# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_pm77 _database_code_depnum_ccdc_archive 'CCDC 921145' #TrackingRef 'web_deposit_cif_file_0_MiquelBarcelo-Oliver_1358855343.archive_pm77.cif' _audit_creation_date 2005-04-29T01:08:22-00:00 _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 'C11 H14 Ag3 N9 O9' _chemical_formula_sum 'C11 H14 Ag3 N9 O9' _chemical_formula_weight 739.92 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _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 8.368(3) _cell_length_b 7.7000(10) _cell_length_c 29.646(17) _cell_angle_alpha 90 _cell_angle_beta 94.91(4) _cell_angle_gamma 90 _cell_volume 1903.2(13) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.9 _cell_measurement_theta_max 17.1 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.49 _exptl_crystal_size_min 0.35 _exptl_crystal_density_diffrn 2.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.128 _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 0.168 _exptl_absorpt_correction_T_max 0.369 #----------------------------------------------------------------------------# # 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 -0.001362 _diffrn_orient_matrix_ub_12 -0.117032 _diffrn_orient_matrix_ub_13 0.014606 _diffrn_orient_matrix_ub_21 -0.034197 _diffrn_orient_matrix_ub_22 0.054297 _diffrn_orient_matrix_ub_23 0.028298 _diffrn_orient_matrix_ub_31 -0.114991 _diffrn_orient_matrix_ub_32 -0.014735 _diffrn_orient_matrix_ub_33 -0.011675 _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 -5 2 12 -3 4 0 -4 0 14 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_unetI/netI 0.0136 _diffrn_reflns_number 4227 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 26.97 _diffrn_reflns_theta_full 26.97 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 4144 _reflns_number_gt 3852 _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^)+(0.0576P)^2^+16.9682P] 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_number_reflns 4144 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.148 _refine_ls_wR_factor_gt 0.1447 _refine_ls_goodness_of_fit_ref 1.212 _refine_ls_restrained_S_all 1.212 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.009 _refine_diff_density_min -1.529 _refine_diff_density_rms 0.223 #----------------------------------------------------------------------------# # 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 0.01287(8) 0.34329(10) 0.29378(2) 0.0479(2) Uani 1 1 d . . . Ag2 Ag 0.47753(7) 0.26691(8) 0.483471(19) 0.03783(17) Uani 1 1 d . . . Ag3 Ag -0.43464(8) -0.05361(10) 0.30758(2) 0.0495(2) Uani 1 1 d . . . O1 O 0.2727(7) 0.4847(8) 0.5164(2) 0.0475(14) Uani 1 1 d . . . O2 O 0.1399(8) 0.2458(7) 0.5094(2) 0.0482(14) Uani 1 1 d . . . O3 O 0.0694(10) 0.4458(11) 0.5535(3) 0.075(2) Uani 1 1 d . . . O4 O -0.0007(7) 0.1600(8) 0.2228(3) 0.0551(16) Uani 1 1 d . . . O5 O 0.1836(9) 0.3512(10) 0.2208(3) 0.0630(18) Uani 1 1 d . . . O6 O 0.1547(8) 0.1562(9) 0.1685(2) 0.0570(16) Uani 1 1 d . . . O7 O -0.2899(8) 0.4135(8) 0.2454(2) 0.0530(15) Uani 1 1 d . . . O8 O -0.4636(7) 0.2085(9) 0.2512(2) 0.0545(16) Uani 1 1 d . . . O9 O -0.2507(7) 0.2174(8) 0.2968(2) 0.0469(14) Uani 1 1 d . . . N1 N 0.2398(7) 0.3465(7) 0.3444(2) 0.0307(12) Uani 1 1 d . . . N2 N 0.1541(7) 0.2382(8) 0.4114(2) 0.0323(12) Uani 1 1 d . . . H2 H 0.175 0.2138 0.4396 0.039 Uiso 1 1 calc R . . N3 N 0.4111(7) 0.3449(7) 0.4130(2) 0.0300(12) Uani 1 1 d . . . N4 N 0.1601(7) 0.3934(8) 0.5268(2) 0.0342(13) Uani 1 1 d . . . N5 N 0.1144(8) 0.2222(8) 0.2034(2) 0.0382(14) Uani 1 1 d . . . N6 N -0.3340(8) 0.2800(8) 0.2644(2) 0.0362(13) Uani 1 1 d . . . C2 C 0.2688(8) 0.3124(7) 0.3893(2) 0.0240(12) Uani 1 1 d . . . C4 C 0.5235(8) 0.4245(9) 0.3910(3) 0.0349(15) Uani 1 1 d . . . H4 H 0.6212 0.4507 0.4069 0.042 Uiso 1 1 calc R . . C5 C 0.5011(9) 0.4687(10) 0.3466(3) 0.0369(16) Uani 1 1 d . . . H5 H 0.5797 0.5267 0.3321 0.044 Uiso 1 1 calc R . . C6 C 0.3569(9) 0.4237(10) 0.3241(2) 0.0359(15) Uani 1 1 d . . . H6 H 0.3402 0.4481 0.2934 0.043 Uiso 1 1 calc R . . C7 C -0.0044(8) 0.1967(9) 0.3902(2) 0.0302(14) Uani 1 1 d . . . H7A H 0.0057 0.1212 0.3644 0.036 Uiso 1 1 calc R . . H7B H -0.0577 0.3024 0.3794 0.036 Uiso 1 1 calc R . . C8 C -0.1046(8) 0.1068(9) 0.4239(2) 0.0318(14) Uani 1 1 d . . . H8A H -0.0427 0.0146 0.4394 0.038 Uiso 1 1 calc R . . H8B H -0.1342 0.1895 0.4464 0.038 Uiso 1 1 calc R . . N1' N -0.5670(7) -0.0879(8) 0.37371(19) 0.0294(11) Uani 1 1 d . . . N2' N -0.3591(7) -0.0443(8) 0.4295(2) 0.0321(12) Uani 1 1 d . . . H2' H -0.3257 -0.0493 0.4577 0.039 Uiso 1 1 calc R . . N3' N -0.5851(7) -0.1851(7) 0.4495(2) 0.0304(12) Uani 1 1 d . . . C2' C -0.5054(8) -0.1074(8) 0.4168(2) 0.0272(13) Uani 1 1 d . . . C4' C -0.7339(9) -0.2406(9) 0.4379(3) 0.0342(15) Uani 1 1 d . . . H4' H -0.7908 -0.2938 0.4597 0.041 Uiso 1 1 calc R . . C5' C -0.8064(9) -0.2218(10) 0.3945(3) 0.0371(16) Uani 1 1 d . . . H5' H -0.9107 -0.2598 0.3869 0.044 Uiso 1 1 calc R . . C6' C -0.7179(9) -0.1450(10) 0.3635(2) 0.0335(14) Uani 1 1 d . . . H6' H -0.7638 -0.1314 0.334 0.04 Uiso 1 1 calc R . . C7' C -0.2544(8) 0.0318(9) 0.3987(2) 0.0322(14) Uani 1 1 d . . . H7'1 H -0.3112 0.1231 0.3814 0.039 Uiso 1 1 calc R . . H7'2 H -0.2239 -0.0561 0.3776 0.039 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 0.0421(3) 0.0518(4) 0.0494(4) 0.0073(3) 0.0006(3) -0.0044(3) Ag2 0.0391(3) 0.0349(3) 0.0390(3) 0.0075(2) 0.0003(2) -0.0086(2) Ag3 0.0457(4) 0.0628(5) 0.0408(3) -0.0025(3) 0.0070(3) -0.0135(3) O1 0.047(3) 0.037(3) 0.059(3) 0.001(3) 0.008(3) -0.018(3) O2 0.070(4) 0.021(3) 0.052(3) 0.002(2) -0.005(3) -0.012(3) O3 0.083(5) 0.063(5) 0.086(5) -0.012(4) 0.041(4) -0.012(4) O4 0.046(3) 0.043(3) 0.080(4) -0.009(3) 0.025(3) -0.005(3) O5 0.062(4) 0.056(4) 0.073(5) -0.018(4) 0.020(3) -0.016(3) O6 0.057(4) 0.054(4) 0.061(4) -0.006(3) 0.014(3) 0.016(3) O7 0.071(4) 0.036(3) 0.053(4) 0.007(3) 0.006(3) 0.001(3) O8 0.040(3) 0.059(4) 0.063(4) -0.016(3) -0.002(3) -0.006(3) O9 0.050(3) 0.046(3) 0.044(3) 0.012(3) 0.001(2) 0.009(3) N1 0.033(3) 0.021(3) 0.038(3) 0.002(2) 0.006(2) -0.005(2) N2 0.032(3) 0.031(3) 0.035(3) 0.003(2) 0.005(2) -0.011(2) N3 0.033(3) 0.017(3) 0.040(3) -0.001(2) 0.002(2) -0.008(2) N4 0.040(3) 0.027(3) 0.035(3) 0.004(2) 0.002(2) -0.005(2) N5 0.035(3) 0.028(3) 0.052(4) 0.003(3) 0.008(3) 0.008(3) N6 0.040(3) 0.023(3) 0.046(3) -0.004(3) 0.004(3) 0.003(2) C2 0.031(3) 0.008(2) 0.034(3) 0.000(2) 0.006(2) -0.001(2) C4 0.030(3) 0.023(3) 0.052(4) -0.005(3) 0.007(3) -0.008(3) C5 0.039(4) 0.027(3) 0.047(4) 0.001(3) 0.014(3) -0.008(3) C6 0.045(4) 0.036(4) 0.027(3) 0.004(3) 0.011(3) -0.005(3) C7 0.029(3) 0.025(3) 0.037(3) 0.007(3) 0.003(3) -0.006(3) C8 0.034(3) 0.026(3) 0.035(3) 0.002(3) 0.004(3) -0.009(3) N1' 0.030(3) 0.025(3) 0.032(3) 0.001(2) -0.001(2) -0.002(2) N2' 0.032(3) 0.028(3) 0.036(3) 0.003(2) -0.001(2) -0.010(2) N3' 0.032(3) 0.020(3) 0.039(3) 0.001(2) 0.004(2) -0.006(2) C2' 0.030(3) 0.011(3) 0.041(3) -0.001(2) 0.006(3) 0.000(2) C4' 0.035(4) 0.025(3) 0.043(4) 0.003(3) 0.005(3) -0.007(3) C5' 0.029(3) 0.031(4) 0.051(4) 0.000(3) 0.003(3) -0.007(3) C6' 0.036(3) 0.033(4) 0.031(3) -0.004(3) 0.000(3) -0.003(3) C7' 0.032(3) 0.021(3) 0.043(4) 0.003(3) 0.007(3) -0.006(3) #----------------------------------------------------------------------------# # 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 2.317(6) . ? Ag1 O9 2.418(6) . ? Ag1 O4 2.488(6) 2 ? Ag1 O4 2.528(7) . ? Ag2 N3 2.200(6) . ? Ag2 N3' 2.202(6) 3_556 ? Ag3 N1' 2.348(6) . ? Ag3 O5 2.441(7) 2_545 ? O1 N4 1.236(8) . ? O2 N4 1.254(8) . ? O3 N4 1.212(9) . ? O4 N5 1.257(9) . ? O4 Ag1 2.488(6) 2_545 ? O5 N5 1.239(9) . ? O5 Ag3 2.441(7) 2 ? O6 N5 1.226(9) . ? O7 N6 1.245(9) . ? O8 N6 1.249(9) . ? O9 N6 1.236(8) . ? N1 C6 1.332(9) . ? N1 C2 1.359(9) . ? N2 C2 1.336(8) . ? N2 C7 1.453(9) . ? N3 C4 1.337(9) . ? N3 C2 1.353(9) . ? C4 C5 1.358(11) . ? C5 C6 1.372(11) . ? C7 C8 1.525(9) . ? C8 C7' 1.518(9) . ? N1' C2' 1.345(9) . ? N1' C6' 1.347(9) . ? N2' C2' 1.341(8) . ? N2' C7' 1.444(9) . ? N3' C4' 1.334(9) . ? N3' C2' 1.361(9) . ? N3' Ag2 2.202(6) 3_556 ? C4' C5' 1.381(11) . ? C5' C6' 1.365(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 O9 132.8(2) . . ? N1 Ag1 O4 97.7(2) . 