# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Yanbo Li' 'Xiaofeng Chen' 'Ying Song' 'Ling Fang' 'Gang Zou' _publ_contact_author_name 'Zou, Gang' _publ_contact_author_email zougang@ecust.edu.cn data_cd24307 _database_code_depnum_ccdc_archive 'CCDC 790416' #TrackingRef '- cd24307.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H40 Ag2 Br2 N4' _chemical_formula_weight 856.24 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.2059(10) _cell_length_b 16.0954(16) _cell_length_c 19.955(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.573(2) _cell_angle_gamma 90.00 _cell_volume 3262.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2958 _cell_measurement_theta_min 5.010 _cell_measurement_theta_max 46.833 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.489 _exptl_crystal_size_mid 0.417 _exptl_crystal_size_min 0.218 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.743 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 3.677 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.41689 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 9705 _diffrn_reflns_av_R_equivalents 0.0817 _diffrn_reflns_av_sigmaI/netI 0.0640 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3696 _reflns_number_gt 2445 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1605P)^2^+2.5768P] 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 3041 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0851 _refine_ls_R_factor_gt 0.0701 _refine_ls_wR_factor_ref 0.2451 _refine_ls_wR_factor_gt 0.2320 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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 Ag Ag 0.86801(6) 0.24345(4) 0.71876(4) 0.0620(3) Uani 1 1 d . . . Br Br 0.96399(12) 0.14548(7) 0.64680(6) 0.0874(5) Uani 1 1 d . . . N1 N 0.7498(6) 0.3643(4) 0.8232(3) 0.0536(15) Uani 1 1 d . . . N2 N 0.7474(6) 0.4147(4) 0.7259(3) 0.0548(15) Uani 1 1 d . . . C1 C 0.7828(7) 0.3463(5) 0.7613(4) 0.0494(17) Uani 1 1 d . . . C2 C 0.6944(8) 0.4744(6) 0.7646(5) 0.064(2) Uani 1 1 d . . . H2 H 0.6651 0.5272 0.7513 0.076 Uiso 1 1 calc R . . C3 C 0.6943(8) 0.4400(5) 0.8252(4) 0.060(2) Uani 1 1 d . . . H3 H 0.6616 0.4641 0.8625 0.073 Uiso 1 1 calc R . . C4 C 0.7650(8) 0.3038(6) 0.8802(4) 0.061(2) Uani 1 1 d . . . H4A H 0.8049 0.3316 0.9203 0.073 Uiso 1 1 calc R . . H4B H 0.8234 0.2592 0.8693 0.073 Uiso 1 1 calc R . . C5 C 0.6342(8) 0.2676(5) 0.8945(4) 0.0516(18) Uani 1 1 d . . . C6 C 0.5588(9) 0.2222(7) 0.8460(5) 0.068(2) Uani 1 1 d . . . H6 H 0.5884 0.2156 0.8037 0.082 Uiso 1 1 calc R . . C7 C 0.4427(10) 0.1869(7) 0.8587(5) 0.079(3) Uani 1 1 d . . . H7 H 0.3966 0.1541 0.8260 0.094 Uiso 1 1 calc R . . C8 C 0.3923(10) 0.1995(7) 0.9202(6) 0.080(3) Uani 1 1 d . . . H8 H 0.3102 0.1788 0.9283 0.096 Uiso 1 1 calc R . . C9 C 0.4680(13) 0.2435(7) 0.9688(6) 0.087(4) Uani 1 1 d . . . H9 H 0.4383 0.2499 1.0111 0.105 Uiso 1 1 calc R . . C10 C 0.5867(9) 0.2785(6) 0.9566(4) 0.065(2) Uani 1 1 d . . . H10 H 0.6347 0.3093 0.9899 0.078 Uiso 1 1 calc R . . C11 C 0.7728(8) 0.4251(6) 0.6542(4) 0.0572(19) Uani 1 1 d . . . H11 H 0.7962 0.3697 0.6389 0.069 Uiso 1 1 calc R . . C12 C 0.6549(9) 0.4486(10) 0.6114(5) 0.093(4) Uani 1 1 d . . . H12A H 0.6218 0.5008 0.6271 0.112 Uiso 1 1 calc R . . H12B H 0.5875 0.4067 0.6148 0.112 Uiso 1 1 calc R . . C13 C 0.6820(13) 0.4575(14) 0.5386(5) 0.134(7) Uani 1 1 d . . . H13A H 0.6058 0.4814 0.5127 0.160 Uiso 1 1 calc R . . H13B H 0.6984 0.4033 0.5199 0.160 Uiso 1 1 calc R . . C14 C 0.8066(19) 0.5157(10) 0.5336(7) 0.127(6) Uani 1 1 d . . . H14A H 0.8314 0.5142 0.4879 0.152 Uiso 1 1 calc R . . H14B H 0.7830 0.5725 0.5435 0.152 Uiso 1 1 calc R . . C15 C 0.9075(17) 0.4933(12) 0.5751(6) 0.140(7) Uani 1 1 d . . . H15A H 0.9741 0.5360 0.5738 0.167 Uiso 1 1 calc R . . H15B H 0.9433 0.4431 0.5571 0.167 Uiso 1 1 calc R . . C16 C 0.8906(10) 0.4768(9) 0.6488(5) 0.092(4) Uani 1 1 d . . . H16A H 0.9678 0.4486 0.6699 0.110 Uiso 1 1 calc R . . H16B H 0.8814 0.5291 0.6720 0.110 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 Ag 0.0560(5) 0.0540(5) 0.0775(6) -0.0100(3) 0.0146(3) 0.0025(3) Br 0.0975(9) 0.0776(8) 0.0894(8) -0.0100(5) 0.0215(6) 0.0027(5) N1 0.048(3) 0.063(4) 0.051(4) 0.003(3) 0.009(3) 0.002(3) N2 0.059(4) 0.057(4) 0.051(3) 0.004(3) 0.019(3) 0.008(3) C1 0.045(4) 0.050(4) 0.054(4) -0.002(3) 0.010(3) 0.004(3) C2 0.066(5) 0.054(5) 0.073(5) 0.005(4) 0.023(4) 0.007(4) C3 0.067(5) 0.057(5) 0.061(5) -0.004(4) 0.023(4) 0.008(4) C4 0.056(5) 0.073(6) 0.055(5) 0.011(4) 0.002(4) 0.001(4) C5 0.058(5) 0.052(4) 0.044(4) 0.011(3) 0.002(3) 0.005(3) C6 0.068(6) 0.082(6) 0.055(5) 0.007(4) 0.007(4) -0.003(5) C7 0.073(6) 0.079(7) 0.081(7) 0.016(5) -0.008(5) -0.006(5) C8 0.070(6) 0.091(8) 0.078(7) 0.035(6) 0.005(5) 0.007(5) C9 0.096(8) 0.107(9) 0.065(6) 0.033(6) 0.036(6) 0.026(6) C10 0.070(5) 0.073(6) 0.053(5) 0.010(4) 0.004(4) 0.009(5) C11 0.065(5) 0.059(5) 0.050(4) 0.003(4) 0.019(4) -0.001(4) C12 0.051(5) 0.164(12) 0.064(5) -0.013(7) 0.004(4) 0.012(6) C13 0.094(8) 0.25(2) 0.051(6) -0.008(9) -0.017(6) 0.061(11) C14 0.195(17) 0.120(12) 0.070(8) 0.035(8) 0.033(10) 0.017(12) C15 0.163(13) 0.203(17) 0.058(6) 0.006(8) 0.037(8) -0.111(13) C16 0.071(6) 0.142(11) 0.064(6) 0.008(6) 0.014(5) -0.033(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 Ag C1 2.089(7) . ? Ag Br 2.4045(13) . ? Ag Ag 2.8566(13) 2_756 ? N1 C1 1.342(10) . ? N1 C3 1.346(11) . ? N1 C4 1.496(10) . ? N2 C1 1.338(10) . ? N2 C2 1.376(11) . ? N2 C11 1.489(9) . ? C2 C3 1.331(12) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.509(11) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.384(13) . ? C5 C10 1.385(12) . ? C6 C7 1.360(14) . ? C6 H6 0.9300 . ? C7 C8 1.391(15) . ? C7 H7 0.9300 . ? C8 C9 1.376(18) . ? C8 H8 0.9300 . ? C9 C10 1.379(16) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.455(12) . ? C11 C16 1.475(12) . ? C11 H11 0.9800 . ? C12 C13 1.513(15) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.59(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.31(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.519(14) . ? 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 C1 Ag Br 166.5(2) . . ? C1 Ag Ag 103.6(2) . 2_756 ? Br Ag Ag 80.73(4) . 2_756 ? C1 N1 C3 111.5(7) . . ? C1 N1 C4 122.9(7) . . ? C3 N1 C4 125.4(7) . . ? C1 N2 C2 112.3(7) . . ? C1 N2 C11 122.5(7) . . ? C2 N2 C11 125.1(7) . . ? N2 C1 N1 103.3(6) . . ? N2 C1 Ag 122.6(5) . . ? N1 C1 Ag 134.1(6) . . ? C3 C2 N2 104.7(7) . . ? C3 C2 H2 127.6 . . ? N2 C2 H2 127.6 . . ? C2 C3 N1 108.2(7) . . ? C2 C3 H3 125.9 . . ? N1 C3 H3 125.9 . . ? N1 C4 C5 111.5(6) . . ? N1 C4 H4A 109.3 . . ? C5 C4 H4A 109.3 . . ? N1 C4 H4B 109.3 . . ? C5 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C6 C5 C10 118.2(8) . . ? C6 C5 C4 121.0(7) . . ? C10 C5 C4 120.8(8) . . ? C7 C6 C5 121.8(9) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 120.4(11) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C9 C8 C7 117.8(10) . . ? C9 C8 H8 121.1 . . ? C7 C8 H8 121.1 . . ? C8 C9 C10 121.9(10) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? C9 C10 C5 119.8(10) . . ? C9 C10 H10 120.1 . . ? C5 C10 H10 120.1 . . ? C12 C11 C16 116.4(9) . . ? C12 C11 N2 112.5(7) . . ? C16 C11 N2 110.7(7) . . ? C12 C11 H11 105.5 . . ? C16 C11 H11 105.5 . . ? N2 C11 H11 105.5 . . ? C11 C12 C13 111.7(8) . . ? C11 C12 H12A 109.3 . . ? C13 C12 H12A 109.3 . . ? C11 C12 H12B 109.3 . . ? C13 C12 H12B 109.3 . . ? H12A C12 H12B 107.9 . . ? C12 C13 C14 109.7(11) . . ? C12 C13 H13A 109.7 . . ? C14 C13 H13A 109.7 . . ? C12 C13 H13B 109.7 . . ? C14 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? C15 C14 C13 112.5(11) . . ? C15 C14 H14A 109.1 . . ? C13 C14 H14A 109.1 . . ? C15 C14 H14B 109.1 . . ? C13 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? C14 C15 C16 120.3(13) . . ? C14 C15 H15A 107.3 . . ? C16 C15 H15A 107.3 . . ? C14 C15 H15B 107.3 . . ? C16 C15 H15B 107.3 . . ? H15A C15 H15B 106.9 . . ? C11 C16 C15 109.8(9) . . ? C11 C16 H16A 109.7 . . ? C15 C16 H16A 109.7 . . ? C11 C16 H16B 109.7 . . ? C15 C16 H16B 109.7 . . ? H16A C16 H16B 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 C2 N2 C1 N1 0.4(9) . . . . ? C11 N2 C1 N1 176.4(7) . . . . ? C2 N2 C1 Ag -179.5(5) . . . . ? C11 N2 C1 Ag -3.6(10) . . . . ? C3 N1 C1 N2 1.1(9) . . . . ? C4 N1 C1 N2 176.9(7) . . . . ? C3 N1 C1 Ag -179.0(6) . . . . ? C4 N1 C1 Ag -3.2(12) . . . . ? Br Ag C1 N2 4.0(14) . . . . ? Ag Ag C1 N2 111.4(6) 2_756 . . . ? Br Ag C1 N1 -175.9(5) . . . . ? Ag Ag C1 N1 -68.6(8) 2_756 . . . ? C1 N2 C2 C3 -1.7(10) . . . . ? C11 N2 C2 C3 -177.6(8) . . . . ? N2 C2 C3 N1 2.3(10) . . . . ? C1 N1 C3 C2 -2.2(10) . . . . ? C4 N1 C3 C2 -177.9(8) . . . . ? C1 N1 C4 C5 -104.5(9) . . . . ? C3 N1 C4 C5 70.6(11) . . . . ? N1 C4 C5 C6 61.1(11) . . . . ? N1 C4 C5 C10 -119.3(8) . . . . ? C10 C5 C6 C7 -1.7(14) . . . . ? C4 C5 C6 C7 177.9(9) . . . . ? C5 C6 C7 C8 3.6(16) . . . . ? C6 C7 C8 C9 -4.5(16) . . . . ? C7 C8 C9 C10 3.6(16) . . . . ? C8 C9 C10 C5 -1.9(15) . . . . ? C6 C5 C10 C9 0.8(13) . . . . ? C4 C5 C10 C9 -178.8(9) . . . . ? C1 N2 C11 C12 128.3(10) . . . . ? C2 N2 C11 C12 -56.3(12) . . . . ? C1 N2 C11 C16 -99.7(11) . . . . ? C2 N2 C11 C16 75.7(11) . . . . ? C16 C11 C12 C13 51.8(17) . . . . ? N2 C11 C12 C13 -179.1(12) . . . . ? C11 C12 C13 C14 -50.5(18) . . . . ? C12 C13 C14 C15 50.1(19) . . . . ? C13 C14 C15 C16 -49(2) . . . . ? C12 C11 C16 C15 -44.9(15) . . . . ? N2 C11 C16 C15 -174.8(11) . . . . ? C14 C15 C16 C11 46(2) . . . . ? 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 C12 H12A Br 0.97 2.88 3.822(13) 164.3 3_455 C4 H4B Br 0.97 2.88 3.837(9) 168.6 2_756 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.337 _refine_diff_density_min -1.418 _refine_diff_density_rms 0.186 # Attachment '- cd20168.cif' data_cd20168 _database_code_depnum_ccdc_archive 'CCDC 801886' #TrackingRef '- cd20168.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 Ag Br N2' _chemical_formula_weight 478.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5958(14) _cell_length_b 10.0014(14) _cell_length_c 10.5225(15) _cell_angle_alpha 78.320(2) _cell_angle_beta 68.860(2) _cell_angle_gamma 84.966(2) _cell_volume 922.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2829 _cell_measurement_theta_min 5.004 _cell_measurement_theta_max 55.638 _exptl_crystal_description prismatic _exptl_crystal_colour ? _exptl_crystal_size_max 0.369 _exptl_crystal_size_mid 0.307 _exptl_crystal_size_min 0.231 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.722 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 3.262 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3963 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 5043 _diffrn_reflns_av_R_equivalents 0.1014 _diffrn_reflns_av_sigmaI/netI 0.0728 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3548 _reflns_number_gt 3023 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0925P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0071(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3548 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0599 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1412 _refine_ls_wR_factor_gt 0.1375 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 Ag Ag 0.41365(4) 0.50059(4) 0.17442(4) 0.04233(19) Uani 1 1 d . . . Br1 Br 0.32775(7) 0.27822(6) 0.17619(7) 0.0633(2) Uani 1 1 d . . . N1 N 0.4082(4) 0.8114(4) 0.1686(4) 0.0392(8) Uani 1 1 d . . . N2 N 0.5850(4) 0.7158(4) 0.2337(4) 0.0357(8) Uani 1 1 d . . . C1 C 0.4746(5) 0.6887(5) 0.1944(5) 0.0368(10) Uani 1 1 d . . . C2 C 0.4791(5) 0.9136(5) 0.1897(5) 0.0450(11) Uani 1 1 d . . . H2 H 0.4546 1.0062 0.1778 0.054 Uiso 1 1 calc R . . C3 C 0.5909(5) 0.8543(5) 0.2308(5) 0.0427(11) Uani 1 1 d . . . H3 H 0.6587 0.8977 0.2530 0.051 Uiso 1 1 calc R . . C4 C 0.6913(5) 0.6135(4) 0.2656(5) 0.0376(9) Uani 1 1 d . . . H4 H 0.6596 0.5248 0.2606 0.045 Uiso 1 1 calc R . . C5 C 0.8482(5) 0.6375(6) 0.1583(5) 0.0493(12) Uani 1 1 d . . . H5A H 0.8842 0.7242 0.1610 0.059 Uiso 1 1 calc R . . H5B H 0.8454 0.6416 0.0664 0.059 Uiso 1 1 calc R . . C6 C 0.9539(6) 0.5226(6) 0.1879(6) 0.0565(13) Uani 1 1 d . . . H6A H 0.9243 0.4380 0.1739 0.068 Uiso 1 1 calc R . . H6B H 1.0545 0.5426 0.1231 0.068 Uiso 1 1 calc R . . C7 C 0.9529(6) 0.5047(6) 0.3355(6) 0.0573(14) Uani 1 1 d . . . H7A H 1.0136 0.4253 0.3534 0.069 Uiso 1 1 calc R . . H7B H 0.9967 0.5840 0.3454 0.069 Uiso 1 1 calc R . . C8 C 0.7992(6) 0.4873(6) 0.4384(6) 0.0589(14) Uani 1 1 d . . . H8A H 0.8023 0.4833 0.5302 0.071 Uiso 1 1 calc R . . H8B H 0.7610 0.4011 0.4370 0.071 Uiso 1 1 calc R . . C9 C 0.6917(5) 0.6040(5) 0.4100(5) 0.0452(11) Uani 1 1 d . . . H9A H 0.5916 0.5862 0.4769 0.054 Uiso 1 1 calc R . . H9B H 0.7239 0.6897 0.4192 0.054 Uiso 1 1 calc R . . C10 C 0.2867(5) 0.8341(5) 0.1134(5) 0.0441(11) Uani 1 1 d . . . H10A H 0.2625 0.7476 0.0987 0.053 Uiso 1 1 calc R . . H10B H 0.3211 0.8945 0.0240 0.053 Uiso 1 1 calc R . . C11 C 0.1473(5) 0.8945(5) 0.2052(5) 0.0381(10) Uani 1 1 d . . . C12 C 0.0705(5) 0.9969(5) 0.1490(5) 0.0401(10) Uani 1 1 d . . . H12 H 0.1114 1.0347 0.0553 0.048 Uiso 1 1 calc R . . C13 C -0.0682(5) 1.0459(5) 0.2292(5) 0.0383(10) Uani 1 1 d . . . C14 C -0.1503(5) 1.1500(5) 0.1720(6) 0.0480(12) Uani 1 1 d . . . H14 H -0.1098 1.1913 0.0793 0.058 Uiso 1 1 calc R . . C15 C -0.2885(6) 1.1898(6) 0.2522(7) 0.0599(15) Uani 1 1 d . . . H15 H -0.3429 1.2561 0.2131 0.072 Uiso 1 1 calc R . . C16 C -0.3492(6) 1.1309(7) 0.3938(7) 0.0641(16) Uani 1 1 d . . . H16 H -0.4431 1.1593 0.4477 0.077 Uiso 1 1 calc R . . C17 C -0.2725(6) 1.0336(6) 0.4520(6) 0.0560(14) Uani 1 1 d . . . H17 H -0.3139 0.9967 0.5458 0.067 Uiso 1 1 calc R . . C18 C -0.1298(5) 0.9866(5) 0.3727(5) 0.0415(10) Uani 1 1 d . . . C19 C -0.0491(5) 0.8863(5) 0.4303(5) 0.0457(11) Uani 1 1 d . . . H19 H -0.0868 0.8502 0.5246 0.055 Uiso 1 1 calc R . . C20 C 0.0866(5) 0.8399(5) 0.3483(5) 0.0439(11) Uani 1 1 d . . . H20 H 0.1389 0.7718 0.3877 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 Ag 0.0392(3) 0.0392(3) 0.0514(3) -0.01280(16) -0.01808(18) 0.00450(15) Br1 0.0641(4) 0.0470(4) 0.0779(4) -0.0195(3) -0.0202(3) 0.0026(3) N1 0.0329(18) 0.044(2) 0.040(2) -0.0108(17) -0.0121(16) 0.0093(16) N2 0.0322(18) 0.0325(18) 0.040(2) -0.0068(15) -0.0108(15) 0.0033(14) C1 0.028(2) 0.039(2) 0.039(2) -0.0038(19) -0.0093(18) 0.0024(17) C2 0.043(3) 0.035(2) 0.051(3) -0.008(2) -0.011(2) 0.0070(19) C3 0.038(2) 0.039(2) 0.051(3) -0.011(2) -0.013(2) -0.0003(19) C4 0.034(2) 0.033(2) 0.049(3) -0.0107(19) -0.019(2) 0.0062(17) C5 0.040(3) 0.059(3) 0.044(3) -0.012(2) -0.010(2) 0.010(2) C6 0.041(3) 0.063(3) 0.063(3) -0.020(3) -0.015(2) 0.017(2) C7 0.050(3) 0.056(3) 0.079(4) -0.021(3) -0.037(3) 0.016(2) C8 0.059(3) 0.062(3) 0.057(3) -0.006(3) -0.028(3) 0.013(3) C9 0.041(2) 0.050(3) 