# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_eb222 _database_code_depnum_ccdc_archive 'CCDC 896707' #Added by publCIF _audit_update_record ; 2012-07-16 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H16 N2' _chemical_formula_sum 'C28 H16 N2' _chemical_formula_weight 380.43 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21/c ' _space_group_name_Hall '-P 2ybc' 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 12.7773(14) _cell_length_b 14.4079(15) _cell_length_c 12.3216(13) _cell_angle_alpha 90.00 _cell_angle_beta 117.4760(10) _cell_angle_gamma 90.00 _cell_volume 2012.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2381 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 23.08 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.256 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9796 _exptl_absorpt_correction_T_max 0.9905 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ? _diffrn_ambient_temperature 173(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 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23414 _diffrn_reflns_av_R_equivalents 0.0575 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 27.21 _reflns_number_total 4482 _reflns_number_gt 2849 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '(Barbour, 2001)' _computing_publication_material '(Barbour, 2001)' _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^)+(0.0446P)^2^+0.3209P] 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 4482 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0884 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.0938 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 N1 N 0.38194(12) 0.68914(10) 0.06992(13) 0.0343(3) Uani 1 1 d . . . C1 C 0.29136(15) 0.74182(12) -0.00444(16) 0.0375(4) Uani 1 1 d . . . H1 H 0.2340 0.7575 0.0213 0.045 Uiso 1 1 calc R . . N2 N 0.64714(13) 0.58126(11) -0.42135(13) 0.0430(4) Uani 1 1 d . . . C2 C 0.27513(16) 0.77502(12) -0.11568(16) 0.0390(4) Uani 1 1 d . . . H2 H 0.2087 0.8124 -0.1646 0.047 Uiso 1 1 calc R . . C3 C 0.35712(16) 0.75293(12) -0.15468(16) 0.0394(5) Uani 1 1 d . . . H3 H 0.3491 0.7754 -0.2306 0.047 Uiso 1 1 calc R . . C4 C 0.45126(15) 0.69739(12) -0.08110(15) 0.0356(4) Uani 1 1 d . . . H4 H 0.5086 0.6802 -0.1061 0.043 Uiso 1 1 calc R . . C5 C 0.46095(14) 0.66703(11) 0.03012(15) 0.0290(4) Uani 1 1 d . . . C6 C 0.55750(14) 0.60869(12) 0.10891(15) 0.0323(4) Uani 1 1 d . . . C7 C 0.63952(14) 0.56050(12) 0.17292(15) 0.0313(4) Uani 1 1 d . . . C8 C 0.73939(13) 0.50291(11) 0.24632(15) 0.0287(4) Uani 1 1 d . . . C9 C 0.77184(14) 0.48520(11) 0.36918(15) 0.0314(4) Uani 1 1 d . . . H9 H 0.7277 0.5111 0.4062 0.038 Uiso 1 1 calc R . . C10 C 0.86861(14) 0.42974(12) 0.43661(15) 0.0336(4) Uani 1 1 d . . . H10 H 0.8908 0.4179 0.5203 0.040 Uiso 1 1 calc R . . C11 C 0.93373(14) 0.39122(11) 0.38411(15) 0.0311(4) Uani 1 1 d . . . H11 H 1.0001 0.3533 0.4317 0.037 Uiso 1 1 calc R . . C12 C 0.90184(13) 0.40810(11) 0.26163(15) 0.0273(4) Uani 1 1 d . . . C13 C 0.80495(14) 0.46427(11) 0.19326(15) 0.0287(4) Uani 1 1 d . . . H13 H 0.7833 0.4764 0.1098 0.034 Uiso 1 1 calc R . . C14 C 0.96688(13) 0.36948(11) 0.20337(15) 0.0292(4) Uani 1 1 d . . . C15 C 1.01866(14) 0.34216(11) 0.14984(15) 0.0295(4) Uani 1 1 d . . . C16 C 1.08482(13) 0.31561(11) 0.08763(14) 0.0263(4) Uani 1 1 d . . . C17 C 1.18590(14) 0.26121(11) 0.14589(15) 0.0294(4) Uani 1 1 d . . . H17 H 1.2090 0.2391 0.2264 0.035 Uiso 1 1 calc R . . C18 C 1.25287(14) 0.23909(12) 0.08797(15) 0.0321(4) Uani 1 1 d . . . H18 H 1.3214 0.2017 0.1285 0.038 Uiso 1 1 calc R . . C19 C 1.22028(15) 0.27126(12) -0.02888(16) 0.0340(4) Uani 1 1 d . . . H19 H 1.2669 0.2565 -0.0683 0.041 Uiso 1 1 calc R . . C20 C 1.12012(15) 0.32475(11) -0.08851(15) 0.0322(4) Uani 1 1 d . . . H20 H 1.0984 0.3464 -0.1689 0.039 Uiso 1 1 calc R . . C21 C 1.05036(13) 0.34746(11) -0.03257(14) 0.0274(4) Uani 1 1 d . . . C22 C 0.94492(14) 0.40074(11) -0.09779(14) 0.0302(4) Uani 1 1 d . . . C23 C 0.85657(14) 0.44409(11) -0.15725(15) 0.0323(4) Uani 1 1 d . . . C24 C 0.75146(14) 0.49452(11) -0.23495(15) 0.0286(4) Uani 1 1 d . . . C25 C 0.65692(15) 0.50342(12) -0.20943(16) 0.0373(4) Uani 1 1 d . . . H25 H 0.6596 0.4768 -0.1377 0.045 Uiso 1 1 calc R . . C26 C 0.55900(15) 0.55189(13) -0.29072(18) 0.0422(5) Uani 1 1 d . . . H26 H 0.4933 0.5598 -0.2752 0.051 Uiso 1 1 calc R . . C27 C 0.55733(15) 0.58868(13) -0.39429(17) 0.0426(5) Uani 1 1 d . . . H27 H 0.4887 0.6212 -0.4498 0.051 Uiso 1 1 calc R . . C28 C 0.74125(15) 0.53519(12) -0.34168(15) 0.0354(4) Uani 1 1 d . . . H28 H 0.8063 0.5296 -0.3588 0.042 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 N1 0.0332(8) 0.0364(8) 0.0361(8) 0.0068(7) 0.0185(7) 0.0078(6) C1 0.0323(10) 0.0352(10) 0.0437(11) 0.0054(9) 0.0164(9) 0.0066(8) N2 0.0338(8) 0.0485(10) 0.0358(9) 0.0117(8) 0.0067(7) -0.0033(7) C2 0.0357(10) 0.0317(10) 0.0385(11) 0.0070(8) 0.0075(9) 0.0000(8) C3 0.0464(11) 0.0381(10) 0.0264(9) 0.0041(8) 0.0107(9) -0.0066(9) C4 0.0381(10) 0.0392(10) 0.0313(10) -0.0034(8) 0.0175(8) -0.0033(8) C5 0.0286(9) 0.0261(9) 0.0304(9) -0.0015(7) 0.0120(8) 0.0000(7) C6 0.0315(9) 0.0349(10) 0.0315(10) -0.0024(8) 0.0153(8) 0.0012(8) C7 0.0318(9) 0.0328(9) 0.0317(9) -0.0030(8) 0.0167(8) 0.0005(8) C8 0.0259(8) 0.0259(8) 0.0330(10) -0.0011(7) 0.0125(7) 0.0006(7) C9 0.0334(9) 0.0317(9) 0.0327(10) -0.0019(8) 0.0182(8) 0.0010(7) C10 0.0376(10) 0.0357(10) 0.0291(9) 0.0016(8) 0.0167(8) 0.0013(8) C11 0.0288(9) 0.0300(9) 0.0326(10) 0.0027(7) 0.0125(8) 0.0039(7) C12 0.0257(8) 0.0266(8) 0.0312(9) -0.0018(7) 0.0145(7) -0.0022(7) C13 0.0304(9) 0.0298(9) 0.0274(9) 0.0001(7) 0.0147(7) 0.0001(7) C14 0.0272(9) 0.0294(9) 0.0310(9) 0.0026(7) 0.0134(8) 0.0025(7) C15 0.0263(8) 0.0309(9) 0.0286(9) 0.0011(7) 0.0103(7) 0.0004(7) C16 0.0268(8) 0.0255(8) 0.0267(9) -0.0029(7) 0.0125(7) -0.0020(7) C17 0.0303(9) 0.0322(9) 0.0262(9) 0.0033(7) 0.0134(7) 0.0035(7) C18 0.0291(9) 0.0334(9) 0.0334(10) 0.0025(8) 0.0142(8) 0.0053(7) C19 0.0368(10) 0.0368(10) 0.0355(10) -0.0012(8) 0.0227(8) 0.0024(8) C20 0.0380(10) 0.0345(9) 0.0249(9) 0.0016(7) 0.0152(8) 0.0008(8) C21 0.0275(9) 0.0251(8) 0.0265(9) -0.0023(7) 0.0098(7) -0.0014(7) C22 0.0333(9) 0.0274(9) 0.0267(9) -0.0019(7) 0.0111(8) -0.0014(7) C23 0.0346(10) 0.0286(9) 0.0277(9) -0.0032(7) 0.0093(8) -0.0009(8) C24 0.0288(9) 0.0245(8) 0.0276(9) -0.0018(7) 0.0088(7) -0.0007(7) C25 0.0366(10) 0.0395(10) 0.0352(10) 0.0069(8) 0.0161(9) -0.0007(8) C26 0.0293(9) 0.0444(11) 0.0509(12) 0.0029(9) 0.0166(9) 0.0010(8) C27 0.0304(10) 0.0363(10) 0.0467(12) 