2 ? O9 Ag1 O4 112.2(2) . 2 ? N1 Ag1 O4 121.4(2) . . ? O9 Ag1 O4 80.3(2) . . ? O4 Ag1 O4 112.62(12) 2 . ? N3 Ag2 N3' 170.4(2) . 3_556 ? N1' Ag3 O5 137.3(2) . 2_545 ? N5 O4 Ag1 107.7(5) . 2_545 ? N5 O4 Ag1 100.7(5) . . ? Ag1 O4 Ag1 135.2(3) 2_545 . ? N5 O5 Ag3 118.9(5) . 2 ? N6 O9 Ag1 105.7(5) . . ? C6 N1 C2 116.8(6) . . ? C6 N1 Ag1 107.9(5) . . ? C2 N1 Ag1 134.4(4) . . ? C2 N2 C7 123.3(6) . . ? C4 N3 C2 117.2(6) . . ? C4 N3 Ag2 117.1(5) . . ? C2 N3 Ag2 125.6(4) . . ? O3 N4 O1 120.5(7) . . ? O3 N4 O2 120.1(7) . . ? O1 N4 O2 119.4(7) . . ? O6 N5 O5 122.0(7) . . ? O6 N5 O4 120.3(7) . . ? O5 N5 O4 117.7(7) . . ? O9 N6 O7 120.3(7) . . ? O9 N6 O8 119.3(7) . . ? O7 N6 O8 120.4(7) . . ? N2 C2 N3 117.5(6) . . ? N2 C2 N1 119.2(6) . . ? N3 C2 N1 123.3(6) . . ? N3 C4 C5 122.8(7) . . ? C4 C5 C6 116.8(6) . . ? N1 C6 C5 122.9(7) . . ? N2 C7 C8 110.4(6) . . ? C7' C8 C7 109.0(6) . . ? C2' N1' C6' 117.0(6) . . ? C2' N1' Ag3 129.5(4) . . ? C6' N1' Ag3 110.4(4) . . ? C2' N2' C7' 123.9(6) . . ? C4' N3' C2' 117.4(6) . . ? C4' N3' Ag2 116.2(5) . 3_556 ? C2' N3' Ag2 125.5(5) . 3_556 ? N2' C2' N1' 119.6(6) . . ? N2' C2' N3' 116.8(6) . . ? N1' C2' N3' 123.7(6) . . ? N3' C4' C5' 122.2(7) . . ? C6' C5' C4' 116.9(7) . . ? N1' C6' C5' 122.8(7) . . ? N2' C7' C8 111.2(6) . . ? data_pm101 _database_code_depnum_ccdc_archive 'CCDC 921146' #TrackingRef 'web_deposit_cif_file_1_MiquelBarcelo-Oliver_1358855343.pm101(archive).cif' _audit_creation_date 2008-10-03T11:47:41-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C11 H14 Ag N6, B F4' _chemical_formula_sum 'C11 H14 Ag B F4 N6' _chemical_formula_weight 424.96 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _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 4.798(6) _cell_length_b 13.756(2) _cell_length_c 22.487(3) _cell_angle_alpha 90 _cell_angle_beta 93.377(11) _cell_angle_gamma 90 _cell_volume 1481.6(19) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.1 _cell_measurement_theta_max 18.6 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_diffrn 1.905 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.411 _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 0.5402 _exptl_absorpt_correction_T_max 0.6808 #----------------------------------------------------------------------------# # 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 -0.021225 _diffrn_orient_matrix_ub_12 0.061948 _diffrn_orient_matrix_ub_13 0.022563 _diffrn_orient_matrix_ub_21 0.019527 _diffrn_orient_matrix_ub_22 0.037913 _diffrn_orient_matrix_ub_23 -0.037461 _diffrn_orient_matrix_ub_31 -0.206775 _diffrn_orient_matrix_ub_32 -0.002843 _diffrn_orient_matrix_ub_33 -0.008511 _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 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 4 -9 2 2 -11 -1 0 -14 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_unetI/netI 0.0245 _diffrn_reflns_number 2674 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2607 _reflns_number_gt 2135 _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 'SIR2002 (Giacovazzo et al, 2003)' _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^)+(0.0628P)^2^+1.1809P] 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_number_reflns 2607 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.111 _refine_ls_wR_factor_gt 0.0983 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.82 _refine_diff_density_min -1.082 _refine_diff_density_rms 0.104 #----------------------------------------------------------------------------# # 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 Ag1 Ag 0.31971(8) 0.68271(3) 0.260057(15) 0.05168(17) Uani 1 1 d . . . N1 N 0.4117(9) 0.6985(2) 0.16920(17) 0.0453(9) Uani 1 1 d . . . N2 N 0.1285(9) 0.5698(3) 0.13927(17) 0.0506(9) Uani 1 1 d . . . H2 H 0.1056 0.5608 0.1765 0.061 Uiso 1 1 calc R . . N3 N 0.3471(9) 0.6519(3) 0.06659(17) 0.0487(9) Uani 1 1 d . . . N10 N 0.0771(8) 0.2937(3) 0.14620(16) 0.0439(9) Uani 1 1 d . . . H10 H 0.0301 0.3074 0.1816 0.053 Uiso 1 1 calc R . . N11 N -0.2281(8) 0.1640(2) 0.14884(16) 0.0421(8) Uani 1 1 d . . . N15 N 0.0356(9) 0.1955(3) 0.06386(17) 0.0478(9) Uani 1 1 d . . . C2 C 0.2988(9) 0.6412(3) 0.12426(19) 0.0407(10) Uani 1 1 d . . . C4 C 0.5284(12) 0.7216(4) 0.0540(2) 0.0570(13) Uani 1 1 d . . . H4 H 0.5689 0.7306 0.0144 0.068 Uiso 1 1 calc R . . C5 C 0.6584(12) 0.7807(4) 0.0964(3) 0.0632(14) Uani 1 1 d . . . H5 H 0.7874 0.8276 0.0864 0.076 Uiso 1 1 calc R . . C6 C 0.5895(11) 0.7675(3) 0.1539(2) 0.0528(11) Uani 1 1 d . . . H6 H 0.669 0.808 0.1833 0.063 Uiso 1 1 calc R . . C7 C -0.0206(10) 0.5062(3) 0.0968(2) 0.0516(11) Uani 1 1 d . . . H7A H -0.0962 0.5451 0.0636 0.062 Uiso 1 1 calc R . . H7B H -0.1766 0.4771 0.1158 0.062 Uiso 1 1 calc R . . C8 C 0.1567(9) 0.4257(3) 0.07268(19) 0.0446(10) Uani 1 1 d . . . H8A H 0.308 0.4549 0.0522 0.053 Uiso 1 1 calc R . . H8B H 0.0432 0.3889 0.0435 0.053 Uiso 1 1 calc R . . C9 C 0.2801(9) 0.3559(3) 0.1194(2) 0.0469(10) Uani 1 1 d . . . H9A H 0.4165 0.3151 0.1013 0.056 Uiso 1 1 calc R . . H9B H 0.3781 0.3933 0.1507 0.056 Uiso 1 1 calc R . . C10 C -0.0409(8) 0.2162(3) 0.11873(18) 0.0370(9) Uani 1 1 d . . . C12 C -0.3452(10) 0.0879(3) 0.1202(2) 0.0510(11) Uani 1 1 d . . . H12 H -0.4753 0.0508 0.1392 0.061 Uiso 1 1 calc R . . C13 C -0.2811(11) 0.0629(4) 0.0644(2) 0.0559(12) Uani 1 1 d . . . H13 H -0.3651 0.01 0.0448 0.067 Uiso 1 1 calc R . . C14 C -0.0881(11) 0.1187(4) 0.0382(2) 0.0569(12) Uani 1 1 d . . . H14 H -0.0403 0.102 0 0.068 Uiso 1 1 calc R . . B1 B -0.1282(10) 0.4590(4) 0.2734(2) 0.0429(11) Uani 1 1 d . . . F1 F 0.1519(6) 0.4588(3) 0.26083(17) 0.0861(11) Uani 1 1 d . . . F2 F -0.1544(7) 0.4429(3) 0.33257(13) 0.0754(9) Uani 1 1 d . . . F3 F -0.2648(7) 0.3879(3) 0.24037(14) 0.0755(9) Uani 1 1 d . . . F4 F -0.2294(7) 0.5476(2) 0.25729(17) 0.0852(11) 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 0.0570(3) 0.0503(2) 0.0480(2) -0.00397(16) 0.00538(17) 0.00169(18) N1 0.050(2) 0.0328(18) 0.053(2) 0.0009(16) 0.0056(17) 0.0007(16) N2 0.060(3) 0.041(2) 0.051(2) 0.0028(16) 0.0055(18) -0.0079(18) N3 0.055(2) 0.042(2) 0.049(2) 0.0044(17) 0.0021(18) 0.0058(18) N10 0.045(2) 0.040(2) 0.046(2) -0.0028(15) -0.0002(16) -0.0027(16) N11 0.039(2) 0.0388(19) 0.048(2) 0.0038(15) -0.0020(15) 0.0018(16) N15 0.050(2) 0.044(2) 0.050(2) -0.0040(17) 0.0037(17) 0.0017(18) C2 0.040(2) 0.031(2) 0.051(2) 0.0043(18) -0.0011(19) 0.0082(18) C4 0.067(3) 0.051(3) 0.055(3) 0.011(2) 0.016(2) 0.006(3) C5 0.068(4) 0.046(3) 0.077(4) 0.008(3) 0.018(3) -0.008(3) C6 0.057(3) 0.041(3) 0.060(3) 0.000(2) 0.000(2) -0.004(2) C7 0.038(2) 0.048(3) 0.067(3) 0.004(2) -0.009(2) -0.002(2) C8 0.038(2) 0.043(2) 0.051(2) 0.0015(19) -0.0100(19) -0.0081(19) C9 0.031(2) 0.044(2) 0.064(3) 0.003(2) -0.009(2) -0.0052(19) C10 0.032(2) 0.032(2) 0.045(2) 0.0068(17) -0.0079(17) 0.0094(17) C12 0.040(3) 0.047(3) 0.065(3) 0.007(2) -0.010(2) -0.007(2) C13 0.062(3) 0.047(3) 0.057(3) -0.005(2) -0.014(2) -0.004(2) C14 0.069(3) 0.050(3) 0.051(3) -0.007(2) 0.002(2) 0.007(3) B1 0.027(2) 0.045(3) 0.056(3) -0.001(2) -0.001(2) -0.001(2) F1 0.0377(18) 0.117(3) 0.104(2) 0.020(2) 0.0095(16) 0.0172(18) F2 0.074(2) 0.091(2) 0.0606(18) -0.0026(16) 0.0051(15) -0.0122(18) F3 0.083(2) 0.069(2) 0.074(2) -0.0169(16) 0.0027(17) -0.0159(17) F4 0.074(2) 0.0527(19) 0.129(3) 0.0162(18) -0.002(2) 0.0136(16) #----------------------------------------------------------------------------# # 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 2.126(4) . ? Ag1 N11 2.136(4) 2 ? N1 C6 1.336(6) . ? N1 C2 1.367(6) . ? N2 C2 1.334(6) . ? N2 C7 1.453(6) . ? N3 C4 1.336(7) . ? N3 C2 1.339(6) . ? N10 C10 1.342(5) . ? N10 C9 1.453(6) . ? N11 C12 1.335(6) . ? N11 C10 1.361(6) . ? N11 Ag1 2.136(4) 2_545 ? N15 C14 1.327(6) . ? N15 C10 1.338(6) . ? C4 C5 1.375(8) . ? C5 C6 1.365(7) . ? C7 C8 1.516(6) . ? C8 C9 1.518(6) . ? C12 C13 1.354(7) . ? C13 C14 1.363(7) . ? B1 F4 1.354(6) . ? B1 F2 1.362(6) . ? B1 F3 1.370(6) . ? B1 F1 1.390(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 N1 Ag1 N11 178.91(13) . 