Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_year ? _journal_page_first ? _publ_contact_author_name 'Angel Garcia-Raso' _publ_contact_author_address ; Departament de Quimica Universitat de les Illes Balears Crta. Valldemossa Km 7.5 Palma de Mallorca Islas Baleares 07071 SPAIN ; _publ_contact_author_email ANGEL.GARCIA-RASO@UIB.ES _publ_section_title ; Ag(I) complexes with alkylidene-bis(2-aminopyrimidines) as building units for discrete metallomacrocyclic frames. ; _publ_requested_category FO loop_ _publ_author_name 'Angel Garcia-Raso' 'Francisca M. Alberti' 'Manuel G. Basallote' ; M.J.Fernandez-Trujillo ; 'Juan J. Fiol' M.A.Manez 'Elies Molins' S.David 'Andres Tasada' # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-07-20 at 19:37:08 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : \wingx\files\archive.dat # CIF files read : pm81 absorb dreduc struct data_pm81 _database_code_depnum_ccdc_archive 'CCDC 273669' _audit_creation_date 2004-04-12T20:40:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _publ_requested_category FO #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C10 H12 N8 O6' _chemical_formula_sum 'C10 H14 N8 O6' _chemical_formula_weight 342.29 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 19.812(2) _cell_length_b 6.892(10) _cell_length_c 11.955(2) _cell_angle_alpha 90 _cell_angle_beta 114.135(12) _cell_angle_gamma 90 _cell_volume 1490(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.74 _cell_measurement_theta_max 20 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; (See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) ; _exptl_absorpt_correction_T_min 0.9354 _exptl_absorpt_correction_T_max 0.9786 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 -0.006564 _diffrn_orient_matrix_ub_12 0.038438 _diffrn_orient_matrix_ub_13 -0.084497 _diffrn_orient_matrix_ub_21 -0.054904 _diffrn_orient_matrix_ub_22 -0.001322 _diffrn_orient_matrix_ub_23 -0.02711 _diffrn_orient_matrix_ub_31 0.001303 _diffrn_orient_matrix_ub_32 0.139905 _diffrn_orient_matrix_ub_33 0.022953 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_standards_decay_corr_max 1 _diffrn_standards_decay_corr_min 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -10 2 3 -6 -2 -3 -8 -2 2 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_unetI/netI 0.0238 _diffrn_reflns_number 2274 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 29.96 _diffrn_reflns_theta_full 29.96 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2173 _reflns_number_gt 1478 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2^, conventional R-factors R are based on F, with F set to zero for negative F2^. The threshold expression of F2^ > 2sigma(F2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2^ 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/[\s2^(Fo2^)+(0.0820P)2^+1.8359P] where P=(Fo2^+2Fc2^)/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_number_reflns 2173 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.104 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.2081 _refine_ls_wR_factor_gt 0.1788 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.289 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.052 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2 C 0.09821(12) 0.1828(3) 0.5161(2) 0.0474(5) Uani 1 1 d . . . C4 C 0.21870(14) 0.0940(4) 0.6082(2) 0.0615(7) Uani 1 1 d . . . H4 H 0.2624 0.0578 0.6025 0.074 Uiso 1 1 calc R . . C5 C 0.21898(14) 0.1071(4) 0.7240(2) 0.0583(6) Uani 1 1 d . . . H5 H 0.2615 0.0827 0.7942 0.07 Uiso 1 1 calc R . . C6 C 0.15485(14) 0.1568(3) 0.7304(2) 0.0522(6) Uani 1 1 d . . . H6 H 0.1521 0.1667 0.806 0.063 Uiso 1 1 calc R . . C7 C 0.03644(17) 0.2265(6) 0.2953(2) 0.0901(12) Uani 1 1 d . . . H7A H 0.0621 0.3406 0.2854 0.108 Uiso 1 1 calc R . . H7B H 0.0622 0.113 0.2849 0.108 Uiso 1 1 calc R . . N10 N -0.10155(11) 0.3331(3) 0.52046(19) 0.0537(5) Uani 1 1 d . . . N1 N 0.09498(10) 0.1919(3) 0.62639(16) 0.0450(4) Uani 1 1 d . . . H1 H 0.0538 0.2207 0.6303 0.054 Uiso 1 1 calc R . . N2 N 0.03820(11) 0.2256(4) 0.41787(18) 0.0621(6) Uani 1 1 d . . . H2 H -0.0016 0.2542 0.4268 0.075 Uiso 1 1 calc R . . N3 N 0.16040(11) 0.1296(4) 0.50523(19) 0.0613(6) Uani 1 1 d . . . O1 O -0.04912(10) 0.2690(3) 0.61362(18) 0.0739(6) Uani 1 1 d . . . O2 O -0.09485(10) 0.3484(4) 0.42239(17) 0.0755(6) Uani 1 1 d . . . O3 O -0.15916(11) 0.3825(4) 0.52667(19) 0.0805(7) 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 C2 0.0535(11) 0.0397(11) 0.0477(11) -0.0019(9) 0.0192(9) 0.0056(9) C4 0.0545(13) 0.0595(16) 0.0688(15) 0.0019(12) 0.0234(12) 0.0131(11) C5 0.0569(13) 0.0485(14) 0.0569(13) -0.0008(11) 0.0104(10) 0.0036(11) C6 0.0685(14) 