# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Jesus A. Miguel' _publ_contact_author_address ; Departamento de Quimica Inorganica Facultad de Ciencias Universidad de Valladolid E47005 Valladolid Spain ; _publ_contact_author_email jamiguel@qi.uva.es _publ_contact_author_fax '+34 983 423013' _publ_contact_author_phone '+34 983 184621' _publ_contact_letter ; please consider this cif submission for publication in Dalton Transactions ; _publ_section_title ; Cyclopalladated Complexes of Perylene Imine: Mononuclear Complexes with Five or Six-Membered Metallacycles ; loop_ _publ_author_name P.Espinet J.Miguel S.Lentijo ######################################################################### data_3 _database_code_depnum_ccdc_archive 'CCDC 818347' #TrackingRef '- peryleneimine2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H23 N O Pd S2' _chemical_formula_weight 596.02 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' S S 0.1246 0.1234 '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 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.0423(3) _cell_length_b 8.6606(3) _cell_length_c 36.0862(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2513.43(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5470 _cell_measurement_theta_min 2.8141 _cell_measurement_theta_max 29.5154 _exptl_crystal_description PRISM _exptl_crystal_colour RED _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.931 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.667 _exptl_absorpt_correction_T_max 0.873 _exptl_absorpt_process_details ; 'Wed Feb 17 13:53:58 2010' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4757 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8744 _diffrn_reflns_av_R_equivalents 0.0210 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4872 _reflns_number_gt 4471 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; 'Wed Feb 17 13:53:58 2010' ; _computing_cell_refinement ; 'Wed Feb 17 13:53:58 2010' ; _computing_data_reduction ; 'Wed Feb 17 13:53:58 2010' ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.027(18) _refine_ls_number_reflns 4872 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0496 _refine_ls_wR_factor_gt 0.0488 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.003 _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 0.80418(3) 0.80770(2) 0.636322(5) 0.03603(6) Uani 1 1 d . . . S1 S 0.99230(12) 0.97456(10) 0.66409(2) 0.0574(2) Uani 1 1 d . . . S2 S 0.86130(10) 0.70141(11) 