2 ? C6 N1 C2 116.7(4) . . ? C6 N1 Ag1 119.5(3) . . ? C2 N1 Ag1 123.8(3) . . ? C2 N2 C7 124.2(4) . . ? C4 N3 C2 115.8(4) . . ? C10 N10 C9 123.5(4) . . ? C12 N11 C10 116.4(4) . . ? C12 N11 Ag1 116.9(3) . 2_545 ? C10 N11 Ag1 126.3(3) . 2_545 ? C14 N15 C10 115.5(4) . . ? N2 C2 N3 118.0(4) . . ? N2 C2 N1 117.3(4) . . ? N3 C2 N1 124.7(4) . . ? N3 C4 C5 123.5(5) . . ? C6 C5 C4 116.9(5) . . ? N1 C6 C5 122.2(5) . . ? N2 C7 C8 114.2(4) . . ? C7 C8 C9 114.8(4) . . ? N10 C9 C8 114.5(4) . . ? N15 C10 N10 117.5(4) . . ? N15 C10 N11 124.8(4) . . ? N10 C10 N11 117.6(4) . . ? N11 C12 C13 122.3(5) . . ? C12 C13 C14 117.0(5) . . ? N15 C14 C13 123.9(4) . . ? F4 B1 F2 110.8(4) . . ? F4 B1 F3 110.1(4) . . ? F2 B1 F3 110.2(4) . . ? F4 B1 F1 106.4(4) . . ? F2 B1 F1 110.2(4) . . ? F3 B1 F1 109.0(4) . . ? 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 C7 N2 C2 N3 -3.7(6) . . . . ? C7 N2 C2 N1 176.3(4) . . . . ? C4 N3 C2 N2 -177.2(4) . . . . ? C4 N3 C2 N1 2.8(6) . . . . ? C6 N1 C2 N2 177.7(4) . . . . ? Ag1 N1 C2 N2 -2.2(5) . . . . ? C6 N1 C2 N3 -2.3(6) . . . . ? Ag1 N1 C2 N3 177.8(3) . . . . ? C2 N3 C4 C5 -0.8(7) . . . . ? N3 C4 C5 C6 -1.7(8) . . . . ? C2 N1 C6 C5 -0.4(7) . . . . ? Ag1 N1 C6 C5 179.5(4) . . . . ? C4 C5 C6 N1 2.3(8) . . . . ? C2 N2 C7 C8 78.7(6) . . . . ? N2 C7 C8 C9 60.8(5) . . . . ? C10 N10 C9 C8 76.1(5) . . . . ? C7 C8 C9 N10 69.0(5) . . . . ? C14 N15 C10 N10 -179.4(4) . . . . ? C14 N15 C10 N11 1.1(6) . . . . ? C9 N10 C10 N15 0.4(6) . . . . ? C9 N10 C10 N11 179.9(4) . . . . ? C12 N11 C10 N15 -1.3(6) . . . . ? Ag1 N11 C10 N15 171.8(3) 2_545 . . . ? C12 N11 C10 N10 179.2(4) . . . . ? Ag1 N11 C10 N10 -7.7(5) 2_545 . . . ? C10 N11 C12 C13 0.5(6) . . . . ? Ag1 N11 C12 C13 -173.3(4) 2_545 . . . ? N11 C12 C13 C14 0.5(7) . . . . ? C10 N15 C14 C13 0.0(7) . . . . ? C12 C13 C14 N15 -0.7(8) . . . . ? 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 N2 H2 F1 0.86 2.36 3.127(5) 149 . N2 H2 F4 0.86 2.5 3.259(6) 147.4 . N10 H10 F3 0.86 2.28 3.044(5) 148 . data_pm103 _database_code_depnum_ccdc_archive 'CCDC 921147' #TrackingRef 'web_deposit_cif_file_2_MiquelBarcelo-Oliver_1358855343.pm103(archive).cif' _audit_creation_date 2007-10-28T18:00:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H42 Ag2 N12 O6 S2' _chemical_formula_sum 'C36 H42 Ag2 N12 O6 S2' _chemical_formula_weight 1018.68 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.611(2) _cell_length_b 11.643(2) _cell_length_c 14.3923(19) _cell_angle_alpha 90 _cell_angle_beta 112.081(13) _cell_angle_gamma 90 _cell_volume 1958.2(6) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.32 _cell_measurement_theta_max 17.9 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.27 _exptl_crystal_density_diffrn 1.728 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.17 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.6211 _exptl_absorpt_correction_T_max 0.743 #----------------------------------------------------------------------------# # 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 -0.075935 _diffrn_orient_matrix_ub_12 -0.036971 _diffrn_orient_matrix_ub_13 -0.036654 _diffrn_orient_matrix_ub_21 0.033368 _diffrn_orient_matrix_ub_22 -0.076708 _diffrn_orient_matrix_ub_23 0.026555 _diffrn_orient_matrix_ub_31 -0.021019 _diffrn_orient_matrix_ub_32 0.011496 _diffrn_orient_matrix_ub_33 0.059781 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 2 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 2 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -8 -4 -1 -7 -5 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.016 _diffrn_reflns_number 3427 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 3427 _reflns_number_gt 3001 _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 'SIR2004 (Giacovazzo et al, 2004)' _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^)+(0.0449P)^2^+1.0467P] 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_number_reflns 3427 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0352 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0776 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.41 _refine_diff_density_min -0.52 _refine_diff_density_rms 0.069 #----------------------------------------------------------------------------# # 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.722894(19) 0.195590(18) 0.100976(18) 0.04935(10) Uani 1 1 d . . . O1 O 0.5991(2) 0.1282(3) -0.0784(2) 0.0984(11) Uani 1 1 d . . . S1 S 0.49921(6) 0.09466(6) -0.16151(5) 0.04304(17) Uani 1 1 d . . . O2 O 0.4346(2) 0.00499(19) -0.13714(18) 0.0600(6) Uani 1 1 d . . . O3 O 0.4279(2) 0.18934(18) -0.2132(2) 0.0709(7) Uani 1 1 d . . . C9 C 0.5507(2) 0.0336(2) -0.24926(18) 0.0334(5) Uani 1 1 d . . . C10 C 0.6388(2) 0.0860(2) -0.2673(2) 0.0414(6) Uani 1 1 d . . . H10 H 0.6706 0.1536 -0.2341 0.05 Uiso 1 1 calc R . . C11 C 0.6800(2) 0.0382(2) -0.3347(2) 0.0465(7) Uani 1 1 d . . . H11 H 0.7396 0.0741 -0.3464 0.056 Uiso 1 1 calc R . . C12 C 0.6343(2) -0.0622(3) -0.3853(2) 0.0439(6) Uani 1 1 d . . . C13 C 0.5455(3) -0.1131(3) -0.3666(2) 0.0514(7) Uani 1 1 d . . . H13 H 0.5135 -0.1806 -0.3998 0.062 Uiso 1 1 calc R . . C14 C 0.5035(2) -0.0661(2) -0.2997(2) 0.0454(7) Uani 1 1 d . . . H14 H 0.4433 -0.1015 -0.2885 0.054 Uiso 1 1 calc R . . C15 C 0.6806(3) -0.1135(4) -0.4586(3) 0.0726(10) Uani 1 1 d . . . H15A H 0.6939 -0.1942 -0.4453 0.109 Uiso 1 1 calc R . . H15B H 0.7513 -0.0764 -0.4514 0.109 Uiso 1 1 calc R . . H15C H 0.6262 -0.1028 -0.5257 0.109 Uiso 1 1 calc R . . N1 N 0.87040(18) 0.09248(18) 0.11386(16) 0.0383(5) Uani 1 1 d . . . C2 C 0.8680(2) -0.0244(2) 0.10922(19) 0.0376(6) Uani 1 1 d . . . N3 N 0.95826(19) -0.0905(2) 0.11578(19) 0.0470(6) Uani 1 1 d . . . C4 C 1.0549(2) -0.0352(3) 0.1303(2) 0.0564(8) Uani 1 1 d . . . H4 H 1.1187 -0.0782 0.1346 0.068 Uiso 1 1 calc R . . C5 C 1.0665(2) 0.0823(3) 0.1394(2) 0.0552(8) Uani 1 1 d . . . H5 H 1.136 0.1185 0.1509 0.066 Uiso 1 1 calc R . . C6 C 0.9709(2) 0.1423(3) 0.1306(2) 0.0459(6) Uani 1 1 d . . . H6 H 0.9759 0.2219 0.1365 0.055 Uiso 1 1 calc R . . N2 N 0.7709(2) -0.07716(19) 0.09851(19) 0.0459(6) Uani 1 1 d . . . H2 H 0.7115 -0.0359 0.0903 0.055 Uiso 1 1 calc R . . C7 C 0.7600(3) -0.2011(2) 0.1000(2) 0.0464(7) Uani 1 1 d . . . H7A H 0.6919 -0.2197 0.113 0.056 Uiso 1 1 calc R . . H7B H 0.8253 -0.2318 0.1548 0.056 Uiso 1 1 calc R . . C8 C 0.7524(2) -0.2591(2) 0.0040(2) 0.0425(6) Uani 1 1 d . . . H8A H 0.8243 -0.2482 -0.005 0.051 Uiso 1 1 calc R . . H8B H 0.7421 -0.3409 0.01 0.051 Uiso 1 1 calc R . . C7' C 0.6565(2) -0.2149(2) -0.0876(2) 0.0454(7) Uani 1 1 d . . . H7'1 H 0.6677 -0.1333 -0.0939 0.054 Uiso 1 1 calc R . . H7'2 H 0.6607 -0.2524 -0.1463 0.054 Uiso 1 1 calc R . . N2' N 0.54274(19) -0.23262(19) -0.08701(19) 0.0453(6) Uani 1 1 d . . . H2' H 0.5085 -0.1755 -0.0726 0.054 Uiso 1 1 calc R . . C6' C 0.3247(2) -0.4384(2) -0.1437(2) 0.0443(6) Uani 1 1 d . . . H6' H 0.2472 -0.4426 -0.1547 0.053 Uiso 1 1 calc R . . C5' C 0.3804(3) -0.5367(2) -0.1517(2) 0.0487(7) Uani 1 1 d . . . H5' H 0.3433 -0.6073 -0.1663 0.058 Uiso 1 1 calc R . . C4' C 0.4937(3) -0.5253(2) -0.1370(2) 0.0456(7) Uani 1 1 d . . . H4' H 0.5338 -0.5906 -0.1416 0.055 Uiso 1 1 calc R . . N3' N 0.54913(19) -0.42608(19) -0.11638(17) 0.0426(5) Uani 1 1 d . . . C2' C 0.4890(2) -0.3340(2) -0.10789(19) 0.0363(6) Uani 1 1 d . . . N1' N 0.37708(18) -0.33698(18) -0.12059(16) 0.0384(5) 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 