# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_publication_text _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'John Corrigan' _publ_contact_author_address ;Dept of Chemistry The University of Western Ontario London ON N6A 5B7 Canada ; _publ_contact_author_email corrigan@uwo.ca loop_ _publ_author_address ;Dept of Chemistry The University of Western Ontario London ON N6A 5B7 Canada ; _publ_author_name J.Corrigan data_n09170-p2 _database_code_depnum_ccdc_archive 'CCDC 849032' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H21 Ag N2 O2' _chemical_formula_weight 369.21 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 9.3053(5) _cell_length_b 7.3774(4) _cell_length_c 11.0119(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.544(3) _cell_angle_gamma 90.00 _cell_volume 755.68(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11968 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 376 _exptl_absorpt_coefficient_mu 1.336 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7226 _exptl_absorpt_correction_T_max 0.9362 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi scans + omeage to complete' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3460 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.70 _reflns_number_total 1892 _reflns_number_gt 1520 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1216P)^2^+0.1566P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1892 _refine_ls_number_parameters 117 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0769 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1776 _refine_ls_wR_factor_gt 0.1534 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.97778(5) 0.7500 0.53950(4) 0.0425(3) Uani 1 2 d S . . N1 N 1.0683(5) 0.7500 0.2721(5) 0.0328(12) Uani 1 2 d S . . N2 N 1.2553(5) 0.7500 0.3935(5) 0.0285(11) Uani 1 2 d S . . C1 C 1.1058(7) 0.7500 0.3887(6) 0.0288(13) Uani 1 2 d S . . C2 C 1.1836(7) 0.7500 0.1978(6) 0.0283(13) Uani 1 2 d S . . C3 C 1.1990(7) 0.7500 0.0695(5) 0.0320(13) Uani 1 2 d S . . H3A H 1.1177 0.7500 0.0154 0.038 Uiso 1 2 calc SR . . C4 C 1.3355(8) 0.7500 0.0281(6) 0.0376(15) Uani 1 2 d S . . H4A H 1.3487 0.7500 -0.0572 0.045 Uiso 1 2 calc SR . . C5 C 1.4573(7) 0.7500 0.1055(6) 0.0383(15) Uani 1 2 d S . . H5A H 1.5502 0.7500 0.0718 0.046 Uiso 1 2 calc SR . . C6 C 1.4444(7) 0.7500 0.2304(6) 0.0335(13) Uani 1 2 d S . . H6A H 1.5266 0.7500 0.2835 0.040 Uiso 1 2 calc SR . . C7 C 1.3076(7) 0.7500 0.2742(6) 0.0304(13) Uani 1 2 d S . . C8 C 0.9128(6) 0.7500 0.2300(6) 0.0325(13) Uani 1 2 d S . . H8A H 0.8536 0.7500 0.3044 0.039 Uiso 1 2 calc SR . . C9 C 0.8761(5) 0.9220(8) 0.1601(4) 0.0435(12) Uani 1 1 d . . . H9A H 0.9191 1.0265 0.2023 0.065 Uiso 1 1 calc R . . H9B H 0.7715 0.9367 0.1547 0.065 Uiso 1 1 calc R . . H9C H 0.9141 0.9137 0.0781 0.065 Uiso 1 1 calc R . . C10 C 1.3479(7) 0.7500 0.5033(6) 0.0331(13) Uani 1 2 d S . . H10A H 1.4494 0.7500 0.4757 0.040 Uiso 1 2 calc SR . . C11 C 1.3293(6) 0.9196(8) 0.5768(5) 0.0494(13) Uani 1 1 d . . . H11A H 1.3367 1.0257 0.5238 0.074 Uiso 1 1 calc R . . H11B H 1.4043 0.9254 0.6408 0.074 Uiso 1 1 calc R . . H11C H 1.2346 0.9183 0.6137 0.074 Uiso 1 1 calc R . . O1 O 0.8922(7) 0.7500 0.7154(6) 0.0693(19) Uani 1 2 d S . . O2 O 0.6828(9) 0.7500 0.6191(6) 0.081(2) Uani 1 2 d S . . C12 C 0.7600(9) 0.7500 0.7170(8) 0.0475(19) Uani 1 2 d S . . C13 C 0.6870(9) 0.7500 0.8362(7) 0.0419(16) Uani 1 2 d S . . H13A H 0.7595 0.7500 0.9024 0.063 Uiso 1 2 calc SR . . H13B H 0.6268 0.6415 0.8421 0.063 Uiso 0.50 1 calc PR . . H13C H 0.6268 0.8585 0.8421 0.063 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0353(4) 0.0656(5) 0.0268(3) 0.000 0.0081(2) 0.000 N1 0.022(2) 0.042(3) 0.035(3) 0.000 0.002(2) 0.000 N2 0.023(2) 0.037(3) 0.026(3) 0.000 0.0041(19) 0.000 C1 0.035(3) 0.035(3) 0.017(3) 0.000 0.011(2) 0.000 C2 0.030(3) 0.030(3) 0.025(3) 0.000 -0.001(2) 0.000 C3 0.034(3) 0.040(3) 0.023(3) 0.000 0.002(2) 0.000 C4 0.049(4) 0.039(3) 0.024(3) 0.000 0.013(3) 0.000 C5 0.027(3) 0.049(4) 0.039(4) 0.000 0.013(3) 0.000 C6 0.025(3) 0.040(3) 0.036(3) 0.000 0.003(3) 0.000 C7 0.029(3) 0.031(3) 0.032(3) 0.000 0.006(3) 0.000 C8 0.020(3) 0.049(4) 0.029(3) 0.000 0.003(2) 0.000 C9 0.035(2) 0.059(3) 0.036(2) 0.006(2) 0.000(2) 0.007(2) C10 0.029(3) 0.039(3) 0.031(3) 0.000 0.002(2) 0.000 C11 0.043(3) 0.057(3) 0.047(3) -0.012(2) -0.011(2) 0.008(3) O1 0.054(4) 0.102(5) 0.052(4) 0.000 0.017(3) 0.000 O2 0.082(5) 0.118(6) 0.045(4) 0.000 0.002(4) 0.000 C12 0.045(4) 0.032(3) 0.066(5) 0.000 0.018(4) 0.000 C13 0.044(4) 0.048(4) 0.035(4) 0.000 0.010(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.070(6) . ? Ag1 O1 2.113(7) . ? N1 C1 1.321(9) . ? N1 C2 1.367(8) . ? N1 C8 1.507(7) . ? N2 C1 1.390(8) . ? N2 C7 1.414(9) . ? N2 C10 1.466(8) . ? C2 C7 1.410(9) . ? C2 C3 1.424(9) . ? C3 C4 1.361(9) . ? C3 H3A 0.9500 . ? C4 C5 1.400(10) . ? C4 H4A 0.9500 . ? C5 C6 1.383(9) . ? C5 H5A 0.9500 . ? C6 C7 1.374(9) . ? C6 H6A 0.9500 . ? C8 C9 1.518(6) 4_575 ? C8 C9 1.518(6) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.503(6) . ? C10 C11 1.503(6) 4_575 ? C10 H10A 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? O1 C12 1.231(11) . ? O2 C12 1.280(12) . ? C12 C13 1.493(11) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? 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 Ag1 O1 167.0(3) . . ? C1 N1 C2 113.0(5) . . ? C1 N1 C8 121.7(5) . . ? C2 N1 C8 125.3(5) . . ? C1 N2 C7 109.5(5) . . ? C1 N2 C10 126.7(5) . . ? C7 N2 C10 123.8(5) . . ? N1 C1 N2 106.0(5) . . ? N1 C1 Ag1 129.6(5) . . ? N2 C1 Ag1 124.5(5) . . ? N1 C2 C7 106.6(5) . . ? N1 C2 C3 134.1(6) . . ? C7 C2 C3 119.3(6) . . ? C4 C3 C2 116.9(6) . . ? C4 C3 H3A 121.6 . . ? C2 C3 H3A 121.6 . . ? C3 C4 C5 122.9(6) . . ? C3 C4 H4A 118.5 . . ? C5 C4 H4A 118.5 . . ? C6 C5 C4 121.0(6) . . ? C6 C5 H5A 119.5 . . ? C4 C5 H5A 119.5 . . ? C7 C6 C5 117.0(6) . . ? C7 C6 H6A 121.5 . . ? C5 C6 H6A 121.5 . . ? C6 C7 C2 122.8(6) . . ? C6 C7 N2 132.2(6) . . ? C2 C7 N2 104.9(5) . . ? N1 C8 C9 110.9(3) . 4_575 ? N1 C8 C9 110.9(3) . . ? C9 C8 C9 113.3(6) 4_575 . ? N1 C8 H8A 107.1 . . ? C9 C8 H8A 107.1 4_575 . ? C9 C8 H8A 107.1 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 C11 111.7(4) . . ? N2 C10 C11 111.7(4) . 4_575 ? C11 C10 C11 112.8(6) . 4_575 ? N2 C10 H10A 106.7 . . ? C11 C10 H10A 106.7 . . ? C11 C10 H10A 106.7 4_575 . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C12 O1 Ag1 114.5(7) . . ? O1 C12 O2 121.8(9) . . ? O1 C12 C13 119.4(9) . . ? O2 C12 C13 118.8(7) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.70 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.703 _refine_diff_density_min -1.919 _refine_diff_density_rms 0.294 data_09174b _database_code_depnum_ccdc_archive 'CCDC 849033' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Compound X' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H39 Ag N4 O2' _chemical_formula_weight 571.50 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.4222(4) _cell_length_b 8.8202(3) _cell_length_c 19.0174(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.643(2) _cell_angle_gamma 90.00 _cell_volume 2715.69(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 90883 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 27.485 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 0.773 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.8012 _exptl_absorpt_correction_T_max 0.8126 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method 'phi scans + omega to complete' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21045 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0325 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 27.58 _reflns_number_total 6250 _reflns_number_gt 5146 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0656P)^2^+3.4032P] 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 6250 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0415 _refine_ls_wR_factor_ref 0.1212 _refine_ls_wR_factor_gt 0.1049 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.944171(13) 0.27221(3) 0.824040(12) 0.02544(9) Uani 1 1 d . . . O1 O 0.89186(15) 0.2678(3) 0.68901(13) 0.0327(5) Uani 1 1 d . . . O2 O 0.98343(15) 0.4530(3) 0.71473(13) 0.0404(6) Uani 1 1 d . . . N1 N 1.13998(16) 0.2539(3) 0.87352(14) 0.0253(5) Uani 1 1 d . . . N2 N 1.09570(15) 0.0761(3) 0.79799(13) 0.0241(5) Uani 1 1 d . . . N3 N 0.81891(16) 0.2168(3) 0.92864(13) 0.0229(5) Uani 1 1 d . . . N4 N 0.78772(15) 0.4302(3) 0.87335(13) 0.0227(5) Uani 1 1 d . . . C1 C 1.07050(17) 0.1957(4) 0.83385(15) 0.0238(6) Uani 1 1 d . . . C2 C 1.20996(18) 0.1735(4) 0.86157(16) 0.0256(6) Uani 1 1 d . . . C3 C 1.2936(2) 0.1936(4) 0.88815(18) 0.0336(7) Uani 1 1 d . . . H3A H 1.3125 0.2728 0.9207 0.040 Uiso 1 1 calc R . . C4 C 1.3477(2) 0.0925(5) 0.86483(19) 0.0386(8) Uani 1 1 d . . . H4A H 1.4053 0.1031 0.8813 0.046 Uiso 1 1 calc R . . C5 C 1.3197(2) -0.0245(5) 0.81762(19) 0.0395(8) Uani 1 1 d . . . H5A H 1.3587 -0.0918 0.8028 0.047 Uiso 1 1 calc R . . C6 C 1.2362(2) -0.0457(4) 0.79159(18) 0.0340(7) Uani 1 1 d . . . H6A H 1.2173 -0.1267 0.7602 0.041 Uiso 1 1 calc R . . C7 C 1.18156(19) 0.0578(4) 0.81387(16) 0.0262(6) Uani 1 1 d . . . C8 C 1.1471(2) 0.3961(4) 0.91477(17) 0.0305(7) Uani 1 1 d . . . H8A H 1.1996 0.3910 0.9500 0.037 Uiso 1 1 calc R . . C9 C 1.1545(3) 0.5284(4) 0.8653(2) 0.0475(10) Uani 1 1 d . . . H9A H 1.2052 0.5176 0.8449 0.071 Uiso 1 1 calc R . . H9B H 1.1566 0.6234 0.8923 0.071 Uiso 1 1 calc R . . H9C H 1.1067 0.5296 0.8269 0.071 Uiso 1 1 calc R . . C10 C 1.0773(2) 0.4200(4) 0.95643(18) 0.0362(8) Uani 1 1 d . . . H10A H 1.0684 0.3267 0.9821 0.054 Uiso 1 1 calc R . . H10B H 1.0267 0.4458 0.9235 0.054 Uiso 1 1 calc R . . H10C H 1.0916 0.5028 0.9906 0.054 Uiso 1 1 calc R . . C11 C 1.0379(2) -0.0113(4) 0.74478(17) 0.0309(7) Uani 1 1 d . . . H11A H 0.9812 0.0294 0.7454 0.037 Uiso 1 1 calc R . . C12 C 1.0576(2) 0.0164(5) 0.67049(17) 0.0355(8) Uani 1 1 d . . . H12A H 1.0563 0.1256 0.6607 0.053 Uiso 1 1 calc R . . H12B H 1.0164 -0.0349 0.6352 0.053 Uiso 1 1 calc R . . H12C H 1.1126 -0.0235 0.6677 0.053 Uiso 1 1 calc R . . C13 C 1.0368(3) -0.1774(4) 0.7641(2) 0.0422(8) Uani 1 1 d . . . H13A H 1.0255 -0.1878 0.8129 0.063 Uiso 1 1 calc R . . H13B H 1.0906 -0.2228 0.7611 0.063 Uiso 1 1 calc R . . H13C H 0.9936 -0.2294 0.7310 0.063 Uiso 1 1 calc R . . C14 C 0.84055(17) 0.3115(4) 0.87789(15) 0.0224(6) Uani 1 1 d . . . C15 C 0.73143(17) 0.4121(4) 0.91999(15) 0.0243(6) Uani 1 1 d . . . C16 C 0.66621(19) 0.5030(4) 0.93278(17) 0.0302(7) Uani 1 1 d . . . H16A H 0.6521 0.5944 0.9073 0.036 Uiso 1 1 calc R . . C17 C 0.6229(2) 0.4519(4) 0.98521(19) 0.0368(8) Uani 1 1 d . . . H17A H 0.5781 0.5105 0.9961 0.044 Uiso 1 1 calc R . . C18 C 0.6435(2) 0.3167(5) 1.02208(19) 0.0382(8) Uani 1 1 d . . . H18A H 0.6124 0.2862 1.0575 