0.039(2) -0.004(2) -0.010(2) 0.004(2) C10 0.036(2) 0.058(3) 0.040(2) -0.010(2) -0.018(2) 0.013(2) C11 0.035(2) 0.037(2) 0.043(2) -0.0082(19) -0.0146(19) 0.0026(18) C12 0.036(2) 0.044(2) 0.037(2) -0.0046(19) -0.0113(19) 0.0062(19) C13 0.032(2) 0.038(2) 0.047(3) -0.0123(19) -0.0141(19) -0.0008(17) C14 0.040(3) 0.041(3) 0.062(3) -0.012(2) -0.019(2) 0.010(2) C15 0.044(3) 0.048(3) 0.095(5) -0.026(3) -0.029(3) 0.011(2) C16 0.039(3) 0.075(4) 0.081(4) -0.041(3) -0.011(3) 0.007(3) C17 0.038(3) 0.073(4) 0.057(3) -0.032(3) -0.006(2) -0.001(2) C18 0.032(2) 0.047(3) 0.046(3) -0.018(2) -0.0085(19) -0.0058(19) C19 0.043(3) 0.057(3) 0.037(2) -0.004(2) -0.014(2) -0.004(2) C20 0.046(3) 0.044(3) 0.042(3) -0.002(2) -0.019(2) 0.000(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 Ag C1 2.090(5) . ? Ag Br1 2.4331(7) . ? N1 C1 1.356(6) . ? N1 C2 1.371(6) . ? N1 C10 1.462(6) . ? N2 C1 1.333(6) . ? N2 C3 1.386(6) . ? N2 C4 1.458(5) . ? C2 C3 1.346(7) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C9 1.505(7) . ? C4 C5 1.525(7) . ? C4 H4 0.9800 . ? C5 C6 1.525(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.524(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.481(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.545(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.500(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.370(6) . ? C11 C20 1.412(6) . ? C12 C13 1.403(6) . ? C12 H12 0.9300 . ? C13 C14 1.418(7) . ? C13 C18 1.427(7) . ? C14 C15 1.366(7) . ? C14 H14 0.9300 . ? C15 C16 1.409(9) . ? C15 H15 0.9300 . ? C16 C17 1.350(9) . ? C16 H16 0.9300 . ? C17 C18 1.418(7) . ? C17 H17 0.9300 . ? C18 C19 1.389(7) . ? C19 C20 1.378(7) . ? C19 H19 0.9300 . ? C20 H20 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 C1 Ag Br1 174.18(12) . . ? C1 N1 C2 110.7(4) . . ? C1 N1 C10 124.8(4) . . ? C2 N1 C10 124.2(4) . . ? C1 N2 C3 111.1(4) . . ? C1 N2 C4 123.9(4) . . ? C3 N2 C4 124.8(4) . . ? N2 C1 N1 105.0(4) . . ? N2 C1 Ag 128.6(3) . . ? N1 C1 Ag 126.4(3) . . ? C3 C2 N1 106.9(4) . . ? C3 C2 H2 126.5 . . ? N1 C2 H2 126.5 . . ? C2 C3 N2 106.3(4) . . ? C2 C3 H3 126.9 . . ? N2 C3 H3 126.9 . . ? N2 C4 C9 112.5(4) . . ? N2 C4 C5 111.5(4) . . ? C9 C4 C5 111.1(4) . . ? N2 C4 H4 107.1 . . ? C9 C4 H4 107.1 . . ? C5 C4 H4 107.1 . . ? C4 C5 C6 110.2(4) . . ? C4 C5 H5A 109.6 . . ? C6 C5 H5A 109.6 . . ? C4 C5 H5B 109.6 . . ? C6 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? C7 C6 C5 111.7(4) . . ? C7 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? C7 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? C8 C7 C6 111.4(4) . . ? C8 C7 H7A 109.3 . . ? C6 C7 H7A 109.3 . . ? C8 C7 H7B 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? C7 C8 C9 112.7(5) . . ? C7 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? C7 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C4 C9 C8 109.1(4) . . ? C4 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? C4 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N1 C10 C11 114.1(4) . . ? N1 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? N1 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C20 118.9(4) . . ? C12 C11 C10 120.1(4) . . ? C20 C11 C10 120.8(4) . . ? C11 C12 C13 121.6(4) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C12 C13 C14 122.3(4) . . ? C12 C13 C18 118.6(4) . . ? C14 C13 C18 119.1(4) . . ? C15 C14 C13 120.4(5) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 120.4(5) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C17 C16 C15 120.6(5) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C16 C17 C18 121.3(5) . . ? C16 C17 H17 119.4 . . ? C18 C17 H17 119.4 . . ? C19 C18 C17 122.3(5) . . ? C19 C18 C13 119.5(4) . . ? C17 C18 C13 118.2(5) . . ? C20 C19 C18 120.3(4) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C11 121.0(4) . . ? C19 C20 H20 119.5 . . ? C11 C20 H20 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 C3 N2 C1 N1 -1.0(5) . . . . ? C4 N2 C1 N1 -176.9(4) . . . . ? C3 N2 C1 Ag 178.7(3) . . . . ? C4 N2 C1 Ag 2.8(6) . . . . ? C2 N1 C1 N2 1.0(5) . . . . ? C10 N1 C1 N2 175.7(4) . . . . ? C2 N1 C1 Ag -178.7(3) . . . . ? C10 N1 C1 Ag -4.0(6) . . . . ? Br1 Ag C1 N2 85.3(12) . . . . ? Br1 Ag C1 N1 -95.1(12) . . . . ? C1 N1 C2 C3 -0.6(5) . . . . ? C10 N1 C2 C3 -175.4(4) . . . . ? N1 C2 C3 N2 0.0(5) . . . . ? C1 N2 C3 C2 0.6(5) . . . . ? C4 N2 C3 C2 176.5(4) . . . . ? C1 N2 C4 C9 -122.5(5) . . . . ? C3 N2 C4 C9 62.2(6) . . . . ? C1 N2 C4 C5 111.9(5) . . . . ? C3 N2 C4 C5 -63.4(6) . . . . ? N2 C4 C5 C6 -175.4(4) . . . . ? C9 C4 C5 C6 58.2(6) . . . . ? C4 C5 C6 C7 -54.8(6) . . . . ? C5 C6 C7 C8 53.4(7) . . . . ? C6 C7 C8 C9 -54.3(7) . . . . ? N2 C4 C9 C8 176.3(4) . . . . ? C5 C4 C9 C8 -57.9(6) . . . . ? C7 C8 C9 C4 56.7(6) . . . . ? C1 N1 C10 C11 121.4(5) . . . . ? C2 N1 C10 C11 -64.6(6) . . . . ? N1 C10 C11 C12 137.2(5) . . . . ? N1 C10 C11 C20 -48.0(6) . . . . ? C20 C11 C12 C13 -1.7(7) . . . . ? C10 C11 C12 C13 173.2(4) . . . . ? C11 C12 C13 C14 -178.8(5) . . . . ? C11 C12 C13 C18 -0.2(7) . . . . ? C12 C13 C14 C15 176.6(5) . . . . ? C18 C13 C14 C15 -2.0(7) . . . . ? C13 C14 C15 C16 2.0(8) . . . . ? C14 C15 C16 C17 -0.6(9) . . . . ? C15 C16 C17 C18 -0.7(8) . . . . ? C16 C17 C18 C19 -179.8(5) . . . . ? C16 C17 C18 C13 0.6(7) . . . . ? C12 C13 C18 C19 2.5(6) . . . . ? C14 C13 C18 C19 -178.9(5) . . . . ? C12 C13 C18 C17 -177.9(4) . . . . ? C14 C13 C18 C17 0.8(7) . . . . ? C17 C18 C19 C20 177.5(5) . . . . ? C13 C18 C19 C20 -2.9(7) . . . . ? C18 C19 C20 C11 1.0(7) . . . . ? C12 C11 C20 C19 1.3(7) . . . . ? C10 C11 C20 C19 -173.5(5) . . . . ? 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 H2 Br1 0.93 2.88 3.800(5) 169.9 1_565 C19 H19 Br1 0.93 3.25 4.127(5) 158.6 2_566 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.492 _refine_diff_density_min -1.421 _refine_diff_density_rms 0.166 # Attachment '- cd26327.cif' data_cd26327 _database_code_depnum_ccdc_archive 'CCDC 801887' #TrackingRef '- cd26327.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H42 Ag N5 O4' _chemical_formula_weight 668.58 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' 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 10.4641(7) _cell_length_b 13.1306(9) _cell_length_c 13.3806(9) _cell_angle_alpha 67.602(1) _cell_angle_beta 71.583(1) _cell_angle_gamma 76.576(1) _cell_volume 1599.59(19) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5319 _cell_measurement_theta_min 4.644 _cell_measurement_theta_max 56.149 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.503 _exptl_crystal_size_mid 0.472 _exptl_crystal_size_min 0.310 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.673 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.78161 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 9451 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6768 _reflns_number_gt 5977 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0442P)^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 6768 _refine_ls_number_parameters 387 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.0830 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 Ag Ag 0.628708(16) 0.568996(12) 0.621465(13) 0.03742(7) Uani 1 1 d . . . O1 O 0.1208(3) 0.9114(2) 0.7873(3) 0.1138(10) Uani 1 1 d . . . O2 O 0.1313(2) 0.9208(2) 0.9516(2) 0.0904(8) Uani 1 1 d . . . O3 O -0.0501(2) 1.00457(18) 0.8824(2) 0.0905(7) Uani 1 1 d . . . O4 O 0.0504(5) 1.0371(4) 0.5947(4) 0.1362(15) Uani 1 1 d D . . N1 N 0.4542(2) 0.79789(15) 0.60854(16) 0.0426(4) Uani 1 1 d . . . N2 N 0.5445(2) 0.78681(15) 0.44471(16) 0.0424(4) Uani 1 1 d . . . N3 N 0.69351(19) 0.34084(15) 0.79530(15) 0.0376(4) Uani 1 1 d . . . N4 N 0.80181(19) 0.34068(15) 0.63090(15) 0.0400(4) Uani 1 1 d . . . N5 N 0.0753(4) 0.9407(3) 0.8715(4) 0.1087(13) Uani 1 1 d . . . C1 C 0.5403(2) 0.72954(18) 0.55392(19) 0.0393(5) Uani 1 1 d . . . C2 C 0.4640(3) 0.88773(19) 0.4324(2) 0.0540(7) Uani 1 1 d . . . H2 H 0.4512 0.9411 0.3655 0.065 Uiso 1 1 calc R . . C3 C 0.4077(3) 0.8945(2) 0.5345(2) 0.0540(6) Uani 1 1 d . . . H3 H 0.3483 0.9534 0.5522 0.065 Uiso 1 1 calc R . . C4 C 0.4247(3) 0.7771(2) 0.7282(2) 0.0459(5) Uani 1 1 d . . . H4A H 0.4345 0.6975 0.7668 0.055 Uiso 1 1 calc R . . H4B H 0.3310 0.8063 0.7542 0.055 Uiso 1 1 calc R . . C5 C 0.5159(3) 0.82860(18) 0.7583(2) 0.0456(6) Uani 1 1 d . . . C6 C 0.6519(3) 0.8325(2) 0.7044(3) 0.0606(7) Uani 1 1 d . . . H6 H 0.6898 0.8043 0.6459 0.073 Uiso 1 1 calc R . . C7 C 0.7325(4) 0.8780(3) 0.7368(4) 0.0817(10) Uani 1 1 d . . . H7 H 0.8238 0.8811 0.6997 0.098 Uiso 1 1 calc R . . C8 C 0.6763(5) 0.9190(3) 0.8248(4) 0.0868(12) Uani 1 1 d . . . H8 H 0.7303 0.9482 0.8480 0.104 Uiso 1 1 calc R . . C9 C 0.5420(5) 0.9166(3) 0.8771(3) 0.0786(10) Uani 1 1 d . . . H9 H 0.5048 0.9451 0.9354 0.094 Uiso 1 1 calc R . . C10 C 0.4594(3) 0.8724(2) 0.8452(2) 0.0571(7) Uani 1 1 d . . . H10 H 0.3675 0.8719 0.8812 0.069 Uiso 1 1 calc R . . C11 C 0.6326(3) 0.74871(19) 0.35190(19) 0.0455(5) Uani 1 1 d . . . H11 H 0.6599 0.6687 0.3825 0.055 Uiso 1 1 calc R . . C12 C 0.7601(3) 0.8056(3) 0.2985(2) 0.0644(8) Uani 1 1 d . . . H12A H 0.8090 0.7906 0.3544 0.077 Uiso 1 1 calc R . . H12B H 0.7356 0.8853 0.2691 0.077 Uiso 1 1 calc R . . C13 C 0.8517(3) 0.7633(3) 0.2037(3) 0.0783(9) Uani 1 1 d . . . H13A H 0.9308 0.8026 0.1680 0.094 Uiso 1 1 calc R . . H13B H 0.8828 0.6849 0.2345 0.094 Uiso 1 1 calc R . . C14 C 0.7770(3) 0.7800(3) 0.1179(2) 0.0713(8) Uani 1 1 d . . . H14A H 0.7556 0.8590 0.0808 0.086 Uiso 1 1 calc R . . H14B H 0.8352 0.7480 0.0620 0.086 Uiso 1 1 calc R . . C15 C 0.6478(3) 0.7274(3) 0.1701(2) 0.0707(9) Uani 1 1 d . . . H15A H 0.6700 0.6473 0.1986 0.085 Uiso 1 1 calc R . . H15B H 0.5993 0.7448 0.1136 0.085 Uiso 1 1 calc R . . C16 C 0.5561(3) 0.7679(3) 0.2656(2) 0.0596(7) Uani 1 1 d . . . H16A H 0.5250 0.8465 0.2361 0.071 Uiso 1 1 calc R . . H16B H 0.4771 0.7284 0.3007 0.071 Uiso 1 1 calc R . . C17 C 0.7134(2) 0.40596(17) 0.68687(18) 0.0354(5) Uani 1 1 d . . . C18 C 0.8345(3) 0.2371(2) 0.7031(2) 0.0495(6) Uani 1 1 d . . . H18 H 0.8919 0.1782 0.6839 0.059 Uiso 1 1 calc R . . C19 C 0.7672(3) 0.23741(19) 0.8071(2) 0.0476(6) Uani 1 1 d . . . H19 H 0.7701 0.1792 0.8736 0.057 Uiso 1 1 calc R . . C20 C 0.6087(2) 0.3785(2) 0.88839(18) 0.0419(5) Uani 1 1 d . . . H20A H 0.5667 0.3164 0.9478 0.050 Uiso 1 1 calc R . . H20B H 0.5366 0.4349 0.8632 0.050 Uiso 1 1 calc R . . C21 C 0.6869(2) 0.42531(19) 0.93418(17) 0.0389(5) Uani 1 1 d . . . C22 C 0.7757(3) 0.3562(2) 0.9968(2) 0.0496(6) Uani 1 1 d . . . H22 H 0.7901 0.2804 1.0083 0.059 Uiso 1 1 calc R . . C23 C 0.8429(3) 0.3990(2) 1.0422(2) 0.0597(7) Uani 1 1 d . . . H23 H 0.9025 0.3520 1.0843 0.072 Uiso 1 1 calc R . . C24 C 0.8224(3) 0.5108(3) 1.0257(2) 0.0591(7) Uani 1 1 d . . . H24 H 0.8666 0.5391 1.0579 0.071 Uiso 1 1 calc R . . C25 C 0.7369(3) 0.5806(2) 0.9618(2) 0.0556(7) Uani 1 1 d . . . H25 H 0.7248 0.6566 0.9490 0.067 Uiso 1 1 calc R . . C26 C 0.6689(3) 0.5381(2) 0.91645(19) 0.0464(6) Uani 1 1 d . . . H26 H 0.6104 0.5856 0.8736 0.056 Uiso 1 1 calc R . . C27 C 0.8488(2) 0.3768(2) 0.50805(19) 0.0445(5) Uani 1 1 d . . . H27 H 0.8226 0.4573 0.4808 0.053 Uiso 1 1 calc R . . C28 C 0.7782(3) 0.3269(4) 0.4600(2) 0.0850(12) Uani 1 1 d . . . H28A H 0.6809 0.3463 0.4838 0.102 Uiso 1 1 calc R . . H28B H 0.7983 0.2467 0.4876 0.102 Uiso 1 1 calc R . . C29 C 0.8237(3) 0.3686(4) 0.3333(3) 0.1068(16) Uani 1 1 d . . . H29A H 0.7837 0.3293 0.3046 0.128 Uiso 1 1 calc R . . H29B H 0.7903 0.4469 0.3058 0.128 Uiso 1 1 calc R . . C30 C 0.9737(3) 0.3531(3) 0.2902(3) 0.0828(10) Uani 1 1 d . . . H30A H 0.9973 0.3881 0.2097 0.099 Uiso 1 1 calc R . . H30B H 1.0057 0.2744 0.3068 0.099 Uiso 1 1 calc R . . C31 C 1.0432(3) 0.4016(3) 0.3407(2) 0.0674(8) Uani 1 1 d . . . H31A H 1.0216 0.4818 0.3151 0.081 Uiso 1 1 calc R . . H31B H 1.1407 0.3838 0.3158 0.081 Uiso 1 1 calc R . . C32 C 1.0000(3) 0.3573(3) 0.4676(2) 0.0598(7) Uani 1 1 d . . . H32A H 1.0308 0.2783 0.4940 0.072 Uiso 1 1 calc R . . H32B H 1.0415 0.3941 0.4977 0.072 Uiso 1 1 calc R . . H4D H 0.070(6) 0.985(4) 0.654(3) 0.15(2) Uiso 1 1 d D . . H4E H 0.057(4) 0.989(3) 0.565(3) 0.13(1) Uiso 1 1 d 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 Ag 0.04409(11) 0.03178(10) 0.03484(10) -0.00937(7) -0.01228(7) -0.00175(7) O1 0.109(2) 0.104(2) 0.128(3) -0.062(2) -0.0313(19) 0.0304(17) O2 0.0654(14) 0.0762(16) 0.1044(19) -0.0132(14) -0.0311(14) 0.0221(12) O3 0.0623(14) 0.0663(14) 0.129(2) -0.0210(14) -0.0372(14) 0.0161(11) O4 0.158(4) 0.110(3) 0.119(3) -0.045(3) -0.035(3) 0.030(3) N1 0.0498(11) 0.0368(10) 0.0441(11) -0.0149(8) -0.0162(9) -0.0022(9) N2 0.0571(12) 0.0307(9) 0.0405(11) -0.0095(8) -0.0180(9) -0.0038(8) N3 0.0433(10) 0.0365(10) 0.0343(10) -0.0118(8) -0.0133(8) -0.0025(8) N4 0.0435(11) 0.0401(10) 0.0363(10) -0.0136(8) -0.0137(8) 0.0011(8) N5 0.085(2) 0.0559(18) 0.150(4) -0.007(2) -0.022(3) -0.0027(16) C1 0.0457(13) 0.0333(11) 0.0403(12) -0.0117(9) -0.0135(10) -0.0053(9) C2 0.0784(19) 0.0317(12) 0.0518(15) -0.0087(11) -0.0293(14) 0.0018(12) C3 0.0676(17) 0.0343(13) 0.0626(17) -0.0182(12) -0.0274(14) 0.0078(11) C4 0.0505(14) 0.0445(13) 0.0437(13) -0.0169(10) -0.0123(11) -0.0036(11) C5 0.0590(15) 0.0313(11) 0.0481(14) -0.0116(10) -0.0213(12) -0.0007(10) C6 0.0589(17) 0.0458(15) 0.083(2) -0.0284(14) -0.0228(15) 0.0006(13) C7 0.069(2) 0.0578(19) 0.127(3) -0.022(2) -0.050(2) -0.0043(16) C8 0.122(3) 0.0498(18) 0.115(3) -0.0146(19) -0.079(3) -0.014(2) C9 0.136(3) 0.0531(18) 0.0617(19) -0.0162(14) -0.048(2) -0.014(2) C10 0.084(2) 0.0441(14) 0.0437(14) -0.0124(11) -0.0195(14) -0.0092(13) C11 0.0605(15) 0.0341(12) 0.0412(13) -0.0108(10) -0.0142(11) -0.0061(11) C12 0.0579(17) 0.085(2) 0.0646(18) -0.0320(16) -0.0209(14) -0.0162(15) C13 0.0563(18) 0.106(3) 0.077(2) -0.041(2) -0.0026(16) -0.0206(18) C14 0.083(2) 0.078(2) 0.0505(17) -0.0220(15) -0.0009(15) -0.0266(17) C15 0.084(2) 0.089(2) 0.0542(17) -0.0335(16) -0.0106(16) -0.0322(18) C16 0.0618(17) 0.0772(19) 0.0515(16) -0.0271(14) -0.0120(13) -0.0244(15) C17 0.0390(12) 0.0359(11) 0.0329(11) -0.0116(9) -0.0117(9) -0.0040(9) C18 0.0570(15) 0.0400(13) 0.0504(15) -0.0180(11) -0.0200(12) 0.0098(11) C19 0.0603(16) 0.0350(12) 0.0440(14) -0.0076(10) -0.0208(12) 0.0011(11) C20 0.0428(13) 0.0489(13) 0.0324(11) -0.0133(10) -0.0082(10) -0.0050(10) C21 0.0419(12) 0.0452(12) 0.0270(10) -0.0129(9) -0.0021(9) -0.0081(10) C22 0.0579(15) 0.0488(14) 0.0434(14) -0.0148(11) -0.0157(12) -0.0063(12) C23 0.0608(17) 0.0733(19) 0.0533(16) -0.0231(14) -0.0250(13) -0.0059(14) C24 0.0565(16) 0.078(2) 0.0570(16) -0.0374(15) -0.0078(13) -0.0186(15) C25 0.0604(16) 0.0521(15) 0.0553(16) -0.0284(13) 0.0016(13) -0.0136(13) C26 0.0502(14) 0.0473(14) 0.0384(13) -0.0156(10) -0.0077(11) -0.0031(11) C27 0.0470(13) 0.0500(14) 0.0355(12) -0.0173(10) -0.0109(10) 