0.04981(15) 0.03965(15) 0.06369(17) 0.00205(10) 0.02717(12) 0.01250(9) O1 0.0723(17) 0.165(3) 0.0570(15) -0.0509(18) 0.0235(13) -0.0198(19) S1 0.0471(4) 0.0434(4) 0.0426(4) -0.0013(3) 0.0214(3) 0.0043(3) O2 0.0755(14) 0.0475(12) 0.0794(15) 0.0182(11) 0.0546(13) 0.0149(11) O3 0.0998(19) 0.0451(13) 0.0936(18) 0.0205(12) 0.0657(16) 0.0288(12) C9 0.0327(12) 0.0345(13) 0.0306(12) 0.0034(10) 0.0092(10) 0.0035(10) C10 0.0422(14) 0.0328(13) 0.0492(15) -0.0042(12) 0.0171(12) -0.0070(11) C11 0.0439(15) 0.0463(16) 0.0559(17) -0.0002(14) 0.0263(13) -0.0074(13) C12 0.0443(15) 0.0490(16) 0.0390(14) -0.0042(12) 0.0164(12) 0.0014(12) C13 0.0524(17) 0.0453(17) 0.0534(17) -0.0173(14) 0.0165(14) -0.0119(13) C14 0.0408(14) 0.0453(16) 0.0539(17) -0.0062(13) 0.0221(13) -0.0124(12) C15 0.079(2) 0.087(3) 0.065(2) -0.020(2) 0.042(2) -0.001(2) N1 0.0371(11) 0.0334(11) 0.0436(12) -0.0051(9) 0.0142(10) 0.0012(9) C2 0.0381(13) 0.0359(14) 0.0382(13) -0.0050(11) 0.0136(11) 0.0034(11) N3 0.0369(12) 0.0429(13) 0.0579(15) -0.0072(11) 0.0140(11) 0.0095(10) C4 0.0358(15) 0.068(2) 0.0621(19) -0.0119(16) 0.0151(14) 0.0082(14) C5 0.0371(15) 0.067(2) 0.0618(19) -0.0089(16) 0.0184(14) -0.0094(14) C6 0.0454(16) 0.0426(15) 0.0477(16) -0.0038(13) 0.0154(13) -0.0074(13) N2 0.0413(12) 0.0315(12) 0.0703(16) -0.0062(11) 0.0270(12) 0.0038(10) C7 0.0504(16) 0.0340(15) 0.0592(18) -0.0014(12) 0.0256(14) -0.0010(12) C8 0.0390(14) 0.0303(13) 0.0594(17) -0.0017(12) 0.0196(13) 0.0023(11) C7' 0.0424(15) 0.0340(14) 0.0608(18) 0.0024(12) 0.0206(14) 0.0005(11) N2' 0.0365(12) 0.0287(11) 0.0698(16) -0.0053(11) 0.0189(11) 0.0032(9) C6' 0.0455(15) 0.0427(15) 0.0443(15) -0.0060(12) 0.0165(12) -0.0085(12) C5' 0.0666(19) 0.0315(14) 0.0473(16) -0.0060(12) 0.0207(14) -0.0081(13) C4' 0.0583(17) 0.0314(14) 0.0469(15) -0.0044(12) 0.0197(13) 0.0090(12) N3' 0.0455(12) 0.0317(11) 0.0494(13) -0.0034(10) 0.0163(11) 0.0074(10) C2' 0.0410(14) 0.0303(13) 0.0352(13) -0.0006(10) 0.0117(11) 0.0049(10) N1' 0.0384(11) 0.0330(11) 0.0414(12) -0.0037(9) 0.0121(10) 0.0041(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' 2.156(2) 3_655 ? Ag1 N1 2.163(2) . ? Ag1 O1 2.586(2) . ? O1 S1 1.428(3) . ? S1 O3 1.441(2) . ? S1 O2 1.446(2) . ? S1 C9 1.771(3) . ? C9 C10 1.376(4) . ? C9 C14 1.380(4) . ? C10 C11 1.378(4) . ? C11 C12 1.383(4) . ? C12 C13 1.380(4) . ? C12 C15 1.508(4) . ? C13 C14 1.374(4) . ? N1 C6 1.331(3) . ? N1 C2 1.362(3) . ? C2 N2 1.326(3) . ? C2 N3 1.348(3) . ? N3 C4 1.323(4) . ? C4 C5 1.377(5) . ? C5 C6 1.357(4) . ? N2 C7 1.450(3) . ? C7 C8 1.509(4) . ? C8 C7' 1.506(4) . ? C7' N2' 1.452(3) . ? N2' C2' 1.338(3) . ? C6' N1' 1.332(3) . ? C6' C5' 1.371(4) . ? C5' C4' 1.369(4) . ? C4' N3' 1.325(4) . ? N3' C2' 1.345(3) . ? C2' N1' 1.354(3) . ? N1' Ag1 2.156(2) 3_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 N1' Ag1 N1 159.94(8) 3_655 . ? N1' Ag1 O1 101.49(10) 3_655 . ? N1 Ag1 O1 95.40(9) . . ? S1 O1 Ag1 158.56(17) . . ? O1 S1 O3 114.0(2) . . ? O1 S1 O2 113.25(18) . . ? O3 S1 O2 112.26(15) . . ? O1 S1 C9 105.21(14) . . ? O3 S1 C9 105.28(13) . . ? O2 S1 C9 105.90(13) . . ? C10 C9 C14 119.5(2) . . ? C10 C9 S1 119.7(2) . . ? C14 C9 S1 120.8(2) . . ? C9 C10 C11 119.9(3) . . ? C10 C11 C12 121.3(3) . . ? C13 C12 C11 117.9(3) . . ? C13 C12 C15 121.5(3) . . ? C11 C12 C15 120.6(3) . . ? C14 C13 C12 121.3(3) . . ? C13 C14 C9 120.0(3) . . ? C6 N1 C2 116.5(2) . . ? C6 N1 Ag1 120.22(19) . . ? C2 N1 Ag1 123.21(17) . . ? N2 C2 N3 117.5(2) . . ? N2 C2 N1 118.1(2) . . ? N3 C2 N1 124.3(2) . . ? C4 N3 C2 115.9(3) . . ? N3 C4 C5 123.9(3) . . ? C6 C5 C4 116.4(3) . . ? N1 C6 C5 122.9(3) . . ? C2 N2 C7 123.2(2) . . ? N2 C7 C8 113.9(2) . . ? C7' C8 C7 113.7(2) . . ? N2' C7' C8 114.6(2) . . ? C2' N2' C7' 122.8(2) . . ? N1' C6' C5' 122.6(3) . . ? C4' C5' C6' 116.3(3) . . ? N3' C4' C5' 123.5(3) . . ? C4' N3' C2' 116.5(2) . . ? N2' C2' N3' 118.0(2) . . ? N2' C2' N1' 117.8(2) . . ? N3' C2' N1' 124.2(2) . . ? C6' N1' C2' 116.8(2) . . ? C6' N1' Ag1 116.70(18) . 3_655 ? C2' N1' Ag1 126.46(17) . 3_655 ? 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 O1 S1 -47.5(7) 3_655 . . . ? N1 Ag1 O1 S1 143.4(7) . . . . ? Ag1 O1 S1 O3 78.1(7) . . . . ? Ag1 O1 S1 O2 -51.9(7) . . . . ? Ag1 O1 S1 C9 -167.1(6) . . . . ? O1 S1 C9 C10 -42.8(3) . . . . ? O3 S1 C9 C10 77.9(2) . . . . ? O2 S1 C9 C10 -163.0(2) . . . . ? O1 S1 C9 C14 137.1(3) . . . . ? O3 S1 C9 C14 -102.2(2) . . . . ? O2 S1 C9 C14 16.9(3) . . . . ? C14 C9 C10 C11 -0.6(4) . . . . ? S1 C9 C10 C11 179.3(2) . . . . ? C9 C10 C11 C12 0.1(4) . . . . ? C10 C11 C12 C13 0.2(4) . . . . ? C10 C11 C12 C15 -179.8(3) . . . . ? C11 C12 C13 C14 0.0(5) . . . . ? C15 C12 C13 C14 180.0(3) . . . . ? C12 C13 C14 C9 -0.5(5) . . . . ? C10 C9 C14 C13 0.8(4) . . . . ? S1 C9 C14 C13 -179.1(2) . . . . ? N1' Ag1 N1 C6 -26.5(4) 3_655 . . . ? O1 Ag1 N1 C6 120.9(2) . . . . ? N1' Ag1 N1 C2 151.2(2) 3_655 . . . ? O1 Ag1 N1 C2 -61.5(2) . . . . ? C6 N1 C2 N2 176.1(2) . . . . ? Ag1 N1 C2 N2 -1.5(3) . . . . ? C6 N1 C2 N3 -3.2(4) . . . . ? Ag1 N1 C2 N3 179.1(2) . . . . ? N2 C2 N3 C4 -177.5(3) . . . . ? N1 C2 N3 C4 1.8(4) . . . . ? C2 N3 C4 C5 0.5(5) . . . . ? N3 C4 C5 C6 -1.3(5) . . . . ? C2 N1 C6 C5 2.3(4) . . . . ? Ag1 N1 C6 C5 -180.0(2) . . . . ? C4 C5 C6 N1 -0.2(5) . . . . ? N3 C2 N2 C7 4.0(4) . . . . ? N1 C2 N2 C7 -175.3(3) . . . . ? C2 N2 C7 C8 -77.1(4) . . . . ? N2 C7 C8 C7' -56.2(3) . . . . ? C7 C8 C7' N2' -62.3(3) . . . . ? C8 C7' N2' C2' -78.1(3) . . . . ? N1' C6' C5' C4' -1.5(4) . . . . ? C6' C5' C4' N3' -0.3(4) . . . . ? C5' C4' N3' C2' 1.5(4) . . . . ? C7' N2' C2' N3' 9.2(4) . . . . ? C7' N2' C2' N1' -169.9(2) . . . . ? C4' N3' C2' N2' 179.9(3) . . . . ? C4' N3' C2' N1' -1.1(4) . . . . ? C5' C6' N1' C2' 1.8(4) . . . . ? C5' C6' N1' Ag1 -175.6(2) . . . 3_655 ? N2' C2' N1' C6' 178.5(2) . . . . ? N3' C2' N1' C6' -0.5(4) . . . . ? N2' C2' N1' Ag1 -4.4(3) . . . 3_655 ? N3' C2' N1' Ag1 176.65(19) . . . 3_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 N2 H2 O2 0.86 2.22 2.970(3) 146 3_655 N2' H2' O2 0.86 2.34 3.048(3) 139.3 . data_pm79 _database_code_depnum_ccdc_archive 'CCDC 921148' #TrackingRef 'web_deposit_cif_file_0_MiquelBarcelo-Oliver_1364374140.pm79(archive)_NEW.cif' _audit_creation_date 2013-03-26T22:43:37-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H19 Ag3 N12 O9' _chemical_formula_sum 'C16 H19 Ag3 N12 O9' _chemical_formula_weight 847.04 _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 7.310(4) _cell_length_b 10.068(7) _cell_length_c 17.074(13) _cell_angle_alpha 101.53(6) _cell_angle_beta 96.20(5) _cell_angle_gamma 104.51(6) _cell_volume 1175.3(14) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.78 _cell_measurement_theta_max 16.83 _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 0.41 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 2.