0.046 Uiso 1 1 calc R . . C19 C 0.7078(2) 0.2257(4) 1.00881(18) 0.0314(7) Uani 1 1 d . . . H19A H 0.7214 0.1338 1.0341 0.038 Uiso 1 1 calc R . . C20 C 0.75178(19) 0.2762(4) 0.95617(16) 0.0247(6) Uani 1 1 d . . . C21 C 0.8632(2) 0.0748(4) 0.95207(16) 0.0285(6) Uani 1 1 d . . . H21A H 0.9049 0.0574 0.9202 0.034 Uiso 1 1 calc R . . C22 C 0.8050(2) -0.0613(4) 0.94387(19) 0.0376(8) Uani 1 1 d . . . H22A H 0.7726 -0.0620 0.8957 0.056 Uiso 1 1 calc R . . H22B H 0.7677 -0.0544 0.9789 0.056 Uiso 1 1 calc R . . H22C H 0.8374 -0.1550 0.9517 0.056 Uiso 1 1 calc R . . C23 C 0.9102(2) 0.0914(4) 1.02793(17) 0.0338(7) Uani 1 1 d . . . H23A H 0.9495 0.1755 1.0298 0.051 Uiso 1 1 calc R . . H23B H 0.9402 -0.0026 1.0423 0.051 Uiso 1 1 calc R . . H23C H 0.8711 0.1121 1.0604 0.051 Uiso 1 1 calc R . . C24 C 0.7851(2) 0.5615(4) 0.82426(16) 0.0279(6) Uani 1 1 d . . . H24A H 0.7487 0.6402 0.8407 0.033 Uiso 1 1 calc R . . C25 C 0.7457(2) 0.5135(4) 0.74969(17) 0.0437(9) Uani 1 1 d . . . H25A H 0.6892 0.4786 0.7503 0.066 Uiso 1 1 calc R . . H25B H 0.7779 0.4310 0.7334 0.066 Uiso 1 1 calc R . . H25C H 0.7445 0.5999 0.7172 0.066 Uiso 1 1 calc R . . C26 C 0.8700(2) 0.6316(4) 0.8269(2) 0.0384(8) Uani 1 1 d . . . H26A H 0.8964 0.6442 0.8767 0.058 Uiso 1 1 calc R . . H26B H 0.8644 0.7308 0.8034 0.058 Uiso 1 1 calc R . . H26C H 0.9040 0.5652 0.8023 0.058 Uiso 1 1 calc R . . C27 C 0.93596(18) 0.3739(4) 0.67186(16) 0.0261(6) Uani 1 1 d . . . C28 C 0.9322(2) 0.4066(5) 0.59252(18) 0.0404(8) Uani 1 1 d . . . H28A H 0.9276 0.5161 0.5843 0.061 Uiso 1 1 calc R . . H28B H 0.8839 0.3558 0.5652 0.061 Uiso 1 1 calc R . . H28C H 0.9825 0.3687 0.5771 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.02259(13) 0.03024(15) 0.02427(14) -0.00006(9) 0.00618(9) 0.00174(8) O1 0.0323(12) 0.0359(13) 0.0303(12) 0.0040(9) 0.0062(9) -0.0063(9) O2 0.0408(14) 0.0422(15) 0.0365(13) -0.0072(11) 0.0018(10) -0.0111(11) N1 0.0244(13) 0.0302(15) 0.0216(13) -0.0014(10) 0.0047(10) 0.0008(10) N2 0.0250(12) 0.0256(13) 0.0228(12) -0.0008(10) 0.0069(9) -0.0006(10) N3 0.0247(12) 0.0256(13) 0.0197(12) 0.0028(10) 0.0073(9) 0.0041(10) N4 0.0221(12) 0.0246(13) 0.0211(12) 0.0022(10) 0.0029(9) 0.0010(9) C1 0.0207(13) 0.0302(16) 0.0210(14) 0.0026(11) 0.0050(10) 0.0009(11) C2 0.0230(14) 0.0301(16) 0.0247(14) 0.0054(12) 0.0070(11) 0.0031(12) C3 0.0275(16) 0.041(2) 0.0320(17) 0.0073(14) 0.0046(13) 0.0002(14) C4 0.0245(16) 0.052(2) 0.0400(19) 0.0138(17) 0.0073(13) 0.0077(15) C5 0.0356(18) 0.048(2) 0.0378(19) 0.0116(16) 0.0155(15) 0.0162(16) C6 0.0385(18) 0.0338(19) 0.0327(17) 0.0036(14) 0.0143(14) 0.0104(14) C7 0.0282(15) 0.0272(16) 0.0248(15) 0.0033(12) 0.0085(11) 0.0020(12) C8 0.0311(16) 0.0329(18) 0.0272(16) -0.0058(13) 0.0038(12) -0.0018(13) C9 0.077(3) 0.029(2) 0.039(2) -0.0046(16) 0.0157(19) -0.0104(18) C10 0.0397(18) 0.038(2) 0.0316(17) -0.0083(14) 0.0082(14) 0.0014(15) C11 0.0314(16) 0.0341(18) 0.0277(16) -0.0036(13) 0.0062(12) -0.0029(13) C12 0.0377(18) 0.042(2) 0.0264(17) -0.0008(14) 0.0056(13) 0.0017(14) C13 0.052(2) 0.0325(19) 0.044(2) -0.0025(16) 0.0121(17) -0.0066(16) C14 0.0202(13) 0.0294(16) 0.0181(13) 0.0010(11) 0.0047(10) 0.0015(11) C15 0.0225(14) 0.0294(16) 0.0203(14) -0.0010(11) 0.0013(11) 0.0008(11) C16 0.0274(15) 0.0314(17) 0.0303(16) -0.0028(13) 0.0005(12) 0.0064(12) C17 0.0263(16) 0.050(2) 0.0359(18) -0.0075(15) 0.0091(13) 0.0066(14) C18 0.0316(17) 0.050(2) 0.0359(18) -0.0053(16) 0.0138(14) -0.0032(15) C19 0.0323(17) 0.0367(18) 0.0258(16) 0.0001(13) 0.0065(13) -0.0023(13) C20 0.0234(14) 0.0295(16) 0.0214(14) -0.0012(12) 0.0045(11) 0.0015(11) C21 0.0352(16) 0.0267(16) 0.0249(15) 0.0031(12) 0.0089(12) 0.0082(13) C22 0.056(2) 0.0281(18) 0.0286(16) 0.0005(13) 0.0081(15) 0.0005(15) C23 0.0362(17) 0.0379(19) 0.0269(16) 0.0085(14) 0.0039(13) 0.0081(14) C24 0.0348(16) 0.0234(16) 0.0251(15) 0.0049(12) 0.0044(12) 0.0069(12) C25 0.063(3) 0.039(2) 0.0256(17) 0.0019(15) -0.0050(16) 0.0130(18) C26 0.0412(19) 0.0296(18) 0.047(2) 0.0064(15) 0.0146(16) -0.0012(14) C27 0.0242(14) 0.0283(16) 0.0263(15) 0.0011(12) 0.0062(11) 0.0017(12) C28 0.0405(19) 0.051(2) 0.0300(18) 0.0099(16) 0.0055(14) -0.0046(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C14 2.156(3) . ? Ag1 C1 2.160(3) . ? Ag1 O1 2.568(2) . ? O1 C27 1.259(4) . ? O2 C27 1.244(4) . ? N1 C1 1.359(4) . ? N1 C2 1.401(4) . ? N1 C8 1.473(4) . ? N2 C1 1.358(4) . ? N2 C7 1.401(4) . ? N2 C11 1.482(4) . ? N3 C14 1.367(4) . ? N3 C20 1.399(4) . ? N3 C21 1.480(4) . ? N4 C14 1.353(4) . ? N4 C15 1.393(4) . ? N4 C24 1.484(4) . ? C2 C7 1.393(4) . ? C2 C3 1.393(4) . ? C3 C4 1.383(5) . ? C3 H3A 0.9500 . ? C4 C5 1.395(6) . ? C4 H4A 0.9500 . ? C5 C6 1.390(5) . ? C5 H5A 0.9500 . ? C6 C7 1.395(4) . ? C6 H6A 0.9500 . ? C8 C10 1.513(5) . ? C8 C9 1.516(5) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.512(5) . ? C11 C12 1.520(4) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 C16 1.391(4) . ? C15 C20 1.395(4) . ? C16 C17 1.393(5) . ? C16 H16A 0.9500 . ? C17 C18 1.396(6) . ? C17 H17A 0.9500 . ? C18 C19 1.382(5) . ? C18 H18A 0.9500 . ? C19 C20 1.402(5) . ? C19 H19A 0.9500 . ? C21 C23 1.525(4) . ? C21 C22 1.526(5) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.517(4) . ? C24 C26 1.518(5) . ? C24 H24A 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.527(4) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? 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 C14 Ag1 C1 146.34(11) . . ? C14 Ag1 O1 108.60(9) . . ? C1 Ag1 O1 103.73(10) . . ? C27 O1 Ag1 97.90(19) . . ? C1 N1 C2 110.7(3) . . ? C1 N1 C8 127.0(3) . . ? C2 N1 C8 121.5(3) . . ? C1 N2 C7 111.2(2) . . ? C1 N2 C11 122.2(3) . . ? C7 N2 C11 126.4(3) . . ? C14 N3 C20 110.5(3) . . ? C14 N3 C21 123.8(2) . . ? C20 N3 C21 125.6(2) . . ? C14 N4 C15 111.0(2) . . ? C14 N4 C24 126.5(2) . . ? C15 N4 C24 122.5(2) . . ? N2 C1 N1 105.9(2) . . ? N2 C1 Ag1 124.6(2) . . ? N1 C1 Ag1 129.4(2) . . ? C7 C2 C3 122.1(3) . . ? C7 C2 N1 106.4(3) . . ? C3 C2 N1 131.5(3) . . ? C4 C3 C2 116.7(3) . . ? C4 C3 H3A 121.6 . . ? C2 C3 H3A 121.6 . . ? C3 C4 C5 121.5(3) . . ? C3 C4 H4A 119.3 . . ? C5 C4 H4A 119.3 . . ? C6 C5 C4 121.9(3) . . ? C6 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? C5 C6 C7 116.8(3) . . ? C5 C6 H6A 121.6 . . ? C7 C6 H6A 121.6 . . ? C2 C7 C6 121.0(3) . . ? C2 C7 N2 105.7(3) . . ? C6 C7 N2 133.3(3) . . ? N1 C8 C10 113.4(3) . . ? N1 C8 C9 109.4(3) . . ? C10 C8 C9 111.4(3) . . ? N1 C8 H8A 107.5 . . ? C10 C8 H8A 107.5 . . ? C9 C8 H8A 107.5 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C13 111.7(3) . . ? N2 C11 C12 109.9(3) . . ? C13 C11 C12 113.3(3) . . ? N2 C11 H11A 107.2 . . ? C13 C11 H11A 107.2 . . ? C12 C11 H11A 107.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N4 C14 N3 106.1(2) . . ? N4 C14 Ag1 130.0(2) . . ? N3 C14 Ag1 123.8(2) . . ? C16 C15 N4 131.1(3) . . ? C16 C15 C20 122.5(3) . . ? N4 C15 C20 106.4(3) . . ? C15 C16 C17 116.0(3) . . ? C15 C16 H16A 122.0 . . ? C17 C16 H16A 122.0 . . ? C16 C17 C18 121.7(3) . . ? C16 C17 H17A 119.1 . . ? C18 C17 H17A 119.1 . . ? C19 C18 C17 122.2(3) . . ? C19 C18 H18A 118.9 . . ? C17 C18 H18A 118.9 . . ? C18 C19 C20 116.5(3) . . ? C18 C19 H19A 121.7 . . ? C20 C19 H19A 121.7 . . ? C15 C20 N3 106.0(3) . . ? C15 C20 C19 121.0(3) . . ? N3 C20 C19 133.0(3) . . ? N3 C21 C23 110.4(3) . . ? N3 C21 C22 111.6(3) . . ? C23 C21 C22 112.4(3) . . ? N3 C21 H21A 107.4 . . ? C23 C21 H21A 107.4 . . ? C22 C21 H21A 107.4 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 C25 109.5(3) . . ? N4 C24 C26 111.6(3) . . ? C25 C24 C26 113.0(3) . . ? N4 C24 H24A 107.5 . . ? C25 C24 H24A 107.5 . . ? C26 C24 H24A 107.5 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O2 C27 O1 124.9(3) . . ? O2 C27 C28 117.3(3) . . ? O1 C27 C28 117.8(3) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.850 _refine_diff_density_min -1.387 _refine_diff_density_rms 0.172 data_b10005b _database_code_depnum_ccdc_archive 'CCDC 849034' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H18 Cl Cu N2' _chemical_formula_weight 301.28 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 15.7320(6) _cell_length_b 10.8906(4) _cell_length_c 16.5008(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2827.10(18) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9980 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 26.92 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 1.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6939 _exptl_absorpt_correction_T_max 0.9665 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 45896 _diffrn_reflns_av_R_equivalents 0.0434 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 27.90 _reflns_number_total 3377 _reflns_number_gt 2619 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3377 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.1351 _refine_ls_wR_factor_gt 0.1202 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 Cu1 Cu 0.062263(19) 0.06514(3) 0.067081(17) 0.03448(15) Uani 1 1 d . . . Cl1 Cl 0.05928(3) -0.12618(5) 0.01896(4) 0.03278(17) Uani 1 1 d . . . N2 N 0.07572(10) 0.21624(17) 0.21155(11) 0.0252(4) Uani 1 1 d . . . C13 C 0.24728(13) 0.42999(19) 0.20924(15) 0.0296(5) Uani 1 1 d . . . H13A H 0.2923 0.4472 0.1726 0.036 Uiso 1 1 calc R . . C12 C 0.10884(13) 0.1844(2) 0.13864(13) 0.0293(5) Uani 1 1 d . . . N1 N 0.17804(11) 0.25813(17) 0.12809(11) 0.0278(4) Uani 1 1 d . . . C11 C 0.12219(12) 0.31175(19) 0.24730(13) 0.0254(4) Uani 1 1 d . . . C10 C -0.00370(13) 0.1603(2) 0.24320(14) 0.0323(5) Uani 1 1 d . . . H10A H -0.0203 0.0942 0.2042 0.039 Uiso 1 1 calc R . . C9 C 0.23801(14) 0.4950(2) 0.28039(15) 0.0331(5) Uani 1 1 d . . . H9A H 0.2774 0.5584 0.2929 0.040 Uiso 1 1 calc R . . C8 C 0.11277(14) 0.3774(2) 0.31886(14) 0.0290(5) Uani 1 1 d . . . H8A H 0.0679 0.3602 0.3557 0.035 Uiso 1 1 calc R . . C7 C 0.18805(13) 0.33812(19) 0.19309(13) 0.0258(4) Uani 1 1 d . . . C6 C 0.23112(15) 0.2641(2) 0.05370(14) 0.0345(5) Uani 1 1 d . . . H6A H 0.2784 0.3233 0.0646 0.041 Uiso 1 1 calc R . . C5 C 0.17184(15) 0.4696(2) 0.33445(14) 0.0326(5) Uani 1 1 d . . . H5A H 0.1671 0.5163 0.3829 0.039 Uiso 1 1 calc R . . C4 C 0.17977(19) 0.3149(3) -0.01565(16) 0.0475(7) Uani 1 1 d . . . H4A H 0.1555 0.3943 0.0000 0.071 Uiso 1 1 calc R . . H4B H 0.1338 0.2576 -0.0290 0.071 Uiso 1 1 calc R . . H4C H 0.2166 0.3258 -0.0630 0.071 Uiso 1 1 calc R . . C3 C 0.00988(16) 0.0986(2) 0.32485(16) 0.0418(6) Uani 1 1 d . . . H3A H 0.0591 0.0437 0.3217 0.063 Uiso 1 1 calc R . . H3B H -0.0408 0.0510 0.3392 0.063 Uiso 1 1 calc R . . H3C H 0.0201 0.1613 0.3663 0.063 Uiso 1 1 calc R . . C2 C -0.07510(15) 0.2536(3) 0.24325(19) 0.0450(7) Uani 1 1 d . . . H2A H -0.0812 0.2886 0.1888 0.067 Uiso 1 1 calc R . . H2B H -0.0620 0.3192 0.2819 0.067 Uiso 1 1 calc R . . H2C H -0.1283 0.2134 0.2590 0.067 Uiso 1 1 calc R . . C1 C 0.27107(17) 