0.0384(12) 0.0459(11) -0.0024(9) 0.0194(10) -0.0013(10) C7 0.0732(17) 0.147(3) 0.0477(13) 0.0037(17) 0.0221(12) 0.035(2) N10 0.0549(10) 0.0472(11) 0.0607(11) 0.0056(9) 0.0254(9) 0.0089(9) N1 0.0533(10) 0.0335(9) 0.0506(9) -0.0013(7) 0.0236(8) 0.0027(7) N2 0.0566(11) 0.0808(16) 0.0484(10) 0.0017(10) 0.0208(9) 0.0201(11) N3 0.0583(11) 0.0723(15) 0.0561(11) 0.0026(11) 0.0262(9) 0.0182(11) O1 0.0588(10) 0.0908(16) 0.0698(11) 0.0261(11) 0.0240(9) 0.0215(10) O2 0.0682(11) 0.1033(17) 0.0602(11) 0.0112(11) 0.0317(9) 0.0215(11) O3 0.0681(12) 0.1035(18) 0.0794(13) 0.0179(12) 0.0396(10) 0.0347(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C2 N2 1.318(3) . ? C2 N3 1.342(3) . ? C2 N1 1.347(3) . ? C4 N3 1.321(3) . ? C4 C5 1.385(4) . ? C5 C6 1.348(3) . ? C6 N1 1.344(3) . ? C7 C7 1.407(6) 2 ? C7 N2 1.451(3) . ? N10 O3 1.222(2) . ? N10 O2 1.237(3) . ? N10 O1 1.253(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 N2 C2 N3 120.3(2) . . ? N2 C2 N1 118.4(2) . . ? N3 C2 N1 121.4(2) . . ? N3 C4 C5 124.3(2) . . ? C6 C5 C4 117.1(2) . . ? N1 C6 C5 119.2(2) . . ? C7 C7 N2 111.8(3) 2 . ? O3 N10 O2 119.9(2) . . ? O3 N10 O1 120.0(2) . . ? O2 N10 O1 120.1(2) . . ? C6 N1 C2 121.36(19) . . ? C2 N2 C7 122.7(2) . . ? C4 N3 C2 116.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C4 C5 C6 1.0(4) . . . . ? C4 C5 C6 N1 -0.4(4) . . . . ? C5 C6 N1 C2 -1.6(3) . . . . ? N2 C2 N1 C6 -177.6(2) . . . . ? N3 C2 N1 C6 3.1(3) . . . . ? N3 C2 N2 C7 -2.8(4) . . . . ? N1 C2 N2 C7 177.9(3) . . . . ? C7 C7 N2 C2 164.6(2) 2 . . . ? C5 C4 N3 C2 0.4(4) . . . . ? N2 C2 N3 C4 178.3(3) . . . . ? N1 C2 N3 C4 -2.5(4) . . . . ? # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : \wingx\files\archive.dat # CIF files read : pm80 dreduc struct data_pm80 _database_code_depnum_ccdc_archive 'CCDC 273770' _audit_creation_date 2005-07-20T19:37:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H17 N7 O3' _chemical_formula_sum 'C12 H18 N8 O6' _chemical_formula_weight 370.34 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.8927(7) _cell_length_b 7.4395(14) _cell_length_c 12.6052(15) _cell_angle_alpha 107.169(14) _cell_angle_beta 90.492(11) _cell_angle_gamma 108.333(14) _cell_volume 413.51(11) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.05 _cell_measurement_theta_max 20.07 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.34 _exptl_crystal_density_diffrn 1.487 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 194 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.121 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 -0.081081 _diffrn_orient_matrix_ub_12 -0.143434 _diffrn_orient_matrix_ub_13 -0.046494 _diffrn_orient_matrix_ub_21 0.059445 _diffrn_orient_matrix_ub_22 0.037457 _diffrn_orient_matrix_ub_23 -0.068367 _diffrn_orient_matrix_ub_31 0.191937 _diffrn_orient_matrix_ub_32 -0.016319 _diffrn_orient_matrix_ub_33 0.012083 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_standards_decay_corr_max 1 _diffrn_standards_decay_corr_min 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 -6 2 0 -5 -1 4 -6 _diffrn_reflns_av_R_equivalents 0.0091 _diffrn_reflns_av_unetI/netI 0.0156 _diffrn_reflns_number 2503 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.7 _diffrn_reflns_theta_max 29.96 _diffrn_reflns_theta_full 29.96 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2404 _reflns_number_gt 1872 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^+0.1306P] 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_number_reflns 2404 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1652 _refine_ls_wR_factor_gt 0.1492 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.314 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.05 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2 C 0.3088(3) 0.7396(2) 0.20610(12) 0.0381(3) Uani 1 1 d . . . C4 C 0.3403(5) 0.7471(3) 0.39406(15) 0.0554(4) Uani 1 1 d . . . H4 H 0.2983 0.7938 0.4669 0.066 Uiso 1 1 calc R . . C5 C 0.4889(5) 0.6172(3) 0.36862(16) 0.0590(5) Uani 1 1 d . . . H5 H 0.5536 0.5733 0.4227 0.071 Uiso 1 1 calc R . . C6 C 0.5405(4) 0.5523(3) 0.25760(15) 0.0512(4) Uani 1 1 d . . . H6 H 0.6414 0.4623 0.2388 0.061 Uiso 1 1 calc R . . C7 C 0.2598(4) 0.7450(2) 0.01286(13) 0.0444(3) Uani 1 1 d . . . H7A H 0.0879 0.7286 -0.0329 0.053 Uiso 1 1 calc R . . H7B H 0.2921 0.6176 -0.0072 0.053 Uiso 1 1 calc R . . C8 C 0.5175(3) 0.8981(2) -0.01212(12) 0.0418(3) Uani 1 1 d . . . H8A H 0.5455 0.8501 -0.0902 0.05 Uiso 1 1 calc R . . H8B H 0.69 0.9117 0.0323 0.05 Uiso 1 1 calc R . . N1 N 0.4558(3) 0.6100(2) 0.17734(11) 0.0446(3) Uani 1 1 d . . . N2 N 0.2097(3) 0.8018(2) 0.13055(11) 0.0455(3) Uani 1 1 d . . . H2 H 0.11 0.8803 0.1519 0.055 Uiso 1 1 calc R . . N3 