371(7) . ? C4 H4 0.9300 . ? C5 N1 1.336(4) . ? C5 H5 0.9300 . ? C6 N1 1.485(5) . ? C6 C7 1.500(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C7 1.533(7) 3_776 ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? Br1 Ag1 2.7202(6) 4_575 ? Br2 Ag1 2.7267(5) 4_575 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br2 Ag1 Br1 100.108(17) . . ? Br2 Ag1 Br1 111.824(19) . 4_576 ? Br1 Ag1 Br1 121.10(2) . 4_576 ? Br2 Ag1 Br2 105.93(2) . 4_576 ? Br1 Ag1 Br2 118.078(18) . 4_576 ? Br1 Ag1 Br2 99.342(17) 4_576 4_576 ? N1 C1 C2 120.3(4) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? C1 C2 C3 119.3(4) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 119.8(4) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 119.5(4) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 119.8(4) . . ? N1 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? N1 C6 C7 111.9(3) . . ? N1 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? N1 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C6 C7 C7 109.6(4) . 3_776 ? C6 C7 H7A 109.8 . . ? C7 C7 H7A 109.8 3_776 . ? C6 C7 H7B 109.8 . . ? C7 C7 H7B 109.8 3_776 . ? H7A C7 H7B 108.2 . . ? C5 N1 C1 121.2(3) . . ? C5 N1 C6 119.6(3) . . ? C1 N1 C6 119.2(3) . . ? Ag1 Br1 Ag1 79.555(15) . 4_575 ? Ag1 Br2 Ag1 79.539(16) . 4_575 ? 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 N1 C1 C2 C3 0.7(6) . . . . ? C1 C2 C3 C4 0.3(7) . . . . ? C2 C3 C4 C5 -1.1(7) . . . . ? C3 C4 C5 N1 0.9(7) . . . . ? N1 C6 C7 C7 -176.5(4) . . . 3_776 ? C4 C5 N1 C1 0.0(6) . . . . ? C4 C5 N1 C6 -178.1(4) . . . . ? C2 C1 N1 C5 -0.8(6) . . . . ? C2 C1 N1 C6 177.2(3) . . . . ? C7 C6 N1 C5 -92.4(4) . . . . ? C7 C6 N1 C1 89.5(4) . . . . ? Br2 Ag1 Br1 Ag1 9.230(16) . . . 4_575 ? Br1 Ag1 Br1 Ag1 -114.04(2) 4_576 . . 4_575 ? Br2 Ag1 Br1 Ag1 123.498(16) 4_576 . . 4_575 ? Br1 Ag1 Br2 Ag1 -9.208(15) . . . 4_575 ? Br1 Ag1 Br2 Ag1 120.334(16) 4_576 . . 4_575 ? Br2 Ag1 Br2 Ag1 -132.44(2) 4_576 . . 4_575 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.352 _refine_diff_density_min -0.877 _refine_diff_density_rms 0.126 # Attachment 'BB.cif' data_BB _database_code_depnum_ccdc_archive 'CCDC 849074' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20 Ag2 Br4 N2' _chemical_formula_weight 763.71 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' Ag Ag -0.8971 1.1015 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6941(7) _cell_length_b 14.4401(12) _cell_length_c 16.6058(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.1090(10) _cell_angle_gamma 90.00 _cell_volume 2083.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 5954 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 26.73 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 9.551 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.1599 _exptl_absorpt_correction_T_max 0.2077 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15291 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3892 _reflns_number_gt 3301 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0207P)^2^+1.4174P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3892 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0488 _refine_ls_wR_factor_gt 0.0462 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.72790(3) 0.311801(18) 0.225487(17) 0.05204(9) Uani 1 1 d . . . Ag2 Ag 0.72532(4) 0.560304(18) 0.260643(18) 0.05431(9) Uani 1 1 d . . . Br1 Br 0.80566(5) 0.45712(2) 0.13361(2) 0.05018(10) Uani 1 1 d . . . Br2 Br 0.65240(4) 0.41451(2) 0.35415(2) 0.04697(10) Uani 1 1 d . . . Br3 Br 0.55780(4) 0.17164(2) 0.16626(2) 0.04326(9) Uani 1 1 d . . . Br4 Br 0.97899(4) 0.19881(2) 0.27462(2) 0.04858(10) Uani 1 1 d . . . N1 N 0.2060(3) 0.48595(17) 0.30549(15) 0.0360(6) Uani 1 1 d . . . N2 N 0.1253(3) 0.28246(18) -0.00304(16) 0.0431(7) Uani 1 1 d . . . C1 C 0.3061(4) 0.5269(2) 0.3571(2) 0.0428(8) Uani 1 1 d . . . H1 H 0.3829 0.5647 0.3376 0.051 Uiso 1 1 calc R . . C2 C 0.2970(4) 0.5138(3) 0.4380(2) 0.0515(9) Uani 1 1 d . . . H2 H 0.3674 0.5423 0.4734 0.062 Uiso 1 1 calc R . . C3 C 0.1837(5) 0.4585(3) 0.4669(2) 0.0554(10) Uani 1 1 d . . . H3 H 0.1763 0.4490 0.5220 0.067 Uiso 1 1 calc R . . C4 C 0.0808(5) 0.4173(3) 0.4129(3) 0.0607(11) Uani 1 1 d . . . H4 H 0.0028 0.3796 0.4313 0.073 Uiso 1 1 calc R . . C5 C 0.0940(4) 0.4321(2) 0.3321(2) 0.0511(9) Uani 1 1 d . . . H5 H 0.0246 0.4045 0.2955 0.061 Uiso 1 1 calc R . . C6 C 0.2150(4) 0.5025(2) 0.21759(19) 0.0436(8) Uani 1 1 d . . . H6A H 0.2739 0.5585 0.2091 0.052 Uiso 1 1 calc R . . H6B H 0.1119 0.5124 0.1949 0.052 Uiso 1 1 calc R . . C7 C 0.2887(4) 0.4232(2) 0.1733(2) 0.0480(9) Uani 1 1 d . . . H7A H 0.2317 0.3666 0.1819 0.058 Uiso 1 1 calc R . . H7B H 0.3935 0.4142 0.1939 0.058 Uiso 1 1 calc R . . C8 C 0.2888(4) 0.4452(2) 0.0838(2) 0.0504(9) Uani 1 1 d . . . H8A H 0.3415 0.5036 0.0766 0.060 Uiso 1 1 calc R . . H8B H 0.1831 0.4532 0.0642 0.060 Uiso 1 1 calc R . . C9 C 0.3645(4) 0.3722(3) 0.0321(2) 0.0623(11) Uani 1 1 d . . . H9A H 0.3684 0.3955 -0.0225 0.075 Uiso 1 1 calc R . . H9B H 0.4697 0.3636 0.0522 0.075 Uiso 1 1 calc R . . C10 C 0.2852(5) 0.2790(3) 0.0299(2) 0.0620(11) Uani 1 1 d . . . H10A H 0.3439 0.2369 -0.0025 0.074 Uiso 1 1 calc R . . H10B H 0.2849 0.2542 0.0842 0.074 Uiso 1 1 calc R . . C11 C 0.0054(5) 0.2615(3) 0.0433(2) 0.0578(10) Uani 1 1 d . . . H11 H 0.0230 0.2470 0.0974 0.069 Uiso 1 1 calc R . . C12 C -0.1412(5) 0.2617(3) 0.0111(3) 0.0653(11) Uani 1 1 d . . . H12 H -0.2234 0.2478 0.0433 0.078 Uiso 1 1 calc R . . C13 C -0.1672(5) 0.2821(3) -0.0683(3) 0.0615(10) Uani 1 1 d . . . H13 H -0.2669 0.2822 -0.0907 0.074 Uiso 1 1 calc R . . C14 C -0.0460(5) 0.3025(2) -0.1144(2) 0.0514(9) Uani 1 1 d . . . H14 H -0.0621 0.3161 -0.1688 0.062 Uiso 1 1 calc R . . C15 C 0.0997(4) 0.3029(2) -0.0808(2) 0.0439(8) Uani 1 1 d . . . H15 H 0.1822 0.3176 -0.1125 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.06213(19) 0.03848(15) 0.05560(18) -0.00608(12) 0.00325(14) -0.00233(12) Ag2 0.06533(19) 0.03784(15) 0.05999(19) -0.00069(13) 0.00558(14) -0.00224(13) Br1 0.0698(3) 0.03899(19) 0.04197(19) -0.00104(15) 0.00504(17) -0.00505(17) Br2 0.0645(2) 0.03497(18) 0.04220(19) -0.00039(14) 0.01213(16) -0.00075(16) Br3 0.04449(19) 0.03625(18) 0.0484(2) 0.00031(14) -0.00668(15) -0.00215(14) Br4 0.0429(2) 0.03807(19) 0.0641(2) -0.00603(16) -0.00716(17) 0.00340(14) N1 0.0335(14) 0.0309(14) 0.0435(15) -0.0015(12) 0.0009(12) 0.0009(11) N2 0.0602(19) 0.0342(15) 0.0348(16) -0.0039(12) -0.0011(14) 