0.1411(3) 0.03552(18) 0.0431(6) Uani 1 1 d . . . H1A H 0.3053 0.1147 0.0820 0.065 Uiso 1 1 calc R . . H1B H 0.3075 0.1483 -0.0124 0.065 Uiso 1 1 calc R . . H1C H 0.2263 0.0805 0.0252 0.065 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 Cu1 0.0337(2) 0.0414(2) 0.0283(2) -0.00544(11) 0.00190(10) -0.00998(12) Cl1 0.0290(3) 0.0320(3) 0.0374(3) -0.0001(2) -0.0038(2) 0.0048(2) N2 0.0192(8) 0.0287(9) 0.0279(9) -0.0009(7) 0.0020(7) -0.0014(7) C13 0.0213(10) 0.0293(11) 0.0382(13) 0.0057(9) -0.0027(9) -0.0028(8) C12 0.0253(10) 0.0319(11) 0.0307(11) 0.0009(9) -0.0030(9) 0.0005(9) N1 0.0234(8) 0.0320(10) 0.0279(9) 0.0014(7) 0.0018(7) -0.0021(8) C11 0.0196(9) 0.0259(10) 0.0306(11) 0.0025(8) -0.0009(8) 0.0018(8) C10 0.0205(11) 0.0353(11) 0.0410(13) -0.0055(10) 0.0070(9) -0.0064(9) C9 0.0305(12) 0.0286(11) 0.0404(13) -0.0005(10) -0.0055(9) -0.0031(9) C8 0.0260(10) 0.0312(12) 0.0298(11) -0.0002(9) 0.0008(9) 0.0014(9) C7 0.0224(10) 0.0265(10) 0.0286(10) 0.0029(8) -0.0020(8) 0.0023(8) C6 0.0353(12) 0.0375(13) 0.0307(11) -0.0018(10) 0.0076(9) -0.0082(10) C5 0.0337(12) 0.0303(12) 0.0340(12) -0.0028(10) -0.0043(9) 0.0030(9) C4 0.0689(19) 0.0422(15) 0.0313(13) 0.0041(11) -0.0011(12) -0.0123(14) C3 0.0391(14) 0.0394(13) 0.0469(14) 0.0037(12) 0.0119(12) -0.0089(11) C2 0.0231(11) 0.0452(15) 0.0666(19) -0.0064(14) 0.0016(11) 0.0006(11) C1 0.0435(14) 0.0418(14) 0.0439(14) -0.0054(12) 0.0154(12) -0.0041(12) _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 Cu1 C12 1.902(2) . ? Cu1 Cl1 2.2303(6) . ? Cu1 Cl1 2.4725(6) 5 ? Cl1 Cu1 2.4725(6) 5 ? N2 C12 1.356(3) . ? N2 C11 1.402(3) . ? N2 C10 1.485(3) . ? C13 C9 1.379(3) . ? C13 C7 1.393(3) . ? C13 H13A 0.9500 . ? C12 N1 1.364(3) . ? N1 C7 1.391(3) . ? N1 C6 1.486(3) . ? C11 C8 1.389(3) . ? C11 C7 1.398(3) . ? C10 C2 1.515(3) . ? C10 C3 1.521(3) . ? C10 H10A 1.0000 . ? C9 C5 1.399(3) . ? C9 H9A 0.9500 . ? C8 C5 1.392(3) . ? C8 H8A 0.9500 . ? C6 C4 1.506(4) . ? C6 C1 1.510(4) . ? C6 H6A 1.0000 . ? C5 H5A 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? 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 C12 Cu1 Cl1 150.11(7) . . ? C12 Cu1 Cl1 118.09(7) . 5 ? Cl1 Cu1 Cl1 91.75(2) . 5 ? Cu1 Cl1 Cu1 88.25(2) . 5 ? C12 N2 C11 111.27(17) . . ? C12 N2 C10 122.02(18) . . ? C11 N2 C10 126.55(18) . . ? C9 C13 C7 117.5(2) . . ? C9 C13 H13A 121.3 . . ? C7 C13 H13A 121.3 . . ? N2 C12 N1 105.61(18) . . ? N2 C12 Cu1 125.27(16) . . ? N1 C12 Cu1 129.07(16) . . ? C12 N1 C7 111.15(17) . . ? C12 N1 C6 125.43(18) . . ? C7 N1 C6 123.09(17) . . ? C8 C11 C7 121.1(2) . . ? C8 C11 N2 133.19(19) . . ? C7 C11 N2 105.65(18) . . ? N2 C10 C2 110.4(2) . . ? N2 C10 C3 112.01(18) . . ? C2 C10 C3 113.6(2) . . ? N2 C10 H10A 106.8 . . ? C2 C10 H10A 106.8 . . ? C3 C10 H10A 106.8 . . ? C13 C9 C5 121.3(2) . . ? C13 C9 H9A 119.3 . . ? C5 C9 H9A 119.3 . . ? C11 C8 C5 117.2(2) . . ? C11 C8 H8A 121.4 . . ? C5 C8 H8A 121.4 . . ? N1 C7 C13 132.3(2) . . ? N1 C7 C11 106.31(18) . . ? C13 C7 C11 121.4(2) . . ? N1 C6 C4 110.0(2) . . ? N1 C6 C1 111.0(2) . . ? C4 C6 C1 113.5(2) . . ? N1 C6 H6A 107.3 . . ? C4 C6 H6A 107.3 . . ? C1 C6 H6A 107.3 . . ? C8 C5 C9 121.5(2) . . ? C8 C5 H5A 119.3 . . ? C9 C5 H5A 119.3 . . ? C6 C4 H4A 109.5 . . ? C6 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C6 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C10 C3 H3A 109.5 . . ? C10 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C10 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C10 C2 H2A 109.5 . . ? C10 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C10 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C6 C1 H1A 109.5 . . ? C6 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C6 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.939 _refine_diff_density_min -0.801 _refine_diff_density_rms 0.062 data_b10035 _database_code_depnum_ccdc_archive 'CCDC 849035' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H40 Cl5 Cu N4' _chemical_formula_weight 673.43 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' Cu Cu 0.3201 1.2651 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.7467(4) _cell_length_b 27.7180(12) _cell_length_c 10.9348(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.947(2) _cell_angle_gamma 90.00 _cell_volume 3249.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9906 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 27.66 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.107 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8879 _exptl_absorpt_correction_T_max 0.9396 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 101219 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 29.57 _reflns_number_total 9118 _reflns_number_gt 6921 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.1038P)^2^+7.4113P] 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 9118 _refine_ls_number_parameters 351 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1978 _refine_ls_wR_factor_gt 0.1827 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Cu1 Cu 0.91111(4) 0.154675(15) 0.21328(4) 0.02371(13) Uani 1 1 d . . . Cl1 Cl 0.99013(6) 0.19312(2) 0.03172(6) 0.01656(15) Uani 1 1 d . . . N1 N 0.6353(3) 0.15932(11) 0.2307(3) 0.0255(6) Uani 1 1 d . . . N2 N 0.6879(2) 0.11262(10) 0.0838(3) 0.0232(5) Uani 1 1 d . . . N3 N 1.1210(3) 0.18860(10) 0.3777(3) 0.0234(5) Uani 1 1 d . . . N4 N 1.1040(3) 0.11076(10) 0.3892(3) 0.0235(5) Uani 1 1 d . . . C1 C 0.7360(3) 0.14105(12) 0.1766(3) 0.0235(6) Uani 1 1 d . . . C2 C 0.5243(3) 0.14305(13) 0.1713(3) 0.0266(7) Uani 1 1 d . . . C3 C 0.4000(3) 0.15321(14) 0.1903(4) 0.0332(8) Uani 1 1 d . . . H3A H 0.3779 0.1739 0.2546 0.040 Uiso 1 1 calc R . . C4 C 0.3106(4) 0.13186(16) 0.1112(4) 0.0391(9) Uani 1 1 d . . . H4A H 0.2250 0.1385 0.1201 0.047 Uiso 1 1 calc R . . C5 C 0.3433(4) 0.10062(16) 0.0181(4) 0.0398(9) Uani 1 1 d . . . H5A H 0.2792 0.0861 -0.0337 0.048 Uiso 1 1 calc R . . C6 C 0.4673(3) 0.09020(14) -0.0006(4) 0.0327(8) Uani 1 1 d . . . H6A H 0.4892 0.0688 -0.0634 0.039 Uiso 1 1 calc R . . C7 C 0.5581(3) 0.11274(12) 0.0773(3) 0.0244(6) Uani 1 1 d . . . C8 C 0.6411(4) 0.19173(15) 0.3384(4) 0.0331(8) Uani 1 1 d . . . H8A H 0.5535 0.2007 0.3539 0.040 Uiso 1 1 calc R . . C9 C 0.7093(5) 0.23752(17) 0.3146(5) 0.0527(12) Uani 1 1 d . . . H9A H 0.6734 0.2523 0.2388 0.079 Uiso 1 1 calc R . . H9B H 0.7976 0.2304 0.3062 0.079 Uiso 1 1 calc R . . H9C H 0.7016 0.2598 0.3831 0.079 Uiso 1 1 calc R . . C10 C 0.6952(6) 0.1649(2) 0.4513(4) 0.0537(13) Uani 1 1 d . . . H10A H 0.6481 0.1351 0.4615 0.081 Uiso 1 1 calc R . . H10B H 0.6896 0.1853 0.5239 0.081 Uiso 1 1 calc R . . H10C H 0.7828 0.1570 0.4411 0.081 Uiso 1 1 calc R . . C11 C 0.7677(3) 0.08801(13) -0.0022(3) 0.0264(7) Uani 1 1 d . . . H11A H 0.8560 0.0963 0.0244 0.032 Uiso 1 1 calc R . . C12 C 0.7428(4) 0.10799(15) -0.1310(3) 0.0356(8) Uani 1 1 d . . . H12A H 0.7649 0.1423 -0.1317 0.053 Uiso 1 1 calc R . . H12B H 0.6543 0.1041 -0.1569 0.053 Uiso 1 1 calc R . . H12C H 0.7934 0.0904 -0.1875 0.053 Uiso 1 1 calc R . . C13 C 0.7564(4) 0.03341(14) 0.0064(4) 0.0391(9) Uani 1 1 d . . . H13A H 0.7759 0.0232 0.0914 0.059 Uiso 1 1 calc R . . H13B H 0.8150 0.0182 -0.0466 0.059 Uiso 1 1 calc R . . H13C H 0.6711 0.0237 -0.0199 0.059 Uiso 1 1 calc R . . C14 C 1.0514(3) 0.15047(12) 0.3339(3) 0.0232(6) Uani 1 1 d . . . C15 C 1.2177(3) 0.17330(12) 0.4602(3) 0.0244(6) Uani 1 1 d . . . C16 C 1.3130(3) 0.19803(14) 0.5278(3) 0.0311(7) Uani 1 1 d . . . H16A H 1.3213 0.2321 0.5230 0.037 Uiso 1 1 calc R . . C17 C 1.3947(4) 0.17025(16) 0.6023(4) 0.0375(9) Uani 1 1 d . . . H17A H 1.4609 0.1858 0.6491 0.045 Uiso 1 1 calc R . . C18 C 1.3826(4) 0.12041(16) 0.6105(4) 0.0382(9) Uani 1 1 d . . . H18A H 1.4403 0.1028 0.6630 0.046 Uiso 1 1 calc R . . C19 C 1.2883(3) 0.09580(14) 0.5436(3) 0.0308(7) Uani 1 1 d . . . H19A H 1.2795 0.0618 0.5495 0.037 Uiso 1 1 calc R . . C20 C 1.2068(3) 0.12335(12) 0.4672(3) 0.0240(6) Uani 1 1 d . . . C21 C 1.0951(3) 0.23869(12) 0.3381(3) 0.0262(7) Uani 1 1 d . . . H21A H 1.0203 0.2376 0.2784 0.031 Uiso 1 1 calc R . . C22 C 1.0605(4) 0.27010(14) 0.4453(4) 0.0355(8) Uani 1 1 d . . . H22A H 0.9953 0.2541 0.4887 0.053 Uiso 1 1 calc R . . H22B H 1.0297 0.3014 0.4143 0.053 Uiso 1 1 calc R . . H22C H 1.1343 0.2750 0.5016 0.053 Uiso 1 1 calc R . . C23 C 1.2028(4) 0.25937(14) 0.2695(4) 0.0331(8) Uani 1 1 d . . . H23A H 1.2154 0.2394 0.1975 0.050 Uiso 1 1 calc R . . H23B H 1.2792 0.2595 0.3239 0.050 Uiso 1 1 calc R . . H23C H 1.1827 0.2924 0.2433 0.050 Uiso 1 1 calc R . . C24 C 1.0605(3) 0.06078(12) 0.3668(3) 0.0269(7) Uani 1 1 d . . . H24A H 1.1188 0.0390 0.4159 0.032 Uiso 1 1 calc R . . C25 C 1.0686(4) 0.04764(14) 0.2323(4) 0.0364(9) Uani 1 1 d . . . H25A H 1.1537 0.0533 0.2086 0.055 Uiso 1 1 calc R . . H25B H 1.0102 0.0676 0.1817 0.055 Uiso 1 1 calc R . . H25C H 1.0473 0.0135 0.2202 0.055 Uiso 1 1 calc R . . C26 C 0.9311(4) 0.05316(14) 0.4110(4) 0.0352(8) Uani 1 1 d . . . H26A H 0.9328 0.0594 0.4993 0.053 Uiso 1 1 calc R . . H26B H 0.9046 0.0198 0.3946 0.053 Uiso 1 1 calc R . . H26C H 0.8722 0.0753 0.3677 0.053 Uiso 1 1 calc R . . C1S C 0.4516(5) 0.03220(18) 0.3224(5) 0.0529(12) Uani 1 1 d . . . H1SA H 0.4069 0.0491 0.2526 0.063 Uiso 1 1 calc R . . H1SB H 0.4643 0.0554 0.3908 0.063 Uiso 1 1 calc R . . C2S C 1.0848(4) 0.13934(16) 0.7670(4) 0.0398(9) Uani 1 1 d . . . H2SA H 1.0731 0.1536 0.8484 0.048 Uiso 1 1 calc R . . H2SB H 1.1687 0.1485 0.7430 0.048 Uiso 1 1 calc R . . Cl1S Cl 0.59627(14) 0.01226(6) 0.27878(14) 0.0728(5) Uani 1 1 d . . . Cl2S Cl 0.36003(12) -0.01661(4) 0.36865(13) 0.0544(3) Uani 1 1 d . . . Cl3S Cl 1.07454(12) 0.07561(4) 0.77630(12) 0.0513(3) Uani 1 1 d . . . Cl4S Cl 0.97086(11) 0.16236(5) 0.65900(11) 0.0485(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 Cu1 0.0220(2) 0.0231(2) 0.0256(2) -0.00411(15) -0.00145(15) 0.00212(14) Cl1 0.0188(3) 0.0185(3) 0.0124(3) -0.0013(2) 0.0007(2) 0.0025(2) N1 0.0226(13) 0.0292(15) 0.0249(14) -0.0020(11) 0.0028(11) 0.0039(11) N2 0.0216(13) 0.0241(13) 0.0238(13) -0.0023(11) 0.0005(10) 0.0003(10) N3 0.0252(13) 0.0209(13) 0.0240(14) -0.0007(11) 0.0006(11) 0.0004(10) N4 0.0235(13) 0.0224(13) 0.0245(14) -0.0007(11) 0.0005(10) 0.0010(10) C1 0.0233(15) 0.0233(15) 0.0240(16) -0.0022(12) 0.0020(12) 0.0032(12) C2 0.0240(16) 0.0272(16) 0.0289(17) 0.0058(13) 0.0028(13) 0.0018(12) C3 0.0272(17) 0.0306(19) 0.042(2) 0.0047(16) 0.0067(15) 0.0060(14) C4 0.0229(17) 0.039(2) 0.056(3) 0.0110(19) 0.0038(16) 0.0022(15) C5 0.0281(18) 0.040(2) 0.050(2) 0.0059(19) -0.0067(17) -0.0050(15) C6 0.0291(17) 0.0291(18) 0.039(2) 0.0016(15) -0.0046(15) -0.0030(14) C7 0.0249(15) 0.0212(15) 0.0270(16) 0.0027(12) 0.0003(12) -0.0006(12) C8 0.0299(18) 0.039(2) 0.0306(18) -0.0120(16) 0.0051(14) 0.0080(15) C9 0.071(3) 0.035(2) 0.053(3) -0.016(2) 0.013(2) 0.000(2) C10 0.072(3) 