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.553 _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 0.062 _exptl_absorpt_correction_T_max 0.499 #----------------------------------------------------------------------------# # 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 -0.111693 _diffrn_orient_matrix_ub_12 0.040287 _diffrn_orient_matrix_ub_13 -0.003444 _diffrn_orient_matrix_ub_21 0.00644 _diffrn_orient_matrix_ub_22 0.015193 _diffrn_orient_matrix_ub_23 0.060046 _diffrn_orient_matrix_ub_31 0.08954 _diffrn_orient_matrix_ub_32 0.096514 _diffrn_orient_matrix_ub_33 0.007581 _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 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 1 11 3 0 7 1 2 8 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_unetI/netI 0.0128 _diffrn_reflns_number 4280 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.23 _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 4127 _reflns_number_gt 3882 _reflns_threshold_expression >2\s(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 'SIR2002 (Giacovazzo et al, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0715P)^2^+6.5637P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4127 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.049 _refine_ls_wR_factor_ref 0.1343 _refine_ls_wR_factor_gt 0.1312 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.436 _refine_diff_density_min -1.61 _refine_diff_density_rms 0.143 #----------------------------------------------------------------------------# # 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 C2 C 0.6159(8) 0.4035(6) 0.5707(4) 0.0303(12) Uani 1 1 d . . . C4 C 0.7803(9) 0.5170(7) 0.4848(4) 0.0344(13) Uani 1 1 d . . . H4 H 0.8124 0.5175 0.4336 0.041 Uiso 1 1 calc R . . C5 C 0.8618(10) 0.6363(7) 0.5467(4) 0.0417(15) Uani 1 1 d . . . H5 H 0.9411 0.718 0.538 0.05 Uiso 1 1 calc R . . C6 C 0.8184(9) 0.6265(7) 0.6215(4) 0.0383(14) Uani 1 1 d . . . H6 H 0.8748 0.7031 0.6651 0.046 Uiso 1 1 calc R . . C7 C 0.3882(9) 0.2840(7) 0.6487(4) 0.0338(13) Uani 1 1 d . . . H7A H 0.2519 0.2414 0.6301 0.041 Uiso 1 1 calc R . . H7B H 0.4063 0.3786 0.681 0.041 Uiso 1 1 calc R . . C8 C 0.4662(8) 0.1965(6) 0.7011(4) 0.0330(12) Uani 1 1 d . . . H8A H 0.4457 0.1014 0.669 0.04 Uiso 1 1 calc R . . H8B H 0.6031 0.238 0.7185 0.04 Uiso 1 1 calc R . . C9 C 0.4653(8) 0.2630(6) 0.8469(4) 0.0302(12) Uani 1 1 d . . . C11 C 0.7467(9) 0.4009(7) 0.9260(4) 0.0394(14) Uani 1 1 d . . . H11 H 0.8725 0.4552 0.9309 0.047 Uiso 1 1 calc R . . C12 C 0.6774(10) 0.3798(8) 0.9951(4) 0.0458(16) Uani 1 1 d . . . H12 H 0.7536 0.4135 1.046 0.055 Uiso 1 1 calc R . . C13 C 0.4904(10) 0.3068(7) 0.9844(4) 0.0402(14) Uani 1 1 d . . . H13 H 0.4358 0.2977 1.0305 0.048 Uiso 1 1 calc R . . C15 C 0.1840(8) 0.0882(6) 0.7568(4) 0.0324(12) Uani 1 1 d . . . H15A H 0.1742 0.041 0.8011 0.039 Uiso 1 1 calc R . . H15B H 0.173 0.0171 0.7076 0.039 Uiso 1 1 calc R . . C16 C 0.0170(9) 0.1523(7) 0.7484(4) 0.0360(13) Uani 1 1 d . . . H16A H 0.0144 0.2129 0.7999 0.043 Uiso 1 1 calc R . . H16B H 0.0327 0.2091 0.7086 0.043 Uiso 1 1 calc R . . C17 C -0.2784(8) -0.0094(6) 0.7720(4) 0.0291(12) Uani 1 1 d . . . C19 C -0.3587(9) -0.0044(7) 0.8973(4) 0.0397(14) Uani 1 1 d . . . H19 H -0.3291 0.0297 0.9532 0.048 Uiso 1 1 calc R . . C20 C -0.5358(9) -0.0984(8) 0.8646(4) 0.0418(15) Uani 1 1 d . . . H20 H -0.6259 -0.1259 0.897 0.05 Uiso 1 1 calc R . . C21 C -0.5722(9) -0.1491(6) 0.7828(4) 0.0345(13) Uani 1 1 d . . . H21 H -0.6887 -0.215 0.7591 0.041 Uiso 1 1 calc R . . N1 N 0.6992(7) 0.5127(5) 0.6351(3) 0.0345(11) Uani 1 1 d . . . N2 N 0.4848(8) 0.2916(5) 0.5795(3) 0.0349(11) Uani 1 1 d . . . H2 H 0.4548 0.2171 0.5405 0.042 Uiso 1 1 calc R . . N3 N 0.6582(7) 0.4016(5) 0.4949(3) 0.0319(11) Uani 1 1 d . . . N4 N 1.1958(9) 0.5209(6) 0.7780(4) 0.0427(13) Uani 1 1 d . . . N5 N 0.0474(7) 0.2101(5) 1.1119(3) 0.0336(11) Uani 1 1 d . . . N6 N 0.7808(9) 0.0630(6) 0.5231(4) 0.0443(13) Uani 1 1 d . . . N9 N 0.3738(7) 0.1906(5) 0.7717(3) 0.0322(10) Uani 1 1 d . . . N10 N 0.6441(7) 0.3480(5) 0.8524(3) 0.0336(11) Uani 1 1 d . . . N14 N 0.3787(7) 0.2468(5) 0.9123(3) 0.0336(11) Uani 1 1 d . . . N17 N -0.1609(7) 0.0403(6) 0.7231(3) 0.0374(11) Uani 1 1 d . . . H17 H -0.194 0.0022 0.6721 0.045 Uiso 1 1 calc R . . N18 N -0.2288(7) 0.0398(5) 0.8529(3) 0.0347(11) Uani 1 1 d . . . N22 N -0.4463(7) -0.1073(5) 0.7356(3) 0.0312(10) Uani 1 1 d . . . O1 O 1.0697(8) 0.4930(7) 0.8213(4) 0.0609(14) Uani 1 1 d . . . O2 O 1.3661(8) 0.5390(7) 0.8072(4) 0.0640(15) Uani 1 1 d . . . O3 O 1.1520(9) 0.5325(7) 0.7089(3) 0.0640(15) Uani 1 1 d . . . O4 O -0.0549(8) 0.1125(5) 1.0549(3) 0.0538(13) Uani 1 1 d . . . O5 O 0.1698(9) 0.3060(6) 1.0965(5) 0.0761(19) Uani 1 1 d . . . O6 O 0.0230(9) 0.2112(6) 1.1815(3) 0.0592(14) Uani 1 1 d . . . O7 O 0.7264(11) 0.0559(7) 0.4512(3) 0.077(2) Uani 1 1 d . . . O8 O 0.7487(8) -0.0491(6) 0.5488(3) 0.0556(13) Uani 1 1 d . . . O9 O 0.8702(10) 0.1775(6) 0.5685(4) 0.0673(16) Uani 1 1 d . . . Ag1 Ag 0.74900(9) 0.50448(6) 0.76762(3) 0.0531(2) Uani 1 1 d . . . Ag2 Ag 0.07516(7) 0.14506(6) 0.92799(3) 0.04856(19) Uani 1 1 d . . . Ag3 Ag 0.54021(8) 0.21995(6) 0.39207(3) 0.04666(18) 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 0.033(3) 0.028(3) 0.042(3) 0.014(2) 0.006(2) 0.024(2) C4 0.038(3) 0.038(3) 0.041(3) 0.019(3) 0.012(3) 0.025(3) C5 0.044(4) 0.036(3) 0.054(4) 0.022(3) 0.012(3) 0.017(3) C6 0.040(3) 0.029(3) 0.049(4) 0.010(3) 0.000(3) 0.018(3) C7 0.032(3) 0.035(3) 0.043(3) 0.015(3) 0.010(3) 0.020(3) C8 0.032(3) 0.030(3) 0.043(3) 0.011(2) 0.005(2) 0.018(2) C9 0.034(3) 0.026(3) 0.039(3) 0.014(2) 0.005(2) 0.019(2) C11 0.033(3) 0.043(4) 0.046(4) 0.016(3) 0.004(3) 0.013(3) C12 0.041(4) 0.053(4) 0.040(4) 0.012(3) 0.000(3) 0.010(3) C13 0.044(4) 0.045(4) 0.037(3) 0.014(3) 0.007(3) 0.019(3) C15 0.034(3) 0.027(3) 0.039(3) 0.010(2) 0.005(2) 0.014(2) C16 0.036(3) 0.036(3) 0.045(3) 0.018(3) 0.008(3) 0.020(3) C17 0.029(3) 0.025(3) 0.043(3) 0.013(2) 0.009(2) 0.021(2) C19 0.037(3) 0.046(4) 0.042(3) 0.010(3) 0.008(3) 0.021(3) C20 0.037(3) 0.052(4) 0.046(4) 0.016(3) 0.016(3) 0.022(3) C21 0.032(3) 0.033(3) 0.046(3) 0.015(3) 0.010(3) 0.017(3) N1 0.039(3) 0.030(3) 0.041(3) 0.011(2) 0.004(2) 0.020(2) N2 0.040(3) 0.032(3) 0.038(3) 0.012(2) 0.009(2) 0.015(2) N3 0.034(3) 0.035(3) 0.038(3) 0.014(2) 0.009(2) 0.023(2) N4 0.051(3) 0.032(3) 0.051(3) 0.006(2) 0.007(3) 0.025(3) N5 0.033(3) 0.026(2) 0.048(3) 0.008(2) 0.012(2) 0.018(2) N6 0.051(3) 0.038(3) 0.049(3) 0.016(3) 0.004(3) 0.020(3) N9 0.032(3) 0.030(3) 0.039(3) 0.012(2) 0.005(2) 0.014(2) N10 0.029(2) 0.035(3) 0.042(3) 0.018(2) 0.006(2) 0.012(2) N14 0.033(3) 0.035(3) 0.039(3) 0.014(2) 0.007(2) 0.016(2) N17 0.031(3) 0.047(3) 0.039(3) 0.014(2) 0.006(2) 0.015(2) N18 0.036(3) 0.036(3) 0.041(3) 0.012(2) 0.008(2) 0.022(2) N22 0.031(2) 0.029(2) 0.041(3) 0.011(2) 0.007(2) 0.018(2) O1 0.053(3) 0.076(4) 0.064(3) 0.022(3) 0.019(3) 0.028(3) O2 0.051(3) 0.078(4) 0.073(4) 0.015(3) 0.014(3) 0.038(3) O3 0.082(4) 0.069(4) 0.049(3) 0.013(3) 0.008(3) 0.036(3) O4 0.059(3) 0.045(3) 0.053(3) -0.002(2) -0.004(2) 0.022(2) O5 0.074(4) 0.048(3) 0.114(5) 0.022(3) 0.053(4) 0.014(3) O6 0.086(4) 0.058(3) 0.038(3) 0.009(2) 0.012(3) 0.028(3) O7 0.128(6) 0.060(4) 0.045(3) 0.014(3) -0.014(3) 0.041(4) O8 0.066(3) 0.045(3) 0.057(3) 0.019(2) 0.008(3) 0.012(2) O9 0.090(4) 0.042(3) 0.063(3) 0.017(3) -0.006(3) 0.010(3) Ag1 0.0647(4) 0.0438(3) 0.0426(3) 0.0163(2) -0.0005(3) -0.0005(3) Ag2 0.0377(3) 0.0571(4) 0.0475(3) 0.0122(2) 0.0090(2) 0.0064(2) Ag3 0.0475(3) 0.0480(3) 0.0440(3) 0.0028(2) 0.0099(2) 0.0179(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.330(8) . ? C2 N1 1.351(8) . ? C2 N3 1.360(8) . ? C4 N3 1.330(8) . ? C4 C5 1.383(10) . ? C5 C6 1.364(10) . ? C6 N1 1.332(8) . ? C7 N2 1.445(8) . ? C7 C8 1.536(8) . ? C8 N9 1.448(8) . ? C9 N9 1.350(8) . ? C9 N10 1.353(8) . ? C9 N14 1.359(8) . ? C11 N10 1.325(8) . ? C11 C12 1.367(10) . ? C12 C13 1.353(10) . ? C13 N14 1.336(8) . ? C15 N9 1.468(8) . ? C15 C16 1.523(8) . ? C16 N17 1.449(8) . ? C17 N17 1.338(8) . ? C17 N18 1.346(8) . ? C17 N22 1.360(8) . ? C19 N18 1.324(8) . ? C19 C20 1.379(10) . ? C20 C21 1.359(10) . ? C21 N22 1.333(8) . ? N1 Ag1 2.274(5) . ? N3 Ag3 2.184(6) . ? N4 O3 1.225(8) . ? N4 O2 1.243(8) . ? N4 O1 1.255(8) . ? N5 O6 1.219(7) . ? N5 O5 1.234(8) . ? N5 O4 1.250(7) . ? N6 O9 1.229(8) . ? N6 O7 1.232(8) . ? N6 O8 1.269(8) . ? N10 Ag1 2.390(5) . ? N14 Ag2 2.268(5) . ? N18 Ag2 2.317(6) . ? N22 Ag3 2.192(5) 2_556 ? O1 Ag1 2.462(6) . ? O4 Ag2 2.506(6) . ? O5 Ag1 2.597(7) 2_667 ? Ag1 O5 2.597(7) 2_667 ? Ag3 N22 2.192(5) 2_556 ? 