# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef 'Triflate Fullcif files.cif' _publ_contact_author 'Hanton, Lyall R.' _publ_contact_author_email lhanton@Chemistry.otago.ac.nz _publ_author_address ; Department of Chemistry University of Otago PO Box 56 Dunedin New Zealand ; _publ_section_title ; ; _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year ? _ccdc_journal_depnumber ? _audit_creation_method SHELXL-97 _publ_contact_author_name 'Hanton, Lyall R.' loop_ _publ_author_name V.J.Argyle L.M.Woods L.R.Hanton Marina.Roxburgh data_lmw056_l1_6_ligandL44.2H20 _database_code_depnum_ccdc_archive 'CCDC 899902' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H13 N3 O3' _chemical_formula_weight 235.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 4.0517(4) _cell_length_b 13.9045(14) _cell_length_c 10.2601(11) _cell_angle_alpha 90.00 _cell_angle_beta 94.720(4) _cell_angle_gamma 90.00 _cell_volume 576.06(10) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 3395 _cell_measurement_theta_min 4.932 _cell_measurement_theta_max 57.435 _exptl_crystal_description rhomb _exptl_crystal_colour colourless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 248 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6345 _exptl_absorpt_correction_T_max 0.7458 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(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 2430 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 26.39 _reflns_number_total 2430 _reflns_number_gt 2289 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0657P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(12) _refine_ls_number_reflns 2430 _refine_ls_number_parameters 155 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0995 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.028 _refine_ls_shift/su_mean 0.003 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 C6 C 0.1917(4) 0.60228(13) 0.8847(2) 0.0159(4) Uani 1 1 d . . . C3 C 0.2620(4) 0.51854(14) 0.8021(2) 0.0149(4) Uani 1 1 d . . . C7 C 0.1935(4) 0.70256(14) 0.8316(2) 0.0160(4) Uani 1 1 d . . . C2 C 0.1892(5) 0.42488(13) 0.8403(2) 0.0177(4) Uani 1 1 d . . . H2 H 0.0869 0.4137 0.9189 0.021 Uiso 1 1 calc R . . C9 C 0.0281(5) 0.81802(16) 0.6654(2) 0.0195(4) Uani 1 1 d . . . H9 H -0.0855 0.8316 0.5827 0.023 Uiso 1 1 calc R . . C8 C 0.0323(4) 0.72410(14) 0.7101(2) 0.0172(4) Uani 1 1 d . . . H8 H -0.0740 0.6747 0.6582 0.021 Uiso 1 1 calc R . . C10 C 0.3547(5) 0.77769(15) 0.9008(2) 0.0185(4) Uani 1 1 d . . . H10 H 0.4739 0.7660 0.9830 0.022 Uiso 1 1 calc R . . C5 C 0.4751(4) 0.44811(16) 0.6127(2) 0.0195(4) Uani 1 1 d . . . H5 H 0.5749 0.4568 0.5329 0.023 Uiso 1 1 calc R . . C4 C 0.4056(5) 0.52918(15) 0.6840(2) 0.0161(4) Uani 1 1 d . . . H4 H 0.4552 0.5914 0.6527 0.019 Uiso 1 1 calc R . . C1 C 0.2681(5) 0.34889(14) 0.7619(2) 0.0203(4) Uani 1 1 d . . . H1 H 0.2181 0.2857 0.7897 0.024 Uiso 1 1 calc R . . C11 C 0.3391(5) 0.86922(14) 0.8488(2) 0.0196(4) Uani 1 1 d . . . H11 H 0.4491 0.9196 0.8974 0.024 Uiso 1 1 calc R . . N2 N 0.1289(4) 0.57999(12) 1.00271(17) 0.0205(4) Uani 1 1 d . . . N1 N 0.4102(4) 0.35839(12) 0.64944(17) 0.0201(4) Uani 1 1 d . . . N3 N 0.1770(4) 0.89100(12) 0.73315(18) 0.0213(4) Uani 1 1 d . . . O1 O 0.0559(4) 0.65821(10) 1.07909(14) 0.0268(4) Uani 1 1 d . . . H1X H 0.0273 0.6298 1.1617 0.032 Uiso 1 1 d . . . O10 O 0.4975(3) 0.17137(10) 0.55700(13) 0.0215(3) Uani 1 1 d . . . H10X H 0.6647 0.1493 0.5961 0.026 Uiso 1 1 d . . . H10Y H 0.5138 0.2352 0.5763 0.026 Uiso 1 1 d . . . O20 O 0.9596(3) 0.58335(11) 0.31040(14) 0.0214(3) Uani 1 1 d . . . H20X H 0.7969 0.6125 0.3518 0.026 Uiso 1 1 d . . . H20Y H 0.9101 0.5260 0.3065 0.026 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C6 0.0163(9) 0.0149(10) 0.0161(10) 0.0000(8) -0.0004(7) 0.0000(8) C3 0.0132(8) 0.0140(9) 0.0171(10) 0.0019(8) -0.0021(8) 0.0015(8) C7 0.0150(9) 0.0158(9) 0.0176(10) 0.0003(8) 0.0035(8) 0.0019(7) C2 0.0221(9) 0.0153(10) 0.0151(10) 0.0023(8) -0.0011(8) -0.0018(8) C9 0.0202(10) 0.0191(10) 0.0192(11) 0.0020(8) 0.0014(9) 0.0020(8) C8 0.0170(9) 0.0165(10) 0.0179(10) -0.0004(8) 0.0011(8) -0.0013(7) C10 0.0212(9) 0.0178(10) 0.0161(10) -0.0009(9) -0.0009(8) 0.0003(8) C5 0.0216(9) 0.0200(10) 0.0170(10) -0.0005(9) 0.0008(8) 0.0017(9) C4 0.0172(9) 0.0139(9) 0.0170(10) 0.0017(8) 0.0006(8) -0.0020(7) C1 0.0294(10) 0.0124(11) 0.0185(10) 0.0009(8) -0.0023(9) -0.0019(8) C11 0.0245(10) 0.0157(10) 0.0185(10) -0.0029(8) 0.0010(8) -0.0019(8) N2 0.0276(8) 0.0160(9) 0.0182(8) -0.0027(8) 0.0031(7) 0.0022(7) N1 0.0253(9) 0.0158(9) 0.0185(9) -0.0004(8) -0.0027(7) 0.0003(7) N3 0.0240(8) 0.0170(9) 0.0232(9) 0.0017(7) 0.0032(7) 0.0001(7) O1 0.0457(9) 0.0174(8) 0.0189(7) -0.0013(6) 0.0121(7) 0.0046(7) O10 0.0250(7) 0.0171(8) 0.0225(8) -0.0015(6) 0.0012(6) 0.0015(6) O20 0.0296(7) 0.0137(7) 0.0217(7) -0.0021(6) 0.0064(6) -0.0027(6) _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 C6 N2 1.295(3) . ? C6 C3 1.481(3) . ? C6 C7 1.497(3) . ? C3 C4 1.395(3) . ? C3 C2 1.398(3) . ? C7 C8 1.392(3) . ? C7 C10 1.395(3) . ? C2 C1 1.381(3) . ? C9 N3 1.345(3) . ? C9 C8 1.384(3) . ? C10 C11 1.380(3) . ? C5 N1 1.336(3) . ? C5 C4 1.385(3) . ? C1 N1 1.338(3) . ? C11 N3 1.342(3) . ? N2 O1 1.387(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C6 C3 114.11(17) . . ? N2 C6 C7 124.77(17) . . ? C3 C6 C7 121.12(17) . . ? C4 C3 C2 117.05(18) . . ? C4 C3 C6 121.82(18) . . ? C2 C3 C6 121.13(17) . . ? C8 C7 C10 117.43(18) . . ? C8 C7 C6 120.70(17) . . ? C10 C7 C6 121.87(18) . . ? C1 C2 C3 119.03(18) . . ? N3 C9 C8 123.21(19) . . ? C9 C8 C7 119.49(18) . . ? C11 C10 C7 119.26(18) . . ? N1 C5 C4 123.88(18) . . ? C5 C4 C3 119.35(19) . . ? N1 C1 C2 124.28(18) . . ? N3 C11 C10 123.63(19) . . ? C6 N2 O1 114.08(16) . . ? C5 N1 C1 116.40(17) . . ? C11 N3 C9 116.93(18) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.187 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.055 #===END data_va17_Ligand1 _database_code_depnum_ccdc_archive 'CCDC 899903' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 N2 O' _chemical_formula_weight 184.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 21.0949(17) _cell_length_b 10.5185(8) _cell_length_c 3.8315(4) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_volume 850.16(13) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4693 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 31.35 _exptl_crystal_description Plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7976 _exptl_absorpt_correction_T_max 0.8343 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7927 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -2 _diffrn_reflns_limit_l_max 4 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 25.99 _reflns_number_total 1360 _reflns_number_gt 1301 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0350P)^2^+0.2309P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1360 _refine_ls_number_parameters 127 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.35523(7) 0.23738(14) -0.0137(5) 0.0164(4) Uani 1 1 d . . . C2 C 0.30404(8) 0.29807(16) -0.1743(5) 0.0192(4) Uani 1 1 d . . . H2 H 0.3081 0.3842 -0.2247 0.023 Uiso 1 1 calc R . . C3 C 0.24533(8) 0.11585(17) -0.1837(5) 0.0205(4) Uani 1 1 d . . . H3 H 0.2079 0.0738 -0.2387 0.025 Uiso 1 1 calc R . . C4 C 0.29342(7) 0.04678(15) -0.0278(5) 0.0188(4) Uani 1 1 d . . . H4 H 0.2883 -0.0395 0.0170 0.023 Uiso 1 1 calc R . . C5 C 0.34954(8) 0.10809(14) 0.0610(5) 0.0177(4) Uani 1 1 d . . . H5 H 0.3825 0.0640 0.1676 0.021 Uiso 1 1 calc R . . C6 C 0.41053(7) 0.31857(14) 0.0866(5) 0.0176(4) Uani 1 1 d . . . C7 C 0.47697(7) 0.26847(14) 0.0819(5) 0.0162(4) Uani 1 1 d . . . C8 C 0.49437(7) 0.15329(15) -0.0733(5) 0.0169(4) Uani 1 1 d . . . H8 H 0.4628 0.1041 -0.1760 0.020 Uiso 1 1 calc R . . C9 C 0.59891(8) 0.18393(15) 0.0623(5) 0.0211(4) Uani 1 1 d . . . H9 H 0.6406 0.1555 0.0577 0.025 Uiso 1 1 calc R . . C10 C 0.58661(8) 0.30047(15) 0.2181(6) 0.0208(4) Uani 1 1 d . . . H10 H 0.6193 0.3489 0.3119 0.025 Uiso 1 1 calc R . . C11 C 0.52479(8) 0.34280(14) 0.2306(5) 0.0184(4) Uani 1 1 d . . . H11 H 0.5150 0.4199 0.3367 0.022 Uiso 1 1 calc R . . N1 N 0.24972(6) 