0.697454(18) 0.0514(2) Uani 1 1 d . . . N1 N 0.6531(3) 0.6373(2) 0.61827(6) 0.0384(6) Uani 1 1 d . . . C7 C 0.7894(3) 0.9221(3) 0.58777(6) 0.0338(6) Uani 1 1 d . . . C1 C 0.6505(3) 0.7077(3) 0.55276(7) 0.0374(6) Uani 1 1 d . . . C2 C 0.5980(4) 0.6487(3) 0.51901(7) 0.0443(7) Uani 1 1 d . . . H2 H 0.5539 0.5495 0.5183 0.053 Uiso 1 1 calc R . . C3 C 0.6087(4) 0.7304(3) 0.48674(7) 0.0421(7) Uani 1 1 d . . . H3 H 0.5745 0.6845 0.4647 0.050 Uiso 1 1 calc R . . C4 C 0.6692(3) 0.8800(3) 0.48608(7) 0.0347(6) Uani 1 1 d . . . C5 C 0.7266(3) 0.9467(3) 0.52031(6) 0.0307(6) Uani 1 1 d . . . C6 C 0.7233(3) 0.8595(3) 0.55421(6) 0.0310(6) Uani 1 1 d . . . C8 C 0.8516(4) 1.0695(3) 0.58548(7) 0.0407(7) Uani 1 1 d . . . H8 H 0.8974 1.1130 0.6067 0.049 Uiso 1 1 calc R . . C9 C 0.8502(3) 1.1575(3) 0.55325(7) 0.0410(7) Uani 1 1 d . . . H9 H 0.8920 1.2575 0.5540 0.049 Uiso 1 1 calc R . . C10 C 0.7887(3) 1.1011(3) 0.52028(6) 0.0331(6) Uani 1 1 d . . . C11 C 0.7920(3) 1.1922(3) 0.48595(6) 0.0360(5) Uani 1 1 d . . . C12 C 0.7375(3) 1.1229(3) 0.45231(7) 0.0361(6) Uani 1 1 d . . . C13 C 0.6759(4) 0.9686(3) 0.45154(7) 0.0383(6) Uani 1 1 d . . . C14 C 0.6234(4) 0.9078(4) 0.41837(7) 0.0563(9) Uani 1 1 d . . . H14 H 0.5825 0.8074 0.4177 0.068 Uiso 1 1 calc R . . C15 C 0.6302(5) 0.9940(4) 0.38551(7) 0.0660(11) Uani 1 1 d . . . H15 H 0.5953 0.9496 0.3634 0.079 Uiso 1 1 calc R . . C16 C 0.6870(4) 1.1413(4) 0.38561(7) 0.0541(8) Uani 1 1 d . . . H16 H 0.6894 1.1973 0.3636 0.065 Uiso 1 1 calc R . . C17 C 0.7426(3) 1.2104(4) 0.41869(7) 0.0436(7) Uani 1 1 d . . . C18 C 0.8000(4) 1.3630(3) 0.41945(8) 0.0492(7) Uani 1 1 d . . . H18 H 0.8049 1.4199 0.3976 0.059 Uiso 1 1 calc R . . C19 C 0.8486(4) 1.4286(4) 0.45199(8) 0.0501(8) Uani 1 1 d . . . H19 H 0.8848 1.5306 0.4524 0.060 Uiso 1 1 calc R . . C20 C 0.8444(4) 1.3431(3) 0.48488(8) 0.0467(8) Uani 1 1 d . . . H20 H 0.8782 1.3901 0.5068 0.056 Uiso 1 1 calc R . . C21 C 0.6173(4) 0.6120(3) 0.58382(7) 0.0419(7) Uani 1 1 d . . . H21 H 0.5630 0.5195 0.5788 0.050 Uiso 1 1 calc R . . C22 C 0.6040(4) 0.5161(3) 0.64364(7) 0.0389(7) Uani 1 1 d . . . C23 C 0.4985(4) 0.5489(4) 0.67306(7) 0.0491(8) Uani 1 1 d . . . H23 H 0.4642 0.6497 0.6776 0.059 Uiso 1 1 calc R . . C24 C 0.4451(4) 0.4296(4) 0.69550(8) 0.0540(9) Uani 1 1 d . . . H24 H 0.3735 0.4517 0.7150 0.065 Uiso 1 1 calc R . . C25 C 0.4945(4) 0.2780(3) 0.68992(7) 0.0470(7) Uani 1 1 d . . . C26 C 0.6014(4) 0.2507(3) 0.66057(8) 0.0531(8) Uani 1 1 d . . . H26 H 0.6375 0.1504 0.6560 