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 120.2(6) . . ? N2 C2 N3 116.8(5) . . ? N1 C2 N3 123.0(5) . . ? N3 C4 C5 123.1(6) . . ? C6 C5 C4 115.8(6) . . ? N1 C6 C5 123.3(6) . . ? N2 C7 C8 111.0(5) . . ? N9 C8 C7 111.6(5) . . ? N9 C9 N10 116.5(5) . . ? N9 C9 N14 120.1(5) . . ? N10 C9 N14 123.4(6) . . ? N10 C11 C12 123.5(6) . . ? C13 C12 C11 115.5(6) . . ? N14 C13 C12 124.6(6) . . ? N9 C15 C16 114.3(5) . . ? N17 C16 C15 109.4(5) . . ? N17 C17 N18 119.8(6) . . ? N17 C17 N22 116.7(5) . . ? N18 C17 N22 123.4(5) . . ? N18 C19 C20 123.2(6) . . ? C21 C20 C19 116.8(6) . . ? N22 C21 C20 122.1(6) . . ? C6 N1 C2 117.5(6) . . ? C6 N1 Ag1 111.6(4) . . ? C2 N1 Ag1 127.3(4) . . ? C2 N2 C7 125.8(5) . . ? C4 N3 C2 117.0(5) . . ? C4 N3 Ag3 119.5(4) . . ? C2 N3 Ag3 123.4(4) . . ? O3 N4 O2 120.8(6) . . ? O3 N4 O1 120.4(6) . . ? O2 N4 O1 118.8(6) . . ? O6 N5 O5 120.7(6) . . ? O6 N5 O4 120.0(6) . . ? O5 N5 O4 119.2(6) . . ? O9 N6 O7 119.8(6) . . ? O9 N6 O8 120.8(6) . . ? O7 N6 O8 119.3(6) . . ? C9 N9 C8 121.9(5) . . ? C9 N9 C15 122.6(5) . . ? C8 N9 C15 115.2(5) . . ? C11 N10 C9 116.8(5) . . ? C11 N10 Ag1 109.0(4) . . ? C9 N10 Ag1 127.1(4) . . ? C13 N14 C9 115.4(5) . . ? C13 N14 Ag2 110.5(4) . . ? C9 N14 Ag2 134.0(4) . . ? C17 N17 C16 125.9(6) . . ? C19 N18 C17 116.7(6) . . ? C19 N18 Ag2 113.1(4) . . ? C17 N18 Ag2 128.2(4) . . ? C21 N22 C17 117.5(5) . . ? C21 N22 Ag3 113.0(4) . 2_556 ? C17 N22 Ag3 129.4(4) . 2_556 ? N4 O1 Ag1 115.8(4) . . ? N5 O4 Ag2 107.3(4) . . ? N5 O5 Ag1 101.5(5) . 2_667 ? N1 Ag1 N10 139.31(19) . . ? N1 Ag1 O1 115.98(19) . . ? N10 Ag1 O1 83.70(19) . . ? N1 Ag1 O5 133.8(2) . 2_667 ? N10 Ag1 O5 82.8(2) . 2_667 ? O1 Ag1 O5 78.7(2) . 2_667 ? N14 Ag2 N18 140.66(19) . . ? N14 Ag2 O4 129.40(18) . . ? N18 Ag2 O4 89.92(18) . . ? N3 Ag3 N22 156.93(18) . 2_556 ? 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 3.8(9) . . . . ? C4 C5 C6 N1 -2.7(9) . . . . ? N2 C7 C8 N9 178.7(5) . . . . ? N10 C11 C12 C13 -3.6(11) . . . . ? C11 C12 C13 N14 5.5(11) . . . . ? N9 C15 C16 N17 172.3(5) . . . . ? N18 C19 C20 C21 1.8(10) . . . . ? C19 C20 C21 N22 -2.0(9) . . . . ? C5 C6 N1 C2 -1.2(9) . . . . ? C5 C6 N1 Ag1 158.9(5) . . . . ? N2 C2 N1 C6 -174.9(5) . . . . ? N3 C2 N1 C6 4.5(8) . . . . ? N2 C2 N1 Ag1 28.5(7) . . . . ? N3 C2 N1 Ag1 -152.0(4) . . . . ? N1 C2 N2 C7 14.0(8) . . . . ? N3 C2 N2 C7 -165.5(5) . . . . ? C8 C7 N2 C2 -105.5(6) . . . . ? C5 C4 N3 C2 -0.8(8) . . . . ? C5 C4 N3 Ag3 -179.8(5) . . . . ? N2 C2 N3 C4 175.9(5) . . . . ? N1 C2 N3 C4 -3.6(8) . . . . ? N2 C2 N3 Ag3 -5.1(7) . . . . ? N1 C2 N3 Ag3 175.5(4) . . . . ? N10 C9 N9 C8 3.7(7) . . . . ? N14 C9 N9 C8 -175.2(5) . . . . ? N10 C9 N9 C15 176.2(5) . . . . ? N14 C9 N9 C15 -2.7(8) . . . . ? C7 C8 N9 C9 -107.1(6) . . . . ? C7 C8 N9 C15 79.9(6) . . . . ? C16 C15 N9 C9 87.2(7) . . . . ? C16 C15 N9 C8 -99.8(6) . . . . ? C12 C11 N10 C9 -3.5(10) . . . . ? C12 C11 N10 Ag1 149.1(6) . . . . ? N9 C9 N10 C11 -169.1(5) . . . . ? N14 C9 N10 C11 9.8(8) . . . . ? N9 C9 N10 Ag1 43.8(7) . . . . ? N14 C9 N10 Ag1 -137.3(5) . . . . ? C12 C13 N14 C9 0.1(10) . . . . ? C12 C13 N14 Ag2 -177.8(6) . . . . ? N9 C9 N14 C13 170.8(5) . . . . ? N10 C9 N14 C13 -8.1(8) . . . . ? N9 C9 N14 Ag2 -12.1(8) . . . . ? N10 C9 N14 Ag2 169.1(4) . . . . ? N18 C17 N17 C16 -4.0(8) . . . . ? N22 C17 N17 C16 174.9(5) . . . . ? C15 C16 N17 C17 96.2(7) . . . . ? C20 C19 N18 C17 1.4(9) . . . . ? C20 C19 N18 Ag2 -164.0(5) . . . . ? N17 C17 N18 C19 174.2(5) . . . . ? N22 C17 N18 C19 -4.6(8) . . . . ? N17 C17 N18 Ag2 -23.0(7) . . . . ? N22 C17 N18 Ag2 158.2(4) . . . . ? C20 C21 N22 C17 -0.9(8) . . . . ? C20 C21 N22 Ag3 175.9(5) . . . 2_556 ? N17 C17 N22 C21 -174.4(5) . . . . ? N18 C17 N22 C21 4.4(8) . . . . ? N17 C17 N22 Ag3 9.4(7) . . . 2_556 ? N18 C17 N22 Ag3 -171.8(4) . . . 2_556 ? O3 N4 O1 Ag1 -10.0(8) . . . . ? O2 N4 O1 Ag1 168.7(5) . . . . ? O6 N5 O4 Ag2 -174.0(4) . . . . ? O5 N5 O4 Ag2 7.5(7) . . . . ? O6 N5 O5 Ag1 -13.7(7) . . . 2_667 ? O4 N5 O5 Ag1 164.8(4) . . . 2_667 ? C6 N1 Ag1 N10 -173.2(4) . . . . ? C2 N1 Ag1 N10 -15.5(6) . . . . ? C6 N1 Ag1 O1 -60.8(4) . . . . ? C2 N1 Ag1 O1 96.8(5) . . . . ? C6 N1 Ag1 O5 38.7(5) . . . 2_667 ? C2 N1 Ag1 O5 -163.6(4) . . . 2_667 ? C11 N10 Ag1 N1 173.0(4) . . . . ? C9 N10 Ag1 N1 -37.9(6) . . . . ? C11 N10 Ag1 O1 49.8(4) . . . . ? C9 N10 Ag1 O1 -161.1(5) . . . . ? C11 N10 Ag1 O5 -29.6(4) . . . 2_667 ? C9 N10 Ag1 O5 119.5(5) . . . 2_667 ? N4 O1 Ag1 N1 13.9(6) . . . . ? N4 O1 Ag1 N10 156.5(5) . . . . ? N4 O1 Ag1 O5 -119.6(5) . . . 2_667 ? C13 N14 Ag2 N18 171.2(4) . . . . ? C9 N14 Ag2 N18 -6.1(7) . . . . ? C13 N14 Ag2 O4 -6.9(5) . . . . ? C9 N14 Ag2 O4 175.9(5) . . . . ? C19 N18 Ag2 N14 179.1(4) . . . . ? C17 N18 Ag2 N14 15.8(6) . . . . ? C19 N18 Ag2 O4 -2.4(4) . . . . ? C17 N18 Ag2 O4 -165.7(5) . . . . ? N5 O4 Ag2 N14 28.1(5) . . . . ? N5 O4 Ag2 N18 -150.7(4) . . . . ? C4 N3 Ag3 N22 -26.7(7) . . . 2_556 ? C2 N3 Ag3 N22 154.3(4) . . . 2_556 ? 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 N2 H2 O8 0.86 2.15 2.939(8) 152.6 2_656 N17 H17 O8 0.86 2.03 2.882(8) 168.9 1_455 data_pm94 _database_code_depnum_ccdc_archive 'CCDC 921149' #TrackingRef 'web_deposit_cif_file_1_MiquelBarcelo-Oliver_1364374140.pm94(archive)_NEW.cif' _audit_creation_date 2013-03-26T23:06:57-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C32 H46 Ag2 B2 F8 N18 O4' _chemical_formula_sum 'C32 H46 Ag2 B2 F8 N18 O4' _chemical_formula_weight 1136.23 _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 10.874(5) _cell_length_b 11.150(5) _cell_length_c 11.523(4) _cell_angle_alpha 96.688(14) _cell_angle_beta 117.81(3) _cell_angle_gamma 108.686(5) _cell_volume 1110.0(8) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.58 _cell_measurement_theta_max 24.7 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.34 _exptl_crystal_density_diffrn 1.7 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.975 _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 0.005 _exptl_absorpt_correction_T_max 0.27 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71069 _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 -0.09476 _diffrn_orient_matrix_ub_12 0.015668 _diffrn_orient_matrix_ub_13 0.074224 _diffrn_orient_matrix_ub_21 -0.044995 _diffrn_orient_matrix_ub_22 0.030516 _diffrn_orient_matrix_ub_23 -0.067445 _diffrn_orient_matrix_ub_31 -0.013246 _diffrn_orient_matrix_ub_32 -0.093765 _diffrn_orient_matrix_ub_33 0.025425 _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_count 131 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 -5 -6 -7 -4 -3 -1 5 -3 _diffrn_reflns_av_R_equivalents 0.0146 _diffrn_reflns_av_unetI/netI 0.0243 _diffrn_reflns_number 9603 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 34.22 _diffrn_reflns_theta_full 34.22 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 9213 _reflns_number_gt 6173 _reflns_threshold_expression >2\s(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 'SIR97 (Giacovazzo et al, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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. Subsequent restraints have been used in order to mantain the correct shape of the water molecules. The corresponding hydrogen atoms from water molecules have been located in difference fourier map and refined isotropically. DFIX 0.9 O2w H20 O2w H21 O1w H10 O1w H11 DANG 1.54 H20 H21 H10 H11 ; _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^)+(0.0933P)^2^+0.6959P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 9213 _refine_ls_number_parameters 314 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0908 _refine_ls_R_factor_gt 0.054 _refine_ls_wR_factor_ref 0.1775 _refine_ls_wR_factor_gt 0.1568 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.56 _refine_diff_density_min -1.508 _refine_diff_density_rms 0.103 #----------------------------------------------------------------------------# # 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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 0.006 '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 1.31273(3) -0.10688(2) 0.92396(3) 0.05708(10) Uani 1 1 d . . . N1 N 1.3583(3) -0.2519(2) 0.8315(2) 0.0447(5) Uani 1 1 d . . . C2 C 1.3009(5) -0.3010(4) 0.6947(3) 0.0621(9) Uani 1 1 