0.0019(11) C28 0.0662(19) 0.162(4) 0.0458(16) -0.040(2) -0.0032(14) -0.056(2) C29 0.073(2) 0.226(5) 0.0456(18) -0.055(2) -0.0032(16) -0.064(3) C30 0.074(2) 0.136(3) 0.0499(17) -0.0481(19) 0.0018(15) -0.028(2) C31 0.0476(15) 0.104(2) 0.0516(16) -0.0285(16) -0.0009(13) -0.0228(15) C32 0.0495(15) 0.085(2) 0.0523(16) -0.0257(14) -0.0129(12) -0.0174(14) _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 Ag C1 2.071(2) . ? Ag C17 2.077(2) . ? O1 N5 1.244(5) . ? O2 N5 1.293(5) . ? O3 N5 1.381(4) . ? O4 H4D 0.870(19) . ? O4 H4E 0.850(18) . ? N1 C1 1.363(3) . ? N1 C3 1.374(3) . ? N1 C4 1.458(3) . ? N2 C1 1.356(3) . ? N2 C2 1.377(3) . ? N2 C11 1.476(3) . ? N3 C17 1.351(3) . ? N3 C19 1.375(3) . ? N3 C20 1.467(3) . ? N4 C17 1.355(3) . ? N4 C18 1.375(3) . ? N4 C27 1.474(3) . ? C2 C3 1.335(4) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.511(3) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.380(4) . ? C5 C10 1.396(4) . ? C6 C7 1.384(4) . ? C6 H6 0.9300 . ? C7 C8 1.386(5) . ? C7 H7 0.9300 . ? C8 C9 1.360(5) . ? C8 H8 0.9300 . ? C9 C10 1.386(4) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.518(4) . ? C11 C16 1.518(3) . ? C11 H11 0.9800 . ? C12 C13 1.536(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.507(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.504(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.531(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C18 C19 1.346(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.504(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.382(3) . ? C21 C26 1.384(3) . ? C22 C23 1.376(3) . ? C22 H22 0.9300 . ? C23 C24 1.373(4) . ? C23 H23 0.9300 . ? C24 C25 1.370(4) . ? C24 H24 0.9300 . ? C25 C26 1.379(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.494(4) . ? C27 C32 1.495(3) . ? C27 H27 0.9800 . ? C28 C29 1.518(4) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.486(4) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.499(4) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.520(4) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9700 . ? C32 H32B 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 C1 Ag C17 177.96(8) . . ? N5 O1 H4D 124.4(17) . . ? H4D O4 H4E 90(4) . . ? C1 N1 C3 110.9(2) . . ? C1 N1 C4 125.01(19) . . ? C3 N1 C4 123.8(2) . . ? C1 N2 C2 111.0(2) . . ? C1 N2 C11 123.85(19) . . ? C2 N2 C11 125.0(2) . . ? C17 N3 C19 111.56(19) . . ? C17 N3 C20 123.72(19) . . ? C19 N3 C20 124.66(19) . . ? C17 N4 C18 111.13(19) . . ? C17 N4 C27 123.03(18) . . ? C18 N4 C27 125.8(2) . . ? O1 N5 O2 128.4(4) . . ? O1 N5 O3 117.5(4) . . ? O2 N5 O3 114.0(4) . . ? N2 C1 N1 103.94(19) . . ? N2 C1 Ag 127.42(17) . . ? N1 C1 Ag 128.36(16) . . ? C3 C2 N2 107.1(2) . . ? C3 C2 H2 126.4 . . ? N2 C2 H2 126.4 . . ? C2 C3 N1 107.0(2) . . ? C2 C3 H3 126.5 . . ? N1 C3 H3 126.5 . . ? N1 C4 C5 113.3(2) . . ? N1 C4 H4A 108.9 . . ? C5 C4 H4A 108.9 . . ? N1 C4 H4B 108.9 . . ? C5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C10 119.4(3) . . ? C6 C5 C4 122.6(2) . . ? C10 C5 C4 118.0(2) . . ? C5 C6 C7 120.6(3) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C6 C7 C8 119.7(4) . . ? C6 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C9 C8 C7 119.9(3) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 C10 121.3(3) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C9 C10 C5 119.2(3) . . ? C9 C10 H10 120.4 . . ? C5 C10 H10 120.4 . . ? N2 C11 C12 110.9(2) . . ? N2 C11 C16 110.8(2) . . ? C12 C11 C16 110.8(2) . . ? N2 C11 H11 108.1 . . ? C12 C11 H11 108.1 . . ? C16 C11 H11 108.1 . . ? C11 C12 C13 110.1(2) . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.2 . . ? C14 C13 C12 111.2(3) . . ? C14 C13 H13A 109.4 . . ? C12 C13 H13A 109.4 . . ? C14 C13 H13B 109.4 . . ? C12 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C15 C14 C13 111.7(3) . . ? C15 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? C15 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? C14 C15 C16 111.8(2) . . ? C14 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? C14 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C11 C16 C15 110.5(2) . . ? C11 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? C11 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? N3 C17 N4 104.06(18) . . ? N3 C17 Ag 127.88(16) . . ? N4 C17 Ag 128.05(15) . . ? C19 C18 N4 106.9(2) . . ? C19 C18 H18 126.6 . . ? N4 C18 H18 126.6 . . ? C18 C19 N3 106.4(2) . . ? C18 C19 H19 126.8 . . ? N3 C19 H19 126.8 . . ? N3 C20 C21 113.11(18) . . ? N3 C20 H20A 109.0 . . ? C21 C20 H20A 109.0 . . ? N3 C20 H20B 109.0 . . ? C21 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? C22 C21 C26 118.8(2) . . ? C22 C21 C20 120.6(2) . . ? C26 C21 C20 120.6(2) . . ? C23 C22 C21 120.3(2) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C24 C23 C22 120.3(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 120.0(2) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 119.9(2) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C21 120.6(2) . . ? C25 C26 H26 119.7 . . ? C21 C26 H26 119.7 . . ? N4 C27 C28 111.4(2) . . ? N4 C27 C32 112.61(19) . . ? C28 C27 C32 112.3(2) . . ? N4 C27 H27 106.7 . . ? C28 C27 H27 106.7 . . ? C32 C27 H27 106.7 . . ? C27 C28 C29 110.8(3) . . ? C27 C28 H28A 109.5 . . ? C29 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? C29 C28 H28B 109.5 . . ? H28A C28 H28B 108.1 . . ? C30 C29 C28 112.8(3) . . ? C30 C29 H29A 109.0 . . ? C28 C29 H29A 109.0 . . ? C30 C29 H29B 109.0 . . ? C28 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? C29 C30 C31 111.9(3) . . ? C29 C30 H30A 109.2 . . ? C31 C30 H30A 109.2 . . ? C29 C30 H30B 109.2 . . ? C31 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C30 C31 C32 111.6(2) . . ? C30 C31 H31A 109.3 . . ? C32 C31 H31A 109.3 . . ? C30 C31 H31B 109.3 . . ? C32 C31 H31B 109.3 . . ? H31A C31 H31B 108.0 . . ? C27 C32 C31 110.4(2) . . ? C27 C32 H32A 109.6 . . ? C31 C32 H32A 109.6 . . ? C27 C32 H32B 109.6 . . ? C31 C32 H32B 109.6 . . ? H32A C32 H32B 108.1 . . ? 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 H4D O1 N5 O2 -155(2) . . . . ? H4D O1 N5 O3 23(2) . . . . ? C2 N2 C1 N1 0.3(3) . . . . ? C11 N2 C1 N1 175.9(2) . . . . ? C2 N2 C1 Ag 174.64(17) . . . . ? C11 N2 C1 Ag -9.8(3) . . . . ? C3 N1 C1 N2 -0.2(3) . . . . ? C4 N1 C1 N2 -174.8(2) . . . . ? C3 N1 C1 Ag -174.52(17) . . . . ? C4 N1 C1 Ag 10.9(3) . . . . ? C17 Ag C1 N2 -59(2) . . . . ? C17 Ag C1 N1 114(2) . . . . ? C1 N2 C2 C3 -0.2(3) . . . . ? C11 N2 C2 C3 -175.7(2) . . . . ? N2 C2 C3 N1 0.1(3) . . . . ? C1 N1 C3 C2 0.1(3) . . . . ? C4 N1 C3 C2 174.8(2) . . . . ? C1 N1 C4 C5 92.4(3) . . . . ? C3 N1 C4 C5 -81.5(3) . . . . ? N1 C4 C5 C6 -37.6(3) . . . . ? N1 C4 C5 C10 143.2(2) . . . . ? C10 C5 C6 C7 0.8(4) . . . . ? C4 C5 C6 C7 -178.3(2) . . . . ? C5 C6 C7 C8 0.6(5) . . . . ? C6 C7 C8 C9 -1.5(5) . . . . ? C7 C8 C9 C10 0.8(5) . . . . ? C8 C9 C10 C5 0.7(4) . . . . ? C6 C5 C10 C9 -1.5(4) . . . . ? C4 C5 C10 C9 177.7(2) . . . . ? C1 N2 C11 C12 -99.0(3) . . . . ? C2 N2 C11 C12 75.9(3) . . . . ? C1 N2 C11 C16 137.5(2) . . . . ? C2 N2 C11 C16 -47.6(3) . . . . ? N2 C11 C12 C13 178.9(2) . . . . ? C16 C11 C12 C13 -57.6(3) . . . . ? C11 C12 C13 C14 56.5(4) . . . . ? C12 C13 C14 C15 -55.1(4) . . . . ? C13 C14 C15 C16 54.5(4) . . . . ? N2 C11 C16 C15 -179.6(2) . . . . ? C12 C11 C16 C15 56.9(3) . . . . ? C14 C15 C16 C11 -55.2(4) . . . . ? C19 