# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef '- Compounds1to6.CIF' #=============================================================================# # SUBMISSION DETAILS # #=============================================================================# _publ_contact_author_name 'Batten, Stuart R.' _publ_contact_author_address ;School of Chemistry, Building 23 Monash University Clayton, Victoria 3800 Australia ; _publ_contact_author_email Stuart.Batten@monash.edu _publ_contact_author_phone '+61 3 9905 4606 ' _publ_contact_author_fax '+61 3 9905 4597' loop_ _publ_author_name _publ_author_address K.Chainok ;School of Chemistry Institute of Science Suranaree University of Technology Nakhon Ratchasima 30000 Thailand ; S.M.Neville ;School of Chemistry Building 23, Monash University Clayton, Victoria 3800 Australia ; C.Forsyth ;Department of Chemistry Monash University Clayton, Victoria 3800 Australia ; S.R.Batten ;School of Chemistry Building 23, Monash University Clayton, Victoria 3800 Australia ; K.S.Murray ;School of Chemistry Building 23, Monash University Clayton, Victoria 3800 Australia ; #============================================================================== _audit_creation_method 'Manual editing' # PROCESSING SUMMARY (IUCr Office Use Only) _journal_data_validation_number ? _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_paper_category ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? ############################################################################## data_Compound1 _database_code_depnum_ccdc_archive 'CCDC 867215' #TrackingRef '- Compounds1to6.CIF' ############################################################################## #============================================================================# # CHEMICAL DATA # #============================================================================# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C10 H6 Ag2 Cl N8 O4, Cl O4' _chemical_formula_sum 'C10 H6 Ag2 Cl2 N8 O8' _chemical_formula_structural ? _chemical_formula_iupac ? _chemical_formula_weight 652.87 #=============================================================================# # CRYSTAL DATA # #=============================================================================# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_int_tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 15.6189(9) _cell_length_b 11.2218(7) _cell_length_c 9.7123(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1702.30(18) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 29.2 _cell_measurement_temperature 123(2) _exptl_crystal_description Block _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_diffrn 2.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 2.681 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.898 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' #=============================================================================# # EXPERIMENTAL DATA # #=============================================================================# _diffrn_ambient_temperature 123(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX CCD' _diffrn_measurement_method '0.5 deg frames in phi and omega' _diffrn_reflns_number 5595 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_reduction_process ; Lorentz and polarization correction applied ; #=============================================================================# # REFINEMENT DATA # #=============================================================================# _reflns_number_total 1583 _reflns_number_gt 1482 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.1060 _refine_ls_goodness_of_fit_all 1.122 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_number_reflns 1583 _refine_ls_number_parameters 169 _refine_ls_number_restraints 42 _refine_ls_number_constraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+7.3167P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 2.365 _refine_diff_density_min -1.183 _refine_diff_density_rms 0.139 _refine_ls_extinction_method none loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_cell_refinement 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_data_reduction 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 2001) ORTEP (Burnett & Johnson, 1996)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' #=============================================================================# # ATOMIC COORDINATES AND DISPLANCEMENT PARAMETERS # #=============================================================================# 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 -0.02269(4) -0.2500 0.26229(7) 0.0345(2) Uani 1 2 d S . . Ag2 Ag 0.15217(4) 0.2500 0.12697(7) 0.0290(2) Uani 1 2 d S . . Cl1 Cl -0.23179(14) -0.2500 0.2362(3) 0.0430(6) Uani 1 2 d SU . . Cl2 Cl -0.11670(12) 0.2500 0.1944(2) 0.0293(5) Uani 1 2 d SU . . O1 O -0.1645(5) -0.2500 0.3361(9) 0.073(3) Uani 1 2 d S . . O2 O -0.2119(7) -0.2064(10) 0.1089(10) 0.064(3) Uani 0.50 1 d PU . -1 O3 O -0.3070(7) -0.2060(13) 0.2863(11) 0.085(5) Uani 0.50 1 d PU . -1 O4 O -0.2319(11) -0.3796(12) 0.2156(18) 0.107(5) Uani 0.50 1 d PU . -1 O5 O -0.1843(4) 0.2500 0.2911(7) 0.062(2) Uani 1 2 d SU A . O6 O -0.1248(7) 0.1764(12) 0.0787(12) 0.055(3) Uani 0.50 1 d PU A -1 O7 O -0.0339(4) 0.2500 0.2581(7) 0.0491(19) Uani 1 2 d SU A . O8 O -0.1228(7) 0.3742(10) 0.1545(14) 0.051(3) Uani 0.50 1 d PU A -1 N1 N 0.0532(3) -0.0829(4) 0.3430(5) 0.0313(11) Uani 1 1 d . . . N2 N -0.0172(3) -0.0888(4) 0.0903(5) 0.0291(11) Uani 1 1 d . . . N3 N 0.1381(3) 0.0828(4) 0.2780(5) 0.0312(12) Uani 1 1 d . . . N4 N 0.0562(3) 0.0883(4) 0.0313(5) 0.0303(11) Uani 1 1 d . . . C1 C 0.0892(4) -0.0811(6) 0.4679(7) 0.0344(14) Uani 1 1 d . . . H1 H 0.0709 -0.1371 0.5351 0.041 Uiso 1 1 calc R . . C2 C 0.1517(4) -0.0008(6) 0.5016(7) 0.0382(15) Uani 1 1 d . . . H2 H 0.1783 -0.0016 0.5896 0.046 Uiso 1 1 calc R . . C3 C 0.1742(4) 0.0807(6) 0.4034(7) 0.0386(15) Uani 1 1 d . . . H3 H 0.2170 0.1379 0.4247 0.046 Uiso 1 1 calc R . . C4 C 0.0788(4) -0.0002(5) 0.2562(6) 0.0277(13) Uani 1 1 d . . . C5 C 0.0372(3) -0.0006(5) 0.1180(6) 0.0256(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0435(4) 0.0241(3) 0.0358(4) 0.000 -0.0057(3) 0.000 Ag2 0.0333(4) 0.0234(3) 0.0305(4) 0.000 -0.0043(3) 0.000 Cl1 0.0356(12) 0.0459(13) 0.0476(14) 0.000 -0.0057(10) 0.000 Cl2 0.0269(9) 0.0323(10) 0.0289(11) 0.000 -0.0018(8) 0.000 O1 0.049(4) 0.118(8) 0.051(5) 0.000 -0.005(4) 0.000 O2 0.083(6) 0.065(6) 0.045(5) 0.003(5) 0.024(5) 0.001(5) O3 0.057(6) 0.142(14) 0.057(6) 0.021(7) 0.014(5) 0.056(7) O4 0.147(11) 0.053(7) 0.122(11) 0.017(8) -0.088(10) -0.027(8) O5 0.028(3) 0.118(7) 0.040(4) 0.000 0.003(3) 0.000 O6 0.044(5) 0.073(8) 0.046(6) -0.026(6) -0.013(5) 0.004(6) O7 0.027(3) 0.088(6) 0.032(3) 0.000 -0.001(3) 0.000 O8 0.040(5) 0.034(5) 0.079(9) 0.018(6) 0.003(6) 0.001(5) N1 0.037(3) 0.026(2) 0.031(3) 0.004(2) 0.000(2) 0.000(2) N2 0.037(3) 0.026(2) 0.025(3) 0.000(2) -0.001(2) -0.001(2) N3 0.033(2) 0.024(2) 0.037(3) -0.001(2) -0.006(2) -0.001(2) N4 0.039(3) 0.026(2) 0.026(3) -0.001(2) 0.002(2) 0.000(2) C1 0.046(3) 0.029(3) 0.029(3) 0.004(3) -0.006(3) 0.000(3) C2 0.047(3) 0.034(3) 0.033(4) 0.002(3) -0.008(3) 0.003(3) C3 0.041(3) 0.033(3) 0.042(4) 0.000(3) -0.010(3) -0.004(3) C4 0.029(3) 0.027(3) 0.028(3) -0.003(3) 0.000(2) 0.006(3) C5 0.032(3) 0.021(3) 0.023(3) -0.003(3) -0.003(2) 0.002(2) #=============================================================================# # MOLECULAR GEOMETRY # #=============================================================================# 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 O1 2.328(8) . ? Ag1 N1 2.353(5) . ? Ag1 N1 2.353(5) 8 ? Ag1 N2 2.464(5) 8 ? Ag1 N2 2.464(5) . ? Ag2 N3 2.392(5) . ? Ag2 N3 2.392(5) 8_565 ? Ag2 O2 2.521(10) 5 ? Ag2 O2 2.521(10) 4 ? Ag2 N4 2.529(5) . ? Ag2 N4 2.529(5) 8_565 ? Cl1 O3 1.364(10) . ? Cl1 O3 1.364(10) 8 ? Cl1 O2 1.366(10) 8 ? Cl1 O2 1.366(10) . ? Cl1 O1 1.430(8) . ? Cl1 O4 1.469(14) . ? Cl1 O4 1.469(14) 8 ? Cl2 O6 1.400(11) . ? Cl2 O6 1.400(11) 8_565 ? Cl2 O5 1.413(7) . ? Cl2 O7 1.433(6) . ? Cl2 O8 1.450(10) 8_565 ? Cl2 O8 1.450(10) . ? O2 Ag2 2.521(10) 5 ? N1 C4 1.315(7) . ? N1 C1 1.338(8) . ? N2 N4 1.329(7) 5 ? N2 C5 1.332(7) . ? N3 C4 1.330(8) . ? N3 C3 1.342(8) . ? N4 N2 1.329(7) 5 ? N4 C5 1.339(7) . ? C1 C2 1.367(9) . ? C2 C3 1.367(9) . ? C4 C5 1.492(8) . ? 