d . . . N3 N 1.3202(4) -0.4005(3) 0.6382(3) 0.0679(9) Uani 1 1 d . . . C4 C 1.4066(4) -0.4493(3) 0.7249(4) 0.0575(7) Uani 1 1 d . . . H4 H 1.4214 -0.5187 0.6888 0.069 Uiso 1 1 calc R . . C5 C 1.4755(4) -0.4017(4) 0.8663(4) 0.0590(8) Uani 1 1 d . . . H5 H 1.5385 -0.4353 0.9257 0.071 Uiso 1 1 calc R . . C6 C 1.4466(4) -0.3028(3) 0.9146(3) 0.0509(6) Uani 1 1 d . . . H6 H 1.4905 -0.2696 1.0094 0.061 Uiso 1 1 calc R . . N7 N 1.2224(8) -0.2447(6) 0.6128(4) 0.134(3) Uani 1 1 d . . . H7 H 1.198 -0.1905 0.6473 0.161 Uiso 1 1 calc R . . C8 C 1.1677(9) -0.2709(6) 0.4481(9) 0.126(3) Uani 1 1 d . . . H8A H 1.1686 -0.1921 0.42 0.151 Uiso 1 1 calc R . . H8B H 1.2267 -0.3066 0.4249 0.151 Uiso 1 1 calc R . . C9 C 1.0217(7) -0.3649(5) 0.3977(8) 0.106(2) Uani 1 1 d . . . H9A H 0.9747 -0.3377 0.4432 0.127 Uiso 1 1 calc R . . H9B H 1.0189 -0.4518 0.4033 0.127 Uiso 1 1 calc R . . N10 N 0.9438(5) -0.3611(3) 0.2368(3) 0.0754(11) Uani 1 1 d . . . C11 C 0.8995(4) -0.4674(3) 0.1323(3) 0.0493(6) Uani 1 1 d . . . N12 N 0.9687(3) -0.5505(3) 0.1633(3) 0.0519(5) Uani 1 1 d . . . C13 C 0.9239(4) -0.6511(3) 0.0567(4) 0.0546(7) Uani 1 1 d . . . H13 H 0.9707 -0.7092 0.0736 0.066 Uiso 1 1 calc R . . C14 C 0.8123(5) -0.6731(3) -0.0764(4) 0.0605(8) Uani 1 1 d . . . H14 H 0.7822 -0.7441 -0.1494 0.073 Uiso 1 1 calc R . . C15 C 0.7468(4) -0.5833(4) -0.0961(4) 0.0588(7) Uani 1 1 d . . . H15 H 0.6694 -0.596 -0.1851 0.071 Uiso 1 1 calc R . . N16 N 0.7891(3) -0.4810(3) 0.0053(3) 0.0535(6) Uani 1 1 d . . . C17 C 0.8797(5) -0.2638(4) 0.2081(4) 0.0666(10) Uani 1 1 d . . . H17A H 0.8846 -0.2216 0.2897 0.08 Uiso 1 1 calc R . . H17B H 0.7723 -0.3099 0.1338 0.08 Uiso 1 1 calc R . . C18 C 0.9618(5) -0.1585(5) 0.1682(5) 0.0749(11) Uani 1 1 d . . . H18A H 1.0633 -0.1008 0.2484 0.09 Uiso 1 1 calc R . . H18B H 0.9745 -0.2004 0.0984 0.09 Uiso 1 1 calc R . . N19 N 0.8785(4) -0.0784(3) 0.1142(3) 0.0668(8) Uani 1 1 d . . . H19 H 0.8794 -0.0212 0.1719 0.08 Uiso 1 1 calc R . . C20 C 0.8012(4) -0.0885(3) -0.0191(3) 0.0493(6) Uani 1 1 d . . . N21 N 0.7159(3) -0.0174(2) -0.0562(3) 0.0469(5) Uani 1 1 d . . . C22 C 0.6385(4) -0.0299(4) -0.1908(4) 0.0584(7) Uani 1 1 d . . . H22 H 0.579 0.0172 -0.2203 0.07 Uiso 1 1 calc R . . C23 C 0.6438(5) -0.1096(4) -0.2869(4) 0.0695(9) Uani 1 1 d . . . H23 H 0.5896 -0.1173 -0.3802 0.083 Uiso 1 1 calc R . . C24 C 0.7331(6) -0.1776(5) -0.2384(5) 0.0745(11) Uani 1 1 d . . . H24 H 0.7378 -0.2331 -0.3015 0.089 Uiso 1 1 calc R . . N25 N 0.8122(4) -0.1678(3) -0.1069(4) 0.0641(7) Uani 1 1 d . . . B1 B 1.3329(6) 0.1220(5) 0.6495(5) 0.0681(10) Uani 1 1 d . . . F1 F 1.3639(6) 0.2512(4) 0.6830(7) 0.159(2) Uani 1 1 d . . . F2 F 1.3685(4) 0.0847(4) 0.7668(3) 0.0965(9) Uani 1 1 d . . . F3 F 1.4207(6) 0.1012(6) 0.6055(5) 0.155(2) Uani 1 1 d . . . F4 F 1.1808(4) 0.0505(5) 0.5526(4) 0.1315(15) Uani 1 1 d . . . O1W O 1.1860(5) -0.5998(3) 0.3811(3) 0.0918(11) Uani 1 1 d D . . O2W O 0.9857(5) -0.8499(4) 0.3459(4) 0.0833(9) Uani 1 1 d D . . H10 H 1.257(6) -0.528(4) 0.457(4) 0.12(2) Uiso 1 1 d D . . H11 H 1.123(6) -0.578(6) 0.308(4) 0.12(2) Uiso 1 1 d D . . H20 H 1.009(5) -0.884(4) 0.413(3) 0.064(12) Uiso 1 1 d D . . H21 H 1.044(4) -0.766(2) 0.364(4) 0.056(11) Uiso 1 1 d 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 0.06727(17) 0.04749(13) 0.06623(17) 0.01197(10) 0.03801(13) 0.03400(11) N1 0.0489(11) 0.0413(10) 0.0446(11) 0.0108(8) 0.0219(9) 0.0259(9) C2 0.077(2) 0.0619(18) 0.0450(14) 0.0106(12) 0.0181(14) 0.0523(17) N3 0.087(2) 0.0631(16) 0.0495(13) 0.0084(12) 0.0212(14) 0.0550(16) C4 0.0668(18) 0.0481(14) 0.0577(16) 0.0119(12) 0.0252(14) 0.0392(14) C5 0.0654(18) 0.0569(17) 0.0540(16) 0.0186(13) 0.0216(14) 0.0412(15) C6 0.0563(15) 0.0518(15) 0.0459(13) 0.0163(11) 0.0229(12) 0.0310(13) N7 0.214(6) 0.155(4) 0.0486(16) 0.020(2) 0.028(2) 0.165(5) C8 0.173(6) 0.095(4) 0.243(9) 0.111(5) 0.165(7) 0.104(5) C9 0.098(4) 0.051(2) 0.192(7) 0.026(3) 0.092(4) 0.040(2) N10 0.102(2) 0.0668(17) 0.0495(14) 0.0096(12) 0.0174(15) 0.0655(19) C11 0.0606(16) 0.0446(13) 0.0502(14) 0.0170(11) 0.0275(12) 0.0337(12) N12 0.0652(15) 0.0441(11) 0.0577(13) 0.0192(10) 0.0324(12) 0.0358(11) C13 0.0677(18) 0.0397(12) 0.0697(18) 0.0178(12) 0.0417(16) 0.0300(13) C14 0.070(2) 0.0478(15) 0.0609(18) 0.0069(13) 0.0367(16) 0.0237(14) C15 0.0562(17) 0.0586(18) 0.0525(16) 0.0115(13) 0.0239(14) 0.0247(14) N16 0.0547(13) 0.0546(14) 0.0511(13) 0.0158(11) 0.0232(11) 0.0318(11) C17 0.085(2) 0.0622(18) 0.0581(17) 0.0150(14) 0.0272(17) 0.0562(19) C18 0.077(2) 0.075(2) 0.086(3) 0.035(2) 0.036(2) 0.057(2) N19 0.087(2) 0.0646(17) 0.0660(17) 0.0254(14) 0.0368(16) 0.0563(17) C20 0.0574(15) 0.0371(11) 0.0646(17) 0.0173(11) 0.0356(14) 0.0278(11) N21 0.0557(13) 0.0383(10) 0.0559(13) 0.0164(9) 0.0310(11) 0.0280(10) C22 0.0669(19) 0.0526(16) 0.0616(18) 0.0211(14) 0.0340(16) 0.0315(15) C23 0.081(2) 0.074(2) 0.0566(18) 0.0148(17) 0.0395(18) 0.034(2) C24 0.089(3) 0.067(2) 0.083(3) 0.0109(19) 0.058(2) 0.037(2) N25 0.0757(18) 0.0532(15) 0.083(2) 0.0170(14) 0.0498(17) 0.0395(14) B1 0.077(3) 0.062(2) 0.074(3) 0.0241(19) 0.037(2) 0.044(2) F1 0.157(4) 0.067(2) 0.267(6) 0.060(3) 0.115(4) 0.060(2) F2 0.113(2) 0.117(3) 0.0662(15) 0.0299(15) 0.0469(16) 0.058(2) F3 0.210(5) 0.284(6) 0.127(3) 0.129(4) 0.130(3) 0.198(5) F4 0.093(2) 0.121(3) 0.108(2) 0.040(2) 0.009(2) 0.033(2) O1W 0.126(3) 0.0756(19) 0.0571(15) 0.0067(13) 0.0215(17) 0.073(2) O2W 0.103(2) 0.083(2) 0.0721(18) 0.0251(16) 0.0396(18) 0.060(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N21 2.137(2) 2_756 ? Ag1 N1 2.144(2) . ? N1 C6 1.334(4) . ? N1 C2 1.355(4) . ? C2 N7 1.320(4) . ? C2 N3 1.345(4) . ? N3 C4 1.325(4) . ? C4 C5 1.379(5) . ? C5 C6 1.366(4) . ? N7 C8 1.656(9) . ? C8 C9 1.373(9) . ? C9 N10 1.652(8) . ? N10 C11 1.359(4) . ? N10 C17 1.459(4) . ? C11 N16 1.341(4) . ? C11 N12 1.351(3) . ? N12 C13 1.332(4) . ? C13 C14 1.367(6) . ? C14 C15 1.385(6) . ? C15 N16 1.316(4) . ? C17 C18 1.491(7) . ? C18 N19 1.459(4) . ? N19 C20 1.331(5) . ? C20 N25 1.339(4) . ? C20 N21 1.360(3) . ? N21 C22 1.338(5) . ? N21 Ag1 2.137(2) 2_756 ? C22 C23 1.371(5) . ? C23 C24 1.377(7) . ? C24 N25 1.316(6) . ? B1 F1 1.332(6) . ? B1 F3 1.338(6) . ? B1 F4 1.358(6) . ? B1 F2 1.377(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 N21 Ag1 N1 166.03(9) 2_756 . ? C6 N1 C2 116.3(2) . . ? C6 N1 Ag1 117.7(2) . . ? C2 N1 Ag1 126.01(19) . . ? N7 C2 N3 118.5(3) . . ? N7 C2 N1 116.8(3) . . ? N3 C2 N1 124.7(3) . . ? C4 N3 C2 116.5(3) . . ? N3 C4 C5 122.9(3) . . ? C6 C5 C4 116.7(3) . . ? N1 C6 C5 122.8(3) . . ? C2 N7 C8 124.7(3) . . ? C9 C8 N7 94.8(5) . . ? C8 C9 N10 97.3(5) . . ? C11 N10 C17 120.6(3) . . ? C11 N10 C9 120.3(3) . . ? C17 N10 C9 116.0(3) . . ? N16 C11 N12 125.2(3) . . ? N16 C11 N10 116.5(3) . . ? N12 C11 N10 118.3(3) . . ? C13 N12 C11 115.9(3) . . ? N12 C13 C14 123.2(3) . . ? C13 C14 C15 116.1(3) . . ? N16 C15 C14 123.0(3) . . ? C15 N16 C11 116.6(3) . . ? N10 C17 C18 112.9(4) . . ? N19 C18 C17 111.8(4) . . ? C20 N19 C18 123.9(3) . . ? N19 C20 N25 118.0(3) . . ? N19 C20 N21 117.4(3) . . ? N25 C20 N21 124.6(3) . . ? C22 N21 C20 116.2(3) . . ? C22 N21 Ag1 116.7(2) . 2_756 ? C20 N21 Ag1 127.0(2) . 2_756 ? N21 C22 C23 122.4(3) . . ? C22 C23 C24 116.7(4) . . ? N25 C24 C23 123.1(3) . . ? C24 N25 C20 116.9(3) . . ? F1 B1 F3 110.4(5) . . ? F1 B1 F4 109.1(4) . . ? F3 B1 F4 111.9(5) . . ? F1 B1 F2 108.2(5) . . ? F3 B1 F2 107.7(4) . . ? F4 B1 F2 109.4(5) . . ? 