Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Yitzhak Tor' _publ_contact_author_address ; Dept of Chemistry & Biochemistry University of California, San Diego 9500 Gilman Drive Dept 0358 La Jolla California 92093-0358 UNITED STATES OF AMERICA ; _publ_contact_author_email YTOR@UCSD.EDU _publ_section_title ; Alkyne-Containing Chelating Ligands: Synthesis, properties and metal coordination of 1,2-di(quinolin-8-yl)ethyne ; loop_ _publ_author_name 'Yitzhak Tor' 'Joseph R. Goldenberg' 'Nicholas J. Greco' 'Michelle Hysell' 'Arnold L. Reingold' data_1,2-(diquinolin-8-yl)ethyne _database_code_depnum_ccdc_archive 'CCDC 600754' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H12 N2' _chemical_formula_weight 280.32 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' _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 15.582(5) _cell_length_b 8.095(3) _cell_length_c 12.481(4) _cell_angle_alpha 90.00 _cell_angle_beta 117.362(4) _cell_angle_gamma 90.00 _cell_volume 1398.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 208(2) _cell_measurement_reflns_used 1699 _cell_measurement_theta_min 2.92 _cell_measurement_theta_max 27.96 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9805 _exptl_absorpt_correction_T_max 0.9805 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 208(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_reflns_number 4647 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0297 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 28.07 _reflns_number_total 1639 _reflns_number_gt 1316 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0708P)^2^+0.3557P] 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 1639 _refine_ls_number_parameters 100 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1321 _refine_ls_wR_factor_gt 0.1236 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.01009(8) -0.20340(14) 0.20942(11) 0.0334(3) Uani 1 1 d . . . C2 C 0.03310(8) -0.20234(14) 0.11066(10) 0.0319(3) Uani 1 1 d . . . C3 C -0.02014(9) -0.29214(15) 0.00791(11) 0.0382(3) Uani 1 1 d . . . H3 H -0.0720 -0.3568 0.0027 0.046 Uiso 1 1 calc R . . C4 C 0.00155(11) -0.28920(16) -0.08961(11) 0.0444(3) Uani 1 1 d . . . H4 H -0.0353 -0.3529 -0.1587 0.053 Uiso 1 1 calc R . . C5 C 0.07508(10) -0.19533(16) -0.08481(11) 0.0417(3) Uani 1 1 d . . . H5 H 0.0883 -0.1927 -0.1511 0.050 Uiso 1 1 calc R . . C6 C 0.13197(9) -0.10157(15) 0.01882(10) 0.0349(3) Uani 1 1 d . . . C7 C 0.20887(10) -0.00172(18) 0.02847(12) 0.0462(4) Uani 1 1 d . . . H7 H 0.2238 0.0063 -0.0362 0.055 Uiso 1 1 calc R . . C8 C 0.26128(10) 0.0829(2) 0.13178(13) 0.0551(4) Uani 1 1 d . . . H8 H 0.3127 0.1510 0.1397 0.066 Uiso 1 1 calc R . . C9 C 0.23732(10) 0.0669(2) 0.22694(12) 0.0526(4) Uani 1 1 d . . . H9 H 0.2756 0.1241 0.2988 0.063 Uiso 1 1 calc R . . C10 C 0.11191(8) -0.10569(14) 0.11855(10) 0.0319(3) Uani 1 1 d . . . N1 N 0.16583(8) -0.02163(14) 0.22281(9) 0.0409(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 C1 0.0300(6) 0.0322(6) 0.0392(6) 0.0009(5) 0.0170(5) 0.0006(4) C2 0.0337(6) 0.0295(6) 0.0346(6) 0.0022(4) 0.0175(5) 0.0045(4) C3 0.0408(7) 0.0330(6) 0.0396(6) 0.0006(5) 0.0174(5) -0.0018(5) C4 0.0575(8) 0.0381(7) 0.0342(6) -0.0044(5) 0.0181(6) -0.0026(6) C5 0.0549(8) 0.0411(7) 0.0343(6) 0.0006(5) 0.0249(6) 0.0040(6) C6 0.0381(6) 0.0366(6) 0.0340(6) 0.0046(5) 0.0199(5) 0.0064(5) C7 0.0447(7) 0.0601(9) 0.0424(7) 0.0045(6) 0.0272(6) -0.0015(6) C8 0.0447(8) 0.0729(11) 0.0516(8) -0.0003(7) 0.0256(7) -0.0192(7) C9 0.0498(8) 0.0675(10) 0.0413(7) -0.0107(6) 0.0215(6) -0.0213(7) C10 0.0328(6) 0.0330(6) 0.0319(6) 0.0013(4) 0.0167(5) 0.0037(5) N1 0.0423(6) 0.0471(7) 0.0359(5) -0.0051(4) 0.0203(5) -0.0083(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 C1 C1 1.191(2) 2 ? C1 C2 1.4332(16) . ? C2 C3 1.3724(17) . ? C2 C10 1.4208(17) . ? C3 C4 1.4051(18) . ? C3 H3 0.9400 . ? C4 C5 1.3531(19) . ? C4 H4 0.9400 . ? C5 C6 1.4074(18) . ? C5 H5 0.9400 . ? C6 C7 1.4040(18) . ? C6 C10 1.4162(15) . ? C7 C8 1.353(2) . ? C7 H7 0.9400 . ? C8 C9 1.4052(19) . ? C8 H8 0.9400 . ? C9 N1 1.3054(17) . ? C9 H9 0.9400 . ? C10 N1 1.3628(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C1 C2 179.20(15) 2 . ? C3 C2 C10 119.24(10) . . ? C3 C2 C1 121.18(11) . . ? C10 C2 C1 119.58(10) . . ? C2 C3 C4 121.18(12) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 120.48(12) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.42(11) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 122.79(11) . . ? C7 C6 C10 117.55(11) . . ? C5 C6 C10 119.66(11) . . ? C8 C7 C6 119.39(12) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C7 C8 C9 118.71(13) . . ? C7 C8 H8 120.6 . . ? C9 C8 H8 120.6 . . ? N1 C9 C8 124.80(13) . . ? N1 C9 H9 117.6 . . ? C8 C9 H9 117.6 . . ? N1 C10 C6 122.63(11) . . ? N1 C10 C2 118.36(10) . . ? C6 C10 C2 119.00(11) . . ? C9 N1 C10 116.88(11) . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.309 _refine_diff_density_min -0.145 _refine_diff_density_rms 0.045 #===END data_1,2-(diquinolin-8-yl)ethyne-Silver_Complex _database_code_depnum_ccdc_archive 'CCDC 600755' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H15 Ag Cl N3 O4' _chemical_formula_weight 528.