0.0093(9) 0.0055(9) 0.0029(8) C28 0.0303(9) 0.0434(11) 0.0288(9) -0.0002(8) 0.0104(8) -0.0022(8) _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 N1 C1 1.333(2) . ? N1 C5 1.348(2) . ? C1 C2 1.374(2) . ? N2 C28 1.327(2) . ? N2 C27 1.339(2) . ? C2 C3 1.376(2) . ? C3 C4 1.380(2) . ? C4 C5 1.389(2) . ? C5 C6 1.437(2) . ? C6 C7 1.200(2) . ? C7 C8 1.439(2) . ? C8 C13 1.395(2) . ? C8 C9 1.396(2) . ? C9 C10 1.382(2) . ? C10 C11 1.384(2) . ? C11 C12 1.391(2) . ? C12 C13 1.391(2) . ? C12 C14 1.437(2) . ? C14 C15 1.196(2) . ? C15 C16 1.430(2) . ? C16 C17 1.394(2) . ? C16 C21 1.413(2) . ? C17 C18 1.381(2) . ? C18 C19 1.381(2) . ? C19 C20 1.380(2) . ? C20 C21 1.394(2) . ? C21 C22 1.432(2) . ? C22 C23 1.199(2) . ? C23 C24 1.436(2) . ? C24 C25 1.387(2) . ? C24 C28 1.390(2) . ? C25 C26 1.378(2) . ? C26 C27 1.373(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 C1 N1 C5 116.28(15) . . ? N1 C1 C2 124.58(17) . . ? C28 N2 C27 116.36(16) . . ? C1 C2 C3 118.61(17) . . ? C2 C3 C4 118.56(16) . . ? C3 C4 C5 119.01(16) . . ? N1 C5 C4 122.94(15) . . ? N1 C5 C6 116.48(15) . . ? C4 C5 C6 120.58(15) . . ? C7 C6 C5 178.33(18) . . ? C6 C7 C8 177.88(18) . . ? C13 C8 C9 119.55(15) . . ? C13 C8 C7 119.08(15) . . ? C9 C8 C7 121.37(15) . . ? C10 C9 C8 119.56(15) . . ? C9 C10 C11 121.00(16) . . ? C10 C11 C12 119.91(15) . . ? C13 C12 C11 119.47(15) . . ? C13 C12 C14 118.74(15) . . ? C11 C12 C14 121.78(14) . . ? C12 C13 C8 120.51(15) . . ? C15 C14 C12 175.75(17) . . ? C14 C15 C16 175.98(17) . . ? C17 C16 C21 119.29(15) . . ? C17 C16 C15 120.71(15) . . ? C21 C16 C15 119.96(14) . . ? C18 C17 C16 120.78(15) . . ? C17 C18 C19 120.04(15) . . ? C20 C19 C18 120.13(16) . . ? C19 C20 C21 121.01(16) . . ? C20 C21 C16 118.74(14) . . ? C20 C21 C22 119.92(15) . . ? C16 C21 C22 121.32(14) . . ? C23 C22 C21 177.03(18) . . ? C22 C23 C24 176.53(18) . . ? C25 C24 C28 117.65(15) . . ? C25 C24 C23 122.68(16) . . ? C28 C24 C23 119.66(15) . . ? C26 C25 C24 118.39(17) . . ? C27 C26 C25 119.38(17) . . ? N2 C27 C26 123.58(16) . . ? N2 C28 C24 124.63(16) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.21 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.161 _refine_diff_density_min -0.178 _refine_diff_density_rms 0.041 data_eb225 _database_code_depnum_ccdc_archive 'CCDC 896708' #TrackingRef '14659_web_deposit_cif_file_0_NathanBowling_1350052321.Five structure CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H16 Ag F3 N2 O2' _chemical_formula_sum 'C30 H16 Ag F3 N2 O2' _chemical_formula_weight 601.32 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' 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 _space_group_name_Hall -P2yn 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 16.8364(17) _cell_length_b 7.9149(8) _cell_length_c 19.851(2) _cell_angle_alpha 90.00 _cell_angle_beta 114.2540(10) _cell_angle_gamma 90.00 _cell_volume 2411.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2263 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 19.32 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.656 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.891 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7169 _exptl_absorpt_correction_T_max 0.9652 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3660 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27258 _diffrn_reflns_av_R_equivalents 0.0882 _diffrn_reflns_av_sigmaI/netI 0.0719 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 27.20 _reflns_number_total 5356 _reflns_number_gt 3336 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '(Barbour, 2001)' _computing_publication_material '(Barbour, 2001)' _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^+3.2748P] 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 5356 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0975 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1041 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 0.33515(2) 0.48154(5) 0.112660(19) 0.03911(13) Uani 1 1 d . . . F1 F 0.1152(3) 0.7986(5) 0.14790(19) 0.0971(13) Uani 1 1 d . . . O1 O 0.1828(2) 0.5465(4) 0.09807(18) 0.0488(9) Uani 1 1 d . . . N1 N 0.3873(2) 0.6040(4) 0.22160(18) 0.0293(8) Uani 1 1 d . . . C1 C 0.3306(3) 0.6500(5) 0.2500(2) 0.0335(10) Uani 1 1 d . . . H1 H 0.2710 0.6201 0.2242 0.040 Uiso 1 1 calc R . . F2 F 0.0089(3) 0.7202(8) 0.0529(3) 0.148(2) Uani 1 1 d . . . O2 O 0.1452(3) 0.6918(7) -0.0050(3) 0.117(2) Uani 1 1 d . . . N2 N 0.2926(2) 0.2998(4) 0.02157(18) 0.0291(8) Uani 1 1 d . . . C2 C 0.3558(3) 0.7391(6) 0.3153(3) 0.0387(11) Uani 1 1 d . . . H2 H 0.3137 0.7721 0.3331 0.046 Uiso 1 1 calc R . . F3 F 0.0820(4) 0.9268(5) 0.0491(3) 0.146(2) Uani 1 1 d . . . C3 C 0.4423(3) 0.7799(6) 0.3545(3) 0.0404(12) Uani 1 1 d . . . H3 H 0.4610 0.8399 0.3998 0.048 Uiso 1 1 calc R . . C4 C 0.5010(3) 0.7315(5) 0.3263(2) 0.0362(11) Uani 1 1 d . . . H4 H 0.5611 0.7571 0.3523 0.043 Uiso 1 1 calc R . . C5 C 0.4722(3) 0.6453(5) 0.2599(2) 0.0294(10) Uani 1 1 d . . . C6 C 0.5312(3) 0.5971(5) 0.2277(2) 0.0304(10) Uani 1 1 d . . . C7 C 0.5801(3) 0.5592(5) 0.2007(2) 0.0315(10) Uani 1 1 d . . . C8 C 0.6368(3) 0.5056(5) 0.1667(2) 0.0294(9) Uani 1 1 d . . . C9 C 0.7265(3) 0.5276(6) 0.2024(2) 0.0363(11) Uani 1 1 d . . . H9 H 0.7512 0.5818 0.2492 0.044 Uiso 1 1 calc R . . C10 C 0.7794(3) 0.4703(6) 0.1695(3) 0.0427(12) Uani 1 1 d . . . H10 H 0.8407 0.4845 0.1943 0.051 Uiso 1 1 calc R . . C11 C 0.7450(3) 0.3927(6) 0.1013(2) 0.0334(10) Uani 1 1 d . . . H11 H 0.7823 0.3554 0.0791 0.040 Uiso 1 1 calc R . . C12 C 0.6558(3) 0.3692(5) 0.0651(2) 0.0265(9) Uani 1 1 d . . . C13 C 0.6020(3) 0.4262(5) 0.0984(2) 0.0292(10) Uani 1 1 d . . . H13 H 0.5408 0.4105 0.0739 0.035 Uiso 1 1 calc R . . C14 C 0.6215(3) 0.2817(5) -0.0043(2) 0.0303(10) Uani 1 1 d . . . C15 C 0.6000(3) 0.1925(6) -0.0577(2) 0.0320(10) Uani 1 1 d . . . C16 C 0.5779(3) 0.0725(5) -0.1167(2) 0.0262(9) Uani 1 1 d . . . C17 C 0.6395(3) 0.0308(6) -0.1446(2) 0.0349(10) Uani 1 1 d . . . H17 H 0.6946 0.0856 -0.1257 0.042 Uiso 1 1 calc R . . C18 C 0.6208(3) -0.0885(6) -0.1989(3) 0.0377(11) Uani 1 1 d . . . H18 H 0.6628 -0.1149 -0.2178 0.045 Uiso 1 1 calc R . . C19 C 0.5414(3) -0.1710(6) -0.2267(2) 0.0360(11) Uani 1 1 d . . . H19 H 0.5286 -0.2525 -0.2648 0.043 Uiso 1 1 calc R . . C20 C 0.4806(3) -0.1343(5) -0.1986(2) 0.0289(10) Uani 1 1 d . . . H20 H 0.4270 -0.1941 -0.2164 0.035 Uiso 1 1 calc R . . C21 C 0.4971(3) -0.0110(5) -0.1447(2) 0.0273(9) Uani 1 1 d . . . C22 C 0.4317(3) 0.0332(5) -0.1179(2) 0.0295(9) Uani 1 1 d . . . C23 C 0.3784(3) 0.0716(5) -0.0960(2) 