0.064 Uiso 1 1 calc R . . C27 C 0.6556(4) 0.3682(3) 0.63794(8) 0.0491(8) Uani 1 1 d . . . H27 H 0.7282 0.3465 0.6186 0.059 Uiso 1 1 calc R . . C28 C 0.4285(6) 0.1503(4) 0.71476(9) 0.0756(12) Uani 1 1 d . . . H28A H 0.4720 0.1667 0.7395 0.091 Uiso 1 1 calc R . . H28B H 0.3086 0.1607 0.7161 0.091 Uiso 1 1 calc R . . C29 C 0.4667(6) -0.0076(4) 0.70385(11) 0.0812(13) Uani 1 1 d . . . H29A H 0.4288 -0.0250 0.6790 0.122 Uiso 1 1 calc R . . H29B H 0.4119 -0.0781 0.7203 0.122 Uiso 1 1 calc R . . H29C H 0.5847 -0.0237 0.7051 0.122 Uiso 1 1 calc R . . C31 C 0.9849(4) 0.8556(3) 0.70131(7) 0.0478(8) Uani 1 1 d . . . O1 O 1.0746(3) 0.8934(3) 0.73063(5) 0.0712(7) Uani 1 1 d . . . C32 C 1.0727(6) 0.7927(5) 0.76244(8) 0.0882(13) Uani 1 1 d . . . H32A H 0.9624 0.7891 0.7726 0.132 Uiso 1 1 calc R . . H32B H 1.1484 0.8312 0.7808 0.132 Uiso 1 1 calc R . . H32C H 1.1060 0.6907 0.7551 0.132 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 0.04186(12) 0.03619(10) 0.03003(9) -0.00029(10) -0.00161(10) -0.00338(11) S1 0.0735(6) 0.0569(5) 0.0418(4) 0.0098(4) -0.0176(4) -0.0227(5) S2 0.0634(5) 0.0535(5) 0.0375(3) 0.0085(4) -0.0072(3) -0.0136(4) N1 0.0421(15) 0.0348(12) 0.0384(12) 0.0012(10) 0.0004(10) -0.0078(10) C7 0.0360(15) 0.0347(13) 0.0307(11) -0.0017(11) -0.0018(13) 0.0016(14) C1 0.0378(16) 0.0353(15) 0.0392(13) -0.0006(13) -0.0038(11) -0.0026(13) C2 0.0510(19) 0.0358(17) 0.0460(15) 0.0011(13) -0.0089(15) -0.0117(14) C3 0.0451(18) 0.0460(19) 0.0352(14) -0.0052(13) -0.0070(13) -0.0082(14) C4 0.0274(16) 0.0437(15) 0.0329(13) -0.0022(11) -0.0007(12) 0.0009(13) C5 0.0254(15) 0.0350(14) 0.0317(12) -0.0014(11) 0.0007(11) 0.0003(11) C6 0.0260(15) 0.0357(14) 0.0312(12) -0.0001(10) -0.0007(11) -0.0013(11) C8 0.055(2) 0.0379(15) 0.0295(13) -0.0024(12) -0.0024(12) -0.0090(14) C9 0.052(2) 0.0309(16) 0.0405(14) -0.0015(12) -0.0025(12) -0.0077(12) C10 0.0290(15) 0.0363(14) 0.0339(12) -0.0011(11) 0.0033(13) -0.0019(13) C11 0.0298(14) 0.0401(13) 0.0381(12) 0.0053(13) -0.0007(12) 0.0018(17) C12 0.0274(15) 0.0496(17) 0.0314(12) 0.0038(12) 0.0031(11) 0.0019(12) C13 0.0363(17) 0.0472(16) 0.0314(12) 0.0006(12) 0.0005(12) -0.0022(14) C14 0.075(2) 0.058(2) 0.0361(15) -0.0011(15) -0.0085(15) -0.0194(18) C15 0.081(3) 0.088(3) 0.0293(15) 0.0003(17) -0.0077(15) -0.020(2) C16 0.061(2) 0.071(2) 0.0296(13) 0.0109(13) 0.0004(15) -0.003(2) C17 0.0348(16) 0.0550(19) 0.0408(14) 0.0081(15) 0.0037(11) 0.0028(14) C18 0.0485(18) 0.0560(18) 0.0432(15) 0.0188(13) 0.0028(16) -0.0023(18) C19 