# Electronic Supplementary Material (ESI) for RSC Advances. # This journal is © The Royal Society of Chemistry 2020 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_aucf3_a _database_code_depnum_ccdc_archive 'CCDC 1964008' loop_ _audit_author_name _audit_author_address 'Simon J. Teat' ;Advanced Light Source, Lawrence Berkeley National Laboratory United States of America ; _audit_update_record ; 2019-11-06 deposited with the CCDC. 2019-12-18 downloaded from the CCDC. ; _audit_creation_method SHELXL-2018/1 _shelx_SHELXL_version_number 2018/1 _chemical_name_systematic 'Gold(III) meso-(4-trifluoromethylphenyl)dipyrrin-bisphenolate' _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H16 Au F3 N2 O2' _chemical_formula_weight 666.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0034 0.0017 'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' H H 0.0000 0.0000 'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' N N 0.0065 0.0035 'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' O O 0.0115 0.0064 'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' F F 0.0185 0.0109 'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' Au Au -2.1948 9.1933 'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/c' _space_group_name_Hall '-P 2ybc' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.8844(4) _cell_length_b 16.4488(8) _cell_length_c 19.8240(10) _cell_angle_alpha 90 _cell_angle_beta 98.802(2) _cell_angle_gamma 90 _cell_volume 2218.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9702 _cell_measurement_theta_min 2.7543 _cell_measurement_theta_max 33.5497 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.995 _exptl_crystal_F_000 1280 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.090 _exptl_crystal_size_mid 0.040 _exptl_crystal_size_min 0.020 _exptl_absorpt_coefficient_mu 7.087 _shelx_estimated_absorpt_T_min 0.568 _shelx_estimated_absorpt_T_max 0.871 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.682 _exptl_absorpt_correction_T_max 0.871 _exptl_absorpt_process_details 'SADABS 2016/2 Bruker AXS Madison WI USA' _exptl_absorpt_special_details ? _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.7288 _diffrn_radiation_type synchrotron _diffrn_source 'Advanced Light Source Beamline 12.2.1' _diffrn_measurement_device_type 'Bruker D8 with PHOTONII detector' _diffrn_measurement_method '\w/\q shutterless scans' _diffrn_detector_area_resol_mean 7.39 _diffrn_reflns_number 89167 _diffrn_reflns_av_unetI/netI 0.0238 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.482 _diffrn_reflns_theta_max 33.562 _diffrn_reflns_theta_full 25.930 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_point_group_measured_fraction_full 0.999 _reflns_number_total 8107 _reflns_number_gt 7052 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'Bruker APEX 3' _computing_cell_refinement 'Bruker SAINT v8.38a' _computing_data_reduction 'Bruker SAINT v8.38a' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2018/1 (Sheldrick, 2018)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL & local programs' _refine_special_details ; All non-hydrogen atoms were refined anisotropically. Hydrogen atoms were placed geometrically, constrained and refined using a riding model. ; _vrf_PLAT934_aucf3_a ; PROBLEM: Number of (Iobs-Icalc)/SigmaW > 10 Outliers .... 21 Check RESPONSE: All these reflection have h=4n incidating twinning not twin law could be determined from the data. Inspection of the diffraction pattern showed additional very weak reflection, but a second rotations of the unit cell could not be determined from them ; _vrf_PLAT971_aucf3_a ; PROBLEM: Check Calcd Resid. Dens. 1.82A From Au1 3.03 eA-3 RESPONSE: From twinning described above. ; _vrf_PLAT972_aucf3_a ; PROBLEM: Check Calcd Resid. Dens. 0.69A From Au1 -2.53 eA-3 RESPONSE: From twinning described above. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+28.4087P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'intrinsic phasing' _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 8107 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1131 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.332 _refine_ls_restrained_S_all 1.332 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Au1 Au 0.73311(3) 0.55295(2) 0.49002(2) 0.01592(6) Uani 1 1 d . . . . . O1 O 0.6313(7) 0.6255(3) 0.4140(2) 0.0228(8) Uani 1 1 d . . . . . C1 C 0.5619(9) 0.6033(4) 0.3501(3) 0.0219(11) Uani 1 1 d . . . . . C2 C 0.5144(11) 0.6689(4) 0.3045(4) 0.0298(13) Uani 1 1 d . . . . . H2A H 0.532214 0.723113 0.320720 0.036 Uiso 1 1 calc R U . . . C3 C 0.4427(12) 0.6549(5) 0.2371(4) 0.0354(16) Uani 1 1 d . . . . . H3A H 0.412766 0.699639 0.206943 0.043 Uiso 1 1 calc R U . . . C4 C 0.4135(12) 0.5761(5) 0.2124(4) 0.0356(16) Uani 1 1 d . . . . . H4A H 0.362518 0.566645 0.165753 0.043 Uiso 1 1 calc R U . . . C5 C 0.4595(10) 0.5119(5) 0.2565(3) 0.0286(13) Uani 1 1 d . . . . . H5A H 0.438987 0.458082 0.239616 0.034 Uiso 1 1 calc R U . . . C6 C 0.5354(9) 0.5233(4) 0.3255(3) 0.0221(11) Uani 1 1 d . . . . . C7 C 0.5866(8) 0.4525(4) 0.3682(3) 0.0195(10) Uani 