0.0301(10) Uani 1 1 d . . . C24 C 0.3173(3) 0.1252(5) -0.0672(2) 0.0273(9) Uani 1 1 d . . . C25 C 0.2311(3) 0.0703(6) -0.0944(3) 0.0380(11) Uani 1 1 d . . . H25 H 0.2096 -0.0079 -0.1341 0.046 Uiso 1 1 calc R . . C26 C 0.1777(3) 0.1306(6) -0.0631(3) 0.0435(12) Uani 1 1 d . . . H26 H 0.1191 0.0929 -0.0803 0.052 Uiso 1 1 calc R . . C27 C 0.2098(3) 0.2466(6) -0.0064(2) 0.0359(11) Uani 1 1 d . . . H27 H 0.1716 0.2905 0.0136 0.043 Uiso 1 1 calc R . . C28 C 0.3444(3) 0.2387(5) -0.0087(2) 0.0283(10) Uani 1 1 d . . . H28 H 0.4033 0.2752 0.0109 0.034 Uiso 1 1 calc R . . C29 C 0.1459(3) 0.6594(6) 0.0545(3) 0.0387(11) Uani 1 1 d . . . C30 C 0.0877(4) 0.7750(7) 0.0760(3) 0.0527(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0347(2) 0.0483(2) 0.0346(2) -0.01348(19) 0.01445(15) -0.00198(19) F1 0.137(3) 0.110(3) 0.060(2) -0.003(2) 0.055(2) 0.051(3) O1 0.052(2) 0.049(2) 0.045(2) 0.0059(17) 0.0201(17) 0.0166(17) N1 0.033(2) 0.031(2) 0.028(2) -0.0011(16) 0.0159(17) -0.0008(16) C1 0.033(3) 0.035(3) 0.037(3) -0.002(2) 0.019(2) -0.001(2) F2 0.047(2) 0.232(6) 0.181(5) -0.066(4) 0.063(3) 0.010(3) O2 0.150(5) 0.157(5) 0.090(4) 0.059(3) 0.095(4) 0.088(4) N2 0.029(2) 0.031(2) 0.028(2) -0.0031(16) 0.0128(17) -0.0031(16) C2 0.043(3) 0.040(3) 0.039(3) -0.004(2) 0.024(2) 0.003(2) F3 0.256(6) 0.085(3) 0.145(4) 0.055(3) 0.131(4) 0.098(4) C3 0.045(3) 0.046(3) 0.032(3) -0.009(2) 0.017(2) -0.003(2) C4 0.035(3) 0.039(3) 0.033(3) -0.005(2) 0.013(2) -0.003(2) C5 0.029(2) 0.028(2) 0.033(3) 0.0007(19) 0.015(2) -0.0004(19) C6 0.029(2) 0.032(2) 0.026(2) 0.0000(19) 0.008(2) -0.0018(19) C7 0.027(2) 0.032(3) 0.030(2) 0.0016(19) 0.007(2) -0.0032(19) C8 0.027(2) 0.029(2) 0.033(2) 0.003(2) 0.0128(19) 0.0004(19) C9 0.034(2) 0.042(3) 0.033(2) -0.006(2) 0.013(2) -0.002(2) C10 0.025(2) 0.060(3) 0.039(3) -0.006(2) 0.009(2) 0.002(2) C11 0.027(2) 0.043(3) 0.033(3) 0.001(2) 0.016(2) 0.005(2) C12 0.026(2) 0.026(2) 0.026(2) 0.0039(18) 0.0098(19) 0.0012(18) C13 0.023(2) 0.033(2) 0.029(2) 0.0027(19) 0.0083(19) -0.0024(18) C14 0.029(2) 0.034(3) 0.032(3) 0.005(2) 0.016(2) 0.0016(19) C15 0.031(3) 0.035(3) 0.029(3) 0.006(2) 0.012(2) 0.005(2) C16 0.029(2) 0.024(2) 0.025(2) 0.0033(17) 0.0110(19) 0.0047(18) C17 0.030(2) 0.038(3) 0.039(3) 0.007(2) 0.016(2) 0.005(2) C18 0.044(3) 0.037(3) 0.041(3) 0.008(2) 0.027(2) 0.013(2) C19 0.048(3) 0.029(2) 0.037(3) -0.004(2) 0.023(2) 0.005(2) C20 0.034(2) 0.023(2) 0.029(2) 0.0011(18) 0.013(2) 0.0005(18) C21 0.028(2) 0.024(2) 0.028(2) 0.0099(19) 0.0089(18) 0.0067(19) C22 0.033(2) 0.027(2) 0.027(2) -0.0014(18) 0.0111(19) -0.0017(19) C23 0.036(3) 0.029(2) 0.025(2) 0.0015(18) 0.012(2) 0.0007(19) C24 0.023(2) 0.030(2) 0.028(2) 0.0007(19) 0.0092(19) 0.0022(18) C25 0.030(3) 0.045(3) 0.039(3) -0.014(2) 0.014(2) -0.007(2) C26 0.024(2) 0.055(3) 0.054(3) -0.016(3) 0.019(2) -0.009(2) C27 0.029(2) 0.042(3) 0.041(3) -0.007(2) 0.019(2) 0.000(2) C28 0.025(2) 0.030(2) 0.031(2) 0.0037(19) 0.013(2) 0.0006(18) C29 0.035(3) 0.047(3) 0.040(3) 0.002(2) 0.021(2) 0.005(2) C30 0.067(4) 0.054(4) 0.044(3) 0.013(3) 0.030(3) 0.028(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N2 2.188(3) . ? Ag1 N1 2.197(3) . ? Ag1 O1 2.514(3) . ? F1 C30 1.320(6) . ? O1 C29 1.221(5) . ? N1 C1 1.342(5) . ? N1 C5 1.355(5) . ? C1 C2 1.381(6) . ? F2 C30 1.288(7) . ? O2 C29 1.205(6) . ? N2 C28 1.336(5) . ? N2 C27 1.340(5) . ? C2 C3 1.379(6) . ? F3 C30 1.303(6) . ? C3 C4 1.374(6) . ? C4 C5 1.383(6) . ? C5 C6 1.436(6) . ? C6 C7 1.191(6) . ? C7 C8 1.440(6) . ? C8 C13 1.388(6) . ? C8 C9 1.391(6) . ? C9 C10 1.380(6) . ? C10 C11 1.380(6) . ? C11 C12 1.385(5) . ? C12 C13 1.395(5) . ? C12 C14 1.435(6) . ? C14 C15 1.199(6) . ? C15 C16 1.433(6) . ? C16 C17 1.402(5) . ? C16 C21 1.406(5) . ? C17 C18 1.369(6) . ? C18 C19 1.383(6) . ? C19 C20 1.382(6) . ? C20 C21 1.389(5) . ? C21 C22 1.449(6) . ? C22 C23 1.185(5) . ? C23 C24 1.433(6) . ? C24 C28 1.388(5) . ? C24 C25 1.393(6) . ? C25 C26 1.372(6) . ? C26 C27 1.379(6) . ? C29 C30 1.524(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 N2 Ag1 N1 165.07(13) . . ? N2 Ag1 O1 93.85(12) . . ? N1 Ag1 O1 89.95(12) . . ? C29 O1 Ag1 115.4(3) . . ? C1 N1 C5 117.9(4) . . ? C1 N1 Ag1 117.9(3) . . ? C5 N1 Ag1 124.2(3) . . ? N1 C1 C2 122.4(4) . . ? C28 N2 C27 117.4(4) . . ? C28 N2 Ag1 123.9(3) . . ? C27 N2 Ag1 118.7(3) . . ? C3 C2 C1 119.7(4) . . ? C4 C3 C2 118.3(4) . . ? C3 C4 C5 119.8(4) . . ? N1 C5 C4 122.0(4) . . ? N1 C5 C6 116.7(4) . . ? C4 C5 C6 121.3(4) . . ? C7 C6 C5 179.2(5) . . ? C6 C7 C8 177.1(5) . . ? C13 C8 C9 119.2(4) . . ? C13 C8 C7 119.8(4) . . ? C9 C8 C7 120.9(4) . . ? C10 C9 C8 119.7(4) . . ? C11 C10 C9 121.2(4) . . ? C10 C11 C12 119.8(4) . . ? C11 C12 C13 119.2(4) . . ? C11 C12 C14 119.0(4) . . ? C13 C12 C14 121.8(4) . . ? C8 C13 C12 120.9(4) . . ? C15 C14 C12 171.7(5) . . ? C14 C15 C16 174.4(5) . . ? C17 C16 C21 119.1(4) . . ? C17 C16 C15 119.5(4) . . ? C21 C16 C15 121.3(4) . . ? C18 C17 C16 120.3(4) . . ? C17 C18 C19 120.8(4) . . ? C20 C19 C18 119.7(4) . . ? C19 C20 C21 120.8(4) . . ? C20 C21 C16 119.3(4) . . ? C20 C21 C22 120.7(4) . . ? C16 C21 C22 119.9(4) . . ? C23 C22 C21 179.1(5) . . ? C22 C23 C24 176.8(5) . . ? C28 C24 C25 117.3(4) . . ? C28 C24 C23 118.9(4) . . ? C25 C24 C23 123.9(4) . . ? C26 C25 C24 119.2(4) . . ? C25 C26 C27 119.4(4) . . ? N2 C27 C26 122.7(4) . . ? N2 C28 C24 124.0(4) . . ? O2 C29 O1 130.4(5) . . ? O2 C29 C30 113.5(5) . . ? O1 C29 C30 116.0(4) . . ? F2 C30 F3 105.8(5) . . ? F2 C30 F1 106.6(5) . . ? F3 C30 F1 104.3(5) . . ? F2 C30 C29 112.6(5) . . ? F3 C30 C29 112.7(5) . . ? F1 C30 C29 114.1(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.20 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.829 _refine_diff_density_min -0.901 _refine_diff_density_rms 0.101 data_eb227 _database_code_depnum_ccdc_archive 'CCDC 896709' #TrackingRef '14659_web_deposit_cif_file_0_NathanBowling_1350052321.Five structure CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H16 Cl2 N2 Pd, C H2 Cl2' _chemical_formula_sum 'C29 H18 Cl4 N2 Pd' _chemical_formula_weight 642.65 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 '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 _space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5163(5) _cell_length_b 11.2205(6) _cell_length_c 14.9946(12) _cell_angle_alpha 102.1120(10) _cell_angle_beta 95.5430(10) _cell_angle_gamma 107.8750(10) _cell_volume 1313.21(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9937 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.17 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 1.