0.063(3) 0.026(2) -0.007(2) 0.001(2) 0.012(3) C11 0.0269(16) 0.0256(16) 0.0273(17) -0.0060(13) 0.0051(13) 0.0002(13) C12 0.042(2) 0.039(2) 0.0261(18) -0.0025(15) 0.0050(15) -0.0018(16) C13 0.044(2) 0.0251(18) 0.049(2) -0.0071(17) 0.0111(18) 0.0032(16) C14 0.0253(15) 0.0215(15) 0.0229(15) -0.0013(12) 0.0022(12) -0.0010(12) C15 0.0257(16) 0.0251(16) 0.0222(16) -0.0020(12) -0.0001(12) 0.0035(12) C16 0.0308(17) 0.0314(18) 0.0304(18) -0.0062(15) -0.0019(14) -0.0018(14) C17 0.0312(19) 0.043(2) 0.037(2) -0.0082(17) -0.0102(16) 0.0024(16) C18 0.0345(19) 0.042(2) 0.036(2) -0.0036(17) -0.0082(16) 0.0103(16) C19 0.0323(18) 0.0318(18) 0.0277(18) 0.0017(14) -0.0023(14) 0.0086(14) C20 0.0235(15) 0.0257(16) 0.0228(15) -0.0010(12) 0.0010(12) 0.0005(12) C21 0.0303(17) 0.0211(15) 0.0265(16) -0.0011(13) -0.0037(13) 0.0021(12) C22 0.045(2) 0.0272(18) 0.034(2) -0.0053(15) 0.0018(16) 0.0049(16) C23 0.039(2) 0.0263(17) 0.0335(19) 0.0043(15) 0.0010(15) -0.0017(14) C24 0.0264(16) 0.0195(15) 0.0349(18) 0.0012(13) 0.0015(13) -0.0016(12) C25 0.047(2) 0.0234(17) 0.039(2) -0.0092(15) 0.0075(17) -0.0051(15) C26 0.0330(19) 0.0283(18) 0.045(2) 0.0040(16) 0.0069(16) -0.0056(14) C1S 0.055(3) 0.043(3) 0.062(3) 0.008(2) 0.008(2) 0.008(2) C2S 0.048(2) 0.032(2) 0.039(2) 0.0003(17) 0.0016(18) -0.0044(17) Cl1S 0.0625(8) 0.0864(11) 0.0725(9) 0.0401(8) 0.0267(7) 0.0269(7) Cl2S 0.0506(6) 0.0401(6) 0.0725(8) -0.0069(6) 0.0034(6) 0.0021(5) Cl3S 0.0538(7) 0.0323(5) 0.0666(8) 0.0020(5) -0.0055(6) -0.0065(4) Cl4S 0.0484(6) 0.0589(7) 0.0390(6) 0.0117(5) 0.0093(5) 0.0109(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 Cu1 C1 1.934(3) . ? Cu1 C14 1.937(3) . ? Cu1 Cl1 2.4557(8) . ? N1 C1 1.366(4) . ? N1 C2 1.393(5) . ? N1 C8 1.479(5) . ? N2 C1 1.358(4) . ? N2 C7 1.392(4) . ? N2 C11 1.482(4) . ? N3 C14 1.363(4) . ? N3 C15 1.394(4) . ? N3 C21 1.475(4) . ? N4 C14 1.360(4) . ? N4 C20 1.393(4) . ? N4 C24 1.477(4) . ? C2 C3 1.394(5) . ? C2 C7 1.395(5) . ? C3 C4 1.381(6) . ? C3 H3A 0.9500 . ? C4 C5 1.399(7) . ? C4 H4A 0.9500 . ? C5 C6 1.392(6) . ? C5 H5A 0.9500 . ? C6 C7 1.398(5) . ? C6 H6A 0.9500 . ? C8 C9 1.497(7) . ? C8 C10 1.522(6) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.520(5) . ? C11 C13 1.522(5) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 C20 1.392(5) . ? C15 C16 1.400(5) . ? C16 C17 1.389(5) . ? C16 H16A 0.9500 . ? C17 C18 1.391(6) . ? C17 H17A 0.9500 . ? C18 C19 1.388(6) . ? C18 H18A 0.9500 . ? C19 C20 1.395(5) . ? C19 H19A 0.9500 . ? C21 C22 1.526(5) . ? C21 C23 1.533(5) . ? C21 H21A 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C26 1.519(5) . ? C24 C25 1.523(5) . ? C24 H24A 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C1S Cl1S 1.747(5) . ? C1S Cl2S 1.767(5) . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C2S Cl4S 1.761(5) . ? C2S Cl3S 1.773(4) . ? C2S H2SA 0.9900 . ? C2S H2SB 0.9900 . ? 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 Cu1 C14 146.08(14) . . ? C1 Cu1 Cl1 107.62(10) . . ? C14 Cu1 Cl1 106.30(10) . . ? C1 N1 C2 110.9(3) . . ? C1 N1 C8 125.3(3) . . ? C2 N1 C8 123.8(3) . . ? C1 N2 C7 111.4(3) . . ? C1 N2 C11 122.3(3) . . ? C7 N2 C11 126.2(3) . . ? C14 N3 C15 111.0(3) . . ? C14 N3 C21 122.6(3) . . ? C15 N3 C21 126.4(3) . . ? C14 N4 C20 110.9(3) . . ? C14 N4 C24 124.6(3) . . ? C20 N4 C24 124.4(3) . . ? N2 C1 N1 105.4(3) . . ? N2 C1 Cu1 125.7(2) . . ? N1 C1 Cu1 128.8(3) . . ? N1 C2 C3 131.5(4) . . ? N1 C2 C7 106.3(3) . . ? C3 C2 C7 122.1(3) . . ? C4 C3 C2 116.9(4) . . ? C4 C3 H3A 121.5 . . ? C2 C3 H3A 121.5 . . ? C3 C4 C5 121.5(4) . . ? C3 C4 H4A 119.3 . . ? C5 C4 H4A 119.3 . . ? C6 C5 C4 121.8(4) . . ? C6 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? C5 C6 C7 116.9(4) . . ? C5 C6 H6A 121.6 . . ? C7 C6 H6A 121.6 . . ? N2 C7 C2 105.9(3) . . ? N2 C7 C6 133.2(3) . . ? C2 C7 C6 120.8(3) . . ? N1 C8 C9 111.8(3) . . ? N1 C8 C10 110.0(3) . . ? C9 C8 C10 113.0(4) . . ? N1 C8 H8A 107.2 . . ? C9 C8 H8A 107.2 . . ? C10 C8 H8A 107.2 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 110.4(3) . . ? N2 C11 C13 111.5(3) . . ? C12 C11 C13 114.2(3) . . ? N2 C11 H11A 106.8 . . ? C12 C11 H11A 106.8 . . ? C13 C11 H11A 106.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N4 C14 N3 105.7(3) . . ? N4 C14 Cu1 129.2(2) . . ? N3 C14 Cu1 125.1(2) . . ? C20 C15 N3 106.0(3) . . ? C20 C15 C16 121.3(3) . . ? N3 C15 C16 132.7(3) . . ? C17 C16 C15 116.6(4) . . ? C17 C16 H16A 121.7 . . ? C15 C16 H16A 121.7 . . ? C16 C17 C18 122.0(4) . . ? C16 C17 H17A 119.0 . . ? C18 C17 H17A 119.0 . . ? C19 C18 C17 121.5(4) . . ? C19 C18 H18A 119.3 . . ? C17 C18 H18A 119.3 . . ? C18 C19 C20 116.9(4) . . ? C18 C19 H19A 121.6 . . ? C20 C19 H19A 121.6 . . ? C15 C20 N4 106.4(3) . . ? C15 C20 C19 121.7(3) . . ? N4 C20 C19 131.9(3) . . ? N3 C21 C22 111.2(3) . . ? N3 C21 C23 111.2(3) . . ? C22 C21 C23 113.2(3) . . ? N3 C21 H21A 106.9 . . ? C22 C21 H21A 106.9 . . ? C23 C21 H21A 106.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 C26 111.4(3) . . ? N4 C24 C25 110.2(3) . . ? C26 C24 C25 112.9(3) . . ? N4 C24 H24A 107.4 . . ? C26 C24 H24A 107.4 . . ? C25 C24 H24A 107.4 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? Cl1S C1S Cl2S 111.1(3) . . ? Cl1S C1S H1SA 109.4 . . ? Cl2S C1S H1SA 109.4 . . ? Cl1S C1S H1SB 109.4 . . ? Cl2S C1S H1SB 109.4 . . ? H1SA C1S H1SB 108.0 . . ? Cl4S C2S Cl3S 110.9(2) . . ? Cl4S C2S H2SA 109.5 . . ? Cl3S C2S H2SA 109.5 . . ? Cl4S C2S H2SB 109.5 . . ? Cl3S C2S H2SB 109.5 . . ? H2SA C2S H2SB 108.0 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.57 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.467 _refine_diff_density_min -1.196 _refine_diff_density_rms 0.128 data_b10126a _database_code_depnum_ccdc_archive 'CCDC 849036' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H92 Ag4 N8 S4' _chemical_formula_weight 1677.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 12.417(2) _cell_length_b 13.0539(12) _cell_length_c 13.0767(12) _cell_angle_alpha 118.415(2) _cell_angle_beta 100.830(3) _cell_angle_gamma 91.347(3) _cell_volume 1815.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4441 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 18.84 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.226 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9191 _exptl_absorpt_correction_T_max 0.9618 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 93571 _diffrn_reflns_av_R_equivalents 0.1520 _diffrn_reflns_av_sigmaI/netI 0.0945 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 28.70 _reflns_number_total 9343 _reflns_number_gt 5856 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0275P)^2^+0.9794P] 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 9343 _refine_ls_number_parameters 423 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1000 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.0894 _refine_ls_wR_factor_gt 0.0726 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.56798(3) -0.34023(3) 0.61937(3) 0.02364(9) Uani 1 1 d . . . Ag2 Ag 0.36125(3) -0.24747(3) 0.53486(3) 0.02215(9) Uani 1 1 d . . . S1 S 0.55709(8) -0.19923(8) 0.53314(9) 0.0186(2) Uani 1 1 d . . . S2 S 0.36082(8) -0.45419(8) 0.52646(9) 0.0192(2) Uani 1 1 d . . . N1 N 0.6625(3) -0.3699(3) 0.8482(3) 0.0172(7) Uani 1 1 d . . . N2 N 0.7839(3) -0.2690(3) 0.8198(3) 0.0183(7) Uani 1 1 d . . . N3 N 0.2064(3) -0.0575(3) 0.6445(3) 0.0196(7) Uani 1 1 d . . . N4 N 0.1072(3) -0.2082(3) 0.4871(3) 0.0202(8) Uani 1 1 d . . . C1 C 0.6750(3) -0.3149(3) 0.7846(3) 0.0171(8) Uani 1 1 d . . . C2 C 0.8418(3) -0.2993(3) 0.9026(3) 0.0185(9) Uani 1 1 d . . . C3 C 0.9532(3) -0.2791(4) 0.9588(4) 0.0231(9) Uani 1 1 d . . . H3A H 1.0062 -0.2349 0.9465 0.028 Uiso 1 1 calc R . . C4 C 0.9833(3) -0.3265(4) 1.0334(4) 0.0242(10) Uani 1 1 d . . . H4A H 1.0589 -0.3164 1.0714 0.029 Uiso 1 1 calc R . . C5 C 0.9047(3) -0.3885(3) 1.0538(3) 0.0223(9) Uani 1 1 d . . . H5A H 0.9279 -0.4187 1.1066 0.027 Uiso 1 1 calc R . . C6 C 0.7940(3) -0.4073(3) 0.9994(3) 0.0213(9) Uani 1 1 d . . . H6A H 0.7408 -0.4489 1.0145 0.026 Uiso 1 1 calc R . . C7 C 0.7630(3) -0.3631(3) 0.9217(3) 0.0171(8) Uani 1 1 d . . . C8 C 0.5549(3) -0.4321(3) 0.8337(3) 0.0189(9) Uani 1 1 d . . . H8A H 0.5001 -0.4219 0.7737 0.023 Uiso 1 1 calc R . . C9 C 0.5597(4) -0.5638(3) 0.7821(4) 0.0282(10) Uani 1 1 d . . . H9A H 0.5846 -0.5943 0.7072 0.042 Uiso 1 1 calc R . . H9B H 0.4860 -0.6039 0.7667 0.042 Uiso 1 1 calc R . . H9C H 0.6117 -0.5776 0.8393 0.042 Uiso 1 1 calc R . . C10 C 0.5149(3) -0.3773(4) 0.9483(4) 0.0276(10) Uani 1 1 d . . . H10A H 0.5142 -0.2930 0.9771 0.041 Uiso 1 1 calc R . . H10B H 0.5645 -0.3890 1.0085 0.041 Uiso 1 1 calc R . . H10C H 0.4399 -0.4143 0.9336 0.041 Uiso 1 1 calc R . . C11 C 0.8307(3) -0.2011(3) 0.7719(4) 0.0234(9) Uani 1 1 d . . . H11A H 0.7679 -0.1906 0.7189 0.028 Uiso 1 1 calc R . . C12 C 0.8829(4) -0.0788(4) 0.8725(4) 0.0364(12) Uani 1 1 d . . . H12A H 0.8294 -0.0416 0.9212 0.055 Uiso 1 1 calc R . . H12B H 0.9038 -0.0308 0.8384 0.055 Uiso 1 1 calc R . . H12C H 0.9488 -0.0853 0.9225 0.055 Uiso 1 1 calc R . . C13 C 0.9091(4) -0.2689(4) 0.6949(4) 0.0364(12) Uani 1 1 d . . . H13A H 0.8699 -0.3451 0.6306 0.055 Uiso 1 1 calc R . . H13B H 0.9717 -0.2813 0.7440 0.055 Uiso 1 1 calc R . . H13C H 0.9363 -0.2241 0.6603 0.055 Uiso 1 1 calc R . . C14 C 0.5900(3) -0.0536(3) 0.6560(3) 0.0184(9) Uani 1 1 d . . . C15 C 0.6086(3) 0.0400(3) 0.6345(4) 0.0222(9) Uani 1 1 d . . . H15A H 0.6005 0.0249 0.5547 0.027 Uiso 1 1 calc R . . C16 C 0.6387(3) 0.1545(4) 0.7280(4) 0.0304(11) Uani 1 1 d . . . H16A H 0.6509 0.2167 0.7115 0.036 Uiso 1 1 calc R . . C17 C 0.6510(4) 0.1784(4) 0.8442(4) 0.0339(11) Uani 1 1 d . . . H17A H 0.6732 0.2565 0.9080 0.041 Uiso 1 1 calc R . . C18 C 0.6304(4) 0.0870(4) 0.8674(4) 0.0320(11) Uani 1 1 d . . . H18A H 0.6371 0.1029 0.9474 0.038 Uiso 1 1 calc R . . C19 C 0.6003(3) -0.0272(4) 0.7741(4) 0.0242(10) Uani 1 1 d . . . H19A H 0.5863 -0.0887 0.7912 0.029 Uiso 1 1 calc R . . C20 C 0.2125(3) -0.1656(3) 0.5518(4) 0.0200(9) Uani 1 1 d . . . C21 C 0.0339(3) -0.1303(3) 0.5388(4) 0.0193(9) Uani 1 1 d . . . C22 C -0.0810(3) -0.1385(4) 0.5054(4) 0.0240(10) Uani 1 1 d . . . H22A H -0.1236 -0.2044 0.4357 0.029 Uiso 1 1 calc R . . C23 C -0.1294(4) -0.0442(4) 0.5804(4) 0.0296(11) Uani 1 1 d . . . H23A H -0.2074 -0.0460 0.5620 0.035 Uiso 1 1 calc R . . C24 C -0.0658(4) 0.0525(4) 0.6817(4) 0.0285(10) Uani 1 1 d . . . H24A H -0.1018 0.1152 0.7304 0.034 Uiso 1 1 calc R . . C25 C 0.0477(3) 0.0603(4) 0.7133(4) 0.0257(10) Uani 1 1 d . . . H25A H 0.0903 0.1271 0.7821 0.031 Uiso 1 1 calc R . . C26 C 0.0974(3) -0.0335(3) 0.6407(3) 0.0193(9) Uani 1 1 d . . . C27 C 0.3044(3) 0.0192(4) 0.7351(4) 0.0279(10) Uani 1 1 d . . . H27A H 0.3696 -0.0231 0.7130 0.033 Uiso 1 1 calc R . . C28 C 0.3241(4) 0.1346(4) 0.7345(4) 0.0342(11) Uani 1 1 d . . . H28A H 