0.24088(12) -0.2605(4) 0.0209(3) Uani 1 1 d . . . N2 N 0.55434(6) 0.10991(13) -0.0819(4) 0.0201(4) Uani 1 1 d . . . O1 O 0.40103(5) 0.42971(10) 0.1697(4) 0.0248(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 0.0174(8) 0.0170(8) 0.0148(9) 0.0009(7) 0.0019(7) 0.0020(6) C2 0.0222(8) 0.0156(8) 0.0198(10) 0.0006(7) 0.0027(7) 0.0035(7) C3 0.0184(8) 0.0230(9) 0.0201(10) -0.0028(7) 0.0026(7) -0.0015(7) C4 0.0206(8) 0.0149(7) 0.0210(10) 0.0001(7) 0.0050(7) 0.0001(6) C5 0.0190(8) 0.0163(7) 0.0178(10) 0.0008(7) 0.0019(7) 0.0029(6) C6 0.0224(8) 0.0141(7) 0.0161(9) 0.0032(7) 0.0015(7) 0.0012(6) C7 0.0194(8) 0.0136(7) 0.0156(9) 0.0031(7) 0.0011(7) -0.0012(6) C8 0.0186(8) 0.0146(7) 0.0175(9) 0.0021(7) 0.0015(8) -0.0020(6) C9 0.0183(8) 0.0197(8) 0.0252(10) 0.0054(8) 0.0004(8) 0.0010(6) C10 0.0219(8) 0.0201(8) 0.0202(10) 0.0032(8) -0.0028(8) -0.0052(6) C11 0.0255(8) 0.0137(7) 0.0159(10) 0.0014(7) 0.0001(8) -0.0014(6) N1 0.0197(7) 0.0200(7) 0.0230(9) 0.0014(7) 0.0005(7) 0.0030(5) N2 0.0197(7) 0.0164(7) 0.0242(10) 0.0018(6) 0.0038(7) -0.0002(6) O1 0.0239(6) 0.0150(6) 0.0356(9) -0.0045(6) 0.0014(6) 0.0008(4) _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 C5 1.395(2) . ? C1 C2 1.397(2) . ? C1 C6 1.496(2) . ? C2 N1 1.336(2) . ? C3 N1 1.351(2) . ? C3 C4 1.384(2) . ? C4 C5 1.390(2) . ? C6 O1 1.228(2) . ? C6 C7 1.498(2) . ? C7 C11 1.398(2) . ? C7 C8 1.399(2) . ? C8 N2 1.345(2) . ? C9 N2 1.340(2) . ? C9 C10 1.388(3) . ? C10 C11 1.379(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 C1 C2 118.00(15) . . ? C5 C1 C6 124.81(14) . . ? C2 C1 C6 117.06(14) . . ? N1 C2 C1 124.48(15) . . ? N1 C3 C4 123.72(15) . . ? C3 C4 C5 119.11(15) . . ? C4 C5 C1 118.36(15) . . ? O1 C6 C1 118.87(14) . . ? O1 C6 C7 119.39(14) . . ? C1 C6 C7 121.73(13) . . ? C11 C7 C8 117.94(14) . . ? C11 C7 C6 118.28(14) . . ? C8 C7 C6 123.74(14) . . ? N2 C8 C7 123.43(15) . . ? N2 C9 C10 124.01(15) . . ? C11 C10 C9 118.49(16) . . ? C10 C11 C7 119.19(15) . . ? C2 N1 C3 116.32(14) . . ? C9 N2 C8 116.92(14) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.145 _refine_diff_density_min -0.166 _refine_diff_density_rms 0.037 #===END data_va47_Ligand33 _database_code_depnum_ccdc_archive 'CCDC 899904' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H9 N3 O' _chemical_formula_weight 199.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 11.4954(17) _cell_length_b 10.6744(17) _cell_length_c 15.506(3) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_volume 1902.5(6) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 3775 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 26.49 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7143 _exptl_absorpt_correction_T_max 0.9963 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6102 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.70 _diffrn_reflns_theta_max 25.50 _reflns_number_total 1708 _reflns_number_gt 1394 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0486P)^2^+0.6093P] 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 1708 _refine_ls_number_parameters 139 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.38434(13) -0.27000(15) 0.24604(10) 0.0213(4) Uani 1 1 d . . . H1 H 0.3891 -0.3371 0.2079 0.026 Uiso 1 1 calc R . . C2 C 0.48681(13) -0.21705(14) 0.27486(10) 0.0199(4) Uani 1 1 d . . . H2 H 0.5582 -0.2475 0.2561 0.024 Uiso 1 1 calc R . . C3 C 0.48141(13) -0.11828(15) 0.33194(9) 0.0191(4) Uani 1 1 d . . . H3 H 0.5492 -0.0820 0.3530 0.023 Uiso 1 1 calc R . . C4 C 0.37252(12) -0.07330(14) 0.35774(9) 0.0164(4) Uani 1 1 d . . . C5 C 0.27468(13) -0.13369(15) 0.32452(10) 0.0190(4) Uani 1 1 d . . . H5 H 0.2020 -0.1047 0.3416 0.023 Uiso 1 1 calc R . . C6 C 0.35876(12) 0.03249(14) 0.41822(9) 0.0165(3) Uani 1 1 d . . . C7 C 0.26391(12) 0.02719(13) 0.48364(9) 0.0156(3) Uani 1 1 d . . . C8 C 0.26423(13) -0.06533(14) 0.54600(10) 0.0191(4) Uani 1 1 d . . . H8 H 0.3226 -0.1256 0.5465 0.023 Uiso 1 1 calc R . . C9 C 0.17755(14) -0.06774(15) 0.60747(10) 0.0215(4) Uani 1 1 d . . . H9 H 0.1769 -0.1289 0.6502 0.026 Uiso 1 1 calc R . . C10 C 0.09178(14) 0.02264(15) 0.60417(10) 0.0211(4) Uani 1 1 d . . . H10 H 0.0332 0.0207 0.6455 0.025 Uiso 1 1 calc R . . C11 C 0.17409(13) 0.11419(14) 0.48564(10) 0.0195(4) Uani 1 1 d . . . H11 H 0.1731 0.1768 0.4439 0.023 Uiso 1 1 calc R . . N1 N 0.27825(11) -0.23032(13) 0.26978(8) 0.0221(3) Uani 1 1 d . . . N2 N 0.08894(11) 0.11275(12) 0.54444(8) 0.0210(3) Uani 1 1 d . . . N3 N 0.43415(11) 0.12190(12) 0.41204(8) 0.0198(3) Uani 1 1 d . . . O1 O 0.41458(10) 0.21456(11) 0.47336(7) 0.0242(3) Uani 1 1 d . . . H1A H 0.4761(17) 0.2745(19) 0.4624(11) 0.036 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0238(9) 0.0206(9) 0.0194(8) -0.0022(7) 0.0023(6) 0.0020(6) C2 0.0171(9) 0.0226(9) 0.0202(8) 0.0034(7) 0.0027(6) 0.0057(6) C3 0.0141(8) 0.0230(9) 0.0201(8) 0.0061(7) -0.0009(6) -0.0023(6) C4 0.0172(8) 0.0167(8) 0.0154(8) 0.0051(7) 0.0004(6) -0.0012(6) C5 0.0144(8) 0.0233(9) 0.0194(8) -0.0002(7) 0.0024(6) 0.0009(6) C6 0.0147(8) 0.0164(8) 0.0185(8) 0.0031(6) -0.0027(6) -0.0006(6) C7 0.0157(8) 0.0123(7) 0.0189(8) -0.0024(6) -0.0036(6) -0.0028(6) C8 0.0189(9) 0.0158(8) 0.0226(8) -0.0012(7) -0.0012(6) 0.0018(6) C9 0.0241(9) 0.0196(9) 0.0208(8) 0.0026(7) 0.0009(7) -0.0014(7) C10 0.0195(9) 0.0235(9) 0.0204(8) -0.0048(7) 0.0036(6) -0.0021(7) C11 0.0208(9) 0.0160(8) 0.0217(8) 0.0001(7) -0.0027(7) -0.0004(6) N1 0.0194(8) 0.0249(8) 0.0220(7) -0.0036(6) 0.0016(5) -0.0005(5) N2 0.0202(7) 0.0181(7) 0.0246(7) -0.0028(6) -0.0003(6) 0.0027(5) N3 0.0214(8) 0.0177(7) 0.0205(7) -0.0018(6) -0.0019(6) 0.0010(5) O1 0.0241(7) 0.0197(6) 0.0287(6) -0.0049(5) 0.0030(5) -0.0051(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.342(2) . ? C1 C2 1.381(2) . ? C2 C3 1.378(2) . ? C3 C4 1.399(2) . ? C4 C5 1.395(2) . ? C4 C6 1.476(2) . ? C5 N1 1.336(2) . ? C6 N3 1.293(2) . ? C6 C7 1.490(2) . ? C7 C8 1.382(2) . ? C7 C11 1.389(2) . ? C8 C9 1.379(2) . ? C9 C10 1.380(2) . ? C10 N2 1.336(2) . ? C11 N2 1.338(2) . ? N3 O1 1.3903(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.85(15) . . ? C3 C2 C1 118.86(14) . . ? C2 C3 C4 119.11(14) . . ? C5 C4 C3 117.20(14) . . ? C5 C4 C6 120.11(13) . . ? C3 C4 C6 122.68(13) . . ? N1 C5 C4 124.50(14) . . ? N3 C6 C4 116.48(13) . . ? N3 C6 C7 124.68(14) . . ? C4 C6 C7 118.79(12) . . ? C8 C7 C11 117.64(14) . . ? C8 C7 C6 120.09(13) . . ? C11 C7 C6 122.26(13) . . ? C9 C8 C7 119.67(14) . . ? C8 C9 C10 118.51(15) . . ? N2 C10 C9 123.12(14) . . ? N2 C11 C7 123.47(14) . . ? C5 N1 C1 116.46(13) . . ? C10 N2 C11 117.58(13) . . ? C6 N3 O1 111.47(12) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.207 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.043 #===END data_vaa1_Ligand33.2H2O _database_code_depnum_ccdc_archive 'CCDC 899905' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H13 N3 O3' _chemical_formula_weight 235.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 13.9556(14) _cell_length_b 10.0763(11) _cell_length_c 8.6383(8) _cell_angle_alpha 90.00 _cell_angle_beta 101.106(3) _cell_angle_gamma 90.00 _cell_volume 1192.