# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #TrackingRef 'ccdc_deposit_776415.cif' #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2010-01-04 _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 _audit_update_record ? _publ_contact_author_name 'Dejan-Kresimir Bucar' _publ_contact_author_address ;Department of Chemistry 305 Chemistry Building The University of Iowa Iowa City, IA 52242-1294 USA ; _publ_contact_author_fax 1-319-335-1270 _publ_contact_author_phone 1-319-335-3504 #============================================================================== # # TITLE AND AUTHOR LIST loop_ _publ_author_name _publ_author_address I.G.Georgiev ;Department of Chemistry 305 Chemistry Building The University of Iowa Iowa City, IA 52242-1294 USA ; D.-K.Bucar ;Department of Chemistry 305 Chemistry Building The University of Iowa Iowa City, IA 52242-1294 USA ; L.R.MacGillivray ;Department of Chemistry 305 Chemistry Building The University of Iowa Iowa City, IA 52242-1294 USA ; _publ_contact_author_email dejan-kresimir-bucar@uiowa.edu #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_1 _database_code_depnum_ccdc_archive 'CCDC 766415' #TrackingRef 'ccdc_deposit_776415.cif' _audit_creation_date 2010-01-04T13:54:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C14 H14 Ag Cl N2 O3' _chemical_formula_moiety 'C14 H14 Ag N2, Cl O3' _chemical_formula_weight 401.59 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _cell_length_a 16.5837(18) _cell_length_b 11.4570(12) _cell_length_c 17.1283(18) _cell_angle_alpha 90 _cell_angle_beta 101.558(5) _cell_angle_gamma 90 _cell_volume 3188.4(6) _cell_formula_units_Z 8 _cell_measurement_temperature 290(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _cell_measurement_reflns_used 11289 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.441 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.724 _exptl_absorpt_correction_T_max 0.906 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 290(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_av_unetI/netI 0.066 _diffrn_reflns_number 19347 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _reflns_number_total 5590 _reflns_number_gt 2636 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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. All four -C=CH2 groups in the asymmetric unit are disordered over two sites with occupancies of 0.715:0.285 (C6a,C7a; C6b,C7b), 0.720:0.280 (C13a, C14a; C13b, C13b), 0.596:0.404 (C20a, C21a; C20b, C21b), and 0.726:0.274 (C27a, C28b;C27b, C28b). The checkCIF report includes a series of level-C alerts that emerge as a consequence of the pronounced thermal motion of both the chlorate anions and the disordered -C=CH2 groups. The -CH=CH2 groups were refined using the DIX, EADP and DELU restraints. ; _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^)+(0.0836P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5590 _refine_ls_number_parameters 407 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.1291 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1546 _refine_ls_wR_factor_gt 0.1293 _refine_ls_goodness_of_fit_ref 0.908 _refine_ls_restrained_S_all 0.907 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.565 _refine_diff_density_min -0.799 _refine_diff_density_rms 0.074 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.5037(4) 0.5393(6) 0.3046(5) 0.085(2) Uani 1 1 d . . . C2 C 0.4693(4) 0.5453(6) 0.2248(4) 0.086(2) Uani 1 1 d . A . C3 C 0.4166(4) 0.6354(6) 0.1963(4) 0.082(2) Uani 1 1 d . . . C4 C 0.4009(4) 0.7144(6) 0.2529(4) 0.0828(19) Uani 1 1 d . A . C5 C 0.4362(4) 0.7003(6) 0.3305(4) 0.0838(19) Uani 1 1 d . . . C6A C 0.3779(12) 0.6597(11) 0.1122(9) 0.098(4) Uani 0.715(16) 1 d PDU A 1 C6B C 0.394(3) 0.614(4) 0.115(3) 0.098(4) Uani 0.285(16) 1 d PD A 2 C7A C 0.4004(11) 0.6158(14) 0.0508(8) 0.152(6) Uani 0.715(16) 1 d PDU A 1 C7B C 0.350(3) 0.699(3) 0.079(2) 0.152(6) Uani 0.285(16) 1 d PD A 2 C8 C 0.6229(4) 0.6793(6) 0.6567(4) 0.087(2) Uani 1 1 d . . . C9 C 0.6684(5) 0.6691(8) 0.7326(4) 0.100(2) Uani 1 1 d . B . C10 C 0.7276(5) 0.5870(8) 0.7503(4) 0.088(2) Uani 1 1 d . . . C11 C 0.7396(4) 0.5163(6) 0.6879(5) 0.095(2) Uani 1 1 d . B . C12 C 0.6929(5) 0.5307(6) 0.6140(4) 0.089(2) Uani 1 1 d . . . C13A C 0.7706(10) 0.5807(19) 0.8346(8) 0.116(5) Uani 0.720(17) 1 d PDU B 3 C13B C 0.795(3) 0.544(6) 0.8214(14) 0.116(5) Uani 0.280(17) 1 d PD B 4 C14A C 0.8262(11) 0.5067(14) 0.8616(12) 0.156(7) Uani 0.720(17) 1 d PDU B 3 C14B C 0.786(3) 0.580(4) 0.889(2) 0.156(7) Uani 0.280(17) 1 d PD B 4 C15 C 0.8631(4) 0.6350(6) 0.3720(5) 0.090(2) Uani 1 1 d . . . C16 C 0.8183(5) 0.6324(7) 0.2961(5) 0.098(2) Uani 1 1 d . C . C17 C 0.7536(5) 0.5546(7) 0.2764(4) 0.091(2) Uani 1 1 d . . . C18 C 0.7388(4) 0.4826(7) 0.3357(5) 0.093(2) Uani 1 1 d . C . C19 C 0.7839(4) 0.4901(7) 0.4092(4) 0.088(2) Uani 1 1 d . . . C20A C 0.701(3) 0.527(2) 0.1975(14) 0.117(6) Uani 0.596(14) 1 d PDU C 6 C20B C 0.711(4) 0.573(4) 0.191(3) 0.117(6) Uani 0.404(14) 1 d PD C 5 C21A C 0.7016(14) 0.5857(18) 0.1333(9) 0.155(7) Uani 0.596(14) 1 d PDU C 6 C21B C 0.657(2) 0.496(3) 0.1615(17) 0.155(7) Uani 0.404(14) 1 d PD C 5 C22 C 1.0597(4) 0.6525(6) 0.6826(4) 0.0758(17) Uani 1 1 d . . . C23 C 1.1020(4) 0.6735(6) 0.7596(4) 0.0783(18) Uani 1 1 d . D . C24 C 1.0872(4) 0.6042(6) 0.8211(4) 0.0793(19) Uani 1 1 d . . . C25 C 1.0310(4) 0.5157(6) 0.8004(4) 0.084(2) Uani 1 1 d . D . C26 C 0.9912(4) 0.5008(6) 0.7233(4) 0.087(2) Uani 1 1 d . . . C27A C 1.1212(12) 0.6152(19) 0.9068(10) 0.094(4) Uani 0.726(13) 1 d PDU D 7 C27B C 1.144(4) 0.643(6) 0.896(3) 0.094(4) Uani 0.274(13) 1 d PD D 8 C28A C 1.1748(7) 0.6905(12) 0.9374(8) 0.122(4) Uani 0.726(13) 1 d PDU D 7 C28B C 1.118(2) 0.624(3) 0.961(2) 0.122(4) Uani 0.274(13) 1 d PD D 8 H1 H 0.54 0.4785 0.3221 0.102 Uiso 1 1 calc R . . H11 H 0.7799 0.4587 0.6969 0.114 Uiso 1 1 calc RD . . H12 H 0.703 0.483 0.5731 0.107 Uiso 1 1 calc R . . H13A H 0.756 0.6343 0.8701 0.139 Uiso 0.720(17) 1 calc PR B 3 H13B H 0.8383 0.4963 0.8147 0.139 Uiso 0.280(17) 1 calc PRD B 4 H14A H 0.8422 0.4519 0.8276 0.187 Uiso 0.720(17) 1 calc PR B 3 H14B H 0.851 0.5073 0.9154 0.187 Uiso 0.720(17) 1 calc PR B 3 H14C H 0.7416 0.6276 0.8929 0.187 Uiso 0.280(17) 1 calc PR B 4 H14D H 0.8235 0.5582 0.9344 0.187 Uiso 0.280(17) 1 calc PR B 4 H15 H 0.9065 0.6875 0.3841 0.109 Uiso 1 1 calc R C . H16 H 0.8311 0.6827 0.2577 0.117 Uiso 1 1 calc R . . H18 H 0.6966 0.4279 0.3246 0.111 Uiso 1 1 calc R . . H19 H 0.7711 0.4409 0.4481 0.106 Uiso 1 1 calc R C . H2 H 0.4815 0.4886 0.1901 0.104 Uiso 1 1 calc R . . H20A H 0.6666 0.4625 0.1941 0.14 Uiso 0.596(14) 1 calc PR C 6 H20B H 0.7231 0.6367 0.1619 0.14 Uiso 0.404(14) 1 calc PR C 5 H21A H 0.7358 0.6503 0.1347 0.186 Uiso 0.596(14) 1 calc PR C 6 H21B H 0.6674 0.5637 0.0857 0.186 Uiso 0.596(14) 1 calc PR C 6 H21C H 0.6461 0.4338 0.1924 0.186 Uiso 0.404(14) 1 calc PR C 5 H21D H 0.6286 0.5036 0.1091 0.186 Uiso 0.404(14) 1 calc PR C 5 H22 H 1.0712 0.6994 0.6419 0.091 Uiso 1 1 calc R . . H23 H 1.1401 0.7339 0.7697 0.094 Uiso 1 1 calc R . . H25 H 1.02 0.4652 0.8395 0.1 Uiso 1 1 calc R . . H26 H 0.9535 0.4401 0.7117 0.105 Uiso 1 1 calc R D . H27A H 1.1024 0.5636 0.9411 0.113 Uiso 0.726(13) 1 calc PR D 7 H27B H 1.1946 0.6788 0.8957 0.113 Uiso 0.274(13) 1 calc PR D 8 H28A H 1.1949 0.7434 0.9048 0.146 Uiso 0.726(13) 1 calc PR D 7 H28B H 1.1937 0.6926 0.9923 0.146 Uiso 0.726(13) 1 calc PR D 7 H28C H 1.0669 0.5879 0.9585 0.146 Uiso 0.274(13) 1 calc PR D 8 H28D H 1.1494 0.6453 1.0099 0.146 Uiso 0.274(13) 1 calc PR D 8 H4 H 0.3659 0.7772 0.2373 0.099 Uiso 1 1 calc R . . H5 H 0.4232 0.7539 0.3669 0.101 Uiso 1 1 calc R A . H6A H 0.3336 0.711 0.103 0.117 Uiso 0.715(16) 1 calc PR A 1 H6B H 0.4088 0.5481 0.0898 0.117 Uiso 0.285(16) 1 calc PR A 2 H7A1 H 0.4444 0.5641 0.0573 0.183 Uiso 0.715(16) 1 calc PR A 1 H7A2 H 0.3726 0.6359 -0.0001 0.183 Uiso 0.715(16) 1 calc PR A 1 H7B1 H 0.3378 0.7626 0.1077 0.183 Uiso 0.285(16) 1 calc PR A 2 H7B2 H 0.3312 0.6954 0.024 0.183 Uiso 0.285(16) 1 calc PR A 2 H8 H 0.5831 0.7377 0.6468 0.105 Uiso 1 1 calc R . . H9 H 0.6583 0.7192 0.7723 0.12 Uiso 1 1 calc R . . N1 N 0.4882(3) 0.6155(5) 0.3583(3) 0.0726(14) Uani 1 1 d . A . N2 N 0.6321(3) 0.6114(5) 0.5968(3) 0.0795(15) Uani 1 1 d . . . N3 N 0.8474(4) 0.5652(5) 0.4302(3) 0.0853(16) Uani 1 1 d . C . N4 N 1.0036(3) 0.5687(5) 0.6638(3) 0.0780(15) Uani 1 1 d . D . O1 O 0.3990(4) 0.7446(5) 0.6396(3) 0.141(2) Uani 1 1 d . . . O2 O 0.4554(4) 0.8138(5) 0.5325(3) 0.1226(18) Uani 1 1 d . . . O3 O 0.3954(4) 0.6273(5) 0.5298(3) 0.1229(19) Uani 1 1 d . . . O4 O 0.8492(4) 0.3374(5) 0.5900(4) 0.135(2) Uani 1 1 d . . . O5 O 0.9578(4) 0.2050(6) 0.6218(4) 0.158(3) Uani 1 1 d . . . O6 O 0.9417(4) 0.3133(6) 0.5052(3) 0.141(2) Uani 1 1 d . . . Cl1 Cl 0.38666(12) 0.74913(16) 0.55344(12) 0.0914(5) Uani 1 1 d . . . Cl2 Cl 0.89698(13) 0.24784(17) 0.55586(11) 0.0960(6) Uani 1 1 d . . . Ag1 Ag 0.54851(4) 0.61497(6) 0.48263(3) 0.1002(3) Uani 1 1 d . . . Ag2 Ag 0.93125(4) 0.55062(6) 0.54480(3) 0.1036(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.088(5) 0.073(4) 0.091(5) 0.000(4) 0.010(4) 0.005(3) C2 0.097(5) 0.082(5) 0.079(5) -0.025(4) 0.012(4) -0.015(4) C3 0.075(4) 0.089(5) 0.075(5) 0.013(4) 0.000(4) -0.026(4) C4 0.082(5) 0.074(4) 0.089(5) 0.012(4) 0.011(4) -0.004(3) C5 0.093(5) 0.082(5) 0.080(5) -0.004(4) 0.027(4) -0.001(4) C6A 0.115(11) 0.074(12) 0.095(7) 0.029(8) 0.000(7) 0.000(9) C6B 0.115(11) 0.074(12) 0.095(7) 0.029(8) 0.000(7) 0.000(9) C7A 0.211(17) 0.156(14) 0.083(9) -0.011(7) 0.013(9) -0.044(11) C7B 0.211(17) 0.156(14) 0.083(9) -0.011(7) 0.013(9) -0.044(11) C8 0.089(5) 0.094(5) 0.082(5) -0.020(4) 0.024(4) -0.005(4) C9 0.097(6) 0.132(7) 0.075(5) -0.018(5) 0.026(4) -0.029(5) C10 0.075(5) 0.123(6) 0.067(5) 0.007(4) 0.015(4) -0.030(4) C11 0.076(5) 0.102(5) 0.101(6) 0.000(5) 0.003(4) -0.007(4) C12 0.096(5) 0.095(5) 0.079(5) -0.029(4) 0.022(4) -0.016(4) C13A 0.096(11) 0.184(17) 0.074(8) 0.023(8) 0.032(7) -0.023(7) C13B 0.096(11) 0.184(17) 0.074(8) 0.023(8) 0.032(7) -0.023(7) C14A 0.198(16) 0.136(13) 0.109(11) 0.031(10) -0.029(12) -0.020(9) C14B 0.198(16) 0.136(13) 0.109(11) 0.031(10) -0.029(12) -0.020(9) C15 0.089(5) 0.090(5) 0.091(6) 0.004(4) 0.014(4) 0.007(4) C16 0.105(6) 0.115(6) 0.075(5) 0.024(4) 0.022(4) 0.031(5) C17 0.086(5) 0.113(6) 0.070(5) -0.007(4) 0.008(4) 0.033(5) C18 0.080(5) 0.113(6) 0.085(6) -0.007(5) 0.017(4) 0.015(4) C19 0.076(5) 0.118(6) 0.072(5) 0.012(4) 0.016(4) 0.000(4) C20A 0.142(14) 0.11(2) 0.082(7) -0.012(9) -0.016(7) 0.051(17) C20B 0.142(14) 0.11(2) 0.082(7) -0.012(9) -0.016(7) 0.051(17) C21A 0.182(18) 0.197(19) 0.073(10) 0.004(9) -0.006(10) 0.054(13) C21B 0.182(18) 0.197(19) 0.073(10) 0.004(9) -0.006(10) 0.054(13) C22 0.080(4) 0.087(5) 0.066(4) 0.008(3) 0.032(3) 0.013(4) C23 0.072(4) 0.083(4) 0.081(5) -0.009(4) 0.019(4) 0.004(3) C24 0.091(5) 0.082(4) 0.060(4) -0.001(4) 0.005(4) 0.022(4) C25 0.107(5) 0.082(5) 0.064(4) 0.016(4) 0.024(4) 0.015(4) C26 0.102(5) 0.078(4) 0.081(5) 0.007(4) 0.016(4) 0.004(4) C27A 0.098(14) 0.113(13) 0.069(7) -0.001(8) 0.014(7) 0.018(6) C27B 0.098(14) 0.113(13) 0.069(7) -0.001(8) 0.014(7) 0.018(6) C28A 0.106(9) 0.165(12) 0.086(8) -0.034(8) -0.001(7) 0.011(7) C28B 0.106(9) 0.165(12) 0.086(8) -0.034(8) -0.001(7) 0.011(7) N1 0.076(3) 0.074(3) 0.067(3) 0.001(3) 0.012(3) -0.001(3) N2 0.081(4) 0.085(4) 0.072(4) -0.007(3) 0.015(3) -0.013(3) N3 0.090(4) 0.099(4) 0.066(4) 0.006(3) 0.016(3) 0.023(3) N4 0.090(4) 0.076(3) 0.066(4) 0.001(3) 0.011(3) 0.007(3) O1 0.213(7) 0.131(4) 0.098(4) -0.037(3) 0.076(4) -0.030(4) O2 0.148(5) 0.100(4) 0.133(5) -0.008(3) 0.059(4) -0.012(4) O3 0.156(5) 0.095(4) 0.122(5) -0.034(3) 0.037(4) -0.013(3) O4 0.162(5) 0.128(4) 0.131(5) 0.001(4) 0.066(4) 0.011(4) O5 0.180(6) 0.144(5) 0.145(6) 0.073(5) 0.021(5) 0.001(5) O6 0.165(6) 0.162(6) 0.109(5) 0.045(4) 0.058(4) 0.004(4) Cl1 0.0969(13) 0.0886(12) 0.0902(13) -0.0066(10) 0.0222(10) 0.0158(10) Cl2 0.1209(15) 0.0920(12) 0.0773(12) -0.0011(10) 0.0247(11) -0.0282(11) Ag1 0.1095(5) 0.1129(5) 0.0716(4) 0.0001(3) 0.0020(3) -0.0165(3) Ag2 0.1065(5) 0.1346(5) 0.0635(4) -0.0038(3) 0.0025(3) 0.0172(4) #----------------------------------------------------------------------------# # 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. The checkCIF report contains a series of level-C alerts that emerge as a consequence of the dynamic disorder of the -C=CH2 groups. The -C=CH2 groups were refined using the DFIX, EADP and DELU restraints. ; 