1 1 d . . . . . N1 N 0.6703(7) 0.4536(3) 0.4346(2) 0.0174(8) Uani 1 1 d . . . . . C8 C 0.5636(9) 0.3697(4) 0.3479(3) 0.0230(11) Uani 1 1 d . . . . . H8A H 0.508998 0.350798 0.303815 0.028 Uiso 1 1 calc R U . . . C9 C 0.6334(9) 0.3222(4) 0.4027(3) 0.0222(11) Uani 1 1 d . . . . . H9A H 0.635947 0.264467 0.403395 0.027 Uiso 1 1 calc R U . . . C10 C 0.7007(9) 0.3735(3) 0.4578(3) 0.0194(10) Uani 1 1 d . . . . . C11 C 0.7870(8) 0.3512(3) 0.5243(3) 0.0175(9) Uani 1 1 d . . . . . C12 C 0.8531(8) 0.4055(3) 0.5769(3) 0.0182(10) Uani 1 1 d . . . . . N2 N 0.8415(7) 0.4900(3) 0.5720(2) 0.0164(8) Uani 1 1 d . . . . . C13 C 0.9420(9) 0.3874(4) 0.6443(3) 0.0199(10) Uani 1 1 d . . . . . H13A H 0.970003 0.334480 0.662384 0.024 Uiso 1 1 calc R U . . . C14 C 0.9806(9) 0.4582(4) 0.6789(3) 0.0203(10) Uani 1 1 d . . . . . H14A H 1.039797 0.463525 0.725246 0.024 Uiso 1 1 calc R U . . . C15 C 0.9168(8) 0.5229(3) 0.6334(3) 0.0175(9) Uani 1 1 d . . . . . C16 C 0.9268(9) 0.6085(4) 0.6494(3) 0.0200(10) Uani 1 1 d . . . . . C17 C 1.0059(12) 0.6316(4) 0.7165(3) 0.0301(14) Uani 1 1 d . . . . . H17A H 1.048329 0.590619 0.749165 0.036 Uiso 1 1 calc R U . . . C18 C 1.0235(14) 0.7118(4) 0.7359(4) 0.0391(18) Uani 1 1 d . . . . . H18A H 1.080086 0.726020 0.781129 0.047 Uiso 1 1 calc R U . . . C19 C 0.9567(13) 0.7724(4) 0.6882(4) 0.0373(17) Uani 1 1 d . . . . . H19A H 0.964685 0.827937 0.701457 0.045 Uiso 1 1 calc R U . . . C20 C 0.8805(11) 0.7521(4) 0.6228(4) 0.0276(13) Uani 1 1 d . . . . . H20A H 0.838048 0.793774 0.590738 0.033 Uiso 1 1 calc R U . . . C21 C 0.8636(9) 0.6695(4) 0.6019(3) 0.0206(10) Uani 1 1 d . . . . . O2 O 0.7851(7) 0.6585(2) 0.5372(2) 0.0222(8) Uani 1 1 d . . . . . C22 C 0.8035(9) 0.2634(3) 0.5397(3) 0.0197(10) Uani 1 1 d . . . . . C23 C 0.6346(10) 0.2164(4) 0.5378(3) 0.0248(12) Uani 1 1 d . . . . . H23A H 0.508935 0.240903 0.526417 0.030 Uiso 1 1 calc R U . . . C24 C 0.6490(11) 0.1338(4) 0.5525(4) 0.0298(14) Uani 1 1 d . . . . . H24A H 0.533414 0.101885 0.551244 0.036 Uiso 1 1 calc R U . . . C25 C 0.8320(11) 0.0982(4) 0.5688(3) 0.0259(12) Uani 1 1 d . . . . . C26 C 1.0032(10) 0.1446(4) 0.5718(3) 0.0255(12) Uani 1 1 d . . . . . H26A H 1.128753 0.120012 0.583460 0.031 Uiso 1 1 calc R U . . . C27 C 0.9867(9) 0.2271(4) 0.5575(3) 0.0228(11) Uani 1 1 d . . . . . H27A H 1.102109 0.259229 0.559811 0.027 Uiso 1 1 calc R U . . . C28 C 0.8490(12) 0.0088(4) 0.5845(4) 0.0317(14) Uani 1 1 d . . . . . F1 F 1.0267(9) -0.0221(3) 0.5808(4) 0.0647(18) Uani 1 1 d . . . . . F2 F 0.7279(10) -0.0350(3) 0.5422(3) 0.0646(19) Uani 