0.3295 0.1182 0.6545 0.051 Uiso 1 1 calc R . . H28B H 0.3931 0.1802 0.7919 0.051 Uiso 1 1 calc R . . H28C H 0.2624 0.1797 0.7569 0.051 Uiso 1 1 calc R . . C29 C 0.3003(4) 0.0377(4) 0.8582(4) 0.0398(13) Uani 1 1 d . . . H29A H 0.2865 -0.0387 0.8539 0.060 Uiso 1 1 calc R . . H29B H 0.2407 0.0841 0.8861 0.060 Uiso 1 1 calc R . . H29C H 0.3711 0.0795 0.9141 0.060 Uiso 1 1 calc R . . C30 C 0.0681(3) -0.3275(3) 0.3832(4) 0.0230(9) Uani 1 1 d . . . H30A H -0.0039 -0.3231 0.3371 0.028 Uiso 1 1 calc R . . C31 C 0.0452(4) -0.4138(3) 0.4258(4) 0.0291(10) Uani 1 1 d . . . H31A H -0.0079 -0.3856 0.4769 0.044 Uiso 1 1 calc R . . H31B H 0.1143 -0.4207 0.4713 0.044 Uiso 1 1 calc R . . H31C H 0.0145 -0.4908 0.3568 0.044 Uiso 1 1 calc R . . C32 C 0.1468(3) -0.3680(4) 0.2992(4) 0.0299(11) Uani 1 1 d . . . H32A H 0.1646 -0.3064 0.2802 0.045 Uiso 1 1 calc R . . H32B H 0.1116 -0.4398 0.2256 0.045 Uiso 1 1 calc R . . H32C H 0.2149 -0.3839 0.3378 0.045 Uiso 1 1 calc R . . C33 C 0.2983(3) -0.4449(3) 0.6409(3) 0.0172(8) Uani 1 1 d . . . C34 C 0.2675(3) -0.3397(4) 0.7226(4) 0.0237(9) Uani 1 1 d . . . H34A H 0.2798 -0.2711 0.7161 0.028 Uiso 1 1 calc R . . C35 C 0.2197(3) -0.3331(4) 0.8123(4) 0.0273(10) Uani 1 1 d . . . H35A H 0.1985 -0.2607 0.8657 0.033 Uiso 1 1 calc R . . C36 C 0.2024(3) -0.4307(4) 0.8249(4) 0.0281(10) Uani 1 1 d . . . H36A H 0.1702 -0.4260 0.8872 0.034 Uiso 1 1 calc R . . C37 C 0.2328(3) -0.5357(4) 0.7455(4) 0.0248(10) Uani 1 1 d . . . H37A H 0.2219 -0.6032 0.7542 0.030 Uiso 1 1 calc R . . C38 C 0.2786(3) -0.5439(4) 0.6538(4) 0.0215(9) Uani 1 1 d . . . H38A H 0.2970 -0.6173 0.5989 0.026 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.02778(19) 0.02008(17) 0.02101(19) 0.01054(15) -0.00054(14) 0.00417(14) Ag2 0.01920(18) 0.02295(18) 0.01992(18) 0.00669(15) 0.00496(13) 0.00677(14) S1 0.0205(5) 0.0161(5) 0.0188(5) 0.0078(4) 0.0052(4) 0.0029(4) S2 0.0213(5) 0.0160(5) 0.0195(6) 0.0069(4) 0.0081(4) 0.0047(4) N1 0.0148(17) 0.0174(17) 0.0190(18) 0.0088(15) 0.0030(14) 0.0037(14) N2 0.0189(18) 0.0194(18) 0.0178(18) 0.0105(15) 0.0033(14) -0.0001(14) N3 0.0129(17) 0.0178(18) 0.0208(19) 0.0039(15) 0.0032(14) 0.0025(14) N4 0.0178(18) 0.0203(18) 0.0197(19) 0.0071(15) 0.0055(15) 0.0035(15) C1 0.022(2) 0.0099(19) 0.015(2) 0.0024(16) 0.0053(17) 0.0036(16) C2 0.021(2) 0.017(2) 0.014(2) 0.0051(17) 0.0045(17) 0.0043(17) C3 0.020(2) 0.026(2) 0.023(2) 0.012(2) 0.0050(18) 0.0026(18) C4 0.017(2) 0.030(2) 0.019(2) 0.0084(19) 0.0004(17) 0.0084(19) C5 0.026(2) 0.027(2) 0.018(2) 0.0128(19) 0.0042(18) 0.0111(19) C6 0.025(2) 0.021(2) 0.020(2) 0.0098(19) 0.0079(18) 0.0065(18) C7 0.020(2) 0.015(2) 0.013(2) 0.0037(17) 0.0051(17) 0.0052(17) C8 0.017(2) 0.020(2) 0.019(2) 0.0086(18) 0.0034(17) 0.0022(17) C9 0.028(3) 0.019(2) 0.034(3) 0.010(2) 0.010(2) 0.0025(19) C10 0.022(2) 0.027(2) 0.031(3) 0.010(2) 0.011(2) 0.0002(19) C11 0.026(2) 0.027(2) 0.029(2) 0.022(2) 0.0071(19) 0.0044(19) C12 0.043(3) 0.023(2) 0.038(3) 0.015(2) -0.001(2) -0.007(2) C13 0.039(3) 0.046(3) 0.041(3) 0.030(3) 0.023(2) 0.013(2) C14 0.014(2) 0.017(2) 0.021(2) 0.0066(18) 0.0041(17) 0.0060(16) C15 0.017(2) 0.024(2) 0.031(3) 0.017(2) 0.0100(19) 0.0077(18) C16 0.030(3) 0.016(2) 0.042(3) 0.009(2) 0.014(2) 0.0049(19) C17 0.030(3) 0.021(2) 0.039(3) 0.006(2) 0.008(2) 0.006(2) C18 0.034(3) 0.030(3) 0.021(3) 0.004(2) 0.006(2) 0.008(2) C19 0.030(2) 0.022(2) 0.022(2) 0.0112(19) 0.0058(19) 0.0041(19) C20 0.024(2) 0.017(2) 0.022(2) 0.0090(18) 0.0110(18) 0.0059(18) C21 0.021(2) 0.016(2) 0.024(2) 0.0113(18) 0.0087(18) 0.0059(17) C22 0.020(2) 0.028(2) 0.029(3) 0.018(2) 0.0049(19) 0.0034(19) C23 0.021(2) 0.042(3) 0.037(3) 0.025(2) 0.016(2) 0.015(2) C24 0.036(3) 0.025(2) 0.033(3) 0.015(2) 0.019(2) 0.016(2) C25 0.030(3) 0.021(2) 0.026(2) 0.009(2) 0.013(2) 0.0119(19) C26 0.021(2) 0.020(2) 0.020(2) 0.0112(19) 0.0073(18) 0.0031(18) C27 0.024(2) 0.026(2) 0.025(3) 0.006(2) 0.0037(19) 0.0057(19) C28 0.032(3) 0.030(3) 0.033(3) 0.012(2) 0.003(2) -0.003(2) C29 0.052(3) 0.030(3) 0.027(3) 0.009(2) 0.000(2) 0.007(2) C30 0.016(2) 0.020(2) 0.024(2) 0.0048(19) 0.0008(18) 0.0020(17) C31 0.030(3) 0.019(2) 0.034(3) 0.011(2) 0.003(2) -0.0002(19) C32 0.028(3) 0.032(3) 0.020(2) 0.005(2) 0.005(2) 0.006(2) C33 0.012(2) 0.022(2) 0.016(2) 0.0083(18) 0.0030(16) 0.0026(17) C34 0.025(2) 0.023(2) 0.024(2) 0.012(2) 0.0077(19) 0.0041(19) C35 0.026(2) 0.027(2) 0.025(3) 0.008(2) 0.010(2) 0.008(2) C36 0.021(2) 0.040(3) 0.028(3) 0.018(2) 0.011(2) 0.001(2) C37 0.022(2) 0.028(2) 0.025(2) 0.015(2) 0.0040(19) -0.0006(19) C38 0.017(2) 0.022(2) 0.023(2) 0.0089(19) 0.0032(18) 0.0043(17) _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 C1 2.182(4) . ? Ag1 S1 2.5705(10) . ? Ag1 S2 2.6890(12) . ? Ag1 S2 2.7376(10) 2_646 ? Ag1 Ag2 3.1033(6) . ? Ag2 C20 2.150(4) . ? Ag2 S1 2.5045(11) . ? Ag2 S2 2.6479(10) . ? S1 C14 1.781(4) . ? S2 C33 1.768(4) . ? S2 Ag1 2.7376(10) 2_646 ? N1 C1 1.359(5) . ? N1 C7 1.396(5) . ? N1 C8 1.479(5) . ? N2 C1 1.365(5) . ? N2 C2 1.404(5) . ? N2 C11 1.468(5) . ? N3 C20 1.371(5) . ? N3 C26 1.393(5) . ? N3 C27 1.470(5) . ? N4 C20 1.356(5) . ? N4 C21 1.392(5) . ? N4 C30 1.486(5) . ? C2 C3 1.393(5) . ? C2 C7 1.401(5) . ? C3 C4 1.386(5) . ? C3 H3A 0.9500 . ? C4 C5 1.396(6) . ? C4 H4A 0.9500 . ? C5 C6 1.381(5) . ? C5 H5A 0.9500 . ? C6 C7 1.391(5) . ? C6 H6A 0.9500 . ? C8 C10 1.510(5) . ? C8 C9 1.526(5) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.519(5) . ? C11 C12 1.528(6) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C19 1.392(5) . ? C14 C15 1.402(5) . ? C15 C16 1.390(6) . ? C15 H15A 0.9500 . ? C16 C17 1.374(6) . ? C16 H16A 0.9500 . ? C17 C18 1.394(6) . ? C17 H17A 0.9500 . ? C18 C19 1.386(6) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C21 C26 1.396(5) . ? C21 C22 1.396(5) . ? C22 C23 1.394(5) . ? C22 H22A 0.9500 . ? C23 C24 1.393(6) . ? C23 H23A 0.9500 . ? C24 C25 1.380(6) . ? C24 H24A 0.9500 . ? C25 C26 1.389(5) . ? C25 H25A 0.9500 . ? C27 C29 1.521(6) . ? C27 C28 1.525(6) . ? C27 H27A 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.517(6) . ? C30 C32 1.521(5) . ? C30 H30A 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.397(5) . ? C33 C38 1.402(5) . ? C34 C35 1.380(6) . ? C34 H34A 0.9500 . ? C35 C36 1.377(6) . ? C35 H35A 0.9500 . ? C36 C37 1.384(6) . ? C36 H36A 0.9500 . ? C37 C38 1.383(5) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? 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 Ag1 S1 127.83(10) . . ? C1 Ag1 S2 125.42(11) . . ? S1 Ag1 S2 100.20(3) . . ? C1 Ag1 S2 95.56(9) . 2_646 ? S1 Ag1 S2 111.56(3) . 2_646 ? S2 Ag1 S2 87.80(3) . 2_646 ? C1 Ag1 Ag2 139.75(9) . . ? S1 Ag1 Ag2 51.34(2) . . ? S2 Ag1 Ag2 53.83(2) . . ? S2 Ag1 Ag2 123.16(2) 2_646 . ? C20 Ag2 S1 138.30(11) . . ? C20 Ag2 S2 118.47(11) . . ? S1 Ag2 S2 103.08(3) . . ? C20 Ag2 Ag1 155.36(11) . . ? S1 Ag2 Ag1 53.27(3) . . ? S2 Ag2 Ag1 55.07(2) . . ? C14 S1 Ag2 100.93(13) . . ? C14 S1 Ag1 107.29(13) . . ? Ag2 S1 Ag1 75.38(3) . . ? C33 S2 Ag2 107.09(13) . . ? C33 S2 Ag1 110.35(13) . . ? Ag2 S2 Ag1 71.10(3) . . ? C33 S2 Ag1 120.05(13) . 2_646 ? Ag2 S2 Ag1 132.85(4) . 2_646 ? Ag1 S2 Ag1 92.20(3) . 2_646 ? C1 N1 C7 111.3(3) . . ? C1 N1 C8 122.1(3) . . ? C7 N1 C8 126.6(3) . . ? C1 N2 C2 110.7(3) . . ? C1 N2 C11 122.7(3) . . ? C2 N2 C11 126.6(3) . . ? C20 N3 C26 111.2(3) . . ? C20 N3 C27 122.5(3) . . ? C26 N3 C27 126.3(3) . . ? C20 N4 C21 111.2(3) . . ? C20 N4 C30 126.5(3) . . ? C21 N4 C30 121.9(3) . . ? N1 C1 N2 105.9(3) . . ? N1 C1 Ag1 128.4(3) . . ? N2 C1 Ag1 122.7(3) . . ? C3 C2 C7 121.7(4) . . ? C3 C2 N2 132.3(4) . . ? C7 C2 N2 106.0(3) . . ? C4 C3 C2 117.1(4) . . ? C4 C3 H3A 121.5 . . ? C2 C3 H3A 121.5 . . ? C3 C4 C5 121.3(4) . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C6 C5 C4 121.7(4) . . ? C6 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? C5 C6 C7 117.6(4) . . ? C5 C6 H6A 121.2 . . ? C7 C6 H6A 121.2 . . ? C6 C7 N1 133.3(4) . . ? C6 C7 C2 120.6(4) . . ? N1 C7 C2 106.0(3) . . ? N1 C8 C10 111.4(3) . . ? N1 C8 C9 110.9(3) . . ? C10 C8 C9 113.4(3) . . ? N1 C8 H8A 106.9 . . ? C10 C8 H8A 106.9 . . ? C9 C8 H8A 106.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C13 110.7(3) . . ? N2 C11 C12 110.5(3) . . ? C13 C11 C12 113.6(4) . . ? N2 C11 H11A 107.2 . . ? C13 C11 H11A 107.2 . . ? C12 C11 H11A 107.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19 C14 C15 117.5(4) . . ? C19 C14 S1 123.3(3) . . ? C15 C14 S1 119.1(3) . . ? C16 C15 C14 121.1(4) . . ? C16 C15 H15A 119.5 . . ? C14 C15 H15A 119.5 . . ? C17 C16 C15 120.5(4) . . ? C17 C16 H16A 119.7 . . ? C15 C16 H16A 119.7 . . ? C16 C17 C18 119.3(4) . . ? C16 C17 H17A 120.3 . . ? C18 C17 H17A 120.3 . . ? C19 C18 C17 120.1(4) . . ? C19 C18 H18A 119.9 . . ? C17 C18 H18A 119.9 . . ? C18 C19 C14 121.4(4) . . ? C18 C19 H19A 119.3 . . ? C14 C19 H19A 119.3 . . ? N4 C20 N3 105.4(3) . . ? N4 C20 Ag2 130.5(3) . . ? N3 C20 Ag2 123.8(3) . . ? N4 C21 C26 106.5(3) . . ? N4 C21 C22 131.1(4) . . ? C26 C21 C22 122.4(4) . . ? C23 C22 C21 116.1(4) . . ? C23 C22 H22A 122.0 . . ? C21 C22 H22A 122.0 . . ? C24 C23 C22 121.4(4) . . ? C24 C23 H23A 119.3 . . ? C22 C23 H23A 119.3 . . ? C25 C24 C23 122.0(4) . . ? C25 C24 H24A 119.0 . . ? C23 C24 H24A 119.0 . . ? C24 C25 C26 117.4(4) . . ? C24 C25 H25A 121.3 . . ? C26 C25 H25A 121.3 . . ? C25 C26 N3 133.7(4) . . ? C25 C26 C21 120.6(4) . . ? N3 C26 C21 105.7(3) . . ? N3 C27 C29 111.6(4) . . ? N3 C27 C28 112.2(3) . . ? C29 C27 C28 112.5(4) . . ? N3 C27 H27A 106.7 . . ? C29 C27 H27A 106.7 . . ? C28 C27 H27A 106.7 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N4 C30 C31 110.1(3) . . ? N4 C30 C32 112.5(3) . . ? C31 C30 C32 112.4(3) . . ? N4 C30 H30A 107.2 . . ? C31 C30 H30A 107.2 . . ? C32 C30 H30A 107.2 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C38 117.3(4) . . ? C34 C33 S2 122.1(3) . . ? C38 C33 S2 120.7(3) . . ? C35 C34 C33 121.6(4) . . ? C35 C34 H34A 119.2 . . ? C33 C34 H34A 119.2 . . ? C36 C35 C34 120.5(4) . . ? C36 C35 H35A 119.8 . . ? C34 C35 H35A 119.8 . . ? C35 C36 C37 118.9(4) . . ? C35 C36 H36A 120.5 . . ? C37 C36 H36A 120.5 . . ? C38 C37 C36 121.1(4) . . ? C38 C37 H37A 119.5 . . ? C36 C37 H37A 119.5 . . ? C37 C38 C33 120.6(4) . . ? C37 C38 H38A 119.7 . . ? C33 C38 H38A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.809 _refine_diff_density_min -0.655 _refine_diff_density_rms 0.139 data_b10127a _database_code_depnum_ccdc_archive 'CCDC 849037' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H92 Ag4 N8 Se4' _chemical_formula_weight 1864.90 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' Se Se -0.0929 2.2259 '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 12.438(3) _cell_length_b 13.165(3) _cell_length_c 13.217(3) _cell_angle_alpha 118.350(6) _cell_angle_beta 91.274(6) _cell_angle_gamma 101.302(6) _cell_volume 1851.1(8) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1043 