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 7325 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 38.55 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.77 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8711 _exptl_absorpt_correction_T_max 0.9846 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12219 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2348 _reflns_number_gt 2127 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0413P)^2^+0.4595P] 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 2348 _refine_ls_number_parameters 185 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.67767(9) 0.17760(12) 0.39205(14) 0.0247(3) Uani 1 1 d . A . C2 C 0.68443(9) 0.06668(14) 0.29919(15) 0.0297(3) Uani 1 1 d . . . H2 H 0.7446 0.0407 0.2782 0.036 Uiso 1 1 calc R . . C3 C 0.60104(10) -0.00493(15) 0.23816(16) 0.0347(3) Uani 1 1 d . . . H3 H 0.6041 -0.0786 0.1744 0.042 Uiso 1 1 calc R . . C4 C 0.51308(10) 0.03544(15) 0.27409(16) 0.0342(3) Uani 1 1 d . . . H4 H 0.4571 -0.0127 0.2330 0.041 Uiso 1 1 calc R . . C5 C 0.58563(9) 0.20932(13) 0.42226(16) 0.0305(3) Uani 1 1 d . . . H5 H 0.5804 0.2825 0.4857 0.037 Uiso 1 1 calc R . . C6 C 0.76435(9) 0.25897(12) 0.45895(14) 0.0261(3) Uani 1 1 d . . . C7 C 0.85473(9) 0.19033(12) 0.53841(14) 0.0235(3) Uani 1 1 d . A . C11 C 0.94800(9) 0.23839(13) 0.53205(15) 0.0282(3) Uani 1 1 d . . . H11 H 0.9528 0.3150 0.4740 0.034 Uiso 1 1 calc R A . N2 N 1.03043(8) 0.18033(11) 0.60475(13) 0.0313(3) Uani 1 1 d . A . C10 C 1.02268(9) 0.06978(14) 0.68778(15) 0.0305(3) Uani 1 1 d . . . H10 H 1.0796 0.0295 0.7409 0.037 Uiso 1 1 calc R A . C8 C 0.84896(9) 0.07342(12) 0.62239(13) 0.0244(3) Uani 1 1 d . . . H8 H 0.7886 0.0365 0.6274 0.029 Uiso 1 1 calc R A . N1 N 0.50487(8) 0.14067(12) 0.36535(14) 0.0336(3) Uani 1 1 d . . . C9 C 0.93407(9) 0.01294(14) 0.69808(14) 0.0295(3) Uani 1 1 d . A . H9 H 0.9317 -0.0649 0.7551 0.035 Uiso 1 1 calc R . . N3 N 0.74264(17) 0.3836(2) 0.4341(2) 0.0205(6) Uani 0.702(4) 1 d P A 1 O1 O 0.82228(11) 0.4601(2) 0.50681(14) 0.0225(4) Uani 0.702(4) 1 d P A 1 H1 H 0.8094 0.5390 0.4921 0.034 Uiso 0.702(4) 1 calc PR A 1 O1' O 0.7101(2) 0.4616(4) 0.4122(3) 0.0246(10) Uani 0.298(4) 1 d P A 2 H1' H 0.7218 0.5409 0.4254 0.037 Uiso 0.298(4) 1 calc PR A 2 N3' N 0.7899(4) 0.3883(5) 0.4870(5) 0.0198(12) Uani 0.298(4) 1 d P A 2 O12 O 0.78738(7) 0.70960(9) 0.41381(11) 0.0276(2) Uani 1 1 d D . . H12A H 0.7558(10) 0.7526(15) 0.4726(17) 0.033 Uiso 1 1 d D . . H12B H 0.8417(10) 0.7452(15) 0.4161(18) 0.033 Uiso 1 1 d D . . O11 O 0.31006(7) 0.17267(10) 0.39162(11) 0.0322(2) Uani 1 1 d D . . H11A H 0.3707(10) 0.1668(16) 0.3947(19) 0.039 Uiso 1 1 d D . . H11B H 0.2837(12) 0.1888(16) 0.2952(17) 0.039 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0232(6) 0.0274(6) 0.0256(6) 0.0103(5) 0.0097(5) 0.0075(5) C2 0.0228(6) 0.0399(7) 0.0279(6) 0.0030(5) 0.0082(5) 0.0106(5) C3 0.0298(7) 0.0419(8) 0.0316(7) -0.0042(6) 0.0041(5) 0.0074(6) C4 0.0252(7) 0.0419(8) 0.0350(7) 0.0031(6) 0.0047(5) 0.0031(6) C5 0.0281(7) 0.0304(7) 0.0365(7) 0.0064(5) 0.0146(5) 0.0087(5) C6 0.0303(7) 0.0219(6) 0.0319(6) 0.0037(5) 0.0204(5) 0.0024(5) C7 0.0249(6) 0.0235(6) 0.0249(6) -0.0061(5) 0.0120(5) -0.0038(5) C11 0.0261(6) 0.0256(6) 0.0365(7) -0.0055(5) 0.0150(5) -0.0040(5) N2 0.0245(5) 0.0347(6) 0.0371(6) -0.0123(5) 0.0119(4) -0.0041(5) C10 0.0251(6) 0.0410(8) 0.0248(6) -0.0090(5) 0.0030(5) 0.0026(5) C8 0.0240(6) 0.0285(6) 0.0220(6) -0.0026(5) 0.0074(5) -0.0054(5) N1 0.0234(5) 0.0388(7) 0.0411(6) 0.0057(5) 0.0121(5) 0.0056(5) C9 0.0324(7) 0.0338(7) 0.0224(6) 0.0007(5) 0.0059(5) 0.0000(5) N3 0.0152(9) 0.0253(14) 0.0212(8) -0.0012(8) 0.0044(7) -0.0037(11) O1 0.0196(7) 0.0196(9) 0.0277(7) -0.0011(5) 0.0028(5) -0.0033(7) O1' 0.0179(15) 0.020(2) 0.0348(17) 0.0054(13) 0.0018(12) 0.0068(15) N3' 0.017(2) 0.021(3) 0.022(2) 0.0007(19) 0.0063(17) 0.001(3) O12 0.0260(5) 0.0237(5) 0.0354(5) -0.0042(4) 0.0120(4) -0.0031(4) O11 0.0208(5) 0.0455(6) 0.0322(5) 0.0014(4) 0.0101(4) 0.0024(4) _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 C2 1.3894(18) . ? C1 C5 1.3964(17) . ? C1 C6 1.4833(18) . ? C2 C3 1.3845(19) . ? C2 H2 0.9300 . ? C3 C4 1.3841(19) . ? C3 H3 0.9300 . ? C4 N1 1.3393(19) . ? C4 H4 0.9300 . ? C5 N1 1.3331(18) . ? C5 H5 0.9300 . ? C6 N3 1.300(3) . ? C6 N3' 1.360(6) . ? C6 C7 1.4857(17) . ? C7 C8 1.3939(17) . ? C7 C11 1.3999(17) . ? C11 N2 1.3348(17) . ? C11 H11 0.9300 . ? N2 C10 1.3405(18) . ? C10 C9 1.3812(19) . ? C10 H10 0.9300 . ? C8 C9 1.3823(18) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? N3 O1 1.398(2) . ? O1 H1 0.8200 . ? O1' N3' 1.388(5) . ? O1' H1' 0.8200 . ? O12 H12A 0.852(13) . ? O12 H12B 0.836(13) . ? O11 H11A 0.843(14) . ? O11 H11B 0.858(14) . ? 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 C2 C1 C5 117.34(12) . . ? C2 C1 C6 121.91(11) . . ? C5 C1 C6 120.75(12) . . ? C3 C2 C1 119.57(11) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C4 C3 C2 118.58(13) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? N1 C4 C3 123.02(13) . . ? N1 C4 H4 118.5 . . ? C3 C4 H4 118.5 . . ? N1 C5 C1 123.73(13) . . ? N1 C5 H5 118.1 . . ? C1 C5 H5 118.1 . . ? N3 C6 N3' 31.65(17) . . ? N3 C6 C1 108.85(14) . . ? N3' C6 C1 139.9(3) . . ? N3 C6 C7 132.54(15) . . ? N3' C6 C7 101.2(3) . . ? C1 C6 C7 118.61(10) . . ? C8 C7 C11 117.40(11) . . ? C8 C7 C6 120.32(10) . . ? C11 C7 C6 122.28(11) . . ? N2 C11 C7 123.62(12) . . ? N2 C11 H11 118.2 . . ? C7 C11 H11 118.2 . . ? C11 N2 C10 117.70(11) . . ? N2 C10 C9 123.00(12) . . ? N2 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? C9 C8 C7 119.22(11) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C5 N1 C4 117.75(11) . . ? C10 C9 C8 119.03(12) . . ? C10 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? C6 N3 O1 108.6(2) . . ? N3 O1 H1 109.5 . . ? N3' O1' H1' 109.5 . . ? C6 N3' O1' 105.5(5) . . ? H12A O12 H12B 109.8(15) . . ? H11A O11 H11B 106.5(15) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.239 _refine_diff_density_min -0.192 _refine_diff_density_rms 0.034 #===END data_va58_Ligand2 _database_code_depnum_ccdc_archive 'CCDC 899906' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 N2 O' _chemical_formula_weight 184.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 21.6741(18) _cell_length_b 3.7762(3) _cell_length_c 21.1734(18) _cell_angle_alpha 90.000 _cell_angle_beta 102.254(5) _cell_angle_gamma 90.000 _cell_volume 1693.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 6359 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 30.84 _exptl_crystal_description Rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8940 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12280 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0166 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 25.49 _reflns_number_total 1587 _reflns_number_gt 1458 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0502P)^2^+1.2907P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1587 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0951 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.06071(5) 0.4337(3) -0.04532(6) 0.0174(3) Uani 1 1 d . . . H1 H 0.0224 0.5538 -0.0513 0.021 Uiso 1 1 calc R . . C2 C 0.08591(6) 0.3653(3) -0.09937(6) 0.0183(3) Uani 1 1 d . . . H2 H 0.0649 0.4378 -0.1403 0.022 Uiso 1 1 calc R . . C3 C 0.14283(6) 0.1873(3) -0.09082(6) 0.0187(3) Uani 1 1 d . . . H3 H 0.1609 0.1379 -0.1260 0.022 Uiso 1 1 calc R . . C4 C 0.17255(5) 0.0837(3) -0.02911(6) 0.0162(3) Uani 1 1 d . . . H4 H 0.2110 -0.0352 -0.0220 0.019 Uiso 1 1 calc R . . C5 C 0.14363(5) 0.1613(3) 0.02196(5) 0.0147(3) Uani 1 1 d . . . C6 C 0.17534(5) 0.0511(3) 0.08915(5) 0.0152(3) Uani 1 1 d . . . C7 C 0.14347(5) 0.1167(3) 0.14461(5) 0.0146(3) Uani 1 1 d . . . C8 C 0.08071(5) 0.0293(3) 0.14257(5) 0.0166(3) Uani 1 1 d . . . H8 H 0.0553 -0.0603 0.1050 0.020 Uiso 1 1 calc R . . C9 C 0.05693(6) 0.0790(3) 0.19793(6) 0.0191(3) Uani 1 1 d . . . H9 H 0.0151 0.0175 0.1963 0.023 Uiso 1 1 calc R . . C10 C 0.15096(6) 0.2924(3) 0.25443(6) 0.0190(3) Uani 1 1 d . . . H10 H 0.1753 0.3837 0.2925 0.023 Uiso 1 1 calc R . . C11 C 0.17929(5) 0.2496(3) 0.20208(5) 0.0169(3) Uani 1 1 d . . . H11 H 0.2215 0.3086 0.2053 0.020 Uiso 1 1 calc R . . N1 N 0.08844(4) 0.3364(3) 0.01481(5) 0.0159(2) Uani 1 1 d . . . N2 N 0.09062(5) 0.2102(3) 0.25354(5) 0.0203(3) Uani 1 1 d . . . O1 O 0.22728(4) -0.0886(2) 0.09961(4) 0.0218(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 0.0155(6) 0.0163(6) 0.0191(6) 0.0019(5) 0.0007(4) -0.0007(4) C2 0.0211(6) 0.0179(6) 0.0145(6) 0.0023(5) 0.0005(5) -0.0052(5) C3 0.0241(6) 0.0174(6) 0.0164(6) -0.0027(5) 0.0081(5) -0.0056(5) C4 0.0152(6) 0.0148(6) 0.0191(6) -0.0013(5) 0.0044(4) -0.0011(4) C5 0.0154(6) 0.0124(5) 0.0160(6) -0.0007(4) 0.0027(4) -0.0028(4) C6 0.0141(6) 0.0135(6) 0.0176(6) -0.0003(4) 0.0024(4) -0.0016(4) C7 0.0170(6) 0.0120(5) 0.0142(6) 0.0023(4) 0.0018(4) 0.0021(4) C8 0.0177(6) 0.0169(6) 0.0140(6) 0.0012(4) 0.0008(4) -0.0001(5) C9 0.0173(6) 0.0223(6) 0.0181(6) 0.0024(5) 0.0046(5) -0.0005(5) C10 0.0236(6) 0.0178(6) 0.0137(6) -0.0011(5) -0.0004(5) -0.0005(5) C11 0.0163(6) 0.0157(6) 0.0178(6) 0.0015(4) 0.0012(5) 0.0000(5) N1 0.0150(5) 0.0159(5) 0.0163(5) 0.0010(4) 0.0024(4) -0.0008(4) N2 