0.046(2) 0.0462(18) 0.0583(18) 0.0169(15) -0.0043(15) -0.0093(15) C20 0.048(2) 0.050(2) 0.0427(14) 0.0053(13) -0.0099(13) -0.0064(14) C21 0.0420(17) 0.0358(16) 0.0480(16) 0.0022(13) -0.0026(14) -0.0109(13) C22 0.0437(17) 0.0373(15) 0.0356(15) 0.0028(12) -0.0028(13) -0.0063(13) C23 0.062(2) 0.0386(17) 0.0462(16) -0.0050(14) 0.0076(15) -0.0028(16) C24 0.065(2) 0.052(2) 0.0448(16) -0.0045(15) 0.0157(16) -0.0089(17) C25 0.061(2) 0.0412(19) 0.0393(14) 0.0035(13) 0.0056(14) -0.0067(15) C26 0.069(2) 0.0396(17) 0.0501(17) 0.0072(14) 0.0105(17) 0.0040(15) C27 0.059(2) 0.0465(17) 0.0414(14) 0.0043(14) 0.0113(16) 0.0042(14) C28 0.111(3) 0.054(3) 0.062(2) 0.0126(17) 0.026(2) -0.003(2) C29 0.100(3) 0.057(2) 0.086(3) 0.020(2) 0.024(2) -0.009(2) C31 0.0507(19) 0.056(2) 0.0370(14) 0.0023(13) -0.0059(14) -0.0051(15) O1 0.0941(19) 0.0744(17) 0.0450(12) 0.0138(11) -0.0294(13) -0.0261(15) C32 0.117(3) 0.099(3) 0.0490(18) 0.027(2) -0.038(2) -0.024(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 Pd1 C7 2.016(2) . ? Pd1 N1 2.019(2) . ? Pd1 S1 2.3197(8) . ? Pd1 S2 2.4341(7) . ? S1 C31 1.694(3) . ? S2 C31 1.671(3) . ? N1 C21 1.295(3) . ? N1 C22 1.448(3) . ? C7 C8 1.374(4) . ? C7 C6 1.429(3) . ? C1 C2 1.387(4) . ? C1 C21 1.419(4) . ? C1 C6 1.440(4) . ? C2 C3 1.365(4) . ? C3 C4 1.384(4) . ? C4 C5 1.440(3) . ? C4 C13 1.465(4) . ? C5 C10 1.427(3) . ? C5 C6 1.438(3) . ? C8 C9 1.391(3) . ? C9 C10 1.378(3) . ? C10 C11 1.469(3) . ? C11 C20 1.373(4) . ? C11 C12 1.423(4) . ? C12 C13 1.426(4) . ? C12 C17 1.431(4) . ? C13 C14 1.375(4) . ? C14 C15 1.402(4) . ? C15 C16 1.355(4) . ? C16 C17 1.408(4) . ? C17 C18 1.400(4) . ? C18 C19 1.362(4) . ? C19 C20 1.399(4) . ? C22 C27 1.362(4) . ? C22 C23 1.389(4) . ? C23 C24 1.381(4) . ? C24 C25 1.386(4) . ? C25 C26 1.385(4) . ? C25 C28 1.519(4) . ? C26 C27 1.376(4) . ? C28 C29 1.456(5) . ? C31 O1 1.322(3) . ? O1 C32 1.442(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 Pd1 N1 92.47(10) . . ? C7 Pd1 S1 96.19(8) . . ? N1 Pd1 S1 170.74(6) . . ? C7 Pd1 S2 169.90(8) . . ? N1 Pd1 S2 97.45(6) . . ? S1 Pd1 S2 73.80(3) . . ? C31 S1 Pd1 86.61(11) . . ? C31 S2 Pd1 83.42(10) . . ? C21 N1 C22 115.1(2) . . ? C21 N1 Pd1 124.58(19) . . ? C22 N1 Pd1 119.33(16) . . ? C8 C7 C6 115.9(2) . . ? C8 C7 Pd1 119.17(18) . . ? C6 C7 Pd1 124.89(18) . . ? C2 C1 C21 114.9(3) . . ? C2 C1 C6 119.5(2) . . ? C21 C1 C6 125.5(2) . . ? C3 C2 C1 122.6(3) . . ? C2 C3 C4 121.5(3) . . ? C3 C4 C5 118.3(2) . . ? C3 C4 C13 121.2(2) . . ? C5 C4 C13 