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6594 _exptl_absorpt_correction_T_max 0.8047 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3660 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15308 _diffrn_reflns_av_R_equivalents 0.0144 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.17 _reflns_number_total 5797 _reflns_number_gt 5465 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '(Barbour, 2001)' _computing_publication_material '(Barbour, 2001)' _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^)+(0.0228P)^2^+0.8658P] 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 5797 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0219 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0527 _refine_ls_wR_factor_gt 0.0516 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 Pd1 Pd 0.026403(13) 0.165488(11) 0.402843(8) 0.01844(4) Uani 1 1 d . . . Cl1 Cl 0.05066(5) -0.03884(4) 0.37646(3) 0.02459(8) Uani 1 1 d . . . N1 N 0.27283(16) 0.24635(13) 0.45760(9) 0.0211(3) Uani 1 1 d . . . C1 C 0.3228(2) 0.25010(17) 0.54599(12) 0.0284(4) Uani 1 1 d . . . H1 H 0.2420 0.2106 0.5799 0.034 Uiso 1 1 calc R . . Cl2 Cl 0.00395(5) 0.36638(4) 0.43578(4) 0.03385(10) Uani 1 1 d . . . N2 N -0.22220(16) 0.09480(13) 0.35186(9) 0.0206(3) Uani 1 1 d . . . C2 C 0.4876(2) 0.3094(2) 0.58941(13) 0.0359(4) Uani 1 1 d . . . H2 H 0.5191 0.3125 0.6526 0.043 Uiso 1 1 calc R . . C3 C 0.6060(2) 0.36426(19) 0.53981(14) 0.0366(4) Uani 1 1 d . . . H3 H 0.7204 0.4042 0.5682 0.044 Uiso 1 1 calc R . . C4 C 0.5564(2) 0.36034(18) 0.44872(14) 0.0315(4) Uani 1 1 d . . . H4 H 0.6365 0.3965 0.4133 0.038 Uiso 1 1 calc R . . C5 C 0.3875(2) 0.30281(16) 0.40901(12) 0.0229(3) Uani 1 1 d . . . C6 C 0.3293(2) 0.30613(17) 0.31733(12) 0.0269(3) Uani 1 1 d . . . C7 C 0.2873(2) 0.32101(18) 0.24343(12) 0.0278(4) Uani 1 1 d . . . C8 C 0.2299(2) 0.34292(17) 0.15684(12) 0.0258(3) Uani 1 1 d . . . C9 C 0.3424(2) 0.41561(18) 0.11045(13) 0.0288(4) Uani 1 1 d . . . H9 H 0.4590 0.4478 0.1345 0.035 Uiso 1 1 calc R . . C10 C 0.2835(2) 0.44054(18) 0.02943(13) 0.0302(4) Uani 1 1 d . . . H10 H 0.3603 0.4897 -0.0020 0.036 Uiso 1 1 calc R . . C11 C 0.1140(2) 0.39462(18) -0.00617(12) 0.0280(4) Uani 1 1 d . . . H11 H 0.0751 0.4125 -0.0618 0.034 Uiso 1 1 calc R . . C12 C -0.0002(2) 0.32184(17) 0.03952(12) 0.0256(3) Uani 1 1 d . . . C13 C 0.0592(2) 0.29622(18) 0.12093(12) 0.0274(4) Uani 1 1 d . . . H13 H -0.0175 0.2465 0.1522 0.033 Uiso 1 1 calc R . . C14 C -0.1766(2) 0.27685(18) 0.00435(12) 0.0286(4) Uani 1 1 d . . . C15 C -0.3235(2) 0.24271(17) -0.02374(12) 0.0273(3) Uani 1 1 d . . . C16 C -0.4998(2) 0.20052(16) -0.05729(11) 0.0242(3) Uani 1 1 d . . . C17 C -0.5605(2) 0.22326(18) -0.14003(12) 0.0299(4) Uani 1 1 d . . . H17 H -0.4842 0.2700 -0.1730 0.036 Uiso 1 1 calc R . . C18 C -0.7304(2) 0.17829(19) -0.17420(13) 0.0344(4) Uani 1 1 d . . . H18 H -0.7704 0.1952 -0.2300 0.041 Uiso 1 1 calc R . . C19 C -0.8422(2) 0.1089(2) -0.12750(14) 0.0365(4) Uani 1 1 d . . . H19 H -0.9585 0.0760 -0.1522 0.044 Uiso 1 1 calc R . . C20 C -0.7853(2) 0.08696(19) -0.04465(13) 0.0325(4) Uani 1 1 d . . . H20 H -0.8632 0.0398 -0.0127 0.039 Uiso 1 1 calc R . . C21 C -0.6142(2) 0.13384(16) -0.00780(11) 0.0243(3) Uani 1 1 d . . . C22 C -0.5564(2) 0.11524(16) 0.07953(12) 0.0253(3) Uani 1 1 d . . . C23 C -0.5085(2) 0.10176(17) 0.15303(12) 0.0258(3) Uani 1 1 d . . . C24 C -0.4527(2) 0.07804(16) 0.23880(11) 0.0230(3) Uani 1 1 d . . . C25 C -0.5642(2) 0.01115(17) 0.28805(12) 0.0275(4) Uani 1 1 d . . . H25 H -0.6816 -0.0177 0.2667 0.033 Uiso 1 1 calc R . . C26 C -0.5013(2) -0.01270(19) 0.36862(13) 0.0304(4) Uani 1 1 d . . . H26 H -0.5756 -0.0576 0.4033 0.037 Uiso 1 1 calc R . . C27 C -0.3303(2) 0.02901(17) 0.39846(12) 0.0259(3) Uani 1 1 d . . . H27 H -0.2882 0.0108 0.4532 0.031 Uiso 1 1 calc R . . C28 C -0.2819(2) 0.11980(16) 0.27436(11) 0.0230(3) Uani 1 1 d . . . H28 H -0.2048 0.1678 0.2424 0.028 Uiso 1 1 calc R . . Cl1S Cl 0.86974(7) 0.35197(7) 0.75519(4) 0.05862(16) Uani 1 1 d . . . Cl2S Cl 1.21697(8) 0.49913(10) 0.75670(6) 0.0876(3) Uani 1 1 d . . . C1S C 1.0253(3) 0.3963(3) 0.68937(17) 0.0554(6) Uani 1 1 d . . . H1S1 H 0.9883 0.4400 0.6448 0.067 Uiso 1 1 calc R . . H1S2 H 1.0409 0.3172 0.6534 0.067 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 Pd1 0.01309(6) 0.01960(7) 0.02105(7) 0.00485(5) 0.00148(4) 0.00389(4) Cl1 0.01934(18) 0.02188(18) 0.0307(2) 0.00504(15) 0.00153(15) 0.00629(14) N1 0.0171(6) 0.0207(6) 0.0241(7) 0.0062(5) 0.0011(5) 0.0047(5) C1 0.0234(8) 0.0326(9) 0.0269(8) 0.0117(7) 0.0009(7) 0.0045(7) Cl2 0.0267(2) 0.0220(2) 0.0510(3) 0.00506(18) 0.00366(19) 0.00915(16) N2 0.0158(6) 0.0216(6) 0.0247(7) 0.0068(5) 0.0041(5) 0.0058(5) C2 0.0301(10) 0.0410(11) 0.0306(9) 0.0137(8) -0.0074(8) 0.0043(8) C3 0.0197(8) 0.0389(10) 0.0440(11) 0.0164(9) -0.0080(8) -0.0001(7) C4 0.0187(8) 0.0356(10) 0.0398(10) 0.0172(8) 0.0033(7) 0.0039(7) C5 0.0179(7) 0.0240(8) 0.0265(8) 0.0074(6) 0.0025(6) 0.0063(6) C6 0.0197(8) 0.0323(9) 0.0288(9) 0.0099(7) 0.0059(6) 0.0070(7) C7 0.0202(8) 0.0351(9) 0.0279(9) 0.0092(7) 0.0055(7) 0.0079(7) C8 0.0232(8) 0.0307(9) 0.0243(8) 0.0076(7) 0.0046(6) 0.0097(7) C9 0.0171(8) 0.0356(9) 0.0332(9) 0.0111(8) 0.0038(7) 0.0068(7) C10 0.0231(8) 0.0365(10) 0.0344(9) 0.0173(8) 0.0104(7) 0.0077(7) C11 0.0246(8) 0.0352(9) 0.0266(8) 0.0130(7) 0.0051(7) 0.0100(7) C12 0.0204(8) 0.0296(9) 0.0261(8) 0.0076(7) 0.0041(6) 0.0073(7) C13 0.0207(8) 0.0344(9) 0.0274(8) 0.0122(7) 0.0079(7) 0.0055(7) C14 0.0257(9) 0.0319(9) 0.0266(8) 0.0095(7) 0.0039(7) 0.0063(7) C15 0.0261(9) 0.0294(9) 0.0261(8) 0.0092(7) 0.0033(7) 0.0075(7) C16 0.0214(8) 0.0243(8) 0.0239(8) 0.0024(6) -0.0007(6) 0.0072(6) C17 0.0318(9) 0.0317(9) 0.0239(8) 0.0050(7) 0.0009(7) 0.0099(7) C18 0.0368(10) 0.0388(10) 0.0252(9) 0.0026(8) -0.0068(7) 0.0166(8) C19 0.0221(9) 0.0457(11) 0.0356(10) 0.0022(8) -0.0073(7) 0.0118(8) C20 0.0204(8) 0.0399(10) 0.0341(10) 0.0078(8) 0.0019(7) 0.0074(7) C21 0.0208(8) 0.0260(8) 0.0244(8) 0.0030(6) 0.0003(6) 0.0087(6) C22 0.0189(8) 0.0272(8) 0.0283(9) 0.0061(7) 0.0032(6) 0.0064(6) C23 0.0183(8) 0.0290(8) 0.0292(9) 0.0071(7) 0.0034(6) 0.0071(6) C24 0.0198(8) 0.0246(8) 0.0249(8) 0.0061(6) 0.0032(6) 0.0081(6) C25 0.0156(7) 0.0337(9) 0.0323(9) 0.0093(7) 0.0038(6) 0.0065(7) C26 0.0203(8) 0.0395(10) 0.0329(9) 0.0167(8) 0.0095(7) 0.0054(7) C27 0.0220(8) 0.0313(9) 0.0261(8) 0.0124(7) 0.0054(6) 0.0076(7) C28 0.0186(7) 0.0258(8) 0.0256(8) 0.0100(6) 0.0060(6) 0.0059(6) Cl1S 0.0376(3) 0.0789(4) 0.0482(3) 0.0077(3) 0.0025(2) 0.0110(3) Cl2S 