# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H8 Ag4 N4 O6 S2' _chemical_formula_weight 775.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.552(5) _cell_length_b 14.116(6) _cell_length_c 10.387(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.412(7) _cell_angle_gamma 90.00 _cell_volume 1683.2(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3306 _cell_measurement_theta_min 2.89 _cell_measurement_theta_max 27.36 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.061 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 4.871 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5925 _exptl_absorpt_correction_T_max 0.6416 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8105 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2965 _reflns_number_gt 2497 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker,2005)' _computing_cell_refinement 'APEX2 (Bruker,2005)' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0568P)^2^+0.5650P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2965 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.93091(4) 0.09422(4) 0.14935(5) 0.03934(16) Uani 1 1 d . . . Ag3 Ag 0.93322(5) -0.11854(4) 0.16150(5) 0.04883(18) Uani 1 1 d . . . Ag4 Ag 0.79134(5) -0.22883(4) 0.34586(5) 0.04690(18) Uani 1 1 d . . . Ag2 Ag 1.07698(5) 0.04300(5) 0.38432(5) 0.0555(2) Uani 1 1 d . . . S2 S 1.11872(13) 0.11698(10) 0.07755(14) 0.0314(3) Uani 1 1 d . . . S1 S 0.87326(13) -0.06260(10) 0.36690(13) 0.0303(3) Uani 1 1 d . . . N1 N 1.0886(5) -0.2706(4) 0.0642(5) 0.0365(12) Uani 1 1 d . . . N2 N 1.2035(5) -0.0134(3) 0.2505(5) 0.0330(11) Uani 1 1 d . . . O1 O 1.0072(5) -0.2851(4) 0.1344(6) 0.0634(15) Uani 1 1 d . . . N3 N 0.6490(5) -0.2507(4) 0.0850(5) 0.0419(13) Uani 1 1 d . . . N4 N 0.7648(4) 0.0797(3) 0.2298(5) 0.0311(11) Uani 1 1 d . . . O2 O 1.1149(5) -0.3352(4) -0.0035(6) 0.0727(17) Uani 1 1 d . . . C1 C 0.7531(5) 0.0141(4) 0.3205(6) 0.0288(13) Uani 1 1 d . . . C7 C 1.3131(6) 0.0066(4) 0.0712(6) 0.0387(15) Uani 1 1 d . . . H7 H 1.3226 0.0372 0.0000 0.046 Uiso 1 1 d . . . O3 O 1.1326(6) -0.1915(4) 0.0623(6) 0.0702(17) Uani 1 1 d . . . C6 C 1.2197(5) 0.0285(4) 0.1381(5) 0.0291(13) Uani 1 1 d . . . O5 O 0.6361(6) -0.1860(4) 0.1622(6) 0.0729(17) Uani 1 1 d . . . C10 C 1.2810(6) -0.0806(4) 0.2958(6) 0.0410(15) Uani 1 1 d . . . H10 H 1.2694 -0.1117 0.3723 0.049 Uiso 1 1 calc R . . C2 C 0.6518(6) 0.0062(5) 0.3797(6) 0.0395(15) Uani 1 1 d . . . H2 H 0.6447 0.0000 0.4421 0.046 Uiso 1 1 d . . . O6 O 0.6022(6) -0.2517(5) -0.0246(5) 0.082(2) Uani 1 