120.5(2) . . ? C10 C5 C6 119.9(2) . . ? C10 C5 C4 119.2(2) . . ? C6 C5 C4 120.9(2) . . ? C7 C6 C5 121.0(2) . . ? C7 C6 C1 121.9(2) . . ? C5 C6 C1 117.1(2) . . ? C7 C8 C9 123.8(2) . . ? C10 C9 C8 122.1(2) . . ? C9 C10 C5 117.2(2) . . ? C9 C10 C11 122.1(2) . . ? C5 C10 C11 120.7(2) . . ? C20 C11 C12 118.1(2) . . ? C20 C11 C10 122.7(2) . . ? C12 C11 C10 119.1(2) . . ? C11 C12 C13 121.2(2) . . ? C11 C12 C17 119.4(3) . . ? C13 C12 C17 119.3(2) . . ? C14 C13 C12 118.9(2) . . ? C14 C13 C4 121.9(3) . . ? C12 C13 C4 119.2(2) . . ? C13 C14 C15 121.4(3) . . ? C16 C15 C14 120.8(3) . . ? C15 C16 C17 120.6(3) . . ? C18 C17 C16 121.5(3) . . ? C18 C17 C12 119.5(3) . . ? C16 C17 C12 119.0(3) . . ? C19 C18 C17 120.3(3) . . ? C18 C19 C20 120.3(3) . . ? C11 C20 C19 122.3(3) . . ? N1 C21 C1 128.1(3) . . ? C27 C22 C23 119.6(3) . . ? C27 C22 N1 120.2(2) . . ? C23 C22 N1 120.1(2) . . ? C24 C23 C22 119.0(3) . . ? C23 C24 C25 122.3(3) . . ? C26 C25 C24 116.8(3) . . ? C26 C25 C28 122.9(3) . . ? C24 C25 C28 120.2(3) . . ? C27 C26 C25 121.6(3) . . ? C22 C27 C26 120.6(3) . . ? C29 C28 C25 116.8(3) . . ? O1 C31 S2 126.1(2) . . ? O1 C31 S1 117.7(2) . . ? S2 C31 S1 116.16(16) . . ? C31 O1 C32 118.8(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.237 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.045 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 818348' #TrackingRef '- peryleneimine2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H31 Cl3 N P Pd' _chemical_formula_weight 685.31 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' P P 0.1023 0.0942 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2882(15) _cell_length_b 13.595(2) _cell_length_c 13.810(2) _cell_angle_alpha 100.691(3) _cell_angle_beta 97.530(3) _cell_angle_gamma 95.454(4) _cell_volume 1504.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 848 _cell_measurement_theta_min 5.438 _cell_measurement_theta_max 42.739 _exptl_crystal_description BLOCK _exptl_crystal_colour RED _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.960 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.813275 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details (G.M.Sheldrick,SADABS,1996) _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _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 13166 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0810 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 26.42 _reflns_number_total 6117 _reflns_number_gt 3368 