N 0.2536(3) 0.8085(2) 0.31348(11) 0.0453(3) Uani 1 1 d . . . H3 H 0.1617 0.8927 0.3301 0.054 Uiso 1 1 calc R . . N4 N -0.0851(3) 1.1642(2) 0.31923(12) 0.0472(3) Uani 1 1 d . . . O1 O -0.0369(4) 1.0731(3) 0.38182(13) 0.0728(5) Uani 1 1 d . . . O2 O -0.2178(5) 1.2806(3) 0.35212(15) 0.0935(7) Uani 1 1 d . . . O3 O -0.0008(4) 1.1350(2) 0.22550(11) 0.0698(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 C2 0.0401(7) 0.0364(7) 0.0406(7) 0.0138(5) 0.0136(5) 0.0148(5) C4 0.0740(12) 0.0590(10) 0.0406(8) 0.0184(7) 0.0188(8) 0.0290(9) C5 0.0828(13) 0.0586(10) 0.0482(9) 0.0240(8) 0.0102(9) 0.0339(10) C6 0.0641(10) 0.0451(8) 0.0529(9) 0.0155(7) 0.0112(8) 0.0295(8) C7 0.0537(9) 0.0428(8) 0.0384(7) 0.0133(6) 0.0084(6) 0.0175(7) C8 0.0496(8) 0.0434(8) 0.0369(7) 0.0121(6) 0.0118(6) 0.0217(6) N1 0.0542(8) 0.0431(7) 0.0432(7) 0.0128(5) 0.0140(6) 0.0259(6) N2 0.0540(8) 0.0515(7) 0.0450(7) 0.0216(6) 0.0188(6) 0.0300(6) N3 0.0548(8) 0.0476(7) 0.0423(7) 0.0152(5) 0.0190(6) 0.0275(6) N4 0.0536(8) 0.0491(7) 0.0474(7) 0.0162(6) 0.0114(6) 0.0275(6) O1 0.1085(12) 0.0913(11) 0.0624(8) 0.0418(8) 0.0397(8) 0.0751(10) O2 0.1417(17) 0.1122(14) 0.0864(12) 0.0504(11) 0.0502(11) 0.1041(14) O3 0.1006(12) 0.0803(10) 0.0448(7) 0.0208(6) 0.0193(7) 0.0504(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C2 N2 1.3226(19) . ? C2 N1 1.3463(18) . ? C2 N3 1.3607(18) . ? C4 N3 1.345(2) . ? C4 C5 1.352(3) . ? C5 C6 1.393(3) . ? C6 N1 1.320(2) . ? C7 N2 1.4631(19) . ? C7 C8 1.517(2) . ? C8 C8 1.521(3) 2_675 ? N4 O2 1.2200(19) . ? N4 O3 1.2355(19) . ? N4 O1 1.2458(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 N2 C2 N1 121.04(13) . . ? N2 C2 N3 117.85(13) . . ? N1 C2 N3 121.10(13) . . ? N3 C4 C5 119.62(15) . . ? C4 C5 C6 116.87(16) . . ? N1 C6 C5 124.34(15) . . ? N2 C7 C8 112.53(13) . . ? C7 C8 C8 113.20(16) . 2_675 ? C6 N1 C2 116.96(13) . . ? C2 N2 C7 123.85(13) . . ? C4 N3 C2 121.10(14) . . ? O2 N4 O3 121.24(15) . . ? O2 N4 O1 118.75(15) . . ? O3 N4 O1 120.01(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C4 C5 C6 -0.7(3) . . . . ? C4 C5 C6 N1 0.4(3) . . . . ? N2 C7 C8 C8 -61.1(2) . . . 2_675 ? C5 C6 N1 C2 -0.3(3) . . . . ? N2 C2 N1 C6 -178.40(15) . . . . ? N3 C2 N1 C6 0.6(2) . . . . ? N1 C2 N2 C7 -2.8(2) . . . . ? N3 C2 N2 C7 178.12(14) . . . . ? C8 C7 N2 C2 -95.58(18) . . . . ? C5 C4 N3 C2 1.1(3) . . . . ? N2 C2 N3 C4 178.03(16) . . . . ? N1 C2 N3 C4 -1.0(2) . . . . ? # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-11-04 at 15:42:20 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : \wingx\files\archive.dat # CIF files read : pm68 dreduc psi_scan struct data_pm68 _database_code_depnum_ccdc_archive 'CCDC 273771' _audit_creation_date 2003-11-04T15:42:20-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C13 H18 N6' _chemical_formula_sum 'C13 H18 N6' _chemical_formula_weight 258.33 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a b' _symmetry_space_group_name_Hall '-P 2bc 2ac' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' 'x+1/2, -y, -z+1/2' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' '-x-1/2, y, z-1/2' 'x-1/2, -y-1/2, z' _cell_length_a 8.4387(12) _cell_length_b 17.711(3) _cell_length_c 18.242(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2726.5(8) _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_factor_muR 0.008 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 7 Theta correction was applied. Averaged transmission function was used. Fourier smoothing - Window value 3 ; _exptl_absorpt_correction_T_min 0.9202 _exptl_absorpt_correction_T_max 0.9887 _exptl_absorpt_correction_T_ave 0.9542 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.021595 _diffrn_orient_matrix_ub_12 -0.036059 _diffrn_orient_matrix_ub_13 0.040957 _diffrn_orient_matrix_ub_21 0.016794 _diffrn_orient_matrix_ub_22 0.043444 _diffrn_orient_matrix_ub_23 0.034155 _diffrn_orient_matrix_ub_31 -0.115321 _diffrn_orient_matrix_ub_32 -0.000459 _diffrn_orient_matrix_ub_33 0.012639 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_standards_decay_corr_max 1 _diffrn_standards_decay_corr_min 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 8 -3 -2 2 10 4 5 3 _diffrn_reflns_av_unetI/netI 0.0553 _diffrn_reflns_number 2747 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 26.24 _diffrn_reflns_theta_full 26.24 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 2747 _reflns_number_gt 1387 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0702P)^2^+0.1099P] 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_number_reflns 2747 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1363 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1372 _refine_ls_wR_factor_gt 0.1103 