0.0105(13) C1 0.0338(18) 0.049(2) 0.045(2) -0.0050(16) 0.0008(15) -0.0053(15) C2 0.053(2) 0.059(2) 0.041(2) -0.0051(18) -0.0004(17) 0.0014(19) C3 0.068(3) 0.052(2) 0.047(2) 0.0078(18) 0.0149(19) 0.015(2) C4 0.059(2) 0.047(2) 0.077(3) 0.009(2) 0.022(2) -0.0081(19) C5 0.048(2) 0.039(2) 0.065(2) -0.0013(17) 0.0000(18) -0.0082(16) C6 0.049(2) 0.0398(19) 0.0413(19) -0.0003(15) -0.0078(15) -0.0004(16) C7 0.053(2) 0.046(2) 0.045(2) -0.0012(16) -0.0027(16) 0.0064(16) C8 0.058(2) 0.048(2) 0.045(2) 0.0016(17) -0.0016(17) -0.0025(17) C9 0.049(2) 0.087(3) 0.050(2) -0.006(2) -0.0014(18) 0.005(2) C10 0.069(3) 0.060(2) 0.056(2) -0.012(2) -0.011(2) 0.025(2) C11 0.095(3) 0.048(2) 0.0315(19) -0.0029(16) 0.015(2) 0.000(2) C12 0.066(3) 0.062(3) 0.070(3) -0.017(2) 0.022(2) -0.010(2) C13 0.063(3) 0.054(2) 0.068(3) -0.015(2) -0.003(2) 0.006(2) C14 0.069(3) 0.042(2) 0.044(2) -0.0004(16) -0.0033(19) 0.0072(18) C15 0.059(2) 0.0364(18) 0.0371(19) 0.0024(14) 0.0083(16) 0.0032(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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 Br3 2.6727(4) . ? Ag1 Br1 2.6951(5) . ? Ag1 Br2 2.7016(5) . ? Ag1 Br4 2.8217(5) . ? Ag2 Br1 2.6956(5) . ? Ag2 Br2 2.7051(5) . ? Ag2 Br4 2.7244(5) 2_655 ? Ag2 Br3 2.7285(5) 2_655 ? Br3 Ag2 2.7285(5) 2_645 ? Br4 Ag2 2.7244(5) 2_645 ? N1 C5 1.334(4) . ? N1 C1 1.337(4) . ? N1 C6 1.484(4) . ? N2 C15 1.335(4) . ? N2 C11 1.352(5) . ? N2 C10 1.476(4) . ? C1 C2 1.361(5) . ? C1 H1 0.9300 . ? C2 C3 1.368(5) . ? C2 H2 0.9300 . ? C3 C4 1.379(5) . ? C3 H3 0.9300 . ? C4 C5 1.368(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.515(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.520(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.523(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.512(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.364(6) . ? C11 H11 0.9300 . ? C12 C13 1.362(6) . ? C12 H12 0.9300 . ? C13 C14 1.357(5) . ? C13 H13 0.9300 . ? C14 C15 1.365(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Br3 Ag1 Br1 121.884(16) . . ? Br3 Ag1 Br2 124.020(16) . . ? Br1 Ag1 Br2 95.368(14) . . ? Br3 Ag1 Br4 94.604(14) . . ? Br1 Ag1 Br4 113.975(16) . . ? Br2 Ag1 Br4 107.257(15) . . ? Br1 Ag2 Br2 95.276(15) . . ? Br1 Ag2 Br4 115.041(16) . 2_655 ? Br2 Ag2 Br4 122.008(16) . 2_655 ? Br1 Ag2 Br3 118.627(16) . 2_655 ? Br2 Ag2 Br3 112.082(15) . 2_655 ? Br4 Ag2 Br3 95.593(14) 2_655 2_655 ? Ag1 Br1 Ag2 84.823(14) . . ? Ag1 Br2 Ag2 84.515(14) . . ? Ag1 Br3 Ag2 85.328(14) . 2_645 ? Ag2 Br4 Ag1 82.585(14) 2_645 . ? C5 N1 C1 120.7(3) . . ? C5 N1 C6 119.0(3) . . ? C1 N1 C6 120.2(3) . . ? C15 N2 C11 119.7(3) . . ? C15 N2 C10 119.2(3) . . ? C11 N2 C10 121.1(3) . . ? N1 C1 C2 120.8(3) . . ? N1 C1 H1 119.6 . . ? C2 C1 H1 119.6 . . ? C1 C2 C3 119.8(3) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C2 C3 C4 118.8(3) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 119.7(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 120.3(3) . . ? N1 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? N1 C6 C7 113.3(3) . . ? N1 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? N1 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C6 C7 C8 109.5(3) . . ? C6 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 . . ? C6 C7 H7B 109.8 . . ? C8 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? C7 C8 C9 115.0(3) . . ? C7 C8 H8A 108.5 . . ? C9 C8 H8A 108.5 . . ? C7 C8 H8B 108.5 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C10 C9 C8 115.0(3) . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? N2 C10 C9 113.7(3) . . ? N2 C10 H10A 108.8 . . ? C9 C10 H10A 108.8 . . ? N2 C10 H10B 108.8 . . ? C9 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? N2 C11 C12 120.3(3) . . ? N2 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C13 C12 C11 120.0(4) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C14 C13 C12 119.2(4) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C13 C14 C15 119.9(4) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? N2 C15 C14 120.9(3) . . ? N2 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? 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 Br3 Ag1 Br1 Ag2 135.042(17) . . . . ? Br2 Ag1 Br1 Ag2 -1.034(14) . . . . ? Br4 Ag1 Br1 Ag2 -112.619(15) . . . . ? Br2 Ag2 Br1 Ag1 1.033(14) . . . . ? Br4 Ag2 Br1 Ag1 -128.066(16) 2_655 . . . ? Br3 Ag2 Br1 Ag1 119.752(16) 2_655 . . . ? Br3 Ag1 Br2 Ag2 -133.679(17) . . . . ? Br1 Ag1 Br2 Ag2 1.031(14) . . . . ? Br4 Ag1 Br2 Ag2 118.196(15) . . . . ? Br1 Ag2 Br2 Ag1 -1.031(14) . . . . ? Br4 Ag2 Br2 Ag1 122.955(17) 2_655 . . . ? Br3 Ag2 Br2 Ag1 -124.858(16) 2_655 . . . ? Br1 Ag1 Br3 Ag2 132.335(17) . . . 2_645 ? Br2 Ag1 Br3 Ag2 -104.103(18) . . . 2_645 ? Br4 Ag1 Br3 Ag2 10.317(14) . . . 2_645 ? Br3 Ag1 Br4 Ag2 -10.386(14) . . . 2_645 ? Br1 Ag1 Br4 Ag2 -138.393(15) . . . 2_645 ? Br2 Ag1 Br4 Ag2 117.404(14) . . . 2_645 ? C5 N1 C1 C2 0.6(5) . . . . ? C6 N1 C1 C2 178.6(3) . . . . ? N1 C1 C2 C3 -0.3(5) . . . . ? C1 C2 C3 C4 -0.1(6) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C1 N1 C5 C4 -0.6(5) . . . . ? C6 N1 C5 C4 -178.6(3) . . . . ? C3 C4 C5 N1 0.2(6) . . . . ? C5 N1 C6 C7 -79.7(4) . . . . ? C1 N1 C6 C7 102.3(3) . . . . ? N1 C6 C7 C8 178.4(3) . . . . ? C6 C7 C8 C9 178.1(3) . . . . ? C7 C8 C9 C10 64.2(4) . . . . ? C15 N2 C10 C9 67.2(4) . . . . ? C11 N2 C10 C9 -115.5(4) . . . . ? C8 C9 C10 N2 60.8(4) . . . . ? C15 N2 C11 C12 -0.3(5) . . . . ? C10 N2 C11 C12 -177.5(3) . . . . ? N2 C11 C12 C13 0.6(6) . . . . ? C11 C12 C13 C14 -0.2(6) . . . . ? C12 C13 C14 C15 -0.5(6) . . . . ? C11 N2 C15 C14 -0.4(5) . . . . ? C10 N2 C15 C14 176.9(3) . . . . ? C13 C14 C15 N2 0.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.542 _refine_diff_density_min -0.568 _refine_diff_density_rms 0.070 # Attachment 'a.cif' data_a _database_code_depnum_ccdc_archive 'CCDC 849075' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 Ag Br N4 S2' _chemical_formula_weight 540.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 8.1005(10) _cell_length_b 11.1349(13) _cell_length_c 11.5011(13) _cell_angle_alpha 107.703(2) _cell_angle_beta 96.284(2) _cell_angle_gamma 90.253(2) _cell_volume 981.