# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email boomi@iiserpune.ac.in _publ_contact_author_name 'Ramamoorthy Boomishankar' loop_ _publ_author_name A.Gupta F.Chipam B.Ramamoorthy data_Compound2 _database_code_depnum_ccdc_archive 'CCDC 838978' #TrackingRef 'compound_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H15 N6 O P' _chemical_formula_weight 326.30 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+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' _cell_length_a 10.10120(10) _cell_length_b 10.10120(10) _cell_length_c 28.4343(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2512.57(7) _cell_formula_units_Z 6 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 0.177 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex II' _diffrn_measurement_method 'Omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12703 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0153 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 28.22 _reflns_number_total 1390 _reflns_number_gt 1295 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0777P)^2^+2.4435P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0048(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1390 _refine_ls_number_parameters 74 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0442 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1367 _refine_ls_wR_factor_gt 0.1346 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _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 P1 P 0.6667 0.3333 0.075238(19) 0.0228(2) Uani 1 3 d S . . O1 O 0.6667 0.3333 0.12714(6) 0.0304(4) Uani 1 3 d S . . N1 N 0.83890(13) 0.40053(14) 0.05212(4) 0.0268(3) Uani 1 1 d . . . N2 N 1.07295(16) 0.41885(18) 0.03905(5) 0.0412(4) Uani 1 1 d . . . H1 H 0.860(3) 0.450(3) 0.0286(10) 0.062 Uiso 1 1 d . . . C1 C 0.95190(16) 0.36803(16) 0.06732(5) 0.0289(3) Uani 1 1 d . . . C2 C 0.9394(2) 0.2891(3) 0.10887(7) 0.0505(5) Uani 1 1 d . . . H2 H 0.8531 0.2537 0.1278 0.061 Uiso 1 1 calc R . . C3 C 1.0575(3) 0.2648(4) 0.12127(9) 0.0786(9) Uani 1 1 d . . . H3 H 1.0520 0.2127 0.1488 0.094 Uiso 1 1 calc R . . C4 C 1.1830(3) 0.3180(4) 0.09268(10) 0.0888(11) Uani 1 1 d . . . H4 H 1.2641 0.3031 0.1004 0.107 Uiso 1 1 calc R . . C5 C 1.1859(3) 0.3936(4) 0.05245(9) 0.0679(8) Uani 1 1 d . . . H5 H 1.2715 0.4297 0.0332 0.081 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 P1 0.0240(3) 0.0240(3) 0.0204(3) 0.000 0.000 0.01198(13) O1 0.0353(6) 0.0353(6) 0.0208(8) 0.000 0.000 0.0176(3) N1 0.0247(5) 0.0299(6) 0.0252(6) 0.0068(4) 0.0015(4) 0.0133(5) N2 0.0323(7) 0.0556(9) 0.0396(7) 0.0192(6) 0.0084(5) 0.0250(6) C1 0.0266(6) 0.0298(7) 0.0304(7) 0.0062(5) 0.0018(5) 0.0142(5) C2 0.0438(9) 0.0708(13) 0.0479(10) 0.0327(9) 0.0164(8) 0.0368(9) C3 0.0676(14) 0.126(2) 0.0708(15) 0.0627(16) 0.0264(12) 0.0696(16) C4 0.0634(15) 0.150(3) 0.0873(17) 0.070(2) 0.0285(13) 0.0790(19) C5 0.0459(11) 0.110(2) 0.0653(13) 0.0448(13) 0.0232(10) 0.0523(13) _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 P1 O1 1.4759(17) . ? P1 N1 1.6548(12) 3_665 ? P1 N1 1.6548(12) 2_655 ? P1 N1 1.6549(12) . ? N1 C1 1.4043(18) . ? N2 C1 1.3332(19) . ? N2 C5 1.343(2) . ? C1 C2 1.395(2) . ? C2 C3 1.379(3) . ? C3 C4 1.369(3) . ? C4 C5 1.367(3) . ? 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 O1 P1 N1 113.40(4) . 3_665 ? O1 P1 N1 113.40(4) . 