0.0340(3) 0.1356(8) 0.0815(5) 0.0544(5) -0.0104(3) 0.0005(4) C1S 0.0520(14) 0.0639(16) 0.0429(13) 0.0192(12) 0.0010(11) 0.0075(12) _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 Pd1 N1 2.0217(13) . ? Pd1 N2 2.0243(13) . ? Pd1 Cl2 2.2754(4) . ? Pd1 Cl1 2.3198(4) . ? N1 C1 1.340(2) . ? N1 C5 1.355(2) . ? C1 C2 1.380(2) . ? N2 C28 1.341(2) . ? N2 C27 1.343(2) . ? C2 C3 1.380(3) . ? C3 C4 1.378(3) . ? C4 C5 1.394(2) . ? C5 C6 1.428(2) . ? C6 C7 1.192(2) . ? C7 C8 1.439(2) . ? C8 C13 1.393(2) . ? C8 C9 1.398(2) . ? C9 C10 1.385(2) . ? C10 C11 1.383(2) . ? C11 C12 1.399(2) . ? C12 C13 1.395(2) . ? C12 C14 1.435(2) . ? C14 C15 1.194(3) . ? C15 C16 1.431(2) . ? C16 C17 1.400(2) . ? C16 C21 1.409(2) . ? C17 C18 1.383(3) . ? C18 C19 1.380(3) . ? C19 C20 1.387(3) . ? C20 C21 1.399(2) . ? C21 C22 1.433(2) . ? C22 C23 1.194(2) . ? C23 C24 1.433(2) . ? C24 C25 1.393(2) . ? C24 C28 1.396(2) . ? C25 C26 1.384(2) . ? C26 C27 1.381(2) . ? Cl1S C1S 1.741(3) . ? Cl2S C1S 1.747(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 N2 176.49(5) . . ? N1 Pd1 Cl2 88.96(4) . . ? N2 Pd1 Cl2 87.66(4) . . ? N1 Pd1 Cl1 90.22(4) . . ? N2 Pd1 Cl1 93.12(4) . . ? Cl2 Pd1 Cl1 177.376(17) . . ? C1 N1 C5 119.12(14) . . ? C1 N1 Pd1 118.95(11) . . ? C5 N1 Pd1 121.84(11) . . ? N1 C1 C2 122.19(16) . . ? C28 N2 C27 119.15(14) . . ? C28 N2 Pd1 120.48(11) . . ? C27 N2 Pd1 120.25(11) . . ? C3 C2 C1 119.11(17) . . ? C4 C3 C2 119.24(16) . . ? C3 C4 C5 119.34(17) . . ? N1 C5 C4 120.93(15) . . ? N1 C5 C6 118.05(14) . . ? C4 C5 C6 120.98(15) . . ? C7 C6 C5 173.96(19) . . ? C6 C7 C8 176.45(19) . . ? C13 C8 C9 119.53(16) . . ? C13 C8 C7 119.58(15) . . ? C9 C8 C7 120.83(15) . . ? C10 C9 C8 119.84(16) . . ? C11 C10 C9 120.71(16) . . ? C10 C11 C12 120.12(16) . . ? C13 C12 C11 119.17(15) . . ? C13 C12 C14 120.39(15) . . ? C11 C12 C14 120.42(16) . . ? C8 C13 C12 120.62(15) . . ? C15 C14 C12 178.2(2) . . ? C14 C15 C16 179.4(2) . . ? C17 C16 C21 119.25(15) . . ? C17 C16 C15 120.60(16) . . ? C21 C16 C15 120.14(15) . . ? C18 C17 C16 120.59(17) . . ? C19 C18 C17 120.17(17) . . ? C18 C19 C20 120.29(17) . . ? C19 C20 C21 120.51(18) . . ? C20 C21 C16 119.13(16) . . ? C20 C21 C22 120.40(16) . . ? C16 C21 C22 120.47(15) . . ? C23 C22 C21 178.83(19) . . ? C22 C23 C24 176.76(19) . . ? C25 C24 C28 117.95(15) . . ? C25 C24 C23 122.00(15) . . ? C28 C24 C23 120.03(15) . . ? C26 C25 C24 118.98(15) . . ? C27 C26 C25 119.83(16) . . ? N2 C27 C26 121.50(15) . . ? N2 C28 C24 122.57(15) . . ? Cl1S C1S Cl2S 112.86(14) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.17 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.522 _refine_diff_density_min -0.682 _refine_diff_density_rms 0.055 data_I _database_code_depnum_ccdc_archive 'CCDC 896710' #TrackingRef '14659_web_deposit_cif_file_0_NathanBowling_1350052321.Five structure CIF.cif' _audit_creation_method 'APEX2 v2011.4-1' _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C28 H20 Ag N2, C F3 O3 S, C H4 O' _chemical_formula_sum 'C30 H24 Ag F3 N2 O4 S' _chemical_formula_iupac ? _chemical_formula_weight 673.44 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' 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 7.5430(9) _cell_length_b 18.135(2) _cell_length_c 20.575(3) _cell_angle_alpha 90 _cell_angle_beta 95.252(4) _cell_angle_gamma 90 _cell_volume 2802.7(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 117 _cell_measurement_theta_min 2.8461 _cell_measurement_theta_max 17.5927 _cell_measurement_temperature 200.(2) _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.060 _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.853 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Bruker AXS. (2008). SADABS v2008/1. Bruker AXS Inc. Madison, WI 53711, USA. ; _exptl_absorpt_correction_T_min 0.66 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ; _diffrn_ambient_temperature 200.(2) _diffrn_source 'microfocus sealed tube' _diffrn_source_type 'XOS X-beam' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_measurement_device_type 'Bruker SMART X2S benchtop diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 43347 _diffrn_reflns_av_R_equivalents 0.0926 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.10 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _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. ; _reflns_number_total 4958 _reflns_number_gt 3967 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_gt 0.0981 _refine_ls_wR_factor_ref 0.1038 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_number_reflns 4958 _refine_ls_number_parameters 372 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+1.3536P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.590 _refine_diff_density_min -0.554 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' _computing_data_collection 'SMART X2S (Bruker AXS, 2011)' _computing_cell_refinement 'SAINT v7.68a (Bruker AXS, 2010)' _computing_data_reduction 'SAINT v7.68a (Bruker AXS, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Jmol (www.jmol.org)' _computing_publication_material 'APEX2 v2011.4-1 (Bruker AXS, 2011)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ag Ag1 0.71738(4) 0.723586(14) 0.544091(14) 0.04600(12) Uani d . 1 . . N N1 0.8570(4) 0.65390(14) 0.61445(13) 0.0362(6) Uani d . 1 . . N N2 0.5648(4) 0.78470(14) 0.46953(14) 0.0387(7) Uani d . 1 . . C C1 0.9320(5) 0.68215(18) 0.67009(17) 0.0399(8) Uani d . 1 . . H H1 0.918 0.7333 0.6781 0.048 Uiso calc R 1 . . C C2 1.0284(5) 0.6404(2) 0.71633(19) 0.0479(9) Uani d . 1 . . H H2 1.0813 0.6626 0.7552 0.058 Uiso calc R 1 . . C C3 1.0478(5) 0.56595(19) 0.70572(18) 0.0430(8) Uani d . 1 . . H H3 1.1133 0.5362 0.7375 0.052 Uiso calc R 1 . . C C4 0.9713(4) 0.53468(18) 0.64855(17) 0.0389(8) Uani d . 1 . . C C5 0.8779(4) 0.58068(17) 0.60429(17) 0.0385(8) Uani d . 1 . . H H5 0.8255 0.56 0.5647 0.046 Uiso calc R 1 . . C C6 0.9931(5) 0.45492(18) 0.63706(18) 0.0442(9) Uani d . 1 . . H H6 1.0613 0.4283 0.6703 0.053 Uiso calc R 1 . . C C7 0.9302(5) 0.41754(18) 0.58718(19) 0.0437(8) Uani d . 1 . . H H7 0.8639 0.4445 0.5537 0.052 Uiso calc R 1 . . C C8 0.9488(4) 0.33722(18) 0.57557(18) 0.0401(8) Uani d . 1 . . C C9 1.0408(5) 0.2909(2) 0.62094(19) 0.0463(9) Uani d . 1 . . H H9 1.0921 0.3108 0.661 0.056 Uiso calc R 1 . . C C10 1.0591(5) 0.2159(2) 0.6086(2) 0.0514(10) Uani d . 1 . . H H10 1.1205 0.1849 0.6403 0.062 Uiso calc R 1 . . C C11 0.9871(5) 0.18668(19) 0.5496(2) 0.0517(10) Uani d . 1 . . H H11 1.0023 0.1359 0.5404 0.062 Uiso calc R 1 . . C C12 0.8939(5) 0.23120(18) 0.5046(2) 0.0467(9) Uani d . 