1 d . . . O4 O 0.7132(7) -0.3153(5) 0.1216(7) 0.104(3) Uani 1 1 d . . . C5 C 0.6770(6) 0.1396(5) 0.1966(7) 0.0431(16) Uani 1 1 d . . . H5 H 0.6846 0.1850 0.1338 0.052 Uiso 1 1 d . . . C8 C 1.3923(6) -0.0606(5) 0.1191(7) 0.0479(17) Uani 1 1 d . . . H8 H 1.4556 -0.0759 0.0752 0.057 Uiso 1 1 calc R . . C3 C 0.5622(6) 0.0689(5) 0.3463(7) 0.0472(17) Uani 1 1 d . . . H3 H 0.4942 0.0653 0.3857 0.057 Uiso 1 1 d . . . C4 C 0.5744(6) 0.1366(5) 0.2528(7) 0.0494(17) Uani 1 1 d . . . H4 H 0.5151 0.1795 0.2285 0.059 Uiso 1 1 d . . . C9 C 1.3756(6) -0.1051(5) 0.2347(7) 0.0478(17) Uani 1 1 d . . . H9 H 1.4278 -0.1508 0.2700 0.057 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0397(3) 0.0385(3) 0.0418(3) 0.0094(2) 0.0133(2) 0.0011(2) Ag3 0.0709(4) 0.0420(3) 0.0367(3) -0.0034(2) 0.0200(3) 0.0115(3) Ag4 0.0563(4) 0.0302(3) 0.0549(3) 0.0065(2) 0.0096(3) 0.0004(2) Ag2 0.0546(4) 0.0821(4) 0.0311(3) 0.0042(3) 0.0104(2) 0.0156(3) S2 0.0374(8) 0.0270(7) 0.0312(7) -0.0001(6) 0.0094(6) -0.0002(6) S1 0.0361(8) 0.0275(7) 0.0273(7) -0.0003(6) 0.0032(6) 0.0037(6) N1 0.042(3) 0.032(3) 0.035(3) 0.008(2) 0.006(2) 0.006(2) N2 0.040(3) 0.028(3) 0.031(3) 0.004(2) 0.008(2) -0.005(2) O1 0.069(4) 0.059(3) 0.068(3) 0.021(3) 0.030(3) 0.017(3) N3 0.048(3) 0.044(3) 0.035(3) 0.004(3) 0.011(3) -0.002(3) N4 0.031(3) 0.027(3) 0.035(3) 0.004(2) 0.007(2) 0.003(2) O2 0.092(4) 0.056(4) 0.074(4) -0.018(3) 0.023(3) 0.015(3) C1 0.031(3) 0.025(3) 0.030(3) -0.006(2) 0.003(3) 0.001(2) C7 0.045(4) 0.037(4) 0.036(3) 0.002(3) 0.013(3) -0.001(3) O3 0.086(4) 0.043(3) 0.076(4) 0.014(3) -0.018(3) -0.028(3) C6 0.036(3) 0.021(3) 0.030(3) -0.006(2) 0.004(3) -0.004(2) O5 0.079(4) 0.064(4) 0.074(4) -0.019(3) 0.000(3) 0.019(3) C10 0.049(4) 0.032(3) 0.042(4) 0.005(3) 0.004(3) -0.003(3) C2 0.041(4) 0.041(4) 0.038(4) 0.000(3) 0.014(3) 0.004(3) O6 0.095(5) 0.106(5) 0.041(3) 0.010(3) -0.017(3) -0.016(4) O4 0.107(6) 0.093(5) 0.106(5) -0.021(4) -0.020(4) 0.064(4) C5 0.051(4) 0.027(3) 0.051(4) 0.005(3) 0.003(3) 0.006(3) C8 0.042(4) 0.046(4) 0.057(4) -0.007(3) 0.010(3) 0.003(3) C3 0.033(4) 0.045(4) 0.067(5) -0.004(3) 0.019(3) 0.001(3) C4 0.038(4) 0.047(4) 0.063(5) 0.002(4) 0.004(3) 0.013(3) C9 0.052(4) 0.035(4) 0.056(4) 0.007(3) 0.004(4) 0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N4 2.187(5) . ? Ag1 S2 2.3934(18) . ? Ag1 Ag2 2.8995(11) . ? Ag1 Ag3 3.0059(15) . ? Ag3 S1 2.4464(16) . ? Ag3 S2 2.4886(18) 3_755 ? Ag3 O1 2.528(5) . ? Ag3 Ag4 3.0787(11) . ? Ag4 S2 2.5030(18) 2_745 ? Ag4 S1 2.5305(18) . ? Ag4 O5 2.541(6) . ? Ag2 N2 2.270(5) . ? Ag2 