2_655 ? N1 P1 N1 105.27(5) 3_665 2_655 ? O1 P1 N1 113.40(4) . . ? N1 P1 N1 105.27(5) 3_665 . ? N1 P1 N1 105.27(5) 2_655 . ? C1 N1 P1 126.34(10) . . ? C1 N2 C5 117.28(14) . . ? N2 C1 C2 122.31(14) . . ? N2 C1 N1 114.87(12) . . ? C2 C1 N1 122.82(13) . . ? C3 C2 C1 118.61(17) . . ? C4 C3 C2 119.46(18) . . ? C5 C4 C3 118.2(2) . . ? N2 C5 C4 124.08(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N2 0.79(3) 2.24(3) 3.0359(18) 177(3) 10_765 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.22 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.560 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.060 # Attachment 'compound_3.cif' data_Compound3 _database_code_depnum_ccdc_archive 'CCDC 838979' #TrackingRef 'compound_3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H19 N8 P' _chemical_formula_weight 402.40 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.5960(16) _cell_length_b 19.395(3) _cell_length_c 11.0279(17) _cell_angle_alpha 90.00 _cell_angle_beta 105.198(4) _cell_angle_gamma 90.00 _cell_volume 1980.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.163 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method 'Omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24992 _diffrn_reflns_av_R_equivalents 0.0810 _diffrn_reflns_av_sigmaI/netI 0.0730 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 28.40 _reflns_number_total 4720 _reflns_number_gt 2799 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0509P)^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 4720 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0749 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1080 _refine_ls_wR_factor_gt 0.1002 _refine_ls_goodness_of_fit_ref 0.911 _refine_ls_restrained_S_all 0.911 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.73134(4) 0.77375(2) 0.21996(4) 0.02986(14) Uani 1 1 d . . . N1 N 0.57148(13) 0.79903(7) 0.14004(13) 0.0342(4) Uani 1 1 d . . . H1 H 0.5516 0.7936 0.0599 0.041 Uiso 1 1 calc R . . N2 N 0.81477(13) 0.83637(7) 0.30883(12) 0.0323(3) Uani 1 1 d . . . H2 H 0.8391 0.8296 0.3887 0.039 Uiso 1 1 calc R . . N3 N 0.71507(14) 0.71957(7) 0.33036(13) 0.0350(4) Uani 1 1 d . . . H3 H 0.7557 0.7303 0.4072 0.042 Uiso 1 1 calc R . . N4 N 0.79920(13) 0.74418(7) 0.11539(12) 0.0312(3) Uani 1 1 d . . . N12 N 0.34378(15) 0.84508(8) 0.09811(15) 0.0482(4) Uani 1 1 d . . . N22 N 0.91012(18) 0.94559(8) 0.35590(15) 0.0558(5) Uani 1 1 d . . . N32 N 0.56627(15) 0.64070(7) 0.38985(13) 0.0379(4) Uani 1 1 d . . . N42 N 0.98594(15) 0.70281(8) 0.04226(13) 0.0403(4) Uani 1 1 d . . . C11 C 0.46305(17) 0.82853(9) 0.18673(17) 0.0341(4) Uani 1 1 d . . . C13 C 0.2357(2) 0.87252(11) 0.1366(2) 0.0592(6) Uani 1 1 d . . . H13 H 0.1519 0.8840 0.0756 0.071 Uiso 1 1 calc R . . C14 C 0.2390(2) 0.88497(11) 0.2586(2) 0.0620(6) Uani 1 1 d . . . H14 H 0.1602 0.9043 0.2805 0.074 Uiso 1 1 calc R . . C15 C 0.3621(2) 0.86808(10) 0.3478(2) 0.0545(6) Uani 1 1 d . . . H15 H 0.3687 0.8761 0.4323 0.065 Uiso 1 1 calc R . . C16 C 0.47667(19) 0.83911(9) 0.31284(18) 0.0437(5) Uani 1 1 d . . . H16 H 0.5609 0.8270 0.3727 0.052 Uiso 1 1 calc R . . C21 C 0.84986(16) 0.90027(9) 0.26512(16) 0.0335(4) Uani 1 1 d . . . C23 C 0.9468(3) 1.00721(11) 0.3164(3) 0.0722(7) Uani 1 1 d . . . H23 H 0.9889 1.0397 0.3770 0.087 Uiso 1 1 calc R . . C24 C 0.9264(3) 1.02465(12) 0.1946(3) 0.0768(8) Uani 1 1 d . . . H24 H 0.9545 1.0676 0.1721 0.092 Uiso 1 1 calc R . . C25 C 0.8633(2) 0.97756(12) 0.1054(2) 0.0656(6) Uani 1 1 d . . . H25 H 0.8462 0.9886 0.0207 0.079 Uiso 1 1 calc R . . C26 C 0.82515(19) 0.91421(10) 0.14030(17) 0.0440(5) Uani 1 1 d . . . H26 H 0.7833 0.8814 0.0802 0.053 Uiso 1 1 calc R . . C31 C 0.63887(17) 0.65684(9) 0.30695(16) 0.0340(4) Uani 1 1 d . . . C33 C 0.4960(2) 0.58047(10) 0.37507(19) 0.0506(5) Uani 1 1 d . . . H33 H 0.4465 0.5684 0.4340 0.061 Uiso 1 1 calc R . . C34 C 0.4923(2) 