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 Ag1 N1 112.14(16) . . ? O1 Ag1 N1 112.14(16) . 8 ? N1 Ag1 N1 105.7(2) . 8 ? O1 Ag1 N2 104.00(18) . 8 ? N1 Ag1 N2 142.50(17) . 8 ? N1 Ag1 N2 67.87(16) 8 8 ? O1 Ag1 N2 104.00(18) . . ? N1 Ag1 N2 67.87(16) . . ? N1 Ag1 N2 142.50(17) 8 . ? N2 Ag1 N2 94.5(2) 8 . ? N3 Ag2 N3 103.3(3) . 8_565 ? N3 Ag2 O2 116.0(3) . 5 ? N3 Ag2 O2 138.0(3) 8_565 5 ? N3 Ag2 O2 138.0(3) . 4 ? N3 Ag2 O2 116.0(3) 8_565 4 ? O2 Ag2 O2 22.4(5) 5 4 ? N3 Ag2 N4 66.93(16) . . ? N3 Ag2 N4 137.16(16) 8_565 . ? O2 Ag2 N4 75.3(3) 5 . ? O2 Ag2 N4 91.4(3) 4 . ? N3 Ag2 N4 137.16(16) . 8_565 ? N3 Ag2 N4 66.93(16) 8_565 8_565 ? O2 Ag2 N4 91.4(3) 5 8_565 ? O2 Ag2 N4 75.3(3) 4 8_565 ? N4 Ag2 N4 91.6(2) . 8_565 ? O3 Cl1 O3 42.4(12) . 8 ? O3 Cl1 O2 130.4(7) . 8 ? O3 Cl1 O2 112.9(7) 8 8 ? O3 Cl1 O2 112.9(7) . . ? O3 Cl1 O2 130.4(7) 8 . ? O2 Cl1 O2 42.0(9) 8 . ? O3 Cl1 O1 113.1(6) . . ? O3 Cl1 O1 113.1(6) 8 . ? O2 Cl1 O1 116.5(6) 8 . ? O2 Cl1 O1 116.5(6) . . ? O3 Cl1 O4 114.0(11) . . ? O3 Cl1 O4 71.9(9) 8 . ? O2 Cl1 O4 61.4(8) 8 . ? O2 Cl1 O4 103.4(9) . . ? O1 Cl1 O4 95.4(5) . . ? O3 Cl1 O4 71.9(9) . 8 ? O3 Cl1 O4 114.0(11) 8 8 ? O2 Cl1 O4 103.4(9) 8 8 ? O2 Cl1 O4 61.4(8) . 8 ? O1 Cl1 O4 95.4(5) . 8 ? O4 Cl1 O4 164.3(13) . 8 ? O6 Cl2 O6 72.3(12) . 8_565 ? O6 Cl2 O5 117.7(6) . . ? O6 Cl2 O5 117.7(6) 8_565 . ? O6 Cl2 O7 115.4(5) . . ? O6 Cl2 O7 115.4(5) 8_565 . ? O5 Cl2 O7 112.8(4) . . ? O6 Cl2 O8 38.0(6) . 8_565 ? O6 Cl2 O8 110.3(10) 8_565 8_565 ? O5 Cl2 O8 97.4(5) . 8_565 ? O7 Cl2 O8 100.1(5) . 8_565 ? O6 Cl2 O8 110.3(10) . . ? O6 Cl2 O8 38.0(6) 8_565 . ? O5 Cl2 O8 97.4(5) . . ? O7 Cl2 O8 100.1(5) . . ? O8 Cl2 O8 148.1(12) 8_565 . ? Cl1 O1 Ag1 119.4(5) . . ? Cl1 O2 Ag2 146.8(7) . 5 ? C4 N1 C1 116.3(5) . . ? C4 N1 Ag1 120.1(4) . . ? C1 N1 Ag1 121.8(4) . . ? N4 N2 C5 118.0(5) 5 . ? N4 N2 Ag1 126.1(4) 5 . ? C5 N2 Ag1 115.5(4) . . ? C4 N3 C3 115.1(5) . . ? C4 N3 Ag2 121.0(4) . . ? C3 N3 Ag2 122.1(4) . . ? N2 N4 C5 117.3(5) 5 . ? N2 N4 Ag2 126.5(4) 5 . ? C5 N4 Ag2 115.8(4) . . ? N1 C1 C2 121.8(6) . . ? C1 C2 C3 117.2(6) . . ? N3 C3 C2 122.5(6) . . ? N1 C4 N3 127.1(5) . . ? N1 C4 C5 116.2(5) . . ? N3 C4 C5 116.7(5) . . ? N2 C5 N4 124.7(5) . . ? N2 C5 C4 117.5(5) . . ? N4 C5 C4 117.8(5) . . ? ############################################################################## data_Compound2 _database_code_depnum_ccdc_archive 'CCDC 867216' #TrackingRef '- Compounds1to6.CIF' ############################################################################## #============================================================================# # CHEMICAL DATA # #============================================================================# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C10 H6 Ag N8, Cl O4, C2 H3 N' _chemical_formula_sum 'C12 H9 Ag Cl N9 O4' _chemical_formula_structural ? _chemical_formula_iupac ? _chemical_formula_weight 486.60 #=============================================================================# # CRYSTAL DATA # #=============================================================================# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n ' _symmetry_int_tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 10.484(2) _cell_length_b 16.466(3) _cell_length_c 18.343(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3166.4(11) _cell_formula_units_Z 8 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 123(2) _exptl_crystal_description Block _exptl_crystal_colour green _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 2.041 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1290 _exptl_absorpt_coefficient_mu 1.488 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.836 _exptl_absorpt_correction_T_max 0.901 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' #=============================================================================# # EXPERIMENTAL DATA # #=============================================================================# _diffrn_ambient_temperature 123(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX CCD' _diffrn_measurement_method '0.5 deg frames in phi and omega' _diffrn_reflns_number 6642 _diffrn_reflns_av_R_equivalents 0.0792 _diffrn_reflns_av_sigmaI/netI 0.1051 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 0.881 _diffrn_measured_fraction_theta_full 0.881 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_reduction_process ; Lorentz and polarization correction applied ; #=============================================================================# # REFINEMENT DATA # #=============================================================================# _reflns_number_total 3316 _reflns_number_gt 1973 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1061 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1760 _refine_ls_wR_factor_gt 0.1457 _refine_ls_goodness_of_fit_all 1.008 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_number_reflns 1583 _refine_ls_number_parameters 284 _refine_ls_number_restraints 42 _refine_ls_number_constraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0702P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.147 _refine_diff_density_min -1.132 _refine_diff_density_rms 0.177 _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00000(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_cell_refinement 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_data_reduction 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 2001) ORTEP (Burnett & Johnson, 1996)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' #=============================================================================# # ATOMIC COORDINATES AND DISPLANCEMENT PARAMETERS # #=============================================================================# 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 0.05274(5) 0.11991(4) 0.35422(3) 0.0271(2) Uani 1 1 d . . . Cl1 Cl 0.5394(3) 0.2500 0.39777(15) 0.0426(8) Uani 1 2 d S . . Cl2A Cl 0.9365(15) 0.2500 0.6408(9) 0.037(3) Uani 0.70 2 d SPU . 1 Cl2B Cl 0.957(3) 0.2500 0.6487(18) 0.028(6) Uani 0.30 2 d SPDU . 2 O1 O 0.5513(17) 0.2500 0.4754(6) 0.144(8) Uani 1 2 d S . . O2 O 0.6093(13) 0.1867(9) 0.3694(5) 0.172(7) Uani 1 1 d . . . O3 O 0.4122(12) 0.2500 0.3858(7) 0.102(5) Uani 1 2 d S . . O4A O 1.0134(14) 0.1791(7) 0.6359(9) 0.107(5) Uani 0.70 1 d PU . 1 O4B O 0.877(3) 0.1873(19) 0.674(2) 0.139(16) Uani 0.30 1 d PDU . 2 O5A O 0.846(2) 0.2500 0.5858(13) 0.110(8) Uani 0.70 2 d SPU . 1 O5B O 0.957(5) 0.2500 0.5726(16) 0.120(19) Uani 0.30 2 d SPDU . 2 O6A O 0.869(2) 0.2500 0.7059(11) 0.110(8) Uani 0.70 2 d SPU . 1 O6B O 1.077(2) 0.2500 0.683(2) 0.086(13) Uani 0.30 2 d SPDU . 