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 C1 C2 1.374(9) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C2 1.378(9) . ? C3 C4 1.388(10) . ? C4 C5 1.351(9) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6A C3 1.481(16) . ? C6A C7A 1.286(16) . ? C6A H6A 0.9300 . ? C6B C3 1.39(5) . ? C6B C7B 1.29(2) . ? C6B H6B 0.9300 . ? C7A H7A1 0.9300 . ? C7A H7A2 0.9300 . ? C7B H7B1 0.9300 . ? C7B H7B2 0.9300 . ? C8 C9 1.371(9) . ? C8 H8 0.9300 . ? C9 C10 1.349(10) . ? C9 H9 0.9300 . ? C10 C11 1.386(11) . ? C11 H11 0.9300 . ? C12 C11 1.356(9) . ? C12 H12 0.9300 . ? C13A C10 1.479(15) . ? C13A C14A 1.27(2) . ? C13A H13A 0.9300 . ? C13B C10 1.56(3) . ? C13B C14B 1.26(3) . ? C13B H13B 0.9300 . ? C14A H14A 0.9300 . ? C14A H14B 0.9300 . ? C14B H14C 0.9300 . ? C14B H14D 0.9300 . ? C15 C16 1.363(10) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C16 1.383(10) . ? C17 C18 1.369(11) . ? C18 H18 0.9300 . ? C19 C18 1.332(9) . ? C19 H19 0.9300 . ? C20A C17 1.49(3) . ? C20A C21A 1.292(18) . ? C20A H20A 0.9300 . ? C20B C17 1.50(4) . ? C20B C21B 1.29(2) . ? C20B H20B 0.9300 . ? C21A H21A 0.9300 . ? C21A H21B 0.9300 . ? C21B H21C 0.9300 . ? C21B H21D 0.9300 . ? C22 C23 1.385(8) . ? C22 H22 0.9300 . ? C23 C24 1.381(10) . ? C23 H23 0.9300 . ? C24 C25 1.374(9) . ? C25 C26 1.363(9) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27A C24 1.469(17) . ? C27A C28A 1.273(15) . ? C27A H27A 0.9300 . ? C27B C24 1.50(5) . ? C27B C28B 1.30(2) . ? C27B H27B 0.9300 . ? C28A H28A 0.9300 . ? C28A H28B 0.9300 . ? C28B H28C 0.9300 . ? C28B H28D 0.9300 . ? N1 C1 1.330(8) . ? N1 C5 1.322(8) . ? N2 C12 1.356(8) . ? N2 C8 1.321(8) . ? N3 C15 1.343(9) . ? N3 C19 1.351(8) . ? N4 C22 1.330(8) . ? N4 C26 1.330(9) . ? Cl1 O1 1.449(6) . ? Cl1 O2 1.463(6) . ? Cl1 O3 1.469(5) . ? Cl2 O4 1.486(6) . ? Cl2 O5 1.441(6) . ? Cl2 O6 1.457(6) . ? Ag1 Ag1 3.2041(13) 3_666 ? Ag1 N1 2.163(5) . ? Ag1 N2 2.159(5) . ? Ag2 Ag2 3.2097(14) 3_766 ? Ag2 N3 2.172(5) . ? Ag2 N4 2.159(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 C3 119.9(7) . . ? C1 C2 H2 120.1 . . ? C1 N1 Ag1 124.3(5) . . ? C2 C1 H1 118.1 . . ? C2 C3 C4 115.8(6) . . ? C2 C3 C6A 127.3(8) . . ? C2 C3 C6B 104.4(17) . . ? C3 C2 H2 120.1 . . ? C3 C4 H4 119.8 . . ? C3 C6A H6A 117.2 . . ? C3 C6B H6B 124.3 . . ? C4 C3 C6A 116.9(8) . . ? C4 C3 C6B 139.7(17) . . ? C4 C5 H5 117.8 . . ? C5 C4 C3 120.3(6) . . ? C5 C4 H4 119.8 . . ? C5 N1 Ag1 119.7(5) . . ? C5 N1 C1 115.8(6) . . ? C6A C7A H7A1 120 . . ? C6A C7A H7A2 120 . . ? C6B C7B H7B1 120 . . ? C6B C7B H7B2 120 . . ? C7A C6A C3 125.6(15) . . ? C7A C6A H6A 117.2 . . ? C7B C6B C3 111(5) . . ? C7B C6B H6B 124.3 . . ? C8 C9 H9 119.7 . . ? C8 N2 Ag1 122.6(5) . . ? C8 N2 C12 115.5(6) . . ? C9 C10 C11 116.4(7) . . ? C9 C10 C13A 116.2(10) . . ? C9 C10 C13B 140.4(18) . . ? C9 C8 H8 118 . . ? C10 C11 H11 119.8 . . ? C10 C13A H13A 117.9 . . ? C10 C13B H13B 122.7 . . ? C10 C9 C8 120.7(7) . . ? C10 C9 H9 119.7 . . ? C11 C10 C13A 127.4(10) . . ? C11 C10 C13B 103.1(17) . . ? C11 C12 H12 118.4 . . ? C12 C11 C10 120.3(7) . . ? C12 C11 H11 119.8 . . ? C12 N2 Ag1 121.6(5) . . ? C13A C14A H14A 120 . . ? C13A C14A H14B 120 . . ? C13B C14B H14C 120 . . ? C13B C14B H14D 120 . . ? C14A C13A C10 124.2(18) . . ? C14A C13A H13A 117.9 . . ? C14B C13B C10 115(5) . . ? C14B C13B H13B 122.7 . . ? C15 C16 C17 119.7(7) . . ? C15 C16 H16 120.2 . . ? C15 N3 Ag2 122.1(5) . . ? C15 N3 C19 115.9(6) . . ? C16 C15 H15 118.5 . . ? C16 C17 C20A 130.0(13) . . ? C16 C17 C20B 109.6(17) . . ? C17 C16 H16 120.2 . . ? C17 C18 H18 119.6 . . ? C17 C20A H20A 117.9 . . ? C17 C20B H20B 121.8 . . ? C18 C17 C16 116.9(7) . . ? C18 C17 C20A 112.8(12) . . ? C18 C17 C20B 133.4(18) . . ? C18 C19 H19 118.2 . . ? C18 C19 N3 123.6(7) . . ? C19 C18 C17 120.8(8) . . ? C19 C18 H18 119.6 . . ? C19 N3 Ag2 121.0(5) . . ? C20A C21A H21A 120 . . ? C20A C21A H21B 120 . . ? C20B C21B H21C 120 . . ? C20B C21B H21D 120 . . ? C21A C20A C17 124(3) . . ? C21A C20A H20A 117.9 . . ? C21B C20B C17 116(3) . . ? C21B C20B H20B 121.8 . . ? C22 C23 H23 120.2 . . ? C22 N4 Ag2 121.8(5) . . ? C22 N4 C26 116.4(6) . . ? C23 C22 H22 118.2 . . ? C23 C24 C27A 128.4(9) . . ? C23 C24 C27B 107.5(19) . . ? C24 C23 C22 119.5(6) . . ? C24 C23 H23 120.2 . . ? C24 C25 H25 119.5 . . ? C24 C27A H27A 117.8 . . ? C24 C27B H27B 122.7 . . ? C25 C24 C23 116.2(6) . . ? C25 C24 C27A 115.3(8) . . ? C25 C24 C27B 136(2) . . ? C25 C26 H26 118.4 . . ? C26 C25 C24 121.0(6) . . ? C26 C25 H25 119.5 . . ? C26 N4 Ag2 121.6(5) . . ? C27A C28A H28A 120 . . ? C27A C28A H28B 120 . . ? C27B C28B H28C 120 . . ? C27B C28B H28D 120 . . ? C28A C27A C24 124.5(15) . . ? C28A C27A H27A 117.8 . . ? C28B C27B C24 115(4) . . ? C28B C27B H27B 122.7 . . ? H7A1 C7A H7A2 120 . . ? H7B1 C7B H7B2 120 . . ? H14A C14A H14B 120 . . ? H14C C14B H14D 120 . . ? H21A C21A H21B 120 . . ? H21C C21B H21D 120 . . ? H28A C28A H28B 120 . . ? H28C C28B H28D 120 . . ? N1 Ag1 Ag1 91.98(14) . 3_666 ? N1 C1 C2 123.8(6) . . ? N1 C1 H1 118.1 . . ? N1 C5 C4 124.4(6) . . ? N1 C5 H5 117.8 . . ? N2 Ag1 Ag1 94.09(14) . 3_666 ? N2 Ag1 N1 167.9(2) . . ? N2 C12 C11 123.1(7) . . ? N2 C12 H12 118.4 . . ? N2 C8 C9 123.9(7) . . ? N2 C8 H8 118 . . ? N3 Ag2 Ag2 89.06(16) . 3_766 ? N3 C15 C16 123.1(7) . . ? N3 C15 H15 118.5 . . ? N3 C19 H19 118.2 . . ? N4 Ag2 Ag2 99.93(15) . 3_766 ? N4 Ag2 N3 168.5(2) . . ? N4 C22 C23 123.5(6) . . ? N4 C22 H22 118.2 . . ? N4 C26 C25 123.3(7) . . ? N4 C26 H26 118.4 . . ? O1 Cl1 O2 108.0(4) . . ? O1 Cl1 O3 104.1(4) . . ? O2 Cl1 O3 106.8(4) . . ? O5 Cl2 O4 105.8(4) . . ? O5 Cl2 O6 106.4(4) . . ? O6 Cl2 O4 104.7(4) . . ? # Attachment 'ccdc_deposit_776416.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_1-LT _database_code_depnum_ccdc_archive 'CCDC 766416' #TrackingRef 'ccdc_deposit_776416.cif' _audit_creation_date 2010-01-03T03:15:38-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C56 H56 Ag4 Cl4 N8 O12' _chemical_formula_moiety 'C28 H28 Ag2 N4, 2(C14 H14 Ag N2), 4(Cl O3)' _chemical_formula_weight 1606.37 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _cell_length_a 16.0786(17) _cell_length_b 11.3557(12) _cell_length_c 17.0932(18) _cell_angle_alpha 90 _cell_angle_beta 100.711(5) _cell_angle_gamma 90 _cell_volume 3066.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _cell_measurement_reflns_used 12456 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.09 _exptl_crystal_density_diffrn 1.74 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.499 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.715 _exptl_absorpt_correction_T_max 0.8769 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_number 17790 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.6 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _reflns_number_total 5372 _reflns_number_gt 4497 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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^ > 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. One out of four vinyl-groups in the asymmetric unit is disordered over two sites with occupancies 0.751:0.249 (C27a, C28a; C27b,C28b). The atoms of the disordered olefin group were restrained to have equal anisotropic displacement parameters using the EADP command in SHELX. The checkCIF report includes two level-C alerts that emerge as a consequence of the disorder. ; _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^)+(0.0732P)^2^+0.0969P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5372 _refine_ls_number_parameters 386 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.0837 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.745 _refine_diff_density_min -1.424 _refine_diff_density_rms 0.372 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.8809(2) 0.1915(3) -0.1539(2) 0.0332(9) Uani 1 1 d . . . C2 C 0.8384(2) 0.1882(3) -0.2307(2) 0.0343(9) Uani 1 1 d . . . C3 C 0.7786(2) 0.1011(3) -0.2549(2) 0.0306(9) Uani 1 1 d . . . C4 C 0.7647(2) 0.0211(3) -0.1965(2) 0.0313(8) Uani 1 1 d . . . C5 C 0.8101(2) 0.0307(3) -0.1203(2) 0.0328(9) Uani 1 1 d . . . C6 C 0.7338(3) 0.0965(4) -0.3372(2) 0.0416(10) Uani 1 1 d . . . C7 C 0.6825(3) 0.0135(4) -0.3693(3) 0.0567(13) Uani 1 1 d . . . C8 C 0.9986(3) 0.0345(3) 0.1950(2) 0.0326(9) Uani 1 1 d . . . C9 C 1.0331(2) 0.0432(3) 0.2744(2) 0.0312(9) Uani 1 1 d . . . C10 C 1.0830(2) 0.1405(3) 0.3032(2) 0.0325(9) Uani 1 1 d . . . C11 C 1.0977(2) 0.2227(3) 0.2465(2) 0.0320(9) Uani 1 1 d . . . C12 C 1.0611(2) 0.2085(3) 0.1680(2) 0.0312(9) Uani 1 1 d . . . C13 C 1.1178(3) 0.1600(4) 0.3875(2) 0.0459(11) Uani 1 1 d . . . C14 C 1.0944(4) 0.1062(5) 0.4482(3) 0.0691(16) Uani 1 1 d . . . C15 C 0.5120(3) -0.0055(3) -0.2240(2) 0.0323(8) Uani 1 1 d . . . C16 C 0.4729(3) 0.0075(3) -0.3025(2) 0.0325(9) Uani 1 1 d . . . C17 C 0.4128(3) 0.0949(3) -0.3246(2) 0.0322(9) Uani 1 1 d . . . C18 C 0.3933(2) 0.1653(3) -0.2635(2) 0.0318(9) Uani 1 1 d . . . C19 C 0.4351(2) 0.1491(3) -0.1865(2) 0.0307(8) Uani 1 1 d . . . C20 C 0.3743(3) 0.1100(4) -0.4088(2) 0.0419(11) Uani 1 1 d . . . C21 C 0.3205(3) 0.1901(4) -0.4387(3) 0.0496(12) Uani 1 1 d . . . C22 C 0.6358(3) 0.1402(4) 0.1263(2) 0.0384(10) Uani 1 1 d . . . C23 C 0.6819(3) 0.1353(4) 0.2022(2) 0.0412(11) Uani 1 1 d . A . C24 C 0.7489(3) 0.0561(4) 0.2213(2) 0.0392(10) Uani 1 1 d . . . C25 C 0.7669(3) -0.0136(4) 0.1596(2) 0.0394(10) Uani 1 1 d . A . C26 C 0.7187(2) -0.0041(4) 0.0853(2) 0.0360(9) Uani 1 1 d . . . C27A C 0.8033(5) 0.0349(6) 0.3008(5) 0.0417(19) Uani 0.751(9) 1 d P A 1 C27B C 0.7841(19) 0.077(2) 0.3078(19) 0.0417(19) Uani 0.249(9) 1 d P A 2 C28A C 0.7975(5) 0.0977(7) 0.3643(4) 0.0595(18) Uani 0.751(9) 1 d P A 1 C28B C 0.8436(14) 0.000(2) 0.3381(12) 0.0595(18) Uani 0.249(9) 1 d P A 2 H1 H 0.9208 0.2507 -0.1396 0.04 Uiso 1 1 calc R . . H2 H 0.8494 0.2445 -0.267 0.041 Uiso 1 1 calc R . . H4 H 0.7248 -0.0385 -0.2092 0.038 Uiso 1 1 calc R . . H5 H 0.7998 -0.0234 -0.0824 0.039 Uiso 1 1 calc R . . H6 H 0.7425 0.1589 -0.37 0.05 Uiso 1 1 calc R . . H7A H 0.6567 0.0184 -0.4226 0.068 Uiso 1 1 calc R . . H7B H 0.6717 -0.0507 -0.3388 0.068 Uiso 1 1 calc R . . H8 H 0.9653 -0.0306 0.1774 0.039 Uiso 1 1 calc R . . H9 H 1.0233 -0.0159 0.3093 0.037 Uiso 1 1 calc R . . H91A H 0.7581 0.1584 0.3608 0.071 Uiso 0.751(9) 1 calc PR A 1 H91B H 0.8596 -0.0585 0.3062 0.071 Uiso 0.249(9) 1 calc PR A 2 H92A H 0.8327 0.0813 0.4127 0.071 Uiso 0.751(9) 1 calc PR A 1 H92B H 0.8694 0.0057 0.3914 0.071 Uiso 0.249(9) 1 calc PR A 2 H11 H 1.1325 0.2872 0.262 0.038 Uiso 1 1 calc R . . H12 H 1.0714 0.2649 0.1315 0.037 Uiso 1 1 calc R . . H13 H 1.1605 0.216 0.3995 0.055 Uiso 1 1 calc R . . H14A H 1.1205 0.1248 0.4999 0.083 Uiso 1 1 calc R . . H14B H 1.0519 0.0495 0.4393 0.083 Uiso 1 1 calc R . . H15 H 0.5515 -0.0656 -0.2108 0.039 Uiso 1 1 calc R . . H16 H 0.4869 -0.0427 -0.341 0.039 Uiso 1 1 calc R . . H18 H 0.352 0.2233 -0.2749 0.038 Uiso 1 1 calc R . . H19 H 0.4215 0.1976 -0.1469 0.037 Uiso 1 1 calc R . . H20 H 0.3902 0.0563 -0.4444 0.05 Uiso 1 1 calc R . . H21A H 0.3025 0.2458 -0.4056 0.06 Uiso 1 1 calc R . . H21B H 0.2998 0.1919 -0.4932 0.06 Uiso 1 1 calc R . . H22 H 0.5911 0.1932 0.1152 0.046 Uiso 1 1 calc R A . H23 H 0.6684 0.185 0.2412 0.049 Uiso 1 1 calc R . . H25 H 0.8117 -0.0666 0.169 0.047 Uiso 1 1 calc R . . H26 H 0.7319 -0.0517 0.0451 0.043 Uiso 1 1 calc R A . H27A H 0.8431 -0.0254 0.3057 0.05 Uiso 0.751(9) 1 calc PR A 1 H27B H 0.7658 0.1371 0.3372 0.05 Uiso 0.249(9) 1 calc PR A 2 N1 N 0.8687(2) 0.1145(3) -0.09784(19) 0.0287(7) Uani 1 1 d . . . N2 N 1.0112(2) 0.1166(3) 0.14142(19) 0.0288(7) Uani 1 1 d . . . N3 N 0.4951(2) 0.0656(3) -0.16588(18) 0.0286(7) Uani 1 1 d . . . N4 N 0.6529(2) 0.0708(3) 0.06703(18) 0.0324(7) Uani 1 1 d . A . O1 O 0.5633(2) 0.8157(3) 1.00033(16) 0.0492(8) Uani 1 1 d . . . O2 O 0.6568(2) 0.8426(3) 0.90964(17) 0.0443(7) Uani 1 1 d . . . O3 O 0.5443(2) 0.7044(3) 0.88023(18) 0.0535(8) Uani 1 1 d . . . O4 O 0.8972(2) 0.7521(3) 0.13843(17) 0.0558(9) Uani 1 1 d . . . O5 O 0.8932(2) 0.8726(2) 0.02519(18) 0.0479(8) Uani 1 1 d . . . O6 O 0.9534(2) 0.6814(3) 0.02793(17) 0.0463(8) Uani 1 1 d . . . Cl1 Cl 0.60868(7) 0.75248(8) 0.94498(5) 0.0358(2) Uani 1 1 d . . . Cl2 Cl 0.88332(6) 0.74990(8) 0.05016(6) 0.0372(2) Uani 1 1 d . . . Ag1 Ag 0.94923(2) 0.11386(3) 0.018045(17) 0.03711(13) Uani 1 1 d . . . Ag2 Ag 0.56795(2) 0.05411(3) -0.046700(17) 0.03841(13) 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 C1 0.034(2) 0.0309(19) 0.035(2) 0.0035(17) 0.0057(18) -0.0018(17) C2 0.036(2) 0.037(2) 