0.53580(11) 0.2793(2) 0.0595(6) Uani 1 1 d . . . H34 H 0.4410 0.4947 0.2720 0.071 Uiso 1 1 calc R . . C35 C 0.5671(3) 0.55368(10) 0.1937(2) 0.0656(6) Uani 1 1 d . . . H35 H 0.5671 0.5244 0.1270 0.079 Uiso 1 1 calc R . . C36 C 0.6418(2) 0.61471(10) 0.20618(19) 0.0539(5) Uani 1 1 d . . . H36 H 0.6929 0.6274 0.1488 0.065 Uiso 1 1 calc R . . C41 C 0.94204(16) 0.72263(8) 0.14270(15) 0.0286(4) Uani 1 1 d . . . C43 C 1.12346(19) 0.68463(10) 0.05850(18) 0.0498(5) Uani 1 1 d . . . H43 H 1.1526 0.6719 -0.0124 0.060 Uiso 1 1 calc R . . C44 C 1.22437(19) 0.68334(10) 0.17113(19) 0.0454(5) Uani 1 1 d . . . H44 H 1.3197 0.6712 0.1773 0.054 Uiso 1 1 calc R . . C45 C 1.17939(19) 0.70072(9) 0.27483(18) 0.0448(5) Uani 1 1 d . . . H45 H 1.2442 0.6995 0.3540 0.054 Uiso 1 1 calc R . . C46 C 1.03869(18) 0.71992(9) 0.26239(16) 0.0388(5) Uani 1 1 d . . . H46 H 1.0076 0.7311 0.3331 0.047 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 P1 0.0260(2) 0.0399(3) 0.0221(3) -0.00030(19) 0.00340(17) 0.00038(19) N1 0.0267(8) 0.0536(9) 0.0209(8) -0.0034(6) 0.0035(6) 0.0048(6) N2 0.0346(8) 0.0437(9) 0.0166(8) -0.0022(6) 0.0029(6) -0.0024(6) N3 0.0398(8) 0.0412(8) 0.0202(8) -0.0003(6) 0.0012(6) -0.0053(7) N4 0.0273(7) 0.0459(9) 0.0200(8) 0.0001(6) 0.0053(6) 0.0047(6) N12 0.0331(9) 0.0636(11) 0.0475(11) 0.0120(8) 0.0097(7) 0.0103(8) N22 0.0661(11) 0.0448(10) 0.0538(12) -0.0140(8) 0.0106(9) -0.0054(8) N32 0.0367(8) 0.0453(9) 0.0293(9) 0.0015(7) 0.0045(7) -0.0065(7) N42 0.0318(8) 0.0633(10) 0.0246(9) -0.0021(7) 0.0051(6) 0.0126(7) C11 0.0296(9) 0.0386(10) 0.0355(12) 0.0020(8) 0.0109(8) 0.0004(7) C13 0.0361(12) 0.0740(15) 0.0690(18) 0.0225(12) 0.0166(10) 0.0169(10) C14 0.0488(14) 0.0588(14) 0.089(2) 0.0089(13) 0.0364(13) 0.0146(11) C15 0.0562(14) 0.0634(14) 0.0530(15) -0.0083(11) 0.0305(11) -0.0030(11) C16 0.0364(10) 0.0591(13) 0.0373(13) -0.0031(9) 0.0125(8) 0.0023(9) C21 0.0261(9) 0.0379(10) 0.0355(12) -0.0006(8) 0.0066(7) 0.0042(7) C23 0.0902(18) 0.0443(14) 0.080(2) -0.0204(13) 0.0180(14) -0.0113(12) C24 0.099(2) 0.0399(14) 0.094(2) 0.0101(14) 0.0314(16) -0.0020(13) C25 0.0752(16) 0.0657(16) 0.0537(16) 0.0184(12) 0.0130(12) 0.0059(13) C26 0.0515(12) 0.0467(12) 0.0307(12) 0.0049(9) 0.0054(8) -0.0033(9) C31 0.0317(9) 0.0370(10) 0.0291(11) 0.0012(8) 0.0004(7) 0.0033(8) C33 0.0503(12) 0.0514(13) 0.0479(14) 0.0008(10) 0.0093(9) -0.0132(10) C34 0.0682(15) 0.0423(12) 0.0654(17) -0.0039(11) 0.0129(12) -0.0143(11) C35 0.0935(18) 0.0453(13) 0.0600(17) -0.0182(11) 0.0235(13) -0.0101(12) C36 0.0743(15) 0.0485(12) 0.0455(14) -0.0090(10) 0.0273(11) -0.0055(11) C41 0.0267(9) 0.0341(9) 0.0232(10) 0.0004(7) 0.0033(7) 0.0000(7) C43 0.0356(11) 0.0794(15) 0.0354(13) 0.0003(10) 0.0113(9) 0.0173(10) C44 0.0289(10) 0.0605(13) 0.0433(13) 0.0036(10) 0.0033(8) 0.0094(9) C45 0.0354(11) 0.0544(12) 0.0349(12) -0.0024(9) -0.0082(8) 0.0050(9) C46 0.0363(10) 0.0520(11) 0.0245(11) -0.0033(8) 0.0017(7) 0.0070(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N4 1.5737(14) . ? P1 N1 1.6314(13) . ? P1 N2 1.6325(14) . ? P1 N3 1.6463(14) . ? N1 C11 1.399(2) . ? N2 C21 1.402(2) . ? N3 C31 1.408(2) . ? N4 C41 1.3884(19) . ? N12 C13 1.330(2) . ? N12 C11 1.335(2) . ? N22 C21 1.344(2) . ? N22 C23 1.350(3) . ? N32 C31 1.324(2) . ? N32 C33 1.337(2) . ? N42 C43 1.332(2) . ? N42 C41 1.341(2) . ? C11 C16 1.378(2) . ? C13 C14 1.360(3) . ? C14 C15 1.365(3) . ? C15 C16 1.376(2) . ? C21 C26 1.361(2) . ? C23 C24 1.348(3) . ? C24 C25 1.362(3) . ? C25 C26 1.366(3) . ? C31 C36 1.386(2) . ? C33 C34 1.360(3) . ? C34 C35 1.371(3) . ? C35 C36 1.372(3) . ? C41 C46 1.401(2) . ? C43 C44 1.360(2) . ? C44 C45 1.366(3) . ? C45 C46 1.372(2) . ? 