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 16.97 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 3.056 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9275 _exptl_absorpt_correction_T_max 0.9701 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 76950 _diffrn_reflns_av_R_equivalents 0.3163 _diffrn_reflns_av_sigmaI/netI 0.1624 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6522 _reflns_number_gt 3496 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0355P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6522 _refine_ls_number_parameters 423 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1512 _refine_ls_R_factor_gt 0.0549 _refine_ls_wR_factor_ref 0.1010 _refine_ls_wR_factor_gt 0.0824 _refine_ls_goodness_of_fit_ref 0.879 _refine_ls_restrained_S_all 0.879 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 1.06400(5) 0.62561(6) 0.16884(6) 0.02433(19) Uani 1 1 d . . . Ag2 Ag 0.85851(5) 0.53833(6) 0.25178(6) 0.02364(19) Uani 1 1 d . . . Se1 Se 1.05779(7) 0.52819(7) 0.30459(7) 0.0194(2) Uani 1 1 d . . . Se2 Se 0.85807(7) 0.52382(7) 0.03974(7) 0.0201(2) Uani 1 1 d . . . N1 N 1.2829(5) 0.8227(5) 0.2357(5) 0.0195(17) Uani 1 1 d . . . N2 N 1.1626(5) 0.8491(5) 0.1360(5) 0.0164(16) Uani 1 1 d . . . N3 N 0.7041(5) 0.6476(6) 0.4404(5) 0.0196(17) Uani 1 1 d . . . N4 N 0.6052(5) 0.4900(5) 0.2913(5) 0.0160(16) Uani 1 1 d . . . C1 C 1.1741(6) 0.7867(7) 0.1915(6) 0.0147(19) Uani 1 1 d . . . C2 C 1.3412(6) 0.9028(7) 0.2054(7) 0.0163(19) Uani 1 1 d . . . C3 C 1.4545(7) 0.9596(7) 0.2259(7) 0.024(2) Uani 1 1 d . . . H3A H 1.5069 0.9480 0.2704 0.029 Uiso 1 1 calc R . . C4 C 1.4855(7) 1.0325(7) 0.1789(7) 0.024(2) Uani 1 1 d . . . H4A H 1.5613 1.0704 0.1891 0.029 Uiso 1 1 calc R . . C5 C 1.4066(7) 1.0521(7) 0.1157(7) 0.024(2) Uani 1 1 d . . . H5A H 1.4302 1.1041 0.0854 0.029 Uiso 1 1 calc R . . C6 C 1.2972(7) 0.9978(7) 0.0974(7) 0.026(2) Uani 1 1 d . . . H6A H 1.2445 1.0118 0.0552 0.031 Uiso 1 1 calc R . . C7 C 1.2652(7) 0.9230(7) 0.1410(7) 0.019(2) Uani 1 1 d . . . C8 C 1.3306(7) 0.7743(7) 0.3021(7) 0.027(2) Uani 1 1 d . . . H8A H 1.2671 0.7216 0.3123 0.032 Uiso 1 1 calc R . . C9 C 1.4060(7) 0.6942(8) 0.2307(8) 0.036(2) Uani 1 1 d . . . H9A H 1.3638 0.6308 0.1566 0.054 Uiso 1 1 calc R . . H9B H 1.4337 0.6592 0.2739 0.054 Uiso 1 1 calc R . . H9C H 1.4685 0.7415 0.2162 0.054 Uiso 1 1 calc R . . C10 C 1.3823(7) 0.8707(7) 0.4220(7) 0.035(3) Uani 1 1 d . . . H10A H 1.3295 0.9191 0.4595 0.053 Uiso 1 1 calc R . . H10B H 1.4490 0.9210 0.4169 0.053 Uiso 1 1 calc R . . H10C H 1.4022 0.8349 0.4679 0.053 Uiso 1 1 calc R . . C11 C 1.0558(6) 0.8335(7) 0.0722(7) 0.022(2) Uani 1 1 d . . . H11A H 0.9995 0.7742 0.0818 0.026 Uiso 1 1 calc R . . C12 C 1.0179(7) 0.9496(7) 0.1253(7) 0.029(2) Uani 1 1 d . . . H12A H 1.0075 0.9739 0.2062 0.043 Uiso 1 1 calc R . . H12B H 0.9478 0.9381 0.0815 0.043 Uiso 1 1 calc R . . H12C H 1.0741 1.0114 0.1223 0.043 Uiso 1 1 calc R . . C13 C 1.0624(7) 0.7830(7) -0.0574(7) 0.029(2) Uani 1 1 d . . . H13A H 1.0874 0.7091 -0.0872 0.043 Uiso 1 1 calc R . . H13B H 1.1149 0.8406 -0.0701 0.043 Uiso 1 1 calc R . . H13C H 0.9891 0.7670 -0.0982 0.043 Uiso 1 1 calc R . . C14 C 1.0924(6) 0.6623(7) 0.4607(7) 0.021(2) Uani 1 1 d . . . C15 C 1.1035(6) 0.7781(8) 0.4828(8) 0.027(2) Uani 1 1 d . . . H15A H 1.0906 0.7942 0.4213 0.033 Uiso 1 1 calc R . . C16 C 1.1338(7) 0.8700(8) 0.5961(8) 0.032(2) Uani 1 1 d . . . H16A H 1.1400 0.9492 0.6111 0.039 Uiso 1 1 calc R . . C17 C 1.1553(7) 0.8510(8) 0.6883(8) 0.033(2) Uani 1 1 d . . . H17A H 1.1782 0.9154 0.7649 0.039 Uiso 1 1 calc R . . C18 C 1.1421(7) 0.7327(8) 0.6645(7) 0.028(2) Uani 1 1 d . . . H18A H 1.1546 0.7162 0.7258 0.034 Uiso 1 1 calc R . . C19 C 1.1109(6) 0.6403(7) 0.5518(7) 0.023(2) Uani 1 1 d . . . H19A H 1.1020 0.5608 0.5365 0.027 Uiso 1 1 calc R . . C20 C 0.7099(6) 0.5572(7) 0.3348(7) 0.019(2) Uani 1 1 d . . . C21 C 0.5319(7) 0.5399(7) 0.3696(7) 0.018(2) Uani 1 1 d . . . C22 C 0.4174(6) 0.5065(7) 0.3638(7) 0.024(2) Uani 1 1 d . . . H22A H 0.3739 0.4374 0.2988 0.029 Uiso 1 1 calc R . . C23 C 0.3702(7) 0.5792(8) 0.4576(7) 0.026(2) Uani 1 1 d . . . H23A H 0.2923 0.5600 0.4563 0.031 Uiso 1 1 calc R . . C24 C 0.4331(8) 0.6785(8) 0.5527(8) 0.035(2) Uani 1 1 d . . . H24A H 0.3973 0.7249 0.6156 0.042 Uiso 1 1 calc R . . C25 C 0.5471(7) 0.7131(7) 0.5597(7) 0.025(2) Uani 1 1 d . . . H25A H 0.5901 0.7819 0.6254 0.030 Uiso 1 1 calc R . . C26 C 0.5949(7) 0.6410(7) 0.4649(8) 0.024(2) Uani 1 1 d . . . C27 C 0.8035(7) 0.7385(8) 0.5164(7) 0.032(2) Uani 1 1 d . . . H27A H 0.8682 0.7175 0.4740 0.038 Uiso 1 1 calc R . . C28 C 0.8236(7) 0.7356(8) 0.6285(7) 0.034(2) Uani 1 1 d . . . H28A H 0.8261 0.6549 0.6106 0.051 Uiso 1 1 calc R . . H28B H 0.7635 0.7595 0.6747 0.051 Uiso 1 1 calc R . . H28C H 0.8942 0.7904 0.6725 0.051 Uiso 1 1 calc R . . C29 C 0.7978(7) 0.8629(7) 0.5354(8) 0.035(2) Uani 1 1 d . . . H29A H 0.7849 0.8589 0.4600 0.052 Uiso 1 1 calc R . . H29B H 0.8678 0.9200 0.5783 0.052 Uiso 1 1 calc R . . H29C H 0.7370 0.8885 0.5798 0.052 Uiso 1 1 calc R . . C30 C 0.5650(6) 0.3855(7) 0.1747(7) 0.021(2) Uani 1 1 d . . . H30A H 0.4930 0.3396 0.1797 0.025 Uiso 1 1 calc R . . C31 C 0.5419(7) 0.4298(7) 0.0900(7) 0.033(2) Uani 1 1 d . . . H31A H 0.4883 0.4794 0.1181 0.049 Uiso 1 1 calc R . . H31B H 0.5116 0.3617 0.0133 0.049 Uiso 1 1 calc R . . H31C H 0.6109 0.4766 0.0844 0.049 Uiso 1 1 calc R . . C32 C 0.6427(7) 0.3040(7) 0.1352(7) 0.028(2) Uani 1 1 d . . . H32A H 0.6628 0.2874 0.1971 0.041 Uiso 1 1 calc R . . H32B H 0.7096 0.3419 0.1169 0.041 Uiso 1 1 calc R . . H32C H 0.6065 0.2295 0.0659 0.041 Uiso 1 1 calc R . . C33 C 0.7912(6) 0.6482(7) 0.0506(7) 0.021(2) Uani 1 1 d . . . C34 C 0.7750(6) 0.6617(7) -0.0466(8) 0.027(2) Uani 1 1 d . . . H34A H 0.7950 0.6084 -0.1184 0.033 Uiso 1 1 calc R . . C35 C 0.7295(6) 0.7528(7) -0.0382(7) 0.023(2) Uani 1 1 d . . . H35A H 0.7202 0.7626 -0.1044 0.027 Uiso 1 1 calc R . . C36 C 0.6974(7) 0.8299(7) 0.0645(8) 0.027(2) Uani 1 1 d . . . H36A H 0.6656 0.8916 0.0687 0.033 Uiso 1 1 calc R . . C37 C 0.7122(6) 0.8164(7) 0.1615(8) 0.026(2) Uani 1 1 d . . . H37A H 0.6899 0.8686 0.2324 0.032 Uiso 1 1 calc R . . C38 C 0.7601(6) 0.7254(7) 0.1548(7) 0.025(2) Uani 1 1 d . . . H38A H 0.7711 0.7168 0.2214 0.030 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0280(4) 0.0218(4) 0.0209(4) 0.0106(3) 0.0034(3) 0.0008(3) Ag2 0.0210(4) 0.0223(4) 0.0236(4) 0.0074(3) 0.0068(3) 0.0066(3) Se1 0.0219(5) 0.0197(5) 0.0168(5) 0.0082(4) 0.0035(4) 0.0073(4) Se2 0.0210(5) 0.0205(5) 0.0174(5) 0.0068(4) 0.0044(4) 0.0087(4) N1 0.024(4) 0.016(4) 0.018(4) 0.008(3) -0.002(3) 0.003(3) N2 0.012(4) 0.015(4) 0.019(4) 0.006(3) 0.004(3) 0.003(3) N3 0.021(4) 0.019(4) 0.012(4) 0.002(3) -0.001(3) 0.005(3) N4 0.016(4) 0.020(4) 0.010(4) 0.006(3) -0.005(3) 0.004(3) C1 0.014(5) 0.020(5) 0.011(5) 0.007(4) 0.005(4) 0.009(4) C2 0.019(5) 0.012(5) 0.013(5) 0.002(4) 0.005(4) 0.005(4) C3 0.023(5) 0.020(5) 0.020(5) 0.004(4) -0.001(4) 0.005(4) C4 0.020(5) 0.024(5) 0.028(5) 0.013(5) 0.007(4) 0.003(4) C5 0.037(6) 0.015(5) 0.021(5) 0.007(4) 0.011(4) 0.013(4) C6 0.017(5) 0.018(5) 0.041(6) 0.014(5) 0.007(4) 0.003(4) C7 0.026(5) 0.017(5) 0.016(5) 0.009(4) 0.006(4) 0.009(4) C8 0.027(5) 0.028(6) 0.033(6) 0.020(5) 0.006(5) 0.008(4) C9 0.038(6) 0.039(6) 0.045(6) 0.027(5) 0.006(5) 0.021(5) C10 0.041(6) 0.030(6) 0.030(6) 0.016(5) -0.010(5) -0.002(5) C11 0.010(5) 0.021(5) 0.030(6) 0.009(5) 0.002(4) 0.004(4) C12 0.026(5) 0.030(6) 0.024(5) 0.007(5) -0.004(4) 0.009(4) C13 0.032(6) 0.030(6) 0.023(6) 0.011(5) 0.002(4) 0.009(5) C14 0.015(5) 0.028(6) 0.018(5) 0.012(4) 0.004(4) 0.001(4) C15 0.023(5) 0.034(6) 0.030(6) 0.016(5) 0.004(4) 0.014(5) C16 0.037(6) 0.019(5) 0.031(6) 0.004(5) 0.011(5) 0.006(5) C17 0.023(6) 0.037(7) 0.017(5) -0.003(5) 0.004(4) 0.005(5) C18 0.029(6) 0.041(7) 0.011(5) 0.011(5) 0.000(4) 0.004(5) C19 0.018(5) 0.010(5) 0.031(6) 0.004(5) 0.004(4) 0.001(4) C20 0.015(5) 0.027(5) 0.022(5) 0.018(5) 0.001(4) 0.003(4) C21 0.028(5) 0.017(5) 0.016(5) 0.011(4) 0.002(4) 0.008(4) C22 0.016(5) 0.023(5) 0.030(6) 0.014(5) -0.001(4) -0.005(4) C23 0.022(5) 0.036(6) 0.027(6) 0.018(5) 0.016(5) 0.016(5) C24 0.042(7) 0.037(6) 0.033(6) 0.015(5) 0.017(5) 0.027(5) C25 0.034(6) 0.015(5) 0.023(5) 0.005(4) 0.005(4) 0.010(4) C26 0.018(5) 0.026(6) 0.036(6) 0.020(5) 0.013(4) 0.010(4) C27 0.024(5) 0.034(6) 0.027(6) 0.008(5) 0.008(4) 0.003(5) C28 0.033(6) 0.028(6) 0.029(6) 0.006(5) -0.008(5) 0.005(5) C29 0.033(6) 0.027(6) 0.043(6) 0.018(5) 0.001(5) 0.003(5) C30 0.014(5) 0.018(5) 0.020(5) 0.002(4) 0.005(4) 0.001(4) C31 0.031(6) 0.031(6) 0.028(6) 0.009(5) -0.002(4) 0.005(5) C32 0.038(6) 0.012(5) 0.020(5) -0.003(4) -0.006(4) 0.010(4) C33 0.023(5) 0.021(5) 0.016(5) 0.006(4) 0.004(4) 0.009(4) C34 0.018(5) 0.028(6) 0.026(6) 0.006(5) -0.004(4) 0.005(4) C35 0.018(5) 0.030(6) 0.018(5) 0.010(5) -0.001(4) 0.004(4) C36 0.027(6) 0.019(5) 0.037(6) 0.014(5) -0.002(5) 0.008(4) C37 0.013(5) 0.031(6) 0.036(6) 0.017(5) 0.011(4) 0.006(4) C38 0.022(5) 0.028(6) 0.029(6) 0.013(5) 0.007(4) 0.014(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 C1 2.168(8) . ? Ag1 Se1 2.6501(12) . ? Ag1 Se2 2.7489(12) . ? Ag1 Se2 2.8507(12) 2_765 ? Ag1 Ag2 3.0371(10) . ? Ag2 C20 2.166(8) . ? Ag2 Se1 2.6059(12) . ? Ag2 Se2 2.7168(13) . ? Se1 C14 1.940(8) . ? Se2 C33 1.926(8) . ? Se2 Ag1 2.8507(12) 2_765 ? N1 C1 1.359(9) . ? N1 C2 1.384(9) . ? N1 C8 1.477(10) . ? N2 C1 1.359(9) . ? N2 C7 1.424(9) . ? N2 C11 1.482(9) . ? N3 C20 1.353(9) . ? N3 C26 1.398(9) . ? N3 C27 1.481(10) . ? N4 C20 1.357(9) . ? N4 C21 1.401(9) . ? N4 C30 1.484(9) . ? C2 C7 1.402(11) . ? C2 C3 1.412(10) . ? C3 C4 1.374(11) . ? C3 H3A 0.9500 . ? C4 C5 1.412(11) . ? C4 H4A 0.9500 . ? C5 C6 1.364(10) . ? C5 H5A 0.9500 . ? C6 C7 1.363(11) . ? C6 H6A 0.9500 . ? C8 C10 1.504(11) . ? C8 C9 1.538(11) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.527(10) . ? C11 C12 1.526(10) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.385(11) . ? C14 C19 1.390(11) . ? C15 C16 1.388(11) . ? C15 H15A 0.9500 . ? C16 C17 1.387(12) . ? C16 H16A 0.9500 . ? C17 C18 1.408(11) . ? C17 H17A 0.9500 . ? C18 C19 1.385(10) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C21 C26 1.388(11) . ? C21 C22 1.395(10) . ? C22 C23 1.387(11) . ? C22 H22A 0.9500 . ? C23 C24 1.377(11) . ? C23 H23A 0.9500 . ? C24 C25 1.388(11) . ? C24 H24A 0.9500 . ? C25 C26 1.397(11) . ? C25 H25A 0.9500 . ? C27 C28 1.516(11) . ? C27 C29 1.552(11) . ? C27 H27A 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C32 1.501(10) . ? C30 C31 1.532(11) . ? C30 H30A 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C38 1.388(10) . ? C33 C34 1.394(11) . ? C34 C35 1.384(11) . ? C34 H34A 0.9500 . ? C35 C36 1.381(11) . ? C35 H35A 0.9500 . ? C36 C37 1.389(11) . ? C36 H36A 0.9500 . ? C37 C38 1.407(11) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? 