0.031(2) 0.0095(17) 0.0104(18) 0.0027(18) C3 0.029(2) 0.039(2) 0.0239(19) 0.0020(16) 0.0051(16) 0.0104(17) C4 0.029(2) 0.0324(19) 0.033(2) -0.0006(16) 0.0050(17) 0.0005(17) C5 0.033(2) 0.037(2) 0.028(2) 0.0095(17) 0.0033(17) 0.0041(18) C6 0.043(3) 0.054(3) 0.027(2) 0.0050(19) 0.0054(19) 0.009(2) C7 0.079(4) 0.053(3) 0.033(2) -0.005(2) -0.005(2) 0.008(3) C8 0.032(2) 0.0303(19) 0.034(2) 0.0043(16) 0.0031(18) -0.0002(17) C9 0.031(2) 0.0319(19) 0.031(2) 0.0066(16) 0.0059(17) 0.0038(17) C10 0.032(2) 0.036(2) 0.028(2) -0.0012(16) 0.0005(17) 0.0128(17) C11 0.026(2) 0.0313(19) 0.039(2) -0.0024(17) 0.0068(17) -0.0009(17) C12 0.034(2) 0.0306(19) 0.030(2) 0.0021(16) 0.0094(17) 0.0009(17) C13 0.052(3) 0.047(2) 0.034(2) -0.002(2) -0.005(2) 0.010(2) C14 0.094(5) 0.073(4) 0.037(3) -0.005(2) 0.005(3) 0.010(3) C15 0.040(2) 0.0294(19) 0.028(2) -0.0013(16) 0.0052(17) 0.0025(17) C16 0.042(2) 0.0294(19) 0.025(2) -0.0055(16) 0.0042(17) -0.0014(18) C17 0.037(2) 0.034(2) 0.0237(19) -0.0006(16) 0.0003(17) -0.0109(18) C18 0.031(2) 0.0312(19) 0.033(2) -0.0001(16) 0.0044(17) 0.0016(17) C19 0.033(2) 0.0342(19) 0.0253(19) -0.0042(16) 0.0073(16) -0.0001(17) C20 0.053(3) 0.042(2) 0.027(2) -0.0022(18) -0.003(2) -0.007(2) C21 0.047(3) 0.068(3) 0.030(2) 0.003(2) -0.002(2) -0.006(2) C22 0.037(2) 0.041(2) 0.037(2) -0.0084(18) 0.0075(19) -0.0100(19) C23 0.047(3) 0.051(2) 0.027(2) -0.0148(18) 0.0108(19) -0.018(2) C24 0.033(2) 0.055(3) 0.028(2) 0.0027(19) -0.0008(18) -0.020(2) C25 0.028(2) 0.049(2) 0.039(2) 0.005(2) 0.0019(18) -0.0036(19) C26 0.033(2) 0.045(2) 0.030(2) -0.0046(18) 0.0068(18) -0.0035(19) C27A 0.045(5) 0.045(5) 0.032(3) 0.002(4) -0.003(3) -0.006(4) C27B 0.045(5) 0.045(5) 0.032(3) 0.002(4) -0.003(3) -0.006(4) C28A 0.063(5) 0.082(5) 0.028(3) -0.003(3) -0.005(3) -0.010(4) C28B 0.063(5) 0.082(5) 0.028(3) -0.003(3) -0.005(3) -0.010(4) N1 0.0289(18) 0.0303(16) 0.0263(17) 0.0012(13) 0.0037(14) 0.0031(13) N2 0.0275(17) 0.0335(17) 0.0255(17) 0.0005(13) 0.0053(14) 0.0018(13) N3 0.0315(18) 0.0318(16) 0.0215(16) -0.0001(13) 0.0030(14) -0.0031(14) N4 0.0322(19) 0.0417(18) 0.0232(17) -0.0067(14) 0.0051(14) -0.0073(15) O1 0.059(2) 0.0592(19) 0.0342(16) -0.0155(14) 0.0212(15) -0.0016(16) O2 0.0529(19) 0.0440(16) 0.0397(16) -0.0038(14) 0.0183(14) -0.0032(15) O3 0.058(2) 0.0509(18) 0.0509(19) -0.0259(15) 0.0086(16) -0.0056(16) O4 0.079(2) 0.0563(19) 0.0373(17) 0.0207(15) 0.0245(17) 0.0157(17) O5 0.058(2) 0.0408(16) 0.0469(18) 0.0188(14) 0.0146(16) 0.0071(14) O6 0.061(2) 0.0393(17) 0.0404(16) 0.0019(13) 0.0147(15) 0.0062(14) Cl1 0.0440(6) 0.0358(5) 0.0279(5) -0.0007(4) 0.0073(4) 0.0088(4) Cl2 0.0371(6) 0.0386(5) 0.0350(5) 0.0061(4) 0.0044(4) -0.0066(4) Ag1 0.0400(2) 0.0443(2) 0.02405(19) 0.00135(12) -0.00180(14) 0.00323(14) Ag2 0.0400(2) 0.0504(2) 0.02195(19) 0.00025(13) -0.00179(14) -0.00595(14) #----------------------------------------------------------------------------# # 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 C1 H1 0.93 . ? C2 C1 1.364(5) . ? C2 C3 1.387(6) . ? C2 H2 0.93 . ? C3 C6 1.458(6) . ? C4 C3 1.398(5) . ? C4 C5 1.374(5) . ? C4 H4 0.93 . ? C5 H5 0.93 . ? C6 C7 1.304(7) . ? C6 H6 0.93 . ? C7 H7A 0.93 . ? C7 H7B 0.93 . ? C8 H8 0.93 . ? C9 C10 1.400(5) . ? C9 C8 1.371(6) . ? C9 H9 0.93 . ? C10 C13 1.463(5) . ? C11 C10 1.397(5) . ? C11 C12 1.371(5) . ? C11 H11 0.93 . ? C12 H12 0.93 . ? C13 C14 1.317(7) . ? C13 H13 0.93 . ? C14 H14A 0.93 . ? C14 H14B 0.93 . ? C15 H15 0.93 . ? C16 C15 1.380(5) . ? C16 C17 1.386(6) . ? C16 H16 0.93 . ? C18 C17 1.396(5) . ? C18 C19 1.374(5) . ? C18 H18 0.93 . ? C19 H19 0.93 . ? C20 C17 1.469(5) . ? C20 C21 1.293(6) . ? C20 H20 0.93 . ? C21 H21A 0.93 . ? C21 H21B 0.93 . ? C22 H22 0.93 . ? C23 C22 1.370(6) . ? C23 H23 0.93 . ? C24 C23 1.395(6) . ? C24 C25 1.391(6) . ? C25 H25 0.93 . ? C26 C25 1.364(6) . ? C26 H26 0.93 . ? C27A C24 1.492(9) . ? C27A C28A 1.318(11) . ? C27A H27A 0.93 . ? C27B C24 1.50(3) . ? C27B C28B 1.32(4) . ? C27B H27B 0.93 . ? C28A H91A 0.93 . ? C28A H92A 0.93 . ? C28B H91B 0.93 . ? C28B H92B 0.93 . ? N1 C1 1.338(5) . ? N1 C5 1.344(5) . ? N2 C12 1.343(5) . ? N2 C8 1.348(5) . ? N3 C15 1.347(5) . ? N3 C19 1.351(5) . ? N4 C22 1.351(5) . ? N4 C26 1.348(5) . ? Cl1 O1 1.483(3) . ? Cl1 O2 1.479(3) . ? Cl1 O3 1.472(3) . ? Cl2 O4 1.484(3) . ? Cl2 O5 1.475(3) . ? Cl2 O6 1.476(3) . ? Ag1 Ag1 3.1793(7) 3_755 ? Ag1 N1 2.156(3) . ? Ag1 N2 2.159(3) . ? Ag2 Ag2 3.1829(7) 3_655 ? Ag2 N3 2.157(3) . ? Ag2 N4 2.166(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 C3 120.1(3) . . ? C1 C2 H2 119.9 . . ? C1 N1 Ag1 121.1(3) . . ? C1 N1 C5 116.5(3) . . ? C2 C1 H1 118.1 . . ? C2 C3 C4 116.4(3) . . ? C2 C3 C6 120.2(4) . . ? C20 C21 H21A 120 . . ? C3 C2 H2 119.9 . . ? C3 C4 H4 120.1 . . ? C3 C6 H6 116.9 . . ? C4 C3 C6 123.4(4) . . ? C4 C5 H5 118.4 . . ? C5 C4 C3 119.9(4) . . ? C5 C4 H4 120.1 . . ? C5 N1 Ag1 122.0(2) . . ? C6 C7 H7A 120 . . ? C6 C7 H7B 120 . . ? C7 C6 C3 126.3(4) . . ? C7 C6 H6 116.9 . . ? C8 C9 C10 120.3(3) . . ? C8 C9 H9 119.8 . . ? C8 N2 Ag1 123.6(3) . . ? C9 C10 C13 123.7(4) . . ? C9 C8 H8 118.7 . . ? C10 C11 H11 119.9 . . ? C10 C13 H13 116.8 . . ? C10 C9 H9 119.8 . . ? C11 C10 C13 120.0(4) . . ? C11 C10 C9 116.3(3) . . ? C11 C12 H12 118.6 . . ? C12 C11 C10 120.3(4) . . ? C12 C11 H11 119.9 . . ? C12 N2 Ag1 118.6(2) . . ? C12 N2 C8 117.6(3) . . ? C13 C14 H14A 120 . . ? C13 C14 H14B 120 . . ? C14 C13 C10 126.3(5) . . ? C14 C13 H13 116.8 . . ? C15 C16 C17 120.6(3) . . ? C15 C16 H16 119.7 . . ? C15 N3 Ag2 120.8(3) . . ? C15 N3 C19 117.4(3) . . ? C16 C15 H15 118.8 . . ? C16 C17 C18 116.7(3) . . ? C16 C17 C20 119.7(4) . . ? C17 C16 H16 119.7 . . ? C17 C18 H18 120 . . ? C17 C20 H20 116.6 . . ? C18 C17 C20 123.6(4) . . ? C18 C19 H19 118.6 . . ? C19 C18 C17 120.1(4) . . ? C19 C18 H18 120 . . ? C19 N3 Ag2 121.7(2) . . ? C20 C21 H21B 120 . . ? C21 C20 C17 126.8(4) . . ? C21 C20 H20 116.6 . . ? C22 C23 C24 120.4(4) . . ? C22 C23 H23 119.8 . . ? C22 N4 Ag2 122.8(3) . . ? C23 C22 H22 118.8 . . ? C23 C24 C27A 127.9(5) . . ? C23 C24 C27B 105.3(10) . . ? C24 C23 H23 119.8 . . ? C24 C25 H25 120 . . ? C24 C27A H27A 118.5 . . ? C24 C27B H27B 123.3 . . ? C25 C24 C23 116.7(4) . . ? C25 C24 C27A 115.4(5) . . ? C25 C24 C27B 138.0(11) . . ? C25 C26 H26 118.3 . . ? C26 C25 C24 120.0(4) . . ? C26 C25 H25 120 . . ? C26 N4 Ag2 119.3(3) . . ? C26 N4 C22 117.0(3) . . ? C27A C28A H91A 120 . . ? C27A C28A H92A 120 . . ? C27B C28B H91B 120 . . ? C27B C28B H92B 120 . . ? C28A C27A C24 122.9(7) . . ? C28A C27A H27A 118.5 . . ? C28B C27B C24 113(2) . . ? C28B C27B H27B 123.3 . . ? H7B C7 H7A 120 . . ? H14B C14 H14A 120 . . ? H21A C21 H21B 120 . . ? H91A C28A H92A 120 . . ? H91B C28B H92B 120 . . ? N1 Ag1 Ag1 93.83(8) . 3_755 ? N1 Ag1 N2 170.75(12) . . ? N1 C1 C2 123.9(4) . . ? N1 C1 H1 118.1 . . ? N1 C5 C4 123.2(3) . . ? N1 C5 H5 118.4 . . ? N2 Ag1 Ag1 92.33(8) . 3_755 ? N2 C12 C11 122.9(3) . . ? N2 C12 H12 118.6 . . ? N2 C8 C9 122.6(4) . . ? N2 C8 H8 118.7 . . ? N3 Ag2 Ag2 101.20(8) . 3_655 ? N3 Ag2 N4 169.53(12) . . ? N3 C15 C16 122.3(3) . . ? N3 C15 H15 118.8 . . ? N3 C19 C18 122.8(3) . . ? N3 C19 H19 118.6 . . ? N4 Ag2 Ag2 87.74(8) . 3_655 ? N4 C22 C23 122.4(4) . . ? N4 C22 H22 118.8 . . ? N4 C26 C25 123.4(4) . . ? N4 C26 H26 118.3 . . ? O2 Cl1 O1 106.41(17) . . ? O3 Cl1 O1 107.40(18) . . ? O3 Cl1 O2 107.32(18) . . ? O5 Cl2 O4 105.93(18) . . ? O5 Cl2 O6 107.18(18) . . ? O6 Cl2 O4 107.02(18) . . ? # Attachment 'ccdc_deposit_776417.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_2 _database_code_depnum_ccdc_archive 'CCDC 766417' #TrackingRef 'ccdc_deposit_776417.cif' _audit_creation_date 2009-09-07T16:56:27-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C14 H14 Ag Cl N2 O3' _chemical_formula_moiety 'C14 H14 Ag Cl N2 O3' _chemical_formula_weight 401.59 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _cell_length_a 18.3059(19) _cell_length_b 10.9939(12) _cell_length_c 14.6045(16) _cell_angle_alpha 90 _cell_angle_beta 90.896(5) _cell_angle_gamma 90 _cell_volume 2938.8(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.03 _cell_measurement_reflns_used 4858 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.815 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.564 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.745 _exptl_absorpt_correction_T_max 0.885 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_unetI/netI 0.0295 _diffrn_reflns_number 9500 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 25.06 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _reflns_number_total 2603 _reflns_number_gt 2159 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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. The chlorate anion is disordered over two sites with an occupancy of 0.538:0.462 (Cl1a, O1a, O2a, O3a; Cl1b, O1b, O2b, O3b). To achieve a satisfactory model of the chlorate anion, various restraints (i.e. EADP, SADI and DFIX ) were utilized. ; _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^)+(0.0281P)^2^+12.1897P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2603 _refine_ls_number_parameters 203 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0784 _refine_ls_wR_factor_gt 0.0729 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.896 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.083 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.0689(2) 0.3337(4) 0.4046(3) 0.0335(9) Uani 1 1 d . . . C2 C 0.0812(2) 0.4252(4) 0.3428(3) 0.0315(8) Uani 1 1 d . A . C3 C 0.09724(19) 0.3979(4) 0.2520(3) 0.0298(9) Uani 1 1 d . . . C4 C 0.0972(2) 0.2761(4) 0.2284(3) 0.0336(9) Uani 1 1 d . A . C5 C 0.0836(2) 0.1885(4) 0.2943(3) 0.0353(9) Uani 1 1 d . . . C6 C 0.1129(2) 0.4965(4) 0.1844(3) 0.0339(9) Uani 1 1 d . . . C7 C 0.1523(2) 0.4680(4) 0.0946(3) 0.0419(10) Uani 1 1 d . . . C8 C 0.1947(3) 0.5871(4) 0.1063(3) 0.0447(11) Uani 1 1 d . . . C9 C 0.1731(2) 0.5946(4) 0.2079(3) 0.0350(9) Uani 1 1 d . . . C10 C 0.2695(2) -0.0567(3) 0.7227(3) 0.0317(9) Uani 1 1 d . . . C11 C 0.2193(2) 0.0355(4) 0.7385(3) 0.0367(9) Uani 1 1 d . A . C12 C 0.1676(2) 0.0647(4) 0.6718(3) 0.0356(9) Uani 1 1 d . . . C13 C 0.2117(2) -0.0803(4) 0.5756(3) 0.0345(9) Uani 1 1 d . . . C14 C 0.2646(2) -0.1150(4) 0.6384(3) 0.0358(9) Uani 1 1 d . A . H1 H 0.0584 0.3546 0.4647 0.04 Uiso 1 1 calc R A . H2 H 0.0789 0.5059 0.3616 0.038 Uiso 1 1 calc R . . H4 H 0.1062 0.2529 0.1684 0.04 Uiso 1 1 calc R . . H5 H 0.083 0.1072 0.2766 0.042 Uiso 1 1 calc R A . H6 H 0.0671 0.5387 0.1694 0.041 Uiso 1 1 calc R . . H7A H 0.1827 0.3958 0.0975 0.05 Uiso 1 1 calc R . . H7B H 0.1203 0.4665 0.0411 0.05 Uiso 1 1 calc R . . H8A H 0.1753 0.6532 0.0693 0.054 Uiso 1 1 calc R . . H8B H 0.2469 0.5782 0.0976 0.054 Uiso 1 1 calc R . . H9 H 0.1515 0.6736 0.223 0.042 Uiso 1 1 calc R . . H11 H 0.2204 0.0775 0.7938 0.044 Uiso 1 1 calc R . . H12 H 0.1345 0.1266 0.6839 0.043 Uiso 1 1 calc R A . H13 H 0.2097 -0.1208 0.5197 0.041 Uiso 1 1 calc R A . H14 H 0.2969 -0.1773 0.6244 0.043 Uiso 1 1 calc R . . N1 N 0.07119(17) 0.2152(3) 0.3820(2) 0.0336(7) Uani 1 1 d . A . N2 N 0.16290(16) 0.0081(3) 0.5902(2) 0.0317(7) Uani 1 1 d . A . O1A O -0.0127(10) 0.0567(10) 0.627(3) 0.041(4) Uani 0.538(10) 1 d PD . 