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 N4 P1 N1 102.99(7) . . ? N4 P1 N2 118.62(7) . . ? N1 P1 N2 110.15(7) . . ? N4 P1 N3 116.55(7) . . ? N1 P1 N3 109.47(7) . . ? N2 P1 N3 99.06(7) . . ? C11 N1 P1 127.52(12) . . ? C21 N2 P1 125.11(12) . . ? C31 N3 P1 124.14(12) . . ? C41 N4 P1 121.69(11) . . ? C13 N12 C11 116.94(18) . . ? C21 N22 C23 115.86(18) . . ? C31 N32 C33 117.52(16) . . ? C43 N42 C41 118.67(15) . . ? N12 C11 C16 122.65(17) . . ? N12 C11 N1 114.00(16) . . ? C16 C11 N1 123.35(16) . . ? N12 C13 C14 124.72(19) . . ? C13 C14 C15 117.48(19) . . ? C14 C15 C16 120.0(2) . . ? C15 C16 C11 118.19(18) . . ? N22 C21 C26 123.38(17) . . ? N22 C21 N2 114.65(16) . . ? C26 C21 N2 121.96(16) . . ? C24 C23 N22 124.2(2) . . ? C23 C24 C25 118.2(2) . . ? C24 C25 C26 120.1(2) . . ? C21 C26 C25 118.35(19) . . ? N32 C31 C36 122.65(17) . . ? N32 C31 N3 114.81(15) . . ? C36 C31 N3 122.53(17) . . ? N32 C33 C34 124.1(2) . . ? C33 C34 C35 117.52(19) . . ? C34 C35 C36 120.2(2) . . ? C35 C36 C31 118.0(2) . . ? N42 C41 N4 114.41(13) . . ? N42 C41 C46 119.60(15) . . ? N4 C41 C46 125.99(16) . . ? N42 C43 C44 124.80(19) . . ? C43 C44 C45 117.02(17) . . ? C44 C45 C46 120.12(16) . . ? C45 C46 C41 119.69(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N32 0.86 2.30 2.985(2) 136.4 4_575 N2 H2 N42 0.86 2.00 2.7722(19) 149.0 4_576 N3 H3 N4 0.86 2.28 3.1138(19) 164.0 4_576 N3 H3 N42 0.86 2.66 3.361(2) 140.0 4_576 _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 28.40 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.248 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.044 # Attachment 'compound_4.cif' data_compound4 _database_code_depnum_ccdc_archive 'CCDC 838980' #TrackingRef 'compound_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63 H62 Ag5 Cl3 N16 O14 P2' _chemical_formula_weight 1974.93 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 27.1792(9) _cell_length_b 10.8631(4) _cell_length_c 24.8914(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7349.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.785 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3920 _exptl_absorpt_coefficient_mu 1.534 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method 'Omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 61244 _diffrn_reflns_av_R_equivalents 0.0875 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 23.25 _reflns_number_total 5276 _reflns_number_gt 4226 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0472P)^2^+22.5457P] 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 5276 _refine_ls_number_parameters 466 _refine_ls_number_restraints 392 _refine_ls_R_factor_all 0.0549 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1183 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.153 _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 0.231325(16) 0.11918(5) 0.08979(2) 0.06125(19) Uani 1 1 d . . . Ag2 Ag 0.271817(17) 0.11434(6) 0.20037(2) 0.0699(2) Uani 1 1 d . . . Ag3 Ag 0.2500 0.2500 -0.01489(3) 0.0625(2) Uani 1 2 d S . . P1 P 0.35159(5) 0.19634(15) 0.11174(6) 0.0459(4) Uani 1 1 d . . . N1 N 0.31179(16) 0.1274(4) 0.07526(18) 0.0462(11) Uani 1 1 d . . . N2 N 0.31996(15) 0.2767(5) 0.15324(18) 0.0484(12) Uani 1 1 d . . . N3 N 0.39274(17) 0.1060(5) 0.14169(19) 0.0530(13) Uani 1 1 d . . . H3N H 0.4224 0.1150 0.1303 0.064 Uiso 1 1 calc R . . N4 N 0.39080(16) 0.2764(5) 0.07470(19) 0.0534(13) Uani 1 1 d . . . H4N H 0.4214 0.2610 0.0805 0.064 Uiso 1 1 calc R . . N12 N 0.30142(19) 0.0978(5) -0.01635(19) 0.0579(13) Uani 1 1 d . . . N22 N 0.30549(19) 