2 N1 N 0.1462(7) 0.0423(5) 0.4569(3) 0.0359(17) Uani 1 1 d . . . N2 N 0.1497(6) 0.2093(4) 0.4487(3) 0.0305(15) Uani 1 1 d . . . N3 N 0.3321(7) 0.0502(5) 0.5313(4) 0.0367(17) Uani 1 1 d . . . N4 N 0.2825(6) 0.2103(5) 0.5534(3) 0.0397(18) Uani 1 1 d . . . N5 N -0.1144(6) 0.2101(5) 0.2980(3) 0.0375(17) Uani 1 1 d . . . N6 N -0.1396(6) 0.0468(5) 0.3163(4) 0.0376(18) Uani 1 1 d . . . N7 N -0.2938(6) 0.2103(4) 0.2206(3) 0.0297(15) Uani 1 1 d . . . N8 N -0.3167(7) 0.0463(5) 0.2359(4) 0.0410(18) Uani 1 1 d . . . N9 N 0.5820(11) -0.0096(11) 0.6458(6) 0.090(4) Uani 1 1 d . . . C1 C 0.1510(9) -0.0385(6) 0.4610(4) 0.040(2) Uani 1 1 d . . . H1 H 0.0866 -0.0696 0.4376 0.048 Uiso 1 1 calc R . . C2 C 0.2486(9) -0.0790(6) 0.4990(4) 0.042(2) Uani 1 1 d . . . H2 H 0.2527 -0.1366 0.5011 0.050 Uiso 1 1 calc R . . C3 C 0.3375(9) -0.0307(6) 0.5327(5) 0.046(2) Uani 1 1 d . . . H3 H 0.4058 -0.0560 0.5581 0.055 Uiso 1 1 calc R . . C4 C 0.2360(8) 0.0818(5) 0.4947(4) 0.0289(18) Uani 1 1 d . . . C5 C 0.2246(8) 0.1720(6) 0.4974(4) 0.0301(18) Uani 1 1 d . . . C6 C -0.1544(8) -0.0320(7) 0.3260(5) 0.046(2) Uani 1 1 d . . . H6 H -0.0977 -0.0593 0.3581 0.055 Uiso 1 1 calc R . . C7 C -0.2474(9) -0.0762(7) 0.2923(5) 0.056(3) Uani 1 1 d . . . H7 H -0.2561 -0.1331 0.2994 0.067 Uiso 1 1 calc R . . C8 C -0.3277(9) -0.0332(6) 0.2474(5) 0.049(2) Uani 1 1 d . . . H8 H -0.3944 -0.0616 0.2233 0.059 Uiso 1 1 calc R . . C9 C -0.2216(8) 0.0821(6) 0.2718(4) 0.0343(19) Uani 1 1 d . . . C10 C -0.2086(7) 0.1708(6) 0.2635(4) 0.0326(19) Uani 1 1 d . . . C11 C 0.5585(10) 0.1526(9) 0.6420(6) 0.066(3) Uani 1 1 d . . . H11A H 0.5187 0.1682 0.5957 0.099 Uiso 1 1 calc R . . H11B H 0.6426 0.1783 0.6459 0.099 Uiso 1 1 calc R . . H11C H 0.5045 0.1706 0.6826 0.099 Uiso 1 1 calc R . . C12 C 0.5726(11) 0.0656(11) 0.6447(6) 0.069(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0253(4) 0.0257(3) 0.0304(3) 0.0011(2) -0.0023(2) -0.0005(2) Cl1 0.042(2) 0.049(2) 0.0371(15) 0.000 0.0103(14) 0.000 Cl2A 0.050(7) 0.014(4) 0.048(4) 0.000 -0.002(4) 0.000 Cl2B 0.014(9) 0.016(8) 0.053(13) 0.000 0.011(8) 0.000 O1 0.24(2) 0.160(19) 0.032(6) 0.000 0.035(8) 0.000 O2 0.222(13) 0.183(14) 0.111(7) 0.071(8) 0.109(8) 0.156(12) O3 0.058(9) 0.161(18) 0.088(9) 0.000 -0.003(7) 0.000 O4A 0.105(10) 0.011(6) 0.206(15) -0.022(7) 0.012(10) 0.012(6) O4B 0.10(3) 0.05(2) 0.27(4) 0.04(3) 0.10(3) -0.011(19) O5A 0.080(14) 0.087(17) 0.163(19) 0.000 -0.087(14) 0.000 O5B 0.11(4) 0.19(6) 0.06(3) 0.000 -0.02(3) 0.000 O6A 0.098(16) 0.15(3) 0.088(14) 0.000 0.026(12) 0.000 O6B 0.014(19) 0.05(2) 0.20(4) 0.000 0.02(2) 0.000 N1 0.034(4) 0.037(5) 0.036(3) -0.005(3) -0.001(3) -0.001(3) N2 0.025(4) 0.036(4) 0.031(3) 0.000(3) 0.002(3) 0.003(3) N3 0.034(4) 0.035(4) 0.042(4) 0.002(3) -0.008(3) 0.000(3) N4 0.038(5) 0.039(4) 0.042(4) 0.003(3) -0.007(3) -0.005(3) N5 0.022(4) 0.044(5) 0.046(4) -0.001(3) -0.005(3) 0.002(3) N6 0.021(4) 0.047(5) 0.045(4) 0.014(4) -0.001(3) 0.001(3) N7 0.027(4) 0.034(4) 0.028(3) 0.000(3) -0.001(3) 0.001(3) N8 0.028(4) 0.039(5) 0.055(4) -0.003(4) -0.008(4) 0.002(3) N9 0.074(8) 0.104(12) 0.093(8) -0.002(8) -0.021(6) -0.012(8) C1 0.043(6) 0.036(5) 0.041(4) -0.010(4) 0.005(4) -0.003(4) C2 0.047(6) 0.037(6) 0.042(4) -0.012(4) -0.001(4) -0.001(4) C3 0.046(6) 0.037(6) 0.053(5) 0.006(5) -0.006(5) 0.006(4) C4 0.026(5) 0.038(5) 0.022(3) -0.008(3) 0.000(3) -0.002(4) C5 0.032(5) 0.037(5) 0.022(3) 0.004(3) 0.001(3) 0.000(4) C6 0.021(5) 0.062(7) 0.055(5) 0.013(5) -0.010(4) 0.001(4) C7 0.045(7) 0.051(7) 0.071(7) 0.023(5) -0.005(5) 0.007(5) C8 0.036(6) 0.037(6) 0.074(6) 0.004(5) -0.019(5) -0.002(4) C9 0.030(5) 0.043(5) 0.030(4) 0.007(4) -0.004(4) 0.006(4) C10 0.020(5) 0.043(5) 0.035(4) -0.001(4) -0.001(3) 0.004(3) C11 0.036(7) 0.091(11) 0.071(7) 0.000(7) 0.000(5) 0.011(6) C12 0.042(7) 0.104(13) 0.060(7) -0.011(8) -0.015(5) -0.012(7) #=============================================================================# # MOLECULAR GEOMETRY # #=============================================================================# 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 N6 2.450(7) . ? Ag1 N8 2.465(7) 6_656 ? Ag1 N1 2.478(7) . ? Ag1 N2 2.491(6) . ? Ag1 N5 2.518(7) . ? Ag1 N7 2.587(6) 6_656 ? Cl1 O3 1.351(13) . ? Cl1 O2 1.376(10) 8_565 ? Cl1 O2 1.376(10) . ? Cl1 O1 1.429(11) . ? Cl2A O5A 1.38(2) . ? Cl2A O6A 1.39(2) . ? Cl2A O4A 1.421(14) 8_565 ? Cl2A O4A 1.421(14) . ? Cl2B O5B 1.395(19) . ? Cl2B O6B 1.405(19) . ? Cl2B O4B 1.406(17) . ? Cl2B O4B 1.406(17) 8_565 ? N1 C1 1.333(12) . ? N1 C4 1.339(10) . ? N2 C5 1.339(10) . ? N2 N2 1.341(14) 8_565 ? N3 C4 1.317(10) . ? N3 C3 1.334(12) . ? N4 N4 1.307(15) 8_565 ? N4 C5 1.349(10) . ? N5 N5 1.313(15) 8_565 ? N5 C10 1.340(10) . ? N6 C6 1.318(13) . ? N6 C9 1.320(10) . ? N7 N7 1.306(14) 8_565 ? N7 C10 1.356(10) . ? N7 Ag1 2.587(6) 6_556 ? N8 C8 1.330(12) . ? N8 C9 1.332(11) . ? N8 Ag1 2.465(7) 6_556 ? N9 C12 1.24(2) . ? C1 C2 1.405(13) . ? C2 C3 1.373(13) . ? C4 C5 1.491(12) . ? C6 C7 1.366(14) . ? C7 C8 1.375(13) . ? C9 C10 1.474(13) . ? C11 C12 1.44(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 N6 Ag1 N8 91.4(2) . 6_656 ? N6 Ag1 N1 106.7(2) . . ? N8 Ag1 N1 92.1(2) 6_656 . ? N6 Ag1 N2 145.5(2) . . ? N8 Ag1 N2 122.0(2) 6_656 . ? N1 Ag1 N2 67.3(2) . . ? N6 Ag1 N5 66.5(2) . . ? N8 Ag1 N5 113.7(2) 6_656 . ? N1 Ag1 N5 153.0(2) . . ? N2 Ag1 N5 102.7(2) . . ? N6 Ag1 N7 130.1(2) . 6_656 ? N8 Ag1 N7 65.3(2) 6_656 6_656 ? N1 Ag1 N7 117.0(2) . 6_656 ? N2 Ag1 N7 77.03(19) . 6_656 ? N5 Ag1 N7 82.9(2) . 6_656 ? O3 Cl1 O2 117.6(8) . 8_565 ? O3 Cl1 O2 117.6(8) . . ? O2 Cl1 O2 98.4(12) 8_565 . ? O3 Cl1 O1 104.4(9) . . ? O2 Cl1 O1 109.3(6) 8_565 . ? O2 Cl1 O1 109.3(6) . . ? O5A Cl2A O6A 106.2(19) . . ? O5A Cl2A O4A 110.0(12) . 8_565 ? O6A Cl2A O4A 110.1(11) . 8_565 ? O5A Cl2A O4A 110.0(12) . . ? O6A Cl2A O4A 110.1(11) . . ? O4A Cl2A O4A 110.4(16) 8_565 . ? O5B Cl2B O6B 117(3) . . ? O5B Cl2B O4B 109(2) . . ? O6B Cl2B O4B 112(2) . . ? O5B Cl2B O4B 109(2) . 8_565 ? O6B Cl2B O4B 112(2) . 8_565 ? O4B Cl2B O4B 94(4) . 8_565 ? C1 N1 C4 115.3(8) . . ? C1 N1 Ag1 125.0(6) . . ? C4 N1 Ag1 114.9(6) . . ? C5 N2 N2 117.3(5) . 8_565 ? C5 N2 Ag1 115.6(6) . . ? N2 N2 Ag1 126.21(15) 8_565 . ? C4 N3 C3 115.9(8) . . ? N4 N4 C5 117.9(5) 8_565 . ? N5 N5 C10 118.9(5) 8_565 . ? N5 N5 Ag1 126.15(16) 8_565 . ? C10 N5 Ag1 114.9(6) . . ? C6 N6 C9 116.2(8) . . ? C6 N6 Ag1 122.8(6) . . ? C9 N6 Ag1 119.6(6) . . ? N7 N7 C10 118.7(5) 8_565 . ? N7 N7 Ag1 125.15(14) 8_565 6_556 ? C10 N7 Ag1 116.1(6) . 6_556 ? C8 N8 C9 115.0(8) . . ? C8 N8 Ag1 122.8(6) . 6_556 ? C9 N8 Ag1 121.9(6) . 6_556 ? N1 C1 C2 122.0(8) . . ? C3 C2 C1 116.2(9) . . ? N3 C3 C2 122.7(9) . . ? N3 C4 N1 127.6(9) . . ? N3 C4 C5 115.9(7) . . ? N1 C4 C5 116.4(7) . . ? N2 C5 N4 123.8(8) . . ? N2 C5 C4 118.8(7) . . ? N4 C5 C4 117.1(7) . . ? N6 C6 C7 123.2(9) . . ? C6 C7 C8 115.7(11) . . ? N8 C8 C7 123.3(9) . . ? N6 C9 N8 126.7(9) . . ? N6 C9 C10 116.1(8) . . ? N8 C9 C10 117.2(7) . . ? N5 C10 N7 121.8(8) . . ? N5 C10 C9 119.9(7) . . ? N7 C10 C9 118.4(7) . . ? N9 C12 C11 178.3(13) . . ? ############################################################################## data_Compound3 _database_code_depnum_ccdc_archive 'CCDC 867217' #TrackingRef '- Compounds1to6.CIF' ############################################################################## _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H11 Ag2 N15' _chemical_formula_sum 'C20 H11 Ag2 N15' _chemical_formula_weight 677.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 7.5876(3) _cell_length_b 11.6328(6) _cell_length_c 13.6088(7) _cell_angle_alpha 99.735(2) _cell_angle_beta 99.024(2) _cell_angle_gamma 94.537(2) _cell_volume 1162.33(10) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 16969 _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 33.99 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.935 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 1.729 _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 123(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 X8 Apex KAPPA CCD' _diffrn_measurement_method '0.5 deg frames in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16969 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 33.99 _reflns_number_total 6296 _reflns_number_gt 5731 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2 v2.0 (Bruker Axs 2005)' _computing_cell_refinement 'Bruker Apex2 v2.0 (Bruker Axs 2005)' _computing_data_reduction 'Bruker Apex2 v2.0 (Bruker Axs 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-seed (Barbour, 2001)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0221P)^2^+0.8668P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6296 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0247 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0578 _refine_ls_wR_factor_gt 0.0529 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _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 Ag2 Ag 0.087289(19) 0.290455(12) 0.598292(12) 0.02579(5) Uani 1 1 d . . . Ag1 Ag 0.56366(2) 0.850429(12) 0.875524(12) 0.02762(5) Uani 1 1 d . . . N5 N 0.4527(2) 0.72332(14) 0.97676(11) 0.0207(3) Uani 1 1 