N3 C17 N4 -0.1(2) . . . . ? C20 N3 C17 N4 177.20(19) . . . . ? C19 N3 C17 Ag -179.73(16) . . . . ? C20 N3 C17 Ag -2.4(3) . . . . ? C18 N4 C17 N3 0.7(3) . . . . ? C27 N4 C17 N3 177.64(19) . . . . ? C18 N4 C17 Ag -179.68(16) . . . . ? C27 N4 C17 Ag -2.8(3) . . . . ? C1 Ag C17 N3 -110(2) . . . . ? C1 Ag C17 N4 70(2) . . . . ? C17 N4 C18 C19 -1.1(3) . . . . ? C27 N4 C18 C19 -177.9(2) . . . . ? N4 C18 C19 N3 0.9(3) . . . . ? C17 N3 C19 C18 -0.5(3) . . . . ? C20 N3 C19 C18 -177.8(2) . . . . ? C17 N3 C20 C21 -91.2(3) . . . . ? C19 N3 C20 C21 85.7(3) . . . . ? N3 C20 C21 C22 -72.5(3) . . . . ? N3 C20 C21 C26 109.0(2) . . . . ? C26 C21 C22 C23 1.2(4) . . . . ? C20 C21 C22 C23 -177.4(2) . . . . ? C21 C22 C23 C24 0.0(4) . . . . ? C22 C23 C24 C25 -1.4(4) . . . . ? C23 C24 C25 C26 1.6(4) . . . . ? C24 C25 C26 C21 -0.5(4) . . . . ? C22 C21 C26 C25 -0.9(3) . . . . ? C20 C21 C26 C25 177.7(2) . . . . ? C17 N4 C27 C28 -102.7(3) . . . . ? C18 N4 C27 C28 73.8(3) . . . . ? C17 N4 C27 C32 130.2(2) . . . . ? C18 N4 C27 C32 -53.4(3) . . . . ? N4 C27 C28 C29 177.7(3) . . . . ? C32 C27 C28 C29 -54.9(4) . . . . ? C27 C28 C29 C30 52.9(5) . . . . ? C28 C29 C30 C31 -52.8(5) . . . . ? C29 C30 C31 C32 53.8(4) . . . . ? N4 C27 C32 C31 -177.0(2) . . . . ? C28 C27 C32 C31 56.3(3) . . . . ? C30 C31 C32 C27 -55.2(4) . . . . ? 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 C10 H10 O2 0.93 2.38 3.287(4) 165.3 . C19 H19 O2 0.93 2.61 3.450(3) 150.4 2_667 C22 H22 O2 0.93 2.48 3.394(4) 168.9 2_667 C8 H8 O3 0.93 2.79 3.688(4) 164.0 1_655 C19 H19 O3 0.93 2.60 3.189(3) 122.0 1_645 O4 H4D O1 0.870(19) 1.86(3) 2.703(6) 162(6) . O4 H4E O4 0.850(18) 2.86(3) 3.541(12) 138(3) 2_576 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.452 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.066 # Attachment '- cd26330.cif' data_cd26330 _database_code_depnum_ccdc_archive 'CCDC 801888' #TrackingRef '- cd26330.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H40 Ag2 Cl2 N4' _chemical_formula_weight 767.32 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.1326(10) _cell_length_b 16.0862(16) _cell_length_c 19.984(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.549(2) _cell_angle_gamma 90.00 _cell_volume 3247.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3979 _cell_measurement_theta_min 4.762 _cell_measurement_theta_max 53.019 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.498 _exptl_crystal_size_mid 0.427 _exptl_crystal_size_min 0.234 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 1.398 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.75715 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 9413 _diffrn_reflns_av_R_equivalents 0.0742 _diffrn_reflns_av_sigmaI/netI 0.0577 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3523 _reflns_number_gt 2781 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0697P)^2^+2.5341P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0012(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3523 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1442 _refine_ls_wR_factor_gt 0.1380 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _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 Ag Ag 0.86865(3) 0.24421(2) 0.716157(17) 0.06072(19) Uani 1 1 d . . . Cl Cl 0.96083(13) 0.14506(7) 0.64882(6) 0.0744(4) Uani 1 1 d . . . N1 N 0.7515(3) 0.3622(2) 0.82332(16) 0.0578(8) Uani 1 1 d . . . N2 N 0.7481(3) 0.4159(2) 0.72566(17) 0.0604(9) Uani 1 1 d . . . C1 C 0.7842(4) 0.3466(3) 0.7597(2) 0.0551(9) Uani 1 1 d . . . C2 C 0.6959(5) 0.4738(3) 0.7662(2) 0.0712(12) Uani 1 1 d . . . H2 H 0.6654 0.5265 0.7538 0.085 Uiso 1 1 calc R . . C3 C 0.6974(4) 0.4399(3) 0.8271(2) 0.0701(12) Uani 1 1 d . . . H3 H 0.6673 0.4645 0.8651 0.084 Uiso 1 1 calc R . . C4 C 0.7648(4) 0.3022(3) 0.8780(2) 0.0654(11) Uani 1 1 d . . . H4A H 0.8070 0.3289 0.9176 0.078 Uiso 1 1 calc R . . H4B H 0.8215 0.2570 0.8657 0.078 Uiso 1 1 calc R . . C5 C 0.6348(5) 0.2677(3) 0.8942(2) 0.0594(10) Uani 1 1 d . . . C6 C 0.5580(5) 0.2217(3) 0.8463(2) 0.0693(12) Uani 1 1 d . . . H6 H 0.5885 0.2131 0.8042 0.083 Uiso 1 1 calc R . . C7 C 0.4387(5) 0.1892(4) 0.8603(3) 0.0839(15) Uani 1 1 d . . . H7 H 0.3888 0.1584 0.8281 0.101 Uiso 1 1 calc R . . C8 C 0.3928(5) 0.2026(4) 0.9231(3) 0.0893(17) Uani 1 1 d . . . H8 H 0.3105 0.1819 0.9325 0.107 Uiso 1 1 calc R . . C9 C 0.4671(7) 0.2456(3) 0.9709(3) 0.0877(19) Uani 1 1 d . . . H9 H 0.4374 0.2525 1.0135 0.105 Uiso 1 1 calc R . . C10 C 0.5865(5) 0.2790(4) 0.9562(2) 0.0704(12) Uani 1 1 d . . . H10 H 0.6357 0.3097 0.9887 0.084 Uiso 1 1 calc R . . C11 C 0.7724(4) 0.4274(3) 0.6544(2) 0.0602(10) Uani 1 1 d . . . H11 H 0.7972 0.3725 0.6384 0.072 Uiso 1 1 calc R . . C12 C 0.6532(5) 0.4504(5) 0.6132(3) 0.105(2) Uani 1 1 d . . . H12A H 0.6167 0.5011 0.6306 0.126 Uiso 1 1 calc R . . H12B H 0.5875 0.4068 0.6152 0.126 Uiso 1 1 calc R . . C13 C 0.6839(7) 0.4641(7) 0.5398(3) 0.131(3) Uani 1 1 d . . . H13A H 0.6998 0.4107 0.5193 0.157 Uiso 1 1 calc R . . H13B H 0.6078 0.4893 0.5152 0.157 Uiso 1 1 calc R . . C14 C 0.8003(12) 0.5177(5) 0.5348(4) 0.153(4) Uani 1 1 d . . . H14A H 0.8213 0.5196 0.4883 0.184 Uiso 1 1 calc R . . H14B H 0.7780 0.5737 0.5479 0.184 Uiso 1 1 calc R . . C15 C 0.9147(8) 0.4913(6) 0.5752(3) 0.138(3) Uani 1 1 d . . . H15A H 0.9846 0.5320 0.5720 0.166 Uiso 1 1 calc R . . H15B H 0.9454 0.4389 0.5580 0.166 Uiso 1 1 calc R . . C16 C 0.8881(6) 0.4805(5) 0.6480(2) 0.106(2) Uani 1 1 d . . . H16A H 0.9649 0.4557 0.6723 0.127 Uiso 1 1 calc R . . H16B H 0.8730 0.5344 0.6676 0.127 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 Ag 0.0536(3) 0.0607(3) 0.0692(3) -0.00749(14) 0.01339(16) 0.00199(13) Cl 0.0819(8) 0.0632(7) 0.0809(8) -0.0123(5) 0.0237(6) 0.0044(5) N1 0.0536(19) 0.069(2) 0.0523(18) 0.0000(16) 0.0142(14) 0.0021(16) N2 0.057(2) 0.065(2) 0.063(2) 0.0035(16) 0.0227(15) 0.0050(16) C1 0.045(2) 0.063(2) 0.059(2) 0.0004(18) 0.0128(17) 0.0034(17) C2 0.078(3) 0.054(2) 0.085(3) 0.005(2) 0.032(2) 0.007(2) C3 0.074(3) 0.070(3) 0.070(3) -0.008(2) 0.026(2) 0.010(2) C4 0.058(3) 0.081(3) 0.057(2) 0.005(2) 0.0028(18) 0.000(2) C5 0.057(2) 0.071(3) 0.050(2) 0.0096(19) 0.0067(18) 0.013(2) C6 0.066(3) 0.087(3) 0.055(3) 0.008(2) 0.006(2) 0.001(3) C7 0.071(3) 0.101(4) 0.079(3) 0.017(3) -0.002(2) -0.008(3) C8 0.064(3) 0.111(5) 0.094(4) 0.037(4) 0.015(3) -0.002(3) C9 0.086(4) 0.112(5) 0.069(3) 0.024(3) 0.030(3) 0.019(3) C10 0.074(3) 0.087(3) 0.051(2) 0.006(2) 0.011(2) 0.012(3) C11 0.062(2) 0.061(2) 0.059(2) 0.0051(19) 0.0159(18) 0.0040(19) C12 0.065(3) 0.171(7) 0.080(3) -0.019(4) 0.006(3) 0.023(4) C13 0.094(5) 0.230(10) 0.066(4) -0.004(5) -0.013(3) 0.042(6) C14 0.254(12) 0.121(6) 0.090(5) 0.048(5) 0.051(6) 0.035(7) C15 0.154(7) 0.188(8) 0.075(4) 0.016(5) 0.028(4) -0.088(6) C16 0.094(4) 0.163(7) 0.063(3) 0.011(3) 0.017(3) -0.053(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 Ag C1 2.079(4) . ? Ag Cl 2.3296(11) . ? Ag Ag 2.8886(7) 2_756 ? N1 C1 1.362(5) . ? N1 C3 1.370(6) . ? N1 C4 1.456(5) . ? N2 C1 1.342(5) . ? N2 C2 1.368(5) . ? N2 C11 1.476(5) . ? C2 C3 1.331(6) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.489(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C10 1.380(6) . ? C5 C6 1.396(7) . ? C6 C7 1.365(7) . ? C6 H6 0.9300 . ? C7 C8 1.390(7) . ? C7 H7 0.9300 . ? C8 C9 1.359(9) . ? C8 H8 0.9300 . ? C9 C10 1.376(8) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.454(6) . ? C11 C16 1.464(6) . ? C11 H11 0.9800 . ? C12 C13 1.540(8) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.471(12) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.423(12) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.511(7) . ? 