0.4079(5) 0.2234(2) 0.0624(14) Uani 1 1 d . . . N32 N 0.34422(19) 0.0098(5) 0.2075(2) 0.0639(14) Uani 1 1 d . . . N42 N 0.33587(18) 0.4104(5) 0.0306(2) 0.0579(13) Uani 1 1 d . . . C11 C 0.3262(2) 0.0668(6) 0.0280(2) 0.0532(15) Uani 1 1 d . . . C13 C 0.3117(3) 0.0368(7) -0.0626(3) 0.073(2) Uani 1 1 d . . . H13 H 0.2939 0.0565 -0.0933 0.088 Uiso 1 1 calc R . . C14 C 0.3472(3) -0.0524(8) -0.0660(3) 0.082(2) Uani 1 1 d . . . H14 H 0.3536 -0.0922 -0.0983 0.099 Uiso 1 1 calc R . . C15 C 0.3726(3) -0.0810(9) -0.0213(3) 0.094(3) Uani 1 1 d . . . H15 H 0.3974 -0.1397 -0.0228 0.113 Uiso 1 1 calc R . . C16 C 0.3621(3) -0.0242(7) 0.0263(3) 0.078(2) Uani 1 1 d . . . H16 H 0.3789 -0.0463 0.0574 0.094 Uiso 1 1 calc R . . C21 C 0.3399(2) 0.3505(6) 0.1936(2) 0.0511(15) Uani 1 1 d . . . C23 C 0.3197(3) 0.4809(8) 0.2643(3) 0.078(2) Uani 1 1 d . . . H23 H 0.2955 0.5185 0.2851 0.094 Uiso 1 1 calc R . . C24 C 0.3679(3) 0.5020(8) 0.2765(3) 0.080(2) Uani 1 1 d . . . H24 H 0.3767 0.5539 0.3046 0.095 Uiso 1 1 calc R . . C25 C 0.4030(3) 0.4442(8) 0.2460(3) 0.075(2) Uani 1 1 d . . . H25 H 0.4361 0.4565 0.2536 0.090 Uiso 1 1 calc R . . C26 C 0.3896(2) 0.3684(7) 0.2045(2) 0.0628(18) Uani 1 1 d . . . H26 H 0.4135 0.3294 0.1838 0.075 Uiso 1 1 calc R . . C31 C 0.3873(2) 0.0185(6) 0.1821(2) 0.0523(15) Uani 1 1 d . . . C33 C 0.3421(3) -0.0760(8) 0.2477(3) 0.087(2) Uani 1 1 d . . . H33 H 0.3123 -0.0853 0.2657 0.105 Uiso 1 1 calc R . . C34 C 0.3799(3) -0.1478(8) 0.2631(3) 0.092(3) Uani 1 1 d . . . H34 H 0.3766 -0.2023 0.2917 0.110 Uiso 1 1 calc R . . C35 C 0.4232(3) -0.1383(8) 0.2356(3) 0.087(2) Uani 1 1 d . . . H35 H 0.4498 -0.1881 0.2445 0.104 Uiso 1 1 calc R . . C36 C 0.4270(2) -0.0550(7) 0.1950(3) 0.0698(19) Uani 1 1 d . . . H36 H 0.4562 -0.0477 0.1759 0.084 Uiso 1 1 calc R . . C41 C 0.3815(2) 0.3651(5) 0.0355(2) 0.0506(14) Uani 1 1 d . . . C43 C 0.3287(3) 0.4953(7) -0.0082(3) 0.0685(18) Uani 1 1 d . . . H43 H 0.2971 0.5265 -0.0124 0.082 Uiso 1 1 calc R . . C44 C 0.3644(3) 0.5384(7) -0.0414(3) 0.077(2) Uani 1 1 d . . . H44 H 0.3576 0.5976 -0.0674 0.092 Uiso 1 1 calc R . . C45 C 0.4116(3) 0.4906(7) -0.0352(3) 0.079(2) Uani 1 1 d . . . H45 H 0.4371 0.5180 -0.0570 0.095 Uiso 1 1 calc R . . C46 C 0.4202(2) 0.4037(7) 0.0028(3) 0.0652(18) Uani 1 1 d . . . H46 H 0.4514 0.3703 0.0070 0.078 Uiso 1 1 calc R . . Cl1 Cl 0.2500 0.7500 0.36498(10) 0.0819(8) Uani 1 2 d SDU . . O11 O 0.2587(10) 0.7841(17) 0.4178(4) 0.178(10) Uani 0.50 1 d PDU A -1 O12 O 0.2167(7) 0.8248(16) 0.3400(7) 0.163(8) Uani 0.50 1 d PDU A -1 O13 O 0.2314(7) 0.6295(10) 0.3659(6) 0.160(7) Uani 0.50 1 d PDU A -1 O14 O 0.2941(6) 0.7406(19) 0.3381(10) 0.191(10) Uani 0.50 1 d PDU A -1 Cl2 Cl 0.02092(5) 0.77915(16) 0.37106(6) 0.0610(4) Uani 1 1 d DU . . O21 O -0.00939(18) 0.8409(6) 0.4083(2) 0.105(2) Uani 1 1 d DU B . O22 O 0.0059(6) 0.6558(8) 0.3738(8) 0.148(7) Uani 0.50 1 d PDU B 1 O23 O 0.0093(6) 0.8191(17) 0.3201(3) 0.132(6) Uani 0.50 1 d PDU B 1 O24 O 0.0700(3) 0.7857(15) 0.3824(6) 0.102(5) Uani 0.50 1 d PDU B 1 O22' O -0.0054(5) 0.6936(15) 0.3427(7) 0.148(7) Uani 0.50 1 d PDU B 2 O23' O 0.0380(7) 0.8701(13) 0.3360(6) 0.160(8) Uani 0.50 1 d PDU B 2 O24' O 0.0615(4) 0.7300(15) 0.3964(7) 0.131(7) Uani 0.50 1 d PDU B 2 C51 C 0.5179(3) 0.6924(9) 0.1434(5) 0.134(4) Uiso 1 1 d DU C 2 C52 C 0.5429(3) 0.7962(9) 0.1265(4) 0.116(3) Uiso 1 1 d DU C 2 H52 H 0.5699 0.8247 0.1458 0.139 Uiso 1 1 calc R C 2 C53 C 0.5282(5) 0.8560(11) 0.0817(5) 0.169(5) Uiso 1 1 d DU C 2 H53 H 0.5455 0.9257 0.0711 0.203 Uiso 1 1 calc R C 2 C54 C 0.4898(4) 0.8198(11) 0.0519(6) 0.162(5) Uiso 1 1 d DU C 2 H54 H 0.4802 0.8618 