1 1 d . . . . . F3 F 0.8156(13) -0.0084(3) 0.6468(3) 0.074(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 Au1 0.01596(9) 0.01413(9) 0.01756(9) 0.00101(7) 0.00226(6) 0.00049(7) O1 0.030(2) 0.0163(18) 0.021(2) 0.0045(15) -0.0003(17) 0.0020(16) C1 0.019(2) 0.025(3) 0.020(3) 0.003(2) 0.000(2) 0.000(2) C2 0.035(3) 0.026(3) 0.027(3) 0.009(2) 0.000(3) 0.002(3) C3 0.043(4) 0.034(4) 0.026(3) 0.014(3) -0.002(3) 0.000(3) C4 0.043(4) 0.039(4) 0.022(3) 0.005(3) -0.005(3) 0.001(3) C5 0.029(3) 0.033(3) 0.022(3) 0.003(2) -0.002(2) -0.002(3) C6 0.018(2) 0.028(3) 0.019(3) 0.002(2) -0.001(2) 0.001(2) C7 0.017(2) 0.023(3) 0.018(2) 0.001(2) 0.0016(18) 0.002(2) N1 0.019(2) 0.015(2) 0.018(2) -0.0018(16) 0.0003(16) -0.0004(16) C8 0.023(3) 0.024(3) 0.020(3) -0.003(2) -0.001(2) 0.000(2) C9 0.025(3) 0.018(2) 0.023(3) -0.004(2) 0.003(2) -0.001(2) C10 0.022(2) 0.016(2) 0.019(3) 0.0020(19) -0.001(2) -0.0005(19) C11 0.012(2) 0.020(2) 0.019(2) -0.0040(19) -0.0005(18) -0.0020(18) C12 0.017(2) 0.017(2) 0.021(3) 0.0012(19) 0.0054(19) -0.0016(18) N2 0.017(2) 0.0144(19) 0.016(2) 0.0031(16) -0.0001(16) 0.0003(15) C13 0.024(3) 0.017(2) 0.017(2) 0.0024(19) 0.000(2) -0.001(2) C14 0.023(3) 0.019(3) 0.017(2) -0.0016(19) 0.000(2) -0.001(2) C15 0.018(2) 0.017(2) 0.018(2) -0.0011(18) 0.0044(19) -0.0010(18) C16 0.023(3) 0.016(2) 0.021(3) -0.0025(19) 0.003(2) -0.0009(19) C17 0.044(4) 0.021(3) 0.024(3) -0.004(2) 0.002(3) 0.000(3) C18 0.065(5) 0.024(3) 0.026(3) -0.009(3) -0.001(3) -0.001(3) C19 0.059(5) 0.018(3) 0.034(4) -0.006(3) 0.005(3) -0.001(3) C20 0.037(3) 0.015(2) 0.031(3) -0.002(2) 0.005(3) -0.002(2) C21 0.023(3) 0.016(2) 0.022(3) -0.002(2) 0.003(2) -0.0016(19) O2 0.034(2) 0.0105(16) 0.0210(19) 0.0001(14) -0.0001(17) -0.0021(16) C22 0.025(3) 0.012(2) 0.022(3) 0.0004(18) 0.004(2) 0.0007(19) C23 0.026(3) 0.018(3) 0.030(3) 0.000(2) 0.004(2) -0.002(2) C24 0.036(3) 0.019(3) 0.034(3) 0.000(2) 0.002(3) -0.008(2) C25 0.040(4) 0.014(2) 0.023(3) 0.000(2) 0.004(3) -0.001(2) C26 0.031(3) 0.019(3) 0.024(3) 0.000(2) 0.000(2) 0.003(2) C27 0.025(3) 0.019(2) 0.024(3) 0.000(2) 0.002(2) 0.001(2) C28 0.042(4) 0.019(3) 0.031(3) 0.000(2) -0.004(3) -0.001(3) F1 0.057(3) 0.024(2) 0.114(5) 0.017(3) 0.016(4) 0.009(2) F2 0.090(5) 0.018(2) 0.071(4) -0.002(2) -0.035(3) -0.008(2) F3 0.163(7) 0.025(2) 0.039(3) 0.010(2) 0.030(4) -0.001(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 Au1 O1 1.965(4) . ? Au1 N2 1.976(5) . ? Au1 N1 1.979(5) . ? Au1 O2 1.980(4) . ? O1 C1 1.335(7) . ? C1 C6 1.407(9) . ? C1 C2 1.413(9) . ? C2 C3 1.371(10) . ? C2 H2A 0.9500 . ? C3 C4 1.390(11) . ? C3 H3A 0.9500 . ? C4 C5 1.377(10) . ? C4 H4A 0.9500 . ? C5 C6 1.398(9) . ? C5 H5A 0.9500 . ? C6 C7 1.452(8) . ? C7 N1 1.354(7) . ? C7 C8 1.421(9) . ? N1 C10 1.400(7) . ? C8 C9 1.364(9) . ? C8 H8A 0.9500 . ? C9 C10 1.401(8) . ? C9 H9A 0.9500 . ? C10 C11 1.410(8) . ? C11 C12 1.395(8) . ? C11 C22 1.478(8) . ? C12 N2 1.395(7) . ? C12 C13 1.414(8) . ? N2 C15 1.360(7) . ? C13 C14 1.357(8) . ? C13 H13A 0.9500 . ? C14 C15 1.421(8) . ? C14 H14A 0.9500 . ? C15 C16 1.441(8) . ? C16 C21 1.399(8) . ? C16 C17 1.411(9) . ? C17 C18 1.374(10) . ? C17 H17A 0.9500 . ? C18 C19 1.403(11) . ? C18 H18A 0.9500 . ? C19 C20 1.364(10) . ? C19 H19A 0.9500 . ? C20 C21 1.419(8) . ? C20 H20A 0.9500 . ? C21 O2 1.324(7) . ? C22 C27 1.391(8) . ? C22 C23 1.391(8) . ? C23 C24 1.390(9) . ? C23 H23A 0.9500 . ? C24 C25 1.382(10) . ? C24 H24A 0.9500 . ? C25 C26 1.397(10) . ? C25 C28 1.504(9) . ? C26 C27 1.388(8) . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C28 F2 1.305(8) . ? C28 F3 1.322(9) . ? C28 F1 1.337(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Au1 N2 174.22(19) . . ? O1 Au1 N1 93.10(19) . . ? N2 Au1 N1 92.7(2) . . ? O1 Au1 O2 81.21(18) . . ? N2 Au1 O2 93.02(18) . . ? N1 Au1 O2 174.30(18) . . ? C1 O1 Au1 126.6(4) . . ? O1 C1 C6 126.4(5) . . ? O1 C1 C2 114.4(6) . . ? C6 C1 C2 119.1(6) . . ? C3 C2 C1 120.6(7) . . ? C3 C2 H2A 119.7 . . ? C1 C2 H2A 119.7 . . ? C2 C3 C4 120.7(7) . . ? C2 C3 H3A 119.7 . . ? C4 C3 H3A 119.7 . . ? C5 C4 C3 119.0(7) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 122.3(7) . . ? C4 C5 H5A 118.9 . . ? C6 C5 H5A 118.9 . . ? C5 C6 C1 118.3(6) . . ? C5 C6 C7 119.0(6) . . ? C1 C6 C7 122.7(5) . . ? N1 C7 C8 107.5(5) . . ? N1 C7 C6 125.9(5) . . ? C8 C7 C6 126.6(5) . . ? C7 N1 C10 109.0(5) . . ? C7 N1 Au1 125.1(4) . . ? C10 N1 Au1 125.9(4) . . ? C9 C8 C7 108.2(5) . . ? C9 C8 H8A 125.9 . . ? C7 C8 H8A 125.9 . . ? C8 C9 C10 108.0(5) . . ? C8 C9 H9A 126.0 . . ? C10 C9 H9A 126.0 . . ? N1 C10 C9 107.3(5) . . ? N1 C10 C11 124.9(5) . . ? C9 C10 C11 127.8(5) . . ? C12 C11 C10 125.1(5) . . ? C12 C11 C22 117.7(5) . . ? C10 C11 C22 117.2(5) . . ? N2 C12 C11 125.3(5) . . ? N2 C12 C13 106.6(5) . . ? C11 C12 C13 128.1(5) . . ? C15 N2 C12 109.0(5) . . ? C15 N2 Au1 124.8(4) . . ? C12 N2 Au1 126.1(4) . . ? C14 C13 C12 108.7(5) . . ? C14 C13 H13A 125.6 . . ? C12 C13 H13A 125.6 . . ? C13 C14 C15 107.7(5) . . ? C13 C14 H14A 126.1 . . ? C15 C14 H14A 126.1 . . ? N2 C15 C14 107.9(5) . . ? N2 C15 C16 125.7(5) . . ? C14 C15 C16 126.4(5) . . ? C21 C16 C17 118.4(5) . . ? C21 C16 C15 123.6(5) . . ? C17 