S1 2.5986(17) 3_756 ? Ag2 S1 2.7745(19) . ? Ag2 Ag2 3.3714(15) 3_756 ? S2 C6 1.775(6) . ? S2 Ag3 2.4886(18) 3_755 ? S2 Ag4 2.5030(18) 2_755 ? S1 C1 1.783(6) . ? S1 Ag2 2.5986(17) 3_756 ? N1 O2 1.211(7) . ? N1 O3 1.227(7) . ? N1 O1 1.269(7) . ? N2 C6 1.341(7) . ? N2 C10 1.352(8) . ? N3 O6 1.204(7) . ? N3 O4 1.210(8) . ? N3 O5 1.236(8) . ? N4 C5 1.335(8) . ? N4 C1 1.339(7) . ? C1 C2 1.386(9) . ? C7 C8 1.372(10) . ? C7 C6 1.382(9) . ? C10 C9 1.368(10) . ? C2 C3 1.377(10) . ? C5 C4 1.380(10) . ? C8 C9 1.387(10) . ? C3 C4 1.381(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Ag1 S2 175.20(13) . . ? N4 Ag1 Ag2 96.20(13) . . ? S2 Ag1 Ag2 80.40(5) . . ? N4 Ag1 Ag3 83.95(12) . . ? S2 Ag1 Ag3 98.23(4) . . ? Ag2 Ag1 Ag3 73.38(2) . . ? S1 Ag3 S2 143.81(6) . 3_755 ? S1 Ag3 O1 121.97(13) . . ? S2 Ag3 O1 86.78(14) 3_755 . ? S1 Ag3 Ag1 73.27(4) . . ? S2 Ag3 Ag1 87.09(4) 3_755 . ? O1 Ag3 Ag1 157.83(13) . . ? S1 Ag3 Ag4 53.03(4) . . ? S2 Ag3 Ag4 122.63(5) 3_755 . ? O1 Ag3 Ag4 78.98(12) . . ? Ag1 Ag3 Ag4 121.91(2) . . ? S2 Ag4 S1 129.87(6) 2_745 . ? S2 Ag4 O5 132.72(14) 2_745 . ? S1 Ag4 O5 94.03(15) . . ? S2 Ag4 Ag3 113.99(5) 2_745 . ? S1 Ag4 Ag3 50.57(4) . . ? O5 Ag4 Ag3 78.06(16) . . ? N2 Ag2 S1 124.05(14) . 3_756 ? N2 Ag2 S1 111.78(13) . . ? S1 Ag2 S1 102.35(4) 3_756 . ? N2 Ag2 Ag1 85.76(14) . . ? S1 Ag2 Ag1 148.63(4) 3_756 . ? S1 Ag2 Ag1 70.69(4) . . ? N2 Ag2 Ag2 137.48(12) . 3_756 ? S1 Ag2 Ag2 53.51(4) 3_756 3_756 ? S1 Ag2 Ag2 48.85(4) . 3_756 ? Ag1 Ag2 Ag2 112.71(4) . 3_756 ? C6 S2 Ag1 112.2(2) . . ? C6 S2 Ag3 115.82(19) . 3_755 ? Ag1 S2 Ag3 100.73(6) . 3_755 ? C6 S2 Ag4 105.43(19) . 2_755 ? Ag1 S2 Ag4 112.10(6) . 2_755 ? Ag3 S2 Ag4 110.78(6) 3_755 2_755 ? C1 S1 Ag3 104.35(19) . . ? C1 S1 Ag4 105.5(2) . . ? Ag3 S1 Ag4 76.41(5) . . ? C1 S1 Ag2 106.44(19) . 3_756 ? Ag3 S1 Ag2 148.08(7) . 3_756 ? Ag4 S1 Ag2 102.93(5) . 3_756 ? C1 S1 Ag2 108.7(2) . . ? Ag3 S1 Ag2 84.81(5) . . ? Ag4 S1 Ag2 144.11(6) . . ? Ag2 S1 Ag2 77.65(4) 3_756 . ? O2 N1 O3 122.9(6) . . ? O2 N1 O1 117.5(6) . . ? O3 N1 O1 119.4(6) . . ? C6 N2 C10 117.5(5) . . ? C6 N2 Ag2 122.7(4) . . ? C10 N2 Ag2 118.6(4) . . ? N1 O1 Ag3 101.2(4) . . ? O6 N3 O4 119.0(7) . . ? O6 N3 O5 123.2(7) . . ? O4 N3 O5 117.8(6) . . ? C5 N4 C1 119.2(5) . . ? C5 N4 Ag1 121.0(4) . . ? C1 N4 Ag1 119.7(4) . . ? N4 C1 C2 121.6(5) . . ? N4 C1 S1 118.3(4) . . ? C2 C1 S1 120.1(5) . . ? C8 C7 C6 119.9(6) . . ? N2 C6 C7 122.1(6) . . ? N2 C6 S2 118.0(4) . . ? C7 C6 S2 119.9(5) . . ? N3 O5 Ag4 100.7(4) . . ? N2 C10 C9 123.2(6) . . ? C3 C2 C1 119.0(6) . . ? N4 