1 O1B O -0.0013(11) 0.0663(13) 0.623(3) 0.052(6) Uani 0.462(10) 1 d PD A 2 O2A O 0.0205(5) 0.2634(8) 0.6157(6) 0.0514(9) Uani 0.538(10) 1 d PD A 1 O2B O -0.0067(6) 0.2768(10) 0.6042(8) 0.0514(9) Uani 0.462(10) 1 d PD A 2 O3A O -0.1022(5) 0.1999(8) 0.5768(6) 0.0514(9) Uani 0.538(10) 1 d PD A 1 O3B O -0.1153(6) 0.1578(9) 0.6008(7) 0.0514(9) Uani 0.462(10) 1 d PD A 2 Cl1A Cl -0.0411(7) 0.1841(13) 0.6397(13) 0.0402(7) Uani 0.538(10) 1 d PD A 1 Cl1B Cl -0.0445(8) 0.1745(15) 0.6447(15) 0.0402(7) Uani 0.462(10) 1 d PD A 2 Ag1 Ag 0.079871(17) 0.07165(3) 0.48846(2) 0.04018(13) 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 C1 0.033(2) 0.038(2) 0.030(2) 0.0016(18) -0.0029(16) -0.0013(18) C2 0.0292(19) 0.030(2) 0.035(2) -0.0002(18) -0.0062(16) -0.0010(17) C3 0.0201(18) 0.035(2) 0.034(2) 0.0044(16) -0.0075(15) 0.0020(15) C4 0.028(2) 0.041(2) 0.032(2) 0.0005(18) -0.0006(15) 0.0043(17) C5 0.035(2) 0.029(2) 0.042(2) -0.0010(18) 0.0016(17) 0.0049(17) C6 0.033(2) 0.037(2) 0.032(2) 0.0080(17) -0.0087(16) -0.0002(17) C7 0.048(2) 0.049(3) 0.029(2) 0.0072(19) -0.0037(18) -0.007(2) C8 0.046(2) 0.052(3) 0.036(2) 0.017(2) -0.0048(19) -0.008(2) C9 0.032(2) 0.032(2) 0.041(2) 0.0086(18) -0.0050(17) 0.0003(17) C10 0.0283(19) 0.029(2) 0.038(2) 0.0078(17) -0.0017(16) -0.0039(16) C11 0.036(2) 0.036(2) 0.038(2) -0.0035(18) -0.0045(17) 0.0010(18) C12 0.030(2) 0.032(2) 0.045(2) -0.0015(19) -0.0034(17) 0.0038(17) C13 0.032(2) 0.038(2) 0.034(2) 0.0026(18) -0.0004(16) 0.0003(18) C14 0.029(2) 0.035(2) 0.044(2) 0.0031(19) 0.0010(17) 0.0038(17) N1 0.0309(17) 0.0340(19) 0.0357(19) 0.0058(15) -0.0062(14) 0.0019(15) N2 0.0294(17) 0.0321(18) 0.0335(18) 0.0041(15) -0.0020(13) 0.0010(14) O1A 0.043(6) 0.022(6) 0.057(10) 0.000(5) -0.002(8) 0.000(4) O1B 0.037(7) 0.070(12) 0.049(9) 0.003(10) 0.009(7) 0.007(6) O2A 0.044(3) 0.042(2) 0.068(2) 0.003(2) -0.001(2) -0.001(3) O2B 0.044(3) 0.042(2) 0.068(2) 0.003(2) -0.001(2) -0.001(3) O3A 0.044(3) 0.042(2) 0.068(2) 0.003(2) -0.001(2) -0.001(3) O3B 0.044(3) 0.042(2) 0.068(2) 0.003(2) -0.001(2) -0.001(3) Cl1A 0.0391(11) 0.0404(17) 0.0412(16) -0.0085(11) 0.0052(11) -0.0026(9) Cl1B 0.0391(11) 0.0404(17) 0.0412(16) -0.0085(11) 0.0052(11) -0.0026(9) Ag1 0.0415(2) 0.0414(2) 0.0375(2) 0.00972(15) -0.00632(13) 0.00540(15) #----------------------------------------------------------------------------# # 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 C1 H1 0.93 . ? C2 C1 1.372(5) . ? C2 C3 1.395(5) . ? C2 H2 0.93 . ? C3 C4 1.383(6) . ? C3 C6 1.498(5) . ? C4 C5 1.386(6) . ? C4 H4 0.93 . ? C5 H5 0.93 . ? C6 C7 1.538(6) . ? C6 C9 1.576(6) . ? C6 H6 0.98 . ? C7 C8 1.530(6) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.506(5) 7_556 ? C9 C8 1.545(6) . ? C9 H9 0.98 . ? C10 C11 1.391(5) . ? C10 C14 1.390(6) . ? C10 C9 1.506(5) 7_556 ? C11 H11 0.93 . ? C12 C11 1.386(6) . ? C12 H12 0.93 . ? C12 N2 1.346(5) . ? C13 C14 1.376(6) . ? C13 H13 0.93 . ? C13 N2 1.339(5) . ? C14 H14 0.93 . ? N1 C1 1.344(5) . ? N1 C5 1.338(5) . ? O1A Ag1 2.51(3) 5_556 ? O1B Ag1 2.49(4) . ? Cl1A O1A 1.505(10) . ? Cl1A O2A 1.472(9) . ? Cl1A O3A 1.446(10) . ? Cl1B O1B 1.466(9) . ? Cl1B O2B 1.451(9) . ? Cl1B O3B 1.448(8) . ? Ag1 Ag1 3.3433(7) 5_556 ? Ag1 N1 2.219(3) . ? Ag1 N2 2.222(3) . ? Ag1 O1A 2.51(3) 5_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 C1 C2 C3 120.4(4) . . ? C1 C2 H2 119.8 . . ? C1 N1 Ag1 121.3(3) . . ? C2 C1 H1 118.5 . . ? C2 C3 C6 121.1(4) . . ? C3 C2 H2 119.8 . . ? C3 C4 C5 119.9(4) . . ? C3 C4 H4 120.1 . . ? C3 C6 C7 120.9(4) . . ? C3 C6 C9 119.5(3) . . ? C3 C6 H6 108.5 . . ? C4 C3 C2 116.5(4) . . ? C4 C3 C6 122.4(4) . . ? C4 C5 H5 118.4 . . ? C5 C4 H4 120.1 . . ? C5 N1 Ag1 120.2(3) . . ? C5 N1 C1 117.0(3) . . ? C6 C7 H7A 113.9 . . ? C6 C7 H7B 113.9 . . ? C6 C9 H9 111.9 . . ? C7 C6 C9 89.4(3) . . ? C7 C6 H6 108.5 . . ? C7 C8 C9 90.9(3) . . ? C7 C8 H8A 113.5 . . ? C7 C8 H8B 113.5 . . ? C8 C7 C6 88.5(3) . . ? C8 C7 H7A 113.9 . . ? C8 C7 H7B 113.9 . . ? C8 C9 C6 86.7(3) . . ? C8 C9 H9 111.9 . . ? C9 C6 H6 108.5 . . ? C9 C8 H8A 113.5 . . ? C9 C8 H8B 113.5 . . ? C10 C11 H11 120.1 . . ? C10 C14 H14 120.1 . . ? C10 C9 C6 115.8(3) 7_556 . ? C10 C9 C8 116.4(3) 7_556 . ? C10 C9 H9 111.9 7_556 . ? C11 C10 C9 123.1(4) . 7_556 ? C11 C12 H12 118.4 . . ? C12 C11 C10 119.9(4) . . ? C12 C11 H11 120.1 . . ? C12 N2 Ag1 118.7(3) . . ? C13 C14 C10 119.9(4) . . ? C13 C14 H14 120.1 . . ? C13 N2 Ag1 124.9(3) . . ? C13 N2 C12 116.3(3) . . ? C14 C10 C11 116.7(4) . . ? C14 C10 C9 120.3(4) . 7_556 ? C14 C13 H13 118 . . ? H7A C7 H7B 111.1 . . ? H8A C8 H8B 110.8 . . ? N1 Ag1 Ag1 110.65(8) . 5_556 ? N1 Ag1 N2 137.13(12) . . ? N1 Ag1 O1A 84.2(6) . 5_556 ? N1 Ag1 O1B 122.3(3) . . ? N1 C1 C2 122.9(4) . . ? N1 C1 H1 118.5 . . ? N1 C5 C4 123.2(4) . . ? N1 C5 H5 118.4 . . ? N2 Ag1 Ag1 112.01(8) . 5_556 ? N2 Ag1 O1A 126.7(3) . 5_556 ? N2 Ag1 O1B 82.7(6) . . ? N2 C12 C11 123.3(4) . . ? N2 C12 H12 118.4 . . ? N2 C13 C14 123.9(4) . . ? N2 C13 H13 118 . . ? O1A Ag1 Ag1 51.9(8) 5_556 5_556 ? O1B Ag1 Ag1 51.3(7) . 5_556 ? O1B Ag1 O1A 103.2(7) . 5_556 ? O2A Cl1A O1A 104.8(8) . . ? O2B Cl1B O1B 106.2(9) . . ? O3A Cl1A O1A 107.5(9) . . ? O3A Cl1A O2A 111.5(8) . . ? O3B Cl1B O1B 106.5(9) . . ? O3B Cl1B O2B 110.3(9) . . ? Cl1A O1A Ag1 115.9(10) . 5_556 ? Cl1B O1B Ag1 118.8(15) . . ? # Attachment 'ccdc_deposit_776418.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_3a _database_code_depnum_ccdc_archive 'CCDC 766418' #TrackingRef 'ccdc_deposit_776418.cif' _audit_creation_date 2010-01-04T15:09:12-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C14 H14 Ag Cl N2 O4' _chemical_formula_moiety 'C14 H14 Ag N2, Cl O4' _chemical_formula_weight 417.59 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _cell_length_a 8.5247(10) _cell_length_b 9.5750(11) _cell_length_c 11.3228(12) _cell_angle_alpha 70.075(5) _cell_angle_beta 88.600(5) _cell_angle_gamma 68.447(5) _cell_volume 802.75(16) _cell_formula_units_Z 2 _cell_measurement_temperature 290(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _cell_measurement_reflns_used 2897 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description bar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.728 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.439 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.724 _exptl_absorpt_correction_T_max 0.906 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 290(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0127 _diffrn_reflns_av_unetI/netI 0.0267 _diffrn_reflns_number 5289 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _reflns_number_total 2814 _reflns_number_gt 2084 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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. Both one -C=CH2 group and the perchlorate anion are disordered over two sites. The occupancies of the disordered -C=CH2 sites are 0.753:0.247, whereas the occupancies related to the chlorate anion are 0.740:0.260 (Cl1a, O1a, O2a, O3a; Cl1b, O1b, O2b, O3b). The disordered -CH=CH2 group and the perchlorate anion were refined using the DFIX, EADP and SADI restraints. The checkCIF report includes a series of level-C alerts that emerge as a consequence of the pronounced thermal motion of the -C=CH2 group. ; _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^)+(0.0748P)^2^+0.1976P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2814 _refine_ls_number_parameters 222 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0604 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1355 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.405 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.8456(5) 0.1806(6) 0.7359(4) 0.0926(12) Uani 1 1 d . . . C2 C 0.8977(5) 0.0285(5) 0.8226(4) 0.0896(11) Uani 1 1 d . . . C3 C 0.8047(6) -0.0096(5) 0.9220(4) 0.0853(11) Uani 1 1 d . . . C4 C 0.6606(7) 0.1138(6) 0.9240(5) 0.1024(13) Uani 1 1 d . . . C5 C 0.6134(6) 0.2613(6) 0.8343(5) 0.1039(14) Uani 1 1 d . . . C6 C 0.8529(8) -0.1722(7) 1.0200(6) 0.1108(15) Uani 1 1 d . . . C7 C 0.9754(10) -0.2943(8) 1.0241(7) 0.146(2) Uani 1 1 d . . . C8 C 0.4139(5) 0.8866(5) 0.4330(4) 0.0833(10) Uani 1 1 d . . . C9 C 0.3819(5) 1.0383(5) 0.3507(4) 0.0866(11) Uani 1 1 d . A . C10 C 0.5102(6) 1.0772(5) 0.2888(4) 0.0921(12) Uani 1 1 d . . . C11 C 0.6651(6) 0.9550(7) 0.3150(5) 0.1117(15) Uani 1 1 d . A . C12 C 0.6903(6) 0.8058(6) 0.3968(5) 0.1045(14) Uani 1 1 d . . . C13A C 0.5023(10) 1.2356(8) 0.2004(7) 0.099(2) Uani 0.753(9) 1 d PD A 1 C13B C 0.407(4) 1.255(4) 0.198(3) 0.099(2) Uani 0.247(9) 1 d PD A 2 C14A C 0.3588(11) 1.3566(10) 0.1497(9) 0.129(3) Uani 0.753(9) 1 d PD A 1 C14B C 0.506(4) 1.330(3) 0.143(3) 0.129(3) Uani 0.247(9) 1 d PD A 2 H1 H 0.9122 0.2029 0.6713 0.111 Uiso 1 1 calc R . . H2 H 0.9968 -0.0506 0.8151 0.108 Uiso 1 1 calc R . . H4 H 0.5933 0.0957 0.9889 0.123 Uiso 1 1 calc R . . H5 H 0.5127 0.341 0.8387 0.125 Uiso 1 1 calc R . . H6 H 0.7842 -0.1834 1.0848 0.133 Uiso 1 1 calc R . . H7A H 1.0479 -0.2893 0.9614 0.175 Uiso 1 1 calc R . . H7B H 0.995 -0.3913 1.0898 0.175 Uiso 1 1 calc R . . H8 H 0.3254 0.8639 0.4738 0.1 Uiso 1 1 calc R A . H9 H 0.2727 1.1164 0.336 0.104 Uiso 1 1 calc R . . N1 N 0.7036(5) 0.2986(4) 0.7395(4) 0.0905(9) Uani 1 1 d . . . N2 N 0.5685(5) 0.7686(4) 0.4577(3) 0.0880(9) Uani 1 1 d . A . O1A O 0.9495(10) 0.1931(9) 0.3903(13) 0.234(5) Uani 0.740(6) 1 d PD B 3 O1B O 0.876(3) 0.219(2) 0.340(3) 0.234(5) Uani 0.260(6) 1 d PD B 4 O2A O 0.8228(15) 0.4059(15) 0.2115(6) 0.233(5) Uani 0.740(6) 1 d PD B 3 O2B O 0.866(4) 0.362(4) 0.4574(17) 0.233(5) Uani 0.260(6) 1 d PD B 4 O3A O 0.9850(9) 0.4314(9) 0.3535(8) 0.175(3) Uani 0.740(6) 1 d PD B 3 O3B O 0.744(2) 0.482(2) 0.262(3) 0.175(3) Uani 0.260(6) 1 d PD B 4 O4A O 0.7243(7) 0.4098(8) 0.3946(7) 0.149(2) Uani 0.740(6) 1 d PD B 3 O4B O 1.0197(19) 0.374(2) 0.2978(18) 0.149(2) Uani 0.260(6) 1 d PD B 4 H11 H 0.7559 0.9745 0.2756 0.134 Uiso 1 1 calc R . . H12 H 0.7982 0.7257 0.4111 0.125 Uiso 1 1 calc R A . H13A H 0.6034 1.2493 0.1802 0.119 Uiso 0.753(9) 1 calc PR A 1 H13B H 0.2894 1.3026 0.1847 0.119 Uiso 0.247(9) 1 calc PR A 2 H14A H 0.2564 1.3453 0.1687 0.155 Uiso 0.753(9) 1 calc PR A 1 H14B H 0.3591 1.454 0.0946 0.155 Uiso 0.753(9) 1 calc PR A 1 H14C H 0.6237 1.2767 0.1601 0.155 Uiso 0.247(9) 1 calc PR A 2 H14D H 0.4593 1.4358 0.0876 0.155 Uiso 0.247(9) 1 calc PR A 2 Cl1A Cl 0.8711(7) 0.3642(8) 0.3392(6) 0.0959(4) Uani 0.740(6) 1 d PD B 3 Cl1B Cl 0.875(2) 0.361(2) 0.3396(17) 0.0959(4) Uani 0.260(6) 1 d PD B 4 Ag1 Ag 0.62440(5) 0.53453(4) 0.59654(4) 0.1199(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.077(2) 0.096(3) 0.092(3) -0.028(2) 0.004(2) -0.025(2) C2 0.072(2) 0.083(3) 0.103(3) -0.035(2) -0.006(2) -0.015(2) C3 0.091(2) 0.089(3) 0.084(3) -0.034(2) -0.003(2) -0.039(2) C4 0.109(3) 0.102(3) 0.100(3) -0.045(3) 0.019(3) -0.037(3) C5 0.091(3) 0.101(3) 0.114(4) -0.055(3) 0.012(3) -0.016(3) C6 0.130(4) 0.101(4) 0.108(4) -0.038(3) -0.002(3) -0.048(3) C7 0.171(6) 0.104(5) 0.142(5) -0.028(4) 0.016(5) -0.045(5) C8 0.074(2) 0.085(3) 0.092(3) -0.043(2) 0.0014(19) -0.021(2) C9 0.073(2) 0.084(3) 0.096(3) -0.048(2) -0.011(2) -0.0066(19) C10 0.111(3) 0.090(3) 0.083(3) -0.045(2) 0.008(2) -0.034(3) C11 0.095(3) 0.121(4) 0.122(4) -0.055(3) 0.033(3) -0.036(3) C12 0.079(3) 0.099(3) 0.118(4) -0.048(3) 0.014(3) -0.007(2) C13A 0.102(5) 0.099(4) 0.103(4) -0.044(3) 0.017(5) -0.038(5) C13B 0.102(5) 0.099(4) 0.103(4) -0.044(3) 0.017(5) -0.038(5) C14A 0.151(7) 0.083(5) 0.139(6) -0.033(4) 0.000(6) -0.033(5) C14B 0.151(7) 0.083(5) 0.139(6) -0.033(4) 0.000(6) -0.033(5) N1 0.087(2) 0.080(2) 0.092(2) -0.0310(18) -0.0081(19) -0.0170(18) N2 0.092(2) 0.077(2) 0.086(2) -0.0369(17) -0.0014(18) -0.0142(18) O1A 0.139(7) 0.119(5) 0.401(16) -0.104(7) 0.040(8) 0.008(5) O1B 0.139(7) 0.119(5) 0.401(16) -0.104(7) 0.040(8) 0.008(5) O2A 0.332(12) 0.336(13) 0.113(5) -0.112(7) 0.081(6) -0.192(11) O2B 0.332(12) 0.336(13) 0.113(5) -0.112(7) 0.081(6) -0.192(11) O3A 0.118(4) 0.188(6) 0.220(8) -0.082(6) -0.023(4) -0.048(4) O3B 0.118(4) 0.188(6) 0.220(8) -0.082(6) -0.023(4) -0.048(4) O4A 0.108(4) 0.158(5) 0.156(5) -0.059(4) 0.064(4) -0.022(3) O4B 0.108(4) 0.158(5) 0.156(5) -0.059(4) 0.064(4) -0.022(3) Cl1A 0.0770(7) 0.0979(8) 0.0942(7) -0.0343(6) 0.0273(5) -0.0142(6) Cl1B 0.0770(7) 0.0979(8) 0.0942(7) -0.0343(6) 0.0273(5) -0.0142(6) Ag1 0.1427(5) 0.0814(3) 0.1045(4) -0.0225(2) -0.0169(3) -0.0167(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 C1 H1 0.93 . ? C2 C1 1.361(7) . ? C2 C3 1.384(6) . ? C2 H2 0.93 . ? C3 C4 1.362(7) . ? C4 C5 1.346(7) . ? C4 H4 0.93 . ? C5 H5 0.93 . ? C6 C3 1.483(7) . ? C6 C7 1.236(9) . ? C6 H6 0.93 . ? C7 H7A 0.93 . ? C7 H7B 0.93 . ? C8 H8 0.93 . ? C9 C10 1.382(7) . ? C9 C8 1.360(7) . ? C9 H9 0.93 . ? C10 C11 1.360(7) . ? C11 C12 1.352(8) . ? C11 H11 0.93 . ? C12 H12 0.93 . ? C13A C10 1.483(9) . ? C13A C14A 1.307(8) . ? C13A H13A 0.93 . ? C13B C10 1.58(3) . ? C13B H13B 0.93 . ? C14A H14A 0.93 . ? C14A H14B 0.93 . ? C14B C13B 1.312(10) . ? C14B H14C 0.93 . ? C14B H14D 0.93 . ? N1 C1 1.330(6) . ? N1 C5 1.330(6) . ? N2 C12 1.323(6) . ? N2 C8 1.342(5) . ? Cl1A O1A 1.427(8) . ? Cl1A O2A 1.391(8) . ? Cl1A O3A 1.386(8) . ? Cl1A O4A 1.376(7) . ? Cl1B O1B 1.350(16) . ? Cl1B O2B 1.338(16) . ? Cl1B O3B 1.332(16) . ? Cl1B O4B 1.343(16) . ? Ag1 N1 2.150(4) . ? Ag1 N2 2.138(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 C3 120.7(4) . . ? C1 C2 H2 119.7 . . ? C1 N1 Ag1 121.0(3) . . ? C1 N1 C5 116.4(4) . . ? C2 C1 H1 118.6 . . ? C2 C3 C6 123.9(4) . . ? C3 C2 H2 119.7 . . ? C3 C4 H4 119.2 . . ? C3 C6 H6 116.8 . . ? C4 C3 C2 115.3(4) . . ? C4 C3 C6 120.9(4) . . ? C4 C5 H5 118.4 . . ? C5 C4 C3 121.6(5) . . ? C5 C4 H4 119.2 . . ? C5 N1 Ag1 122.6(3) . . ? C6 C7 H7A 120 . . ? C6 C7 H7B 120 . . ? C7 C6 C3 126.5(6) . . ? C7 C6 H6 116.8 . . ? C8 C9 C10 120.6(4) . . ? C8 C9 H9 119.7 . . ? C8 N2 Ag1 122.8(3) . . ? C9 C10 C13A 128.6(5) . . ? C9 C10 C13B 100.9(9) . . ? C9 C8 H8 118.8 . . ? C10 C11 H11 119.2 . . ? C10 C13A H13A 118.7 . . ? C10 C13B H13B 123.