C16 C15 118.0(6) . . ? C18 C17 C16 121.9(7) . . ? C18 C17 H17A 119.0 . . ? C16 C17 H17A 119.0 . . ? C17 C18 C19 119.1(7) . . ? C17 C18 H18A 120.4 . . ? C19 C18 H18A 120.4 . . ? C20 C19 C18 120.4(6) . . ? C20 C19 H19A 119.8 . . ? C18 C19 H19A 119.8 . . ? C19 C20 C21 121.0(6) . . ? C19 C20 H20A 119.5 . . ? C21 C20 H20A 119.5 . . ? O2 C21 C16 126.3(5) . . ? O2 C21 C20 114.6(5) . . ? C16 C21 C20 119.1(6) . . ? C21 O2 Au1 126.5(4) . . ? C27 C22 C23 119.3(5) . . ? C27 C22 C11 120.6(5) . . ? C23 C22 C11 120.0(5) . . ? C24 C23 C22 120.3(6) . . ? C24 C23 H23A 119.8 . . ? C22 C23 H23A 119.8 . . ? C25 C24 C23 119.7(6) . . ? C25 C24 H24A 120.1 . . ? C23 C24 H24A 120.1 . . ? C24 C25 C26 120.8(6) . . ? C24 C25 C28 120.1(6) . . ? C26 C25 C28 119.1(6) . . ? C27 C26 C25 118.9(6) . . ? C27 C26 H26A 120.6 . . ? C25 C26 H26A 120.6 . . ? C26 C27 C22 120.9(6) . . ? C26 C27 H27A 119.5 . . ? C22 C27 H27A 119.5 . . ? F2 C28 F3 107.3(7) . . ? F2 C28 F1 104.8(7) . . ? F3 C28 F1 105.2(7) . . ? F2 C28 C25 112.7(6) . . ? F3 C28 C25 112.5(6) . . ? F1 C28 C25 113.8(7) . . ? _refine_diff_density_max 3.137 _refine_diff_density_min -2.242 _refine_diff_density_rms 0.233 _shelx_res_file ; TITL aucf3_a.res in P2(1)/c aucf3_a.res created by SHELXL-2018/1 at 10:58:56 on 31-Jan-2019 REM Old TITL aucf3 in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.104, Rweak 0.007, Alpha 0.032, Orientation as input REM Formula found by SHELXT: C28 N O2 F4 Au CELL 0.7288 6.8844 16.4488 19.8240 90.000 98.802 90.000 ZERR 4.000 0.0004 0.0008 0.0010 0.000 0.002 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H N O F AU DISP C 0.00337 0.00172 11.92 DISP H 0.00000 0.00000 0.67 DISP N 0.00654 0.00351 20.58 DISP O 0.01151 0.00644 34.18 DISP F 0.01853 0.01091 54.38 DISP Au -2.19478 9.19331 38685.76 UNIT 112 64 8 8 12 4 ACTA OMIT 0 1 1 OMIT 0 0 2 TEMP -173 SIZE 0.090 0.040 0.020 REM Blue block L.S. 10 BOND $H FMAP 2 PLAN 20 WGHT 0.000000 28.408699 FVAR 0.19405 AU1 6 0.733112 0.552948 0.490019 11.00000 0.01596 0.01413 = 0.01756 0.00101 0.00226 0.00049 O1 4 0.631326 0.625497 0.414042 11.00000 0.03019 0.01631 = 0.02073 0.00448 -0.00032 0.00204 C1 1 0.561888 0.603325 0.350105 11.00000 0.01930 0.02550 = 0.01990 0.00260 0.00023 0.00029 C2 1 0.514368 0.668864 0.304514 11.00000 0.03539 0.02583 = 0.02672 0.00895 0.00017 0.00192 AFIX 43 H2A 2 0.532214 0.723113 0.320720 11.00000 -1.20000 AFIX 0 C3 1 0.442719 0.654934 0.237082 11.00000 0.04310 0.03446 = 0.02630 0.01398 -0.00236 0.00040 AFIX 43 H3A 2 0.412766 0.699639 0.206943 11.00000 -1.20000 AFIX 0 C4 