0.0229(5) 0.0217(6) 0.0165(5) 0.0006(4) 0.0050(4) 0.0003(4) O1 0.0175(5) 0.0278(5) 0.0199(5) 0.0020(4) 0.0037(3) 0.0050(4) _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 N1 1.3388(16) . ? C1 C2 1.3929(17) . ? C1 H1 0.9300 . ? C2 C3 1.3827(18) . ? C2 H2 0.9300 . ? C3 C4 1.3849(17) . ? C3 H3 0.9300 . ? C4 C5 1.3915(16) . ? C4 H4 0.9300 . ? C5 N1 1.3467(16) . ? C5 C6 1.5015(16) . ? C6 O1 1.2200(14) . ? C6 C7 1.5038(16) . ? C7 C11 1.3908(17) . ? C7 C8 1.3915(17) . ? C8 C9 1.3898(16) . ? C8 H8 0.9300 . ? C9 N2 1.3416(16) . ? C9 H9 0.9300 . ? C10 N2 1.3404(16) . ? C10 C11 1.3859(17) . ? C10 H10 0.9300 . ? C11 H11 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 N1 C1 C2 123.73(11) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C3 C2 C1 118.50(11) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C2 C3 C4 118.97(11) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 118.53(11) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 123.50(10) . . ? N1 C5 C6 117.37(10) . . ? C4 C5 C6 119.12(10) . . ? O1 C6 C5 120.73(10) . . ? O1 C6 C7 119.25(10) . . ? C5 C6 C7 120.01(10) . . ? C11 C7 C8 118.24(11) . . ? C11 C7 C6 118.62(10) . . ? C8 C7 C6 123.00(10) . . ? C9 C8 C7 118.49(11) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? N2 C9 C8 124.04(11) . . ? N2 C9 H9 118.0 . . ? C8 C9 H9 118.0 . . ? N2 C10 C11 123.93(11) . . ? N2 C10 H10 118.0 . . ? C11 C10 H10 118.0 . . ? C10 C11 C7 118.83(11) . . ? C10 C11 H11 120.6 . . ? C7 C11 H11 120.6 . . ? C1 N1 C5 116.78(10) . . ? C10 N2 C9 116.46(10) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.217 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.044 #===END data_lmw59_L2_2_Ligand24 _database_code_depnum_ccdc_archive 'CCDC 899907' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H9 N3 O' _chemical_formula_weight 199.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pnma ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 14.2517(8) _cell_length_b 8.1077(6) _cell_length_c 8.9124(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1029.81(12) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 7132 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 23.85 _exptl_crystal_description rhomb _exptl_crystal_colour colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.285 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6872 _exptl_absorpt_correction_T_max 0.7450 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19954 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0112 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.40 _diffrn_reflns_theta_max 23.85 _reflns_number_total 859 _reflns_number_gt 822 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0405P)^2^+0.6165P] 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 859 _refine_ls_number_parameters 87 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0952 _refine_ls_wR_factor_gt 0.0942 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.04292(13) 0.2500 -0.2181(2) 0.0216(5) Uani 1 2 d S . . C2 C 0.03672(16) 0.2500 -0.3086(3) 0.0367(6) Uani 1 2 d S . . H2 H 0.0963 0.2500 -0.2660 0.044 Uiso 1 2 calc SR . . C3 C 0.02595(17) 0.2500 -0.4618(3) 0.0441(7) Uani 1 2 d S . . H3 H 0.0782 0.2500 -0.5243 0.053 Uiso 1 2 calc SR . . C4 C -0.06342(16) 0.2500 -0.5220(2) 0.0358(6) Uani 1 2 d S . . H4 H -0.0726 0.2500 -0.6253 0.043 Uiso 1 2 calc SR . . C5 C -0.13793(16) 0.2500 -0.4252(2) 0.0339(6) Uani 1 2 d S . . H5 H -0.1980 0.2500 -0.4660 0.041 Uiso 1 2 calc SR . . C6 C -0.03643(13) 0.2500 -0.0524(2) 0.0188(5) Uani 1 2 d S . . C7 C -0.12269(13) 0.2500 0.0431(2) 0.0194(5) Uani 1 2 d S . . C8 C -0.16208(10) 0.10407(19) 0.09220(16) 0.0273(4) Uani 1 1 d . . . H9 H -0.1377 0.0033 0.0610 0.033 Uiso 1 1 calc R . . C9 C -0.23824(10) 0.1096(2) 0.18841(18) 0.0308(4) Uani 1 1 d . . . H10 H -0.2639 0.0104 0.2212 0.037 Uiso 1 1 calc R . . N1 N -0.12980(11) 0.2500 -0.27511(19) 0.0266(5) Uani 1 2 d S . . N2 N -0.27677(11) 0.2500 0.23643(19) 0.0272(5) Uani 1 2 d S . . N3 N 0.04641(11) 0.2500 0.00407(18) 0.0232(4) Uani 1 2 d S . . O1 O 0.04556(10) 0.2500 0.16005(15) 0.0296(4) Uani 1 2 d S . . H1 H 0.109(2) 0.2500 0.185(3) 0.044 Uiso 1 2 d S . . 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 0.0213(10) 0.0250(11) 0.0184(11) 0.000 0.0000(8) 0.000 C2 0.0238(11) 0.0651(17) 0.0211(12) 0.000 0.0020(9) 0.000 C3 0.0322(13) 0.079(2) 0.0210(12) 0.000 0.0087(10) 0.000 C4 0.0398(13) 0.0516(15) 0.0161(11) 0.000 0.0001(10) 0.000 C5 0.0282(11) 0.0550(15) 0.0185(11) 0.000 -0.0049(9) 0.000 C6 0.0165(10) 0.0228(11) 0.0172(10) 0.000 0.0001(8) 0.000 C7 0.0155(10) 0.0290(11) 0.0138(10) 0.000 -0.0037(8) 0.000 C8 0.0281(8) 0.0264(8) 0.0275(8) -0.0036(7) 0.0065(6) -0.0014(6) C9 0.0284(8) 0.0350(9) 0.0291(8) -0.0007(7) 0.0063(6) -0.0093(7) N1 0.0217(9) 0.0398(11) 0.0182(9) 0.000 -0.0013(7) 0.000 N2 0.0189(9) 0.0428(11) 0.0200(9) 0.000 0.0016(7) 0.000 N3 0.0209(9) 0.0346(10) 0.0142(9) 0.000 0.0013(7) 0.000 O1 0.0172(8) 0.0581(11) 0.0136(8) 0.000 -0.0016(6) 0.000 _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 N1 1.338(3) . ? C1 C2 1.392(3) . ? C1 C6 1.480(3) . ? C2 C3 1.374(3) . ? C3 C4 1.382(3) . ? C4 C5 1.368(3) . ? C5 N1 1.343(3) . ? C6 N3 1.283(2) . ? C6 C7 1.495(3) . ? C7 C8 1.3809(18) . ? C7 C8 1.3809(18) 7_565 ? C8 C9 1.384(2) . ? C9 N2 1.3346(18) . ? N2 C9 1.3346(18) 7_565 ? N3 O1 1.390(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.30(19) . . ? N1 C1 C6 115.89(17) . . ? C2 C1 C6 121.81(18) . . ? C3 C2 C1 119.0(2) . . ? C2 C3 C4 119.3(2) . . ? C5 C4 C3 118.1(2) . . ? N1 C5 C4 124.1(2) . . ? N3 C6 C1 116.68(17) . . ? N3 C6 C7 122.22(17) . . ? C1 C6 C7 121.10(16) . . ? C8 C7 C8 117.93(18) . 7_565 ? C8 C7 C6 120.98(9) . . ? C8 C7 C6 120.98(9) 7_565 . ? C7 C8 C9 119.19(14) . . ? N2 C9 C8 123.29(15) . . ? C1 N1 C5 117.25(18) . . ? C9 N2 C9 117.11(17) . 7_565 ? C6 N3 O1 112.59(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.85 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.126 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.046 #===END data_vaa2_Ligand23 _database_code_depnum_ccdc_archive 'CCDC 899908' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H9 N3 O' _chemical_formula_weight 199.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.1149(2) _cell_length_b 10.1937(2) _cell_length_c 10.1280(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.9285(12) _cell_angle_gamma 90.00 _cell_volume 940.51(3) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 8214 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 39.56 _exptl_crystal_description rhomb _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8905 _exptl_absorpt_correction_T_max 0.9912 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10203 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0123 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 25.50 _reflns_number_total 1752 _reflns_number_gt 1646 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0364P)^2^+0.4313P] 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 1752 _refine_ls_number_parameters 140 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0789 _refine_ls_wR_factor_gt 0.0771 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.27960(12) 0.42326(11) -0.23178(11) 0.0171(2) Uani 1 1 d . . . H1 H 0.2282 0.3445 -0.2295 0.020 Uiso 1 1 calc R . . C2 C 0.30525(12) 0.49057(11) -0.11348(11) 0.0158(2) Uani 1 1 d . . . C3 C 0.38335(12) 0.60778(11) -0.11853(11) 0.0182(3) Uani 1 1 d . . . H3 H 0.4029 0.6557 -0.0418 0.022 Uiso 1 1 calc R . . C4 C 0.43168(12) 0.65233(12) -0.23860(11) 0.0196(3) Uani 1 1 d . . . H4 H 0.4846 0.7301 -0.2437 0.024 Uiso 1 1 calc R . . C5 C 0.39984(12) 0.57919(11) -0.35077(11) 0.0188(3) Uani 1 1 d . . . H5 H 0.4317 0.6099 -0.4314 0.023 Uiso 1 1 calc R . . C6 C 0.25161(12) 0.44049(11) 0.01431(11) 0.0161(2) Uani 1 1 d . . . C7 C 0.18981(12) 0.53437(11) 0.11083(11) 0.0166(2) Uani 1 1 d . . . C8 C 0.19929(13) 0.50906(12) 0.24635(11) 0.0209(3) Uani 1 1 d . . . H8 H 0.2453 0.4336 0.2786 0.025 Uiso 1 1 calc R . . C9 C 0.13885(13) 0.59841(13) 0.33146(12) 0.0242(3) Uani 1 1 d . . . H9 H 0.1441 0.5841 0.4222 0.029 Uiso 1 1 calc R . . C10 C 0.07044(12) 0.70939(12) 0.28045(12) 0.0220(3) Uani 1 1 d . . . H10 H 0.0288 0.7710 0.3356 0.026 Uiso 1 1 calc R . . C11 C 0.06590(13) 0.72581(12) 0.14485(12) 0.0210(3) Uani 1 1 d . . . H11 H 0.0189 0.7999 0.1104 0.025 Uiso 1 1 calc R . . N1 N 0.32516(10) 0.46604(9) -0.34881(9) 0.0183(2) Uani 1 1 d . . . N2 N 0.12494(10) 0.64172(10) 0.05996(9) 0.0194(2) Uani 1 1 d . . . N3 N 0.25431(10) 0.32111(9) 0.05575(9) 0.0174(2) Uani 1 1 d . . . O1 O 0.31748(9) 0.23193(8) -0.03016(8) 0.0196(2) Uani 1 1 d . . . H1A H 0.3143(19) 0.1546(19) 0.0233(17) 0.047(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0173(5) 0.0166(5) 0.0174(5) 0.0012(4) 0.0008(4) -0.0009(4) C2 0.0137(5) 0.0167(5) 0.0170(5) 0.0007(4) 0.0005(4) 0.0033(4) C3 0.0175(5) 0.0180(6) 0.0190(6) -0.0032(4) 0.0002(4) 0.0010(4) C4 0.0182(6) 0.0162(6) 0.0247(6) 0.0004(5) 0.0030(5) -0.0021(4) C5 0.0188(5) 0.0189(6) 0.0190(6) 0.0031(5) 0.0041(4) 0.0013(4) C6 0.0145(5) 0.0186(6) 0.0150(5) -0.0002(4) -0.0012(4) -0.0002(4) C7 0.0145(5) 0.0184(6) 0.0168(5) -0.0009(4) 0.0012(4) -0.0019(4) C8 0.0224(6) 0.0228(6) 0.0174(6) 0.0005(5) -0.0006(4) 0.0018(5) C9 0.0245(6) 0.0328(7) 0.0151(6) -0.0031(5) 0.0006(5) 0.0009(5) C10 0.0183(6) 0.0261(6) 0.0217(6) -0.0076(5) 0.0031(4) -0.0005(5) C11 0.0194(6) 0.0200(6) 0.0237(6) -0.0005(5) 0.0031(5) 0.0027(5) N1 0.0211(5) 0.0177(5) 0.0162(5) 0.0002(4) 0.0017(4) -0.0004(4) N2 0.0197(5) 0.0201(5) 0.0186(5) 0.0003(4) 0.0027(4) 0.0020(4) N3 0.0181(5) 0.0189(5) 0.0152(4) -0.0026(4) 0.0012(4) 0.0016(4) O1 0.0267(4) 0.0166(4) 0.0158(4) -0.0008(3) 0.0041(3) 0.0035(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 C1 N1 1.3419(14) . ? C1 C2 1.3937(16) . ? C2 C3 1.3926(16) . ? C2 C6 1.4891(15) . ? C3 C4 1.3839(16) . ? C4 C5 1.3815(17) . ? C5 N1 1.3399(15) . ? C6 N3 1.2873(15) . ? C6 C7 1.4919(15) . ? C7 N2 1.3388(15) . ? C7 C8 1.3964(16) . ? C8 C9 1.3814(17) . ? C9 C10 1.3834(18) . ? C10 C11 1.3828(17) . ? C11 N2 1.3396(15) . ? N3 O1 1.3960(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.46(11) . . ? C3 C2 C1 117.52(10) . . ? C3 C2 C6 120.62(10) . . ? C1 C2 C6 121.86(10) . . ? C4 C3 C2 119.48(11) . . ? C5 C4 C3 118.77(11) . . ? N1 C5 C4 123.04(11) . . ? N3 C6 C2 127.18(10) . . ? N3 C6 C7 113.35(10) . . ? C2 C6 C7 119.46(10) . . ? N2 C7 C8 122.77(11) . . ? N2 C7 C6 116.35(10) . . ? C8 C7 C6 120.88(10) . . ? C9 C8 C7 118.61(11) . . ? C8 C9 C10 119.36(11) . . ? C11 C10 C9 117.90(11) . . ? N2 C11 C10 124.11(11) . . ? C5 N1 C1 117.74(10) . . ? C7 N2 C11 117.25(10) . . ? C6 N3 O1 114.59(9) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.205 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.037 #===END data_slmw56_t7_complex1 _database_code_depnum_ccdc_archive 'CCDC 899909' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H36 Ag2 F0 N12 O4 S0' _chemical_formula_weight 1012.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 34.844(3) _cell_length_b 13.5225(11) _cell_length_c 6.7362(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.412(3) _cell_angle_gamma 90.00 _cell_volume 3173.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5671 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 24.62 _exptl_crystal_description rhomb _exptl_crystal_colour colourless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.060 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 0.656 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6300 _exptl_absorpt_correction_T_max 0.7451 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10121 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 24.64 _reflns_number_total 2660 _reflns_number_gt 2330 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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 PLATON SQUEEZE procedure was used to treat regions of diffuse solvent which could not be sensibly modelled in terms of atomic sites. Their contribution to the diffraction pattern was removed and modified F(obs)**2 written to a new HKL file. The number of electrons thus located, 135 per unit cell, are included in the formula, formula weight, calculated density, mu and F(000). This residual electron density was assigned to three molecules of CHCl3, 3/2 molecules of MeCN solvents and 1/4 counteranions [3409/16 = 213 e per ligand; 213 - 41*0.25(BF4) - 58*3(CHCl3) = 29 e. Three halfs of MeCN molecules would give 33e.] ; _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^)+(0.0629P)^2^+19.7671P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2660 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0578 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1581 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 1.0000 0.0000 0.0000 0.0370(3) Uani 1 2 d S . . C2 C 0.87949(13) -0.0323(3) 0.1518(7) 0.0211(10) Uani 1 1 d . . . H1 H 0.8633 -0.0863 0.1688 0.025 Uiso 1 1 calc R . . C1 C 0.91706(14) -0.0469(4) 0.1121(7) 0.0265(11) Uani 1 1 d . . . H2 H 0.9260 -0.1116 0.1047 0.032 Uiso 1 1 calc R . . C5 C 0.92808(15) 0.1200(4) 0.0996(8) 0.0334(12) Uani 1 1 d . . . H3 H 0.9448 0.1728 0.0818 0.040 Uiso 1 1 calc R . . C4 C 0.89100(14) 0.1407(4) 0.1408(7) 0.0274(11) Uani 1 1 d . . . H4 H 0.8829 0.2060 0.1515 0.033 Uiso 1 1 calc R . . C3 C 0.86509(13) 0.0633(3) 0.1669(6) 0.0213(10) Uani 1 1 d . . . C6 C 0.82434(12) 0.0822(3) 0.2158(6) 0.0190(9) Uani 1 1 d . . . C7 C 0.80930(12) 0.1855(3) 0.2007(7) 0.0194(10) Uani 1 1 d . . . C8 C 0.80551(14) 0.2334(4) 0.0189(8) 0.0280(11) Uani 1 1 d . . . H8 H 0.8140 0.2034 -0.0962 0.034 Uiso 1 1 calc R . . C9 C 0.78903(14) 0.3257(4) 0.0111(8) 0.0292(11) Uani 1 1 d . . . H9 H 0.7866 0.3567 -0.1118 0.035 Uiso 1 1 calc R . . C10 C 0.78092(14) 0.3292(4) 0.3443(9) 0.0337(12) Uani 1 1 d . . . H10 H 0.7727 0.3625 0.4564 0.040 Uiso 1 1 calc R . . C11 C 0.79737(15) 0.2353(4) 0.3690(8) 0.0286(11) Uani 1 1 d . . . H11 H 0.8002 0.2071 0.4943 0.034 Uiso 1 1 calc R . . N1 N 0.94226(12) 0.0275(3) 0.0828(6) 0.0294(10) Uani 1 1 d . . . N3 N 0.80350(11) 0.0087(3) 0.2631(6) 0.0237(9) Uani 1 1 d . . . N2 N 0.77644(11) 0.3729(3) 0.1692(7) 0.0283(9) Uani 1 1 d . . . O1 O 0.76615(9) 0.0367(2) 0.3003(5) 0.0231(7) Uani 1 1 d . . . H1A H 0.7536 -0.0122 0.3306 0.028 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 0.0202(3) 0.0547(4) 0.0363(4) 0.0031(3) 0.0051(2) 0.0090(2) C2 0.020(2) 0.019(2) 0.024(3) 0.0003(18) -0.0009(19) -0.0017(18) C1 0.029(3) 0.026(3) 0.024(3) -0.003(2) -0.003(2) 0.008(2) C5 0.030(3) 0.033(3) 0.038(3) 0.005(2) 0.007(2) -0.006(2) C4 0.027(3) 0.021(2) 0.034(3) 0.000(2) 0.001(2) 0.003(2) C3 0.025(2) 0.022(2) 0.017(2) 0.0013(19) 0.0026(18) 0.0044(19) C6 0.020(2) 0.020(2) 0.017(2) -0.0015(17) -0.0003(17) 0.0011(18) C7 0.010(2) 0.016(2) 0.032(3) 0.0025(19) 0.0037(18) -0.0008(16) C8 0.028(3) 0.024(2) 0.031(3) -0.003(2) 0.004(2) 0.002(2) C9 0.033(3) 0.022(2) 0.033(3) 0.002(2) 0.005(2) 0.003(2) C10 0.027(3) 0.025(3) 0.049(4) -0.010(2) 0.013(2) 0.000(2) C11 0.035(3) 0.020(2) 0.032(3) -0.005(2) 0.010(2) -0.003(2) N1 0.028(2) 0.038(2) 0.023(2) 0.0016(18) 0.0025(17) 0.0059(18) N3 0.020(2) 0.017(2) 0.035(2) 0.0009(16) 0.0056(17) 0.0021(15) N2 0.024(2) 0.017(2) 0.044(3) 0.0039(19) 0.0051(18) 0.0030(16) O1 0.0190(17) 0.0166(15) 0.034(2) 0.0032(13) 0.0070(13) -0.0006(13) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.134(4) . ? Ag1 N1 2.134(4) 5_755 ? Ag1 Ag1 3.3680 2_754 ? Ag1 Ag1 3.3680 2_755 ? C2 C1 1.357(7) . ? C2 C3 1.392(7) . ? C1 N1 1.354(7) . ? C5 N1 1.351(7) . ? C5 C4 1.357(7) . ? C4 C3 1.397(7) . ? C3 C6 1.487(6) . ? C6 N3 1.275(6) . ? C6 C7 1.496(6) . ? C7 C8 1.389(7) . ? C7 C11 1.391(7) . ? C8 C9 1.374(7) . ? C9 N2 1.326(6) . ? C10 N2 1.325(7) . ? C10 C11 1.401(7) . ? N3 O1 1.384(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 N1 Ag1 N1 180.00(7) . 5_755 ? N1 Ag1 Ag1 106.55(11) . 2_754 ? N1 Ag1 Ag1 73.45(11) 5_755 2_754 ? N1 Ag1 Ag1 73.45(11) . 