d . . . N12 N 0.1875(2) 0.40898(13) 0.47681(11) 0.0181(3) Uani 1 1 d . . . N7 N 0.3533(2) 0.69528(13) 0.77217(11) 0.0172(3) Uani 1 1 d . . . N9 N 0.15400(19) 0.49072(13) 0.67182(11) 0.0163(3) Uani 1 1 d . . . N10 N 0.1302(2) 0.54465(14) 0.76930(11) 0.0182(3) Uani 1 1 d . . . N6 N 0.2556(2) 0.55026(14) 0.96951(12) 0.0231(3) Uani 1 1 d . . . N8 N 0.2778(2) 0.67924(13) 0.66755(11) 0.0172(3) Uani 1 1 d . . . N3 N 0.7618(3) 1.00146(16) 0.89543(14) 0.0331(4) Uani 1 1 d . . . C11 C 0.2711(2) 0.62702(14) 0.81898(13) 0.0162(3) Uani 1 1 d . . . C13 C 0.2524(2) 0.51993(14) 0.51915(12) 0.0150(3) Uani 1 1 d . . . C12 C 0.2257(2) 0.56216(14) 0.62385(12) 0.0149(3) Uani 1 1 d . . . C16 C 0.2147(2) 0.37329(16) 0.38240(14) 0.0207(3) Uani 1 1 d . . . H16 H 0.1734 0.2968 0.3500 0.025 Uiso 1 1 calc R . . C10 C 0.3306(2) 0.63442(15) 0.92921(13) 0.0175(3) Uani 1 1 d . . . N11 N 0.3382(2) 0.59748(13) 0.47689(11) 0.0201(3) Uani 1 1 d . . . N15 N 0.5657(2) -0.13939(15) 0.65116(14) 0.0273(3) Uani 1 1 d . . . N14 N 0.8489(2) 0.15668(15) 0.54494(14) 0.0289(4) Uani 1 1 d . . . C20 C 0.5773(2) -0.04507(16) 0.63636(14) 0.0204(3) Uani 1 1 d . . . C15 C 0.3023(3) 0.44651(17) 0.33140(13) 0.0219(4) Uani 1 1 d . . . H15 H 0.3203 0.4209 0.2655 0.026 Uiso 1 1 calc R . . N13 N 0.3322(2) 0.19567(16) 0.64423(16) 0.0346(4) Uani 1 1 d . . . C14 C 0.3621(3) 0.55885(17) 0.38186(14) 0.0242(4) Uani 1 1 d . . . H14 H 0.4212 0.6098 0.3489 0.029 Uiso 1 1 calc R . . C18 C 0.5889(2) 0.07118(16) 0.61851(14) 0.0214(3) Uani 1 1 d . . . C9 C 0.3149(3) 0.55487(18) 1.06835(15) 0.0307(4) Uani 1 1 d . . . H9 H 0.2664 0.4985 1.1005 0.037 Uiso 1 1 calc R . . N4 N 0.3031(3) 0.9850(2) 0.85800(19) 0.0477(5) Uani 1 1 d . . . C7 C 0.5103(3) 0.72546(18) 1.07509(14) 0.0273(4) Uani 1 1 d . . . H7 H 0.5959 0.7855 1.1114 0.033 Uiso 1 1 calc R . . C4 C 0.8506(3) 1.08927(17) 0.91334(14) 0.0229(4) Uani 1 1 d . . . C17 C 0.4467(3) 0.13844(16) 0.63223(15) 0.0243(4) Uani 1 1 d . . . C19 C 0.7322(3) 0.11682(16) 0.57817(14) 0.0224(4) Uani 1 1 d . . . C2 C 0.9600(3) 1.19635(16) 0.93288(14) 0.0227(4) Uani 1 1 d . . . C5 C 0.1912(3) 0.97029(19) 0.79005(19) 0.0320(5) Uani 1 1 d . . . C8 C 0.4456(3) 0.64065(19) 1.12392(15) 0.0322(5) Uani 1 1 d . . . H8A H 0.4886 0.6413 1.1919 0.039 Uiso 1 1 calc R . . C6 C 0.0498(3) 0.9521(2) 0.7033(2) 0.0445(6) Uani 1 1 d . . . H6A H 0.0328 1.0255 0.6818 0.067 Uiso 1 1 calc R . . H6B H -0.0595 0.9209 0.7210 0.067 Uiso 1 1 calc R . . H6C H 0.0817 0.8977 0.6493 0.067 Uiso 1 1 calc R . . C1 C 1.0572(3) 1.24094(17) 1.03008(16) 0.0264(4) Uani 1 1 d . . . N1 N 1.1378(3) 1.27883(18) 1.10970(16) 0.0394(5) Uani 1 1 d . . . C3 C 0.9764(3) 1.25659(17) 0.85314(16) 0.0297(4) Uani 1 1 d . . . N2 N 0.9892(3) 1.30663(18) 0.78796(16) 0.0480(6) Uani 1 1 d . . . H1 H 0.100(3) 0.496(2) 0.8015(17) 0.021(5) Uiso 1 1 d . . . H3 H 0.349(3) 0.717(2) 0.6408(18) 0.029(6) Uiso 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 Ag2 0.02219(7) 0.01470(7) 0.03987(9) 0.00530(6) 0.00555(6) -0.00264(5) Ag1 0.02446(8) 0.01983(8) 0.03634(9) 0.00950(6) -0.00115(6) -0.00771(5) N5 0.0244(8) 0.0194(7) 0.0175(7) 0.0021(6) 0.0046(6) -0.0012(6) N12 0.0188(7) 0.0153(7) 0.0192(7) 0.0023(5) 0.0028(6) -0.0005(5) N7 0.0223(7) 0.0141(7) 0.0143(6) 0.0012(5) 0.0037(5) -0.0011(5) N9 0.0167(7) 0.0164(7) 0.0149(6) 0.0019(5) 0.0030(5) -0.0017(5) N10 0.0199(7) 0.0189(7) 0.0157(7) 0.0023(6) 0.0067(6) -0.0038(5) N6 0.0346(9) 0.0180(7) 0.0176(7) 0.0037(6) 0.0092(6) -0.0018(6) N8 0.0239(7) 0.0128(7) 0.0144(7) 0.0028(5) 0.0036(6) -0.0021(5) N3 0.0415(10) 0.0277(9) 0.0265(9) 0.0067(7) 0.0013(8) -0.0129(8) C11 0.0180(8) 0.0138(7) 0.0170(8) 0.0013(6) 0.0054(6) 0.0011(6) C13 0.0153(7) 0.0146(7) 0.0149(7) 0.0044(6) 0.0008(6) 0.0010(6) C12 0.0150(7) 0.0132(7) 0.0159(7) 0.0025(6) 0.0011(6) 0.0008(6) C16 0.0213(8) 0.0176(8) 0.0205(8) -0.0017(7) 0.0014(7) 0.0011(6) C10 0.0219(8) 0.0151(8) 0.0160(8) 0.0019(6) 0.0063(6) 0.0018(6) N11 0.0280(8) 0.0168(7) 0.0154(7) 0.0040(5) 0.0042(6) -0.0018(6) N15 0.0266(8) 0.0219(8) 0.0342(9) 0.0078(7) 0.0070(7) -0.0016(6) N14 0.0247(8) 0.0239(8) 0.0374(10) 0.0105(7) 0.0012(7) -0.0041(6) C20 0.0177(8) 0.0207(9) 0.0214(8) 0.0029(7) 0.0024(7) -0.0021(6) C15 0.0253(9) 0.0259(9) 0.0137(8) 0.0015(7) 0.0026(7) 0.0034(7) N13 0.0277(9) 0.0267(9) 0.0516(12) 0.0127(8) 0.0065(8) 0.0042(7) C14 0.0325(10) 0.0240(9) 0.0166(8) 0.0064(7) 0.0056(7) -0.0020(7) C18 0.0204(8) 0.0177(8) 0.0252(9) 0.0052(7) 0.0014(7) -0.0013(6) C9 0.0487(13) 0.0248(10) 0.0199(9) 0.0065(8) 0.0103(9) -0.0025(9) N4 0.0394(12) 0.0482(13) 0.0547(14) 0.0105(11) 0.0013(11) 0.0115(10) C7 0.0328(10) 0.0275(10) 0.0186(9) -0.0001(7) 0.0027(8) -0.0022(8) C4 0.0269(9) 0.0222(9) 0.0193(8) 0.0042(7) 0.0051(7) -0.0022(7) C17 0.0240(9) 0.0191(9) 0.0285(10) 0.0068(7) 0.0002(8) -0.0027(7) C19 0.0218(9) 0.0174(8) 0.0257(9) 0.0051(7) -0.0029(7) -0.0008(6) C2 0.0252(9) 0.0174(8) 0.0243(9) -0.0004(7) 0.0079(7) -0.0039(7) C5 0.0291(10) 0.0236(10) 0.0460(13) 0.0076(9) 0.0114(10) 0.0064(8) C8 0.0466(13) 0.0333(11) 0.0150(9) 0.0041(8) 0.0036(8) -0.0018(9) C6 0.0349(12) 0.0454(14) 0.0498(15) 0.0049(12) 0.0021(11) 0.0034(10) C1 0.0235(9) 0.0199(9) 0.0336(10) -0.0021(8) 0.0066(8) 0.0011(7) N1 0.0363(10) 0.0337(10) 0.0398(11) -0.0064(8) -0.0037(8) 0.0025(8) C3 0.0368(11) 0.0198(9) 0.0303(10) -0.0029(8) 0.0139(9) -0.0095(8) N2 0.0765(16) 0.0310(10) 0.0361(11) 0.0037(8) 0.0236(11) -0.0194(10) _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 Ag2 N14 2.2318(17) 1_455 ? Ag2 N13 2.2920(18) . ? Ag2 N9 2.3560(14) . ? Ag2 N12 2.4923(15) . ? Ag1 N3 2.1711(18) . ? Ag1 N5 2.3770(15) . ? Ag1 N7 2.4011(15) . ? Ag1 N4 2.624(2) . ? N5 C10 1.334(2) . ? N5 C7 1.336(2) . ? N12 C16 1.335(2) . ? N12 C13 1.341(2) . ? N7 C11 1.282(2) . ? N7 N8 1.424(2) . ? N9 C12 1.279(2) . ? N9 N10 1.413(2) . ? N10 C11 1.382(2) . ? N10 H1 0.82(2) . ? N6 C10 1.332(2) . ? N6 C9 1.340(3) . ? N8 C12 1.390(2) . ? N8 H3 0.83(3) . ? N3 C4 1.145(3) . ? C11 C10 1.483(2) . ? C13 N11 1.330(2) . ? C13 C12 1.477(2) . ? C16 C15 1.380(3) . ? C16 H16 0.9300 . ? N11 C14 1.341(2) . ? N15 C20 1.148(2) . ? N14 C19 1.156(3) . ? N14 Ag2 2.2318(17) 1_655 ? C20 C18 1.412(2) . ? C15 C14 1.375(3) . ? C15 H15 0.9300 . ? N13 C17 1.150(3) . ? C14 H14 0.9300 . ? C18 C17 1.399(3) . ? C18 C19 1.400(3) . ? C9 C8 1.380(3) . ? C9 H9 0.9300 . ? N4 C5 1.132(3) . ? C7 C8 1.380(3) . ? C7 H7 0.9300 . ? C4 C2 1.402(3) . ? C2 C1 1.402(3) . ? C2 C3 1.404(3) . ? C5 C6 1.439(3) . ? C8 H8A 0.9300 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C1 N1 1.153(3) . ? C3 N2 1.152(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 N14 Ag2 N13 108.35(7) 1_455 . ? N14 Ag2 N9 139.21(6) 1_455 . ? N13 Ag2 N9 108.37(6) . . ? N14 Ag2 N12 118.78(6) 1_455 . ? N13 Ag2 N12 103.40(6) . . ? N9 Ag2 N12 68.24(5) . . ? N3 Ag1 N5 137.89(6) . . ? N3 Ag1 N7 152.29(6) . . ? N5 Ag1 N7 69.53(5) . . ? N3 Ag1 N4 90.59(8) . . ? N5 Ag1 N4 100.47(7) . . ? N7 Ag1 N4 86.50(7) . . ? C10 N5 C7 116.07(16) . . ? C10 N5 Ag1 116.89(11) . . ? C7 N5 Ag1 126.79(13) . . ? C16 N12 C13 115.75(15) . . ? C16 N12 Ag2 129.16(12) . . ? C13 N12 Ag2 113.92(11) . . ? C11 N7 N8 112.55(14) . . ? C11 N7 Ag1 116.45(11) . . ? N8 N7 Ag1 129.77(10) . . ? C12 N9 N10 113.02(14) . . ? C12 N9 Ag2 120.01(11) . . ? N10 N9 Ag2 126.91(10) . . ? C11 N10 N9 113.37(13) . . ? C11 N10 H1 115.6(16) . . ? N9 N10 H1 110.8(16) . . ? C10 N6 C9 115.39(17) . . ? C12 N8 N7 112.94(13) . . ? C12 N8 H3 117.6(17) . . ? N7 N8 H3 106.4(17) . . ? C4 N3 Ag1 170.53(19) . . ? N7 C11 N10 121.88(16) . . ? N7 C11 C10 119.38(15) . . ? N10 C11 C10 118.73(15) . . ? N11 C13 N12 127.06(16) . . ? N11 C13 C12 115.71(15) . . ? N12 C13 C12 117.22(14) . . ? N9 C12 N8 121.54(15) . . ? N9 C12 C13 119.42(15) . . ? N8 C12 C13 119.03(14) . . ? N12 C16 C15 121.99(16) . . ? N12 C16 H16 119.0 . . ? C15 C16 H16 119.0 . . ? N6 C10 N5 127.30(16) . . ? N6 C10 C11 115.68(15) . . ? N5 C10 C11 117.03(15) . . ? C13 N11 C14 115.54(16) . . ? C19 N14 Ag2 137.76(16) . 