1 . . H H12 0.8444 0.2109 0.4644 0.056 Uiso calc R 1 . . C C13 0.8713(4) 0.30645(17) 0.51731(17) 0.0385(8) Uani d . 1 . . C C14 0.7664(5) 0.35052(18) 0.47017(18) 0.0399(8) Uani d . 1 . . C C15 0.6822(5) 0.38765(19) 0.43064(19) 0.0440(9) Uani d . 1 . . C C16 0.5861(4) 0.43346(18) 0.38200(17) 0.0374(8) Uani d . 1 . . C C17 0.5190(5) 0.40377(19) 0.32225(19) 0.0457(9) Uani d . 1 . . H H17 0.5348 0.3528 0.3136 0.055 Uiso calc R 1 . . C C18 0.4301(5) 0.44790(19) 0.27588(18) 0.0447(9) Uani d . 1 . . H H18 0.3824 0.4274 0.2355 0.054 Uiso calc R 1 . . C C19 0.4101(5) 0.52245(19) 0.28806(18) 0.0424(8) Uani d . 1 . . H H19 0.3474 0.5526 0.2559 0.051 Uiso calc R 1 . . C C20 0.4800(4) 0.55401(18) 0.34637(17) 0.0373(8) Uani d . 1 . . C C21 0.5656(4) 0.50855(18) 0.39370(17) 0.0382(8) Uani d . 1 . . H H21 0.6107 0.5289 0.4345 0.046 Uiso calc R 1 . . C C22 0.4595(4) 0.63603(15) 0.35893(17) 0.0318(7) Uani d . 1 . . H H22 0.3882 0.6619 0.326 0.038 Uiso calc R 1 . . C C23 0.5205(5) 0.67373(18) 0.40475(18) 0.0406(8) Uani d . 1 . . H H23 0.5887 0.6488 0.4391 0.049 Uiso calc R 1 . . C C24 0.4987(4) 0.75481(17) 0.41221(17) 0.0343(7) Uani d . 1 . . C C25 0.4150(5) 0.79843(19) 0.36304(18) 0.0425(8) Uani d . 1 . . H H25 0.3693 0.7768 0.3229 0.051 Uiso calc R 1 . . C C26 0.3985(5) 0.87326(19) 0.3728(2) 0.0468(9) Uani d . 1 . . H H26 0.3415 0.9036 0.3395 0.056 Uiso calc R 1 . . C C27 0.4658(5) 0.90355(19) 0.4315(2) 0.0541(10) Uani d . 1 . . H H27 0.4555 0.9549 0.4394 0.065 Uiso calc R 1 . . C C28 0.5477(5) 0.85802(19) 0.4782(2) 0.0480(9) Uani d . 1 . . H H28 0.5945 0.879 0.5185 0.058 Uiso calc R 1 . . S S1 1.10711(14) 0.40424(5) 0.84514(5) 0.0483(2) Uani d . 1 . . O O1 1.2435(4) 0.45197(16) 0.82490(17) 0.0764(9) Uani d . 1 . . O O2 0.9848(4) 0.37736(16) 0.79346(14) 0.0664(8) Uani d . 1 . . O O3 1.1652(4) 0.34945(14) 0.89234(14) 0.0690(9) Uani d . 1 . . C C29 0.9744(7) 0.4651(2) 0.8892(2) 0.0642(12) Uani d . 1 . . F F1 1.0724(5) 0.49416(16) 0.94014(15) 0.1116(12) Uani d . 1 . . F F2 0.8382(4) 0.43133(18) 0.91256(17) 0.1049(11) Uani d . 1 . . F F3 0.9088(5) 0.52087(14) 0.85280(15) 0.0986(10) Uani d . 1 . . O O4 0.6828(5) 0.28012(16) 0.79070(19) 0.0760(9) Uani d . 1 . . H H4 0.7518 0.3149 0.7833 0.114 Uiso calc R 1 . . C C30 0.5447(7) 0.3068(3) 0.8237(3) 0.0868(16) Uani d . 1 . . H H30A 0.5361 0.2778 0.8635 0.13 Uiso calc R 1 . . H H30B 0.4329 0.3029 0.7957 0.13 Uiso calc R 1 . . H H30C 0.5672 0.3586 0.8353 0.13 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ag1 0.0578(2) 0.03981(17) 0.03848(19) 0.00664(12) -0.00564(14) 0.00146(12) N1 0.0396(16) 0.0327(14) 0.0358(16) -0.0018(11) 0.0002(13) -0.0014(12) N2 0.0432(17) 0.0338(15) 0.0381(17) 0.0004(12) -0.0021(14) 0.0007(12) C1 0.046(2) 0.0344(18) 0.038(2) -0.0035(14) -0.0034(17) -0.0030(15) C2 0.053(2) 0.046(2) 0.041(2) -0.0079(17) -0.0094(18) -0.0040(17) C3 0.045(2) 0.0419(19) 0.041(2) -0.0026(15) -0.0009(17) 0.0086(16) C4 0.0390(19) 0.0346(17) 0.044(2) -0.0039(14) 0.0084(16) 0.0051(15) C5 0.0418(19) 0.0379(18) 0.036(2) -0.0062(14) 0.0031(16) -0.0071(15) C6 0.051(2) 0.0352(18) 0.046(2) 0.0025(16) 0.0035(18) 0.0043(16) C7 0.045(2) 0.0380(19) 0.048(2) 0.0033(15) 0.0021(17) 0.0014(17) C8 0.0348(18) 0.0363(17) 0.051(2) 0.0033(14) 0.0117(17) 0.0046(16) C9 0.045(2) 0.047(2) 0.047(2) 0.0022(16) 0.0063(18) 0.0029(17) C10 0.050(2) 0.045(2) 0.061(3) 0.0091(17) 0.012(2) 0.0168(19) C11 0.058(2) 0.0326(18) 0.068(3) 0.0070(16) 0.022(2) 0.0071(18) C12 0.054(2) 0.0360(18) 0.052(2) 0.0028(16) 0.0148(19) -0.0039(16) C13 0.042(2) 0.0304(16) 0.046(2) 0.0035(14) 0.0147(17) 0.0032(15) C14 0.043(2) 0.0313(17) 0.047(2) 0.0005(14) 0.0139(18) -0.0026(16) C15 0.046(2) 0.0356(18) 0.051(2) 0.0008(16) 0.0112(18) -0.0025(17) C16 0.0320(17) 0.0400(18) 0.041(2) 0.0003(14) 0.0078(15) 0.0007(15) C17 0.045(2) 0.0385(18) 0.055(2) 0.0009(16) 0.0123(18) -0.0089(17) C18 0.049(2) 0.046(2) 0.039(2) -0.0011(16) 0.0013(17) -0.0102(17) C19 0.042(2) 0.046(2) 0.039(2) 0.0029(15) 0.0004(16) -0.0013(16) C20 0.0358(18) 0.0394(18) 0.037(2) -0.0011(14) 0.0041(15) -0.0051(15) C21 0.0374(18) 0.0391(18) 0.038(2) -0.0005(14) 0.0048(16) -0.0038(15) C22 0.0264(16) 0.0227(14) 0.045(2) 0.0025(12) -0.0017(15) 0.0093(14) C23 0.0388(19) 0.0412(19) 0.042(2) 0.0096(15) 0.0058(17) 0.0120(17) C24 0.0314(17) 0.0319(16) 0.040(2) 0.0020(13) 0.0029(15) 0.0020(14) C25 0.044(2) 0.0403(18) 0.043(2) 0.0013(15) -0.0011(17) 0.0024(16) C26 0.051(2) 0.0374(18) 0.050(2) 0.0057(16) -0.0046(19) 0.0075(17) C27 0.067(3) 0.0290(17) 0.065(3) 0.0032(17) 0.000(2) -0.0022(18) C28 0.057(2) 0.0357(18) 0.049(2) 0.0019(16) -0.0075(19) -0.0061(17) S1 0.0665(6) 0.0341(4) 0.0424(6) 0.0000(4) -0.0047(5) 0.0077(4) O1 0.072(2) 0.0583(17) 0.100(3) -0.0014(15) 0.0173(18) 0.0199(17) O2 0.089(2) 0.0622(18) 0.0450(17) 0.0012(15) -0.0085(16) -0.0072(14) O3 0.101(2) 0.0419(15) 0.0593(19) 0.0076(15) -0.0173(17) 0.0153(13) C29 0.094(3) 0.042(2) 0.057(3) -0.004(2) 0.009(3) 0.003(2) F1 0.185(4) 0.0758(19) 0.072(2) -0.013(2) 0.002(2) -0.0329(17) F2 0.113(3) 0.092(2) 0.118(3) -0.0025(19) 0.056(2) -0.0001(19) F3 0.139(3) 0.0605(16) 0.098(2) 0.0438(17) 0.024(2) 0.0150(15) O4 0.075(2) 0.066(2) 0.087(3) 0.0070(16) 0.0010(19) -0.0100(18) C30 0.092(4) 0.058(3) 0.114(5) 0.004(3) 0.033(3) 0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ag1 N1 . 2.127(3) ? Ag1 N2 . 2.141(3) ? N1 C1 . 1.332(4) ? N1 C5 . 1.356(4) ? N2 C28 . 1.349(4) ? N2 C24 . 1.351(4) ? C1 C2 . 1.371(5) ? C1 H1 . 0.95 ? C2 C3 . 1.378(5) ? C2 H2 . 0.95 ? C3 C4 . 1.383(5) ? C3 H3 . 0.95 ? C4 C5 . 1.380(5) ? C4 C6 . 1.477(5) ? C5 H5 . 0.95 ? C6 C7 . 1.284(5) ? C6 H6 . 0.95 ? C7 C8 . 1.485(5) ? C7 H7 . 0.95 ? C8 C9 . 1.393(5) ? C8 C13 . 1.401(5) ? C9 C10 . 1.392(5) ? C9 H9 . 0.95 ? C10 C11 . 1.389(6) ? C10 H10 . 0.95 ? C11 C12 . 1.373(5) ? C11 H11 . 0.95 ? C12 C13 . 1.403(5) ? C12 H12 . 0.95 ? C13 C14 . 1.437(5) ? C14 C15 . 1.193(5) ? C15 C16 . 1.444(5) ? C16 C21 . 1.394(5) ? C16 C17 . 1.394(5) ? C17 C18 . 1.372(5) ? C17 H17 . 0.95 ? C18 C19 . 1.386(5) ? C18 H18 . 0.95 ? C19 C20 . 1.389(5) ? C19 H19 . 0.95 ? C20 C21 . 1.389(5) ? C20 C22 . 1.520(4) ? C21 H21 . 0.95 ? C22 C23 . 1.220(5) ? C22 H22 . 0.95 ? C23 C24 . 1.489(5) ? C23 H23 . 0.95 ? C24 C25 . 1.389(5) ? C25 C26 . 1.379(5) ? C25 H25 . 0.95 ? C26 C27 . 1.381(5) ? C26 H26 . 0.95 ? C27 C28 . 1.371(5) ? C27 H27 . 0.95 ? C28 H28 . 0.95 ? S1 O2 . 1.428(3) ? S1 O3 . 1.430(3) ? S1 O1 . 1.435(3) ? S1 C29 . 1.790(5) ? C29 F2 . 1.324(5) ? C29 F3 . 1.327(5) ? C29 F1 . 1.335(5) ? O4 C30 . 1.381(6) ? O4 H4 . 