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1561 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 22.50 _exptl_crystal_description PRISMATIC _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.828 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 3.285 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6748 _exptl_absorpt_correction_T_max 0.7139 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5526 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3600 _reflns_number_gt 2573 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0562P)^2^+0.5161P] 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 conser _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0000(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3600 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1211 _refine_ls_wR_factor_gt 0.1101 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _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 Ag1 Ag 0.46421(6) 0.73050(4) 0.94581(4) 0.0647(2) Uani 1 1 d . . . Br1 Br 1.26488(10) 0.53987(7) 1.53546(7) 0.0874(3) Uani 1 1 d . . . S1 S 0.2254(2) 0.56294(14) 0.86331(15) 0.0679(4) Uani 1 1 d . . . S2 S 0.5561(2) 0.82297(12) 0.78325(13) 0.0610(4) Uani 1 1 d . . . N1 N 1.2570(5) 0.9406(4) 1.4596(4) 0.0558(11) Uani 1 1 d . . . N2 N 1.1079(5) 0.8402(4) 1.2075(4) 0.0495(10) Uani 1 1 d . . . N3 N 0.3534(7) 0.3712(5) 0.9504(5) 0.0839(17) Uani 1 1 d . . . N4 N 0.5891(6) 1.0805(4) 0.9101(4) 0.0610(12) Uani 1 1 d . . . C1 C 1.3246(7) 0.9918(7) 1.5749(6) 0.0674(16) Uani 1 1 d . . . H1A H 1.3832 0.9399 1.6133 0.081 Uiso 1 1 calc R . . C2 C 1.3137(8) 1.1175(7) 1.6420(6) 0.0708(17) Uani 1 1 d . . . H2A H 1.3651 1.1490 1.7222 0.085 Uiso 1 1 calc R . . C3 C 1.2264(8) 1.1928(6) 1.5878(6) 0.0685(16) Uani 1 1 d . . . H3A H 1.2178 1.2776 1.6306 0.082 Uiso 1 1 calc R . . C4 C 1.1483(6) 1.1435(5) 1.4665(5) 0.0513(13) Uani 1 1 d . . . C5 C 1.1695(6) 1.0147(5) 1.4050(4) 0.0465(12) Uani 1 1 d . . . C6 C 1.0883(6) 0.9613(5) 1.2815(5) 0.0462(12) Uani 1 1 d . . . C7 C 0.9775(6) 1.0378(5) 1.2319(5) 0.0537(13) Uani 1 1 d . . . C8 C 0.8849(7) 0.9845(7) 1.1185(6) 0.0680(17) Uani 1 1 d . . . H8A H 0.8109 1.0334 1.0868 0.082 Uiso 1 1 calc R . . C9 C 0.9006(8) 0.8627(7) 1.0537(6) 0.0741(19) Uani 1 1 d . . . H9A H 0.8353 0.8263 0.9792 0.089 Uiso 1 1 calc R . . C10 C 1.0152(7) 0.7937(6) 1.1001(6) 0.0670(16) Uani 1 1 d . . . H10A H 1.0285 0.7105 1.0542 0.080 Uiso 1 1 calc R . . C11 C 1.0445(8) 1.2180(6) 1.4112(6) 0.0652(15) Uani 1 1 d . . . H11A H 1.0347 1.3031 1.4522 0.078 Uiso 1 1 calc R . . C12 C 0.9612(7) 1.1657(6) 1.3005(6) 0.0653(16) Uani 1 1 d . . . H12A H 0.8897 1.2148 1.2670 0.078 Uiso 1 1 calc R . . C13 C 1.2411(7) 0.7547(5) 1.2342(5) 0.0556(13) Uani 1 1 d . . . H13A H 1.2831 0.7084 1.1580 0.067 Uiso 1 1 calc R . . H13B H 1.3327 0.8057 1.2884 0.067 Uiso 1 1 calc R . . C14 C 1.1778(7) 0.6625(5) 1.2930(6) 0.0629(15) Uani 1 1 d . . . H14A H 1.0787 0.6172 1.2439 0.075 Uiso 1 1 calc R . . H14B H 1.1492 0.7073 1.3743 0.075 Uiso 1 1 calc R . . C15 C 1.3154(10) 0.5681(6) 1.3026(7) 0.084(2) Uani 1 1 d . . . H15A H 1.3427 0.5244 1.2207 0.101 Uiso 1 1 calc R . . H15B H 1.4145 0.6152 1.3496 0.101 Uiso 1 1 calc R . . C16 C 1.2697(11) 0.4757(6) 1.3594(6) 0.096(2) Uani 1 1 d . . . H16A H 1.3477 0.4085 1.3423 0.116 Uiso 1 1 calc R . . H16B H 1.1605 0.4393 1.3215 0.116 Uiso 1 1 calc R . . C17 C 0.3030(7) 0.4525(5) 0.9164(5) 0.0549(13) Uani 1 1 d . . . C18 C 0.5747(6) 0.9740(5) 0.8592(4) 0.0440(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0821(4) 0.0406(3) 0.0747(3) 0.0227(2) 0.0088(2) -0.0015(2) Br1 0.0992(6) 0.0819(5) 0.0792(5) 0.0219(4) 0.0087(4) 0.0285(4) S1 0.0754(10) 0.0499(8) 0.0764(10) 0.0252(7) -0.0167(8) -0.0084(7) S2 0.0920(11) 0.0414(7) 0.0494(8) 0.0124(6) 0.0113(7) 0.0063(7) N1 0.053(3) 0.068(3) 0.054(3) 0.032(2) -0.004(2) 0.001(2) N2 0.042(2) 0.059(3) 0.051(2) 0.025(2) 0.000(2) -0.009(2) N3 0.085(4) 0.058(3) 0.110(4) 0.041(3) -0.026(3) -0.019(3) N4 0.084(3) 0.043(3) 0.059(3) 0.018(2) 0.017(3) -0.004(2) C1 0.055(4) 0.091(5) 0.065(4) 0.040(4) -0.003(3) -0.003(3) C2 0.061(4) 0.099(5) 0.050(3) 0.019(3) 0.006(3) -0.013(4) C3 0.071(4) 0.068(4) 0.065(4) 0.014(3) 0.021(3) -0.007(3) C4 0.040(3) 0.060(3) 0.060(3) 0.024(3) 0.015(3) 0.002(2) C5 0.039(3) 0.060(3) 0.050(3) 0.030(3) 0.009(2) -0.003(2) C6 0.036(3) 0.057(3) 0.058(3) 0.034(3) 0.008(2) -0.003(2) C7 0.043(3) 0.075(4) 0.057(3) 0.039(3) 0.008(3) 0.001(3) C8 0.049(3) 0.101(5) 0.066(4) 0.049(4) -0.005(3) -0.006(3) C9 0.055(4) 0.112(6) 0.060(4) 0.040(4) -0.012(3) -0.024(4) C10 0.059(4) 0.074(4) 0.068(4) 0.025(3) 0.001(3) -0.019(3) C11 0.065(4) 0.062(4) 0.079(4) 0.033(3) 0.021(3) 0.008(3) C12 0.052(3) 0.077(4) 0.088(5) 0.052(4) 0.017(3) 0.018(3) C13 0.053(3) 0.054(3) 0.065(3) 0.023(3) 0.016(3) 0.007(2) C14 0.070(4) 0.050(3) 0.075(4) 0.024(3) 0.021(3) 0.002(3) C15 0.127(6) 0.055(4) 0.085(5) 0.033(3) 0.044(4) 0.033(4) C16 0.141(7) 0.056(4) 0.086(5) 0.015(4) 0.009(5) 0.028(4) C17 0.055(3) 0.044(3) 0.062(3) 0.015(3) -0.004(3) -0.015(2) C18 0.050(3) 0.045(3) 0.044(3) 0.024(2) 0.008(2) 0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N3 2.311(5) 2_667 ? Ag1 N4 2.325(5) 2_677 ? Ag1 S2 2.5648(15) . ? Ag1 S1 2.5717(16) . ? Br1 C16 1.936(7) . ? S1 C17 1.631(6) . ? S2 C18 1.640(5) . ? N1 C1 1.328(7) . ? N1 C5 1.342(6) . ? N2 C10 1.328(7) . ? N2 C6 1.379(7) . ? N2 C13 1.510(6) . ? N3 C17 1.150(7) . ? N3 Ag1 2.311(5) 2_667 ? N4 C18 1.151(6) . ? N4 Ag1 2.325(5) 2_677 ? C1 C2 1.386(9) . ? C1 H1A 0.9300 . ? C2 C3 1.349(9) . ? C2 H2A 0.9300 . ? C3 C4 1.409(8) . ? C3 H3A 0.9300 . ? C4 C5 1.414(7) . ? C4 C11 1.417(8) . ? C5 C6 1.442(7) . ? C6 C7 1.431(7) . ? C7 C8 1.388(8) . ? C7 C12 1.417(8) . ? C8 C9 1.349(9) . ? C8 H8A 0.9300 . ? C9 C10 1.373(9) . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? C11 C12 1.332(8) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.507(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.553(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.442(9) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? 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 N3 Ag1 N4 105.82(19) 2_667 2_677 ? N3 Ag1 S2 121.69(16) 2_667 . ? N4 Ag1 S2 97.74(11) 2_677 . ? N3 Ag1 S1 100.84(13) 2_667 . ? N4 Ag1 S1 117.88(13) 2_677 . ? S2 Ag1 S1 113.73(5) . . ? C17 S1 Ag1 99.33(19) . . ? C18 S2 Ag1 101.62(17) . . ? C1 N1 C5 117.9(5) . . ? C10 N2 C6 120.8(5) . . ? C10 N2 C13 114.6(5) . . ? C6 N2 C13 124.4(4) . . ? C17 N3 Ag1 157.2(5) . 2_667 ? C18 N4 Ag1 156.4(4) . 