1_655 ? N15 C20 C18 179.1(2) . . ? C14 C15 C16 117.32(17) . . ? C14 C15 H15 121.3 . . ? C16 C15 H15 121.3 . . ? C17 N13 Ag2 156.73(19) . . ? N11 C14 C15 122.33(17) . . ? N11 C14 H14 118.8 . . ? C15 C14 H14 118.8 . . ? C17 C18 C19 119.04(17) . . ? C17 C18 C20 119.50(17) . . ? C19 C18 C20 121.18(17) . . ? N6 C9 C8 122.02(18) . . ? N6 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C5 N4 Ag1 123.23(19) . . ? N5 C7 C8 121.49(19) . . ? N5 C7 H7 119.3 . . ? C8 C7 H7 119.3 . . ? N3 C4 C2 178.6(2) . . ? N13 C17 C18 178.6(2) . . ? N14 C19 C18 178.6(2) . . ? C1 C2 C4 120.53(18) . . ? C1 C2 C3 120.14(18) . . ? C4 C2 C3 119.29(17) . . ? N4 C5 C6 179.6(3) . . ? C7 C8 C9 117.66(18) . . ? C7 C8 H8A 121.2 . . ? C9 C8 H8A 121.2 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C1 C2 179.2(2) . . ? N2 C3 C2 179.5(3) . . ? 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 N10 H1 N2 0.82(2) 2.26(2) 2.954(2) 144(2) 1_445 N8 H3 N15 0.83(3) 2.22(3) 2.976(2) 151(2) 1_565 _diffrn_measured_fraction_theta_max 0.664 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.866 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.074 ############################################################################## data_Compound4 _database_code_depnum_ccdc_archive 'CCDC 867218' #TrackingRef '- Compounds1to6.CIF' ############################################################################## #============================================================================# # CHEMICAL DATA # #============================================================================# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C9 H3 Ag N7' _chemical_formula_sum 'C9 H3 Ag N7' _chemical_formula_structural ? _chemical_formula_iupac ? _chemical_formula_weight 317.05 #=============================================================================# # CRYSTAL DATA # #=============================================================================# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.9167(5) _cell_length_b 8.5461(5) _cell_length_c 16.9167(12) _cell_angle_alpha 90 _cell_angle_beta 95.348(2) _cell_angle_gamma 90 _cell_volume 995.61(12) _cell_formula_units_Z 4 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_measurement_temperature 123(2) _exptl_crystal_description Block _exptl_crystal_colour orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 2.115 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612.0 _exptl_absorpt_coefficient_mu 2.010 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_T_max 0.786 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' #=============================================================================# # EXPERIMENTAL DATA # #=============================================================================# _diffrn_ambient_temperature 123(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX CCD' _diffrn_measurement_method '0.5 deg frames in phi and omega' _diffrn_reflns_number 1750 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measured_fraction_theta_full 0.990 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_reduction_process ; Lorentz and polarization correction applied ; #=============================================================================# # REFINEMENT DATA # #=============================================================================# _reflns_number_total 1750 _reflns_number_gt 1564 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.1168 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_all 0.941 _refine_ls_goodness_of_fit_ref 0.941 _refine_ls_number_reflns 1750 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_hydrogen_treatment mixed _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' _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.843 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.107 _refine_ls_extinction_method none loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_cell_refinement 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_data_reduction 'Bruker Apex2 v2.0 (Bruker AXS, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 2001) ORTEP (Burnett & Johnson, 1996)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' #=============================================================================# # ATOMIC COORDINATES AND DISPLANCEMENT PARAMETERS # #=============================================================================# 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 0.20176(5) 0.86097(4) 0.424323(19) 0.0246(2) Uani 1 1 d . . . N1 N 0.3474(6) 0.8821(4) 0.5535(2) 0.0185(8) Uani 1 1 d . . . C1 C 0.3162(6) 1.0088(5) 0.5977(3) 0.0223(9) Uani 1 1 d . . . H1 H 0.2545 1.0978 0.5730 0.027 Uiso 1 1 calc R . . N2 N 0.4543(7) 0.6384(4) 0.4635(3) 0.0261(10) Uani 1 1 d . . . C2 C 0.3718(6) 1.0127(5) 0.6784(3) 0.0247(10) Uani 1 1 d . . . H2 H 0.3486 1.1020 0.7095 0.030 Uiso 1 1 calc R . . N3 N 0.4984(5) 0.7531(4) 0.6690(2) 0.0231(8) Uani 1 1 d . . . C3 C 0.4625(7) 0.8811(5) 0.7117(3) 0.0237(10) Uani 1 1 d . . . H3 H 0.5012 0.8810 0.7670 0.028 Uiso 1 1 calc R . . N4 N 0.5159(6) 0.4855(4) 0.5808(2) 0.0238(8) Uani 1 1 d . . . C4 C 0.4379(6) 0.7614(5) 0.5921(2) 0.0186(9) Uani 1 1 d . . . N5 N 0.1502(7) 0.8609(4) 0.2921(3) 0.0321(11) Uani 1 1 d . . . C5 C 0.4721(6) 0.6198(5) 0.5426(3) 0.0173(9) Uani 1 1 d . . . N6 N 0.0323(7) 1.1447(4) 0.0743(3) 0.0288(10) Uani 1 1 d . . . C6 C 0.0842(7) 0.8704(5) 0.2261(3) 0.0236(10) Uani 1 1 d . . . N7 N -0.1311(7) 0.6388(4) 0.0747(2) 0.0249(9) Uani 1 1 d . . . C7 C 0.0146(7) 0.8825(5) 0.1469(3) 0.0198(9) Uani 1 1 d . . . C8 C -0.0659(6) 0.7493(5) 0.1071(2) 0.0191(9) Uani 1 1 d . . . C9 C 0.0244(6) 1.0252(5) 0.1063(2) 0.0213(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0323(3) 0.0184(3) 0.0216(3) -0.00020(10) -0.00606(18) 0.00341(12) N1 0.0191(19) 0.021(2) 0.0154(18) 0.0008(14) -0.0002(15) -0.0021(14) C1 0.020(2) 0.014(2) 0.033(2) 0.0000(18) 0.0036(17) -0.0018(16) N2 0.036(3) 0.020(2) 0.023(2) 0.0023(14) 0.0026(18) 0.0040(14) C2 0.020(2) 0.028(3) 0.025(2) -0.0083(18) 0.0021(17) -0.0053(18) N3 0.0193(19) 0.025(2) 0.0248(18) 0.0015(14) 0.0004(15) 0.0026(15) C3 0.028(3) 0.026(3) 0.016(2) -0.0080(17) -0.0032(19) -0.0014(18) N4 0.032(2) 0.016(2) 0.0237(18) -0.0004(15) 0.0053(16) 0.0012(15) C4 0.011(2) 0.021(2) 0.0233(19) 0.0044(16) 0.0020(16) -0.0022(16) N5 0.037(3) 0.031(3) 0.027(2) 0.0015(15) -0.003(2) -0.0029(16) C5 0.009(2) 0.021(2) 0.022(2) 0.0036(16) 0.0015(16) -0.0059(15) N6 0.039(3) 0.020(2) 0.028(2) 0.0018(15) 0.0068(19) 0.0000(15) C6 0.025(3) 0.018(2) 0.028(3) -0.0014(16) 0.004(2) 0.0009(16) N7 0.026(2) 0.019(2) 0.029(2) -0.0006(14) -0.0016(16) 0.0002(15) C7 0.022(2) 0.022(2) 0.016(2) -0.0018(16) 0.0042(18) -0.0019(17) C8 0.022(2) 0.015(2) 0.0205(19) 0.0038(17) 0.0030(17) 0.0011(17) C9 0.023(2) 0.015(2) 0.025(2) -0.0045(18) 0.0013(17) 0.0021(17) #=============================================================================# # MOLECULAR GEOMETRY # #=============================================================================# 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 N5 2.232(4) . ? Ag1 N1 2.326(4) . ? Ag1 N7 2.425(3) 2 ? Ag1 N6 2.459(4) 2_545 ? Ag1 N2 2.625(4) . ? N1 C4 1.344(5) . ? N1 C1 1.345(6) . ? C1 C2 1.383(6) . ? C1 H1 0.9500 . ? N2 N4 1.325(5) 3_666 ? N2 C5 1.342(6) . ? C2 C3 1.382(6) . ? C2 H2 0.9500 . ? N3 C4 1.332(5) . ? N3 C3 1.346(6) . ? C3 H3 0.9500 . ? N4 N2 1.325(5) 3_666 ? N4 C5 1.338(5) . ? C4 C5 1.502(6) . ? N5 C6 1.169(7) . ? N6 C9 1.160(6) . ? N6 Ag1 2.459(4) 2 ? C6 C7 1.385(7) . ? N7 C8 1.162(5) . ? N7 Ag1 2.425(3) 2_545 ? C7 C9 1.404(6) . ? C7 C8 1.410(6) . ? 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 N5 Ag1 N1 162.96(16) . . ? N5 Ag1 N7 89.62(14) . 2 ? N1 Ag1 N7 89.30(13) . 2 ? N5 Ag1 N6 88.03(15) . 2_545 ? N1 Ag1 N6 106.09(14) . 