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.148 _refine_diff_density_min -0.126 _refine_diff_density_rms 0.035 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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 N1 N 0.2935(2) -0.10271(10) 0.87942(8) 0.0715(5) Uani 1 1 d . . . N2 N 0.4563(2) -0.06283(10) 0.78704(8) 0.0677(5) Uani 1 1 d . . . H2 H 0.4423 -0.018 0.804 0.081 Uiso 1 1 calc R . . N3 N 0.3975(2) -0.18959(10) 0.79140(8) 0.0724(5) Uani 1 1 d . . . C2 C 0.3808(2) -0.12035(12) 0.81979(9) 0.0604(5) Uani 1 1 d . . . C4 C 0.3201(3) -0.24430(14) 0.82617(12) 0.0814(6) Uani 1 1 d . . . H4 H 0.3284 -0.2932 0.8079 0.098 Uiso 1 1 calc R . . C5 C 0.2290(3) -0.23307(13) 0.88722(12) 0.0815(7) Uani 1 1 d . . . H5 H 0.1766 -0.2724 0.9107 0.098 Uiso 1 1 calc R . . C6 C 0.2201(3) -0.16041(13) 0.91138(11) 0.0814(6) Uani 1 1 d . . . H6 H 0.1589 -0.1506 0.9527 0.098 Uiso 1 1 calc R . . C7 C 0.5606(2) -0.07253(12) 0.72447(10) 0.0697(6) Uani 1 1 d . . . H7A H 0.6231 -0.1179 0.7317 0.084 Uiso 1 1 calc R . . H7B H 0.6331 -0.0301 0.7224 0.084 Uiso 1 1 calc R . . C8 C 0.4747(2) -0.07844(11) 0.65195(9) 0.0616(5) Uani 1 1 d . . . H8A H 0.5513 -0.0903 0.614 0.074 Uiso 1 1 calc R . . H8B H 0.4002 -0.12 0.6546 0.074 Uiso 1 1 calc R . . C9 C 0.3864(2) -0.00810(11) 0.63017(9) 0.0629(5) Uani 1 1 d . . . H9A H 0.4599 0.034 0.6293 0.076 Uiso 1 1 calc R . . H9B H 0.3066 0.0027 0.667 0.076 Uiso 1 1 calc R . . N1' N 0.0568(2) 0.16911(10) 0.46211(9) 0.0773(5) Uani 1 1 d . . . N2' N 0.16451(19) 0.05069(9) 0.45845(8) 0.0654(4) Uani 1 1 d . . . H2' H 0.181 0.0093 0.435 0.079 Uiso 1 1 calc R . . N3' N 0.03765(19) 0.09219(10) 0.35496(8) 0.0670(5) Uani 1 1 d . . . C2' C 0.0843(2) 0.10601(12) 0.42425(10) 0.0597(5) Uani 1 1 d . . . C4' C -0.0449(3) 0.14678(14) 0.32320(12) 0.0773(6) Uani 1 1 d . . . H4' H -0.0784 0.1397 0.2751 0.093 Uiso 1 1 calc R . . C5' C -0.0832(3) 0.21239(14) 0.35719(14) 0.0936(8) Uani 1 1 d . . . H5' H -0.1434 0.2495 0.3342 0.112 Uiso 1 1 calc R . . C6' C -0.0282(3) 0.22078(13) 0.42696(15) 0.0980(8) Uani 1 1 d . . . H6' H -0.0518 0.2654 0.4515 0.118 Uiso 1 1 calc R . . C7' C 0.2244(2) 0.05678(11) 0.53227(9) 0.0666(5) Uani 1 1 d . . . H7'1 H 0.1373 0.0671 0.5654 0.08 Uiso 1 1 calc R . . H7'2 H 0.2981 0.0987 0.5351 0.08 Uiso 1 1 calc R . . C8' C 0.3067(2) -0.01424(11) 0.55584(9) 0.0604(5) Uani 1 1 d . . . H8'1 H 0.3859 -0.0273 0.5195 0.072 Uiso 1 1 calc R . . H8'2 H 0.2299 -0.0549 0.5574 0.072 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 N1 0.0751(11) 0.0819(12) 0.0575(9) 0.0025(8) 0.0051(9) -0.0050(10) N2 0.0749(11) 0.0775(11) 0.0507(9) 0.0024(8) 0.0017(8) -0.0045(9) N3 0.0735(11) 0.0771(12) 0.0666(10) 0.0007(9) -0.0001(9) 0.0002(10) C2 0.0556(11) 0.0774(14) 0.0481(10) 0.0023(10) -0.0106(9) 0.0013(10) C4 0.0862(16) 0.0786(14) 0.0795(14) -0.0034(12) -0.0076(13) 0.0004(14) C5 0.0826(16) 0.0832(16) 0.0787(14) 0.0079(12) -0.0025(13) -0.0140(13) C6 0.0822(15) 0.0933(17) 0.0686(13) 0.0041(12) 0.0108(12) -0.0109(14) C7 0.0562(11) 0.0944(15) 0.0586(11) 0.0029(11) 0.0016(9) -0.0030(10) C8 0.0532(11) 0.0793(13) 0.0522(10) -0.0011(9) 0.0068(9) -0.0023(10) C9 0.0602(11) 0.0771(13) 0.0515(10) -0.0015(9) 0.0022(9) -0.0080(10) N1' 0.0865(13) 0.0700(11) 0.0753(11) 0.0039(10) -0.0118(10) -0.0070(10) N2' 0.0642(10) 0.0800(11) 0.0520(9) 0.0004(8) -0.0032(7) 0.0038(9) N3' 0.0584(10) 0.0879(12) 0.0549(9) 0.0098(9) -0.0005(8) -0.0025(9) C2' 0.0494(10) 0.0733(13) 0.0564(10) 0.0067(10) 0.0039(9) -0.0115(10) C4' 0.0735(15) 0.0939(16) 0.0645(12) 0.0160(12) -0.0072(11) -0.0108(13) C5' 0.106(2) 0.0787(16) 0.0957(17) 0.0188(14) -0.0247(15) -0.0038(15) C6' 0.121(2) 0.0672(14) 0.1060(19) 0.0077(14) -0.0177(17) -0.0057(15) C7' 0.0654(12) 0.0809(13) 0.0535(10) 0.0013(10) -0.0015(10) -0.0043(11) C8' 0.0543(11) 0.0774(13) 0.0494(9) 0.0044(9) 0.0049(8) -0.0114(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 C6 1.330(3) . ? N1 C2 1.351(2) . ? N2 C2 1.342(2) . ? N2 C7 1.451(2) . ? N3 C4 1.330(3) . ? N3 C2 1.339(2) . ? C4 C5 1.368(3) . ? C5 C6 1.362(3) . ? C7 C8 1.512(3) . ? C8 C9 1.505(3) . ? C9 C8' 1.518(2) . ? N1' C6' 1.328(3) . ? N1' C2' 1.334(2) . ? N2' C2' 1.344(2) . ? N2' C7' 1.442(2) . ? N3' C4' 1.325(3) . ? N3' C2' 1.346(2) . ? C4' C5' 1.356(3) . ? C5' C6' 1.363(3) . ? C7' C8' 1.500(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 C6 N1 C2 115.44(18) . . ? C2 N2 C7 123.24(18) . . ? C4 N3 C2 115.54(19) . . ? N3 C2 N2 118.23(17) . . ? N3 C2 N1 125.53(18) . . ? N2 C2 N1 116.24(18) . . ? N3 C4 C5 124.0(2) . . ? C6 C5 C4 115.6(2) . . ? N1 C6 C5 123.9(2) . . ? N2 C7 C8 113.94(16) . . ? C9 C8 C7 114.27(16) . . ? C8 C9 C8' 113.35(16) . . ? C6' N1' C2' 114.92(19) . . ? C2' N2' C7' 