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0814P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6117 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1213 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1628 _refine_ls_wR_factor_gt 0.1281 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 Pd1 Pd 0.55184(6) 0.94866(4) 0.80093(3) 0.0575(2) Uani 1 1 d . . . P1 P 0.7087(2) 1.08718(14) 0.89422(13) 0.0744(5) Uani 1 1 d . . . Cl1 Cl 0.7326(3) 0.85426(15) 0.88627(15) 0.0984(6) Uani 1 1 d . . . C7 C 0.3880(7) 1.0290(4) 0.7447(4) 0.0557(14) Uani 1 1 d . . . N1 N 0.4510(6) 0.8230(3) 0.6915(3) 0.0584(12) Uani 1 1 d . . . C21 C 0.4016(7) 0.8340(4) 0.6030(5) 0.0584(15) Uani 1 1 d . . . H21 H 0.3949 0.7775 0.5524 0.070 Uiso 1 1 calc R . . C1 C 0.3550(7) 0.9251(4) 0.5733(4) 0.0540(14) Uani 1 1 d . . . C2 C 0.3033(8) 0.9163(5) 0.4714(4) 0.0662(16) Uani 1 1 d . . . H2 H 0.3176 0.8582 0.4275 0.079 Uiso 1 1 calc R . . C3 C 0.2321(8) 0.9912(5) 0.4347(4) 0.0663(16) Uani 1 1 d . . . H3 H 0.2079 0.9848 0.3660 0.080 Uiso 1 1 calc R . . C4 C 0.1947(7) 1.0758(4) 0.4954(4) 0.0548(14) Uani 1 1 d . . . C5 C 0.2356(7) 1.0840(4) 0.6015(4) 0.0519(13) Uani 1 1 d . . . C6 C 0.3292(6) 1.0129(4) 0.6403(4) 0.0475(13) Uani 1 1 d . . . C8 C 0.3235(8) 1.1024(5) 0.8037(5) 0.0708(17) Uani 1 1 d . . . H8 H 0.3481 1.1089 0.8725 0.085 Uiso 1 1 calc R . . C9 C 0.2234(8) 1.1678(5) 0.7676(5) 0.0671(17) Uani 1 1 d . . . H9 H 0.1834 1.2159 0.8124 0.081 Uiso 1 1 calc R . . C10 C 0.1825(7) 1.1630(4) 0.6676(4) 0.0572(14) Uani 1 1 d . . . C11 C 0.0904(7) 1.2389(5) 0.6295(5) 0.0643(16) Uani 1 1 d . . . C12 C 0.0634(7) 1.2336(5) 0.5235(5) 0.0624(16) Uani 1 1 d . . . C13 C 0.1151(7) 1.1544(5) 0.4578(4) 0.0609(15) Uani 1 1 d . . . C14 C 0.0904(9) 1.1564(6) 0.3567(5) 0.083(2) Uani 1 1 d . . . H14 H 0.1240 1.1056 0.3116 0.099 Uiso 1 1 calc R . . C15 C 0.0155(10) 1.2341(7) 0.3217(6) 0.096(2) Uani 1 1 d . . . H15 H -0.0002 1.2338 0.2537 0.115 Uiso 1 1 calc R . . C16 C -0.0335(9) 1.3082(6) 0.3842(7) 0.088(2) Uani 1 1 d . . . H16 H -0.0822 1.3588 0.3588 0.105 Uiso 1 1 calc R . . C17 C -0.0140(8) 1.3121(5) 0.4856(6) 0.0763(19) Uani 1 1 d . . . C18 C -0.0672(9) 1.3880(6) 0.5530(7) 0.090(2) Uani 1 1 d . . . H18 H -0.1210 1.4376 0.5290 0.108 Uiso 1 1 calc R . . C19 C -0.0415(10) 1.3906(6) 0.6533(7) 0.099(2) Uani 1 1 d . . . H19 H -0.0765 1.4420 0.6970 0.119 Uiso 1 1 calc R . . C20 C 0.0378(9) 1.3156(6) 0.6900(6) 0.083(2) Uani 1 1 d . . . H20 H 0.0548 1.3185 0.7585 0.100 Uiso 1 1 calc R . . C22 