2_677 ? N1 C1 C2 124.3(6) . . ? N1 C1 H1A 117.8 . . ? C2 C1 H1A 117.8 . . ? C3 C2 C1 118.1(6) . . ? C3 C2 H2A 120.9 . . ? C1 C2 H2A 120.9 . . ? C2 C3 C4 120.3(6) . . ? C2 C3 H3A 119.9 . . ? C4 C3 H3A 119.9 . . ? C3 C4 C5 117.3(5) . . ? C3 C4 C11 121.2(5) . . ? C5 C4 C11 121.3(5) . . ? N1 C5 C4 122.0(5) . . ? N1 C5 C6 119.6(5) . . ? C4 C5 C6 118.3(4) . . ? N2 C6 C7 117.1(5) . . ? N2 C6 C5 124.6(4) . . ? C7 C6 C5 118.3(5) . . ? C8 C7 C12 121.2(5) . . ? C8 C7 C6 119.3(6) . . ? C12 C7 C6 119.5(5) . . ? C9 C8 C7 121.0(6) . . ? C9 C8 H8A 119.5 . . ? C7 C8 H8A 119.5 . . ? C8 C9 C10 118.5(6) . . ? C8 C9 H9A 120.8 . . ? C10 C9 H9A 120.8 . . ? N2 C10 C9 123.0(6) . . ? N2 C10 H10A 118.5 . . ? C9 C10 H10A 118.5 . . ? C12 C11 C4 119.8(6) . . ? C12 C11 H11A 120.1 . . ? C4 C11 H11A 120.1 . . ? C11 C12 C7 122.3(5) . . ? C11 C12 H12A 118.8 . . ? C7 C12 H12A 118.8 . . ? C14 C13 N2 112.3(4) . . ? C14 C13 H13A 109.1 . . ? N2 C13 H13A 109.1 . . ? C14 C13 H13B 109.1 . . ? N2 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? C13 C14 C15 108.9(5) . . ? C13 C14 H14A 109.9 . . ? C15 C14 H14A 109.9 . . ? C13 C14 H14B 109.9 . . ? C15 C14 H14B 109.9 . . ? H14A C14 H14B 108.3 . . ? C16 C15 C14 114.0(6) . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15B 108.8 . . ? C14 C15 H15B 108.8 . . ? H15A C15 H15B 107.6 . . ? C15 C16 Br1 115.0(5) . . ? C15 C16 H16A 108.5 . . ? Br1 C16 H16A 108.5 . . ? C15 C16 H16B 108.5 . . ? Br1 C16 H16B 108.5 . . ? H16A C16 H16B 107.5 . . ? N3 C17 S1 177.3(5) . . ? N4 C18 S2 178.4(5) . . ? 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 N3 Ag1 S1 C17 -1.0(3) 2_667 . . . ? N4 Ag1 S1 C17 -115.5(2) 2_677 . . . ? S2 Ag1 S1 C17 130.9(2) . . . . ? N3 Ag1 S2 C18 -103.2(2) 2_667 . . . ? N4 Ag1 S2 C18 10.9(2) 2_677 . . . ? S1 Ag1 S2 C18 135.98(19) . . . . ? C5 N1 C1 C2 -1.4(9) . . . . ? N1 C1 C2 C3 1.2(9) . . . . ? C1 C2 C3 C4 0.4(9) . . . . ? C2 C3 C4 C5 -1.6(8) . . . . ? C2 C3 C4 C11 174.6(5) . . . . ? C1 N1 C5 C4 0.0(7) . . . . ? C1 N1 C5 C6 -177.4(5) . . . . ? C3 C4 C5 N1 1.5(7) . . . . ? C11 C4 C5 N1 -174.8(5) . . . . ? C3 C4 C5 C6 178.9(5) . . . . ? C11 C4 C5 C6 2.6(7) . . . . ? C10 N2 C6 C7 -6.5(7) . . . . ? C13 N2 C6 C7 168.3(4) . . . . ? C10 N2 C6 C5 172.7(5) . . . . ? C13 N2 C6 C5 -12.6(7) . . . . ? N1 C5 C6 N2 -7.6(7) . . . . ? C4 C5 C6 N2 174.9(4) . . . . ? N1 C5 C6 C7 171.5(4) . . . . ? C4 C5 C6 C7 -6.0(7) . . . . ? N2 C6 C7 C8 5.8(7) . . . . ? C5 C6 C7 C8 -173.4(5) . . . . ? N2 C6 C7 C12 -175.7(5) . . . . ? C5 C6 C7 C12 5.1(7) . . . . ? C12 C7 C8 C9 -179.9(6) . . . . ? C6 C7 C8 C9 -1.4(8) . . . . ? C7 C8 C9 C10 -2.5(9) . . . . ? C6 N2 C10 C9 2.7(8) . . . . ? C13 N2 C10 C9 -172.5(5) . . . . ? C8 C9 C10 N2 2.0(9) . . . . ? C3 C4 C11 C12 -174.2(6) . . . . ? C5 C4 C11 C12 1.9(8) . . . . ? C4 C11 C12 C7 -2.8(9) . . . . ? C8 C7 C12 C11 177.8(6) . . . . ? C6 C7 C12 C11 -0.7(8) . . . . ? C10 N2 C13 C14 -86.6(6) . . . . ? C6 N2 C13 C14 98.4(6) . . . . ? N2 C13 C14 C15 173.2(5) . . . . ? C13 C14 C15 C16 179.2(6) . . . . ? C14 C15 C16 Br1 -73.3(8) . . . . ? Ag1 N3 C17 S1 166(12) 2_667 . . . ? Ag1 S1 C17 N3 -161(13) . . . . ? Ag1 N4 C18 S2 155(18) 2_677 . . . ? Ag1 S2 C18 N4 176(100) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.614 _refine_diff_density_min -1.066 _refine_diff_density_rms 0.085 # Attachment 'aa.cif' data_aa _database_code_depnum_ccdc_archive 'CCDC 849076' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H20 Ag2 Br2 I0 N6 O0 S2' _chemical_formula_weight 712.04 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6394(6) _cell_length_b 9.1974(6) _cell_length_c 13.6575(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.458(6) _cell_angle_gamma 90.00 _cell_volume 1073.42(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1154 _cell_measurement_theta_min 3.2475 _cell_measurement_theta_max 26.3142 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 5.753 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.51176 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4358 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 25.50 _reflns_number_total 1996 _reflns_number_gt 1593 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1124P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1996 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0797 _refine_ls_R_factor_gt 0.0694 _refine_ls_wR_factor_ref 0.1764 _refine_ls_wR_factor_gt 0.1681 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.007 _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 S1 S -0.0119(2) 0.7564(2) 0.71690(17) 0.0738(6) Uani 1 1 d . . . N1 N 0.2641(10) 0.6242(10) 0.8036(6) 0.093(2) Uani 1 1 d . . . C7 C 0.5401(10) 0.8480(10) 0.6644(7) 0.081(2) Uani 1 1 d . . . H7C H 0.6261 0.9084 0.6921 0.122 Uiso 1 1 calc R . . H7A H 0.4814 0.8191 0.7157 0.122 Uiso 1 1 calc R . . H7B H 0.4734 0.9013 0.6145 0.122 Uiso 1 1 calc R . . C2 C 0.6632(8) 0.7117(8) 0.5387(6) 0.0620(17) Uani 1 1 d . . . H2 H 0.6766 0.7906 0.4982 0.074 Uiso 1 1 calc R . . C5 C 0.7817(9) 0.5234(8) 0.4396(6) 0.0635(17) Uani 1 1 d . . . H5A H 0.7387 0.5749 0.3798 0.076 Uiso 1 1 calc R . . H5B H 0.7598 0.4207 0.4290 0.076 Uiso 1 1 calc R . . C4 C 0.6651(9) 0.4943(9) 0.5981(6) 0.0639(17) Uani 1 1 d . . . H4 H 0.6803 0.3946 0.6062 0.077 Uiso 1 1 calc R . . C3 C 0.6010(9) 0.5808(9) 0.6577(6) 0.0675(19) Uani 1 1 d . . . H3 H 0.5630 0.5534 0.7153 0.081 Uiso 1 1 calc R . . C6 C 0.9589(9) 0.5465(8) 0.4593(6) 0.0644(18) Uani 1 1 d . . . H6A H 1.0019 0.5263 0.3990 0.077 Uiso 1 1 calc R . . H6B H 0.9798 0.6478 0.4761 0.077 Uiso 1 1 calc R . . N2 N 0.6006(6) 0.7175(7) 0.6198(5) 0.0617(14) Uani 1 1 d . . . N3 N 0.7050(7) 0.5755(6) 0.5230(5) 0.0591(13) Uani 1 1 d . . . Ag1 Ag 0.42753(8) 0.45838(8) 0.89187(5) 0.0807(3) Uani 1 1 d . . . Br1 Br 0.29255(9) 0.39703(9) 1.05129(6) 0.0710(3) Uani 1 1 d . . . C1 C 0.1520(10) 0.6785(8) 0.7665(6) 0.0676(18) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0698(11) 0.0692(11) 0.0818(14) -0.0010(10) 0.0097(9) 0.0005(9) N1 0.092(5) 0.093(5) 0.088(6) 0.010(4) -0.005(4) 0.015(4) C7 0.081(5) 0.087(6) 0.079(6) -0.007(5) 0.023(4) 0.009(4) C2 0.061(4) 0.063(4) 0.061(4) 0.004(3) 0.006(3) -0.001(3) C5 0.070(4) 0.064(4) 0.057(4) -0.001(3) 0.009(3) 0.002(3) C4 0.064(4) 0.064(4) 0.065(4) 0.002(4) 0.013(3) 0.001(3) C3 0.061(4) 0.076(5) 0.067(5) 0.004(4) 0.013(3) -0.007(3) C6 0.068(4) 0.069(4) 0.057(4) -0.004(3) 0.010(3) -0.002(3) N2 0.060(3) 0.064(4) 0.062(4) 0.000(3) 0.011(3) 0.000(3) N3 0.053(3) 0.063(3) 0.061(3) -0.001(3) 0.008(2) -0.005(3) Ag1 0.0848(5) 0.0841(5) 0.0718(5) 0.0021(3) 0.0065(3) -0.0011(3) Br1 0.0739(5) 0.0654(5) 0.0748(6) -0.0020(4) 0.0140(4) -0.0037(3) C1 0.085(5) 0.058(4) 0.060(4) -0.002(4) 0.009(4) -0.010(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.642(9) . ? S1 Ag1 2.551(2) 2_556 ? N1 C1 1.140(10) . ? N1 Ag1 2.296(8) . ? C7 N2 1.476(11) . ? C2 N2 1.302(10) . ? C2 N3 1.330(9) . ? C5 N3 1.479(10) . ? C5 C6 1.529(11) . ? C4 C3 1.318(12) . ? C4 N3 1.354(10) . ? C3 N2 1.360(10) . ? C6 C6 1.495(16) 3_766 ? Ag1 S1 2.551(2) 2_546 ? Ag1 Br1 2.6769(11) . ? Ag1 Br1 2.7690(10) 3_667 ? Ag1 Ag1 3.1288(14) 3_667 ? Br1 Ag1 2.7690(10) 3_667 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 Ag1 104.8(3) . 