0.0211 0.194 Uiso 1 1 calc R C 2 C55 C 0.4660(4) 0.7182(11) 0.0695(5) 0.147(4) Uiso 1 1 d DU C 2 H55 H 0.4391 0.6920 0.0494 0.176 Uiso 1 1 calc R C 2 C56 C 0.4773(4) 0.6514(10) 0.1134(4) 0.137(4) Uiso 1 1 d DU C 2 H56 H 0.4593 0.5821 0.1232 0.164 Uiso 1 1 calc R C 2 C57 C 0.5312(5) 0.6297(13) 0.1872(6) 0.215(8) Uiso 1 1 d DU C 2 H57A H 0.5095 0.5608 0.1919 0.323 Uiso 1 1 calc R C 2 H57B H 0.5292 0.6825 0.2180 0.323 Uiso 1 1 calc R C 2 H57C H 0.5643 0.6008 0.1830 0.323 Uiso 1 1 calc R C 2 C61 C 0.2078(8) 0.778(2) 0.1267(7) 0.144(9) Uiso 0.50 1 d PDU D -1 C62 C 0.2403(9) 0.749(3) 0.1684(7) 0.166(9) Uiso 0.50 1 d PDU D -1 H62 H 0.2312 0.7614 0.2040 0.199 Uiso 0.50 1 calc PR D -1 C63 C 0.2851(10) 0.704(4) 0.1558(10) 0.218(15) Uiso 0.50 1 d PDU D -1 H63 H 0.3065 0.6854 0.1839 0.262 Uiso 0.50 1 calc PR D -1 C64 C 0.3009(11) 0.684(3) 0.1051(10) 0.240(18) Uiso 0.50 1 d PDU D -1 H64 H 0.3320 0.6524 0.0978 0.288 Uiso 0.50 1 calc PR D -1 C65 C 0.2686(12) 0.712(4) 0.0658(9) 0.210(17) Uiso 0.50 1 d PDU D -1 H65 H 0.2786 0.7000 0.0304 0.252 Uiso 0.50 1 calc PR D -1 C66 C 0.2233(11) 0.757(3) 0.0739(7) 0.175(13) Uiso 0.50 1 d PDU D -1 H66 H 0.2026 0.7747 0.0451 0.210 Uiso 0.50 1 calc PR D -1 C67 C 0.1629(8) 0.823(2) 0.1362(10) 0.176(11) Uiso 0.50 1 d PDU D -1 H67A H 0.1466 0.8388 0.1027 0.263 Uiso 0.50 1 calc PR D -1 H67B H 0.1656 0.8983 0.1562 0.263 Uiso 0.50 1 calc PR D -1 H67C H 0.1441 0.7644 0.1566 0.263 Uiso 0.50 1 calc PR D -1 C71 C 0.3265(6) 0.1665(16) 0.3449(7) 0.182(6) Uiso 1 1 d DU . . O71 O 0.2832(7) 0.1343(18) 0.3216(8) 0.158(6) Uiso 0.50 1 d PDU E 1 O71' O 0.2801(9) 0.175(4) 0.3634(15) 0.293(15) Uiso 0.50 1 d PDU E 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0382(3) 0.0896(4) 0.0560(3) -0.0043(3) 0.0033(2) 0.0102(2) Ag2 0.0408(3) 0.1051(5) 0.0636(3) 0.0209(3) 0.0019(2) 0.0089(3) Ag3 0.0633(5) 0.0753(5) 0.0489(4) 0.000 0.000 0.0141(4) P1 0.0356(8) 0.0633(10) 0.0389(8) 0.0010(7) -0.0009(6) 0.0072(7) N1 0.032(2) 0.063(3) 0.043(3) -0.007(2) 0.002(2) 0.008(2) N2 0.034(2) 0.070(3) 0.042(3) -0.005(2) -0.003(2) 0.002(2) N3 0.036(3) 0.073(3) 0.049(3) 0.010(3) 0.003(2) 0.009(2) N4 0.033(2) 0.074(4) 0.053(3) 0.011(3) 0.001(2) 0.007(2) N12 0.053(3) 0.074(4) 0.047(3) -0.009(3) 0.000(2) 0.006(3) N22 0.049(3) 0.084(4) 0.054(3) -0.017(3) -0.005(3) 0.006(3) N32 0.055(3) 0.077(4) 0.060(3) 0.018(3) 0.000(3) 0.006(3) N42 0.045(3) 0.069(3) 0.060(3) 0.013(3) -0.001(2) 0.003(2) C11 0.037(3) 0.074(4) 0.049(3) -0.006(3) 0.002(3) 0.003(3) C13 0.078(5) 0.092(5) 0.050(4) -0.020(4) -0.005(3) 0.007(4) C14 0.071(5) 0.108(6) 0.069(5) -0.036(4) 0.004(4) 0.016(5) C15 0.072(5) 0.126(7) 0.085(6) -0.038(5) -0.004(4) 0.039(5) C16 0.068(5) 0.103(6) 0.064(4) -0.026(4) -0.011(3) 0.040(4) C21 0.044(3) 0.066(4) 0.043(3) 0.000(3) -0.004(3) 0.004(3) C23 0.063(5) 0.109(6) 0.064(4) -0.033(4) -0.003(4) 0.007(4) C24 0.076(5) 0.098(6) 0.065(4) -0.025(4) -0.008(4) -0.008(4) C25 0.057(4) 0.093(5) 0.075(5) -0.008(4) -0.017(4) -0.007(4) C26 0.045(4) 0.090(5) 0.054(4) -0.012(3) -0.008(3) 0.006(3) C31 0.046(4) 0.065(4) 0.046(3) 0.003(3) -0.007(3) 0.007(3) C33 0.070(5) 0.098(6) 0.094(6) 0.038(5) 0.017(4) 0.009(4) C34 0.089(6) 0.095(6) 0.091(6) 0.042(5) 0.004(5) 0.022(5) C35 0.078(5) 0.094(6) 0.088(6) 0.027(5) -0.005(4) 0.030(4) C36 0.055(4) 0.085(5) 0.069(4) 0.009(4) -0.004(3) 0.021(4) C41 0.046(4) 0.056(4) 0.050(3) -0.004(3) 0.003(3) -0.003(3) C43 0.061(4) 0.069(4) 0.076(5) 0.017(4) -0.007(4) 0.003(3) C44 0.075(5) 0.078(5) 0.077(5) 0.020(4) 0.001(4) -0.004(4) C45 0.075(5) 0.086(5) 0.076(5) 0.016(4) 0.022(4) -0.007(4) C46 0.053(4) 0.078(5) 0.065(4) 0.010(4) 0.010(3) 