2_545 ? N7 Ag1 N6 127.07(15) 2 2_545 ? N5 Ag1 N2 107.07(14) . . ? N1 Ag1 N2 66.37(13) . . ? N7 Ag1 N2 146.88(15) 2 . ? N6 Ag1 N2 82.90(14) 2_545 . ? C4 N1 C1 116.0(4) . . ? C4 N1 Ag1 122.6(3) . . ? C1 N1 Ag1 120.5(3) . . ? N1 C1 C2 121.6(4) . . ? N1 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? N4 N2 C5 117.7(3) 3_666 . ? N4 N2 Ag1 124.8(3) 3_666 . ? C5 N2 Ag1 109.6(3) . . ? C1 C2 C3 117.2(4) . . ? C1 C2 H2 121.4 . . ? C3 C2 H2 121.4 . . ? C4 N3 C3 115.1(4) . . ? N3 C3 C2 122.8(4) . . ? N3 C3 H3 118.6 . . ? C2 C3 H3 118.6 . . ? N2 N4 C5 116.9(4) 3_666 . ? N3 C4 N1 127.3(4) . . ? N3 C4 C5 116.8(4) . . ? N1 C4 C5 116.0(4) . . ? C6 N5 Ag1 165.7(4) . . ? N4 C5 N2 125.4(4) . . ? N4 C5 C4 117.6(4) . . ? N2 C5 C4 117.1(4) . . ? C9 N6 Ag1 126.7(4) . 2 ? N5 C6 C7 177.4(5) . . ? C8 N7 Ag1 149.6(3) . 2_545 ? C6 C7 C9 120.6(4) . . ? C6 C7 C8 119.2(4) . . ? C9 C7 C8 120.2(4) . . ? N7 C8 C7 179.4(5) . . ? N6 C9 C7 178.7(5) . . ? ############################################################################## data_Compound5 _database_code_depnum_ccdc_archive 'CCDC 867219' #TrackingRef '- Compounds1to6.CIF' ############################################################################## _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H8 Ag N7 O3' _chemical_formula_sum 'C12 H8 Ag N7 O3' _chemical_formula_weight 406.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3748(3) _cell_length_b 13.6582(5) _cell_length_c 19.0224(7) _cell_angle_alpha 74.578(2) _cell_angle_beta 78.091(2) _cell_angle_gamma 77.000(2) _cell_volume 2018.74(13) _cell_formula_units_Z 6 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 9945 _cell_measurement_theta_min 2.92 _cell_measurement_theta_max 29.71 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.004 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 1.527 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.765 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_process_details 'SADABS-2004/1 (Bruker AXS, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 X8 Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29475 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0447 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 30.07 _reflns_number_total 9652 _reflns_number_gt 8569 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2 v2.0' _computing_cell_refinement 'Bruker Apex2 v2.0' _computing_data_reduction 'Bruker Apex2 v2.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-Seed _computing_publication_material CIFTAB _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. A DELU restraint was applied to Ag--O4 bond. ; _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^)+(0.0247P)^2^+6.9966P] 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 9652 _refine_ls_number_parameters 622 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0690 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 1.251 _refine_ls_restrained_S_all 1.253 _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 -0.22383(4) 0.73845(3) 0.66203(2) 0.02265(10) Uani 1 1 d . . . Ag2 Ag 0.44618(4) 0.77099(3) 0.31872(2) 0.02360(10) Uani 1 1 d U . . Ag3 Ag 1.08482(4) 0.79269(3) -0.020807(19) 0.01869(9) Uani 1 1 d . . . O1 O 0.0065(4) 0.8260(3) 0.6666(2) 0.0323(9) Uani 1 1 d . . . O2 O 0.0997(5) 0.6639(3) 0.7030(2) 0.0402(11) Uani 1 1 d . . . O3 O 0.2662(4) 0.7735(3) 0.67861(19) 0.0267(8) Uani 1 1 d . . . O4 O 0.6875(5) 0.7710(4) 0.3851(3) 0.0478(12) Uani 1 1 d U . . O5 O 0.9340(5) 0.6803(4) 0.3836(2) 0.0409(11) Uani 1 1 d . . . O6 O 0.7870(5) 0.6858(4) 0.3028(3) 0.0539(13) Uani 1 1 d . . . O7 O 1.3253(4) 0.8163(3) 0.0349(2) 0.0264(8) Uani 1 1 d . . . O8 O 1.5813(4) 0.7369(3) 0.0288(2) 0.0317(9) Uani 1 1 d . . . O9 O 1.4267(4) 0.7193(3) -0.0430(2) 0.0310(9) Uani 1 1 d . . . N1 N -0.2802(5) 0.8874(3) 0.5738(2) 0.0210(9) Uani 1 1 d . . . N2 N -0.0429(5) 0.7289(3) 0.5384(2) 0.0220(9) Uani 1 1 d . . . N3 N 0.0722(5) 0.6507(3) 0.5219(2) 0.0221(9) Uani 1 1 d . . . N4 N 0.0738(5) 0.8443(3) 0.4339(2) 0.0223(9) Uani 1 1 d . . . N5 N 0.1904(5) 0.7661(3) 0.4176(2) 0.0218(9) Uani 1 1 d . . . N6 N 0.4199(5) 0.6041(3) 0.3798(2) 0.0206(9) Uani 1 1 d . . . N7 N 0.3948(4) 0.9255(3) 0.2358(2) 0.0177(8) Uani 1 1 d . . . N8 N 0.5842(5) 0.7552(3) 0.1869(2) 0.0183(8) Uani 1 1 d . . . N9 N 0.6946(5) 0.6759(3) 0.1712(2) 0.0162(8) Uani 1 1 d . . . N10 N 0.7378(5) 0.8710(3) 0.0970(2) 0.0183(8) Uani 1 1 d . . . N11 N 0.8511(5) 0.7909(3) 0.0822(2) 0.0177(8) Uani 1 1 d . . . N12 N 1.0651(5) 0.6271(3) 0.0406(2) 0.0181(8) Uani 1 1 d . . . N13 N 1.0606(4) 0.9338(3) -0.1136(2) 0.0143(8) Uani 1 1 d . . . N14 N 1.2235(4) 0.7478(3) -0.1544(2) 0.0147(8) Uani 1 1 d . . . N15 N 1.3278(4) 0.6618(3) -0.1629(2) 0.0148(8) Uani 1 1 d . . . N16 N 1.4240(4) 0.8481(3) -0.2274(2) 0.0156(8) Uani 1 1 d . . . N17 N 1.5297(4) 0.7614(3) -0.2352(2) 0.0151(8) Uani 1 1 d . . . N18 N 1.7228(4) 0.5852(3) -0.2699(2) 0.0161(8) Uani 1 1 d . . . N19 N 0.1242(5) 0.7539(3) 0.6832(2) 0.0215(9) Uani 1 1 d . . . N20 N 0.8047(5) 0.7109(3) 0.3576(2) 0.0220(9) Uani 1 1 d . . . N21 N 1.4454(5) 0.7572(3) 0.0064(2) 0.0193(9) Uani 1 1 d . . . C1 C -0.3989(6) 0.9646(4) 0.5919(3) 0.0217(10) Uani 1 1 d . . . H1 H -0.4724 0.9505 0.6371 0.026 Uiso 1 1 calc R . . C2 C -0.4194(6) 1.0634(4) 0.5482(3) 0.0240(11) Uani 1 1 d . . . H2 H -0.5041 1.1163 0.5632 0.029 Uiso 1 1 calc R . . C3 C -0.3133(6) 1.0836(4) 0.4819(3) 0.0249(11) Uani 1 1 d . . . H3 H -0.3251 1.1508 0.4504 0.030 Uiso 1 1 calc R . . C4 C -0.1897(6) 1.0049(4) 0.4616(3) 0.0234(11) Uani 1 1 d . . . H4 H -0.1162 1.0170 0.4162 0.028 Uiso 1 1 calc R . . C5 C -0.1767(5) 0.9084(4) 0.5093(3) 0.0178(10) Uani 1 1 d . . . C6 C -0.0432(6) 0.8219(4) 0.4924(3) 0.0190(10) Uani 1 1 d . . . C7 C 0.1809(5) 0.6713(4) 0.4592(3) 0.0174(10) Uani 1 1 d . . . C8 C 0.2997(5) 0.5822(4) 0.4377(3) 0.0186(10) Uani 1 1 d . . . C9 C 0.2828(6) 0.4822(4) 0.4748(3) 0.0235(11) Uani 1 1 d . . . H9 H 0.1968 0.4697 0.5155 0.028 Uiso 1 1 calc R . . C10 C 0.3933(7) 0.4005(4) 0.4515(3) 0.0288(12) Uani 1 1 d . . . H10 H 0.3841 0.3310 0.4756 0.035 Uiso 1 1 calc R . . C11 C 0.5175(7) 0.4227(4) 0.3922(3) 0.0296(12) Uani 1 1 d . . . H11 H 0.5955 0.3687 0.3749 0.036 Uiso 1 1 calc R . . C12 C 0.5260(6) 0.5246(4) 0.3585(3) 0.0259(11) Uani 1 1 d . . . H12 H 0.6119 0.5390 0.3181 0.031 Uiso 1 1 calc R . . C13 C 0.2760(5) 1.0036(4) 0.2523(3) 0.0193(10) Uani 1 1 d . . . H13 H 0.2168 0.9957 0.3012 0.023 Uiso 1 1 calc R . . C14 C 0.2358(6) 1.0946(4) 0.2018(3) 0.0221(11) Uani 1 1 d . . . H14 H 0.1497 1.1477 0.2156 0.026 Uiso 1 1 calc R . . C15 C 0.3224(6) 1.1079(4) 0.1303(3) 0.0224(11) Uani 1 1 d . . . H15 H 0.2961 1.1699 0.0944 0.027 Uiso 1 1 calc R . . C16 C 0.4485(6) 1.0287(4) 0.1122(3) 0.0196(10) Uani 1 1 d . . . H16 H 0.5118 1.0360 0.0642 0.024 Uiso 1 1 calc R . . C17 C 0.4794(5) 0.9388(4) 0.1662(3) 0.0155(9) Uani 1 1 d . . . C18 C 0.6070(5) 0.8504(4) 0.1489(2) 0.0155(9) Uani 1 1 d . . . C19 C 0.8252(5) 0.6962(4) 0.1186(2) 0.0150(9) Uani 1 1 d . . . C20 C 0.9489(5) 0.6059(4) 0.1006(2) 0.0150(9) Uani 1 1 d . . . C21 C 0.9415(6) 0.5075(4) 0.1430(3) 0.0205(10) Uani 1 1 d . . . H21 H 0.8579 0.4955 0.1849 0.025 Uiso 1 1 calc R . . C22 C 1.0589(6) 0.4267(4) 0.1231(3) 0.0235(11) Uani 1 1 d . . . H22 H 1.0564 0.3580 0.1511 0.028 Uiso 1 1 calc R . . C23 C 1.1805(6) 0.4460(4) 0.0620(3) 0.0225(11) Uani 1 1 d . . . H23 H 1.2628 0.3915 0.0476 0.027 Uiso 1 1 calc R . . C24 C 1.1777(6) 0.5466(4) 0.0232(3) 0.0207(10) Uani 1 1 d . . . H24 H 1.2607 0.5602 -0.0187 0.025 Uiso 1 1 calc R . . C25 C 0.9512(5) 1.0188(4) -0.1064(3) 0.0179(10) Uani 1 1 d . . . H25 H 0.8852 1.0199 -0.0595 0.021 Uiso 1 1 calc R . . C26 C 0.9270(6) 1.1055(4) -0.1627(3) 0.0186(10) Uani 1 1 d . . . H26 H 0.8458 1.1641 -0.1547 0.022 Uiso 1 1 calc R . . C27 C 1.0238(6) 1.1053(4) -0.2311(3) 0.0203(10) Uani 1 1 d . . . H27 H 1.0092 1.1634 -0.2713 0.024 Uiso 1 1 calc R . . C28 C 1.1427(5) 1.0184(4) -0.2399(3) 0.0183(10) Uani 1 1 d . . . H28 H 1.2135 1.0170 -0.2857 0.022 Uiso 1 1 calc R . . C29 C 1.1561(5) 0.9338(3) -0.1805(3) 0.0148(9) Uani 1 1 d . . . C30 C 1.2739(5) 0.8372(4) -0.1881(2) 0.0139(9) Uani 1 1 d . . . C31 C 1.4769(5) 0.6719(3) -0.2041(2) 0.0127(9) Uani 1 1 d . . . C32 C 1.5919(5) 0.5753(3) -0.2150(2) 0.0131(9) Uani 1 1 d . . . C33 C 1.5643(5) 0.4802(4) -0.1706(3) 0.0173(10) Uani 1 1 d . . . H33 H 1.4707 0.4756 -0.1327 0.021 Uiso 1 1 calc R . . C34 C 1.6753(6) 0.3924(4) -0.1824(3) 