123.72(17) . . ? C4' N3' C2' 115.58(19) . . ? N1' C2' N2' 117.26(17) . . ? N1' C2' N3' 125.97(19) . . ? N2' C2' N3' 116.77(19) . . ? N3' C4' C5' 123.4(2) . . ? C4' C5' C6' 116.1(2) . . ? N1' C6' C5' 124.0(2) . . ? N2' C7' C8' 111.54(16) . . ? C7' C8' C9 113.67(16) . . ? # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-07-22 at 18:39:54 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : \wingx\files\archive.dat # CIF files read : pm76 absorb dreduc struct data_pm76 _database_code_depnum_ccdc_archive 'CCDC 273772' _audit_creation_date 2005-07-22T18:39:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C10 H10 N8 O6' _chemical_formula_sum 'C10 H12 Ag N7 O3' _chemical_formula_weight 386.14 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.930(6) _cell_length_b 9.214(3) _cell_length_c 9.765(9) _cell_angle_alpha 71.40(3) _cell_angle_beta 84.08(4) _cell_angle_gamma 62.20(4) _cell_volume 672.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 21 _cell_measurement_theta_max 23 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_diffrn 1.906 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.521 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; (See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) ; _exptl_absorpt_correction_T_min 0.066 _exptl_absorpt_correction_T_max 0.507 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.015934 _diffrn_orient_matrix_ub_12 -0.0427 _diffrn_orient_matrix_ub_13 -0.085231 _diffrn_orient_matrix_ub_21 0.03407 _diffrn_orient_matrix_ub_22 -0.119506 _diffrn_orient_matrix_ub_23 0.066659 _diffrn_orient_matrix_ub_31 -0.121103 _diffrn_orient_matrix_ub_32 0.022853 _diffrn_orient_matrix_ub_33 0.001358 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 2 _diffrn_standards_decay_corr_max 1.107 _diffrn_standards_decay_corr_min 0.926 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -5 -3 6 -4 -7 0 -5 -6 2 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_unetI/netI 0.0261 _diffrn_reflns_number 8245 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.2 _diffrn_reflns_theta_max 29.97 _diffrn_reflns_theta_full 29.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 3911 _reflns_number_gt 3771 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0508P)^2^+0.3891P] 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_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.191(6) _refine_ls_number_reflns 3911 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0988 _refine_ls_wR_factor_gt 0.098 _refine_ls_goodness_of_fit_ref 1.216 _refine_ls_restrained_S_all 1.216 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.561 _refine_diff_density_min -1.698 _refine_diff_density_rms 0.128 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0.84367(2) 0.27496(2) 0.414806(19) 0.03849(11) Uani 1 1 d . . . N4 N 1.1657(3) 0.1178(3) 0.6284(2) 0.0392(4) Uani 1 1 d . . . O1 O 1.1312(3) 0.0398(3) 0.5636(3) 0.0576(6) Uani 1 1 d . . . O2 O 1.1003(3) 0.2802(3) 0.5800(3) 0.0505(5) Uani 1 1 d . . . O3 O 1.2656(4) 0.0364(4) 0.7350(3) 0.0816(10) Uani 1 1 d . . . N1 N 0.9403(3) 0.2925(3) 0.2000(2) 0.0327(4) Uani 1 1 d . . . N2 N 1.1765(3) 0.3028(3) 0.2643(2) 0.0339(4) Uani 1 1 d . . . H2 H 1.1284 0.3204 0.3425 0.041 Uiso 1 1 calc R . . C2 C 1.0905(3) 0.2946(3) 0.1642(2) 0.0283(4) Uani 1 1 d . . . N3 N 1.1607(3) 0.2874(3) 0.0369(2) 0.0374(4) Uani 1 1 d . . . C4 C 1.0767(4) 0.2732(4) -0.0584(3) 0.0453(6) Uani 1 1 d . . . H4 H 1.1213 0.2695 -0.1483 0.054 Uiso 1 1 calc R . . C5 C 0.9263(4) 0.2638(5) -0.0305(3) 0.0490(6) Uani 1 1 d . . . H5 H 0.8717 0.2499 -0.0978 0.059 Uiso 1 1 calc R . . C6 C 0.8607(4) 0.2760(4) 0.1018(3) 0.0442(6) Uani 1 1 d . . . H6 H 0.7582 0.2726 0.1232 0.053 Uiso 1 1 calc R . . C7 C 1.3481(3) 0.2829(3) 0.2450(3) 0.0355(5) Uani 1 1 d . . . H7A H 1.3463 0.3808 0.1674 0.043 Uiso 1 1 calc R . . H7B H 1.4183 0.1796 0.2177 0.043 Uiso 1 1 calc R . . N1' N 1.2953(3) 0.7083(3) 0.3890(2) 0.0303(4) Uani 1 1 d . . . N2' N 1.3447(3) 0.4300(3) 0.4192(2) 0.0329(4) Uani 1 1 d . . . H2' H 1.2747 0.4401 0.4872 0.039 Uiso 1 1 calc R . . C2' C 1.3782(3) 0.5629(3) 0.3494(2) 0.0270(4) Uani 1 1 d . . . N3' N 1.4937(3) 0.5407(3) 0.2481(2) 0.0357(4) Uani 1 1 d . . . C4' C 1.5197(4) 0.6759(4) 0.1765(3) 0.0435(6) Uani 1 1 d . . . H4' H 1.5994 0.664 0.1062 0.052 Uiso 1 1 calc R . . C5' C 1.4331(5) 0.8330(4) 0.2027(3) 0.0502(7) Uani 1 1 d . . . H5' H 1.4489 0.9278 0.1489 0.06 Uiso 1 1 calc R . . C6' C 1.3225(4) 0.8420(3) 0.3120(3) 0.0424(6) Uani 1 1 d . . . H6' H 1.264 0.9454 0.3336 0.051 Uiso 1 1 calc R . . C7' C 1.4236(3) 0.2705(3) 0.3826(3) 0.0345(4) Uani 1 1 d . . . H7'1 H 1.4128 0.1809 0.4618 0.041 Uiso 1 1 calc R . . H7'2 H 1.5436 0.2363 0.3719 0.041 