C5 C4 122.3(6) . . ? C7 C8 C9 118.4(6) . . ? C2 C3 C4 119.3(6) . . ? C5 C4 C3 118.6(6) . . ? C10 C9 C8 118.9(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.084 _refine_diff_density_min -1.160 _refine_diff_density_rms 0.332 _database_code_depnum_ccdc_archive 'CCDC 937450' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_test _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H8 Ag3 Cl N2 O4 S2' _chemical_formula_weight 643.36 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' Ag Ag -0.8971 1.1015 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.0593(19) _cell_length_b 23.506(5) _cell_length_c 7.2278(14) _cell_angle_alpha 90.00 _cell_angle_beta 116.631(3) _cell_angle_gamma 90.00 _cell_volume 1527.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod-like _exptl_crystal_colour gray _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.797 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 4.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5667 _exptl_absorpt_correction_T_max 0.6747 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4350 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.37 _reflns_number_total 1697 _reflns_number_gt 1379 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker,2005)' _computing_cell_refinement 'APEX2 (Bruker,2005)' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0343P)^2^+1.5287P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1697 _refine_ls_number_parameters 101 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0782 _refine_ls_wR_factor_gt 0.0722 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.37146(4) 0.466625(14) 0.34763(5) 0.04704(14) Uani 1 1 d . . . Ag2 Ag 0.0000 0.54882(2) 0.2500 0.05441(18) Uani 1 2 d S . . Cl1 Cl 0.0000 0.38745(6) 0.2500 0.0393(3) Uani 1 2 d S . . S2 S 0.26465(10) 0.54722(4) 0.45159(15) 0.0337(2) Uani 1 1 d . . . N4 N 0.5049(3) 0.38701(13) 0.4815(5) 0.0332(7) Uani 1 1 d . . . C1 C 0.6535(4) 0.38707(15) 0.5605(5) 0.0297(8) Uani 1 1 d . . . C2 C 0.4348(5) 0.33647(18) 0.4687(6) 0.0423(10) Uani 1 1 d . . . H2 H 0.3317 0.3362 0.4143 0.051 Uiso 1 1 calc R . . C3 C 0.5103(5) 0.28600(18) 0.5330(6) 0.0446(10) Uani 1 1 d . . . H3 H 0.4594 0.2520 0.5193 0.053 Uiso 1 1 calc R . . C4 C 0.6644(5) 0.28685(18) 0.6189(6) 0.0446(10) Uani 1 1 d . . . H4 H 0.7185 0.2534 0.6667 0.054 Uiso 1 1 calc R . . C5 C 0.7366(4) 0.33763(17) 0.6328(6) 0.0406(9) Uani 1 1 d . . . H5 H 0.8398 0.3388 0.6899 0.049 Uiso 1 1 calc R . . O0AA O -0.0610(5) 0.35289(18) 0.3537(7) 0.0852(12) Uani 1 1 d . . . O1AA