0.005(3) Cl1 0.0878(19) 0.093(2) 0.0654(15) 0.000 0.000 0.0185(16) O11 0.24(2) 0.19(2) 0.097(7) -0.059(12) -0.079(12) 0.093(18) O12 0.251(16) 0.143(15) 0.095(10) -0.022(11) -0.057(12) 0.112(15) O13 0.190(16) 0.141(10) 0.148(14) 0.049(11) -0.053(12) -0.064(11) O14 0.189(12) 0.156(18) 0.23(2) 0.086(16) 0.134(15) 0.030(11) Cl2 0.0415(8) 0.0787(11) 0.0629(9) -0.0031(8) -0.0017(7) -0.0043(7) O21 0.064(3) 0.169(6) 0.083(3) -0.038(4) 0.012(3) -0.003(4) O22 0.129(13) 0.085(7) 0.23(2) 0.002(9) -0.057(13) -0.034(8) O23 0.146(15) 0.192(16) 0.058(6) 0.001(9) -0.015(8) 0.061(13) O24 0.030(5) 0.163(15) 0.112(9) -0.033(10) 0.003(5) -0.023(6) O22' 0.070(8) 0.186(16) 0.187(19) -0.101(13) -0.025(10) -0.022(10) O23' 0.173(18) 0.150(14) 0.156(16) 0.076(12) 0.078(12) 0.010(11) O24' 0.085(9) 0.122(14) 0.186(17) 0.012(10) -0.054(10) 0.033(9) _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 N1 2.219(4) . ? Ag1 N42 2.368(5) 2 ? Ag1 N2 2.391(4) 2 ? Ag1 Ag2 2.9647(7) . ? Ag1 Ag3 3.0112(8) . ? Ag1 Ag1 3.0182(12) 2 ? Ag2 N22 2.191(5) 2 ? Ag2 N32 2.279(5) . ? Ag2 N2 2.490(5) . ? Ag2 Ag2 3.1772(12) 2 ? Ag3 N12 2.165(5) 2 ? Ag3 N12 2.166(5) . ? Ag3 Ag1 3.0113(8) 2 ? P1 N1 1.598(5) . ? P1 N2 1.602(5) . ? P1 N4 1.656(5) . ? P1 N3 1.664(5) . ? N1 C11 1.403(7) . ? N2 C21 1.395(7) . ? N2 Ag1 2.391(4) 2 ? N3 C31 1.392(7) . ? N4 C41 1.394(7) . ? N12 C11 1.336(7) . ? N12 C13 1.357(8) . ? N22 C21 1.346(8) . ? N22 C23 1.347(8) . ? N22 Ag2 2.191(5) 2 ? N32 C31 1.335(8) . ? N32 C33 1.369(9) . ? N42 C41 1.339(8) . ? N42 C43 1.349(8) . ? N42 Ag1 2.368(5) 2 ? C11 C16 1.390(9) . ? C13 C14 1.370(10) . ? C14 C15 1.346(11) . ? C15 C16 1.366(10) . ? C21 C26 1.392(8) . ? C23 C24 1.365(10) . ? C24 C25 1.371(10) . ? C25 C26 1.371(9) . ? C31 C36 1.378(8) . ? C33 C34 1.346(10) . ? C34 C35 1.366(11) . ? C35 C36 1.361(10) . ? C41 C46 1.395(8) . ? C43 C44 1.359(10) . ? C44 C45 1.391(10) . ? C45 C46 1.357(10) . ? Cl1 O12 1.366(7) 2_565 ? Cl1 O12 1.366(7) . ? Cl1 O14 1.377(7) 2_565 ? Cl1 O14 1.377(8) . ? Cl1 O11 1.386(7) 2_565 ? Cl1 O11 1.386(7) . ? Cl1 O13 1.404(7) . ? Cl1 O13 1.404(7) 2_565 ? Cl2 O24 1.365(7) . ? Cl2 O22' 1.368(7) . ? Cl2 O24' 1.377(7) . ? Cl2 O23 1.378(7) . ? Cl2 O23' 1.397(7) . ? Cl2 O22 1.402(7) . ? Cl2 O21 1.410(5) . ? C51 C57 1.335(17) . ? C51 C52 1.383(10) . ? C51 C56 1.406(10) . ? C52 C53 1.350(12) . ? C53 C54 1.338(12) . ? C54 C55 1.353(12) . ? C55 C56 1.346(12) . ? C61 C67 1.338(19) . ? C61 C62 1.396(12) . ? C61 C66 1.399(12) . ? C62 C63 1.352(13) . ? C63 C64 1.350(14) . ? C64 C65 1.352(14) . ? C65 C66 1.340(13) . ? C71 O71' 1.34(2) . ? C71 O71 1.358(18) . ? 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 N1 Ag1 N42 131.62(16) . 2 ? N1 Ag1 N2 131.55(16) . 2 ? N42 Ag1 N2 91.45(16) 2 2 ? N1 Ag1 Ag2 77.65(12) . . ? N42 Ag1 Ag2 149.47(13) 2 . ? N2 Ag1 Ag2 67.15(11) 2 . ? N1 Ag1 Ag3 70.95(12) . . ? N42 Ag1 Ag3 69.86(13) 2 . ? N2 Ag1 Ag3 116.52(11) 2 . ? Ag2 Ag1 Ag3 138.52(2) . . ? N1 Ag1 Ag1 68.30(12) . 2 ? N42 Ag1 Ag1 112.77(13) 2 2 ? N2 Ag1 Ag1 75.55(12) 2 2 ? Ag2 Ag1 Ag1 83.789(17) . 2 ? Ag3 Ag1 Ag1 59.925(12) . 2 ? N22 Ag2 N32 138.8(2) 2 . ? N22 Ag2 N2 134.84(18) 2 . ? N32 Ag2 N2 86.31(17) . . ? N22 Ag2 Ag1 83.59(14) 2 . ? N32 Ag2 Ag1 113.65(14) . . ? N2 Ag2 Ag1 75.23(10) . . ? N22 Ag2 Ag2 75.18(15) 2 2 ? N32 Ag2 Ag2 141.69(15) . 2 ? N2 Ag2 Ag2 62.55(11) . 2 ? Ag1 Ag2 Ag2 81.082(16) . 2 ? N12 Ag3 N12 178.1(3) 2 . ? N12 Ag3 Ag1 105.44(13) 2 . ? N12 Ag3 Ag1 76.28(13) . . ? N12 Ag3 Ag1 76.29(13) 2 2 ? N12 Ag3 Ag1 105.43(13) . 2 ? Ag1 Ag3 Ag1 60.15(2) . 