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 N21 Ag1 N1 C6 -19.0(5) 2_756 . . . ? N21 Ag1 N1 C2 158.4(4) 2_756 . . . ? C6 N1 C2 N7 -175.3(5) . . . . ? Ag1 N1 C2 N7 7.2(7) . . . . ? C6 N1 C2 N3 3.8(6) . . . . ? Ag1 N1 C2 N3 -173.7(3) . . . . ? N7 C2 N3 C4 176.4(5) . . . . ? N1 C2 N3 C4 -2.6(7) . . . . ? C2 N3 C4 C5 -0.5(7) . . . . ? N3 C4 C5 C6 2.1(6) . . . . ? C2 N1 C6 C5 -1.9(5) . . . . ? Ag1 N1 C6 C5 175.8(3) . . . . ? C4 C5 C6 N1 -0.8(6) . . . . ? N3 C2 N7 C8 -9.9(10) . . . . ? N1 C2 N7 C8 169.2(6) . . . . ? C2 N7 C8 C9 97.3(7) . . . . ? N7 C8 C9 N10 163.1(3) . . . . ? C8 C9 N10 C11 111.0(5) . . . . ? C8 C9 N10 C17 -88.9(5) . . . . ? C17 N10 C11 N16 -3.7(6) . . . . ? C9 N10 C11 N16 155.4(4) . . . . ? C17 N10 C11 N12 176.2(4) . . . . ? C9 N10 C11 N12 -24.6(6) . . . . ? N16 C11 N12 C13 1.6(5) . . . . ? N10 C11 N12 C13 -178.4(4) . . . . ? C11 N12 C13 C14 -1.5(5) . . . . ? N12 C13 C14 C15 0.3(5) . . . . ? C13 C14 C15 N16 1.0(6) . . . . ? C14 C15 N16 C11 -1.0(5) . . . . ? N12 C11 N16 C15 -0.4(5) . . . . ? N10 C11 N16 C15 179.6(4) . . . . ? C11 N10 C17 C18 -84.5(5) . . . . ? C9 N10 C17 C18 115.5(4) . . . . ? N10 C17 C18 N19 168.8(3) . . . . ? C17 C18 N19 C20 -106.1(5) . . . . ? C18 N19 C20 N25 -6.5(6) . . . . ? C18 N19 C20 N21 173.4(4) . . . . ? N19 C20 N21 C22 -179.6(3) . . . . ? N25 C20 N21 C22 0.2(5) . . . . ? N19 C20 N21 Ag1 -1.6(4) . . . 2_756 ? N25 C20 N21 Ag1 178.2(3) . . . 2_756 ? C20 N21 C22 C23 0.0(5) . . . . ? Ag1 N21 C22 C23 -178.1(3) 2_756 . . . ? N21 C22 C23 C24 0.2(6) . . . . ? C22 C23 C24 N25 -0.7(7) . . . . ? C23 C24 N25 C20 0.9(7) . . . . ? N19 C20 N25 C24 179.1(4) . . . . ? N21 C20 N25 C24 -0.7(5) . . . . ? 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 N7 H7 O2W 0.86 2.22 2.980(6) 147.8 2_746 N19 H19 O2W 0.86 2.13 2.930(5) 154.7 1_565 O1W H10 N3 0.902(19) 2.05(4) 2.863(4) 150(6) . O1W H11 N12 0.922(19) 1.88(2) 2.794(4) 171(6) . O2W H20 F4 0.873(18) 2.22(3) 2.970(5) 144(4) 1_545 O2W H20 F4 0.873(18) 2.51(4) 3.104(6) 126(4) 2_746 O2W H21 O1W 0.880(18) 1.91(2) 2.775(6) 167(4) . _iucr_refine_instructions_details ; TITL Pm94 in P -1 REM transformed to space group : CELL 0.71069 10.8740 11.1500 11.5226 96.688 117.812 108.686 ZERR 1 0.0050 0.0050 0.0037 0.014 0.030 0.005 LATT 1 SFAC C H B N F AG O UNIT 32 46 2 18 8 2 4 DFIX 0.9 O2w H20 O2w H21 O1w H10 O1w H11 DANG 1.54 H20 H21 H10 H11 HTAB N7 O2W_$1 HTAB N19 O2W_$2 HTAB O1W N3 HTAB O1W N12 HTAB O2W F4_$3 HTAB O2W F4_$1 HTAB O2W O1W EQIV $1 -x+2, -y-1, -z+1 EQIV $2 x, y+1, z EQIV $3 x, y-1, z BOND -0.5 FMAP 2 SIZE 0.34 0.35 0.43 ACTA CONF L.S. 4 TEMP 21.00 WGHT 0.093300 0.695900 FVAR 1.75733 AG1 6 1.312735 -0.106883 0.923965 11.00000 0.06727 0.04749 = 0.06623 0.01197 0.03801 0.03400 N1 4 1.358258 -0.251900 0.831535 11.00000 0.04890 0.04133 = 0.04461 0.01075 0.02193 0.02593 C2 1 1.300875 -0.301003 0.694720 11.00000 0.07724 0.06192 = 0.04500 0.01059 0.01806 0.05227 N3 4 1.320161 -0.400530 0.638187 11.00000 0.08719 0.06313 = 0.04946 0.00835 0.02119 0.05499 C4 1 1.406579 -0.449303 0.724890 11.00000 0.06684 0.04813 = 0.05768 0.01185 0.02515 0.03924 AFIX 43 H4 2 1.421423 -0.518687 0.688832 11.00000 -1.20000 AFIX 0 C5 1 1.475490 -0.401706 0.866257 11.00000 0.06536 0.05687 = 0.05403 0.01863 0.02159 0.04124 AFIX 43 H5 2 1.538481 -0.435266 0.925745 11.00000 -1.20000 AFIX 0 C6 1 1.446644 -0.302812 0.914590 11.00000 0.05627 0.05176 = 0.04592 0.01633 0.02292 0.03102 AFIX 43 H6 2 1.490480 -0.269568 1.009415 11.00000 -1.20000 AFIX 0 N7 4 1.222425 -0.244688 0.612753 11.00000 0.21363 0.15486 = 0.04856 0.02032 0.02760 0.16467 AFIX 43 H7 2 1.198009 -0.190505 0.647328 11.00000 -1.20000 AFIX 0 C8 1 1.167663 -0.270901 0.448136 11.00000 0.17341 0.09514 = 0.24334 0.11093 0.16544 0.10428 AFIX 23 H8A 2 1.168628 -0.192079 0.420036 11.00000 -1.20000 H8B 2 1.226664 -0.306627 0.424924 11.00000 -1.20000 AFIX 0 C9 1 1.021736 -0.364878 0.397670 11.00000 0.09766 0.05101 = 0.19194 0.02579 0.09187 0.03971 AFIX 23 H9A 2 0.974692 -0.337672 0.443151 11.00000 -1.20000 H9B 2 1.018908 -0.451753 0.403310 11.00000 -1.20000 AFIX 0 N10 4 0.943811 -0.361098 0.236817 11.00000 0.10155 0.06675 = 0.04948 0.00962 0.01741 0.06553 C11 1 0.899457 -0.467440 0.132278 11.00000 0.06061 0.04457 = 0.05024 0.01697 0.02748 0.03365 N12 4 0.968741 -0.550467 0.163261 11.00000 0.06520 0.04412 = 0.05770 0.01921 0.03239 0.03575 C13 1 0.923904 -0.651067 0.056712 11.00000 0.06769 0.03966 = 0.06972 0.01782 0.04168 0.02999 AFIX 43 H13 2 0.970733 -0.709154 0.073644 11.00000 -1.20000 AFIX 0 C14 1 0.812348 -0.673058 -0.076364 11.00000 0.07043 0.04782 = 0.06086 0.00689 0.03675 0.02374 AFIX 43 H14 2 0.782193 -0.744146 -0.149421 11.00000 -1.20000 AFIX 0 C15 1 0.746832 -0.583333 -0.096084 11.00000 0.05621 0.05860 = 0.05248 0.01146 0.02385 0.02472 AFIX 43 H15 2 0.669391 -0.596036 -0.185094 11.00000 -1.20000 AFIX 0 N16 4 0.789112 -0.480963 0.005307 11.00000 0.05474 0.05458 = 0.05115 0.01576 0.02316 0.03183 C17 1 0.879666 -0.263759 0.208117 11.00000 0.08487 0.06224 = 0.05810 0.01500 0.02719 0.05615 AFIX 23 H17A 2 0.884642 -0.221635 0.289714 11.00000 -1.20000 H17B 2 0.772255 -0.309854 0.133846 11.00000 -1.20000 AFIX 0 C18 1 0.961781 -0.158544 0.168221 11.00000 0.07657 0.07549 = 0.08606 0.03456 0.03559 0.05691 AFIX 23 H18A 2 1.063260 -0.100788 0.248430 11.00000 -1.20000 H18B 2 0.974501 -0.200381 0.098446 11.00000 -1.20000 AFIX 0 N19 4 0.878508 -0.078396 0.114235 11.00000 0.08676 0.06464 = 0.06602 0.02536 0.03679 0.05629 AFIX 43 H19 2 0.879430 -0.021221 0.171942 11.00000 -1.20000 AFIX 0 C20 1 0.801159 -0.088488 -0.019061 11.00000 0.05743 0.03706 = 0.06455 0.01729 0.03560 0.02775 N21 4 0.715935 -0.017393 -0.056239 11.00000 0.05573 0.03827 = 0.05585 0.01636 0.03101 0.02799 C22 1 0.638517 -0.029884 -0.190839 11.00000 0.06693 0.05257 = 0.06159 0.02111 0.03402 0.03151 AFIX 43 H22 2 0.578963 0.017222 -0.220344 11.00000 -1.20000 AFIX 0 C23 1 0.643753 -0.109595 -0.286894 11.00000 0.08098 0.07390 = 0.05657 0.01481 0.03954 0.03423 AFIX 43 H23 2 0.589628 -0.117328 -0.380186 11.00000 -1.20000 AFIX 0 C24 1 0.733090 -0.177612 -0.238408 11.00000 0.08866 0.06703 = 0.08334 0.01088 0.05760 0.03705 AFIX 43 H24 2 0.737763 -0.233134 -0.301549 11.00000 -1.20000 AFIX 0 N25 4 0.812185 -0.167771 -0.106932 11.00000 0.07572 0.05319 = 0.08299 0.01703 0.04984 0.03947 B1 3 1.332904 0.122042 0.649545 11.00000 0.07707 0.06209 = 0.07417 0.02414 0.03745 0.04374 F1 5 1.363884 0.251213 0.683034 11.00000 0.15743 0.06688 = 0.26695 0.05980 0.11535 0.05959 F2 5 1.368498 0.084655 0.766810 11.00000 0.11301 0.11668 = 0.06623 0.02991 0.04691 0.05764 F3 5 1.420722 0.101175 0.605512 11.00000 0.21001 0.28412 = 0.12750 0.12879 0.13050 0.19806 F4 5 1.180784 0.050455 0.552649 11.00000 0.09308 0.12058 = 0.10777 0.03970 0.00860 0.03285 O1W 7 1.186015 -0.599823 0.381111 11.00000 0.12647 0.07564 = 0.05710 0.00670 0.02147 0.07296 O2W 7 0.985698 -0.849853 0.345875 11.00000 0.10306 0.08271 = 0.07214 0.02507 0.03963 0.05990 H10 2 1.256981 -0.527913 0.456991 11.00000 0.11921 H11 2 1.122504 -0.578251 0.308439 11.00000 0.11730 H20 2 1.008933 -0.884434 0.413105 11.00000 0.06350 H21 2 1.043974 -0.765716 0.364166 11.00000 0.05617 HKLF 4 REM Pm94 in P -1 REM R1 = 0.0540 for 6173 Fo > 4sig(Fo) and 0.0908 for all 9213 data REM 314 parameters refined using 6 restraints END WGHT 0.0933 0.6959 REM Highest difference peak 1.560, deepest hole -1.508, 1-sigma level 0.103 Q1 1 1.0982 -0.3072 0.3600 11.00000 0.05 1.56 Q2 1 1.2486 -0.1324 0.8482 11.00000 0.05 1.11 Q3 1 1.0608 -0.3576 0.4821 11.00000 0.05 1.04 Q4 1 1.1429 -0.3078 0.6059 11.00000 0.05 0.87 Q5 1 1.2357 -0.1314 0.9241 11.00000 0.05 0.75 Q6 1 1.0159 -0.3192 0.2410 11.00000 0.05 0.45 Q7 1 1.4039 0.2408 0.6190 11.00000 0.05 0.45 Q8 1 1.4213 -0.0564 1.0167 11.00000 0.05 0.45 Q9 1 1.3128 0.0332 0.5539 11.00000 0.05 0.42 Q10 1 1.4188 -0.4347 0.7969 11.00000 0.05 0.42 Q11 1 1.2387 -0.3484 0.6896 11.00000 0.05 0.39 Q12 1 0.8195 -0.0969 0.0467 11.00000 0.05 0.36 Q13 1 0.8574 -0.4679 0.0656 11.00000 0.05 0.36 Q14 1 1.2615 0.2135 0.6279 11.00000 0.05 0.35 Q15 1 1.3186 -0.4370 0.6776 11.00000 0.05 0.34 Q16 1 0.7614 -0.1671 -0.1644 11.00000 0.05 0.34 Q17 1 1.4335 0.1789 0.7748 11.00000 0.05 0.34 Q18 1 1.2462 0.0257 0.6759 11.00000 0.05 0.31 Q19 1 1.4359 0.2135 0.6086 11.00000 0.05 0.31 Q20 1 1.3250 0.0993 0.5324 11.00000 0.05 0.31 ; # END of CIF