0.84 ? C30 H30A . 0.98 ? C30 H30B . 0.98 ? C30 H30C . 0.98 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 Ag1 N2 . . 174.66(10) ? C1 N1 C5 . . 117.6(3) ? C1 N1 Ag1 . . 120.1(2) ? C5 N1 Ag1 . . 122.3(2) ? C28 N2 C24 . . 118.6(3) ? C28 N2 Ag1 . . 117.8(2) ? C24 N2 Ag1 . . 123.3(2) ? N1 C1 C2 . . 122.7(3) ? N1 C1 H1 . . 118.6 ? C2 C1 H1 . . 118.6 ? C1 C2 C3 . . 119.2(3) ? C1 C2 H2 . . 120.4 ? C3 C2 H2 . . 120.4 ? C2 C3 C4 . . 119.6(3) ? C2 C3 H3 . . 120.2 ? C4 C3 H3 . . 120.2 ? C5 C4 C3 . . 117.5(3) ? C5 C4 C6 . . 122.9(3) ? C3 C4 C6 . . 119.6(3) ? N1 C5 C4 . . 123.4(3) ? N1 C5 H5 . . 118.3 ? C4 C5 H5 . . 118.3 ? C7 C6 C4 . . 127.3(3) ? C7 C6 H6 . . 116.3 ? C4 C6 H6 . . 116.3 ? C6 C7 C8 . . 127.8(4) ? C6 C7 H7 . . 116.1 ? C8 C7 H7 . . 116.1 ? C9 C8 C13 . . 118.5(3) ? C9 C8 C7 . . 122.2(3) ? C13 C8 C7 . . 119.4(3) ? C10 C9 C8 . . 121.2(4) ? C10 C9 H9 . . 119.4 ? C8 C9 H9 . . 119.4 ? C11 C10 C9 . . 119.7(4) ? C11 C10 H10 . . 120.2 ? C9 C10 H10 . . 120.2 ? C12 C11 C10 . . 120.0(3) ? C12 C11 H11 . . 120.0 ? C10 C11 H11 . . 120.0 ? C11 C12 C13 . . 120.6(4) ? C11 C12 H12 . . 119.7 ? C13 C12 H12 . . 119.7 ? C8 C13 C12 . . 119.9(3) ? C8 C13 C14 . . 121.1(3) ? C12 C13 C14 . . 118.9(3) ? C15 C14 C13 . . 178.8(4) ? C14 C15 C16 . . 178.0(4) ? C21 C16 C17 . . 119.5(3) ? C21 C16 C15 . . 119.9(3) ? C17 C16 C15 . . 120.5(3) ? C18 C17 C16 . . 120.2(3) ? C18 C17 H17 . . 119.9 ? C16 C17 H17 . . 119.9 ? C17 C18 C19 . . 119.8(3) ? C17 C18 H18 . . 120.1 ? C19 C18 H18 . . 120.1 ? C18 C19 C20 . . 121.3(3) ? C18 C19 H19 . . 119.4 ? C20 C19 H19 . . 119.4 ? C19 C20 C21 . . 118.4(3) ? C19 C20 C22 . . 120.9(3) ? C21 C20 C22 . . 120.6(3) ? C20 C21 C16 . . 120.7(3) ? C20 C21 H21 . . 119.7 ? C16 C21 H21 . . 119.7 ? C23 C22 C20 . . 130.0(3) ? C23 C22 H22 . . 115.0 ? C20 C22 H22 . . 115.0 ? C22 C23 C24 . . 126.6(3) ? C22 C23 H23 . . 116.7 ? C24 C23 H23 . . 116.7 ? N2 C24 C25 . . 120.9(3) ? N2 C24 C23 . . 116.8(3) ? C25 C24 C23 . . 122.3(3) ? C26 C25 C24 . . 119.7(4) ? C26 C25 H25 . . 120.2 ? C24 C25 H25 . . 120.2 ? C25 C26 C27 . . 119.2(3) ? C25 C26 H26 . . 120.4 ? C27 C26 H26 . . 120.4 ? C28 C27 C26 . . 118.7(3) ? C28 C27 H27 . . 120.7 ? C26 C27 H27 . . 120.7 ? N2 C28 C27 . . 122.9(4) ? N2 C28 H28 . . 118.6 ? C27 C28 H28 . . 118.6 ? O2 S1 O3 . . 113.92(18) ? O2 S1 O1 . . 114.9(2) ? O3 S1 O1 . . 115.66(19) ? O2 S1 C29 . . 103.5(2) ? O3 S1 C29 . . 103.6(2) ? O1 S1 C29 . . 102.9(2) ? F2 C29 F3 . . 107.2(4) ? F2 C29 F1 . . 106.8(4) ? F3 C29 F1 . . 107.0(4) ? F2 C29 S1 . . 112.8(3) ? F3 C29 S1 . . 112.5(3) ? F1 C29 S1 . . 110.2(3) ? C30 O4 H4 . . 109.5 ? O4 C30 H30A . . 109.5 ? O4 C30 H30B . . 109.5 ? H30A C30 H30B . . 109.5 ? O4 C30 H30C . . 109.5 ? H30A C30 H30C . . 109.5 ? H30B C30 H30C . . 109.5 ? data_eb224 _database_code_depnum_ccdc_archive 'CCDC 896711' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Cl2 N2 Pd' _chemical_formula_sum 'C28 H20 Cl2 N2 Pd' _chemical_formula_weight 561.76 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Fddd _space_group_name_Hall -F2uv2vw loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/4, -y+1/4, z' 'x, -y+1/4, -z+1/4' '-x+1/4, y, -z+1/4' 'x, y+1/2, z+1/2' '-x+1/4, -y+3/4, z+1/2' 'x, -y+3/4, -z+3/4' '-x+1/4, y+1/2, -z+3/4' 'x+1/2, y, z+1/2' '-x+3/4, -y+1/4, z+1/2' 'x+1/2, -y+1/4, -z+3/4' '-x+3/4, y, -z+3/4' 'x+1/2, y+1/2, z' '-x+3/4, -y+3/4, z' 'x+1/2, -y+3/4, -z+1/4' '-x+3/4, y+1/2, -z+1/4' '-x, -y, -z' 'x-1/4, y-1/4, -z' '-x, y-1/4, z-1/4' 'x-1/4, -y, z-1/4' '-x, -y+1/2, -z+1/2' 'x-1/4, y+1/4, -z+1/2' '-x, y+1/4, z+1/4' 'x-1/4, -y+1/2, z+1/4' '-x+1/2, -y, -z+1/2' 'x+1/4, y-1/4, -z+1/2' '-x+1/2, y-1/4, z+1/4' 'x+1/4, -y, z+1/4' '-x+1/2, -y+1/2, -z' 'x+1/4, y+1/4, -z' '-x+1/2, y+1/4, z-1/4' 'x+1/4, -y+1/2, z-1/4' _cell_length_a 16.0921(13) _cell_length_b 27.4790(13) _cell_length_c 44.234(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 19560(2) _cell_formula_units_Z 32 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9943 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 27.04 _exptl_crystal_description trapezoidal _exptl_crystal_colour gold _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 9024 _exptl_absorpt_coefficient_mu 0.996 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7610 _exptl_absorpt_correction_T_max 0.9519 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3660 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55436 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_limit_l_max 56 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.20 _reflns_number_total 5472 _reflns_number_gt 4538 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '(Barbour, 2001)' _computing_publication_material '(Barbour, 2001)' _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^)+(0.0295P)^2^+51.7962P] 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 5472 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0682 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _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 Pd1 Pd 0.159529(11) 0.469725(6) 0.073372(4) 0.02647(6) Uani 1 1 d . . . Cl1 Cl 0.26481(4) 0.51847(2) 0.091427(14) 0.03602(14) Uani 1 1 d . . . N1 N 0.22285(12) 0.40971(7) 0.08582(4) 0.0282(4) Uani 1 1 d . . . C1 C 0.23411(15) 0.39920(9) 0.11523(5) 0.0343(5) Uani 1 1 d . . . H1 H 0.2145 0.4212 0.1302 0.041 Uiso 1 1 calc R . . Cl2 Cl 0.05414(4) 0.41965(2) 0.056524(14) 0.03556(14) Uani 1 1 d . . . N2 N 0.09552(12) 0.53008(6) 0.06095(4) 0.0281(4) Uani 1 1 d . . . C2 C 0.27365(16) 0.35696(9) 0.12398(6) 0.0406(6) Uani 1 1 d . . . H2 H 0.2803 0.3496 0.1448 0.049 Uiso 1 1 calc R . . C3 C 0.30335(17) 0.32570(9) 0.10230(6) 0.0381(6) Uani 1 1 d . . . H3 H 0.3312 0.2967 0.1082 0.046 Uiso 1 1 calc R . . C4 C 0.29293(14) 0.33612(8) 0.07186(5) 0.0305(5) Uani 1 1 d . . . C5 C 0.25083(14) 0.37894(8) 0.06474(5) 0.0296(5) Uani 1 1 d . . . H5 H 0.2416 0.3866 0.0441 0.036 Uiso 1 1 calc R . . C6 C 0.32488(15) 0.30297(8) 0.04859(6) 0.0354(6) Uani 1 1 d . . . H6 H 0.3513 0.2742 0.0556 0.043 Uiso 1 1 calc R . . C7 C 0.32079(15) 0.30888(9) 0.01912(6) 0.0356(6) Uani 1 1 d . . . H7 H 0.2962 0.3382 0.0121 0.043 Uiso 1 1 calc R . . C8 C 0.35025(14) 0.27484(8) -0.00413(6) 0.0342(5) Uani 1 1 d . . . C9 C 0.38972(17) 0.23113(9) 0.00323(7) 0.0421(6) Uani 1 1 d . . . H9 H 0.3991 0.2232 0.0239 0.051 Uiso 1 1 calc R . . C10 C 0.41524(17) 0.19920(10) -0.01904(7) 0.0468(7) Uani 1 1 d . . . H10 H 0.4411 0.1694 -0.0136 0.056 Uiso 1 1 calc R . . C11 C 0.40340(16) 0.21023(10) -0.04923(7) 0.0438(7) Uani 1 1 d . . . H11 H 0.4220 0.1883 -0.0644 