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 C1 Ag Cl 169.00(11) . . ? C1 Ag Ag 101.44(11) . 2_756 ? Cl Ag Ag 82.74(4) . 2_756 ? C1 N1 C3 110.3(4) . . ? C1 N1 C4 124.3(4) . . ? C3 N1 C4 125.3(4) . . ? C1 N2 C2 111.5(3) . . ? C1 N2 C11 122.3(3) . . ? C2 N2 C11 126.1(4) . . ? N2 C1 N1 104.1(3) . . ? N2 C1 Ag 123.4(3) . . ? N1 C1 Ag 132.5(3) . . ? C3 C2 N2 106.6(4) . . ? C3 C2 H2 126.7 . . ? N2 C2 H2 126.7 . . ? C2 C3 N1 107.5(4) . . ? C2 C3 H3 126.3 . . ? N1 C3 H3 126.3 . . ? N1 C4 C5 112.3(3) . . ? N1 C4 H4A 109.1 . . ? C5 C4 H4A 109.2 . . ? N1 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.9 . . ? C10 C5 C6 117.8(5) . . ? C10 C5 C4 121.9(4) . . ? C6 C5 C4 120.2(4) . . ? C7 C6 C5 121.1(5) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C8 119.4(5) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? C9 C8 C7 120.5(5) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C10 119.7(5) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C9 C10 C5 121.4(5) . . ? C9 C10 H10 119.3 . . ? C5 C10 H10 119.3 . . ? C12 C11 C16 115.9(5) . . ? C12 C11 N2 112.5(4) . . ? C16 C11 N2 110.7(4) . . ? C12 C11 H11 105.6 . . ? C16 C11 H11 105.6 . . ? N2 C11 H11 105.6 . . ? C11 C12 C13 110.7(4) . . ? C11 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C12 111.8(6) . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C13 114.1(6) . . ? C15 C14 H14A 108.7 . . ? C13 C14 H14A 108.7 . . ? C15 C14 H14B 108.7 . . ? C13 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C14 C15 C16 112.3(7) . . ? C14 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? C14 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.9 . . ? C11 C16 C15 110.9(5) . . ? C11 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108.0 . . ? 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 C2 N2 C1 N1 0.8(5) . . . . ? C11 N2 C1 N1 176.9(3) . . . . ? C2 N2 C1 Ag -179.7(3) . . . . ? C11 N2 C1 Ag -3.6(6) . . . . ? C3 N1 C1 N2 -0.4(5) . . . . ? C4 N1 C1 N2 176.0(4) . . . . ? C3 N1 C1 Ag -179.9(3) . . . . ? C4 N1 C1 Ag -3.5(6) . . . . ? Cl Ag C1 N2 2.5(9) . . . . ? Ag Ag C1 N2 114.0(3) 2_756 . . . ? Cl Ag C1 N1 -178.1(4) . . . . ? Ag Ag C1 N1 -66.6(4) 2_756 . . . ? C1 N2 C2 C3 -0.9(5) . . . . ? C11 N2 C2 C3 -176.8(4) . . . . ? N2 C2 C3 N1 0.6(5) . . . . ? C1 N1 C3 C2 -0.1(5) . . . . ? C4 N1 C3 C2 -176.5(4) . . . . ? C1 N1 C4 C5 -105.6(5) . . . . ? C3 N1 C4 C5 70.3(6) . . . . ? N1 C4 C5 C10 -118.0(5) . . . . ? N1 C4 C5 C6 62.6(6) . . . . ? C10 C5 C6 C7 0.2(8) . . . . ? C4 C5 C6 C7 179.7(5) . . . . ? C5 C6 C7 C8 0.4(8) . . . . ? C6 C7 C8 C9 -1.8(9) . . . . ? C7 C8 C9 C10 2.5(9) . . . . ? C8 C9 C10 C5 -1.9(8) . . . . ? C6 C5 C10 C9 0.5(8) . . . . ? C4 C5 C10 C9 -178.9(5) . . . . ? C1 N2 C11 C12 127.5(5) . . . . ? C2 N2 C11 C12 -57.1(7) . . . . ? C1 N2 C11 C16 -101.1(6) . . . . ? C2 N2 C11 C16 74.4(6) . . . . ? C16 C11 C12 C13 49.7(8) . . . . ? N2 C11 C12 C13 178.5(6) . . . . ? C11 C12 C13 C14 -48.2(10) . . . . ? C12 C13 C14 C15 52.4(11) . . . . ? C13 C14 C15 C16 -54.3(11) . . . . ? C12 C11 C16 C15 -51.2(8) . . . . ? N2 C11 C16 C15 179.1(6) . . . . ? C14 C15 C16 C11 51.8(10) . . . . ? 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 C4 H4B Cl 0.97 2.88 3.827(5) 165.4 2_756 C12 H12A Cl 0.97 2.84 3.785(7) 163.9 3_455 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.577 _refine_diff_density_min -0.850 _refine_diff_density_rms 0.093 # Attachment '- cd29590.cif' data_cd29590 _database_code_depnum_ccdc_archive 'CCDC 801889' #TrackingRef '- cd29590.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 Ag Cl N2' _chemical_formula_weight 433.72 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' Cl Cl 0.1484 0.1585 '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 8.6763(10) _cell_length_b 9.2220(11) _cell_length_c 12.2495(15) _cell_angle_alpha 91.356(2) _cell_angle_beta 105.679(2) _cell_angle_gamma 97.504(2) _cell_volume 933.78(19) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2755 _cell_measurement_theta_min 4.464 _cell_measurement_theta_max 55.295 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.450 _exptl_crystal_size_mid 0.382 _exptl_crystal_size_min 0.317 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 1.225 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.44611 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 4911 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3428 _reflns_number_gt 2885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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. Restraints are applied to C4-C5 and C7-C8 in the cyclohexyl group as singlet bonds since they appeared to be double bonds in bond lengths. ; _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^)+(0.1296P)^2^+2.3398P] 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 3428 _refine_ls_number_parameters 217 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0868 _refine_ls_R_factor_gt 0.0773 _refine_ls_wR_factor_ref 0.2278 _refine_ls_wR_factor_gt 0.2171 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag Ag 0.59947(9) 0.85085(6) 0.94275(6) 0.0692(3) Uani 1 1 d P . . Cl1 Cl 0.5168(2) 1.06875(17) 0.85923(13) 0.0622(5) Uani 1 1 d . . . N1 N 0.6697(7) 0.5270(6) 0.9395(5) 0.0623(14) Uani 1 1 d . . . N2 N 0.8274(9) 0.6507(7) 1.0841(5) 0.0755(17) Uani 1 1 d . . . C1 C 0.7054(10) 0.6625(8) 0.9892(6) 0.0673(18) Uani 1 1 d . . . C2 C 0.7621(10) 0.4315(9) 0.9990(7) 0.0720(19) Uani 1 1 d . . . H2 H 0.7576 0.3326 0.9796 0.086 Uiso 1 1 calc R . . C3 C 0.8610(10) 0.5086(10) 1.0914(7) 0.080(2) Uani 1 1 d . . . H3 H 0.9376 0.4730 1.1493 0.096 Uiso 1 1 calc R . . C4 C 0.9010(16) 0.7739(13) 1.1690(8) 0.120(4) Uani 1 1 d D . . H4 H 0.8142 0.8348 1.1488 0.144 Uiso 1 1 calc R . . C5 C 0.8997(19) 0.7534(13) 1.2774(8) 0.124(5) Uani 1 1 d . . . H5A H 0.9586 0.6725 1.3030 0.149 Uiso 1 1 calc R . . H5B H 0.7886 0.7238 1.2782 0.149 Uiso 1 1 calc R . . C6 C 0.9698(15) 0.8818(13) 1.3622(8) 0.108(3) Uani 1 1 d . . . H6A H 0.8828 0.9356 1.3672 0.129 Uiso 1 1 calc R . . H6B H 1.0123 0.8446 1.4361 0.129 Uiso 1 1 calc R . . C7 C 1.096(2) 0.9822(17) 1.3381(12) 0.146(8) Uani 1 1 d D . . H7A H 1.0919 1.0776 1.3717 0.181 Uiso 1 1 calc R . . H7B H 1.1978 0.9522 1.3785 0.181 Uiso 1 1 calc R . . C8 C 1.100(2) 1.0019(14) 1.2234(12) 0.144(6) Uani 1 1 d D . . H8A H 1.2119 1.0284 1.2235 0.173 Uiso 1 1 calc R . . H8B H 1.0438 1.0841 1.1966 0.173 Uiso 1 1 calc R . . C9 C 1.0270(14) 0.8719(11) 1.1390(10) 0.106(4) Uani 1 1 d D . . H9A H 0.9820 0.9077 1.0649 0.127 Uiso 1 1 calc R . . H9B H 1.1124 0.8166 1.1330 0.127 Uiso 1 1 calc R . . C10 C 0.5457(9) 0.4877(10) 0.8321(6) 0.0719(19) Uani 1 1 d . . . H10A H 0.4761 0.5634 0.8173 0.086 Uiso 1 1 calc R . . H10B H 0.4796 0.3971 0.8392 0.086 Uiso 1 1 calc R . . C11 C 0.6125(9) 0.4689(8) 0.7328(6) 0.0621(16) Uani 1 1 d . . . C12 C 0.5565(9) 0.3484(8) 0.6604(6) 0.0656(17) Uani 1 1 d . . . H12 H 0.4813 0.2759 0.6757 0.079 Uiso 1 1 calc R . . C13 C 0.6097(9) 0.3302(9) 0.5621(6) 0.0697(19) Uani 1 1 d . . . C14 C 0.5508(14) 0.2036(13) 0.4862(8) 0.104(3) Uani 1 1 d . . . H14 H 0.4749 