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 0.03629(14) 0.04934(15) 0.03551(14) -0.02150(9) 0.01682(8) -0.02175(10) N4 0.0357(10) 0.0477(11) 0.0371(10) -0.0224(9) 0.0100(8) -0.0170(9) O1 0.0637(14) 0.0430(10) 0.0731(16) -0.0249(10) -0.0085(12) -0.0233(10) O2 0.0638(13) 0.0467(10) 0.0531(12) -0.0259(9) 0.0149(10) -0.0307(10) O3 0.0731(18) 0.0795(19) 0.0684(18) -0.0379(15) -0.0224(15) -0.0014(15) N1 0.0310(9) 0.0419(10) 0.0310(9) -0.0155(8) 0.0094(7) -0.0203(8) N2 0.0354(9) 0.0474(11) 0.0331(9) -0.0214(8) 0.0123(7) -0.0266(8) C2 0.0319(9) 0.0283(9) 0.0294(9) -0.0126(7) 0.0091(7) -0.0168(8) N3 0.0422(11) 0.0460(11) 0.0330(9) -0.0204(8) 0.0150(8) -0.0248(9) C4 0.0532(15) 0.0550(15) 0.0328(11) -0.0242(11) 0.0112(10) -0.0239(12) C5 0.0535(16) 0.0664(18) 0.0397(13) -0.0254(12) 0.0006(11) -0.0316(14) C6 0.0419(13) 0.0605(16) 0.0406(13) -0.0196(11) 0.0029(10) -0.0295(12) C7 0.0340(11) 0.0444(12) 0.0436(12) -0.0259(10) 0.0135(9) -0.0247(10) N1' 0.0310(8) 0.0336(9) 0.0304(9) -0.0168(7) 0.0088(7) -0.0152(7) N2' 0.0360(9) 0.0389(9) 0.0374(9) -0.0200(8) 0.0153(7) -0.0254(8) C2' 0.0255(8) 0.0337(9) 0.0290(9) -0.0155(7) 0.0071(7) -0.0168(7) N3' 0.0361(10) 0.0411(10) 0.0410(10) -0.0225(8) 0.0191(8) -0.0239(8) C4' 0.0498(14) 0.0509(14) 0.0436(13) -0.0223(11) 0.0250(11) -0.0337(12) C5' 0.073(2) 0.0432(13) 0.0469(14) -0.0167(11) 0.0244(14) -0.0393(14) C6' 0.0567(16) 0.0335(11) 0.0415(13) -0.0172(10) 0.0130(11) -0.0228(11) C7' 0.0344(10) 0.0328(10) 0.0449(12) -0.0163(9) 0.0047(9) -0.0200(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 2.170(2) . ? Ag1 N1' 2.180(2) 2_766 ? N4 O3 1.230(4) . ? N4 O1 1.244(3) . ? N4 O2 1.262(3) . ? N1 C6 1.336(3) . ? N1 C2 1.358(3) . ? N2 C2 1.344(3) . ? N2 C7 1.455(3) . ? C2 N3 1.340(3) . ? N3 C4 1.326(4) . ? C4 C5 1.380(5) . ? C5 C6 1.378(4) . ? C7 C7' 1.513(3) . ? N1' C6' 1.339(3) . ? N1' C2' 1.356(3) . ? N1' Ag1 2.180(2) 2_766 ? N2' C2' 1.350(3) . ? N2' C7' 1.450(3) . ? C2' N3' 1.344(3) . ? N3' C4' 1.332(3) . ? C4' C5' 1.382(4) . ? C5' C6' 1.373(4) . ? 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 N1' 170.08(8) . 2_766 ? O3 N4 O1 119.9(3) . . ? O3 N4 O2 121.3(3) . . ? O1 N4 O2 118.8(2) . . ? C6 N1 C2 116.8(2) . . ? C6 N1 Ag1 118.43(18) . . ? C2 N1 Ag1 124.05(16) . . ? C2 N2 C7 122.3(2) . . ? N3 C2 N2 117.3(2) . . ? N3 C2 N1 124.9(2) . . ? N2 C2 N1 117.7(2) . . ? C4 N3 C2 116.4(2) . . ? N3 C4 C5 123.1(2) . . ? C6 C5 C4 116.9(2) . . ? N1 C6 C5 121.8(3) . . ? N2 C7 C7' 111.0(2) . . ? C6' N1' C2' 116.3(2) . . ? C6' N1' Ag1 118.37(16) . 2_766 ? C2' N1' Ag1 124.59(16) . 2_766 ? C2' N2' C7' 121.7(2) . . ? N3' C2' N2' 117.9(2) . . ? N3' C2' N1' 124.6(2) . . ? N2' C2' N1' 117.5(2) . . ? C4' N3' C2' 116.8(2) . . ? N3' C4' C5' 122.6(2) . . ? C6' C5' C4' 116.6(2) . . ? N1' C6' C5' 122.8(2) . . ? N2' C7' C7 113.7(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1' Ag1 N1 C6 -53.0(5) 2_766 . . . ? N1' Ag1 N1 C2 136.8(4) 2_766 . . . ? C7 N2 C2 N3 -7.6(3) . . . . ? C7 N2 C2 N1 171.7(2) . . . . ? C6 N1 C2 N3 2.4(4) . . . . ? Ag1 N1 C2 N3 172.72(18) . . . . ? C6 N1 C2 N2 -176.9(2) . . . . ? Ag1 N1 C2 N2 -6.5(3) . . . . ? N2 C2 N3 C4 177.7(2) . . . . ? N1 C2 N3 C4 -1.6(4) . . . . ? C2 N3 C4 C5 -0.9(4) . . . . ? N3 C4 C5 C6 2.3(5) . . . . ? C2 N1 C6 C5 -0.8(4) . . . . ? Ag1 N1 C6 C5 -171.7(2) . . . . ? C4 C5 C6 N1 -1.4(5) . . . . ? C2 N2 C7 C7' -171.3(2) . . . . ? C7' N2' C2' N3' -2.9(3) . . . . ? C7' N2' C2' N1' 178.5(2) . . . . ? C6' N1' C2' N3' 5.7(3) . . . . ? Ag1 N1' C2' N3' -164.44(18) 2_766 . . . ? C6' N1' C2' N2' -175.9(2) . . . . ? Ag1 N1' C2' N2' 14.0(3) 2_766 . . . ? N2' C2' N3' C4' 177.4(2) . . . . ? N1' C2' N3' C4' -4.2(4) . . . . ? C2' N3' C4' C5' -0.3(5) . . . . ? N3' C4' C5' C6' 2.9(5) . . . . ? C2' N1' C6' C5' -2.7(4) . . . . ? Ag1 N1' C6' C5' 168.1(3) 2_766 . . . ? C4' C5' C6' N1' -1.3(5) . . . . ? C2' N2' C7' C7 -76.5(3) . . . . ? N2 C7 C7' N2' -68.9(3) . . . . ? # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-11-03 at 18:31:10 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : \wingx\files\archive.dat # CIF files read : pm72 absorb dreduc struct data_pm72 _database_code_depnum_ccdc_archive 'CCDC 273773' _audit_creation_date 2003-11-03T18:31:10-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H32 Ag1 N12' _chemical_formula_sum 'C24 H34 Ag2 N16 O12' _chemical_formula_weight 954.41 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.878(7) _cell_length_b 9.067(5) _cell_length_c 13.252(9) _cell_angle_alpha 73.53(5) _cell_angle_beta 84.45(4) _cell_angle_gamma 70.23(4) _cell_volume 854.2(11) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14 _cell_measurement_theta_max 19 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.855 