2_556 ? C1 N1 Ag1 160.2(8) . . ? N2 C2 N3 109.4(7) . . ? N3 C5 C6 111.7(6) . . ? C3 C4 N3 108.2(7) . . ? C4 C3 N2 107.5(7) . . ? C6 C6 C5 113.9(8) 3_766 . ? C2 N2 C3 107.9(7) . . ? C2 N2 C7 126.9(7) . . ? C3 N2 C7 125.1(7) . . ? C2 N3 C4 106.9(6) . . ? C2 N3 C5 126.4(6) . . ? C4 N3 C5 126.7(6) . . ? N1 Ag1 S1 112.6(2) . 2_546 ? N1 Ag1 Br1 105.0(2) . . ? S1 Ag1 Br1 121.07(6) 2_546 . ? N1 Ag1 Br1 105.8(2) . 3_667 ? S1 Ag1 Br1 101.55(5) 2_546 3_667 ? Br1 Ag1 Br1 109.89(3) . 3_667 ? N1 Ag1 Ag1 117.6(2) . 3_667 ? S1 Ag1 Ag1 128.23(6) 2_546 3_667 ? Br1 Ag1 Ag1 56.33(3) . 3_667 ? Br1 Ag1 Ag1 53.57(3) 3_667 3_667 ? Ag1 Br1 Ag1 70.11(3) . 3_667 ? N1 C1 S1 177.9(8) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.415 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.264 # Attachment 'niu0603a.cif' data_niu0603a _database_code_depnum_ccdc_archive 'CCDC 849077' _audit_creation_date 2011-07-11 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'Ag Br2, C6 H3 N2' _chemical_formula_sum 'C6 H10 Ag Br2 N2' _chemical_formula_weight 377.85 _chemical_melting_point ? _chemical_oxdiff_formula C14H14N4Ag2Br4 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' Ag Ag -0.8971 1.1015 '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' _space_group_crystal_system monoclinic _space_group_IT_number 12 _space_group_name_H-M_alt 'C 1 2/m 1' _space_group_name_Hall '-C 2y' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z' 5 '-x, -y, -z' 6 'x, -y, z' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z' _cell_length_a 18.071(2) _cell_length_b 7.2152(8) _cell_length_c 8.8573(14) _cell_angle_alpha 90.00 _cell_angle_beta 108.136(15) _cell_angle_gamma 90.00 _cell_volume 1097.5(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1561 _cell_measurement_temperature 291.15 _cell_measurement_theta_max 29.1557 _cell_measurement_theta_min 3.0562 _exptl_absorpt_coefficient_mu 9.066 _exptl_absorpt_correction_T_max 0.287 _exptl_absorpt_correction_T_min 0.159 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.287 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 708 _exptl_crystal_size_max 0.335 _exptl_crystal_size_mid 0.2086 _exptl_crystal_size_min 0.2038 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_unetI/netI 0.0341 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 4463 _diffrn_reflns_theta_full 26.36 _diffrn_reflns_theta_max 26.36 _diffrn_reflns_theta_min 3.06 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -6.00 80.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 19.7885 77.0000 -120.0000 86 #__ type_ start__ end____ width___ exp.time_ 2 omega -46.00 9.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 19.7885 -77.0000 0.0000 55 #__ type_ start__ end____ width___ exp.time_ 3 omega 45.00 83.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 19.7885 77.0000 30.0000 38 #__ type_ start__ end____ width___ exp.time_ 4 omega 27.00 82.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 19.7885 -134.0000 36.0000 55 #__ type_ start__ end____ width___ exp.time_ 5 omega -50.00 48.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 19.7885 -77.0000 120.0000 98 #__ type_ start__ end____ width___ exp.time_ 6 omega -6.00 90.00 1.0000 3.0000 omega____ theta____ kappa____ phi______ frames - 19.7885 37.0000 150.0000 96 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0137764000 _diffrn_orient_matrix_UB_12 0.0610631000 _diffrn_orient_matrix_UB_13 -0.0480867000 _diffrn_orient_matrix_UB_21 -0.0389134000 _diffrn_orient_matrix_UB_22 0.0218784000 _diffrn_orient_matrix_UB_23 -0.0445603000 _diffrn_orient_matrix_UB_31 0.0001103000 _diffrn_orient_matrix_UB_32 0.0739252000 _diffrn_orient_matrix_UB_33 0.0528926000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1025 _reflns_number_total 1207 _reflns_odcompleteness_completeness 99.67 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)' _refine_diff_density_max 2.526 _refine_diff_density_min -0.608 _refine_diff_density_rms 0.190 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 79 _refine_ls_number_reflns 1207 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0542 _refine_ls_R_factor_gt 0.0463 _refine_ls_restrained_S_all 1.222 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0829P)^2^+4.5621P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1385 _refine_ls_wR_factor_ref 0.1451 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Ag1 Ag 0.5000 0.74669(12) 0.5000 0.0488(3) Uani 1 2 d S . . Br0A Br 0.38792(6) 1.0000 0.50216(14) 0.0436(4) Uani 1 2 d S . . Br2 Br 0.52531(9) 0.5000 0.74250(14) 0.0572(4) Uani 1 2 d S . . N1 N 0.8496(6) 0.5000 0.9591(12) 0.067(3) Uani 1 2 d SD . . N2 N 0.7537(6) 0.5000 0.7393(13) 0.078(4) Uani 1 2 d SD . . C1 C 0.8251(11) 0.708(2) 0.935(2) 0.063(5) Uani 0.50 1 d PDU . . C2 C 0.7690(12) 0.712(2) 0.793(2) 0.070(6) Uani 0.50 1 d PDU . . C3 C 0.8068(8) 0.580(2) 0.8360(16) 0.042(3) Uani 0.50 1 d PD . . C4 C 0.9176(8) 0.5000 1.0959(15) 0.073(5) Uani 1 2 d S . . C5 C 0.9892(11) 0.575(2) 1.0431(19) 0.053(4) Uani 0.50 1 d P . . C6 C 0.6973(7) 0.5000 0.5887(16) 0.058(3) Uani 1 2 d S . . H6A H 0.6470 0.5239 0.5998 0.087 Uiso 0.50 1 calc PR A -1 H6B H 0.6968 0.3814 0.5394 0.087 Uiso 0.50 1 calc PR A -1 H6C H 0.7094 0.5947 0.5241 0.087 Uiso 0.50 1 calc PR A -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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0488(6) 0.0394(5) 0.0543(6) 0.000 0.0105(4) 0.000 Br0A 0.0340(6) 0.0392(6) 0.0574(8) 0.000 0.0141(5) 0.000 Br2 0.0895(10) 0.0399(7) 0.0387(7) 0.000 0.0149(6) 0.000 N1 0.053(6) 0.112(10) 0.038(6) 0.000 0.017(5) 0.000 N2 0.037(6) 0.156(14) 0.044(7) 0.000 0.016(5) 0.000 C1 0.059(8) 0.052(8) 0.072(9) -0.023(7) 0.011(7) 0.000(7) C2 0.083(10) 0.064(9) 0.061(9) 0.002(7) 0.018(8) 0.030(8) C3 0.038(7) 0.047(8) 0.040(8) 0.009(7) 0.012(7) 0.009(6) C4 0.054(7) 0.126(15) 0.034(7) 0.000 0.003(6) 0.000 C5 0.057(10) 0.055(9) 0.042(12) -0.017(6) 0.008(8) -0.004(7) C6 0.046(6) 0.072(9) 0.052(8) 0.000 0.009(6) 0.000 _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 Ag1 Br0A 2.7327(10) 5_676 ? Ag1 Br0A 2.7327(10) . ? Ag1 Br2 2.7164(11) 5_666 ? Ag1 Br2 2.7164(11) . ? Br0A Ag1 2.7327(10) 5_676 ? Br2 Ag1 2.7164(11) 5_666 ? N1 C1 1.563(15) . ? N1 C1 1.563(15) 6_565 ? N1 C3 1.264(14) 6_565 ? N1 C3 1.264(14) . ? N1 C4 1.431(16) . ? N2 C2 1.597(16) . ? N2 C2 1.597(16) 6_565 ? N2 C3 1.215(14) . ? N2 C3 1.215(14) 6_565 ? N2 C6 1.404(16) . ? C1 C2 1.350(18) . ? C1 C3 1.25(2) . ? C2 C3 1.16(2) . ? C3 C3 1.16(3) 6_565 ? C4 C5 1.60(2) . ? C4 C5 1.60(2) 6_565 ? C5 C5 0.96(3) 2_757 ? C5 C5 1.08(3) 6_565 ? C5 C5 1.45(3) 5_767 ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? 