2_755 ? N1 Ag1 Ag1 106.55(11) 5_755 2_755 ? Ag1 Ag1 Ag1 180.0 2_754 2_755 ? C1 C2 C3 120.1(4) . . ? N1 C1 C2 123.6(5) . . ? N1 C5 C4 124.1(5) . . ? C5 C4 C3 119.5(5) . . ? C2 C3 C4 116.9(4) . . ? C2 C3 C6 121.6(4) . . ? C4 C3 C6 121.5(4) . . ? N3 C6 C3 118.3(4) . . ? N3 C6 C7 123.0(4) . . ? C3 C6 C7 118.7(4) . . ? C8 C7 C11 118.0(4) . . ? C8 C7 C6 121.4(4) . . ? C11 C7 C6 120.5(4) . . ? C9 C8 C7 119.2(5) . . ? N2 C9 C8 123.6(5) . . ? N2 C10 C11 123.3(5) . . ? C7 C11 C10 118.1(5) . . ? C5 N1 C1 115.9(4) . . ? C5 N1 Ag1 122.2(3) . . ? C1 N1 Ag1 121.9(3) . . ? C6 N3 O1 112.1(4) . . ? C10 N2 C9 117.8(4) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 24.64 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.393 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.112 _platon_squeeze_details ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 -0.049 679 135 ' ' 2 0.500 0.000 -0.043 679 135 ' ' #===END data_vaa13_complex2 _database_code_depnum_ccdc_archive 'CCDC 899910' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H9 Ag F3 N3 O4 S' _chemical_formula_weight 456.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.3883(12) _cell_length_b 9.4818(10) _cell_length_c 15.1208(16) _cell_angle_alpha 90.000 _cell_angle_beta 110.395(4) _cell_angle_gamma 90.000 _cell_volume 1530.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 8027 _cell_measurement_theta_min 2.76 _cell_measurement_theta_max 30.87 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.980 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.510 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7920 _exptl_absorpt_correction_T_max 0.9321 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25891 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0123 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2847 _reflns_number_gt 2689 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0294P)^2^+2.8058P] 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 2847 _refine_ls_number_parameters 242 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0726 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0804(3) -0.1342(3) 0.0303(2) 0.0379(8) Uani 1 1 d . . . H1 H -0.0821 -0.1333 -0.0317 0.045 Uiso 1 1 calc R . . C2 C -0.1700(3) -0.0585(4) 0.0523(3) 0.0417(8) Uani 1 1 d . . . H2 H -0.2287 -0.0047 0.0064 0.050 Uiso 1 1 calc R . . C3 C -0.1718(3) -0.0631(3) 0.1425(3) 0.0376(8) Uani 1 1 d . . . H3 H -0.2331 -0.0150 0.1580 0.045 Uiso 1 1 calc R . . C4 C -0.0805(3) -0.1409(3) 0.2106(2) 0.0296(7) Uani 1 1 d . A . C5 C 0.0088(3) -0.2090(3) 0.1837(2) 0.0281(6) Uani 1 1 d . . . H5 H 0.0722 -0.2575 0.2296 0.034 Uiso 1 1 calc R . . C6 C -0.0807(3) -0.1560(3) 0.3085(2) 0.0321(7) Uani 1 1 d . . . C7 C 0.0325(3) -0.1205(3) 0.3904(2) 0.0303(7) Uani 1 1 d . A . C8 C 0.0529(3) -0.1763(4) 0.4801(2) 0.0387(8) Uani 1 1 d . . . H8 H -0.0039 -0.2400 0.4894 0.046 Uiso 1 1 calc R A . C9 C 0.1570(3) -0.1366(4) 0.5543(2) 0.0421(9) Uani 1 1 d . A . H9 H 0.1710 -0.1719 0.6145 0.050 Uiso 1 1 calc R . . C10 C 0.2405(3) -0.0441(4) 0.5387(2) 0.0385(8) Uani 1 1 d . . . H10 H 0.3116 -0.0189 0.5891 0.046 Uiso 1 1 calc R A . C11 C 0.1211(3) -0.0269(3) 0.3809(2) 0.0304(7) Uani 1 1 d . . . H11 H 0.1090 0.0109 0.3216 0.037 Uiso 1 1 calc R A . C12 C 0.0741(3) -0.5792(4) 0.3022(2) 0.0400(8) Uani 1 1 d . . . N1 N 0.0091(2) -0.2090(3) 0.09475(18) 0.0317(6) Uani 1 1 d . . . N2 N 0.2235(3) 0.0115(3) 0.45347(17) 0.0326(6) Uani 1 1 d . . . N3 N -0.1666(4) -0.1985(5) 0.3383(3) 0.0288(10) Uani 0.670(6) 1 d PU A 1 O1 O -0.2698(4) -0.2388(4) 0.2604(3) 0.0358(11) Uani 0.670(6) 1 d P A 1 H1A H -0.325(6) -0.250(7) 0.271(5) 0.043 Uiso 0.670(6) 1 d P A 1 O1' O -0.2194(7) -0.2273(8) 0.3742(5) 0.033(2) Uani 0.330(6) 1 d P A 2 H1A' H -0.297(12) -0.264(12) 0.348(9) 0.039 Uiso 0.330(6) 1 d P A 2 N3' N -0.2038(11) -0.2042(11) 0.2886(8) 0.0288(11) Uani 0.330(6) 1 d PU A 2 O11 O 0.1918(2) -0.7472(4) 0.22865(19) 0.0574(8) Uani 1 1 d . . . O12 O 0.0399(2) -0.5827(3) 0.12527(16) 0.0468(6) Uani 1 1 d . . . O13 O -0.0286(2) -0.7837(2) 0.19129(17) 0.0388(5) Uani 1 1 d . . . F1 F -0.0321(2) -0.5082(2) 0.28587(16) 0.0536(6) Uani 1 1 d . . . F2 F 0.1672(2) -0.4856(2) 0.32407(15) 0.0588(6) Uani 1 1 d . . . F3 F 0.0925(3) -0.6603(2) 0.37818(14) 0.0553(6) Uani 1 1 d . . . S1 S 0.07050(7) -0.68418(9) 0.20031(5) 0.02982(18) Uani 1 1 d . . . Ag1 Ag 0.13679(2) -0.35213(3) 0.064780(16) 0.03583(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 0.045(2) 0.0320(17) 0.0276(16) 0.0029(13) 0.0016(14) -0.0075(15) C2 0.0387(19) 0.0303(17) 0.0427(19) 0.0065(15) -0.0025(15) 0.0027(15) C3 0.0309(17) 0.0277(16) 0.049(2) -0.0003(14) 0.0070(15) 0.0015(13) C4 0.0248(15) 0.0239(15) 0.0374(17) -0.0033(13) 0.0075(13) -0.0049(12) C5 0.0248(15) 0.0302(15) 0.0266(15) 0.0017(12) 0.0056(12) -0.0025(12) C6 0.0340(17) 0.0234(15) 0.0460(19) 0.0022(13) 0.0229(15) 0.0049(13) C7 0.0375(17) 0.0268(15) 0.0324(16) 0.0034(13) 0.0196(14) 0.0111(13) C8 0.047(2) 0.0350(18) 0.045(2) 0.0163(15) 0.0290(17) 0.0161(15) C9 0.051(2) 0.050(2) 0.0307(17) 0.0168(15) 0.0210(16) 0.0246(17) C10 0.0406(18) 0.049(2) 0.0288(16) 0.0035(15) 0.0158(14) 0.0179(16) C11 0.0412(17) 0.0292(16) 0.0252(15) 0.0004(12) 0.0170(13) 0.0069(14) C12 0.052(2) 0.0344(18) 0.0300(17) 0.0027(14) 0.0094(15) -0.0054(16) N1 0.0319(14) 0.0315(14) 0.0279(13) 0.0005(11) 0.0058(11) -0.0032(11) N2 0.0393(15) 0.0378(15) 0.0235(13) -0.0012(11) 0.0145(11) 0.0073(12) N3 0.025(3) 0.0335(18) 0.027(3) -0.009(2) 0.008(2) -0.0025(17) O1 0.026(2) 0.052(2) 0.030(2) -0.0115(16) 0.0108(18) -0.0114(18) O1' 0.029(4) 0.041(4) 0.028(4) -0.009(3) 0.011(3) -0.004(3) N3' 0.025(3) 0.033(2) 0.027(3) -0.009(2) 0.008(3) -0.0026(19) O11 0.0282(12) 0.089(2) 0.0513(16) -0.0070(15) 0.0099(11) 0.0141(13) O12 0.0512(15) 0.0563(16) 0.0279(12) 0.0074(11) 0.0076(11) -0.0106(13) O13 0.0338(12) 0.0338(12) 0.0497(14) -0.0071(11) 0.0158(11) -0.0024(10) F1 0.0680(15) 0.0373(11) 0.0591(14) -0.0101(10) 0.0265(12) 0.0090(11) F2 0.0703(15) 0.0476(13) 0.0414(12) -0.0010(10) -0.0022(11) -0.0265(11) F3 0.0945(18) 0.0430(12) 0.0309(11) 0.0034(9) 0.0251(11) -0.0065(11) S1 0.0224(4) 0.0401(4) 0.0266(4) 0.0002(3) 0.0081(3) 0.0009(3) Ag1 0.03958(16) 0.04174(17) 0.02960(15) 0.00407(10) 0.01638(11) 0.00140(11) _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 N1 1.342(4) . ? C1 C2 1.381(5) . ? C2 C3 1.372(5) . ? C3 C4 1.392(4) . ? C4 C5 1.380(4) . ? C4 C6 1.488(5) . ? C5 N1 1.347(4) . ? C6 N3 1.276(6) . ? C6 N3' 1.404(13) . ? C6 C7 1.482(5) . ? C7 C11 1.389(5) . ? C7 C8 1.398(5) . ? C8 C9 1.371(5) . ? C9 C10 1.373(5) . ? C10 N2 1.342(4) . ? C11 N2 1.343(4) . ? C12 F1 1.330(4) . ? C12 F2 1.333(4) . ? C12 F3 1.338(4) . ? C12 S1 1.822(4) . ? N1 Ag1 2.150(3) . ? N2 Ag1 2.142(3) 2 ? N3 O1 1.396(6) . ? O1' N3' 1.384(13) . ? O11 S1 1.427(3) . ? O12 S1 1.435(3) . ? O13 S1 1.441(2) . ? Ag1 N2 2.142(3) 2_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.5(3) . . ? C3 C2 C1 119.4(3) . . ? C2 C3 C4 119.1(3) . . ? C5 C4 C3 117.8(3) . . ? C5 C4 C6 120.3(3) . . ? C3 C4 C6 121.8(3) . . ? N1 C5 C4 123.6(3) . . ? N3 C6 N3' 30.9(4) . . ? N3 C6 C7 109.1(3) . . ? N3' C6 C7 139.9(5) . . ? N3 C6 C4 130.4(4) . . ? N3' C6 C4 99.6(5) . . ? C7 C6 C4 120.5(3) . . ? C11 C7 C8 117.5(3) . . ? C11 C7 C6 120.7(3) . . ? C8 C7 C6 121.8(3) . . ? C9 C8 C7 119.6(3) . . ? C8 C9 C10 119.2(3) . . ? N2 C10 C9 122.6(3) . . ? N2 C11 C7 122.9(3) . . ? F1 C12 F2 107.6(3) . . ? F1 C12 F3 108.1(3) . . ? F2 C12 F3 107.3(3) . . ? F1 C12 S1 111.6(2) . . ? F2 C12 S1 110.8(3) . . ? F3 C12 S1 111.3(2) . . ? C1 N1 C5 117.4(3) . . ? C1 N1 Ag1 125.4(2) . . ? C5 N1 Ag1 116.6(2) . . ? C10 N2 C11 118.2(3) . . ? C10 N2 Ag1 119.7(2) . 2 ? C11 N2 Ag1 122.0(2) . 2 ? C6 N3 O1 108.2(5) . . ? O1' N3' C6 107.2(9) . . ? O11 S1 O12 117.46(17) . . ? O11 S1 O13 113.48(17) . . ? O12 S1 O13 113.46(15) . . ? O11 S1 C12 103.93(17) . . ? O12 S1 C12 103.30(16) . . ? O13 S1 C12 102.93(15) . . ? N2 Ag1 N1 174.84(9) 2_545 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.263 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.074 #===END data_va16_complex3 _database_code_depnum_ccdc_archive 'CCDC 899911' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H11 Ag F3 N3 O5 S' _chemical_formula_weight 474.