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C13A 115.7(5) . . ? C11 C10 C13B 143.0(10) . . ? C11 C10 C9 115.7(4) . . ? C11 C12 H12 118.5 . . ? C12 C11 C10 121.6(5) . . ? C12 C11 H11 119.2 . . ? C12 N2 Ag1 120.4(3) . . ? C12 N2 C8 116.8(4) . . ? C13A C14A H14A 120 . . ? C13A C14A H14B 120 . . ? C13B C14B H14C 120 . . ? C13B C14B H14D 120 . . ? C14A C13A C10 122.6(9) . . ? C14A C13A H13A 118.7 . . ? C14B C13B C10 113(3) . . ? C14B C13B H13B 123.7 . . ? H7A C7 H7B 120 . . ? H14A C14A H14B 120 . . ? H14C C14B H14D 120 . . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1 118.6 . . ? N1 C5 C4 123.3(4) . . ? N1 C5 H5 118.4 . . ? N2 Ag1 N1 174.73(13) . . ? N2 C12 C11 123.0(4) . . ? N2 C12 H12 118.5 . . ? N2 C8 C9 122.5(4) . . ? N2 C8 H8 118.8 . . ? O2A Cl1A O1A 106.5(7) . . ? O2B Cl1B O1B 109.0(13) . . ? O2B Cl1B O4B 110.6(13) . . ? O3A Cl1A O1A 110.3(6) . . ? O3A Cl1A O2A 110.1(6) . . ? O3B Cl1B O1B 110.3(13) . . ? O3B Cl1B O2B 110.2(13) . . ? O3B Cl1B O4B 109.1(12) . . ? O4A Cl1A O1A 107.8(6) . . ? O4A Cl1A O2A 107.0(6) . . ? O4A Cl1A O3A 114.9(7) . . ? O4B Cl1B O1B 107.5(12) . . ? # Attachment 'ccdc_deposit_776419.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_3a-LT _database_code_depnum_ccdc_archive 'CCDC 766419' #TrackingRef 'ccdc_deposit_776419.cif' _audit_creation_date 2010-02-15T17:59:58-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C14 H14 Ag Cl N2 O4' _chemical_formula_moiety 'C14 H14 Ag N2, Cl O4' _chemical_formula_weight 417.59 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _cell_length_a 8.2375(9) _cell_length_b 9.2898(10) _cell_length_c 11.4161(12) _cell_angle_alpha 71.026(5) _cell_angle_beta 89.128(5) _cell_angle_gamma 71.020(5) _cell_volume 777.22(14) _cell_formula_units_Z 2 _cell_measurement_temperature 190(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _cell_measurement_reflns_used 3230 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.784 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.487 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.5608 _exptl_absorpt_correction_T_max 0.7553 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 190(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0108 _diffrn_reflns_av_unetI/netI 0.0184 _diffrn_reflns_number 5256 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 5.86 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.985 _reflns_number_total 2702 _reflns_number_gt 2547 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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. Both one -C=CH2 group and the perchlorate anion are disordered over two sites. The occupancies of the disordered -C=CH2 sites are 0.833:0.167, whereas the occupancies related to the chlorate anion are 0.643:0.357 (Cl1a, O1a, O2a, O3a; Cl1b, O1b, O2b, O3b). The disordered -CH=CH2 group and the perchlorate anion were refined using the DFIX, EADP and SADI restraints. The checkCIF report includes a series of level-C alerts that emerge as a consequence of the pronounced thermal motion of the -C=CH2 group. ; _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^)+(0.0350P)^2^+0.6537P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2702 _refine_ls_number_parameters 252 _refine_ls_number_restraints 75 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0743 _refine_ls_wR_factor_gt 0.0734 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.534 _refine_diff_density_min -0.577 _refine_diff_density_rms 0.052 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C13A C 0.5191(6) 1.2193(5) 0.2095(4) 0.0556(10) Uani 0.833(6) 1 d PDU A 1 H13A H 0.6238 1.2337 0.189 0.067 Uiso 0.833(6) 1 calc PRD A 1 C14A C 0.3764(6) 1.3403(5) 0.1590(4) 0.0679(12) Uani 0.833(6) 1 d PDU A 1 H14A H 0.2701 1.329 0.178 0.081 Uiso 0.833(6) 1 calc PR A 1 H14B H 0.3815 1.4375 0.1042 0.081 Uiso 0.833(6) 1 calc PR A 1 C13B C 0.421(3) 1.239(2) 0.1987(16) 0.0556(10) Uani 0.167(6) 1 d PDU A 2 H13B H 0.3016 1.2803 0.1802 0.067 Uiso 0.167(6) 1 calc PRD A 2 C14B C 0.524(3) 1.318(3) 0.147(2) 0.0679(12) Uani 0.167(6) 1 d PDU A 2 H14C H 0.642 1.2712 0.1692 0.081 Uiso 0.167(6) 1 calc PR A 2 H14D H 0.478 1.4219 0.0892 0.081 Uiso 0.167(6) 1 calc PR A 2 Ag1 Ag 0.61235(3) 0.52519(3) 0.61190(2) 0.06229(13) Uani 1 1 d . . . N2 N 0.5640(3) 0.7545(3) 0.4696(2) 0.0460(5) Uani 1 1 d . A . C3 C 0.8091(4) -0.0211(4) 0.9323(3) 0.0445(6) Uani 1 1 d . . . N1 N 0.6964(3) 0.2911(3) 0.7535(2) 0.0469(5) Uani 1 1 d . . . C9 C 0.3855(4) 1.0262(4) 0.3590(3) 0.0498(7) Uani 1 1 d . A . H9 H 0.2768 1.1053 0.343 0.06 Uiso 1 1 calc RD . . C1 C 0.8400(4) 0.1753(4) 0.7444(3) 0.0469(6) Uani 1 1 d . . . H1 H 0.9028 0.2007 0.677 0.056 Uiso 1 1 calc R . . C4 C 0.6631(4) 0.0996(4) 0.9421(3) 0.0559(7) Uani 1 1 d . . . H4 H 0.5998 0.0781 1.0099 0.067 Uiso 1 1 calc R . . C6 C 0.8632(5) -0.1841(4) 1.0264(3) 0.0575(8) Uani 1 1 d . . . H6 H 0.8002 -0.1988 1.0949 0.069 Uiso 1 1 calc R . . C5 C 0.6112(4) 0.2500(4) 0.8532(3) 0.0554(7) Uani 1 1 d . . . H5 H 0.5117 0.3278 0.8622 0.067 Uiso 1 1 calc R . . C8 C 0.4109(4) 0.8749(4) 0.4435(3) 0.0463(6) Uani 1 1 d . . . H8 H 0.318 0.8548 0.4845 0.056 Uiso 1 1 calc R . . C10 C 0.5219(4) 1.0618(4) 0.2970(3) 0.0535(7) Uani 1 1 d D . . C7 C 0.9904(6) -0.3095(5) 1.0233(4) 0.0750(10) Uani 1 1 d . . . H7A H 1.0573 -0.3008 0.9567 0.09 Uiso 1 1 calc R . . H7B H 1.0145 -0.4079 1.0877 0.09 Uiso 1 1 calc R . . C11 C 0.6782(5) 0.9367(4) 0.3252(3) 0.0621(8) Uani 1 1 d . A . H11 H 0.7738 0.954 0.2868 0.074 Uiso 1 1 calc RD . . C12 C 0.6941(4) 0.7883(4) 0.4084(3) 0.0564(8) Uani 1 1 d . . . H12 H 0.8008 0.7064 0.4235 0.068 Uiso 1 1 calc R A . C2 C 0.8983(4) 0.0218(4) 0.8296(3) 0.0456(6) Uani 1 1 d . . . H2 H 0.998 -0.0541 0.8186 0.055 Uiso 1 1 calc R . . Cl1A Cl 0.8829(6) 0.3786(7) 0.3339(6) 0.0545(14) Uani 0.643(14) 1 d PD B 3 O1A O 0.9323(11) 0.2195(9) 0.3335(8) 0.117(3) Uani 0.643(14) 1 d PDU B 3 O2A O 0.7509(8) 0.4811(9) 0.2439(10) 0.143(5) Uani 0.643(14) 1 d PDU B 3 O3A O 0.8287(16) 0.3745(9) 0.4542(7) 0.111(4) Uani 0.643(14) 1 d PD B 3 O4A O 1.0253(12) 0.4321(13) 0.3209(9) 0.105(4) Uani 0.643(14) 1 d PDU B 3 Cl1B Cl 0.8835(10) 0.3620(13) 0.3464(10) 0.046(2) Uani 0.357(14) 1 d PD B 4 O1B O 0.837(3) 0.388(3) 0.2185(10) 0.164(9) Uani 0.357(14) 1 d PDU B 4 O2B O 0.7335(10) 0.4232(12) 0.3963(12) 0.070(3) Uani 0.357(14) 1 d PDU B 4 O3B O 0.9558(18) 0.1941(14) 0.409(2) 0.169(11) Uani 0.357(14) 1 d PD B 4 O4B O 0.999(2) 0.442(2) 0.3488(18) 0.104(6) Uani 0.357(14) 1 d PDU B 4 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 C13A 0.052(2) 0.059(2) 0.058(2) -0.0263(19) 0.0099(19) -0.017(2) C14A 0.077(3) 0.045(2) 0.071(3) -0.016(2) 0.004(2) -0.011(2) C13B 0.052(2) 0.059(2) 0.058(2) -0.0263(19) 0.0099(19) -0.017(2) C14B 0.077(3) 0.045(2) 0.071(3) -0.016(2) 0.004(2) -0.011(2) Ag1 0.0749(2) 0.04281(16) 0.05594(18) -0.01242(11) -0.01127(12) -0.00646(12) N2 0.0459(13) 0.0422(12) 0.0471(13) -0.0225(10) -0.0036(10) -0.0036(10) C3 0.0507(15) 0.0482(16) 0.0428(14) -0.0200(12) 0.0001(12) -0.0225(13) N1 0.0451(13) 0.0429(13) 0.0504(13) -0.0183(11) -0.0061(10) -0.0089(10) C9 0.0445(15) 0.0427(15) 0.0582(17) -0.0277(13) -0.0153(13) 0.0018(12) C1 0.0430(14) 0.0515(17) 0.0432(15) -0.0148(13) 0.0009(12) -0.0133(13) C4 0.0601(18) 0.0591(19) 0.0570(18) -0.0264(15) 0.0182(15) -0.0250(15) C6 0.075(2) 0.0549(19) 0.0492(17) -0.0155(14) 0.0010(15) -0.0327(17) C5 0.0470(16) 0.0575(19) 0.0640(19) -0.0301(16) 0.0119(14) -0.0113(14) C8 0.0389(14) 0.0496(16) 0.0542(16) -0.0270(14) -0.0025(12) -0.0104(12) C10 0.069(2) 0.0492(17) 0.0461(16) -0.0247(13) 0.0048(14) -0.0160(15) C7 0.099(3) 0.0476(19) 0.067(2) -0.0079(17) -0.002(2) -0.021(2) C11 0.0578(19) 0.064(2) 0.067(2) -0.0303(17) 0.0227(16) -0.0172(16) C12 0.0453(16) 0.0557(19) 0.0631(19) -0.0295(16) 0.0065(14) -0.0010(14) C2 0.0390(14) 0.0460(15) 0.0498(16) -0.0189(13) -0.0007(12) -0.0087(12) Cl1A 0.0426(19) 0.0494(14) 0.054(2) -0.0125(11) 0.0201(12) 0.0011(11) O1A 0.106(4) 0.093(6) 0.148(7) -0.092(6) -0.008(4) 0.023(4) O2A 0.070(4) 0.102(5) 0.194(10) 0.023(5) -0.080(5) -0.018(3) O3A 0.182(9) 0.089(4) 0.089(5) -0.049(4) 0.092(6) -0.066(5) O4A 0.049(4) 0.163(8) 0.076(4) 0.006(4) 0.005(3) -0.048(4) Cl1B 0.032(3) 0.065(4) 0.042(3) -0.018(2) 0.0067(16) -0.015(2) O1B 0.29(2) 0.25(2) 0.063(7) -0.088(10) 0.073(10) -0.212(19) O2B 0.042(4) 0.072(6) 0.098(8) -0.043(6) 0.027(4) -0.010(4) O3B 0.082(8) 0.061(7) 0.29(3) 0.019(11) 0.048(13) -0.002(6) O4B 0.058(7) 0.157(13) 0.141(15) -0.072(11) 0.021(7) -0.070(8) #----------------------------------------------------------------------------# # 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 C13A C14A 1.310(6) . ? C13A C10 1.472(5) . ? C13B C14B 1.310(6) . ? C13B C10 1.611(16) . ? Ag1 N2 2.134(3) . ? Ag1 N1 2.143(3) . ? N2 C12 1.337(4) . ? N2 C8 1.344(4) . ? C3 C4 1.384(4) . ? C3 C2 1.391(4) . ? C3 C6 1.471(4) . ? N1 C5 1.342(4) . ? N1 C1 1.345(4) . ? C9 C8 1.372(5) . ? C9 C10 1.392(5) . ? C1 C2 1.370(4) . ? C4 C5 1.367(5) . ? C6 C7 1.299(5) . ? C10 C11 1.381(5) . ? C11 C12 1.362(5) . ? Cl1A O2A 1.367(7) . ? Cl1A O1A 1.401(7) . ? Cl1A O4A 1.404(8) . ? Cl1A O3A 1.430(7) . ? Cl1B O2B 1.381(10) . ? Cl1B O4B 1.392(11) . ? Cl1B O3B 1.408(12) . ? Cl1B O1B 1.436(11) . ? 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 C14A C13A C10 123.3(4) . . ? C14B C13B C10 113.2(18) . . ? N2 Ag1 N1 172.42(9) . . ? C12 N2 C8 116.7(3) . . ? C12 N2 Ag1 119.5(2) . . ? C8 N2 Ag1 123.6(2) . . ? C4 C3 C2 116.1(3) . . ? C4 C3 C6 120.8(3) . . ? C2 C3 C6 123.1(3) . . ? C5 N1 C1 116.4(3) . . ? C5 N1 Ag1 123.4(2) . . ? C1 N1 Ag1 120.2(2) . . ? C8 C9 C10 120.3(3) . . ? N1 C1 C2 123.2(3) . . ? C5 C4 C3 120.6(3) . . ? C7 C6 C3 126.5(3) . . ? N1 C5 C4 123.3(3) . . ? N2 C8 C9 122.9(3) . . ? C11 C10 C9 116.0(3) . . ? C11 C10 C13A 116.9(3) . . ? C9 C10 C13A 127.1(3) . . ? C11 C10 C13B 142.8(7) . . ? C9 C10 C13B 100.4(7) . . ? C12 C11 C10 120.9(3) . . ? N2 C12 C11 123.2(3) . . ? C1 C2 C3 120.3(3) . . ? O2A Cl1A O1A 111.8(6) . . ? O2A Cl1A O4A 111.1(6) . . ? O1A Cl1A O4A 110.4(6) . . ? O2A Cl1A O3A 109.8(6) . . ? O1A Cl1A O3A 106.6(6) . . ? O4A Cl1A O3A 106.9(6) . . ? O2B Cl1B O4B 111.7(9) . . ? O2B Cl1B O3B 109.2(9) . . ? O4B Cl1B O3B 112.2(10) . . ? O2B Cl1B O1B 107.2(8) . . ? O4B Cl1B O1B 108.0(10) . . ? O3B Cl1B O1B 108.3(9) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment 'ccdc_deposit_776420.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_3b _database_code_depnum_ccdc_archive 'CCDC 766420' #TrackingRef 'ccdc_deposit_776420.cif' _audit_creation_date 2010-01-04T17:35:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C32 H28 Ag2 F6 N4 O4' _chemical_formula_moiety 'C28 H28 Ag2 N4, 2(C2 F3 O2)' _chemical_formula_weight 862.32 _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _cell_length_a 13.4624(14) _cell_length_b 15.2237(16) _cell_length_c 16.9018(18) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3464.