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 Br0A Ag1 Br0A 96.04(4) 5_676 . ? Br2 Ag1 Br0A 112.05(4) 5_666 5_676 ? Br2 Ag1 Br0A 120.07(4) . 5_676 ? Br2 Ag1 Br0A 120.07(4) 5_666 . ? Br2 Ag1 Br0A 112.05(4) . . ? Br2 Ag1 Br2 98.13(4) 5_666 . ? Ag1 Br0A Ag1 83.95(4) . 5_676 ? Ag1 Br2 Ag1 81.87(4) 5_666 . ? C1 N1 C1 148.2(15) 6_565 . ? C3 N1 C1 104.6(11) 6_565 . ? C3 N1 C1 104.6(11) . 6_565 ? C3 N1 C1 51.1(9) . . ? C3 N1 C1 51.1(10) 6_565 6_565 ? C3 N1 C3 54.4(14) . 6_565 ? C3 N1 C4 149.7(8) 6_565 . ? C3 N1 C4 149.7(8) . . ? C4 N1 C1 104.3(7) . 6_565 ? C4 N1 C1 104.3(7) . . ? C2 N2 C2 145.8(15) . 6_565 ? C3 N2 C2 46.4(9) . . ? C3 N2 C2 46.4(9) 6_565 6_565 ? C3 N2 C2 102.7(11) . 6_565 ? C3 N2 C2 102.7(11) 6_565 . ? C3 N2 C3 56.8(14) . 6_565 ? C3 N2 C6 148.2(9) . . ? C3 N2 C6 148.2(9) 6_565 . ? C6 N2 C2 106.9(7) . . ? C6 N2 C2 106.9(7) . 6_565 ? C2 C1 N1 104.0(13) . . ? C3 C1 N1 52.0(8) . . ? C3 C1 C2 52.9(11) . . ? C1 C2 N2 105.8(13) . . ? C3 C2 N2 49.2(9) . . ? C3 C2 C1 59.1(12) . . ? N2 C3 N1 121.8(13) . . ? N2 C3 C1 145.7(15) . . ? C1 C3 N1 76.9(11) . . ? C2 C3 N1 142.7(16) . . ? C2 C3 N2 84.4(12) . . ? C2 C3 C1 68.0(12) . . ? C3 C3 N1 62.8(7) 6_565 . ? C3 C3 N2 61.6(7) 6_565 . ? C3 C3 C1 137.8(11) 6_565 . ? C3 C3 C2 144.8(12) 6_565 . ? N1 C4 C5 108.1(11) . . ? N1 C4 C5 108.1(11) . 6_565 ? C5 C4 C5 39.5(12) . 6_565 ? C5 C5 C4 106.1(17) 5_767 . ? C5 C5 C4 70.3(6) 6_565 . ? C5 C5 C4 143(2) 2_757 . ? C5 C5 C5 41.5(14) 6_565 5_767 ? C5 C5 C5 48.5(14) 2_757 5_767 ? C5 C5 C5 90.000(4) 2_757 6_565 ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? 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 Br0A Ag1 Br0A Ag1 0.0 5_676 . . 5_676 ? Br0A Ag1 Br2 Ag1 127.15(3) . . . 5_666 ? Br0A Ag1 Br2 Ag1 -121.39(4) 5_676 . . 5_666 ? Br2 Ag1 Br0A Ag1 125.91(4) . . . 5_676 ? Br2 Ag1 Br0A Ag1 -119.84(4) 5_666 . . 5_676 ? Br2 Ag1 Br2 Ag1 0.0 5_666 . . 5_666 ? N1 C1 C2 N2 6(2) . . . . ? N1 C1 C2 C3 -10.4(15) . . . . ? N1 C1 C3 N2 128(3) . . . . ? N1 C1 C3 C2 167.2(18) . . . . ? N1 C1 C3 C3 17.2(14) . . . 6_565 ? N1 C4 C5 C5 -35(3) . . . 2_757 ? N1 C4 C5 C5 -96.8(5) . . . 6_565 ? N1 C4 C5 C5 -75.3(18) . . . 5_767 ? N2 C2 C3 N1 -138(3) . . . . ? N2 C2 C3 C1 -159.2(17) . . . . ? N2 C2 C3 C3 -14.9(18) . . . 6_565 ? C1 N1 C1 C2 -36(4) 6_565 . . . ? C1 N1 C1 C3 -47(4) 6_565 . . . ? C1 N1 C3 N2 -149(2) . . . . ? C1 N1 C3 N2 8.0(19) 6_565 . . . ? C1 N1 C3 C1 157(2) 6_565 . . . ? C1 N1 C3 C2 -20(3) . . . . ? C1 N1 C3 C2 137(3) 6_565 . . . ? C1 N1 C3 C3 -167.1(11) . . . 6_565 ? C1 N1 C3 C3 -10.4(9) 6_565 . . 6_565 ? C1 N1 C4 C5 76.2(12) 6_565 . . 6_565 ? C1 N1 C4 C5 -117.9(12) . . . 6_565 ? C1 N1 C4 C5 117.9(12) 6_565 . . . ? C1 N1 C4 C5 -76.2(12) . . . . ? C1 C2 C3 N1 21(3) . . . . ? C1 C2 C3 N2 159.2(17) . . . . ? C1 C2 C3 C3 144(2) . . . 6_565 ? C2 N2 C2 C1 12(4) 6_565 . . . ? C2 N2 C2 C3 30(4) 6_565 . . . ? C2 N2 C3 N1 -11.4(19) 6_565 . . . ? C2 N2 C3 N1 152(2) . . . . ? C2 N2 C3 C1 36(3) . . . . ? C2 N2 C3 C1 -127(3) 6_565 . . . ? C2 N2 C3 C2 -163(2) 6_565 . . . ? C2 N2 C3 C3 7.2(9) 6_565 . . 6_565 ? C2 N2 C3 C3 170.3(12) . . . 6_565 ? C2 C1 C3 N1 -167.2(18) . . . . ? C2 C1 C3 N2 -39(3) . . . . ? C2 C1 C3 C3 -150.0(19) . . . 6_565 ? C3 N1 C1 C2 0(2) 6_565 . . . ? C3 N1 C1 C2 10.5(15) . . . . ? C3 N1 C1 C3 -10.8(10) 6_565 . . . ? C3 N1 C3 N2 18.4(18) 6_565 . . . ? C3 N1 C3 C1 167.1(11) 6_565 . . . ? C3 N1 C3 C2 147(3) 6_565 . . . ? C3 N1 C4 C5 -86(2) . . . 6_565 ? C3 N1 C4 C5 86(2) 6_565 . . . ? C3 N1 C4 C5 44(2) 6_565 . . 6_565 ? C3 N1 C4 C5 -44(2) . . . . ? C3 N2 C2 C1 -18.4(16) . . . . ? C3 N2 C2 C1 -10(2) 6_565 . . . ? C3 N2 C2 C3 8.3(11) 6_565 . . . ? C3 N2 C3 N1 -18.6(18) 6_565 . . . ? C3 N2 C3 C1 -135(3) 6_565 . . . ? C3 N2 C3 C2 -170.3(13) 6_565 . . . ? C3 C1 C2 N2 16.2(13) . . . . ? C4 N1 C1 C2 170.5(16) . . . . ? C4 N1 C1 C3 160.0(14) . . . . ? C4 N1 C3 N2 170.2(17) . . . . ? C4 N1 C3 C1 -41(3) . . . . ? C4 N1 C3 C2 -61(4) . . . . ? C4 N1 C3 C3 152(3) . . . 6_565 ? C5 C4 C5 C5 21.4(19) 6_565 . . 5_767 ? C5 C4 C5 C5 62(3) 6_565 . . 2_757 ? C6 N2 C2 C1 -178.1(15) . . . . ? C6 N2 C2 C3 -159.7(15) . . . . ? C6 N2 C3 N1 -169.3(16) . . . . ? C6 N2 C3 C1 75(4) . . . . ? C6 N2 C3 C2 39(3) . . . . ? C6 N2 C3 C3 -151(2) . . . 6_565 ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -15 8 -1 0.1600 -15.0002 8.0000 -1.0000 0.3299 0.8033 0.5369 15 -8 -1 0.0697 15.0003 -8.0000 -1.0000 -0.2338 -0.7142 -0.6426 0 6 10 0.1550 -0.0006 5.9999 10.0001 -0.1145 -0.3143 0.9725 5 -8 -8 0.0951 5.0006 -7.9999 -8.0001 -0.0349 -0.0131 -1.0140 21 5 -6 0.1216 20.9999 5.0000 -6.0000 0.8831 -0.4404 0.0546 -22 -4 7 0.1001 -22.0000 -4.0000 7.0000 -0.8839 0.4567 0.0721 7 9 3 0.1323 6.9995 9.0000 3.0001 0.5017 -0.2092 0.8248 -14 5 10 0.1459 -14.0005 5.0000 10.0001 -0.3684 0.2086 0.8970 9 7 -9 0.1266 9.0000 7.0000 -9.0000 0.9842 0.2040 0.0424 -7 -9 5 0.0530 -6.9998 -9.0000 5.0000 -0.8864 -0.1473 -0.4016 25 -1 -2 0.0827 25.0000 -1.0000 -2.0000 0.3795 -0.9056 -0.1770 -25 2 3 0.1111 -25.0001 2.0000 3.0000 -0.3665 0.8829 0.3038 13 -4 7 0.0877 12.9998 -4.0000 7.0000 -0.4018 -0.9053 0.0760 -16 2 -7 0.1623 -15.9998 2.0000 -7.0001 0.2383 0.9783 -0.2242 # Attachment 'zzuli110902b.cif' data_zzuli110902b _database_code_depnum_ccdc_archive 'CCDC 849078' _audit_creation_date 2011-09-13 _audit_creation_method ; Olex2 1.1 (compiled 2011.09.07 svn.r1971, GUI svn.r3853) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety '0.5(Ag8 I12), C20 H30 N2' _chemical_formula_sum 'C20 H30 Ag4 I6 N2' _chemical_formula_weight 1491.34 _chemical_melting_point ? _chemical_oxdiff_formula 'C H O N Ag I Br' _chemical_oxdiff_usercomment