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 Ag1 Se1 128.7(2) . . ? C1 Ag1 Se2 125.5(2) . . ? Se1 Ag1 Se2 102.75(3) . . ? C1 Ag1 Se2 93.81(19) . 2_765 ? Se1 Ag1 Se2 107.97(4) . 2_765 ? Se2 Ag1 Se2 85.20(3) . 2_765 ? C1 Ag1 Ag2 142.08(19) . . ? Se1 Ag1 Ag2 54.02(3) . . ? Se2 Ag1 Ag2 55.74(3) . . ? Se2 Ag1 Ag2 122.62(3) 2_765 . ? C20 Ag2 Se1 136.0(2) . . ? C20 Ag2 Se2 119.1(2) . . ? Se1 Ag2 Se2 104.83(3) . . ? C20 Ag2 Ag1 154.3(2) . . ? Se1 Ag2 Ag1 55.39(3) . . ? Se2 Ag2 Ag1 56.75(3) . . ? C14 Se1 Ag2 99.7(2) . . ? C14 Se1 Ag1 104.4(3) . . ? Ag2 Se1 Ag1 70.59(3) . . ? C33 Se2 Ag2 105.5(2) . . ? C33 Se2 Ag1 108.6(2) . . ? Ag2 Se2 Ag1 67.51(3) . . ? C33 Se2 Ag1 121.1(2) . 2_765 ? Ag2 Se2 Ag1 133.42(4) . 2_765 ? Ag1 Se2 Ag1 94.80(3) . 2_765 ? C1 N1 C2 111.9(6) . . ? C1 N1 C8 122.3(6) . . ? C2 N1 C8 125.8(7) . . ? C1 N2 C7 112.0(6) . . ? C1 N2 C11 122.4(6) . . ? C7 N2 C11 125.5(7) . . ? C20 N3 C26 111.1(7) . . ? C20 N3 C27 122.2(7) . . ? C26 N3 C27 126.7(7) . . ? C20 N4 C21 110.1(6) . . ? C20 N4 C30 128.1(7) . . ? C21 N4 C30 121.5(6) . . ? N2 C1 N1 104.9(6) . . ? N2 C1 Ag1 127.9(5) . . ? N1 C1 Ag1 124.3(5) . . ? N1 C2 C7 107.2(7) . . ? N1 C2 C3 132.5(8) . . ? C7 C2 C3 120.3(8) . . ? C4 C3 C2 117.2(8) . . ? C4 C3 H3A 121.4 . . ? C2 C3 H3A 121.4 . . ? C3 C4 C5 121.1(8) . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C6 C5 C4 121.3(8) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C7 C6 C5 118.4(8) . . ? C7 C6 H6A 120.8 . . ? C5 C6 H6A 120.8 . . ? C6 C7 C2 121.7(8) . . ? C6 C7 N2 134.3(8) . . ? C2 C7 N2 103.9(7) . . ? N1 C8 C10 111.5(7) . . ? N1 C8 C9 110.3(7) . . ? C10 C8 C9 115.3(8) . . ? N1 C8 H8A 106.4 . . ? C10 C8 H8A 106.4 . . ? C9 C8 H8A 106.4 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C13 111.3(6) . . ? N2 C11 C12 110.5(6) . . ? C13 C11 C12 112.6(7) . . ? N2 C11 H11A 107.4 . . ? C13 C11 H11A 107.4 . . ? C12 C11 H11A 107.4 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 119.8(8) . . ? C15 C14 Se1 122.1(6) . . ? C19 C14 Se1 118.1(6) . . ? C14 C15 C16 118.9(8) . . ? C14 C15 H15A 120.5 . . ? C16 C15 H15A 120.5 . . ? C15 C16 C17 122.6(9) . . ? C15 C16 H16A 118.7 . . ? C17 C16 H16A 118.7 . . ? C16 C17 C18 117.7(8) . . ? C16 C17 H17A 121.2 . . ? C18 C17 H17A 121.2 . . ? C19 C18 C17 120.1(8) . . ? C19 C18 H18A 120.0 . . ? C17 C18 H18A 120.0 . . ? C14 C19 C18 120.9(8) . . ? C14 C19 H19A 119.5 . . ? C18 C19 H19A 119.5 . . ? N3 C20 N4 106.4(7) . . ? N3 C20 Ag2 124.8(6) . . ? N4 C20 Ag2 128.7(6) . . ? C26 C21 N4 106.8(7) . . ? C26 C21 C22 121.3(8) . . ? N4 C21 C22 131.9(8) . . ? C23 C22 C21 116.7(8) . . ? C23 C22 H22A 121.7 . . ? C21 C22 H22A 121.7 . . ? C24 C23 C22 121.8(8) . . ? C24 C23 H23A 119.1 . . ? C22 C23 H23A 119.1 . . ? C23 C24 C25 122.2(8) . . ? C23 C24 H24A 118.9 . . ? C25 C24 H24A 118.9 . . ? C26 C25 C24 116.2(8) . . ? C26 C25 H25A 121.9 . . ? C24 C25 H25A 121.9 . . ? C21 C26 C25 121.8(8) . . ? C21 C26 N3 105.7(7) . . ? C25 C26 N3 132.6(8) . . ? N3 C27 C28 111.8(7) . . ? N3 C27 C29 110.8(7) . . ? C28 C27 C29 113.5(7) . . ? N3 C27 H27A 106.8 . . ? C28 C27 H27A 106.8 . . ? C29 C27 H27A 106.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N4 C30 C32 112.6(6) . . ? N4 C30 C31 108.4(6) . . ? C32 C30 C31 112.9(7) . . ? N4 C30 H30A 107.6 . . ? C32 C30 H30A 107.6 . . ? C31 C30 H30A 107.6 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C38 C33 C34 119.7(8) . . ? C38 C33 Se2 120.6(6) . . ? C34 C33 Se2 119.7(6) . . ? C35 C34 C33 119.8(8) . . ? C35 C34 H34A 120.1 . . ? C33 C34 H34A 120.1 . . ? C36 C35 C34 121.3(8) . . ? C36 C35 H35A 119.4 . . ? C34 C35 H35A 119.4 . . ? C35 C36 C37 119.3(8) . . ? C35 C36 H36A 120.3 . . ? C37 C36 H36A 120.3 . . ? C36 C37 C38 120.1(8) . . ? C36 C37 H37A 120.0 . . ? C38 C37 H37A 120.0 . . ? C33 C38 C37 119.9(8) . . ? C33 C38 H38A 120.1 . . ? C37 C38 H38A 120.1 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.835 _refine_diff_density_min -0.869 _refine_diff_density_rms 0.192 data_b10118r _database_code_depnum_ccdc_archive 'CCDC 849038' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H69 Cu3 N6 S3' _chemical_formula_weight 1124.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z+1/2' '-x+y, y, z+1/2' 'x, x-y, z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+5/6' '-x+y+2/3, y+1/3, z+5/6' 'x+2/3, x-y+1/3, z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+7/6' '-x+y+1/3, y+2/3, z+7/6' 'x+1/3, x-y+2/3, z+7/6' _cell_length_a 15.5206(6) _cell_length_b 15.5206(6) _cell_length_c 40.620(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8474.1(7) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8371 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 19.87 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3528 _exptl_absorpt_coefficient_mu 1.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8975 _exptl_absorpt_correction_T_max 0.9392 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 74433 _diffrn_reflns_av_R_equivalents 0.0899 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -54 _diffrn_reflns_limit_l_max 54 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 28.71 _reflns_number_total 4866 _reflns_number_gt 3987 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0330P)^2^+3.2775P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.006(10) _refine_ls_number_reflns 4866 _refine_ls_number_parameters 212 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0742 _refine_ls_wR_factor_gt 0.0664 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _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 S1 S 0.89870(5) 0.05286(5) 0.833985(18) 0.03497(16) Uani 1 1 d . . . Cu1 Cu 1.05808(2) 0.16734(2) 0.845498(6) 0.03025(8) Uani 1 1 d . . . N2 N 1.11356(16) 0.37852(15) 0.84122(5) 0.0296(4) Uani 1 1 d . . . N1 N 1.09643(16) 0.33063(16) 0.89207(5) 0.0329(5) Uani 1 1 d . . . C1 C 1.09273(19) 0.29847(19) 0.86075(6) 0.0311(5) Uani 1 1 d . . . C14 C 0.8179(2) 0.0991(2) 0.84429(7) 0.0335(6) Uani 1 1 d . . . C3 C 1.1550(2) 0.5577(2) 0.85193(9) 0.0459(8) Uani 1 1 d . . . H3A H 1.1620 0.5794 0.8297 0.055 Uiso 1 1 calc R . . C2 C 1.12894(18) 0.46015(19) 0.85998(7) 0.0321(6) Uani 1 1 d . . . C7 C 1.11766(19) 0.4293(2) 0.89262(7) 0.0355(6) Uani 1 1 d . . . C5 C 1.1603(2) 0.5900(2) 0.91057(10) 0.0581(10) Uani 1 1 d . . . H5A H 1.1729 0.6364 0.9277 0.070 Uiso 1 1 calc R . . C6 C 1.1327(2) 0.4935(2) 0.91856(9) 0.0491(8) Uani 1 1 d . . . H6A H 1.1244 0.4718 0.9408 0.059 Uiso 1 1 calc R . . C16 C 0.7907(3) 0.2385(3) 0.84969(12) 0.0708(12) Uani 1 1 d . . . H16A H 0.8160 0.3081 0.8480 0.085 Uiso 1 1 calc R . . C17 C 0.6941(3) 0.1776(3) 0.85936(9) 0.0582(9) Uani 1 1 d . . . H17A H 0.6530 0.2043 0.8655 0.070 Uiso 1 1 calc R . . C11 C 1.1191(2) 0.3746(2) 0.80485(6) 0.0366(6) Uani 1 1 d . . . H11A H 1.0969 0.3042 0.7987 0.044 Uiso 1 1 calc R . . C13 C 1.0497(3) 0.4034(3) 0.78782(8) 0.0617(10) Uani 1 1 d . . . H13A H 0.9831 0.3658 0.7975 0.093 Uiso 1 1 calc R . . H13B H 1.0461 0.3880 0.7643 0.093 Uiso 1 1 calc R . . H13C H 1.0751 0.4748 0.7907 0.093 Uiso 1 1 calc R . . C12 C 1.2258(2) 0.4382(2) 0.79307(8) 0.0487(7) Uani 1 1 d . . . H12A H 1.2685 0.4182 0.8046 0.073 Uiso 1 1 calc R . . H12B H 1.2487 0.5084 0.7977 0.073 Uiso 1 1 calc R . . H12C H 1.2290 0.4291 0.7693 0.073 Uiso 1 1 calc R . . C8 C 1.0703(3) 0.2685(2) 0.92206(7) 0.0465(8) Uani 1 1 d . . . H8A H 1.1046 0.3138 0.9411 0.056 Uiso 1 1 calc R . . C4 C 1.1702(2) 0.6212(2) 0.87816(11) 0.0607(10) Uani 1 1 d . . . H4A H 1.1880 0.6882 0.8737 0.073 Uiso 1 1 calc R . . C18 C 0.6584(2) 0.0770(3) 0.85999(9) 0.0544(9) Uani 1 1 d . . . H18A H 0.5906 0.0333 0.8655 0.065 Uiso 1 1 calc R . . C10 C 1.1069(3) 0.1936(3) 0.92033(9) 0.0668(11) Uani 1 1 d . . . H10A H 1.1765 0.2276 0.9131 0.100 Uiso 1 1 calc R . . H10B H 1.0660 0.1408 0.9047 0.100 Uiso 1 1 calc R . . H10C H 1.1018 0.1645 0.9422 0.100 Uiso 1 1 calc R . . C15 C 0.8520(2) 0.2000(2) 0.84234(11) 0.0621(10) Uani 1 1 d . . . H15A H 0.9188 0.2439 0.8358 0.075 Uiso 1 1 calc R . . C19 C 0.7191(2) 0.0374(2) 0.85276(8) 0.0430(7) Uani 1 1 d . . . H19A H 0.6927 -0.0325 0.8536 0.052 Uiso 1 1 calc R . . C9 C 0.9600(3) 0.2177(3) 0.92848(9) 0.0674(11) Uani 1 1 d . . . H9A H 0.9391 0.2677 0.9296 0.101 Uiso 1 1 calc R . . H9B H 0.9449 0.1817 0.9494 0.101 Uiso 1 1 calc R . . H9C H 0.9242 0.1708 0.9106 0.101 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 S1 0.0271(3) 0.0264(3) 0.0497(4) 0.0001(3) 0.0020(3) 0.0121(3) Cu1 0.02966(18) 0.02438(14) 0.03701(15) -0.00093(13) -0.00143(15) 0.01373(14) N2 0.0269(11) 0.0229(11) 0.0363(12) -0.0043(9) -0.0015(9) 0.0104(9) N1 0.0345(12) 0.0340(12) 0.0308(11) -0.0034(9) -0.0003(9) 0.0176(10) C1 0.0283(12) 0.0302(13) 0.0335(14) -0.0010(11) -0.0004(11) 0.0135(11) C14 0.0314(15) 0.0317(14) 0.0377(14) -0.0016(11) -0.0056(11) 0.0160(12) C3 0.0380(16) 0.0284(14) 0.068(2) -0.0029(14) 0.0096(14) 0.0139(12) C2 0.0212(12) 0.0240(13) 0.0477(15) -0.0055(11) 0.0023(11) 0.0087(11) C7 0.0224(13) 0.0316(14) 0.0473(16) -0.0102(12) -0.0021(11) 0.0097(11) C5 0.0399(17) 0.0399(18) 0.076(3) -0.0283(17) 0.0124(16) 0.0062(14) C6 0.0308(15) 0.0486(19) 0.0564(19) -0.0219(15) 0.0050(14) 0.0112(14) C16 0.048(2) 0.0402(19) 0.135(4) -0.010(2) -0.016(2) 0.0306(17) C17 0.049(2) 0.062(2) 0.082(3) -0.0105(19) -0.0086(18) 0.0410(18) C11 0.0390(15) 0.0346(15) 0.0324(14) -0.0020(11) -0.0042(12) 0.0155(12) C13 0.057(2) 0.078(3) 0.051(2) 0.0075(17) -0.0104(17) 0.035(2) C12 0.0479(18) 0.0465(18) 0.0471(17) 0.0027(14) 0.0086(14) 0.0201(15) C8 0.060(2) 0.0514(19) 0.0339(16) -0.0005(13) 0.0023(14) 0.0318(17) C4 0.0493(19) 0.0270(15) 0.094(3) -0.0133(17) 0.0190(18) 0.0106(14) C18 0.0371(17) 0.055(2) 0.075(2) 0.0051(17) 0.0110(15) 0.0262(16) C10 0.094(3) 0.087(3) 0.048(2) 0.0176(19) 0.006(2) 0.067(3) C15 0.0333(18) 0.0352(17) 0.120(3) 0.000(2) -0.004(2) 0.0185(14) C19 0.0358(16) 0.0370(16) 0.0563(19) 0.0026(13) 0.0048(14) 0.0184(13) C9 0.065(2) 0.079(3) 0.064(2) 0.030(2) 0.0290(19) 0.040(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 S1 C14 1.778(3) . ? S1 Cu1 2.2409(8) 2_645 ? S1 Cu1 2.2583(8) . ? Cu1 C1 1.929(3) . ? Cu1 S1 2.2409(8) 3_765 ? N2 C1 1.370(3) . ? N2 C2 1.393(3) . ? N2 C11 1.483(3) . ? N1 C1 1.357(3) . ? N1 C7 1.396(3) . ? N1 C8 1.479(3) . ? C14 C15 1.382(4) . ? C14 C19 1.385(4) . ? C3 C4 1.390(5) . ? C3 C2 1.396(4) . ? C3 H3A 0.9500 . ? C2 C7 1.391(4) . ? C7 C6 1.387(4) . ? C5 C6 1.375(5) . ? C5 C4 1.385(6) . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C16 C17 1.371(5) . ? C16 C15 1.386(5) . ? C16 H16A 0.9500 . ? C17 C18 1.371(5) . ? C17 H17A 0.9500 . ? C11 C12 1.520(4) . ? C11 C13 1.523(4) . ? C11 H11A 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C8 C9 1.507(5) . ? C8 C10 1.529(4) . ? C8 H8A 1.0000 . ? C4 H4A 0.9500 . ? C18 C19 1.390(4) . ? C18 H18A 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C15 H15A 0.9500 . ? C19 H19A 0.9500 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? 