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 '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 6.8416(17) _cell_length_b 23.779(6) _cell_length_c 12.724(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.290(4) _cell_angle_gamma 90.00 _cell_volume 1996.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 6731 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.97 _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.759 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 1.180 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7185 _exptl_absorpt_correction_T_max 0.9220 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 12985 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3925 _reflns_number_gt 3355 _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^)+(0.0500P)^2^+8.0000P] 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 3925 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1441 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.186 _refine_ls_shift/su_max 0.022 _refine_ls_shift/su_mean 0.005 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 0.32967(8) 0.506875(19) 0.59131(4) 0.04053(18) Uani 1 1 d . . . Cl1 Cl 0.7733(3) 0.63948(7) 1.03174(13) 0.0453(4) Uani 1 1 d . . . O1 O 0.6286(11) 0.6540(4) 0.9369(5) 0.107(3) Uani 1 1 d . . . O2 O 0.8045(11) 0.5822(3) 1.0456(9) 0.124(3) Uani 1 1 d . . . O3 O 0.7095(12) 0.6603(4) 1.1196(5) 0.106(3) Uani 1 1 d . . . O4 O 0.9636(9) 0.6646(3) 1.0329(5) 0.0713(16) Uani 1 1 d . . . N1 N 0.3726(7) 0.6006(2) 0.5832(4) 0.0302(10) Uani 1 1 d . . . N2 N 0.2202(7) 0.4182(2) 0.5493(4) 0.0283(10) Uani 1 1 d . . . N3 N 0.4762(12) 0.4947(3) 0.7876(5) 0.0622(18) Uani 1 1 d . . . C1 C 0.3336(8) 0.6308(2) 0.4872(4) 0.0286(12) Uani 1 1 d . . . C2 C 0.4435(9) 0.6287(3) 0.6743(4) 0.0320(13) Uani 1 1 d . . . H2B H 0.4704 0.6082 0.7398 0.038 Uiso 1 1 calc R . . C3 C 0.4817(9) 0.6862(3) 0.6816(5) 0.0377(14) Uani 1 1 d . . . H3C H 0.5328 0.7037 0.7496 0.045 Uiso 1 1 calc R . . C4 C 0.4430(9) 0.7165(3) 0.5873(5) 0.0369(14) Uani 1 1 d . . . H4B H 0.4665 0.7554 0.5894 0.044 Uiso 1 1 calc R . . C5 C 0.3669(8) 0.6887(3) 0.4858(5) 0.0324(13) Uani 1 1 d . . . C6 C 0.3270(9) 0.7180(3) 0.3851(5) 0.0410(15) Uani 1 1 d . . . H6A H 0.3494 0.7570 0.3843 0.049 Uiso 1 1 calc R . . C7 C 0.2567(10) 0.6897(3) 0.2905(5) 0.0409(15) Uani 1 1 d . . . H7A H 0.2326 0.7092 0.2241 0.049 Uiso 1 1 calc R . . C8 C 0.2196(9) 0.6321(3) 0.2899(5) 0.0347(13) Uani 1 1 d . . . H8A H 0.1686 0.6135 0.2231 0.042 Uiso 1 1 calc R . . C9 C 0.2560(8) 0.6020(2) 0.3852(4) 0.0288(12) Uani 1 1 d . . . C10 C 0.2132(8) 0.5430(3) 0.3803(4) 0.0313(13) Uani 1 1 d . . . C11 C 0.1748(9) 0.4943(3) 0.3711(5) 0.0339(13) Uani 