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.0134(6) _cell_length_b 9.9549(5) _cell_length_c 13.2918(7) _cell_angle_alpha 90.000 _cell_angle_beta 90.9902(14) _cell_angle_gamma 90.000 _cell_volume 1589.36(14) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5020 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 32.49 _exptl_crystal_description Plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.982 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.463 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6423 _exptl_absorpt_correction_T_max 0.9853 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5492 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2578 _reflns_number_gt 2475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0000P)^2^+13.3768P] 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 2578 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0512 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1009 _refine_ls_wR_factor_gt 0.0991 _refine_ls_goodness_of_fit_ref 1.208 _refine_ls_restrained_S_all 1.208 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4684(5) 0.0919(7) 0.2035(4) 0.0205(14) Uani 1 1 d . . . H1 H 0.5034 0.0101 0.2159 0.025 Uiso 1 1 calc R . . C2 C 0.4042(5) 0.1462(7) 0.2788(4) 0.0185(14) Uani 1 1 d . . . H2 H 0.3963 0.1015 0.3397 0.022 Uiso 1 1 calc R . . C3 C 0.3518(4) 0.2687(7) 0.2619(4) 0.0143(13) Uani 1 1 d . . . C4 C 0.3638(5) 0.3290(7) 0.1691(4) 0.0189(14) Uani 1 1 d . . . H4 H 0.3284 0.4100 0.1547 0.023 Uiso 1 1 calc R . . C5 C 0.4300(5) 0.2666(7) 0.0971(5) 0.0200(15) Uani 1 1 d . . . H5 H 0.4376 0.3077 0.0348 0.024 Uiso 1 1 calc R . . C6 C 0.2866(5) 0.3356(7) 0.3424(4) 0.0155(13) Uani 1 1 d . . . C7 C 0.3321(4) 0.4586(7) 0.3908(4) 0.0141(13) Uani 1 1 d . . . C8 C 0.4362(5) 0.5087(7) 0.3649(4) 0.0174(14) Uani 1 1 d . . . H8 H 0.4792 0.4641 0.3179 0.021 Uiso 1 1 calc R . . C9 C 0.4743(5) 0.6244(7) 0.4094(4) 0.0192(14) Uani 1 1 d . . . H9 H 0.5428 0.6603 0.3921 0.023 Uiso 1 1 calc R . . C10 C 0.4097(5) 0.6870(7) 0.4802(5) 0.0234(15) Uani 1 1 d . . . H10 H 0.4337 0.7661 0.5108 0.028 Uiso 1 1 calc R . . C11 C 0.3084(5) 0.6302(7) 0.5051(4) 0.0175(14) Uani 1 1 d . . . H11 H 0.2660 0.6719 0.5539 0.021 Uiso 1 1 calc R . . C12 C 0.3117(5) 0.0320(7) 0.6020(5) 0.0205(15) Uani 1 1 d . . . N1 N 0.4829(4) 0.1496(6) 0.1144(3) 0.0158(12) Uani 1 1 d . . . N2 N 0.2691(4) 0.5184(6) 0.4621(3) 0.0155(11) Uani 1 1 d . . . N3 N 0.1911(4) 0.2928(5) 0.3694(4) 0.0139(11) Uani 1 1 d . . . O1 O 0.1573(3) 0.1780(5) 0.3171(3) 0.0220(10) Uani 1 1 d . . . H1A H 0.089(6) 0.161(7) 0.346(5) 0.026 Uiso 1 1 d . . . O2 O 0.0527(3) -0.1439(5) 0.6413(3) 0.0212(11) Uani 1 1 d . . . H2A H 0.083(6) -0.056(8) 0.658(5) 0.025 Uiso 1 1 d . . . H2B H 0.090(6) -0.196(8) 0.670(5) 0.025 Uiso 1 1 d . . . O11 O 0.2606(3) 0.2778(5) 0.6374(3) 0.0226(10) Uani 1 1 d . . . O12 O 0.1438(3) 0.1005(5) 0.7080(3) 0.0236(11) Uani 1 1 d . . . O13 O 0.3306(3) 0.1411(4) 0.7769(3) 0.0180(10) Uani 1 1 d . . . F11 F 0.4166(3) 0.0617(4) 0.5784(3) 0.0306(10) Uani 1 1 d . . . F12 F 0.2518(3) 0.0266(5) 0.5170(3) 0.0348(11) Uani 1 1 d . . . F13 F 0.3137(3) -0.0930(4) 0.6401(3) 0.0279(9) Uani 1 1 d . . . S1 S 0.25453(11) 0.15158(17) 0.69079(11) 0.0159(3) Uani 1 1 d . . . Ag1 Ag 0.61649(4) 0.08797(5) 0.01627(3) 0.01968(16) 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 0.013(3) 0.028(4) 0.021(3) -0.003(3) 0.001(2) 0.002(3) C2 0.017(3) 0.025(4) 0.014(3) -0.001(3) -0.001(2) 0.002(2) C3 0.006(2) 0.019(4) 0.018(3) -0.001(3) 0.000(2) 0.001(2) C4 0.012(3) 0.029(4) 0.015(3) 0.003(3) 0.000(2) 0.002(2) C5 0.014(3) 0.030(5) 0.016(3) 0.005(3) 0.002(2) -0.001(3) C6 0.015(3) 0.017(4) 0.015(3) 0.005(3) 0.003(2) 0.001(2) C7 0.010(3) 0.021(4) 0.011(3) -0.001(3) -0.002(2) -0.001(2) C8 0.013(3) 0.025(4) 0.014(3) 0.000(3) 0.002(2) 0.004(2) C9 0.017(3) 0.023(4) 0.018(3) -0.002(3) 0.003(2) -0.004(2) C10 0.024(3) 0.024(5) 0.022(3) -0.003(3) -0.005(3) -0.003(3) C11 0.016(3) 0.021(4) 0.016(3) -0.002(3) -0.001(2) 0.000(2) C12 0.016(3) 0.025(5) 0.021(3) 0.001(3) 0.000(2) -0.004(3) N1 0.010(2) 0.023(4) 0.014(2) -0.006(2) 0.0014(18) -0.002(2) N2 0.011(2) 0.026(4) 0.010(2) 0.002(2) 0.0024(17) -0.001(2) N3 0.015(2) 0.011(3) 0.016(2) -0.002(2) 0.0019(18) -0.0030(19) O1 0.013(2) 0.025(3) 0.028(2) -0.009(2) 0.0021(17) -0.0031(18) O2 0.014(2) 0.023(3) 0.027(2) 0.001(2) 0.0004(17) -0.0013(18) O11 0.018(2) 0.020(3) 0.029(2) 0.009(2) -0.0016(18) -0.0027(18) O12 0.013(2) 0.025(3) 0.032(2) -0.004(2) 0.0062(17) -0.0014(18) O13 0.024(2) 0.011(3) 0.019(2) -0.0025(19) -0.0043(17) 0.0044(17) F11 0.0230(19) 0.032(3) 0.038(2) -0.004(2) 0.0192(16) -0.0026(17) F12 0.039(2) 0.047(3) 0.0181(18) -0.0087(19) -0.0040(16) 0.001(2) F13 0.0245(19) 0.023(3) 0.036(2) -0.006(2) 0.0036(16) -0.0010(16) S1 0.0100(6) 0.0194(10) 0.0183(7) -0.0004(7) 0.0008(5) 0.0006(5) Ag1 0.0122(2) 0.0274(3) 0.0197(2) -0.0070(2) 0.00664(15) -0.00136(19) _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 N1 1.330(8) . ? C1 C2 1.385(8) . ? C2 C3 1.388(9) . ? C3 C4 1.382(8) . ? C3 C6 1.494(8) . ? C4 C5 1.400(9) . ? C5 N1 1.345(8) . ? C6 N3 1.281(7) . ? C6 C7 1.483(9) . ? C7 N2 1.360(7) . ? C7 C8 1.394(8) . ? C8 C9 1.370(9) . ? C9 C10 1.379(9) . ? C10 C11 1.387(9) . ? C11 N2 1.334(8) . ? C12 F12 1.331(7) . ? C12 F11 1.337(7) . ? C12 F13 1.344(8) . ? C12 S1 1.819(7) . ? N1 Ag1 2.174(5) . ? N2 Ag1 2.247(5) 4_566 ? N3 O1 1.394(6) . ? N3 Ag1 2.467(5) 4_566 ? O11 S1 1.445(5) . ? O12 S1 1.446(4) . ? O13 S1 1.456(4) . ? Ag1 N2 2.247(5) 4_665 ? Ag1 N3 2.467(5) 4_665 ? Ag1 Ag1 3.3235(14) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.9(6) . . ? C1 C2 C3 118.8(6) . . ? C4 C3 C2 118.2(6) . . ? C4 C3 C6 120.6(6) . . ? C2 C3 C6 121.2(5) . . ? C3 C4 C5 119.1(6) . . ? N1 C5 C4 122.7(6) . . ? N3 C6 C7 118.6(5) . . ? N3 C6 C3 122.4(6) . . ? C7 C6 C3 119.0(5) . . ? N2 C7 C8 121.8(6) . . ? N2 C7 C6 117.3(5) . . ? C8 C7 C6 120.9(5) . . ? C9 C8 C7 119.2(6) . . ? C8 C9 C10 119.1(6) . . ? C9 C10 C11 119.0(6) . . ? N2 C11 C10 122.9(6) . . ? F12 C12 F11 107.9(5) . . ? F12 C12 F13 106.8(5) . . ? F11 C12 F13 106.4(5) . . ? F12 C12 S1 111.9(4) . . ? F11 C12 S1 112.0(5) . . ? F13 C12 S1 111.5(4) . . ? C1 N1 C5 117.2(5) . . ? C1 N1 Ag1 121.4(4) . . ? C5 N1 Ag1 119.6(4) . . ? C11 N2 C7 117.8(5) . . ? C11 N2 Ag1 122.7(4) . 4_566 ? C7 N2 Ag1 119.0(4) . 4_566 ? C6 N3 O1 112.8(5) . . ? C6 N3 Ag1 113.6(4) . 4_566 ? O1 N3 Ag1 133.0(3) . 4_566 ? O11 S1 O12 116.0(3) . . ? O11 S1 O13 114.3(3) . . ? O12 S1 O13 114.6(3) . . ? O11 S1 C12 103.2(3) . . ? O12 S1 C12 103.4(3) . . ? O13 S1 C12 102.9(3) . . ? N1 Ag1 N2 160.12(18) . 4_665 ? N1 Ag1 N3 128.42(19) . 4_665 ? N2 Ag1 N3 70.31(17) 4_665 4_665 ? N1 Ag1 Ag1 66.32(13) . 3_655 ? N2 Ag1 Ag1 113.58(14) 4_665 3_655 ? N3 Ag1 Ag1 117.87(11) 4_665 3_655 ? _diffrn_measured_fraction_theta_max 0.825 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.825 _refine_diff_density_max 1.301 _refine_diff_density_min -1.372 _refine_diff_density_rms 0.126 #===END data_vaa42_complex4 _database_code_depnum_ccdc_archive 'CCDC 899912' #TrackingRef 'Triflate Fullcif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H9 Ag2 F6 N3 O7 S2' _chemical_formula_weight 713.