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 C14 S1 Cu1 112.65(10) . 2_645 ? C14 S1 Cu1 110.47(9) . . ? Cu1 S1 Cu1 123.12(4) 2_645 . ? C1 Cu1 S1 130.65(8) . 3_765 ? C1 Cu1 S1 120.97(8) . . ? S1 Cu1 S1 108.33(4) 3_765 . ? C1 N2 C2 111.3(2) . . ? C1 N2 C11 122.1(2) . . ? C2 N2 C11 126.5(2) . . ? C1 N1 C7 111.2(2) . . ? C1 N1 C8 125.8(2) . . ? C7 N1 C8 122.6(2) . . ? N1 C1 N2 105.2(2) . . ? N1 C1 Cu1 128.86(19) . . ? N2 C1 Cu1 125.86(18) . . ? C15 C14 C19 117.5(3) . . ? C15 C14 S1 119.7(2) . . ? C19 C14 S1 122.7(2) . . ? C4 C3 C2 116.4(3) . . ? C4 C3 H3A 121.8 . . ? C2 C3 H3A 121.8 . . ? C7 C2 N2 105.9(2) . . ? C7 C2 C3 121.0(3) . . ? N2 C2 C3 133.1(3) . . ? C6 C7 C2 122.0(3) . . ? C6 C7 N1 131.5(3) . . ? C2 C7 N1 106.4(2) . . ? C6 C5 C4 121.7(3) . . ? C6 C5 H5A 119.2 . . ? C4 C5 H5A 119.2 . . ? C5 C6 C7 116.9(3) . . ? C5 C6 H6A 121.6 . . ? C7 C6 H6A 121.6 . . ? C17 C16 C15 121.0(3) . . ? C17 C16 H16A 119.5 . . ? C15 C16 H16A 119.5 . . ? C16 C17 C18 118.1(3) . . ? C16 C17 H17A 121.0 . . ? C18 C17 H17A 121.0 . . ? N2 C11 C12 110.7(2) . . ? N2 C11 C13 112.1(2) . . ? C12 C11 C13 111.5(3) . . ? N2 C11 H11A 107.4 . . ? C12 C11 H11A 107.4 . . ? C13 C11 H11A 107.4 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C8 C9 110.6(3) . . ? N1 C8 C10 111.9(3) . . ? C9 C8 C10 111.6(3) . . ? N1 C8 H8A 107.5 . . ? C9 C8 H8A 107.5 . . ? C10 C8 H8A 107.5 . . ? C5 C4 C3 122.1(3) . . ? C5 C4 H4A 119.0 . . ? C3 C4 H4A 119.0 . . ? C17 C18 C19 121.5(3) . . ? C17 C18 H18A 119.3 . . ? C19 C18 H18A 119.3 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C14 C15 C16 121.3(3) . . ? C14 C15 H15A 119.3 . . ? C16 C15 H15A 119.3 . . ? C14 C19 C18 120.5(3) . . ? C14 C19 H19A 119.7 . . ? C18 C19 H19A 119.7 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.71 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.260 _refine_diff_density_min -0.275 _refine_diff_density_rms 0.050 data_b10122r3c _database_code_depnum_ccdc_archive 'CCDC 849039' #TrackingRef '- Corrigan_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H69 Cu3 N6 Se3' _chemical_formula_weight 1265.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z+1/2' '-x+y, y, z+1/2' 'x, x-y, z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+5/6' '-x+y+2/3, y+1/3, z+5/6' 'x+2/3, x-y+1/3, z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+7/6' '-x+y+1/3, y+2/3, z+7/6' 'x+1/3, x-y+2/3, z+7/6' _cell_length_a 15.5939(5) _cell_length_b 15.5939(5) _cell_length_c 40.870(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8606.8(6) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9899 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 22.38 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3852 _exptl_absorpt_coefficient_mu 3.045 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6513 _exptl_absorpt_correction_T_max 0.7775 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 77705 _diffrn_reflns_av_R_equivalents 0.0756 _diffrn_reflns_av_sigmaI/netI 0.0412 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -55 _diffrn_reflns_limit_l_max 55 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.72 _reflns_number_total 4952 _reflns_number_gt 4101 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0305P)^2^+9.1448P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.001(9) _refine_ls_number_reflns 4952 _refine_ls_number_parameters 212 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.0715 _refine_ls_wR_factor_gt 0.0649 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 Se1 Se 0.89928(2) 0.05858(2) 0.984644(7) 0.03460(10) Uani 1 1 d . . . Cu1 Cu 0.82507(3) -0.10973(3) 0.998704(8) 0.03018(11) Uani 1 1 d . . . N1 N 0.61736(18) -0.2662(2) 0.99267(6) 0.0293(6) Uani 1 1 d . . . N2 N 0.6594(2) -0.2377(2) 1.04372(6) 0.0341(6) Uani 1 1 d . . . C1 C 0.6939(2) -0.2061(2) 1.01299(8) 0.0327(7) Uani 1 1 d . . . C2 C 0.5357(2) -0.3349(2) 1.01035(8) 0.0325(7) Uani 1 1 d . . . C3 C 0.4405(2) -0.4086(3) 1.00089(10) 0.0416(8) Uani 1 1 d . . . H3A H 0.4215 -0.4219 0.9786 0.050 Uiso 1 1 calc R . . C4 C 0.3756(3) -0.4609(3) 1.02616(12) 0.0520(11) Uani 1 1 d . . . H4A H 0.3101 -0.5113 1.0209 0.062 Uiso 1 1 calc R . . C5 C 0.4029(3) -0.4423(3) 1.05876(12) 0.0533(11) Uani 1 1 d . . . H5A H 0.3555 -0.4797 1.0751 0.064 Uiso 1 1 calc R . . C6 C 0.4968(3) -0.3710(3) 1.06811(10) 0.0447(9) Uani 1 1 d . . . H6A H 0.5157 -0.3589 1.0905 0.054 Uiso 1 1 calc R . . C7 C 0.5627(2) -0.3175(2) 1.04303(9) 0.0354(7) Uani 1 1 d . . . C8 C 0.6250(3) -0.2547(3) 0.95674(8) 0.0363(8) Uani 1 1 d . . . H8A H 0.6952 -0.2043 0.9517 0.044 Uiso 1 1 calc R . . C9 C 0.6037(4) -0.3499(3) 0.93970(11) 0.0656(13) Uani 1 1 d . . . H9A H 0.6453 -0.3743 0.9492 0.098 Uiso 1 1 calc R . . H9B H 0.6184 -0.3371 0.9163 0.098 Uiso 1 1 calc R . . H9C H 0.5338 -0.3999 0.9426 0.098 Uiso 1 1 calc R . . C10 C 0.5612(3) -0.2142(3) 0.94397(10) 0.0473(9) Uani 1 1 d . . . H10A H 0.5781 -0.1526 0.9555 0.071 Uiso 1 1 calc R . . H10B H 0.4913 -0.2628 0.9477 0.071 Uiso 1 1 calc R . . H10C H 0.5730 -0.2009 0.9205 0.071 Uiso 1 1 calc R . . C11 C 0.7180(3) -0.2004(3) 1.07424(9) 0.0510(10) Uani 1 1 d . . . H11A H 0.6708 -0.2126 1.0926 0.061 Uiso 1 1 calc R . . C12 C 0.7709(4) -0.2577(4) 1.08157(13) 0.0745(15) Uani 1 1 d . . . H12A H 0.7228 -0.3288 1.0818 0.112 Uiso 1 1 calc R . . H12B H 0.8033 -0.2376 1.1030 0.112 Uiso 1 1 calc R . . H12C H 0.8209 -0.2436 1.0647 0.112 Uiso 1 1 calc R . . C13 C 0.7912(4) -0.0895(3) 1.07281(11) 0.0706(14) Uani 1 1 d . . . H13A H 0.7565 -0.0546 1.0659 0.106 Uiso 1 1 calc R . . H13B H 0.8437 -0.0765 1.0571 0.106 Uiso 1 1 calc R . . H13C H 0.8203 -0.0660 1.0945 0.106 Uiso 1 1 calc R . . C14 C 0.8155(2) 0.1100(2) 0.99836(8) 0.0337(7) Uani 1 1 d . . . C15 C 0.7162(2) 0.0498(3) 1.00499(10) 0.0413(8) Uani 1 1 d . . . H15A H 0.6878 -0.0201 1.0038 0.050 Uiso 1 1 calc R . . C16 C 0.6569(3) 0.0897(3) 1.01350(11) 0.0519(10) Uani 1 1 d . . . H16A H 0.5883 0.0470 1.0176 0.062 Uiso 1 1 calc R . . C17 C 0.6967(3) 0.1902(3) 1.01603(13) 0.0651(13) Uani 1 1 d . . . H17A H 0.6566 0.2175 1.0221 0.078 Uiso 1 1 calc R . . C18 C 0.7953(3) 0.2505(3) 1.00965(18) 0.093(2) Uani 1 1 d . . . H18A H 0.8239 0.3202 1.0115 0.111 Uiso 1 1 calc R . . C19 C 0.8541(3) 0.2108(3) 1.00047(14) 0.0683(14) Uani 1 1 d . . . H19A H 0.9220 0.2540 0.9956 0.082 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Se1 0.02326(17) 0.02406(17) 0.0550(3) -0.00394(16) 0.00161(15) 0.01074(14) Cu1 0.02258(19) 0.0257(2) 0.0395(3) -0.00186(17) 0.00151(18) 0.01006(16) N1 0.0237(13) 0.0288(14) 0.0357(14) 0.0033(11) 0.0048(11) 0.0133(11) N2 0.0278(14) 0.0382(15) 0.0360(15) 0.0053(12) 0.0069(12) 0.0163(12) C1 0.0282(16) 0.0297(17) 0.043(2) -0.0017(14) 0.0009(14) 0.0164(14) C2 0.0241(15) 0.0294(17) 0.0482(19) 0.0047(14) 0.0040(14) 0.0164(13) C3 0.0268(17) 0.0337(18) 0.061(2) 0.0047(17) 0.0021(16) 0.0131(15) C4 0.0284(19) 0.039(2) 0.082(3) 0.018(2) 0.0068(19) 0.0123(16) C5 0.037(2) 0.053(2) 0.076(3) 0.030(2) 0.026(2) 0.027(2) C6 0.041(2) 0.050(2) 0.051(2) 0.0178(18) 0.0172(17) 0.0287(19) C7 0.0305(17) 0.0350(18) 0.047(2) 0.0071(15) 0.0075(15) 0.0215(15) C8 0.0348(18) 0.0409(19) 0.0342(18) -0.0014(15) 0.0019(14) 0.0197(16) C9 0.098(4) 0.067(3) 0.048(2) -0.012(2) 0.002(2) 0.054(3) C10 0.047(2) 0.058(3) 0.044(2) 0.0063(18) 0.0006(17) 0.031(2) C11 0.040(2) 0.064(3) 0.037(2) 0.0002(18) 0.0004(17) 0.0165(19) C12 0.074(3) 0.073(3) 0.077(3) 0.006(3) -0.028(3) 0.037(3) C13 0.091(4) 0.056(3) 0.052(3) -0.020(2) -0.018(3) 0.027(3) C14 0.0307(17) 0.0269(16) 0.0412(19) -0.0022(13) -0.0072(14) 0.0126(14) C15 0.0282(18) 0.0307(18) 0.063(2) -0.0032(17) 0.0044(16) 0.0130(15) C16 0.0310(19) 0.049(2) 0.076(3) -0.001(2) 0.0085(18) 0.0201(18) C17 0.042(2) 0.050(3) 0.116(4) -0.014(3) -0.003(2) 0.032(2) C18 0.040(2) 0.034(2) 0.209(7) -0.015(3) 0.002(3) 0.021(2) C19 0.0289(19) 0.0267(19) 0.151(5) 0.000(3) 0.004(3) 0.0153(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Se1 C14 1.927(3) . ? Se1 Cu1 2.3495(5) . ? Se1 Cu1 2.3711(5) 3_765 ? Cu1 C1 1.926(3) . ? Cu1 Se1 2.3711(5) 2_645 ? N1 C1 1.369(4) . ? N1 C2 1.388(4) . ? N1 C8 1.477(4) . ? N2 C1 1.358(4) . ? N2 C7 1.395(4) . ? N2 C11 1.482(5) . ? C2 C7 1.386(5) . ? C2 C3 1.403(5) . ? C3 C4 1.390(5) . ? C3 H3A 0.9500 . ? C4 C5 1.384(6) . ? C4 H4A 0.9500 . ? C5 C6 1.379(6) . ? C5 H5A 0.9500 . ? C6 C7 1.395(5) . ? C6 H6A 0.9500 . ? C8 C10 1.513(5) . ? C8 C9 1.519(5) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.518(6) . ? C11 C13 1.525(6) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C19 1.377(5) . ? C14 C15 1.377(5) . ? C15 C16 1.394(5) . ? C15 H15A 0.9500 . ? C16 C17 1.370(6) . ? C16 H16A 0.9500 . ? C17 C18 1.367(6) . ? C17 H17A 0.9500 . ? C18 C19 1.389(6) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? 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 C14 Se1 Cu1 109.63(10) . . ? C14 Se1 Cu1 108.58(10) . 3_765 ? Cu1 Se1 Cu1 122.35(2) . 3_765 ? C1 Cu1 Se1 133.11(9) . . ? C1 Cu1 Se1 120.43(9) . 2_645 ? Se1 Cu1 Se1 105.97(2) . 2_645 ? C1 N1 C2 111.2(3) . . ? C1 N1 C8 122.0(3) . . ? C2 N1 C8 126.8(3) . . ? C1 N2 C7 111.1(3) . . ? C1 N2 C11 125.5(3) . . ? C7 N2 C11 123.1(3) . . ? N2 C1 N1 105.1(3) . . ? N2 C1 Cu1 129.6(2) . . ? N1 C1 Cu1 124.9(2) . . ? C7 C2 N1 106.2(3) . . ? C7 C2 C3 121.3(3) . . ? N1 C2 C3 132.5(3) . . ? C4 C3 C2 116.0(4) . . ? C4 C3 H3A 122.0 . . ? C2 C3 H3A 122.0 . . ? C5 C4 C3 122.3(4) . . ? C5 C4 H4A 118.8 . . ? C3 C4 H4A 118.8 . . ? C6 C5 C4 121.8(4) . . ? C6 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? C5 C6 C7 116.5(4) . . ? C5 C6 H6A 121.7 . . ? C7 C6 H6A 121.7 . . ? C2 C7 C6 122.0(3) . . ? C2 C7 N2 106.3(3) . . ? C6 C7 N2 131.6(4) . . ? N1 C8 C10 111.4(3) . . ? N1 C8 C9 111.8(3) . . ? C10 C8 C9 112.5(3) . . ? N1 C8 H8A 106.9 . . ? C10 C8 H8A 106.9 . . ? C9 C8 H8A 106.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 110.2(4) . . ? N2 C11 C13 112.2(3) . . ? C12 C11 C13 110.9(4) . . ? N2 C11 H11A 107.8 . . ? C12 C11 H11A 107.8 . . ? C13 C11 H11A 107.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19 C14 C15 117.8(3) . . ? C19 C14 Se1 119.6(3) . . ? C15 C14 Se1 122.6(2) . . ? C14 C15 C16 121.0(3) . . ? C14 C15 H15A 119.5 . . ? C16 C15 H15A 119.5 . . ? C17 C16 C15 120.5(4) . . ? C17 C16 H16A 119.8 . . ? C15 C16 H16A 119.8 . . ? C18 C17 C16 118.9(4) . . ? C18 C17 H17A 120.6 . . ? C16 C17 H17A 120.6 . . ? C17 C18 C19 120.7(4) . . ? C17 C18 H18A 119.6 . . ? C19 C18 H18A 119.6 . . ? C14 C19 C18 121.1(4) . . ? C14 C19 H19A 119.5 . . ? C18 C19 H19A 119.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.72 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.638 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.082