0.0234(11) Uani 1 1 d . . . H34 H 1.6602 0.3265 -0.1523 0.028 Uiso 1 1 calc R . . C35 C 1.8087(6) 0.4021(4) -0.2386(3) 0.0219(10) Uani 1 1 d . . . H35 H 1.8859 0.3429 -0.2483 0.026 Uiso 1 1 calc R . . C36 C 1.8279(6) 0.4996(4) -0.2806(3) 0.0197(10) Uani 1 1 d . . . H36 H 1.9206 0.5058 -0.3189 0.024 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 0.01670(17) 0.0236(2) 0.01899(18) 0.00201(16) 0.00558(14) -0.00194(14) Ag2 0.01776(18) 0.0286(2) 0.01980(18) -0.00372(16) 0.00562(14) -0.00479(15) Ag3 0.01449(16) 0.01883(19) 0.01727(17) -0.00159(15) 0.00460(13) -0.00141(13) O1 0.0173(17) 0.030(2) 0.044(2) -0.0107(19) 0.0014(16) 0.0026(15) O2 0.041(2) 0.027(2) 0.045(3) 0.007(2) -0.003(2) -0.0109(18) O3 0.0181(17) 0.043(2) 0.0221(18) -0.0130(17) -0.0006(14) -0.0082(16) O4 0.025(2) 0.058(3) 0.069(3) -0.041(3) -0.0086(18) 0.008(2) O5 0.0199(19) 0.064(3) 0.037(2) -0.010(2) -0.0105(17) 0.0005(19) O6 0.035(2) 0.098(4) 0.047(3) -0.045(3) -0.004(2) -0.019(2) O7 0.0199(17) 0.0234(19) 0.030(2) -0.0115(16) 0.0051(15) 0.0065(15) O8 0.0181(17) 0.049(3) 0.030(2) -0.0179(19) -0.0101(15) 0.0064(16) O9 0.0264(19) 0.042(2) 0.030(2) -0.0191(19) -0.0046(16) -0.0054(17) N1 0.0145(18) 0.030(2) 0.0166(19) -0.0066(18) 0.0022(15) -0.0019(17) N2 0.022(2) 0.023(2) 0.0153(19) -0.0013(18) 0.0026(16) -0.0008(17) N3 0.021(2) 0.023(2) 0.018(2) -0.0047(18) 0.0035(16) -0.0015(17) N4 0.019(2) 0.020(2) 0.023(2) -0.0066(18) 0.0084(17) -0.0038(17) N5 0.021(2) 0.020(2) 0.023(2) -0.0093(18) 0.0078(17) -0.0040(17) N6 0.0124(18) 0.028(2) 0.019(2) -0.0066(18) 0.0026(16) -0.0009(16) N7 0.0111(17) 0.023(2) 0.0181(19) -0.0063(17) 0.0006(15) -0.0029(15) N8 0.0176(19) 0.017(2) 0.019(2) -0.0058(17) 0.0015(16) -0.0022(16) N9 0.0160(18) 0.015(2) 0.0163(19) -0.0062(16) 0.0024(15) -0.0016(15) N10 0.0124(18) 0.016(2) 0.022(2) -0.0044(17) 0.0034(16) 0.0000(15) N11 0.0147(18) 0.018(2) 0.0190(19) -0.0060(17) 0.0032(15) -0.0039(15) N12 0.0139(18) 0.022(2) 0.0148(18) -0.0060(17) 0.0054(15) -0.0015(16) N13 0.0105(17) 0.0132(19) 0.0172(18) -0.0041(16) 0.0010(14) -0.0003(14) N14 0.0147(17) 0.016(2) 0.0111(17) -0.0040(16) 0.0047(14) -0.0023(15) N15 0.0122(17) 0.015(2) 0.0160(18) -0.0071(16) 0.0025(15) -0.0009(15) N16 0.0092(16) 0.017(2) 0.0185(19) -0.0056(16) 0.0032(15) -0.0007(14) N17 0.0109(17) 0.0134(19) 0.0207(19) -0.0065(16) 0.0014(15) -0.0020(14) N18 0.0133(17) 0.019(2) 0.0157(18) -0.0055(16) 0.0010(15) -0.0033(15) N19 0.022(2) 0.029(2) 0.0116(18) -0.0055(18) 0.0036(16) -0.0059(18) N20 0.0151(19) 0.019(2) 0.028(2) -0.0037(19) 0.0026(17) -0.0030(16) N21 0.0174(19) 0.018(2) 0.018(2) -0.0002(17) -0.0024(16) 0.0002(16) C1 0.016(2) 0.028(3) 0.018(2) -0.007(2) 0.0014(18) 0.0026(19) C2 0.021(2) 0.025(3) 0.026(3) -0.016(2) -0.001(2) 0.003(2) C3 0.026(3) 0.020(3) 0.027(3) -0.005(2) -0.002(2) -0.003(2) C4 0.026(3) 0.021(3) 0.022(2) -0.006(2) 0.003(2) -0.005(2) C5 0.012(2) 0.022(3) 0.017(2) -0.006(2) 0.0009(17) 0.0009(18) C6 0.014(2) 0.026(3) 0.018(2) -0.007(2) 0.0007(18) -0.0061(19) C7 0.014(2) 0.022(3) 0.016(2) -0.007(2) -0.0005(17) -0.0009(18) C8 0.011(2) 0.027(3) 0.016(2) -0.008(2) 0.0019(17) 0.0001(18) C9 0.023(2) 0.021(3) 0.024(3) -0.007(2) -0.001(2) 0.000(2) C10 0.029(3) 0.026(3) 0.029(3) -0.007(2) -0.004(2) 0.002(2) C11 0.025(3) 0.032(3) 0.033(3) -0.018(3) -0.005(2) 0.007(2) C12 0.018(2) 0.037(3) 0.021(2) -0.012(2) 0.004(2) -0.001(2) C13 0.013(2) 0.027(3) 0.022(2) -0.014(2) 0.0007(18) -0.0055(19) C14 0.011(2) 0.020(3) 0.037(3) -0.014(2) -0.001(2) 0.0003(18) C15 0.015(2) 0.024(3) 0.028(3) -0.007(2) -0.0015(19) -0.0026(19) C16 0.017(2) 0.018(2) 0.021(2) -0.003(2) 0.0007(19) -0.0016(18) C17 0.011(2) 0.018(2) 0.020(2) -0.0106(19) 0.0022(17) -0.0042(17) C18 0.016(2) 0.018(2) 0.014(2) -0.0071(19) -0.0005(17) -0.0038(18) C19 0.012(2) 0.019(2) 0.015(2) -0.0040(19) -0.0026(17) -0.0021(17) C20 0.012(2) 0.020(2) 0.014(2) -0.0084(19) -0.0012(17) -0.0004(17) C21 0.018(2) 0.022(3) 0.020(2) -0.005(2) 0.0012(19) -0.0033(19) C22 0.022(2) 0.017(3) 0.028(3) -0.003(2) 0.000(2) -0.0029(19) C23 0.019(2) 0.019(3) 0.028(3) -0.010(2) 0.001(2) 0.0016(19) C24 0.019(2) 0.020(3) 0.020(2) -0.008(2) 0.0052(19) -0.0010(19) C25 0.013(2) 0.020(2) 0.020(2) -0.010(2) 0.0033(18) -0.0013(18) C26 0.016(2) 0.014(2) 0.024(2) -0.011(2) -0.0005(19) 0.0041(18) C27 0.017(2) 0.015(2) 0.027(3) -0.001(2) -0.0020(19) -0.0032(18) C28 0.013(2) 0.019(2) 0.021(2) -0.004(2) 0.0008(18) -0.0020(18) C29 0.0111(19) 0.010(2) 0.021(2) -0.0043(19) 0.0004(17) 0.0004(16) C30 0.0117(19) 0.016(2) 0.014(2) -0.0060(18) 0.0004(16) -0.0011(17) C31 0.0127(19) 0.012(2) 0.012(2) -0.0047(18) 0.0007(16) -0.0003(16) C32 0.0118(19) 0.013(2) 0.014(2) -0.0051(18) -0.0019(16) 0.0012(16) C33 0.013(2) 0.018(2) 0.018(2) -0.006(2) 0.0040(17) -0.0005(17) C34 0.020(2) 0.018(3) 0.028(3) -0.006(2) 0.002(2) -0.0011(19) C35 0.019(2) 0.017(2) 0.027(3) -0.012(2) 0.003(2) 0.0043(19) C36 0.015(2) 0.020(3) 0.022(2) -0.010(2) 0.0038(18) 0.0018(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N18 2.236(4) 1_356 ? Ag1 N1 2.293(4) . ? Ag1 O1 2.514(4) . ? Ag1 N2 2.539(4) . ? Ag1 N17 2.560(4) 1_356 ? Ag2 N7 2.286(4) . ? Ag2 N6 2.303(4) . ? Ag2 N5 2.543(4) . ? Ag2 N8 2.579(4) . ? Ag2 O4 2.595(4) . ? Ag3 N13 2.244(4) . ? Ag3 N12 2.278(4) . ? Ag3 N11 2.467(4) . ? Ag3 O7 2.576(4) . ? Ag3 N14 2.734(4) . ? O1 N19 1.252(5) . ? O2 N19 1.238(6) . ? O3 N19 1.257(5) . ? O4 N20 1.251(6) . ? O5 N20 1.224(5) . ? O6 N20 1.225(6) . ? O7 N21 1.265(5) . ? O8 N21 1.245(5) . ? O9 N21 1.237(5) . ? N1 C1 1.341(6) . ? N1 C5 1.350(6) . ? N2 N3 1.326(6) . ? N2 C6 1.338(6) . ? N3 C7 1.348(6) . ? N4 N5 1.331(6) . ? N4 C6 1.340(6) . ? N5 C7 1.336(6) . ? N6 C12 1.336(7) . ? N6 C8 1.349(6) . ? N7 C13 1.341(6) . ? N7 C17 1.352(6) . ? N8 N9 1.313(5) . ? N8 C18 1.344(6) . ? N9 C19 1.346(5) . ? N10 N11 1.328(5) . ? N10 C18 1.341(6) . ? N11 C19 1.336(6) . ? N12 C24 1.344(6) . ? N12 C20 1.351(5) . ? N13 C25 1.326(6) . ? N13 C29 1.356(6) . ? N14 N15 1.323(5) . ? N14 C30 1.336(6) . ? N15 C31 1.345(5) . ? N16 N17 1.332(5) . ? N16 C30 1.341(5) . ? N17 C31 1.338(5) . ? N17 Ag1 2.560(4) 1_754 ? N18 C36 1.331(6) . ? N18 C32 1.353(5) . ? N18 Ag1 2.236(4) 1_754 ? C1 C2 1.378(7) . ? C2 C3 1.386(7) . ? C3 C4 1.389(7) . ? C4 C5 1.383(7) . ? C5 C6 1.487(7) . ? C7 C8 1.480(7) . ? C8 C9 1.384(7) . ? C9 C10 1.388(7) . ? C10 C11 1.387(8) . ? C11 C12 1.379(8) . ? C13 C14 1.376(7) . ? C14 C15 1.388(7) . ? C15 C16 1.392(7) . ? C16 C17 1.388(6) . ? C17 C18 1.481(6) . ? C19 C20 1.488(6) . ? C20 C21 1.380(7) . ? C21 C22 1.382(7) . ? C22 C23 1.387(7) . ? C23 C24 1.375(7) . ? C25 C26 1.377(7) . ? C26 C27 1.385(7) . ? C27 C28 1.391(7) . ? C28 C29 1.387(6) . ? C29 C30 1.480(6) . ? C31 C32 1.485(6) . ? C32 C33 1.387(6) . ? C33 C34 1.381(7) . ? C34 C35 1.381(7) . ? C35 C36 1.384(7) . ? 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 N18 Ag1 N1 152.32(14) 1_356 . ? N18 Ag1 O1 127.37(13) 1_356 . ? N1 Ag1 O1 80.30(14) . . ? N18 Ag1 N2 113.49(14) 1_356 . ? N1 Ag1 N2 68.18(14) . . ? O1 Ag1 N2 78.67(14) . . ? N18 Ag1 N17 69.26(13) 1_356 1_356 ? N1 Ag1 N17 101.85(13) . 1_356 ? O1 Ag1 N17 112.74(13) . 1_356 ? N2 Ag1 N17 164.08(13) . 1_356 ? N7 Ag2 N6 157.22(14) . . ? N7 Ag2 N5 105.79(13) . . ? N6 Ag2 N5 68.46(14) . . ? N7 Ag2 N8 69.11(13) . . ? N6 Ag2 N8 103.78(14) . . ? N5 Ag2 N8 148.62(13) . . ? N7 Ag2 O4 109.34(15) . . ? N6 Ag2 O4 93.35(15) . . ? N5 Ag2 O4 105.66(14) . . ? N8 Ag2 O4 105.12(13) . . ? N13 Ag3 N12 156.39(14) . . ? N13 Ag3 N11 114.66(13) . . ? N12 Ag3 N11 69.82(13) . . ? N13 Ag3 O7 101.82(12) . . ? N12 Ag3 O7 99.33(13) . . ? N11 Ag3 O7 103.47(12) . . ? N13 Ag3 N14 68.30(13) . . ? N12 Ag3 N14 95.86(13) . . ? N11 Ag3 N14 149.01(12) . . ? O7 Ag3 N14 105.98(11) . . ? N19 O1 Ag1 104.9(3) . . ? N20 O4 Ag2 102.7(3) . . ? N21 O7 Ag3 101.0(3) . . ? C1 N1 C5 117.8(4) . . ? C1 N1 Ag1 119.1(3) . . ? C5 N1 Ag1 121.7(3) . . ? N3 N2 C6 118.3(4) . . ? N3 N2 Ag1 127.7(3) . . ? C6 N2 Ag1 112.2(3) . . ? N2 N3 C7 117.0(4) . . ? N5 N4 C6 117.0(4) . . ? N4 N5 C7 118.2(4) . . ? N4 N5 Ag2 128.7(3) . . ? C7 N5 Ag2 113.0(3) . . ? C12 N6 C8 117.4(4) . . ? C12 N6 Ag2 120.2(3) . . ? C8 N6 Ag2 122.4(3) . . ? C13 N7 C17 117.6(4) . . ? C13 N7 Ag2 122.2(3) . . ? C17 N7 Ag2 120.2(3) . . ? N9 N8 C18 118.3(4) . . ? N9 N8 Ag2 124.4(3) . . ? C18 N8 Ag2 106.5(3) . . ? N8 N9 C19 117.3(4) . . ? N11 N10 C18 117.0(4) . . ? N10 N11 C19 118.1(4) . . ? N10 N11 Ag3 127.1(3) . . ? C19 N11 Ag3 113.9(3) . . ? C24 N12 C20 116.8(4) . . ? C24 N12 Ag3 121.5(3) . . ? C20 N12 Ag3 121.4(3) . . ? C25 N13 C29 117.4(4) . . ? C25 N13 Ag3 122.2(3) . . ? C29 N13 Ag3 120.4(3) . . ? N15 N14 C30 117.5(4) . . ? N15 N14 Ag3 124.3(3) . . ? C30 N14 Ag3 98.4(3) . . ? N14 N15 C31 117.0(4) . . ? N17 N16 C30 116.4(4) . . ? N16 N17 C31 117.6(4) . . ? N16 N17 Ag1 127.6(3) . 