1 0.413475 0.576109 0.212381 11.00000 0.04291 0.03874 = 0.02182 0.00466 -0.00518 0.00075 AFIX 43 H4A 2 0.362518 0.566645 0.165753 11.00000 -1.20000 AFIX 0 C5 1 0.459512 0.511926 0.256546 11.00000 0.02921 0.03334 = 0.02156 0.00328 -0.00186 -0.00174 AFIX 43 H5A 2 0.438987 0.458082 0.239616 11.00000 -1.20000 AFIX 0 C6 1 0.535425 0.523279 0.325452 11.00000 0.01819 0.02808 = 0.01889 0.00181 -0.00093 0.00103 C7 1 0.586639 0.452478 0.368240 11.00000 0.01742 0.02292 = 0.01788 0.00098 0.00164 0.00154 N1 3 0.670267 0.453631 0.434633 11.00000 0.01938 0.01454 = 0.01756 -0.00180 0.00030 -0.00042 C8 1 0.563595 0.369742 0.347928 11.00000 0.02341 0.02405 = 0.02033 -0.00301 -0.00093 0.00043 AFIX 43 H8A 2 0.508998 0.350798 0.303815 11.00000 -1.20000 AFIX 0 C9 1 0.633398 0.322209 0.402701 11.00000 0.02535 0.01846 = 0.02264 -0.00376 0.00345 -0.00069 AFIX 43 H9A 2 0.635947 0.264467 0.403395 11.00000 -1.20000 AFIX 0 C10 1 0.700676 0.373543 0.457758 11.00000 0.02163 0.01603 = 0.01926 0.00198 -0.00084 -0.00051 C11 1 0.787047 0.351189 0.524275 11.00000 0.01243 0.02048 = 0.01867 -0.00402 -0.00053 -0.00200 C12 1 0.853067 0.405471 0.576855 11.00000 0.01662 0.01731 = 0.02135 0.00119 0.00539 -0.00157 N2 3 0.841493 0.489965 0.572044 11.00000 0.01747 0.01436 = 0.01648 0.00314 -0.00006 0.00026 C13 1 0.941980 0.387408 0.644302 11.00000 0.02445 0.01709 = 0.01702 0.00245 -0.00027 -0.00098 AFIX 43 H13A 2 0.970003 0.334480 0.662384 11.00000 -1.20000 AFIX 0 C14 1 0.980640 0.458206 0.678919 11.00000 0.02325 0.01931 = 0.01724 -0.00163 -0.00031 -0.00141 AFIX 43 H14A 2 1.039797 0.463525 0.725246 11.00000 -1.20000 AFIX 0 C15 1 0.916753 0.522949 0.633430 11.00000 0.01769 0.01698 = 0.01831 -0.00112 0.00441 -0.00102 C16 1 0.926802 0.608486 0.649358 11.00000 0.02259 0.01611 = 0.02101 -0.00246 0.00254 -0.00089 C17 1 1.005944 0.631640 0.716476 11.00000 0.04443 0.02119 = 0.02358 -0.00357 0.00183 0.00043 AFIX 43 H17A 2 1.048329 0.590619 0.749165 11.00000 -1.20000 AFIX 0 C18 1 1.023488 0.711811 0.735928 11.00000 0.06451 0.02383 = 0.02649 -0.00869 -0.00135 -0.00077 AFIX 43 H18A 2 1.080086 0.726020 0.781129 11.00000 -1.20000 AFIX 0 C19 1 0.956726 0.772401 0.688166 11.00000 0.05893 0.01783 = 0.03431 -0.00566 0.00487 -0.00085 AFIX 43 H19A 2 0.964685 0.827937 0.701457 11.00000 -1.20000 AFIX 0 C20 1 0.880474 0.752070 0.622777 11.00000 0.03678 0.01496 = 0.03086 -0.00245 0.00464 -0.00168 AFIX 43 H20A 2 0.838048 0.793774 0.590738 11.00000 -1.20000 AFIX 0 C21 1 0.863567 0.669501 0.601883 11.00000 0.02295 0.01643 = 0.02234 -0.00231 0.00283 -0.00158 O2 4 