2 ? N1 P1 N2 105.0(2) . . ? N1 P1 N4 111.4(3) . . ? N2 P1 N4 114.7(3) . . ? N1 P1 N3 115.7(3) . . ? N2 P1 N3 113.1(2) . . ? N4 P1 N3 97.3(2) . . ? C11 N1 P1 120.5(4) . . ? C11 N1 Ag1 113.1(3) . . ? P1 N1 Ag1 126.4(2) . . ? C21 N2 P1 124.7(4) . . ? C21 N2 Ag1 115.5(4) . 2 ? P1 N2 Ag1 98.3(2) . 2 ? C21 N2 Ag2 105.8(3) . . ? P1 N2 Ag2 101.5(2) . . ? Ag1 N2 Ag2 109.87(16) 2 . ? C31 N3 P1 131.0(4) . . ? C41 N4 P1 129.4(4) . . ? C11 N12 C13 118.3(6) . . ? C11 N12 Ag3 120.2(4) . . ? C13 N12 Ag3 121.3(5) . . ? C21 N22 C23 119.4(6) . . ? C21 N22 Ag2 118.1(4) . 2 ? C23 N22 Ag2 122.4(4) . 2 ? C31 N32 C33 115.5(6) . . ? C31 N32 Ag2 133.4(4) . . ? C33 N32 Ag2 111.1(4) . . ? C41 N42 C43 116.7(5) . . ? C41 N42 Ag1 127.4(4) . 2 ? C43 N42 Ag1 115.3(4) . 2 ? N12 C11 C16 120.5(6) . . ? N12 C11 N1 115.8(5) . . ? C16 C11 N1 123.7(6) . . ? N12 C13 C14 122.9(7) . . ? C15 C14 C13 118.2(7) . . ? C14 C15 C16 120.4(7) . . ? C15 C16 C11 119.6(7) . . ? N22 C21 C26 120.2(6) . . ? N22 C21 N2 113.2(5) . . ? C26 C21 N2 126.7(5) . . ? N22 C23 C24 122.8(7) . . ? C23 C24 C25 117.9(7) . . ? C26 C25 C24 120.5(7) . . ? C25 C26 C21 119.2(6) . . ? N32 C31 C36 122.3(6) . . ? N32 C31 N3 118.9(5) . . ? C36 C31 N3 118.8(6) . . ? C34 C33 N32 124.9(7) . . ? C33 C34 C35 118.0(7) . . ? C36 C35 C34 119.2(7) . . ? C35 C36 C31 119.9(7) . . ? N42 C41 N4 119.1(5) . . ? N42 C41 C46 122.3(6) . . ? N4 C41 C46 118.6(5) . . ? N42 C43 C44 124.7(7) . . ? C43 C44 C45 117.4(7) . . ? C46 C45 C44 119.8(7) . . ? C45 C46 C41 119.1(6) . . ? O12 Cl1 O12 125.8(16) 2_565 . ? O12 Cl1 O14 113.5(8) 2_565 2_565 ? O12 Cl1 O14 32.7(10) . 2_565 ? O12 Cl1 O14 32.7(10) 2_565 . ? O12 Cl1 O14 113.5(8) . . ? O14 Cl1 O14 122(2) 2_565 . ? O12 Cl1 O11 112.7(9) 2_565 2_565 ? O12 Cl1 O11 118.6(16) . 2_565 ? O14 Cl1 O11 109.4(10) 2_565 2_565 ? O14 Cl1 O11 126.1(19) . 2_565 ? O12 Cl1 O11 118.6(16) 2_565 . ? O12 Cl1 O11 112.7(9) . . ? O14 Cl1 O11 126.1(19) 2_565 . ? O14 Cl1 O11 109.4(10) . . ? O11 Cl1 O11 36.9(17) 2_565 . ? O12 Cl1 O13 72.0(9) 2_565 . ? O12 Cl1 O13 108.9(9) . . ? O14 Cl1 O13 76.3(9) 2_565 . ? O14 Cl1 O13 104.6(8) . . ? O11 Cl1 O13 71.0(12) 2_565 . ? O11 Cl1 O13 107.2(9) . . ? O12 Cl1 O13 108.9(9) 2_565 2_565 ? O12 Cl1 O13 72.0(9) . 2_565 ? O14 Cl1 O13 104.6(8) 2_565 2_565 ? O14 Cl1 O13 76.3(9) . 2_565 ? O11 Cl1 O13 107.2(9) 2_565 2_565 ? O11 Cl1 O13 71.0(12) . 2_565 ? O13 Cl1 O13 178.1(13) . 2_565 ? O24 Cl2 O22' 130.7(9) . . ? O24 Cl2 O24' 31.1(9) . . ? O22' Cl2 O24' 113.0(8) . . ? O24 Cl2 O23 113.4(8) . . ? O22' Cl2 O23 67.6(9) . . ? O24' Cl2 O23 136.6(10) . . ? O24 Cl2 O23' 76.5(9) . . ? O22' Cl2 O23' 109.4(9) . . ? O24' Cl2 O23' 107.1(8) . . ? O23 Cl2 O23' 43.8(9) . . ? O24 Cl2 O22 108.9(8) . . ? O22' Cl2 O22 39.1(9) . . ? O24' Cl2 O22 80.8(9) . . ? O23 Cl2 O22 106.2(8) . . ? O23' Cl2 O22 143.3(10) . . ? O24 Cl2 O21 114.2(6) . . ? O22' Cl2 O21 110.9(7) . . ? O24' Cl2 O21 110.6(8) . . ? O23 Cl2 O21 108.8(6) . . ? O23' Cl2 O21 105.5(7) . . ? O22 Cl2 O21 104.7(8) . . ? C57 C51 C52 122.1(10) . . ? C57 C51 C56 119.0(10) . . ? C52 C51 C56 118.9(12) . . ? C53 C52 C51 119.8(11) . . ? C54 C53 C52 123.2(13) . . ? C53 C54 C55 115.7(15) . . ? C56 C55 C54 126.4(13) . . ? C55 C56 C51 116.0(11) . . ? C67 C61 C62 121.8(12) . . ? C67 C61 C66 119.9(12) . . ? C62 C61 C66 118.2(15) . . ? C63 C62 C61 118.6(14) . . ? C64 C63 C62 124.2(16) . . ? C63 C64 C65 115.7(19) . . ? C66 C65 C64 124.8(17) . . ? C65 C66 C61 118.5(14) . . ? O71' C71 O71 49.6(18) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3N O21 0.86 2.14 2.993(7) 169.9 4_565 N4 H4N O21 0.86 2.20 3.027(7) 161.0 4_565 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.847 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.084