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 290(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _cell_measurement_reflns_used 12596 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.204 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.685 _exptl_absorpt_correction_T_max 0.795 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 290(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_unetI/netI 0.0247 _diffrn_reflns_number 21109 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _reflns_number_total 6079 _reflns_number_gt 3901 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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. Structure validation using checkCIF revealed a series of level-C alerts that emerge as a consequence of the pronounced thermal motion of the -C=CH2 groups, as well as and the trifluoroacetate anion. The -CH=CH2 groups were refined using the DIX and DELU restraints. No outstanding residual electron density in the Fourier map was found to be attributed to a CF3 two-fold rotational disorder. ; _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^)+(0.0742P)^2^+0.4848P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0018(5) _refine_ls_number_reflns 6079 _refine_ls_number_parameters 434 _refine_ls_number_restraints 121 _refine_ls_R_factor_all 0.0755 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1476 _refine_ls_wR_factor_gt 0.1352 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.1 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(4) _refine_diff_density_max 0.299 _refine_diff_density_min -0.362 _refine_diff_density_rms 0.049 #----------------------------------------------------------------------------# # 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' 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' 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 C1 C 0.4656(5) 0.9037(4) -0.0217(5) 0.1209(17) Uani 1 1 d U . . C2 C 0.4669(5) 0.9365(5) -0.0949(5) 0.1273(19) Uani 1 1 d U . . C3 C 0.5176(5) 0.8924(4) -0.1531(4) 0.1124(14) Uani 1 1 d U . . C4 C 0.5666(5) 0.8156(4) -0.1323(5) 0.1146(15) Uani 1 1 d U . . C5 C 0.5606(5) 0.7857(4) -0.0564(4) 0.1049(12) Uani 1 1 d U . . C6 C 0.5155(6) 0.9275(6) -0.2354(5) 0.145(2) Uani 1 1 d DU . . C7 C 0.5445(7) 0.8901(8) -0.2973(6) 0.165(3) Uani 1 1 d DU . . C8 C 0.5628(4) 0.6621(4) 0.2645(4) 0.1056(13) Uani 1 1 d U . . C9 C 0.5819(5) 0.6408(4) 0.3410(4) 0.1101(13) Uani 1 1 d U . . C10 C 0.5694(5) 0.7006(4) 0.4020(5) 0.1087(13) Uani 1 1 d U . . C11 C 0.5376(5) 0.7826(4) 0.3781(4) 0.1137(14) Uani 1 1 d U . . C12 C 0.5193(5) 0.8001(4) 0.3014(4) 0.1072(14) Uani 1 1 d U . . C13 C 0.5949(7) 0.6761(6) 0.4840(5) 0.144(2) Uani 1 1 d DU . . C14 C 0.5761(12) 0.7212(9) 0.5451(7) 0.218(6) Uani 1 1 d DU . . C15 C 0.2914(5) 0.7413(5) -0.0558(6) 0.1381(17) Uani 1 1 d U . . C16 C 0.2828(5) 0.7654(6) -0.1314(6) 0.1419(16) Uani 1 1 d U . . C17 C 0.3240(5) 0.7174(6) -0.1913(6) 0.1442(19) Uani 1 1 d U . . C18 C 0.3720(7) 0.6390(7) -0.1655(7) 0.156(2) Uani 1 1 d U . . C19 C 0.3768(6) 0.6192(6) -0.0870(6) 0.1427(18) Uani 1 1 d U . . C20 C 0.3150(8) 0.7508(10) -0.2755(8) 0.190(3) Uani 1 1 d DU . . C21 C 0.3466(15) 0.7068(12) -0.3330(10) 0.275(9) Uani 1 1 d DU . . C22 C 0.3549(7) 0.5143(5) 0.2410(8) 0.160(2) Uani 1 1 d U . . C23 C 0.3518(7) 0.4928(6) 0.3195(8) 0.163(2) Uani 1 1 d U . . C24 C 0.3242(5) 0.5500(5) 0.3759(7) 0.1426(19) Uani 1 1 d U . . C25 C 0.3012(5) 0.6371(5) 0.3509(6) 0.1383(15) Uani 1 1 d U . . C26 C 0.3059(5) 0.6551(5) 0.2711(6) 0.1360(18) Uani 1 1 d U . . C27 C 0.3160(8) 0.5231(9) 0.4594(9) 0.183(3) Uani 1 1 d DU . . C28 C 0.2821(14) 0.5641(13) 0.5170(10) 0.258(7) Uani 1 1 d DU . . C29 C 0.5549(6) 0.5362(4) 0.0589(5) 0.1205(18) Uani 1 1 d U . . C30 C 0.6464(6) 0.4798(5) 0.0398(5) 0.1255(14) Uani 1 1 d U . . C31 C 0.3050(5) 0.8781(4) 0.1641(4) 0.1020(13) Uani 1 1 d U . . C32 C 0.2154(6) 0.9208(4) 0.2021(5) 0.1267(13) Uani 1 1 d U . . H1 H 0.4314 0.9352 0.0168 0.145 Uiso 1 1 calc R . . H2 H 0.4339 0.9887 -0.1063 0.153 Uiso 1 1 calc R . . H4 H 0.6031 0.7847 -0.1698 0.137 Uiso 1 1 calc R . . H5 H 0.593 0.7337 -0.0437 0.126 Uiso 1 1 calc R . . H6 H 0.4897 0.9838 -0.2415 0.174 Uiso 1 1 calc R . . H7A H 0.5711 0.8338 -0.2948 0.198 Uiso 1 1 calc R . . H7B H 0.5395 0.9187 -0.3458 0.198 Uiso 1 1 calc R . . H8 H 0.5716 0.6196 0.2255 0.127 Uiso 1 1 calc R . . H9 H 0.6039 0.5844 0.3528 0.132 Uiso 1 1 calc R . . H11 H 0.5287 0.8266 0.4157 0.136 Uiso 1 1 calc R . . H12 H 0.4964 0.8558 0.2883 0.129 Uiso 1 1 calc R . . H13 H 0.6277 0.623 0.4914 0.173 Uiso 1 1 calc R . . H14A H 0.5434 0.7748 0.5404 0.262 Uiso 1 1 calc R . . H14B H 0.5949 0.7008 0.5948 0.262 Uiso 1 1 calc R . . H15 H 0.2639 0.7784 -0.0179 0.166 Uiso 1 1 calc R . . H16 H 0.2477 0.8162 -0.1436 0.17 Uiso 1 1 calc R . . H18 H 0.4002 0.6011 -0.2024 0.187 Uiso 1 1 calc R . . H19 H 0.4103 0.5685 -0.0721 0.171 Uiso 1 1 calc R . . H20 H 0.2853 0.805 -0.2848 0.228 Uiso 1 1 calc R . . H21A H 0.3764 0.6525 -0.3243 0.33 Uiso 1 1 calc R . . H21B H 0.3404 0.7284 -0.3842 0.33 Uiso 1 1 calc R . . H22 H 0.3738 0.4723 0.204 0.192 Uiso 1 1 calc R . . H23 H 0.3697 0.4362 0.3345 0.195 Uiso 1 1 calc R . . H25 H 0.2836 0.6803 0.3872 0.166 Uiso 1 1 calc R . . H26 H 0.2909 0.7117 0.2541 0.163 Uiso 1 1 calc R . . H27 H 0.3396 0.4671 0.4706 0.22 Uiso 1 1 calc R . . H28A H 0.2571 0.6206 0.5102 0.31 Uiso 1 1 calc R . . H28B H 0.2817 0.5383 0.5669 0.31 Uiso 1 1 calc R . . N1 N 0.5106(4) 0.8273(3) 0.0008(3) 0.1133(10) Uani 1 1 d U . . N2 N 0.5318(4) 0.7423(3) 0.2434(3) 0.1126(10) Uani 1 1 d U . . N3 N 0.3361(5) 0.6685(4) -0.0302(5) 0.1342(12) Uani 1 1 d U . . N4 N 0.3309(4) 0.5952(4) 0.2171(5) 0.1368(13) Uani 1 1 d U . . O1 O 0.5728(5) 0.6127(3) 0.0685(4) 0.1477(17) Uani 1 1 d U . . O2 O 0.4794(4) 0.4958(4) 0.0626(6) 0.197(4) Uani 1 1 d U . . O3 O 0.3806(3) 0.9210(3) 0.1644(4) 0.1304(15) Uani 1 1 d U . . O4 O 0.2899(4) 0.8053(3) 0.1373(4) 0.1417(17) Uani 1 1 d U . . F1 F 0.6640(6) 0.4216(5) 0.0929(5) 0.245(3) Uani 1 1 d U . . F2 F 0.6293(6) 0.4229(5) -0.0164(5) 0.223(2) Uani 1 1 d U . . F3 F 0.7242(4) 0.5183(4) 0.0226(6) 0.230(3) Uani 1 1 d U . . F4 F 0.1343(4) 0.9143(5) 0.1553(5) 0.203(2) Uani 1 1 d U . . F5 F 0.1859(5) 0.8774(5) 0.2649(4) 0.201(2) Uani 1 1 d U . . F6 F 0.2249(4) 0.9995(3) 0.2221(5) 0.207(3) Uani 1 1 d U . . Ag1 Ag 0.50133(5) 0.77711(4) 0.12011(3) 0.1310(3) Uani 1 1 d U . . Ag2 Ag 0.35159(6) 0.63070(5) 0.09278(5) 0.1591(3) Uani 1 1 d U . . 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 C1 0.124(5) 0.091(3) 0.148(3) 0.008(2) 0.009(4) 0.016(3) C2 0.120(5) 0.102(4) 0.160(3) 0.025(3) 0.011(4) 0.022(3) C3 0.091(4) 0.105(3) 0.141(3) 0.019(2) -0.003(3) 0.000(2) C4 0.111(4) 0.093(3) 0.140(2) 0.010(3) 0.011(4) 0.004(2) C5 0.094(3) 0.086(3) 0.1347(19) 0.004(2) -0.006(3) 0.004(2) C6 0.124(5) 0.157(6) 0.154(3) 0.044(4) 0.007(5) 0.013(5) C7 0.144(7) 0.209(10) 0.142(3) 0.033(5) 0.003(5) 0.004(6) C8 0.098(3) 0.082(2) 0.136(2) -0.0019(18) 0.013(3) 0.008(3) C9 0.106(4) 0.080(2) 0.143(2) 0.0087(18) 0.009(4) 0.007(3) C10 0.103(4) 0.090(2) 0.133(2) 0.0061(18) 0.000(3) -0.009(3) C11 0.121(4) 0.085(2) 0.1351(14) -0.007(2) 0.004(4) 0.001(3) C12 0.107(4) 0.077(2) 0.1376(13) 0.0012(18) 0.007(4) 0.006(3) C13 0.155(6) 0.137(5) 0.141(3) 0.018(3) -0.018(5) -0.013(5) C14 0.293(15) 0.222(12) 0.139(3) -0.015(6) -0.047(9) 0.031(12) C15 0.097(4) 0.116(4) 0.202(3) -0.035(3) -0.010(5) 0.007(3) C16 0.094(4) 0.121(4) 0.210(4) -0.020(3) -0.013(5) 0.002(3) C17 0.085(4) 0.150(5) 0.198(4) -0.026(4) -0.008(4) -0.016(3) C18 0.126(6) 0.147(5) 0.1958(17) -0.037(5) 0.024(6) 0.012(4) C19 0.110(5) 0.119(4) 0.1990(15) -0.036(4) 0.011(5) 0.007(3) C20 0.132(7) 0.236(10) 0.202(4) -0.010(6) -0.027(6) -0.004(7) C21 0.33(2) 0.30(2) 0.199(5) -0.023(11) 0.013(14) 0.016(18) C22 0.135(6) 0.102(3) 0.243(4) 0.010(3) 0.024(7) 0.014(4) C23 0.130(6) 0.110(4) 0.249(5) 0.028(4) -0.015(7) 0.013(5) C24 0.089(4) 0.123(3) 0.216(4) 0.034(3) -0.013(5) -0.013(3) C25 0.102(4) 0.119(3) 0.1940(19) 0.014(3) -0.003(5) 0.005(4) C26 0.108(4) 0.103(3) 0.197(2) 0.016(3) 0.020(5) 0.013(4) C27 0.134(7) 0.190(8) 0.226(5) 0.065(5) -0.021(8) -0.016(6) C28 0.28(2) 0.285(16) 0.206(7) -0.002(10) -0.015(11) -0.084(14) C29 0.127(2) 0.090(2) 0.144(5) 0.019(3) 0.021(4) 0.0010(16) C30 0.118(3) 0.100(3) 0.159(5) 0.004(2) 0.012(4) -0.0014(18) C31 0.1118(19) 0.075(2) 0.119(4) 0.006(2) 0.007(2) 0.0079(15) C32 0.115(2) 0.092(3) 0.174(4) -0.015(3) 0.022(2) 0.003(3) N1 0.114(3) 0.103(2) 0.1232(13) -0.0012(16) -0.017(2) 0.0197(15) N2 0.127(3) 0.0859(19) 0.1249(11) 0.0098(11) 0.0295(16) 0.0115(19) N3 0.113(4) 0.102(3) 0.1874(13) -0.0285(15) 0.0091(19) -0.001(2) N4 0.101(3) 0.103(2) 0.2058(15) 0.0069(17) 0.014(3) 0.004(2) O1 0.184(4) 0.094(2) 0.165(5) -0.010(3) -0.001(4) 0.006(2) O2 0.118(3) 0.120(3) 0.353(11) 0.053(5) 0.031(5) 0.002(2) O3 0.107(2) 0.094(2) 0.190(5) -0.009(3) 0.013(3) 0.0065(17) O4 0.143(3) 0.080(2) 0.202(5) -0.021(2) 0.014(3) 0.0086(19) F1 0.216(6) 0.241(7) 0.277(5) 0.111(5) 0.016(5) 0.098(5) F2 0.236(6) 0.174(5) 0.260(5) -0.096(4) 0.037(5) 0.000(4) F3 0.125(3) 0.178(5) 0.388(10) -0.009(4) 0.062(5) -0.024(3) F4 0.116(3) 0.223(6) 0.268(5) -0.046(4) -0.014(3) 0.035(3) F5 0.214(5) 0.197(4) 0.192(4) -0.003(4) 0.094(3) -0.007(4) F6 0.162(4) 0.111(2) 0.348(8) -0.078(3) 0.067(4) 0.000(3) Ag1 0.1382(4) 0.1199(4) 0.1348(4) 0.0142(3) -0.0013(4) -0.0094(3) Ag2 0.1405(5) 0.1416(5) 0.1951(7) -0.0093(5) 0.0100(5) -0.0182(4) #----------------------------------------------------------------------------# # 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 C1 H1 0.93 . ? C2 C1 1.334(11) . ? C2 C3 1.373(10) . ? C2 H2 0.93 . ? C3 C4 1.388(9) . ? C3 C6 1.490(11) . ? C4 C5 1.364(10) . ? C4 H4 0.93 . ? C5 H5 0.93 . ? C6 H6 0.93 . ? C7 C6 1.254(11) . ? C7 H7A 0.93 . ? C7 H7B 0.93 . ? C8 C9 1.357(9) . ? C8 H8 0.93 . ? C9 H9 0.93 . ? C10 C11 1.381(9) . ? C10 C13 1.476(11) . ? C10 C9 1.385(9) . ? C11 C12 1.346(9) . ? C11 H11 0.93 . ? C12 H12 0.93 . ? C13 H13 0.93 . ? C14 C13 1.266(12) . ? C14 H14A 0.93 . ? C14 H14B 0.93 . ? C15 H15 0.93 . ? C16 C15 1.333(12) . ? C16 C17 1.366(12) . ? C16 H16 0.93 . ? C17 C18 1.427(13) . ? C17 C20 1.517(15) . ? C18 C19 1.361(13) . ? C18 H18 0.93 . ? C19 H19 0.93 . ? C20 C21 1.254(12) . ? C20 H20 0.93 . ? C21 H21A 0.93 . ? C21 H21B 0.93 . ? C22 H22 0.93 . ? C23 C22 1.367(15) . ? C23 C24 1.343(14) . ? C23 H23 0.93 . ? C25 C24 1.426(11) . ? C25 C26 1.378(12) . ? C25 H25 0.93 . ? C26 H26 0.93 . ? C27 C24 1.473(16) . ? C27 H27 0.93 . ? C28 C27 1.244(14) . ? C28 H28A 0.93 . ? C28 H28B 0.93 . ? C29 C30 1.535(11) . ? C29 O1 1.199(8) . ? C29 O2 1.190(9) . ? C30 F2 1.306(10) . ? C30 F3 1.235(9) . ? C31 C32 1.514(9) . ? C31 O4 1.213(7) . ? C32 F4 1.352(10) . ? N1 C1 1.367(8) . ? N1 C5 1.336(8) . ? N2 C12 1.328(8) . ? N2 C8 1.339(8) . ? N3 C15 1.335(10) . ? N3 C19 1.336(10) . ? N4 C22 1.335(10) . ? N4 C26 1.333(10) . ? O3 C31 1.210(7) . ? F1 C30 1.284(9) . ? F5 C32 1.312(9) . ? F6 C32 1.252(8) . ? Ag1 Ag2 3.0406(10) . ? Ag1 N1 2.160(5) . ? Ag1 N2 2.189(6) . ? Ag2 N3 2.167(8) . ? Ag2 N4 2.188(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 C3 119.2(6) . . ? C1 C2 H2 120.4 . . ? C1 N1 Ag1 122.4(5) . . ? C2 C1 H1 117.6 . . ? C2 C1 N1 124.8(7) . . ? C2 C3 C4 117.8(7) . . ? C2 C3 C6 119.0(6) . . ? C3 C2 H2 120.4 . . ? C3 C4 H4 120.3 . . ? C3 C6 H6 116.2 . . ? C4 C3 C6 123.2(7) . . ? C4 C5 H5 118.2 . . ? C5 C4 C3 119.4(7) . . ? C5 C4 H4 120.3 . . ? C5 N1 Ag1 122.5(4) . . ? C5 N1 C1 115.1(6) . . ? C6 C7 H7A 120 . . ? C6 C7 H7B 120 . . ? C7 C6 C3 127.6(9) . . ? C7 C6 H6 116.2 . . ? C8 C9 C10 122.0(6) . . ? C8 C9 H9 119 . . ? C8 N2 Ag1 122.2(5) . . ? C9 C10 C11 114.5(7) . . ? C9 C10 C13 120.4(6) . . ? C9 C8 H8 119 . . ? C10 C11 H11 119.5 . . ? C10 C13 H13 117.1 . . ? C10 C9 H9 119 . . ? C11 C10 C13 125.0(7) . . ? C11 C12 H12 118.1 . . ? C12 C11 C10 121.1(7) . . ? C12 C11 H11 119.5 . . ? C12 N2 Ag1 121.2(4) . . ? C12 N2 C8 116.5(6) . . ? C13 C14 H14A 120 . . ? C13 C14 H14B 120 . . ? C14 C13 C10 125.7(10) . . ? C14 C13 H13 117.1 . . ? C15 C16 C17 121.9(9) . . ? C15 C16 H16 119.1 . . ? C15 N3 Ag2 125.2(6) . . ? C15 N3 C19 114.7(9) . . ? C16 C15 H15 117.3 . . ? C16 C17 C18 113.9(10) . . ? C16 C17 C20 119.0(10) . . ? C17 C16 H16 119.1 . . ? C17 C18 H18 119.9 . . ? C17 C20 H20 119.3 . . ? C18 C17 C20 127.1(10) . . ? C18 C19 H19 118.1 . . ? C19 C18 C17 120.3(9) . . ? C19 C18 H18 119.9 . . ? C19 N3 Ag2 120.1(6) . . ? C20 C21 H21A 120 . . ? C20 C21 H21B 120 . . ? C21 C20 C17 121.4(15) . . ? C21 C20 H20 119.3 . . ? C22 C23 H23 118.6 . . ? C22 N4 Ag2 119.2(7) . . ? C23 C22 H22 119.8 . . ? C23 C24 C25 116.9(10) . . ? C23 C24 C27 121.3(9) . . ? C24 C23 C22 122.8(9) . . ? C24 C23 H23 118.6 . . ? C24 C25 H25 121.1 . . ? C24 C27 H27 115.2 . . ? C25 C24 C27 121.8(10) . . ? C25 C26 H26 118.5 . . ? C26 C25 C24 117.7(9) . . ? C26 C25 H25 121.1 . . ? C26 N4 Ag2 121.3(5) . . ? C26 N4 C22 119.0(9) . . ? C27 C28 H28A 120 . . ? C27 C28 H28B 120 . . ? C28 C27 C24 129.6(15) . . ? C28 C27 H27 115.2 . . ? H7A C7 H7B 120 . . ? H14A C14 H14B 120 . . ? H21A C21 H21B 120 . . ? H28A C28 H28B 120 . . ? N1 Ag1 Ag2 98.97(15) . . ? N1 Ag1 N2 164.5(2) . . ? N1 C1 H1 117.6 . . ? N1 C5 C4 123.5(6) . . ? N1 C5 H5 118.2 . . ? N2 Ag1 Ag2 95.24(14) . . ? N2 C12 C11 123.9(6) . . ? N2 C12 H12 118.1 . . ? N2 C8 C9 122.0(6) . . ? N2 C8 H8 119 . . ? N3 Ag2 Ag1 90.86(15) . . ? N3 Ag2 N4 167.1(2) . . ? N3 C15 C16 125.4(8) . . ? N3 C15 H15 117.3 . . ? N3 C19 C18 123.9(9) . . ? N3 C19 H19 118.1 . . ? N4 Ag2 Ag1 96.89(16) . . ? N4 C22 C23 120.5(10) . . ? N4 C22 H22 119.8 . . ? N4 C26 C25 123.0(8) . . ? N4 C26 H26 118.5 . . ? O1 C29 C30 114.2(7) . . ? O2 C29 C30 114.0(6) . . ? O2 C29 O1 131.8(8) . . ? O3 C31 C32 115.9(5) . . ? O3 C31 O4 129.5(6) . . ? O4 C31 C32 114.7(6) . . ? F1 C30 C29 112.7(7) . . ? F1 C30 F2 94.8(7) . . ? F2 C30 C29 112.5(7) . . ? F3 C30 C29 117.7(6) . . ? F3 C30 F1 109.6(8) . . ? F3 C30 F2 107.0(8) . . ? F4 C32 C31 111.3(7) . . ? F5 C32 C31 111.6(6) . . ? F5 C32 F4 101.0(7) . . ? F6 C32 C31 116.4(6) . . ? F6 C32 F4 108.1(7) . . ? F6 C32 F5 107.2(8) . . ? # Attachment 'ccdc_deposit_776421.