0.053 Uiso 1 1 calc R . . C12 C 0.36455(16) 0.25305(9) -0.05736(6) 0.0404(6) Uani 1 1 d . . . H12 H 0.3565 0.2606 -0.0781 0.048 Uiso 1 1 calc R . . C13 C 0.33696(15) 0.28547(8) -0.03498(6) 0.0339(5) Uani 1 1 d . . . C14 C 0.29444(16) 0.32900(9) -0.04380(6) 0.0361(6) Uani 1 1 d . . . C15 C 0.25921(16) 0.36555(9) -0.05092(5) 0.0355(5) Uani 1 1 d . . . C16 C 0.21794(15) 0.40987(9) -0.05885(5) 0.0335(5) Uani 1 1 d . . . C17 C 0.20712(19) 0.42267(10) -0.08921(6) 0.0443(7) Uani 1 1 d . . . H17 H 0.2286 0.4023 -0.1047 0.053 Uiso 1 1 calc R . . C18 C 0.16539(19) 0.46463(10) -0.09661(6) 0.0474(7) Uani 1 1 d . . . H18 H 0.1575 0.4728 -0.1173 0.057 Uiso 1 1 calc R . . C19 C 0.13479(17) 0.49501(9) -0.07445(6) 0.0387(6) Uani 1 1 d . . . H19 H 0.1060 0.5238 -0.0800 0.046 Uiso 1 1 calc R . . C20 C 0.14597(15) 0.48361(9) -0.04381(5) 0.0312(5) Uani 1 1 d . . . C21 C 0.18756(15) 0.44079(8) -0.03651(5) 0.0307(5) Uani 1 1 d . . . H21 H 0.1954 0.4325 -0.0159 0.037 Uiso 1 1 calc R . . C22 C 0.11210(15) 0.51603(9) -0.02064(6) 0.0345(5) Uani 1 1 d . . . H22 H 0.0791 0.5425 -0.0275 0.041 Uiso 1 1 calc R . . C23 C 0.12254(15) 0.51236(8) 0.00849(5) 0.0311(5) Uani 1 1 d . . . H23 H 0.1580 0.4870 0.0153 0.037 Uiso 1 1 calc R . . C24 C 0.08509(14) 0.54340(8) 0.03177(5) 0.0272(5) Uani 1 1 d . . . C25 C 0.04030(15) 0.58553(8) 0.02503(6) 0.0343(5) Uani 1 1 d . . . H25 H 0.0322 0.5948 0.0045 0.041 Uiso 1 1 calc R . . C26 C 0.00787(15) 0.61365(9) 0.04781(6) 0.0372(6) Uani 1 1 d . . . H26 H -0.0221 0.6425 0.0432 0.045 Uiso 1 1 calc R . . C27 C 0.01923(16) 0.59955(9) 0.07736(6) 0.0372(6) Uani 1 1 d . . . H27 H -0.0026 0.6186 0.0934 0.045 Uiso 1 1 calc R . . C28 C 0.06257(16) 0.55757(9) 0.08324(6) 0.0350(5) Uani 1 1 d . . . H28 H 0.0696 0.5475 0.1036 0.042 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 Pd1 0.03395(10) 0.02305(9) 0.02241(9) -0.00037(6) -0.00229(7) 0.00769(7) Cl1 0.0379(3) 0.0297(3) 0.0405(3) -0.0066(2) -0.0074(3) 0.0054(2) N1 0.0330(10) 0.0267(9) 0.0249(9) 0.0006(8) -0.0025(8) 0.0077(8) C1 0.0391(13) 0.0389(13) 0.0249(12) 0.0032(10) 0.0023(10) 0.0073(11) Cl2 0.0407(3) 0.0270(3) 0.0389(3) -0.0003(2) -0.0111(3) 0.0050(2) N2 0.0332(10) 0.0225(9) 0.0287(10) -0.0019(8) -0.0014(8) 0.0057(8) C2 0.0465(15) 0.0459(15) 0.0293(12) 0.0111(11) -0.0006(11) 0.0114(12) C3 0.0447(15) 0.0296(12) 0.0400(14) 0.0089(11) -0.0025(12) 0.0105(11) C4 0.0302(12) 0.0259(11) 0.0353(13) 0.0021(10) -0.0030(10) 0.0027(9) C5 0.0339(12) 0.0281(11) 0.0269(11) 0.0005(9) -0.0020(9) 0.0051(10) C6 0.0368(14) 0.0242(11) 0.0453(15) 0.0006(10) -0.0041(11) 0.0089(10) C7 0.0376(14) 0.0262(12) 0.0430(15) -0.0010(10) 0.0002(11) 0.0084(10) C8 0.0290(13) 0.0273(12) 0.0464(15) -0.0043(11) 0.0023(11) 0.0034(10) C9 0.0437(16) 0.0345(13) 0.0482(16) -0.0041(12) 0.0003(12) 0.0103(11) C10 0.0436(16) 0.0318(13) 0.0649(19) -0.0099(13) -0.0007(14) 0.0152(12) C11 0.0409(15) 0.0353(14) 0.0553(18) -0.0142(12) 0.0112(13) 0.0057(11) C12 0.0390(14) 0.0370(14) 0.0450(15) -0.0077(12) 0.0072(12) 0.0005(11) C13 0.0296(12) 0.0275(12) 0.0447(15) -0.0054(10) 0.0063(11) 0.0008(10) C14 0.0403(14) 0.0331(13) 0.0349(13) -0.0060(10) 0.0031(11) -0.0002(11) C15 0.0421(14) 0.0336(13) 0.0307(13) -0.0041(10) 0.0055(11) 0.0011(11) C16 0.0374(13) 0.0317(12) 0.0314(12) -0.0006(10) -0.0011(10) -0.0010(10) C17 0.0638(19) 0.0409(14) 0.0283(13) -0.0048(11) 0.0007(12) 0.0052(13) C18 0.071(2) 0.0475(16) 0.0235(12) 0.0043(11) -0.0047(13) 0.0048(14) C19 0.0482(15) 0.0352(13) 0.0325(13) 0.0050(11) -0.0064(11) 0.0055(12) C20 0.0336(13) 0.0319(12) 0.0281(12) 0.0012(10) -0.0027(10) 0.0016(10) C21 0.0361(13) 0.0324(12) 0.0235(11) 0.0018(9) -0.0014(10) 0.0038(10) C22 0.0353(13) 0.0319(12) 0.0363(13) 0.0038(10) -0.0027(11) 0.0105(10) C23 0.0342(12) 0.0255(11) 0.0336(13) 0.0038(10) 0.0009(10) 0.0093(10) C24 0.0299(12) 0.0223(10) 0.0295(12) 0.0008(9) -0.0018(9) 0.0016(9) C25 0.0374(13) 0.0276(12) 0.0380(13) 0.0030(10) -0.0042(11) 0.0047(10) C26 0.0374(14) 0.0256(12) 0.0486(15) 0.0006(11) -0.0038(11) 0.0093(10) C27 0.0413(14) 0.0297(12) 0.0406(14) -0.0084(10) 0.0010(11) 0.0078(11) C28 0.0429(14) 0.0310(12) 0.0310(12) -0.0040(10) -0.0010(11) 0.0076(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 Pd1 N1 2.0153(18) . ? Pd1 N2 2.0281(18) . ? Pd1 Cl1 2.3026(6) . ? Pd1 Cl2 2.3077(6) . ? N1 C5 1.337(3) . ? N1 C1 1.345(3) . ? C1 C2 1.379(3) . ? N2 C28 1.350(3) . ? N2 C24 1.352(3) . ? C2 C3 1.373(4) . ? C3 C4 1.387(3) . ? C4 C5 1.394(3) . ? C4 C6 1.467(3) . ? C6 C7 1.315(4) . ? C7 C8 1.469(3) . ? C8 C9 1.397(3) . ? C8 C13 1.412(4) . ? C9 C10 1.382(4) . ? C10 C11 1.383(4) . ? C11 C12 1.380(4) . ? C12 C13 1.404(3) . ? C13 C14 1.432(3) . ? C14 C15 1.195(3) . ? C15 C16 1.431(3) . ? C16 C21 1.392(3) . ? C16 C17 1.399(3) . ? C17 C18 1.374(4) . ? C18 C19 1.379(4) . ? C19 C20 1.403(3) . ? C20 C21 1.392(3) . ? C20 C22 1.463(3) . ? C22 C23 1.303(3) . ? C23 C24 1.467(3) . ? C24 C25 1.396(3) . ? C25 C26 1.373(3) . ? C26 C27 1.375(4) . ? C27 C28 1.373(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 N2 179.82(9) . . ? N1 Pd1 Cl1 90.53(6) . . ? N2 Pd1 Cl1 89.54(6) . . ? N1 Pd1 Cl2 88.38(6) . . ? N2 Pd1 Cl2 91.54(6) . . ? Cl1 Pd1 Cl2 178.39(2) . . ? C5 N1 C1 119.6(2) . . ? C5 N1 Pd1 119.83(15) . . ? C1 N1 Pd1 120.53(15) . . ? N1 C1 C2 121.0(2) . . ? C28 N2 C24 119.78(19) . . ? C28 N2 Pd1 117.33(16) . . ? C24 N2 Pd1 122.89(15) . . ? C3 C2 C1 119.4(2) . . ? C2 C3 C4 120.4(2) . . ? C3 C4 C5 116.9(2) . . ? C3 C4 C6 120.7(2) . . ? C5 C4 C6 122.4(2) . . ? N1 C5 C4 122.7(2) . . ? C7 C6 C4 126.9(2) . . ? C6 C7 C8 126.8(2) . . ? C9 C8 C13 118.1(2) . . ? C9 C8 C7 122.1(2) . . ? C13 C8 C7 119.7(2) . . ? C10 C9 C8 121.0(3) . . ? C9 C10 C11 120.6(3) . . ? C12 C11 C10 120.1(2) . . ? C11 C12 C13 120.0(3) . . ? C12 C13 C8 120.2(2) . . ? C12 C13 C14 119.3(2) . . ? C8 C13 C14 120.6(2) . . ? C15 C14 C13 179.4(3) . . ? C14 C15 C16 178.6(3) . . ? C21 C16 C17 119.0(2) . . ? C21 C16 C15 120.6(2) . . ? C17 C16 C15 120.5(2) . . ? C18 C17 C16 120.0(2) . . ? C17 C18 C19 120.9(2) . . ? C18 C19 C20 120.4(2) . . ? C21 C20 C19 118.3(2) . . ? C21 C20 C22 122.1(2) . . ? C19 C20 C22 119.5(2) . . ? C20 C21 C16 121.4(2) . . ? C23 C22 C20 126.7(2) . . ? C22 C23 C24 126.6(2) . . ? N2 C24 C25 119.5(2) . . ? N2 C24 C23 117.51(19) . . ? C25 C24 C23 123.0(2) . . ? C26 C25 C24 120.4(2) . . ? C25 C26 C27 119.3(2) . . ? C28 C27 C26 119.0(2) . . ? N2 C28 C27 122.1(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.20 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.455 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.068