0.785117 0.658546 0.537246 11.00000 0.03374 0.01049 = 0.02097 0.00014 -0.00009 -0.00206 C22 1 0.803451 0.263360 0.539726 11.00000 0.02535 0.01195 = 0.02199 0.00044 0.00441 0.00071 C23 1 0.634625 0.216389 0.537803 11.00000 0.02617 0.01784 = 0.03029 -0.00033 0.00386 -0.00239 AFIX 43 H23A 2 0.508935 0.240903 0.526417 11.00000 -1.20000 AFIX 0 C24 1 0.648950 0.133774 0.552459 11.00000 0.03568 0.01901 = 0.03379 -0.00047 0.00207 -0.00776 AFIX 43 H24A 2 0.533414 0.101885 0.551244 11.00000 -1.20000 AFIX 0 C25 1 0.832048 0.098210 0.568810 11.00000 0.04038 0.01432 = 0.02267 -0.00033 0.00360 -0.00121 C26 1 1.003190 0.144558 0.571807 11.00000 0.03128 0.01930 = 0.02449 -0.00009 0.00010 0.00313 AFIX 43 H26A 2 1.128753 0.120012 0.583460 11.00000 -1.20000 AFIX 0 C27 1 0.986654 0.227067 0.557472 11.00000 0.02493 0.01856 = 0.02425 -0.00021 0.00166 0.00149 AFIX 43 H27A 2 1.102109 0.259229 0.559811 11.00000 -1.20000 AFIX 0 C28 1 0.849040 0.008814 0.584472 11.00000 0.04207 0.01914 = 0.03095 -0.00038 -0.00406 -0.00072 F1 5 1.026723 -0.022067 0.580783 11.00000 0.05674 0.02399 = 0.11411 0.01693 0.01555 0.00947 F2 5 0.727906 -0.034984 0.542170 11.00000 0.08983 0.01756 = 0.07147 -0.00158 -0.03513 -0.00799 F3 5 0.815592 -0.008375 0.646806 11.00000 0.16309 0.02502 = 0.03929 0.01026 0.02967 -0.00063 HKLF 4 REM aucf3_a.res in P2(1)/c REM R1 = 0.0392 for 7052 Fo > 4sig(Fo) and 0.0462 for all 8107 data REM 325 parameters refined using 0 restraints END WGHT 0.0000 28.4081 REM Highest difference peak 3.137, deepest hole -2.242, 1-sigma level 0.233 Q1 1 0.4780 0.5526 0.4939 11.00000 0.05 3.14 Q2 1 0.9945 0.5568 0.4884 11.00000 0.05 2.77 Q3 1 0.6145 0.5605 0.4940 11.00000 0.05 2.74 Q4 1 0.8710 0.5626 0.4877 11.00000 0.05 2.50 Q5 1 0.7530 0.4251 0.5100 11.00000 0.05 1.87 Q6 1 0.6372 0.5514 0.5309 11.00000 0.05 1.86 Q7 1 0.8325 0.4478 0.5060 11.00000 0.05 1.80 Q8 1 0.9086 0.5465 0.5258 11.00000 0.05 1.62 Q9 1 0.6307 0.4251 0.5077 11.00000 0.05 1.49 Q10 1 0.5657 0.3346 0.4937 11.00000 0.05 1.27 Q11 1 1.0603 0.3372 0.5175 11.00000 0.05 1.26 Q12 1 0.6802 0.6654 0.4962 11.00000 0.05 1.21 Q13 1 0.6726 -0.0251 0.6254 11.00000 0.05 1.20 Q14 1 0.8264 0.3205 0.4884 11.00000 0.05 1.16 Q15 1 0.8251 0.4492 0.4722 11.00000 0.05 1.05 Q16 1 0.9965 -0.0049 0.6279 11.00000 0.05 1.03 Q17 1 0.6964 0.5378 0.4603 11.00000 0.05 1.01 Q18 1 0.9102 0.6795 0.5134 11.00000 0.05 1.00 Q19 1 0.5843 0.4580 0.4654 11.00000 0.05 0.97 Q20 1 0.8191 0.5181 0.4495 11.00000 0.05 0.95 ; _shelx_res_checksum 19451 _chemical_properties_physical Light-sensitive,Photo-sensitive