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_3b-LT _database_code_depnum_ccdc_archive 'CCDC 766421' #TrackingRef 'ccdc_deposit_776421.cif' _audit_creation_date 2010-01-04T17:58:32-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C32 H28 Ag2 F6 N4 O4' _chemical_formula_moiety 'C28 H28 Ag2 N4, 2(C2 F3 O2)' _chemical_formula_weight 862.32 _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _cell_length_a 12.8602(14) _cell_length_b 15.1102(16) _cell_length_c 17.0170(18) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3306.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _cell_measurement_reflns_used 14482 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.10 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.261 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.6884 _exptl_absorpt_correction_T_max 0.8843 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0232 _diffrn_reflns_av_unetI/netI 0.0183 _diffrn_reflns_number 28524 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.8 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 7569 _reflns_number_gt 6922 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The checkCIF revealed three level-C alerts (i.e. 'Low Solvent Ueq as Compared to Neighbors'). The reported low Ueqvalues are a consequence of a substantial thermal motion of the trifluoroacetate anion. No outstanding residual electron density in the Fourier map was found to be attributed to a CF3 two-fold rotational disorder. ; _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^)+(0.0829P)^2^+0.1820P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7569 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0358 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_ref 0.1051 _refine_ls_wR_factor_gt 0.0862 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_diff_density_max 0.548 _refine_diff_density_min -1.037 _refine_diff_density_rms 0.247 #----------------------------------------------------------------------------# # 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' 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' 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 C1 C 0.4747(3) 0.4091(2) 1.0132(2) 0.0444(7) Uani 1 1 d . . . C2 C 0.4758(3) 0.4448(2) 1.0873(2) 0.0439(7) Uani 1 1 d . . . C3 C 0.5220(3) 0.3991(2) 1.1496(2) 0.0395(7) Uani 1 1 d . . . C4 C 0.5694(3) 0.3185(2) 1.1309(2) 0.0399(7) Uani 1 1 d . . . C5 C 0.5662(2) 0.2863(2) 1.0557(2) 0.0403(7) Uani 1 1 d . . . C6 C 0.5181(3) 0.4362(2) 1.2290(2) 0.0480(8) Uani 1 1 d . . . C7 C 0.5407(3) 0.3932(3) 1.2941(3) 0.0569(10) Uani 1 1 d . . . C8 C 0.5649(3) 0.1594(2) 0.7344(2) 0.0393(7) Uani 1 1 d . . . C9 C 0.5821(3) 0.1369(2) 0.6578(2) 0.0412(7) Uani 1 1 d . . . C10 C 0.5692(3) 0.1994(2) 0.5985(2) 0.0387(7) Uani 1 1 d . . . C11 C 0.5357(3) 0.2841(2) 0.6210(2) 0.0409(6) Uani 1 1 d . . . C12 C 0.5181(3) 0.3014(2) 0.6991(2) 0.0392(7) Uani 1 1 d . . . C13 C 0.5916(3) 0.1752(2) 0.5160(2) 0.0511(9) Uani 1 1 d . . . C14 C 0.5759(4) 0.2242(4) 0.4535(3) 0.0711(12) Uani 1 1 d . . . C15 C 0.3501(3) 0.0139(2) 0.7703(3) 0.0555(9) Uani 1 1 d . . . C16 C 0.3451(3) -0.0106(3) 0.6932(3) 0.0597(11) Uani 1 1 d . . . C17 C 0.3176(3) 0.0499(3) 0.6357(3) 0.0556(10) Uani 1 1 d . . . C18 C 0.2966(3) 0.1361(3) 0.6605(3) 0.0500(8) Uani 1 1 d . . . C19 C 0.3034(3) 0.1565(2) 0.7391(3) 0.0521(9) Uani 1 1 d . . . C20 C 0.3093(4) 0.0224(3) 0.5536(3) 0.0650(12) Uani 1 1 d . . . C21 C 0.2674(5) 0.0684(4) 0.4958(3) 0.0844(16) Uani 1 1 d . . . C22 C 0.2922(3) 0.2523(2) 1.0612(3) 0.0493(9) Uani 1 1 d . . . C23 C 0.2862(3) 0.2791(2) 1.1381(2) 0.0481(8) Uani 1 1 d . . . C24 C 0.3260(3) 0.2265(3) 1.1969(2) 0.0499(8) Uani 1 1 d . . . C25 C 0.3729(3) 0.1464(3) 1.1735(3) 0.0537(9) Uani 1 1 d . . . C26 C 0.3773(3) 0.1244(2) 1.0958(3) 0.0526(9) Uani 1 1 d . . . C27 C 0.3193(3) 0.2556(3) 1.2797(3) 0.0606(10) Uani 1 1 d . . . C28 C 0.3392(5) 0.2056(4) 1.3404(3) 0.0899(17) Uani 1 1 d . . . C29 C 0.3055(3) 0.38124(19) 0.8391(2) 0.0375(7) Uani 1 1 d . . . C30 C 0.2081(3) 0.4236(2) 0.8016(2) 0.0444(7) Uani 1 1 d . . . C31 C 0.5573(3) 0.0327(2) 0.9453(2) 0.0431(7) Uani 1 1 d . . . C32 C 0.6524(3) -0.0262(2) 0.9633(2) 0.0453(7) Uani 1 1 d . . . H1 H 0.442 0.4404 0.9732 0.053 Uiso 1 1 calc R . . H2 H 0.4456 0.4999 1.0962 0.053 Uiso 1 1 calc R . . H4 H 0.6034 0.2865 1.1699 0.048 Uiso 1 1 calc R . . H5 H 0.5975 0.232 1.0452 0.048 Uiso 1 1 calc R . . H6 H 0.4979 0.495 1.2339 0.058 Uiso 1 1 calc R . . H7A H 0.5612 0.3342 1.2919 0.068 Uiso 1 1 calc R . . H7B H 0.5361 0.4218 1.3424 0.068 Uiso 1 1 calc R . . H8 H 0.5755 0.1169 0.773 0.047 Uiso 1 1 calc R . . H9 H 0.6025 0.0795 0.6452 0.049 Uiso 1 1 calc R . . H11 H 0.5255 0.3279 0.5835 0.049 Uiso 1 1 calc R . . H12 H 0.4948 0.3575 0.7132 0.047 Uiso 1 1 calc R . . H13 H 0.6197 0.1194 0.5076 0.061 Uiso 1 1 calc R . . H14A H 0.5479 0.2807 0.4586 0.085 Uiso 1 1 calc R . . H14B H 0.5928 0.2025 0.404 0.085 Uiso 1 1 calc R . . H15 H 0.369 -0.0284 0.8074 0.067 Uiso 1 1 calc R . . H16 H 0.3603 -0.0687 0.6791 0.072 Uiso 1 1 calc R . . H18 H 0.2781 0.1793 0.6242 0.06 Uiso 1 1 calc R . . H19 H 0.2898 0.2144 0.7545 0.062 Uiso 1 1 calc R . . H20 H 0.3362 -0.0329 0.5408 0.078 Uiso 1 1 calc R . . H21A H 0.2395 0.1241 0.5056 0.101 Uiso 1 1 calc R . . H21B H 0.2658 0.0451 0.4452 0.101 Uiso 1 1 calc R . . H22 H 0.2636 0.2886 1.0228 0.059 Uiso 1 1 calc R . . H23 H 0.2552 0.3329 1.1505 0.058 Uiso 1 1 calc R . . H25 H 0.4009 0.1085 1.211 0.064 Uiso 1 1 calc R . . H26 H 0.4092 0.0716 1.0814 0.063 Uiso 1 1 calc R . . H27 H 0.2994 0.3138 1.2892 0.073 Uiso 1 1 calc R . . H28A H 0.3593 0.1471 1.3331 0.108 Uiso 1 1 calc R . . H28B H 0.3333 0.2285 1.3909 0.108 Uiso 1 1 calc R . . N1 N 0.5192(2) 0.33013(17) 0.99588(17) 0.0401(6) Uani 1 1 d . . . N2 N 0.5330(2) 0.24112(17) 0.75635(17) 0.0389(6) Uani 1 1 d . . . N3 N 0.3288(2) 0.0970(2) 0.7951(2) 0.0504(7) Uani 1 1 d . . . N4 N 0.3369(2) 0.17660(19) 1.0387(2) 0.0487(7) Uani 1 1 d . . . O1 O 0.3870(2) 0.42171(16) 0.83114(17) 0.0490(6) Uani 1 1 d . . . O2 O 0.2878(2) 0.30885(15) 0.87131(17) 0.0504(6) Uani 1 1 d . . . O3 O 0.5767(3) 0.11038(17) 0.93037(18) 0.0567(7) Uani 1 1 d . . . O4 O 0.4735(2) -0.0061(2) 0.9481(3) 0.0775(11) Uani 1 1 d . . . F1 F 0.2241(2) 0.50389(18) 0.7734(2) 0.0802(10) Uani 1 1 d . . . F2 F 0.1285(2) 0.4277(2) 0.85116(17) 0.0728(8) Uani 1 1 d . . . F3 F 0.1737(2) 0.37591(19) 0.74115(16) 0.0717(7) Uani 1 1 d . . . F4 F 0.7349(2) 0.01780(17) 0.9885(2) 0.0758(8) Uani 1 1 d . . . F5 F 0.6335(3) -0.08609(18) 1.0186(2) 0.0829(9) Uani 1 1 d . . . F6 F 0.6801(3) -0.0712(3) 0.9008(2) 0.0959(11) Uani 1 1 d . . . Ag1 Ag 0.50876(2) 0.277327(18) 0.878401(15) 0.04743(9) Uani 1 1 d . . . Ag2 Ag 0.35001(3) 0.13511(2) 0.91645(2) 0.05701(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0408(17) 0.0333(15) 0.0592(19) 0.0024(14) -0.0025(15) 0.0078(13) C2 0.0388(17) 0.0290(14) 0.064(2) -0.0023(14) -0.0001(15) 0.0054(12) C3 0.0316(15) 0.0328(14) 0.0541(16) -0.0036(13) 0.0020(13) -0.0028(12) C4 0.0322(15) 0.0321(14) 0.0553(18) 0.0009(14) -0.0029(14) 0.0026(12) C5 0.0310(14) 0.0314(14) 0.0584(18) -0.0050(14) -0.0017(13) 0.0036(13) C6 0.0438(19) 0.0429(17) 0.057(2) -0.0111(15) 0.0027(16) 0.0007(15) C7 0.050(2) 0.066(2) 0.054(2) -0.0136(19) 0.0018(17) 0.0019(19) C8 0.0341(15) 0.0281(14) 0.0557(19) 0.0066(13) -0.0043(14) 0.0016(12) C9 0.0371(16) 0.0272(13) 0.0595(19) -0.0048(14) -0.0029(14) 0.0012(13) C10 0.0365(15) 0.0314(14) 0.0481(16) -0.0010(12) -0.0033(12) 0.0011(12) C11 0.0427(16) 0.0305(14) 0.0495(16) 0.0031(14) -0.0033(14) 0.0029(12) C12 0.0397(17) 0.0266(13) 0.0512(16) -0.0007(12) -0.0010(14) 0.0053(12) C13 0.055(2) 0.0429(18) 0.056(2) -0.0087(17) -0.0006(17) -0.0014(16) C14 0.086(3) 0.074(3) 0.054(2) -0.003(2) 0.003(2) 0.002(3) C15 0.044(2) 0.0372(17) 0.085(3) -0.0026(18) 0.001(2) 0.0063(16) C16 0.0426(19) 0.0381(18) 0.098(3) -0.0140(19) 0.006(2) 0.0019(16) C17 0.0323(17) 0.0476(19) 0.087(3) -0.021(2) 0.0075(17) -0.0007(15) C18 0.0338(16) 0.0421(17) 0.074(2) -0.0056(19) 0.0011(16) -0.0025(15) C19 0.0359(17) 0.0380(18) 0.082(3) -0.0109(17) -0.0017(17) 0.0028(14) C20 0.053(2) 0.061(2) 0.081(3) -0.014(2) 0.015(2) -0.006(2) C21 0.097(4) 0.077(3) 0.079(3) -0.014(3) 0.015(3) -0.017(3) C22 0.0278(15) 0.0413(17) 0.079(3) 0.0114(16) -0.0049(16) 0.0000(13) C23 0.0312(15) 0.0394(16) 0.074(2) 0.0088(17) 0.0022(14) -0.0005(14) C24 0.0298(15) 0.0478(18) 0.072(2) 0.0077(19) 0.0022(14) -0.0081(15) C25 0.0414(19) 0.0458(19) 0.074(2) 0.0140(19) -0.0084(17) 0.0066(16) C26 0.0428(19) 0.0352(16) 0.080(3) 0.0119(17) -0.0021(17) 0.0041(14) C27 0.044(2) 0.063(2) 0.074(3) 0.006(2) -0.0020(18) 0.0008(18) C28 0.098(4) 0.096(4) 0.076(3) 0.017(3) 0.009(3) 0.000(4) C29 0.0378(16) 0.0269(14) 0.0477(16) -0.0047(12) -0.0012(13) 0.0045(12) C30 0.0397(17) 0.0358(16) 0.0576(19) 0.0036(14) -0.0062(15) -0.0016(14) C31 0.0386(17) 0.0375(16) 0.0532(18) -0.0095(14) -0.0041(14) 0.0003(14) C32 0.0403(17) 0.0343(15) 0.061(2) -0.0015(15) 0.0008(16) 0.0013(14) N1 0.0355(14) 0.0317(12) 0.0532(14) -0.0010(11) 0.0004(12) -0.0019(11) N2 0.0367(13) 0.0304(12) 0.0495(14) 0.0006(11) -0.0011(11) 0.0009(10) N3 0.0381(15) 0.0366(14) 0.076(2) -0.0050(15) -0.0002(15) 0.0015(12) N4 0.0388(15) 0.0345(14) 0.0727(19) 0.0088(14) -0.0057(15) -0.0018(13) O1 0.0402(13) 0.0364(12) 0.0704(16) -0.0005(12) -0.0029(12) -0.0002(10) O2 0.0551(15) 0.0284(10) 0.0678(16) 0.0064(11) -0.0060(13) 0.0023(10) O3 0.0615(17) 0.0372(12) 0.0713(17) 0.0068(12) -0.0019(14) 0.0042(12) O4 0.0396(15) 0.0437(14) 0.149(3) -0.0227(18) -0.0031(18) -0.0012(12) F1 0.0630(16) 0.0427(11) 0.135(3) 0.0342(15) -0.0303(18) -0.0030(12) F2 0.0461(13) 0.097(2) 0.0749(15) 0.0051(15) 0.0052(11) 0.0217(14) F3 0.0751(17) 0.0730(16) 0.0671(14) -0.0031(13) -0.0267(13) -0.0001(14) F4 0.0440(13) 0.0604(14) 0.123(2) 0.0034(16) -0.0168(15) -0.0072(12) F5 0.0776(19) 0.0628(15) 0.108(2) 0.0382(16) -0.0110(17) -0.0018(15) F6 0.084(2) 0.109(3) 0.094(2) -0.037(2) 0.0031(17) 0.045(2) Ag1 0.04712(15) 0.04582(14) 0.04935(14) -0.00532(11) 0.00044(11) -0.00234(12) Ag2 0.04968(17) 0.04879(16) 0.0726(2) 0.00002(14) 0.00241(14) -0.00282(13) #----------------------------------------------------------------------------# # 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 C1 H1 0.93 . ? C2 C1 1.372(6) . ? C2 H2 0.93 . ? C3 C2 1.398(5) . ? C4 C3 1.398(5) . ? C4 H4 0.93 . ? C5 C4 1.371(5) . ? C5 H5 0.93 . ? C5 N1 1.356(4) . ? C6 C3 1.463(5) . ? C6 C7 1.317(6) . ? C6 H6 0.93 . ? C7 H7A 0.93 . ? C7 H7B 0.93 . ? C8 H8 0.93 . ? C9 C8 1.364(5) . ? C9 H9 0.93 . ? C10 C11 1.403(4) . ? C10 C9 1.393(5) . ? C11 C12 1.373(5) . ? C11 H11 0.93 . ? C12 H12 0.93 . ? C13 C10 1.479(5) . ? C13 C14 1.312(6) . ? C13 H13 0.93 . ? C14 H14A 0.93 . ? C14 H14B 0.93 . ? C15 C16 1.364(7) . ? C15 H15 0.93 . ? C16 C17 1.386(7) . ? C16 H16 0.93 . ? C18 C17 1.395(5) . ? C18 C19 1.376(6) . ? C18 H18 0.93 . ? C19 H19 0.93 . ? C20 C17 1.462(7) . ? C20 C21 1.319(8) . ? C20 H20 0.93 . ? C21 H21A 0.93 . ? C21 H21B 0.93 . ? C22 H22 0.93 . ? C23 C22 1.371(6) . ? C23 C24 1.376(6) . ? C23 H23 0.93 . ? C24 C25 1.410(6) . ? C25 H25 0.93 . ? C26 C25 1.365(7) . ? C26 H26 0.93 . ? C27 C24 1.479(7) . ? C27 C28 1.305(7) . ? C27 H27 0.93 . ? C28 H28A 0.93 . ? C28 H28B 0.93 . ? C29 C30 1.544(5) . ? C30 F3 1.332(5) . ? C31 C32 1.542(5) . ? N1 C1 1.356(4) . ? N2 C12 1.347(4) . ? N2 C8 1.354(4) . ? N3 C15 1.354(5) . ? N3 C19 1.349(5) . ? N4 C22 1.336(5) . ? N4 C26 1.354(5) . ? O1 C29 1.221(4) . ? O2 C29 1.245(4) . ? O3 C31 1.226(5) . ? O4 C31 1.228(5) . ? F1 C30 1.320(4) . ? F2 C30 1.329(5) . ? F4 C32 1.323(5) . ? F5 C32 1.327(5) . ? F6 C32 1.313(5) . ? Ag1 Ag2 3.0341(5) . ? Ag1 N1 2.157(3) . ? Ag1 N2 2.170(3) . ? Ag2 N3 2.161(4) . ? Ag2 N4 2.179(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 C3 120.5(3) . . ? C1 C2 H2 119.8 . . ? C1 N1 Ag1 120.1(2) . . ? C2 C1 H1 118.6 . . ? C2 C3 C4 116.3(3) . . ? C2 C3 C6 119.7(3) . . ? C3 C2 H2 119.8 . . ? C3 C4 H4 119.7 . . ? C3 C6 H6 117.2 . . ? C4 C3 C6 123.9(3) . . ? C4 C5 H5 118.6 . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4 119.7 . . ? C5 N1 Ag1 122.8(2) . . ? C5 N1 C1 117.1(3) . . ? C6 C7 H7A 120 . . ? C6 C7 H7B 120 . . ? C7 C6 C3 125.5(4) . . ? C7 C6 H6 117.2 . . ? C8 C9 C10 120.2(3) . . ? C8 C9 H9 119.9 . . ? C8 N2 Ag1 122.5(2) . . ? C9 C10 C11 117.2(3) . . ? C9 C10 C13 119.8(3) . . ? C9 C8 H8 118.6 . . ? C10 C11 H11 120.4 . . ? C10 C13 H13 116.5 . . ? C10 C9 H9 119.9 . . ? C11 C10 C13 122.9(3) . . ? C11 C12 H12 118.4 . . ? C12 C11 C10 119.2(3) . . ? C12 C11 H11 120.4 . . ? C12 N2 Ag1 120.1(2) . . ? C12 N2 C8 117.4(3) . . ? C13 C14 H14A 120 . . ? C13 C14 H14B 120 . . ? C14 C13 C10 127.0(4) . . ? C14 C13 H13 116.5 . . ? C15 C16 C17 120.8(4) . . ? C15 C16 H16 119.6 . . ? C15 N3 Ag2 121.3(3) . . ? C16 C15 H15 118.6 . . ? C16 C17 C18 116.9(4) . . ? C16 C17 C20 120.4(4) . . ? C17 C16 H16 119.6 . . ? C17 C18 H18 120.3 . . ? C17 C20 H20 116.8 . . ? C18 C17 C20 122.7(5) . . ? C18 C19 H19 118.2 . . ? C19 C18 C17 119.4(4) . . ? C19 C18 H18 120.3 . . ? C19 N3 Ag2 121.8(2) . . ? C19 N3 C15 116.6(4) . . ? C20 C21 H21A 120 . . ? C20 C21 H21B 120 . . ? C21 C20 C17 126.4(5) . . ? C21 C20 H20 116.8 . . ? C22 C23 C24 120.1(4) . . ? C22 C23 H23 120 . . ? C22 N4 Ag2 123.6(3) . . ? C22 N4 C26 117.2(4) . . ? C23 C22 H22 118.3 . . ? C23 C24 C25 116.7(4) . . ? C23 C24 C27 120.0(4) . . ? C24 C23 H23 120 . . ? C24 C25 H25 120 . . ? C24 C27 H27 117.6 . . ? C25 C24 C27 123.3(4) . . ? C25 C26 H26 118.7 . . ? C26 C25 C24 120.0(4) . . ? C26 C25 H25 120 . . ? C26 N4 Ag2 119.2(3) . . ? C27 C28 H28A 120 . . ? C27 C28 H28B 120 . . ? C28 C27 C24 124.8(5) . . ? C28 C27 H27 117.6 . . ? H7A C7 H7B 120 . . ? H14A C14 H14B 120 . . ? H21A C21 H21B 120 . . ? H28A C28 H28B 120 . . ? N1 Ag1 Ag2 96.10(7) . . ? N1 Ag1 N2 166.27(11) . . ? N1 C1 C2 122.8(3) . . ? N1 C1 H1 118.6 . . ? N1 C5 C4 122.7(3) . . ? N1 C5 H5 118.6 . . ? N2 Ag1 Ag2 97.02(7) . . ? N2 C12 C11 123.2(3) . . ? N2 C12 H12 118.4 . . ? N2 C8 C9 122.7(3) . . ? N2 C8 H8 118.6 . . ? N3 Ag2 Ag1 93.97(9) . . ? N3 Ag2 N4 168.26(12) . . ? N3 C15 C16 122.8(4) . . ? N3 C15 H15 118.6 . . ? N3 C19 C18 123.5(4) . . ? N3 C19 H19 118.2 . . ? N4 Ag2 Ag1 92.98(8) . . ? N4 C22 C23 123.5(4) . . ? N4 C22 H22 118.3 . . ? N4 C26 C25 122.5(4) . . ? N4 C26 H26 118.7 . . ? O1 C29 C30 116.3(3) . . ? O1 C29 O2 130.3(3) . . ? O2 C29 C30 113.4(3) . . ? O3 C31 C32 115.6(3) . . ? O3 C31 O4 130.0(4) . . ? O4 C31 C32 114.3(3) . . ? F1 C30 C29 113.9(3) . . ? F1 C30 F2 107.9(3) . . ? F1 C30 F3 105.5(3) . . ? F2 C30 C29 112.5(3) . . ? F2 C30 F3 105.0(3) . . ? F3 C30 C29 111.4(3) . . ? F4 C32 C31 114.2(3) . . ? F4 C32 F5 105.1(3) . . ? F5 C32 C31 112.9(3) . . ? F6 C32 C31 110.7(3) . . ? F6 C32 F4 107.7(4) . . ? F6 C32 F5 105.7(3) . . ? # Attachment 'ccdc_deposit_776422.cif' #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_3c _database_code_depnum_ccdc_archive 'CCDC 766422' #TrackingRef 'ccdc_deposit_776422.cif' _audit_creation_date 2010-01-05T13:40:06-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_formula_sum 'C14 H14 Ag N3 O3' _chemical_formula_moiety 'C14 H14 Ag N2, N O3' _chemical_formula_weight 380.15 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _space_group_symop_operation_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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' _cell_length_a 11.0503(12) _cell_length_b 10.9201(12) _cell_length_c 12.8477(14) _cell_angle_alpha 90 _cell_angle_beta 94.835(5) _cell_angle_gamma 90 _cell_volume 1544.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 290(2) _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.88 _cell_measurement_reflns_used 6978 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.635 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.317 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.670 _exptl_absorpt_correction_T_max 0.937 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 290(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_unetI/netI 0.0238 _diffrn_reflns_number 8702 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _reflns_number_total 2697 _reflns_number_gt 2126 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL (Sheldrick, 2008)' _computing_molecular_graphics 'Rastop (Valadon, 2004)' _computing_publication_material 'WinGX (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary heavy _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. Both -C=CH2 groups in the complex are disordered over two sites with occupancies of 0.830:0.170 (C6a,C7a; C6b,C7b) and 0.508:0.492 (C13a, C14a;C13b, C13b). The checkCIF report includes a series of level-C alerts that emerge as a consequence of the pronounced thermal motion of the disordered -C=CH2 groups, as well as the the nitrate anion. The -CH=CH2 groups were refined using the DIX, EADP, DELU and SADI restraints. The checkCIF also reports a level-B alert that is related to a pronounced interaction between the -C=CH2 group and the pyridyl ring. ; _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^)+(0.0682P)^2^+0.6042P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2697 _refine_ls_number_parameters 204 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.053 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1261 _refine_ls_wR_factor_gt 0.1186 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.547 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.056 #----------------------------------------------------------------------------# # 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 C1 C 0.5276(4) 0.8472(5) 0.2758(4) 0.0963(12) Uani 1 1 d . . . C2 C 0.6475(4) 0.8315(5) 0.3006(4) 0.0973(13) Uani 1 1 d . B . C3 C 0.7116(3) 0.7467(4) 0.2487(3) 0.0855(11) Uani 1 1 d D . . C4 C 0.6475(4) 0.6826(4) 0.1696(4) 0.0959(12) Uani 1 1 d . B . C5 C 0.5246(4) 0.7023(4) 0.1493(4) 0.0944(12) Uani 1 1 d . . . C6A C 0.8417(7) 0.7215(17) 0.2768(18) 0.117(3) Uani 0.830(11) 1 d PD B 3 C6B C 0.845(2) 0.744(10) 0.280(9) 0.117(3) Uani 0.170(11) 1 d PD B 4 C7A C 0.9117(7) 0.7785(9) 0.3455(7) 0.158(4) Uani 0.830(11) 1 d PD B 3 C7B C 0.904(3) 0.659(5) 0.237(3) 0.158(4) Uani 0.170(11) 1 d PD B 4 C8 C 0.0182(4) 0.7686(4) 0.0547(3) 0.0867(10) Uani 1 1 d . . . C9 C -0.0967(4) 0.7943(4) 0.0133(4) 0.0935(12) Uani 1 1 d . A . C10 C -0.1540(4) 0.8994(4) 0.0392(4) 0.0912(11) Uani 1 1 d . . . C11 C -0.0904(4) 0.9739(4) 0.1084(3) 0.0927(12) Uani 1 1 d . A . C12 C 0.0246(4) 0.9458(4) 0.1471(3) 0.0871(10) Uani 1 1 d . . . C13A C -0.2739(10) 0.9591(9) 0.0078(10) 0.093(2) Uani 0.508(6) 1 d PDU A 1 C13B C -0.2764(11) 0.9009(9) -0.0205(11) 0.093(2) Uani 0.492(6) 1 d PD A 2 C14A C -0.3387(10) 0.9156(11) -0.0711(9) 0.117(2) Uani 0.508(6) 1 d PDU A 1 C14B C -0.3495(10) 0.9901(10) -0.0114(10) 0.117(2) Uani 0.492(6) 1 d PD A 2 H1 H 0.4872 0.9056 0.3125 0.116 Uiso 1 1 calc R B . H2 H 0.6871 0.8785 0.3533 0.117 Uiso 1 1 calc R . . H4 H 0.6871 0.6262 0.1302 0.115 Uiso 1 1 calc R . . H5 H 0.4827 0.6567 0.0968 0.113 Uiso 1 1 calc R . . H6A H 0.8763 0.6581 0.2412 0.141 Uiso 0.830(11) 1 calc PR B 3 H6B H 0.8831 0.7995 0.3268 0.141 Uiso 0.170(11) 1 calc PR B 4 H7A1 H 0.8813 0.8427 0.3832 0.19 Uiso 0.830(11) 1 calc PR B 3 H7A2 H 0.9927 0.7556 0.3575 0.19 Uiso 0.830(11) 1 calc PR B 3 H7B1 H 0.8633 0.6045 0.1908 0.19 Uiso 0.170(11) 1 calc PR B 4 H7B2 H 0.9875 0.6511 0.253 0.19 Uiso 0.170(11) 1 calc PR B 4 H8 H 0.0538 0.6955 0.0362 0.104 Uiso 1 1 calc R . . H9 H -0.1364 0.7396 -0.0334 0.112 Uiso 1 1 calc R . . H11 H -0.1262 1.0457 0.1299 0.111 Uiso 1 1 calc R . . H12 H 0.0653 0.9998 0.1938 0.104 Uiso 1 1 calc R . . H13A H -0.3005 1.0259 0.0446 0.111 Uiso 0.508(6) 1 calc PR A 1 H13B H -0.2994 0.8361 -0.0648 0.111 Uiso 0.492(6) 1 calc PR A 2 H14A H -0.311 0.8488 -0.1071 0.141 Uiso 0.508(6) 1 calc PR A 1 H14B H -0.4134 0.9509 -0.0922 0.141 Uiso 0.508(6) 1 calc PR A 1 H14C H -0.327 1.0552 0.0327 0.141 Uiso 0.492(6) 1 calc PR A 2 H14D H -0.4253 0.9899 -0.0489 0.141 Uiso 0.492(6) 1 calc PR A 2 N1 N 0.4634(3) 0.7834(3) 0.2012(3) 0.0889(9) Uani 1 1 d . B . N2 N 0.0818(3) 0.8436(3) 0.1207(3) 0.0788(8) Uani 1 1 d . . . N3 N 0.2467(4) 0.9985(4) 0.3895(4) 0.0999(10) Uani 1 1 d . . . O1 O 0.2778(5) 1.0484(4) 0.3093(4) 0.1503(15) Uani 1 1 d . . . O2 O 0.2150(5) 0.8940(4) 0.3764(4) 0.1641(18) Uani 1 1 d . . . O3 O 0.2373(5) 1.0607(5) 0.4645(3) 0.1665(18) Uani 1 1 d . . . Ag1 Ag 0.26881(3) 0.80823(4) 0.17399(3) 0.1100(2) 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 C1 0.070(3) 0.118(3) 0.101(3) 0.001(2) 0.004(2) -0.004(2) C2 0.073(3) 0.128(3) 0.089(3) 0.011(2) -0.006(2) -0.021(2) C3 0.062(2) 0.104(3) 0.091(2) 0.039(2) 0.0059(19) 0.000(2) C4 0.086(3) 0.100(3) 0.104(3) 0.018(2) 0.018(2) 0.009(2) C5 0.087(3) 0.104(3) 0.090(3) 0.012(2) -0.005(2) -0.011(2) C6A 0.069(3) 0.150(10) 0.134(5) 0.057(6) 0.008(3) 0.004(3) C6B 0.069(3) 0.150(10) 0.134(5) 0.057(6) 0.008(3) 0.004(3) C7A 0.068(4) 0.235(9) 0.164(7) 0.070(6) -0.031(4) -0.004(5) C7B 0.068(4) 0.235(9) 0.164(7) 0.070(6) -0.031(4) -0.004(5) C8 0.073(2) 0.084(2) 0.101(3) -0.011(2) 0.000(2) 0.0029(19) C9 0.072(3) 0.101(3) 0.105(3) -0.006(2) -0.007(2) -0.013(2) C10 0.066(2) 0.112(3) 0.097(3) 0.024(2) 0.0104(19) 0.004(2) C11 0.088(3) 0.094(3) 0.099(3) 0.009(2) 0.024(2) 0.027(2) C12 0.093(3) 0.087(2) 0.081(2) -0.0074(19) 0.004(2) -0.006(2) C13A 0.070(3) 0.073(7) 0.134(7) 0.014(5) 0.002(4) 0.007(5) C13B 0.070(3) 0.073(7) 0.134(7) 0.014(5) 0.002(4) 0.007(5) C14A 0.080(4) 0.123(7) 0.146(7) 0.012(4) -0.013(4) 0.016(4) C14B 0.080(4) 0.123(7) 0.146(7) 0.012(4) -0.013(4) 0.016(4) N1 0.0603(18) 0.111(2) 0.094(2) 0.0158(19) -0.0034(16) -0.0043(17) N2 0.0614(17) 0.0873(19) 0.0869(19) 0.0017(16) 0.0005(14) -0.0026(14) N3 0.096(3) 0.088(2) 0.111(3) -0.001(2) -0.017(2) 0.0045(19) O1 0.172(4) 0.140(3) 0.141(3) -0.002(3) 0.026(3) -0.019(3) O2 0.194(5) 0.101(3) 0.186(4) 0.014(3) -0.052(3) -0.017(3) O3 0.183(5) 0.199(4) 0.118(3) -0.046(3) 0.008(3) -0.033(3) Ag1 0.0581(2) 0.1470(4) 0.1220(4) 0.0319(2) -0.00964(19) -0.00526(16) #----------------------------------------------------------------------------# # 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 C1 H1 0.93 . ? C2 C1 1.346(7) . ? C2 H2 0.93 . ? C3 C2 1.372(7) . ? C3 C4 1.380(6) . ? C4 H4 0.93 . ? C5 C4 1.378(7) . ? C5 H5 0.93 . ? C6A C3 1.478(7) . ? C6A C7A 1.284(10) . ? C6A H6A 0.93 . ? C6B C3 1.5000(11) . ? C6B C7B 1.281(12) . ? C6B H6B 0.93 . ? C7A H7A1 0.93 . ? C7A H7A2 0.93 . ? C7B H7B1 0.93 . ? C7B H7B2 0.93 . ? C8 H8 0.93 . ? C9 C10 1.365(6) . ? C9 C8 1.364(6) . ? C9 H9 0.93 . ? C11 C10 1.358(6) . ? C11 H11 0.93 . ? C12 C11 1.359(6) . ? C12 H12 0.93 . ? C13A C10 1.501(11) . ? C13A C14A 1.282(9) . ? C13A H13A 0.93 . ? C13B C10 1.497(13) . ? C13B C14B 1.277(9) . ? C13B H13B 0.93 . ? C14A H14A 0.93 . ? C14A H14B 0.93 . ? C14B H14C 0.93 . ? C14B H14D 0.93 . ? N1 C1 1.339(6) . ? N1 C5 1.328(6) . ? N2 C12 1.341(5) . ? N2 C8 1.335(5) . ? N3 O1 1.240(6) . ? N3 O2 1.202(5) . ? N3 O3 1.191(6) . ? Ag1 N1 2.166(3) . ? Ag1 N2 2.157(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 C3 120.6(4) . . ? C1 C2 H2 119.7 . . ? C1 N1 Ag1 120.6(3) . . ? C2 C1 H1 118.2 . . ? C2 C3 C4 116.5(4) . . ? C2 C3 C6A 122.6(6) . . ? C2 C3 C6B 115(2) . . ? C3 C2 H2 119.7 . . ? C3 C4 H4 120.1 . . ? C3 C6A H6A 116.8 . . ? C3 C6B H6B 122.4 . . ? C4 C3 C6A 120.9(6) . . ? C4 C3 C6B 128(3) . . ? C4 C5 H5 118.5 . . ? C5 C4 C3 119.8(4) . . ? C5 C4 H4 120.1 . . ? C5 N1 Ag1 122.9(3) . . ? C5 N1 C1 116.4(4) . . ? C6A C7A H7A1 120 . . ? C6A C7A H7A2 120 . . ? C6B C7B H7B1 120 . . ? C6B C7B H7B2 120 . . ? C7A C6A C3 126.5(9) . . ? C7A C6A H6A 116.8 . . ? C7B C6B C3 115(4) . . ? C7B C6B H6B 122.4 . . ? C8 C9 C10 120.9(4) . . ? C8 C9 H9 119.5 . . ? C8 N2 Ag1 122.1(3) . . ? C8 N2 C12 115.9(3) . . ? C9 C10 C13A 135.8(6) . . ? C9 C10 C13B 107.6(5) . . ? C9 C8 H8 118.5 . . ? C10 C11 C12 121.4(4) . . ? C10 C11 H11 119.3 . . ? C10 C13A H13A 120.9 . . ? C10 C13B H13B 119.6 . . ? C10 C9 H9 119.5 . . ? C11 C10 C13A 108.2(5) . . ? C11 C10 C13B 136.4(5) . . ? C11 C10 C9 116.0(4) . . ? C11 C12 H12 118.6 . . ? C12 C11 H11 119.3 . . ? C12 N2 Ag1 121.9(3) . . ? C13A C14A H14A 120 . . ? C13A C14A H14B 120 . . ? C13B C14B H14C 120 . . ? C13B C14B H14D 120 . . ? C14A C13A C10 118.2(10) . . ? C14A C13A H13A 120.9 . . ? C14B C13B C10 120.8(12) . . ? C14B C13B H13B 119.6 . . ? H7A1 C7A H7A2 120 . . ? H7B1 C7B H7B2 120 . . ? H14A C14A H14B 120 . . ? H14C C14B H14D 120 . . ? N1 C1 C2 123.7(5) . . ? N1 C1 H1 118.2 . . ? N1 C5 C4 123.0(4) . . ? N1 C5 H5 118.5 . . ? N2 Ag1 N1 170.18(12) . . ? N2 C12 C11 122.8(4) . . ? N2 C12 H12 118.6 . . ? N2 C8 C9 123.0(4) . . ? N2 C8 H8 118.5 . . ? O2 N3 O1 113.5(5) . . ? O3 N3 O1 118.1(5) . . ? O3 N3 O2 127.6(6) . . ?