NYY-05-01 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 12 _space_group_name_H-M_alt 'C 1 2/m 1' _space_group_name_Hall '-C 2y' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y, -z' 3 'x+1/2, y+1/2, z' 4 '-x+1/2, y+1/2, -z' 5 '-x, -y, -z' 6 'x, -y, z' 7 '-x+1/2, -y+1/2, -z' 8 'x+1/2, -y+1/2, z' _cell_length_a 18.2976(14) _cell_length_b 18.9067(6) _cell_length_c 13.4284(9) _cell_angle_alpha 90.00 _cell_angle_beta 132.716(13) _cell_angle_gamma 90.00 _cell_volume 3413.2(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2357 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 26.3106 _cell_measurement_theta_min 3.0365 _exptl_absorpt_coefficient_mu 7.701 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.51381 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour black _exptl_crystal_density_diffrn 2.902 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2680 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_unetI/netI 0.0329 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 8218 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 3.04 _diffrn_ambient_temperature 291.15 _diffrn_detector_area_resol_mean 16.2542 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -53.00 89.00 1.0000 5.4100 omega____ theta____ kappa____ phi______ frames - 18.4204 0.0000 -120.0000 142 #__ type_ start__ end____ width___ exp.time_ 2 omega 7.00 37.00 1.0000 5.4100 omega____ theta____ kappa____ phi______ frames - 18.4204 61.0000 -37.0000 30 #__ type_ start__ end____ width___ exp.time_ 3 omega -10.00 16.00 1.0000 5.4100 omega____ theta____ kappa____ phi______ frames - -19.0454 -99.0000 30.0000 26 #__ type_ start__ end____ width___ exp.time_ 4 omega -32.00 -7.00 1.0000 5.4100 omega____ theta____ kappa____ phi______ frames - -19.0454 -77.0000 -120.0000 25 #__ type_ start__ end____ width___ exp.time_ 5 omega -16.00 21.00 1.0000 5.4100 omega____ theta____ kappa____ phi______ frames - -19.0454 -99.0000 60.0000 37 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0033609000 _diffrn_orient_matrix_UB_12 0.0351421000 _diffrn_orient_matrix_UB_13 -0.0150870000 _diffrn_orient_matrix_UB_21 0.0526496000 _diffrn_orient_matrix_UB_22 -0.0024700000 _diffrn_orient_matrix_UB_23 0.0489568000 _diffrn_orient_matrix_UB_31 -0.0009284000 _diffrn_orient_matrix_UB_32 -0.0129142000 _diffrn_orient_matrix_UB_33 -0.0504336000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_source 'Enhance (Mo) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2712 _reflns_number_total 3595 _reflns_odcompleteness_completeness 99.69 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. 2008). A64, 112-122 ; _computing_structure_solution ; SHELXS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 1.978 _refine_diff_density_min -1.538 _refine_diff_density_rms 0.164 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_hydrogen_treatment CONSTR _refine_ls_matrix_type full _refine_ls_number_parameters 154 _refine_ls_number_reflns 3595 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0427 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1359 _refine_ls_wR_factor_ref 0.1530 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Ag1 Ag 0.41613(10) 0.5000 0.28531(14) 0.0820(4) Uani 1 2 d S . . Ag2 Ag 0.64081(10) 0.5000 0.48657(12) 0.0821(4) Uani 1 2 d S . . Ag3 Ag 0.52414(7) 0.41767(5) 0.16050(9) 0.0808(3) Uani 1 1 d . . . C1 C 0.7221(9) 0.2873(6) 0.7530(13) 0.094(4) Uani 1 1 d . . . H1 H 0.7152 0.3249 0.7025 0.113 Uiso 1 1 calc R . . C2 C 0.7319(10) 0.3006(6) 0.8620(13) 0.096(4) Uani 1 1 d . . . H2 H 0.7312 0.3468 0.8850 0.115 Uiso 1 1 calc R . . C3 C 0.7432(7) 0.2437(5) 0.9384(11) 0.072(3) Uani 1 1 d . . . C4 C 0.7483(10) 0.1784(6) 0.9062(17) 0.094(4) Uani 1 1 d . . . H4 H 0.7586 0.1401 0.9580 0.113 Uiso 1 1 calc R . . C5 C 0.7384(10) 0.1675(6) 0.7959(16) 0.097(4) Uani 1 1 d . . . H5 H 0.7429 0.1219 0.7744 0.117 Uiso 1 1 calc R . . C6 C 0.7104(8) 0.2081(7) 0.5992(13) 0.089(4) Uani 1 1 d . . . H6A H 0.7657 0.1794 0.6277 0.107 Uiso 1 1 calc R . . H6B H 0.7126 0.2526 0.5654 0.107 Uiso 1 1 calc R . . C7 C 0.6142(10) 0.1706(7) 0.4861(15) 0.097(4) Uani 1 1 d . . . H7A H 0.6131 0.1247 0.5171 0.116 Uiso 1 1 calc R . . H7B H 0.5584 0.1980 0.4594 0.116 Uiso 1 1 calc R . . C8 C 0.6053(10) 0.1619(8) 0.3686(18) 0.119(6) Uani 1 1 d D . . H8A H 0.6630 0.1371 0.3962 0.142 Uiso 1 1 calc R . . H8B H 0.6016 0.2078 0.3332 0.142 Uiso 1 1 calc R . . C9 C 0.5106(15) 0.1193(14) 0.259(2) 0.181(9) Uani 1 1 d DU . . H9A H 0.5159 0.0729 0.2944 0.217 Uiso 1 1 calc R . . H9B H 0.4537 0.1432 0.2358 0.217 Uiso 1 1 calc R . . C10 C 0.4951(19) 0.1115(15) 0.137(2) 0.202(10) Uani 1 1 d DU . . H10A H 0.4372 0.0830 0.0714 0.303 Uiso 1 1 calc R . . H10B H 0.5521 0.0891 0.1603 0.303 Uiso 1 1 calc R . . H10C H 0.4858 0.1573 0.0987 0.303 Uiso 1 1 calc R . . I1 I 0.24477(7) 0.5000 0.23896(8) 0.0626(3) Uani 1 2 d S . . I2 I 0.52748(5) 0.36958(3) 0.37086(6) 0.0598(2) Uani 1 1 d . . . I3 I 0.70590(6) 0.5000 0.33974(8) 0.0531(2) Uani 1 2 d S . . I4 I 0.34541(7) 0.5000 0.00942(8) 0.0593(3) Uani 1 2 d S . . I5 I 0.5000 0.31107(5) 0.0000 0.0594(3) Uani 1 2 d S . . N1 N 0.7222(7) 0.2223(5) 0.7189(11) 0.082(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0774(8) 0.0631(7) 0.1061(9) 0.000 0.0624(8) 0.000 Ag2 0.0879(9) 0.0812(9) 0.0642(6) 0.000 0.0464(7) 0.000 Ag3 0.0797(6) 0.0674(6) 0.0793(5) -0.0106(4) 0.0475(5) 0.0034(4) C1 0.080(8) 0.044(6) 0.082(8) 0.009(6) 0.024(6) 0.003(6) C2 0.091(9) 0.045(6) 0.086(8) 0.011(6) 0.034(7) 0.020(6) C3 0.046(5) 0.050(5) 0.104(8) 0.024(6) 0.045(6) 0.019(5) C4 0.110(10) 0.050(6) 0.176(13) 0.037(8) 0.118(11) 0.034(6) C5 0.105(10) 0.044(6) 0.178(14) 0.031(8) 0.110(11) 0.027(6) C6 0.053(6) 0.078(8) 0.116(9) 0.030(8) 0.050(7) 0.016(6) C7 0.080(8) 0.059(7) 0.137(11) -0.008(8) 0.068(9) -0.003(6) C8 0.068(9) 0.078(9) 0.161(14) 0.016(10) 0.058(10) 0.022(7) C9 0.170(12) 0.190(13) 0.189(12) -0.009(9) 0.125(10) 0.003(9) C10 0.189(17) 0.168(17) 0.194(17) -0.006(14) 0.107(13) 0.024(14) I1 0.0595(5) 0.0654(6) 0.0549(5) 0.000 0.0356(4) 0.000 I2 0.0730(4) 0.0437(3) 0.0622(4) 0.0096(3) 0.0457(3) 0.0060(3) I3 0.0564(5) 0.0487(5) 0.0590(4) 0.000 0.0412(4) 0.000 I4 0.0699(6) 0.0389(4) 0.0565(5) 0.000 0.0378(4) 0.000 I5 0.0673(6) 0.0472(5) 0.0640(5) 0.000 0.0447(5) 0.000 N1 0.055(5) 0.058(6) 0.106(7) 0.023(5) 0.044(5) 0.013(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 Ag2 3.0217(19) . ? Ag1 I1 2.7516(16) . ? Ag1 I2 2.8940(9) . ? Ag1 I2 2.8940(9) 6_565 ? Ag1 I4 2.9825(16) . ? Ag2 I1 2.7384(15) 5_666 ? Ag2 I2 2.9022(10) . ? Ag2 I2 2.9023(10) 6_565 ? Ag2 I3 2.9141(15) . ? Ag3 Ag3 3.1132(19) 6_565 ? Ag3 I2 2.9283(12) . ? Ag3 I3 2.9012(12) . ? Ag3 I4 2.8692(13) . ? Ag3 I5 2.7588(11) . ? C1 H1 0.9300 . ? C1 C2 1.371(19) . ? C1 N1 1.311(15) . ? C2 H2 0.9300 . ? C2 C3 1.401(16) . ? C3 C3 1.52(2) 7_657 ? C3 C4 1.334(16) . ? C4 H4 0.9300 . ? C4 C5 1.38(2) . ? C5 H5 0.9300 . ? C5 N1 1.347(14) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 C7 1.510(18) . ? C6 N1 1.494(17) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 C8 1.48(2) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 C9 1.535(16) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 C10 1.474(16) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? I1 Ag2 2.7384(15) 5_666 ? I3 Ag3 2.9011(12) 6_565 ? I4 Ag3 2.8692(13) 6_565 ? I5 Ag3 2.7588(11) 2_655 ? 