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.232 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; (See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) ; _exptl_absorpt_correction_T_min 0.05 _exptl_absorpt_correction_T_max 0.474 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.027104 _diffrn_orient_matrix_ub_12 -0.066512 _diffrn_orient_matrix_ub_13 0.074515 _diffrn_orient_matrix_ub_21 -0.053006 _diffrn_orient_matrix_ub_22 0.100709 _diffrn_orient_matrix_ub_23 0.024627 _diffrn_orient_matrix_ub_31 -0.12114 _diffrn_orient_matrix_ub_32 -0.014859 _diffrn_orient_matrix_ub_33 0.005923 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_standards_decay_corr_max 1 _diffrn_standards_decay_corr_min 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 4 3 -3 3 4 2 6 2 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_unetI/netI 0.0139 _diffrn_reflns_number 3160 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.6 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 3016 _reflns_number_gt 2776 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0552P)^2^+1.0174P] 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_number_reflns 3016 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.097 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.037 _refine_ls_shift/su_mean 0.003 _refine_diff_density_max 0.879 _refine_diff_density_min -0.753 _refine_diff_density_rms 0.094 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.45066(4) 0.02673(3) 0.20967(2) 0.05370(14) Uani 1 1 d . . . N1 N 0.6802(4) -0.0076(3) 0.0946(2) 0.0363(6) Uani 1 1 d . . . C2 C 0.6567(4) 0.0805(4) -0.0072(2) 0.0347(7) Uani 1 1 d . . . N2 N 0.5296(4) 0.2264(3) -0.0303(2) 0.0401(6) Uani 1 1 d . . . H2 H 0.4582 0.2574 0.0185 0.048 Uiso 1 1 calc R . . N3 N 0.7529(4) 0.0286(4) -0.0878(2) 0.0438(7) Uani 1 1 d . . . C4 C 0.8903(5) -0.1101(5) -0.0622(3) 0.0479(8) Uani 1 1 d . . . H4 H 0.9606 -0.1471 -0.1162 0.057 Uiso 1 1 calc R . . C5 C 0.9336(5) -0.2010(5) 0.0392(3) 0.0483(8) Uani 1 1 d . . . H5 H 1.0341 -0.2943 0.0553 0.058 Uiso 1 1 calc R . . C6 C 0.8197(5) -0.1463(4) 0.1160(3) 0.0432(8) Uani 1 1 d . . . H6 H 0.8404 -0.2081 0.1856 0.052 Uiso 1 1 calc R . . C7 C 0.5094(5) 0.3340(5) -0.1362(3) 0.0460(8) Uani 1 1 d . . . H7A H 0.4811 0.2812 -0.1835 0.055 Uiso 1 1 calc R . . H7B H 0.6232 0.3523 -0.1587 0.055 Uiso 1 1 calc R . . C8 C 0.3655(6) 0.4940(4) -0.1445(3) 0.0496(9) Uani 1 1 d . . . H8A H 0.3881 0.5455 -0.0946 0.059 Uiso 1 1 calc R . . H8B H 0.2489 0.4785 -0.1286 0.059 Uiso 1 1 calc R . . C9 C 0.3657(6) 0.6013(5) -0.2563(3) 0.0504(9) Uani 1 1 d . . . H9A H 0.4854 0.6092 -0.2735 0.06 Uiso 1 1 calc R . . H9B H 0.3358 0.5522 -0.3053 0.06 Uiso 1 1 calc R . . C10 C 0.2333(6) 0.7670(5) -0.2673(3) 0.0507(9) Uani 1 1 d . . . H10A H 0.1125 0.7598 -0.2564 0.061 Uiso 1 1 calc R . . H10B H 0.2562 0.8116 -0.2135 0.061 Uiso 1 1 calc R . . N1' N 0.1361(4) 1.1251(4) -0.4946(2) 0.0402(6) Uani 1 1 d . . . H1' H 0.209(6) 1.096(5) -0.537(4) 0.044(11) Uiso 1 1 d . . . C2' C 0.1286(4) 1.0249(4) -0.3977(3) 0.0354(7) Uani 1 1 d . . . N2' N 0.2441(4) 0.8765(4) -0.3715(2) 0.0450(7) Uani 1 1 d . . . H2' H 0.3259 0.8434 -0.4154 0.054 Uiso 1 1 calc R . . N3' N 0.0023(4) 1.0747(4) -0.3279(2) 0.0470(7) Uani 1 1 d . . . C4' C -0.1108(5) 1.2241(5) -0.3572(3) 0.0535(9) Uani 1 1 d . . . H4' H -0.1991 1.2593 -0.3095 0.064 Uiso 1 1 calc R . . C5' C -0.1072(6) 1.3324(5) -0.4543(3) 0.0551(9) Uani 1 1 d . . . H5' H -0.1887 1.4376 -0.4717 0.066 Uiso 1 1 calc R . . C6' C 0.0211(5) 1.2772(5) -0.5225(3) 0.0491(9) Uani 1 1 d . . . H6' H 0.0295 1.3449 -0.5888 0.059 Uiso 1 1 calc R . . N4 N 0.5462(4) -0.2166(4) 0.4244(2) 0.0411(6) Uani 1 1 d . . . O1 O 0.4238(4) -0.0843(4) 0.3949(2) 0.0654(8) Uani 1 1 d . . . O2 O 0.6576(4) -0.2674(4) 0.3600(2) 0.0678(8) Uani 1 1 d . . . O3 O 0.5556(4) -0.2924(4) 0.5185(2) 0.0698(9) Uani 1 1 d . . . N5 N 0.1988(4) 0.3714(4) 0.2091(2) 0.0447(7) Uani 1 1 d . . . O4 O 0.2357(4) 0.2298(3) 0.2701(2) 0.0609(7) Uani 1 1 d . . . O5 O 0.2666(5) 0.3916(4) 0.1206(2) 0.0668(8) Uani 1 1 d . . . O6 O 0.0991(5) 0.4867(4) 0.2404(3) 0.0755(10) 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 0.0616(2) 0.0546(2) 0.03013(18) -0.01268(13) 0.01201(12) -0.00250(14) N1 0.0389(14) 0.0442(15) 0.0269(13) -0.0126(11) 0.0069(11) -0.0144(12) C2 0.0335(15) 0.0448(17) 0.0305(16) -0.0141(13) 0.0069(12) -0.0175(14) N2 0.0490(16) 0.0440(15) 0.0254(13) -0.0106(11) 0.0085(11) -0.0141(13) N3 0.0411(15) 0.0583(18) 0.0324(15) -0.0165(13) 0.0113(12) -0.0161(14) C4 0.0360(17) 0.060(2) 0.048(2) -0.0264(18) 0.0143(15) -0.0109(16) C5 0.0365(17) 0.053(2) 0.052(2) -0.0180(17) 0.0057(15) -0.0097(15) C6 0.0423(18) 0.0472(19) 