0.1309 0.5004 0.125 Uiso 1 1 calc R . . C15 C 0.6052(17) 0.1885(17) 0.3925(9) 0.118(4) Uani 1 1 d . . . H15 H 0.5654 0.1061 0.3427 0.142 Uiso 1 1 calc R . . C16 C 0.7193(18) 0.2952(17) 0.3714(8) 0.115(4) Uani 1 1 d . . . H16 H 0.7560 0.2841 0.3074 0.138 Uiso 1 1 calc R . . C17 C 0.7772(13) 0.4149(14) 0.4425(8) 0.098(3) Uani 1 1 d . . . H17 H 0.8545 0.4851 0.4271 0.118 Uiso 1 1 calc R . . C18 C 0.7243(10) 0.4370(9) 0.5397(7) 0.0731(19) Uani 1 1 d . . . C19 C 0.7812(11) 0.5626(10) 0.6160(8) 0.083(2) Uani 1 1 d . . . H19 H 0.8558 0.6365 0.6018 0.099 Uiso 1 1 calc R . . C20 C 0.7271(10) 0.5762(8) 0.7107(7) 0.0730(19) Uani 1 1 d . . . H20 H 0.7675 0.6582 0.7609 0.088 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 Ag 0.0887(5) 0.0468(4) 0.0815(5) -0.0022(3) 0.0359(4) 0.0185(3) Cl1 0.1061(13) 0.0454(8) 0.0498(8) 0.0057(6) 0.0367(8) 0.0312(8) N1 0.062(3) 0.062(3) 0.064(3) -0.011(3) 0.019(3) 0.011(3) N2 0.089(4) 0.068(4) 0.065(4) -0.006(3) 0.024(3) -0.011(3) C1 0.094(5) 0.060(4) 0.054(4) -0.003(3) 0.031(4) 0.012(4) C2 0.079(5) 0.062(4) 0.076(5) -0.004(4) 0.017(4) 0.022(4) C3 0.072(5) 0.090(6) 0.075(5) 0.001(4) 0.015(4) 0.010(4) C4 0.167(11) 0.109(8) 0.072(5) -0.036(5) 0.051(6) -0.055(7) C5 0.186(12) 0.100(8) 0.069(6) -0.012(5) 0.031(7) -0.033(8) C6 0.133(9) 0.111(8) 0.058(5) -0.012(5) 0.007(5) -0.011(7) C7 0.183(18) 0.101(12) 0.116(13) -0.049(10) 0.029(12) -0.036(12) C8 0.182(13) 0.108(9) 0.142(11) -0.060(8) 0.088(10) -0.061(9) C9 0.130(8) 0.080(6) 0.113(7) -0.031(5) 0.066(7) -0.031(6) C10 0.063(4) 0.085(5) 0.066(4) -0.011(4) 0.015(3) 0.012(4) C11 0.065(4) 0.058(4) 0.067(4) 0.002(3) 0.019(3) 0.016(3) C12 0.066(4) 0.062(4) 0.066(4) -0.005(3) 0.016(3) 0.007(3) C13 0.075(5) 0.074(5) 0.055(4) -0.003(3) 0.005(3) 0.022(4) C14 0.108(7) 0.109(8) 0.083(6) -0.031(5) 0.007(5) 0.019(6) C15 0.136(10) 0.139(11) 0.073(6) -0.033(6) 0.008(6) 0.051(9) C16 0.150(11) 0.150(11) 0.060(5) 0.010(6) 0.026(6) 0.079(9) C17 0.111(7) 0.127(9) 0.072(5) 0.024(6) 0.036(5) 0.044(6) C18 0.084(5) 0.076(5) 0.066(4) 0.010(4) 0.024(4) 0.027(4) C19 0.092(6) 0.071(5) 0.096(6) 0.012(4) 0.042(5) 0.010(4) C20 0.076(5) 0.057(4) 0.082(5) -0.011(3) 0.019(4) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag C1 2.090(8) . ? Ag Cl1 2.3824(16) . ? N1 C1 1.337(9) . ? N1 C2 1.360(10) . ? N1 C10 1.460(9) . ? N2 C1 1.362(11) . ? N2 C3 1.379(11) . ? N2 C4 1.475(10) . ? C2 C3 1.342(11) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C5 1.348(13) . ? C4 C9 1.457(11) . ? C4 H4 0.9800 . ? C5 C6 1.504(14) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.434(19) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.431(14) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.516(13) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.497(10) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.356(10) . ? C11 C20 1.393(11) . ? C12 C13 1.415(11) . ? C12 H12 0.9300 . ? C13 C18 1.392(12) . ? C13 C14 1.423(12) . ? C14 C15 1.365(17) . ? C14 H14 0.9300 . ? C15 C16 1.383(19) . ? C15 H15 0.9300 . ? C16 C17 1.343(17) . ? C16 H16 0.9300 . ? C17 C18 1.406(12) . ? C17 H17 0.9300 . ? C18 C19 1.418(12) . ? C19 C20 1.373(12) . ? C19 H19 0.9300 . ? C20 H20 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 C1 Ag Cl1 166.5(2) . . ? C1 N1 C2 112.8(6) . . ? C1 N1 C10 123.1(7) . . ? C2 N1 C10 124.1(6) . . ? C1 N2 C3 110.5(6) . . ? C1 N2 C4 122.8(9) . . ? C3 N2 C4 126.6(9) . . ? N1 C1 N2 103.6(7) . . ? N1 C1 Ag 130.3(6) . . ? N2 C1 Ag 126.0(5) . . ? C3 C2 N1 106.1(7) . . ? C3 C2 H2 126.9 . . ? N1 C2 H2 126.9 . . ? C2 C3 N2 106.9(7) . . ? C2 C3 H3 126.6 . . ? N2 C3 H3 126.6 . . ? C5 C4 C9 122.9(10) . . ? C5 C4 N2 117.5(9) . . ? C9 C4 N2 113.3(7) . . ? C5 C4 H4 98.4 . . ? C9 C4 H4 98.4 . . ? N2 C4 H4 98.4 . . ? C4 C5 C6 116.9(10) . . ? C4 C5 H5A 108.1 . . ? C6 C5 H5A 108.1 . . ? C4 C5 H5B 108.1 . . ? C6 C5 H5B 108.1 . . ? H5A C5 H5B 107.3 . . ? C7 C6 C5 115.8(10) . . ? C7 C6 H6A 108.3 . . ? C5 C6 H6A 108.3 . . ? C7 C6 H6B 108.3 . . ? C5 C6 H6B 108.3 . . ? H6A C6 H6B 107.4 . . ? C8 C7 C6 120.5(11) . . ? C8 C7 H7A 107.2 . . ? C6 C7 H7A 107.2 . . ? C8 C7 H7B 107.2 . . ? C6 C7 H7B 107.2 . . ? H7A C7 H7B 106.8 . . ? C7 C8 C9 116.5(10) . . ? C7 C8 H8A 108.2 . . ? C9 C8 H8A 108.2 . . ? C7 C8 H8B 108.2 . . ? C9 C8 H8B 108.2 . . ? H8A C8 H8B 107.3 . . ? C4 C9 C8 113.9(8) . . ? C4 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? C4 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? N1 C10 C11 113.7(6) . . ? N1 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? N1 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C20 119.1(7) . . ? C12 C11 C10 119.7(7) . . ? C20 C11 C10 121.1(7) . . ? C11 C12 C13 121.6(7) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C18 C13 C12 119.6(7) . . ? C18 C13 C14 119.0(8) . . ? C12 C13 C14 121.5(9) . . ? C15 C14 C13 120.2(12) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.3(11) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 120.4(10) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C18 121.8(11) . . ? C16 C17 H17 119.1 . . ? C18 C17 H17 119.1 . . ? C13 C18 C17 118.4(9) . . ? C13 C18 C19 118.2(7) . . ? C17 C18 C19 123.4(9) . . ? C20 C19 C18 120.6(8) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C11 121.0(7) . . ? C19 C20 H20 119.5 . . ? C11 C20 H20 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 C2 N1 C1 N2 0.5(8) . . . . ? C10 N1 C1 N2 -178.8(6) . . . . ? C2 N1 C1 Ag -176.9(6) . . . . ? C10 N1 C1 Ag 3.8(11) . . . . ? C3 N2 C1 N1 -1.2(9) . . . . ? C4 N2 C1 N1 -177.1(7) . . . . ? C3 N2 C1 Ag 176.4(6) . . . . ? C4 N2 C1 Ag 0.5(11) . . . . ? Cl1 Ag C1 N1 -80.0(13) . . . . ? Cl1 Ag C1 N2 103.1(9) . . . . ? C1 N1 C2 C3 0.4(9) . . . . ? C10 N1 C2 C3 179.6(7) . . . . ? N1 C2 C3 N2 -1.1(9) . . . . ? C1 N2 C3 C2 1.4(10) . . . . ? C4 N2 C3 C2 177.2(8) . . . . ? C1 N2 C4 C5 123.3(14) . . . . ? C3 N2 C4 C5 -51.9(18) . . . . ? C1 N2 C4 C9 -83.8(14) . . . . ? C3 N2 C4 C9 101.0(13) . . . . ? C9 C4 C5 C6 32(2) . . . . ? N2 C4 C5 C6 -177.8(12) . . . . ? C4 C5 C6 C7 -29(2) . . . . ? C5 C6 C7 C8 29(2) . . . . ? C6 C7 C8 C9 -29(3) . . . . ? C5 C4 C9 C8 -31(2) . . . . ? N2 C4 C9 C8 178.0(12) . . . . ? C7 C8 C9 C4 27(2) . . . . ? C1 N1 C10 C11 104.3(8) . . . . ? C2 N1 C10 C11 -74.9(10) . . . . ? N1 C10 C11 C12 131.7(7) . . . . ? N1 C10 C11 C20 -50.9(10) . . . . ? C20 C11 C12 C13 -1.0(11) . . . . ? C10 C11 C12 C13 176.4(7) . . . . ? C11 C12 C13 C18 1.1(11) . . . . ? C11 C12 C13 C14 -180.0(8) . . . . ? C18 C13 C14 C15 -0.6(14) . . . . ? C12 C13 C14 C15 -179.5(9) . . . . ? C13 C14 C15 C16 0.7(17) . . . . ? C14 C15 C16 C17 -0.2(18) . . . . ? C15 C16 C17 C18 -0.5(16) . . . . ? C12 C13 C18 C17 178.9(8) . . . . ? C14 C13 C18 C17 -0.1(12) . . . . ? C12 C13 C18 C19 -1.3(11) . . . . ? C14 C13 C18 C19 179.7(8) . . . . ? C16 C17 C18 C13 0.6(14) . . . . ? C16 C17 C18 C19 -179.2(9) . . . . ? C13 C18 C19 C20 1.5(13) . . . . ? C17 C18 C19 C20 -178.7(9) . . . . ? C18 C19 C20 C11 -1.5(13) . . . . ? C12 C11 C20 C19 1.3(12) . . . . ? C10 C11 C20 C19 -176.2(8) . . . . ? 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 C15 H15 Cl1 0.93 2.79 3.673(10) 159.0 2_666 C12 H12 Cl1 0.93 2.96 3.636(8) 130.4 1_545 C8 H8A Cl1 0.97 3.03 3.855(16) 144.0 2_777 C2 H2 Cl1 0.93 3.05 3.814(8) 140.7 1_545 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.219 _refine_diff_density_min -1.813 _refine_diff_density_rms 0.140