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 I1 Ag1 Ag2 148.49(6) . . ? I1 Ag1 I2 118.50(3) . 6_565 ? I1 Ag1 I2 118.50(3) . . ? I1 Ag1 I4 104.56(5) . . ? I2 Ag1 Ag2 58.71(3) 6_565 . ? I2 Ag1 Ag2 58.71(3) . . ? I2 Ag1 I2 116.87(5) 6_565 . ? I2 Ag1 I4 95.08(4) 6_565 . ? I2 Ag1 I4 95.08(4) . . ? I4 Ag1 Ag2 106.95(5) . . ? I1 Ag2 Ag1 122.54(6) 5_666 . ? I1 Ag2 I2 109.68(3) 5_666 6_565 ? I1 Ag2 I2 109.68(3) 5_666 . ? I1 Ag2 I3 128.35(6) 5_666 . ? I2 Ag2 Ag1 58.45(3) 6_565 . ? I2 Ag2 Ag1 58.45(3) . . ? I2 Ag2 I2 116.34(5) . 6_565 ? I2 Ag2 I3 96.27(3) . . ? I2 Ag2 I3 96.27(3) 6_565 . ? I3 Ag2 Ag1 109.11(5) . . ? I2 Ag3 Ag3 108.09(2) . 6_565 ? I3 Ag3 Ag3 57.55(2) . 6_565 ? I3 Ag3 I2 95.99(3) . . ? I4 Ag3 Ag3 57.14(2) . 6_565 ? I4 Ag3 I2 96.80(4) . . ? I4 Ag3 I3 114.26(4) . . ? I5 Ag3 Ag3 136.93(2) . 6_565 ? I5 Ag3 I2 114.48(4) . . ? I5 Ag3 I3 121.73(4) . . ? I5 Ag3 I4 110.02(4) . . ? C2 C1 H1 119.5 . . ? N1 C1 H1 119.5 . . ? N1 C1 C2 120.9(12) . . ? C1 C2 H2 120.4 . . ? C1 C2 C3 119.2(11) . . ? C3 C2 H2 120.4 . . ? C2 C3 C3 120.9(12) . 7_657 ? C4 C3 C2 118.8(12) . . ? C4 C3 C3 120.2(12) . 7_657 ? C3 C4 H4 120.0 . . ? C3 C4 C5 119.9(11) . . ? C5 C4 H4 120.0 . . ? C4 C5 H5 119.7 . . ? N1 C5 C4 120.6(11) . . ? N1 C5 H5 119.7 . . ? H6A C6 H6B 107.8 . . ? C7 C6 H6A 109.1 . . ? C7 C6 H6B 109.1 . . ? N1 C6 H6A 109.1 . . ? N1 C6 H6B 109.1 . . ? N1 C6 C7 112.7(11) . . ? C6 C7 H7A 109.8 . . ? C6 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? C8 C7 C6 109.6(12) . . ? C8 C7 H7A 109.8 . . ? C8 C7 H7B 109.8 . . ? C7 C8 H8A 110.0 . . ? C7 C8 H8B 110.0 . . ? C7 C8 C9 108.4(14) . . ? H8A C8 H8B 108.4 . . ? C9 C8 H8A 110.0 . . ? C9 C8 H8B 110.0 . . ? C8 C9 H9A 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? C10 C9 C8 111.0(19) . . ? C10 C9 H9A 109.4 . . ? C10 C9 H9B 109.4 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? Ag2 I1 Ag1 88.97(5) 5_666 . ? Ag1 I2 Ag2 62.84(4) . . ? Ag1 I2 Ag3 78.71(4) . . ? Ag2 I2 Ag3 78.02(3) . . ? Ag3 I3 Ag2 78.26(4) . . ? Ag3 I3 Ag2 78.27(4) 6_565 . ? Ag3 I3 Ag3 64.90(4) 6_565 . ? Ag3 I4 Ag1 78.21(4) 6_565 . ? Ag3 I4 Ag1 78.21(4) . . ? Ag3 I4 Ag3 65.71(5) 6_565 . ? Ag3 I5 Ag3 86.13(5) 2_655 . ? C1 N1 C5 120.3(13) . . ? C1 N1 C6 120.7(11) . . ? C5 N1 C6 118.9(11) . . ? 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 Ag1 Ag2 I2 Ag3 83.33(4) . . . . ? Ag1 Ag2 I3 Ag3 33.23(2) . . . 6_565 ? Ag1 Ag2 I3 Ag3 -33.23(2) . . . . ? Ag2 Ag1 I1 Ag2 0.0 . . . 5_666 ? Ag2 Ag1 I2 Ag3 -82.22(4) . . . . ? Ag2 Ag1 I4 Ag3 33.66(2) . . . . ? Ag2 Ag1 I4 Ag3 -33.66(2) . . . 6_565 ? Ag3 Ag3 I2 Ag1 31.92(3) 6_565 . . . ? Ag3 Ag3 I2 Ag2 -32.39(3) 6_565 . . . ? Ag3 Ag3 I3 Ag2 82.41(2) 6_565 . . . ? Ag3 Ag3 I4 Ag1 -82.25(2) 6_565 . . . ? Ag3 Ag3 I5 Ag3 0.0 6_565 . . 2_655 ? C1 C2 C3 C3 178.5(13) . . . 7_657 ? C1 C2 C3 C4 2.9(19) . . . . ? C2 C1 N1 C5 -4(2) . . . . ? C2 C1 N1 C6 179.4(11) . . . . ? C2 C3 C4 C5 -3(2) . . . . ? C3 C3 C4 C5 -178.4(12) 7_657 . . . ? C3 C4 C5 N1 -1(2) . . . . ? C4 C5 N1 C1 4.4(19) . . . . ? C4 C5 N1 C6 -179.2(11) . . . . ? C6 C7 C8 C9 176.2(14) . . . . ? C7 C6 N1 C1 -113.5(13) . . . . ? C7 C6 N1 C5 70.1(14) . . . . ? C7 C8 C9 C10 177.5(19) . . . . ? I1 Ag1 Ag2 I1 0.0 . . . 5_666 ? I1 Ag1 Ag2 I2 94.42(3) . . . . ? I1 Ag1 Ag2 I2 -94.42(3) . . . 6_565 ? I1 Ag1 Ag2 I3 180.0 . . . . ? I1 Ag1 I2 Ag2 -143.63(7) . . . . ? I1 Ag1 I2 Ag3 134.15(6) . . . . ? I1 Ag1 I4 Ag3 146.34(2) . . . 6_565 ? I1 Ag1 I4 Ag3 -146.34(2) . . . . ? I1 Ag2 I2 Ag1 116.79(6) 5_666 . . . ? I1 Ag2 I2 Ag3 -159.88(5) 5_666 . . . ? I1 Ag2 I3 Ag3 -146.77(2) 5_666 . . 6_565 ? I1 Ag2 I3 Ag3 146.77(2) 5_666 . . . ? I2 Ag1 Ag2 I1 -94.42(3) . . . 5_666 ? I2 Ag1 Ag2 I1 94.42(3) 6_565 . . 5_666 ? I2 Ag1 Ag2 I2 171.16(5) . . . 6_565 ? I2 Ag1 Ag2 I2 -171.16(5) 6_565 . . . ? I2 Ag1 Ag2 I3 -85.58(3) 6_565 . . . ? I2 Ag1 Ag2 I3 85.58(3) . . . . ? I2 Ag1 I1 Ag2 -75.82(5) 6_565 . . 5_666 ? I2 Ag1 I1 Ag2 75.82(5) . . . 5_666 ? I2 Ag1 I2 Ag2 8.46(5) 6_565 . . . ? I2 Ag1 I2 Ag3 -73.75(6) 6_565 . . . ? I2 Ag1 I4 Ag3 -25.14(3) . . . . ? I2 Ag1 I4 Ag3 92.46(4) 6_565 . . . ? I2 Ag1 I4 Ag3 25.15(3) 6_565 . . 6_565 ? I2 Ag1 I4 Ag3 -92.46(4) . . . 6_565 ? I2 Ag2 I2 Ag1 -8.40(5) 6_565 . . . ? I2 Ag2 I2 Ag3 74.93(5) 6_565 . . . ? I2 Ag2 I3 Ag3 -25.50(3) 6_565 . . 6_565 ? I2 Ag2 I3 Ag3 91.96(4) . . . 6_565 ? I2 Ag2 I3 Ag3 25.50(3) . . . . ? I2 Ag2 I3 Ag3 -91.96(4) 6_565 . . . ? I2 Ag3 I3 Ag2 -25.24(3) . . . . ? I2 Ag3 I3 Ag3 -107.65(3) . . . 6_565 ? I2 Ag3 I4 Ag1 24.91(3) . . . . ? I2 Ag3 I4 Ag3 107.17(3) . . . 6_565 ? I2 Ag3 I5 Ag3 170.60(5) . . . 2_655 ? I3 Ag2 I2 Ag1 -108.60(5) . . . . ? I3 Ag2 I2 Ag3 -25.27(3) . . . . ? I3 Ag3 I2 Ag1 89.69(4) . . . . ? I3 Ag3 I2 Ag2 25.38(3) . . . . ? I3 Ag3 I4 Ag1 -74.81(4) . . . . ? I3 Ag3 I4 Ag3 7.44(5) . . . 6_565 ? I3 Ag3 I5 Ag3 -74.80(4) . . . 2_655 ? I4 Ag1 Ag2 I1 180.0 . . . 5_666 ? I4 Ag1 Ag2 I2 85.58(3) . . . 6_565 ? I4 Ag1 Ag2 I2 -85.58(3) . . . . ? I4 Ag1 Ag2 I3 0.0 . . . . ? I4 Ag1 I1 Ag2 180.0 . . . 5_666 ? I4 Ag1 I2 Ag2 106.77(4) . . . . ? I4 Ag1 I2 Ag3 24.56(3) . . . . ? I4 Ag3 I2 Ag1 -25.68(3) . . . . ? I4 Ag3 I2 Ag2 -89.99(4) . . . . ? I4 Ag3 I3 Ag2 75.01(4) . . . . ? I4 Ag3 I3 Ag3 -7.41(5) . . . 6_565 ? I4 Ag3 I5 Ag3 62.88(3) . . . 2_655 ? I5 Ag3 I2 Ag1 -141.35(4) . . . . ? I5 Ag3 I2 Ag2 154.34(4) . . . . ? I5 Ag3 I3 Ag2 -148.93(4) . . . . ? I5 Ag3 I3 Ag3 128.66(3) . . . 6_565 ? I5 Ag3 I4 Ag1 144.09(4) . . . . ? I5 Ag3 I4 Ag3 -133.65(3) . . . 6_565 ? N1 C1 C2 C3 1(2) . . . . ? N1 C6 C7 C8 176.9(10) . . . . ?