1 1 d . . . C12 C 0.1207(8) 0.4358(2) 0.3541(5) 0.0308(12) Uani 1 1 d . . . C13 C 0.0499(9) 0.4153(3) 0.2504(5) 0.0453(16) Uani 1 1 d . . . H13A H 0.0322 0.4400 0.1911 0.054 Uiso 1 1 calc R . . C14 C 0.0040(10) 0.3591(3) 0.2310(6) 0.0517(18) Uani 1 1 d . . . H14A H -0.0429 0.3461 0.1590 0.062 Uiso 1 1 calc R . . C15 C 0.0261(9) 0.3221(3) 0.3159(6) 0.0442(16) Uani 1 1 d . . . H15A H -0.0071 0.2840 0.3018 0.053 Uiso 1 1 calc R . . C16 C 0.0977(9) 0.3408(3) 0.4234(5) 0.0353(13) Uani 1 1 d . . . C17 C 0.1239(9) 0.3046(3) 0.5146(6) 0.0430(16) Uani 1 1 d . . . H17A H 0.0930 0.2661 0.5042 0.052 Uiso 1 1 calc R . . C18 C 0.1938(9) 0.3255(3) 0.6174(5) 0.0400(15) Uani 1 1 d . . . H18A H 0.2111 0.3018 0.6782 0.048 Uiso 1 1 calc R . . C19 C 0.2389(9) 0.3823(3) 0.6309(5) 0.0364(14) Uani 1 1 d . . . H19A H 0.2855 0.3962 0.7024 0.044 Uiso 1 1 calc R . . C20 C 0.1470(8) 0.3987(2) 0.4455(5) 0.0277(12) Uani 1 1 d . . . C21 C 0.7012(11) 0.4520(4) 0.9664(6) 0.0561(19) Uani 1 1 d . . . H21A H 0.8310 0.4410 0.9555 0.084 Uiso 1 1 calc R . . H21B H 0.6346 0.4192 0.9866 0.084 Uiso 1 1 calc R . . H21C H 0.7221 0.4798 1.0240 0.084 Uiso 1 1 calc R . . C22 C 0.5747(11) 0.4758(3) 0.8658(5) 0.0428(15) 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 0.0594(3) 0.0290(3) 0.0308(3) 0.00283(19) 0.0078(2) -0.0003(2) Cl1 0.0573(10) 0.0416(9) 0.0347(8) 0.0017(7) 0.0084(7) 0.0066(8) O1 0.086(5) 0.168(8) 0.049(3) 0.004(4) -0.010(3) 0.008(5) O2 0.080(5) 0.043(4) 0.256(11) -0.008(5) 0.053(6) 0.000(3) O3 0.128(6) 0.148(7) 0.048(3) 0.013(4) 0.036(4) 0.060(5) O4 0.073(4) 0.066(4) 0.071(4) 0.016(3) 0.011(3) -0.011(3) N1 0.027(2) 0.036(3) 0.030(2) 0.004(2) 0.012(2) 0.005(2) N2 0.023(2) 0.033(3) 0.029(2) 0.003(2) 0.0066(19) 0.0011(19) N3 0.087(5) 0.062(4) 0.038(3) 0.005(3) 0.017(3) 0.011(4) C1 0.020(3) 0.035(3) 0.033(3) 0.005(2) 0.011(2) 0.005(2) C2 0.032(3) 0.041(3) 0.025(3) 0.001(2) 0.012(2) 0.007(3) C3 0.035(3) 0.043(4) 0.038(3) -0.007(3) 0.015(3) -0.001(3) C4 0.033(3) 0.033(3) 0.049(4) -0.003(3) 0.019(3) -0.001(3) C5 0.024(3) 0.039(3) 0.036(3) 0.005(3) 0.012(2) 0.005(2) C6 0.037(3) 0.035(3) 0.055(4) 0.012(3) 0.020(3) 0.001(3) C7 0.039(3) 0.049(4) 0.037(3) 0.017(3) 0.015(3) 0.010(3) C8 0.031(3) 0.044(4) 0.030(3) 0.008(3) 0.010(2) 0.009(3) C9 0.025(3) 0.032(3) 0.030(3) 0.008(2) 0.007(2) 0.008(2) C10 0.027(3) 0.044(4) 0.020(3) 0.001(2) 0.001(2) 0.009(3) C11 0.032(3) 0.036(4) 0.034(3) 0.009(3) 0.010(2) 0.006(3) C12 0.024(3) 0.037(3) 0.032(3) -0.003(2) 0.008(2) 0.001(2) C13 0.034(3) 0.061(5) 0.037(3) 0.002(3) 0.004(3) -0.005(3) C14 0.043(4) 0.062(5) 0.048(4) -0.017(4) 0.008(3) -0.019(3) C15 