O 0.1150(5) 0.42196(18) 0.3976(6) 0.0858(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 Ag1 0.0329(2) 0.0341(2) 0.0621(2) -0.00889(14) 0.01053(16) 0.00564(13) Ag2 0.0232(2) 0.0536(3) 0.0688(4) 0.000 0.0049(2) 0.000 Cl1 0.0329(7) 0.0316(7) 0.0507(8) 0.000 0.0165(6) 0.000 S2 0.0228(5) 0.0287(5) 0.0422(5) -0.0028(4) 0.0080(4) 0.0010(3) N4 0.0263(16) 0.0293(17) 0.0384(17) -0.0004(13) 0.0096(13) 0.0005(13) C1 0.0256(18) 0.0316(19) 0.0270(18) -0.0005(14) 0.0074(14) 0.0039(15) C2 0.030(2) 0.042(2) 0.048(2) 0.0014(18) 0.0102(18) -0.0052(17) C3 0.049(3) 0.032(2) 0.047(2) 0.0002(18) 0.016(2) -0.0065(19) C4 0.048(2) 0.032(2) 0.046(2) 0.0090(18) 0.014(2) 0.0104(19) C5 0.029(2) 0.039(2) 0.045(2) 0.0067(18) 0.0097(17) 0.0087(17) O0AA 0.065(2) 0.082(3) 0.107(3) 0.031(2) 0.038(2) -0.013(2) O1AA 0.093(3) 0.082(3) 0.079(3) -0.029(2) 0.036(2) -0.046(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N4 2.253(3) . ? Ag1 S2 2.4559(10) . ? Ag1 S2 2.5878(11) 6_565 ? Ag1 Ag1 2.9824(7) 5_666 ? Ag2 S2 2.3946(10) 2 ? Ag2 S2 2.3946(10) . ? Cl1 O0AA 1.418(4) . ? Cl1 O0AA 1.418(4) 2 ? Cl1 O1AA 1.424(4) . ? Cl1 O1AA 1.424(4) 2 ? S2 C1 1.771(4) 5_666 ? S2 Ag1 2.5878(11) 6_566 ? N4 C1 1.340(5) . ? N4 C2 1.363(5) . ? C1 C5 1.390(5) . ? C1 S2 1.771(4) 5_666 ? C2 C3 1.373(6) . ? C2 H2 0.9300 . ? C3 C4 1.388(6) . ? C3 H3 0.9300 . ? C4 C5 1.377(6) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Ag1 S2 140.12(8) . . ? N4 Ag1 S2 104.04(8) . 6_565 ? S2 Ag1 S2 114.44(3) . 6_565 ? N4 Ag1 Ag1 88.13(8) . 5_666 ? S2 Ag1 Ag1 73.84(3) . 5_666 ? S2 Ag1 Ag1 132.51(3) 6_565 5_666 ? S2 Ag2 S2 178.19(5) 2 . ? O0AA Cl1 O0AA 110.1(4) . 2 ? O0AA Cl1 O1AA 109.2(2) . . ? O0AA Cl1 O1AA 108.9(3) 2 . ? O0AA Cl1 O1AA 108.9(3) . 2 ? O0AA Cl1 O1AA 109.2(2) 2 2 ? O1AA Cl1 O1AA 110.6(4) . 2 ? C1 S2 Ag2 111.78(12) 5_666 . ? C1 S2 Ag1 112.38(13) 5_666 . ? Ag2 S2 Ag1 110.21(4) . . ? C1 S2 Ag1 101.10(12) 5_666 6_566 ? Ag2 S2 Ag1 118.17(4) . 6_566 ? Ag1 S2 Ag1 102.70(4) . 6_566 ? C1 N4 C2 118.3(3) . . ? C1 N4 Ag1 121.2(2) . . ? C2 N4 Ag1 120.3(3) . . ? N4 C1 C5 121.8(4) . . ? N4 C1 S2 115.8(3) . 5_666 ? C5 C1 S2 122.2(3) . 5_666 ? N4 C2 C3 122.6(4) . . ? N4 C2 H2 118.7 . . ? C3 C2 H2 118.7 . . ? C2 C3 C4 118.5(4) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C1 119.2(4) . . ? C4 C5 H5 120.4 . . ? C1 C5 H5 120.4 . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.37 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.085 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.108 _database_code_depnum_ccdc_archive 'CCDC 937451'