0.0377(18) -0.0107(15) 0.0003(14) -0.0121(15) C7 0.060(2) 0.049(2) 0.0274(17) -0.0071(14) 0.0077(15) -0.0204(17) C8 0.065(2) 0.045(2) 0.0353(18) -0.0061(15) 0.0024(16) -0.0174(17) C9 0.057(2) 0.051(2) 0.0379(19) -0.0106(16) 0.0059(16) -0.0138(17) C10 0.063(2) 0.046(2) 0.0371(19) -0.0086(16) 0.0078(16) -0.0144(17) N1' 0.0468(16) 0.0435(16) 0.0297(14) -0.0117(12) 0.0084(13) -0.0149(13) C2' 0.0379(16) 0.0400(17) 0.0310(16) -0.0123(13) 0.0080(12) -0.0158(14) N2' 0.0487(16) 0.0415(16) 0.0362(15) -0.0089(12) 0.0107(12) -0.0078(13) N3' 0.0527(17) 0.0508(17) 0.0375(16) -0.0160(13) 0.0173(13) -0.0181(15) C4' 0.048(2) 0.053(2) 0.058(2) -0.0273(19) 0.0157(18) -0.0083(17) C5' 0.054(2) 0.045(2) 0.060(2) -0.0186(18) -0.0014(19) -0.0051(17) C6' 0.061(2) 0.0426(19) 0.0388(19) -0.0065(15) -0.0035(16) -0.0135(17) N4 0.0402(15) 0.0505(16) 0.0301(14) -0.0104(12) 0.0048(12) -0.0133(13) O1 0.0702(19) 0.0555(16) 0.0400(15) -0.0037(13) 0.0091(13) 0.0081(14) O2 0.0676(18) 0.079(2) 0.0427(16) -0.0238(15) 0.0150(14) -0.0040(15) O3 0.0680(18) 0.073(2) 0.0348(15) 0.0054(13) 0.0107(13) -0.0005(15) N5 0.0437(15) 0.0430(16) 0.0428(17) -0.0136(13) 0.0034(13) -0.0074(13) O4 0.0736(19) 0.0418(14) 0.0518(16) -0.0114(13) 0.0156(14) -0.0043(13) O5 0.080(2) 0.0629(18) 0.0481(17) -0.0176(14) 0.0210(15) -0.0148(15) O6 0.095(2) 0.0454(16) 0.0604(19) -0.0157(14) 0.0187(17) 0.0065(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 2.247(3) . ? Ag1 O4 2.316(3) . ? Ag1 O1 2.393(3) . ? Ag1 N3 2.634(3) 2_655 ? N1 C6 1.339(5) . ? N1 C2 1.352(4) . ? C2 N2 1.334(5) . ? C2 N3 1.350(4) . ? N2 C7 1.452(4) . ? N3 C4 1.334(5) . ? N3 Ag1 2.634(3) 2_655 ? C4 C5 1.368(6) . ? C5 C6 1.377(5) . ? C7 C8 1.492(5) . ? C8 C9 1.524(5) . ? C9 C10 1.487(5) . ? C10 N2' 1.469(5) . ? N1' C6' 1.337(5) . ? N1' C2' 1.356(4) . ? C2' N2' 1.314(5) . ? C2' N3' 1.343(4) . ? N3' C4' 1.316(5) . ? C4' C5' 1.384(6) . ? C5' C6' 1.352(6) . ? N4 O2 1.230(4) . ? N4 O3 1.238(4) . ? N4 O1 1.243(4) . ? N5 O6 1.228(4) . ? N5 O5 1.233(4) . ? N5 O4 1.262(4) . ? 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 O4 140.76(11) . . ? N1 Ag1 O1 133.89(11) . . ? O4 Ag1 O1 73.74(11) . . ? N1 Ag1 N3 91.01(11) . 2_655 ? O4 Ag1 N3 99.72(12) . 2_655 ? O1 Ag1 N3 116.12(12) . 2_655 ? C6 N1 C2 116.9(3) . . ? C6 N1 Ag1 119.2(2) . . ? C2 N1 Ag1 120.6(2) . . ? N2 C2 N3 117.6(3) . . ? N2 C2 N1 118.6(3) . . ? N3 C2 N1 123.8(3) . . ? C2 N2 C7 121.4(3) . . ? C4 N3 C2 116.5(3) . . ? C4 N3 Ag1 104.0(2) . 2_655 ? C2 N3 Ag1 111.2(2) . 2_655 ? N3 C4 C5 123.6(3) . . ? C4 C5 C6 116.1(3) . . ? N1 C6 C5 122.6(3) . . ? N2 C7 C8 113.0(3) . . ? C7 C8 C9 108.6(3) . . ? C10 C9 C8 111.0(3) . . ? N2' C10 C9 111.6(3) . . ? C6' N1' C2' 121.1(3) . . ? N2' C2' N3' 119.2(3) . . ? N2' C2' N1' 120.1(3) . . ? N3' C2' N1' 120.7(3) . . ? C2' N2' C10 120.0(3) . . ? C4' N3' C2' 117.3(3) . . ? N3' C4' C5' 124.4(4) . . ? C6' C5' C4' 116.4(4) . . ? N1' C6' C5' 120.1(4) . . ? O2 N4 O3 121.4(3) . . ? O2 N4 O1 119.5(3) . . ? O3 N4 O1 119.1(3) . . ? N4 O1 Ag1 109.5(2) . . ? O6 N5 O5 121.4(3) . . ? O6 N5 O4 119.1(3) . . ? O5 N5 O4 119.5(3) . . ? N5 O4 Ag1 115.8(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Ag1 N1 C6 149.2(2) . . . . ? O1 Ag1 N1 C6 24.9(3) . . . . ? N3 Ag1 N1 C6 -104.0(3) 2_655 . . . ? O4 Ag1 N1 C2 -52.0(3) . . . . ? O1 Ag1 N1 C2 -176.4(2) . . . . ? N3 Ag1 N1 C2 54.7(2) 2_655 . . . ? C6 N1 C2 N2 -173.9(3) . . . . ? Ag1 N1 C2 N2 26.9(4) . . . . ? C6 N1 C2 N3 7.0(5) . . . . ? Ag1 N1 C2 N3 -152.2(2) . . . . ? N3 C2 N2 C7 -7.2(5) . . . . ? N1 C2 N2 C7 173.7(3) . . . . ? N2 C2 N3 C4 173.8(3) . . . . ? N1 C2 N3 C4 -7.2(5) . . . . ? N2 C2 N3 Ag1 -67.4(3) . . . 2_655 ? N1 C2 N3 Ag1 111.7(3) . . . 2_655 ? C2 N3 C4 C5 1.6(5) . . . . ? Ag1 N3 C4 C5 -121.2(4) 2_655 . . . ? N3 C4 C5 C6 3.6(6) . . . . ? C2 N1 C6 C5 -1.3(5) . . . . ? Ag1 N1 C6 C5 158.2(3) . . . . ? C4 C5 C6 N1 -3.7(6) . . . . ? C2 N2 C7 C8 -177.3(3) . . . . ? N2 C7 C8 C9 175.7(3) . . . . ? C7 C8 C9 C10 -176.0(3) . . . . ? C8 C9 C10 N2' 174.5(3) . . . . ? C6' N1' C2' N2' -179.3(3) . . . . ? C6' N1' C2' N3' 1.6(5) . . . . ? N3' C2' N2' C10 0.4(5) . . . . ? N1' C2' N2' C10 -178.7(3) . . . . ? C9 C10 N2' C2' 175.5(3) . . . . ? N2' C2' N3' C4' -179.9(3) . . . . ? N1' C2' N3' C4' -0.9(5) . . . . ? C2' N3' C4' C5' -0.4(6) . . . . ? N3' C4' C5' C6' 0.8(6) . . . . ? C2' N1' C6' C5' -1.1(6) . . . . ? C4' C5' C6' N1' -0.1(6) . . . . ? O2 N4 O1 Ag1 1.2(4) . . . . ? O3 N4 O1 Ag1 179.5(3) . . . . ? N1 Ag1 O1 N4 -23.3(3) . . . . ? O4 Ag1 O1 N4 -170.3(3) . . . . ? N3 Ag1 O1 N4 96.7(3) 2_655 . . . ? O6 N5 O4 Ag1 -173.1(3) . . . . ? O5 N5 O4 Ag1 5.3(4) . . . . ? N1 Ag1 O4 N5 22.0(4) . . . . ? O1 Ag1 O4 N5 163.7(3) . . . . ? N3 Ag1 O4 N5 -81.8(3) 2_655 . . . ?