0.032(3) 0.043(4) 0.058(4) -0.013(3) 0.014(3) -0.008(3) C16 0.023(3) 0.035(3) 0.051(4) -0.003(3) 0.015(3) -0.001(2) C17 0.036(3) 0.031(3) 0.070(5) -0.002(3) 0.027(3) 0.001(3) C18 0.034(3) 0.040(4) 0.049(4) 0.014(3) 0.016(3) 0.005(3) C19 0.029(3) 0.040(4) 0.042(3) 0.008(3) 0.013(3) 0.004(3) C20 0.018(3) 0.032(3) 0.035(3) -0.003(2) 0.009(2) 0.001(2) C21 0.052(4) 0.065(5) 0.045(4) 0.002(4) 0.002(3) 0.010(4) C22 0.053(4) 0.049(4) 0.030(3) -0.004(3) 0.017(3) 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 Ag1 N2 2.253(5) . ? Ag1 N1 2.254(5) . ? Ag1 N3 2.451(6) . ? Cl1 O2 1.382(7) . ? Cl1 O1 1.387(6) . ? Cl1 O3 1.394(6) . ? Cl1 O4 1.428(6) . ? N1 C2 1.315(7) . ? N1 C1 1.382(7) . ? N2 C19 1.325(7) . ? N2 C20 1.365(7) . ? N3 C22 1.137(9) . ? C1 C5 1.395(8) . ? C1 C9 1.440(8) . ? C2 C3 1.391(9) . ? C3 C4 1.364(9) . ? C4 C5 1.422(8) . ? C5 C6 1.420(8) . ? C6 C7 1.352(9) . ? C7 C8 1.392(9) . ? C8 C9 1.373(8) . ? C9 C10 1.431(9) . ? C10 C11 1.186(9) . ? C11 C12 1.440(8) . ? C12 C13 1.369(9) . ? C12 C20 1.433(8) . ? C13 C14 1.380(10) . ? C14 C15 1.369(10) . ? C15 C16 1.399(9) . ? C16 C17 1.417(9) . ? C16 C20 1.429(8) . ? C17 C18 1.362(9) . ? C18 C19 1.386(9) . ? C21 C22 1.457(10) . ? 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 N2 Ag1 N1 162.39(16) . . ? N2 Ag1 N3 98.8(2) . . ? N1 Ag1 N3 98.1(2) . . ? O2 Cl1 O1 114.0(6) . . ? O2 Cl1 O3 108.5(6) . . ? O1 Cl1 O3 107.9(5) . . ? O2 Cl1 O4 107.5(4) . . ? O1 Cl1 O4 110.2(4) . . ? O3 Cl1 O4 108.7(5) . . ? C2 N1 C1 117.1(5) . . ? C2 N1 Ag1 118.9(4) . . ? C1 N1 Ag1 123.9(4) . . ? C19 N2 C20 118.3(5) . . ? C19 N2 Ag1 117.4(4) . . ? C20 N2 Ag1 124.2(4) . . ? C22 N3 Ag1 158.0(6) . . ? N1 C1 C5 122.0(5) . . ? N1 C1 C9 119.2(5) . . ? C5 C1 C9 118.8(5) . . ? N1 C2 C3 125.2(6) . . ? C4 C3 C2 118.1(6) . . ? C3 C4 C5 119.6(6) . . ? C1 C5 C4 118.0(5) . . ? C1 C5 C6 120.2(6) . . ? C4 C5 C6 121.9(6) . . ? C7 C6 C5 119.8(6) . . ? C6 C7 C8 121.1(6) . . ? C9 C8 C7 121.2(6) . . ? C8 C9 C10 119.1(5) . . ? C8 C9 C1 119.0(5) . . ? C10 C9 C1 121.9(5) . . ? C11 C10 C9 176.9(6) . . ? C10 C11 C12 176.8(6) . . ? C13 C12 C11 120.1(6) . . ? C13 C12 C20 119.9(6) . . ? C11 C12 C20 120.0(5) . . ? C12 C13 C14 121.6(7) . . ? C15 C14 C13 120.5(6) . . ? C14 C15 C16 120.3(6) . . ? C15 C16 C17 123.0(6) . . ? C15 C16 C20 120.1(6) . . ? C17 C16 C20 116.9(6) . . ? C18 C17 C16 120.0(6) . . ? C17 C18 C19 119.1(6) . . ? N2 C19 C18 123.9(6) . . ? N2 C20 C16 121.7(5) . . ? N2 C20 C12 120.8(5) . . ? C16 C20 C12 117.5(5) . . ? N3 C22 C21 179.6(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.949 _refine_diff_density_min -1.057 _refine_diff_density_rms 0.110