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2591(8) _cell_length_b 10.2823(8) _cell_length_c 11.0872(15) _cell_angle_alpha 96.288(5) _cell_angle_beta 103.286(5) _cell_angle_gamma 116.555(4) _cell_volume 987.45(18) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5824 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 39.00 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 2.296 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6001 _exptl_absorpt_correction_T_max 0.8323 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10790 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3668 _reflns_number_gt 3336 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0697P)^2^+3.0264P] 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 3668 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.1080 _refine_ls_wR_factor_gt 0.1009 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.27293(4) 0.17697(4) -0.56292(4) 0.02127(13) Uani 1 1 d . . . Ag2 Ag 0.20022(4) -0.18421(4) -0.47316(3) 0.01968(13) Uani 1 1 d . . . N1 N 0.2916(4) 0.3198(4) -0.7103(4) 0.0173(7) Uani 1 1 d . . . C2 C 0.4344(5) 0.4108(5) -0.7136(4) 0.0150(8) Uani 1 1 d . . . C3 C 0.4614(5) 0.5079(5) -0.7942(4) 0.0178(9) Uani 1 1 d . . . H3A H 0.5607 0.5705 -0.7941 0.021 Uiso 1 1 calc R . . C4 C 0.3373(5) 0.5094(5) -0.8745(4) 0.0207(9) Uani 1 1 d . . . H4A H 0.3520 0.5732 -0.9294 0.025 Uiso 1 1 calc R . . C5 C 0.1914(5) 0.4149(5) -0.8724(4) 0.0203(9) Uani 1 1 d . . . H5A H 0.1064 0.4135 -0.9263 0.024 Uiso 1 1 calc R . . C6 C 0.1741(5) 0.3229(5) -0.7891(5) 0.0200(9) Uani 1 1 d . . . H6A H 0.0756 0.2599 -0.7878 0.024 Uiso 1 1 calc R . . C7 C 0.5650(5) 0.4065(4) -0.6264(4) 0.0152(8) Uani 1 1 d . . . N2 N 0.5409(4) 0.3554(4) -0.5279(4) 0.0169(7) Uani 1 1 d . . . N3 N 0.9833(4) 0.6142(4) -0.5993(4) 0.0160(7) Uani 1 1 d . . . C8 C 0.8491(5) 0.5720(5) -0.5761(4) 0.0157(8) Uani 1 1 d . . . H8A H 0.8484 0.6237 -0.5021 0.019 Uiso 1 1 calc R . . C9 C 0.7117(5) 0.4549(5) -0.6578(4) 0.0158(8) Uani 1 1 d . . . C10 C 0.7110(5) 0.3787(5) -0.7704(4) 0.0202(9) Uani 1 1 d . . . H10A H 0.6201 0.3007 -0.8277 0.024 Uiso 1 1 calc R . . C11 C 0.8484(5) 0.4221(5) -0.7944(5) 0.0227(10) Uani 1 1 d . . . H11A H 0.8520 0.3726 -0.8680 0.027 Uiso 1 1 calc R . . C12 C 0.9809(5) 0.5400(5) -0.7082(5) 0.0215(9) Uani 1 1 d . . . H12A H 1.0728 0.5694 -0.7263 0.026 Uiso 1 1 calc R . . S1 S 0.11145(12) 0.05908(12) -0.32113(10) 0.0157(2) Uani 1 1 d . . . O2 O 0.2342(4) 0.1600(4) -0.3637(3) 0.0235(7) Uani 1 1 d . . . O3 O 0.0953(4) -0.0881(4) -0.3255(3) 0.0241(7) Uani 1 1 d . . . O4 O -0.0312(3) 0.0600(3) -0.3667(3) 0.0231(7) Uani 1 1 d . . . C20 C 0.1792(6) 0.1471(6) -0.1503(5) 0.0270(10) Uani 1 1 d . . . F1 F 0.1904(4) 0.2822(3) -0.1352(3) 0.0403(8) Uani 1 1 d . . . F2 F 0.0816(4) 0.0669(4) -0.0927(3) 0.0341(7) Uani 1 1 d . . . F3 F 0.3156(4) 0.1639(4) -0.0939(3) 0.0436(8) Uani 1 1 d . . . S2 S 0.42406(12) -0.05043(11) -0.69750(10) 0.0149(2) Uani 1 1 d . . . O5 O 0.3456(3) -0.0291(3) -0.6110(3) 0.0197(7) Uani 1 1 d . . . O6 O 0.4303(4) -0.1885(3) -0.7072(3) 0.0250(7) Uani 1 1 d . . . O7 O 0.5639(4) 0.0808(3) -0.6900(3) 0.0224(7) Uani 1 1 d . . . C30 C 0.2987(6) -0.0785(5) -0.8553(5) 0.0273(11) Uani 1 1 d . . . F4 F 0.1616(4) -0.1991(4) -0.8798(4) 0.0500(9) Uani 1 1 d . . . F5 F 0.2781(4) 0.0397(4) -0.8623(3) 0.0408(8) Uani 1 1 d . . . F6 F 0.3563(4) -0.0988(4) -0.9465(3) 0.0403(8) Uani 1 1 d . . . O1 O 0.6676(3) 0.3551(3) -0.4502(3) 0.0193(6) Uani 1 1 d . . . H1A H 0.626(7) 0.296(7) -0.408(6) 0.029 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0155(2) 0.0193(2) 0.0337(2) 0.01215(15) 0.01380(16) 0.00825(16) Ag2 0.00828(19) 0.0163(2) 0.0308(2) 0.00126(14) 0.00553(15) 0.00421(15) N1 0.0107(17) 0.0147(17) 0.027(2) 0.0040(15) 0.0068(15) 0.0067(15) C2 0.011(2) 0.014(2) 0.021(2) 0.0041(16) 0.0059(17) 0.0063(17) C3 0.011(2) 0.016(2) 0.026(2) 0.0058(17) 0.0073(17) 0.0052(17) C4 0.021(2) 0.019(2) 0.024(2) 0.0063(18) 0.0066(18) 0.0111(19) C5 0.014(2) 0.024(2) 0.023(2) 0.0019(18) 0.0027(17) 0.0117(19) C6 0.010(2) 0.019(2) 0.030(2) 0.0027(18) 0.0062(18) 0.0066(18) C7 0.0074(19) 0.0074(18) 0.027(2) 0.0035(16) 0.0038(16) 0.0012(15) N2 0.0121(17) 0.0145(17) 0.026(2) 0.0060(15) 0.0036(15) 0.0088(15) N3 0.0074(16) 0.0141(17) 0.028(2) 0.0074(15) 0.0043(14) 0.0069(14) C8 0.0077(19) 0.0126(19) 0.027(2) 0.0077(17) 0.0046(17) 0.0049(17) C9 0.011(2) 0.016(2) 0.024(2) 0.0093(17) 0.0050(17) 0.0075(17) C10 0.015(2) 0.020(2) 0.024(2) 0.0043(18) 0.0024(18) 0.0077(19) C11 0.015(2) 0.025(2) 0.027(2) 0.0014(19) 0.0077(19) 0.011(2) C12 0.013(2) 0.023(2) 0.030(2) 0.0047(19) 0.0060(18) 0.0104(19) S1 0.0095(5) 0.0157(5) 0.0219(5) 0.0053(4) 0.0060(4) 0.0056(4) O2 0.0127(15) 0.0228(16) 0.0282(18) 0.0076(13) 0.0079(13) 0.0019(13) O3 0.0211(17) 0.0222(16) 0.0361(19) 0.0092(14) 0.0135(14) 0.0138(14) O4 0.0101(15) 0.0193(16) 0.0352(19) 0.0055(14) 0.0030(13) 0.0056(13) C20 0.018(2) 0.028(3) 0.024(2) 0.005(2) 0.0067(19) 0.002(2) F1 0.052(2) 0.0237(16) 0.0356(18) -0.0017(13) 0.0166(16) 0.0115(15) F2 0.0331(17) 0.0390(17) 0.0281(15) 0.0119(13) 0.0173(13) 0.0116(14) F3 0.0220(16) 0.066(2) 0.0298(17) 0.0153(16) 0.0011(13) 0.0135(16) S2 0.0088(5) 0.0125(5) 0.0233(5) 0.0048(4) 0.0041(4) 0.0056(4) O5 0.0144(15) 0.0206(16) 0.0302(18) 0.0095(13) 0.0100(13) 0.0114(13) O6 0.0314(19) 0.0191(16) 0.0350(19) 0.0111(14) 0.0165(15) 0.0172(15) O7 0.0129(15) 0.0192(16) 0.0317(18) 0.0080(13) 0.0065(13) 0.0048(13) C30 0.018(2) 0.023(2) 0.030(3) 0.003(2) -0.002(2) 0.006(2) F4 0.0189(16) 0.044(2) 0.048(2) 0.0046(16) -0.0104(14) -0.0055(15) F5 0.0451(19) 0.050(2) 0.0378(18) 0.0171(15) 0.0033(15) 0.0347(17) F6 0.049(2) 0.046(2) 0.0230(16) 0.0035(14) 0.0095(14) 0.0225(17) O1 0.0119(15) 0.0200(16) 0.0275(17) 0.0099(13) 0.0034(13) 0.0095(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.298(4) . ? Ag1 O2 2.344(3) . ? Ag1 N2 2.433(4) . ? Ag1 O4 2.447(3) 2_554 ? Ag1 O5 2.584(3) . ? Ag2 N3 2.239(4) 1_445 ? Ag2 O7 2.350(3) 2_654 ? Ag2 O3 2.495(3) . ? Ag2 O5 2.561(3) . ? N1 C6 1.332(6) . ? N1 C2 1.353(5) . ? C2 C3 1.391(6) . ? C2 C7 1.483(6) . ? C3 C4 1.383(6) . ? C3 H3A 0.9300 . ? C4 C5 1.380(6) . ? C4 H4A 0.9300 . ? C5 C6 1.378(7) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 N2 1.289(6) . ? C7 C9 1.498(6) . ? N2 O1 1.387(5) . ? N3 C8 1.343(5) . ? N3 C12 1.345(6) . ? N3 Ag2 2.239(4) 1_665 ? C8 C9 1.383(6) . ? C8 H8A 0.9300 . ? C9 C10 1.397(6) . ? C10 C11 1.376(6) . ? C10 H10A 0.9300 . ? C11 C12 1.381(7) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? S1 O4 1.440(3) . ? S1 O3 1.441(3) . ? S1 O2 1.448(3) . ? S1 C20 1.829(5) . ? O4 Ag1 2.447(3) 2_554 ? C20 F3 1.318(6) . ? C20 F2 1.327(5) . ? C20 F1 1.330(6) . ? S2 O7 1.441(3) . ? S2 O6 1.442(3) . ? S2 O5 1.443(3) . ? S2 C30 1.823(5) . ? O7 Ag2 2.350(3) 2_654 ? C30 F6 1.325(6) . ? C30 F5 1.330(6) . ? C30 F4 1.335(6) . ? O1 H1A 0.83(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 O2 142.95(12) . . ? N1 Ag1 N2 70.06(12) . . ? O2 Ag1 N2 108.54(12) . . ? N1 Ag1 O4 112.47(12) . 2_554 ? O2 Ag1 O4 81.76(11) . 2_554 ? N2 Ag1 O4 159.82(11) . 2_554 ? N1 Ag1 O5 113.79(11) . . ? O2 Ag1 O5 102.85(11) . . ? N2 Ag1 O5 86.23(11) . . ? O4 Ag1 O5 74.38(10) 2_554 . ? N3 Ag2 O7 149.67(12) 1_445 2_654 ? N3 Ag2 O3 99.70(12) 1_445 . ? O7 Ag2 O3 89.99(11) 2_654 . ? N3 Ag2 O5 109.60(12) 1_445 . ? O7 Ag2 O5 88.11(11) 2_654 . ? O3 Ag2 O5 123.04(10) . . ? C6 N1 C2 118.0(4) . . ? C6 N1 Ag1 125.2(3) . . ? C2 N1 Ag1 116.7(3) . . ? N1 C2 C3 122.2(4) . . ? N1 C2 C7 118.0(4) . . ? C3 C2 C7 119.8(4) . . ? C4 C3 C2 118.5(4) . . ? C4 C3 H3A 120.7 . . ? C2 C3 H3A 120.7 . . ? C5 C4 C3 119.3(4) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? C6 C5 C4 118.8(4) . . ? C6 C5 H5A 120.6 . . ? C4 C5 H5A 120.6 . . ? N1 C6 C5 123.2(4) . . ? N1 C6 H6A 118.4 . . ? C5 C6 H6A 118.4 . . ? N2 C7 C2 115.9(4) . . ? N2 C7 C9 124.1(4) . . ? C2 C7 C9 119.9(4) . . ? C7 N2 O1 113.0(3) . . ? C7 N2 Ag1 113.2(3) . . ? O1 N2 Ag1 126.5(2) . . ? C8 N3 C12 117.6(4) . . ? C8 N3 Ag2 121.7(3) . 1_665 ? C12 N3 Ag2 120.4(3) . 1_665 ? N3 C8 C9 122.7(4) . . ? N3 C8 H8A 118.6 . . ? C9 C8 H8A 118.6 . . ? C8 C9 C10 119.0(4) . . ? C8 C9 C7 121.4(4) . . ? C10 C9 C7 119.6(4) . . ? C11 C10 C9 118.3(4) . . ? C11 C10 H10A 120.9 . . ? C9 C10 H10A 120.9 . . ? C10 C11 C12 119.3(4) . . ? C10 C11 H11A 120.4 . . ? C12 C11 H11A 120.4 . . ? N3 C12 C11 123.0(4) . . ? N3 C12 H12A 118.5 . . ? C11 C12 H12A 118.5 . . ? O4 S1 O3 114.39(19) . . ? O4 S1 O2 114.85(19) . . ? O3 S1 O2 115.69(19) . . ? O4 S1 C20 103.4(2) . . ? O3 S1 C20 104.1(2) . . ? O2 S1 C20 102.0(2) . . ? S1 O2 Ag1 134.6(2) . . ? S1 O3 Ag2 118.67(18) . . ? S1 O4 Ag1 119.44(18) . 2_554 ? F3 C20 F2 109.0(4) . . ? F3 C20 F1 108.0(4) . . ? F2 C20 F1 108.2(4) . . ? F3 C20 S1 111.6(4) . . ? F2 C20 S1 111.0(3) . . ? F1 C20 S1 109.1(3) . . ? O7 S2 O6 115.6(2) . . ? O7 S2 O5 115.02(19) . . ? O6 S2 O5 114.57(19) . . ? O7 S2 C30 102.3(2) . . ? O6 S2 C30 102.6(2) . . ? O5 S2 C30 104.3(2) . . ? S2 O5 Ag2 135.40(18) . . ? S2 O5 Ag1 130.85(18) . . ? Ag2 O5 Ag1 93.36(10) . . ? S2 O7 Ag2 126.15(19) . 2_654 ? F6 C30 F5 108.1(4) . . ? F6 C30 F4 107.6(4) . . ? F5 C30 F4 108.2(4) . . ? F6 C30 S2 111.7(3) . . ? F5 C30 S2 110.6(3) . . ? F4 C30 S2 110.6(4) . . ? N2 O1 H1A 100(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.905 _refine_diff_density_min -1.372 _refine_diff_density_rms 0.177