1_754 ? C31 N17 Ag1 110.6(3) . 1_754 ? C36 N18 C32 117.8(4) . . ? C36 N18 Ag1 119.3(3) . 1_754 ? C32 N18 Ag1 122.8(3) . 1_754 ? O2 N19 O1 119.4(4) . . ? O2 N19 O3 120.8(4) . . ? O1 N19 O3 119.8(4) . . ? O5 N20 O6 121.3(5) . . ? O5 N20 O4 121.0(5) . . ? O6 N20 O4 117.7(5) . . ? O9 N21 O8 120.5(4) . . ? O9 N21 O7 119.9(4) . . ? O8 N21 O7 119.6(4) . . ? N1 C1 C2 123.2(4) . . ? C1 C2 C3 118.3(5) . . ? C2 C3 C4 119.6(5) . . ? C5 C4 C3 118.1(5) . . ? N1 C5 C4 122.9(4) . . ? N1 C5 C6 116.2(4) . . ? C4 C5 C6 120.9(4) . . ? N2 C6 N4 124.6(4) . . ? N2 C6 C5 118.1(4) . . ? N4 C6 C5 117.2(4) . . ? N5 C7 N3 124.2(4) . . ? N5 C7 C8 119.0(4) . . ? N3 C7 C8 116.7(4) . . ? N6 C8 C9 122.8(4) . . ? N6 C8 C7 116.5(4) . . ? C9 C8 C7 120.6(4) . . ? C8 C9 C10 119.0(5) . . ? C11 C10 C9 118.3(5) . . ? C12 C11 C10 119.0(5) . . ? N6 C12 C11 123.5(5) . . ? N7 C13 C14 123.1(5) . . ? C13 C14 C15 119.2(5) . . ? C14 C15 C16 118.8(5) . . ? C17 C16 C15 118.3(4) . . ? N7 C17 C16 123.0(4) . . ? N7 C17 C18 116.5(4) . . ? C16 C17 C18 120.4(4) . . ? N10 C18 N8 124.7(4) . . ? N10 C18 C17 117.8(4) . . ? N8 C18 C17 117.5(4) . . ? N11 C19 N9 124.7(4) . . ? N11 C19 C20 118.4(4) . . ? N9 C19 C20 116.9(4) . . ? N12 C20 C21 123.3(4) . . ? N12 C20 C19 115.8(4) . . ? C21 C20 C19 120.9(4) . . ? C20 C21 C22 118.2(4) . . ? C21 C22 C23 119.9(5) . . ? C24 C23 C22 117.6(5) . . ? N12 C24 C23 124.2(4) . . ? N13 C25 C26 124.2(4) . . ? C25 C26 C27 118.4(4) . . ? C26 C27 C28 118.8(4) . . ? C29 C28 C27 118.8(4) . . ? N13 C29 C28 122.4(4) . . ? N13 C29 C30 116.7(4) . . ? C28 C29 C30 121.0(4) . . ? N14 C30 N16 125.9(4) . . ? N14 C30 C29 117.7(4) . . ? N16 C30 C29 116.3(4) . . ? N17 C31 N15 125.4(4) . . ? N17 C31 C32 117.9(4) . . ? N15 C31 C32 116.8(4) . . ? N18 C32 C33 122.5(4) . . ? N18 C32 C31 116.7(4) . . ? C33 C32 C31 120.9(4) . . ? C34 C33 C32 118.8(4) . . ? C33 C34 C35 118.9(5) . . ? C34 C35 C36 118.9(4) . . ? N18 C36 C35 123.1(4) . . ? _diffrn_measured_fraction_theta_max 0.813 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.988 _refine_diff_density_min -1.104 _refine_diff_density_rms 0.130 ############################################################################## data_Compound6 _database_code_depnum_ccdc_archive 'CCDC 867220' #TrackingRef '- Compounds1to6.CIF' ############################################################################## _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H10 N6, 2(N O3)' _chemical_formula_sum 'C12 H10 N8 O6' _chemical_formula_weight 362.28 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' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.1292(6) _cell_length_b 7.8219(2) _cell_length_c 11.7806(4) _cell_angle_alpha 90.00 _cell_angle_beta 121.711(1) _cell_angle_gamma 90.00 _cell_volume 1421.15(8) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 2589 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 27.86 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.140 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_process_details 'SADABS 2004/1 (Bruker AXS, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 X8 Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4753 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1551 _reflns_number_gt 1443 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2 v2.0' _computing_cell_refinement 'Bruker Apex2 v2.0' _computing_data_reduction 'Bruker Apex2 v2.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-Seed _computing_publication_material CIFTAB _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. The position of the hydrogen atom attached to N1 was located in the difference Fourier and refined without restraint. ; _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^)+(0.0394P)^2^+1.2402P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1551 _refine_ls_number_parameters 122 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0912 _refine_ls_wR_factor_gt 0.0882 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 O1 O 0.62822(6) 0.00459(13) -0.06103(10) 0.0235(3) Uani 1 1 d . . . O2 O 0.49154(6) -0.01477(13) -0.12882(10) 0.0217(3) Uani 1 1 d . . . O3 O 0.55654(6) 0.23258(12) -0.07124(11) 0.0240(3) Uani 1 1 d . . . N1 N 0.40092(7) 0.30151(14) -0.09808(12) 0.0170(3) Uani 1 1 d . . . N2 N 0.41476(7) 0.38949(14) 0.21182(12) 0.0187(3) Uani 1 1 d . . . N3 N 0.47493(7) 0.38964(14) 0.34065(12) 0.0186(3) Uani 1 1 d . . . N4 N 0.55848(7) 0.07166(15) -0.08732(11) 0.0165(3) Uani 1 1 d . . . C1 C 0.34486(9) 0.27556(17) -0.22875(14) 0.0197(3) Uani 1 1 d . . . H1 H 0.3652 0.2352 -0.2835 0.024 Uiso 1 1 calc R . . C2 C 0.25744(9) 0.30749(17) -0.28397(15) 0.0211(3) Uani 1 1 d . . . H2 H 0.2174 0.2888 -0.3764 0.025 Uiso 1 1 calc R . . C3 C 0.22935(9) 0.36699(17) -0.20247(15) 0.0207(3) Uani 1 1 d . . . H3 H 0.1696 0.3903 -0.2389 0.025 Uiso 1 1 calc R . . C4 C 0.28858(8) 0.39278(17) -0.06716(15) 0.0193(3) Uani 1 1 d . . . H4 H 0.2697 0.4340 -0.0107 0.023 Uiso 1 1 calc R . . C5 C 0.37530(8) 0.35770(16) -0.01584(14) 0.0164(3) Uani 1 1 d . . . C6 C 0.44228(8) 0.37710(16) 0.12648(14) 0.0167(3) Uani 1 1 d . . . H1A H 0.4586(12) 0.277(2) -0.0675(18) 0.035(5) Uiso 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 O1 0.0146(5) 0.0283(5) 0.0261(6) -0.0006(4) 0.0096(4) 0.0063(4) O2 0.0164(5) 0.0252(5) 0.0239(6) -0.0030(4) 0.0108(4) -0.0051(4) O3 0.0200(5) 0.0174(5) 0.0366(6) -0.0005(4) 0.0161(5) 0.0012(4) N1 0.0129(5) 0.0164(5) 0.0219(6) 0.0014(4) 0.0092(5) 0.0007(4) N2 0.0161(5) 0.0179(5) 0.0208(6) 0.0012(4) 0.0087(5) 0.0014(4) N3 0.0150(5) 0.0178(6) 0.0219(6) 0.0004(4) 0.0090(5) 0.0003(4) N4 0.0147(5) 0.0206(6) 0.0150(6) 0.0015(4) 0.0084(5) 0.0020(4) C1 0.0199(7) 0.0180(6) 0.0216(7) 0.0011(5) 0.0111(6) 0.0008(5) C2 0.0174(7) 0.0176(6) 0.0223(7) 0.0018(5) 0.0062(6) 0.0008(5) C3 0.0128(6) 0.0170(6) 0.0287(8) 0.0045(5) 0.0084(6) 0.0018(5) C4 0.0165(6) 0.0170(6) 0.0262(8) 0.0022(5) 0.0125(6) 0.0013(5) C5 0.0156(6) 0.0127(6) 0.0217(7) 0.0017(5) 0.0104(6) 0.0007(5) C6 0.0152(6) 0.0119(6) 0.0242(7) 0.0018(5) 0.0111(6) 0.0015(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 O1 N4 1.2482(14) . ? O2 N4 1.2430(14) . ? O3 N4 1.2761(15) . ? N1 C1 1.3413(18) . ? N1 C5 1.3493(18) . ? N1 H1A 0.929(19) . ? N2 N3 1.3240(16) . ? N2 C6 1.3403(18) . ? N3 C6 1.3421(17) 2_655 ? C1 C2 1.3832(19) . ? C1 H1 0.9500 . ? C2 C3 1.383(2) . ? C2 H2 0.9500 . ? C3 C4 1.391(2) . ? C3 H3 0.9500 . ? C4 C5 1.3832(18) . ? C4 H4 0.9500 . ? C5 C6 1.472(2) . ? C6 N3 1.3421(17) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C5 122.29(12) . . ? C1 N1 H1A 115.7(12) . . ? C5 N1 H1A 122.0(12) . . ? N3 N2 C6 116.91(11) . . ? N2 N3 C6 116.96(12) . 2_655 ? O2 N4 O1 121.41(12) . . ? O2 N4 O3 119.83(11) . . ? O1 N4 O3 118.76(11) . . ? N1 C1 C2 120.14(13) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? C3 C2 C1 118.90(13) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 120.02(12) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.17(13) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? N1 C5 C4 119.47(13) . . ? N1 C5 C6 117.52(12) . . ? C4 C5 C6 123.01(13) . . ? N2 C6 N3 125.38(13) . 2_655 ? N2 C6 C5 116.88(12) . . ? N3 C6 C5 117.64(12) 2_655 . ? 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 H1A O3 0.929(19) 1.83(2) 2.7226(15) 159.5(17) . _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.223 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.045