C 0.4695(7) 0.7223(4) 0.7028(4) 0.0588(15) Uani 1 1 d . . . C23 C 0.5565(9) 0.6613(5) 0.6430(5) 0.0754(18) Uani 1 1 d . . . H23 H 0.6114 0.6867 0.5966 0.091 Uiso 1 1 calc R . . C24 C 0.5614(10) 0.5627(6) 0.6524(5) 0.085(2) Uani 1 1 d . . . H24 H 0.6193 0.5222 0.6110 0.102 Uiso 1 1 calc R . . C25 C 0.4847(9) 0.5215(5) 0.7201(5) 0.0764(19) Uani 1 1 d . . . C26 C 0.4017(9) 0.5835(5) 0.7803(5) 0.0768(19) Uani 1 1 d . . . H26 H 0.3486 0.5582 0.8275 0.092 Uiso 1 1 calc R . . C27 C 0.3953(8) 0.6834(5) 0.7723(5) 0.0694(17) Uani 1 1 d . . . H27 H 0.3397 0.7243 0.8148 0.083 Uiso 1 1 calc R . . C28 C 0.4952(12) 0.4125(6) 0.7355(7) 0.109(3) Uani 1 1 d . . . H28A H 0.5931 0.4116 0.7821 0.130 Uiso 1 1 calc R . . H28B H 0.4012 0.3908 0.7648 0.130 Uiso 1 1 calc R . . C29 C 0.4995(12) 0.3417(6) 0.6430(7) 0.117(3) Uani 1 1 d . . . H29A H 0.4062 0.3453 0.5952 0.176 Uiso 1 1 calc R . . H29B H 0.4968 0.2745 0.6557 0.176 Uiso 1 1 calc R . . H29C H 0.5983 0.3587 0.6172 0.176 Uiso 1 1 calc R . . C31 C 0.9188(11) 1.0806(8) 0.8796(7) 0.144(4) Uani 1 1 d . . . H31A H 0.9873 1.1308 0.9302 0.216 Uiso 1 1 calc R . . H31B H 0.9350 1.0927 0.8150 0.216 Uiso 1 1 calc R . . H31C H 0.9469 1.0149 0.8858 0.216 Uiso 1 1 calc R . . C32 C 0.7149(11) 1.1013(7) 1.0257(5) 0.116(3) Uani 1 1 d . . . H32A H 0.7205 1.0368 1.0441 0.174 Uiso 1 1 calc R . . H32B H 0.6177 1.1279 1.0445 0.174 Uiso 1 1 calc R . . H32C H 0.8097 1.1467 1.0594 0.174 Uiso 1 1 calc R . . C33 C 0.6893(16) 1.2091(7) 0.8670(10) 0.204(7) Uani 1 1 d . . . H33A H 0.6056 1.2382 0.9006 0.307 Uiso 1 1 calc R . . H33B H 0.6601 1.2032 0.7964 0.307 Uiso 1 1 calc R . . H33C H 0.7918 1.2515 0.8895 0.307 Uiso 1 1 calc R . . C34 C 0.8090(15) 0.6230(10) 0.9211(9) 0.165(5) Uani 1 1 d . . . H34A H 0.7994 0.6945 0.9279 0.198 Uiso 1 1 calc R . . H34B H 0.7410 0.5895 0.8589 0.198 Uiso 1 1 calc R . . Cl2 Cl 1.0016(6) 0.6088(4) 0.9066(4) 0.245(2) Uani 1 1 d . . . Cl3 Cl 0.7237(8) 0.5849(4) 1.0117(3) 0.273(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0593(3) 0.0618(3) 0.0484(3) 0.0116(2) 0.0004(2) 0.0012(2) P1 0.0834(12) 0.0745(12) 0.0568(10) 0.0164(8) -0.0081(9) -0.0135(9) Cl1 0.0973(14) 0.0895(13) 0.0947(13) 0.0056(10) -0.0285(11) 0.0273(11) C7 0.063(4) 0.048(3) 0.052(3) 0.000(3) 0.013(3) 0.000(3) N1 0.064(3) 0.056(3) 0.054(3) 0.014(2) 0.001(2) 0.006(2) C21 0.054(4) 0.050(3) 0.066(4) 0.004(3) 0.003(3) 0.003(3) C1 0.048(3) 0.061(4) 0.051(3) 0.012(3) 0.003(3) 0.004(3) C2 0.071(4) 0.071(4) 0.052(4) 0.003(3) 0.005(3) 0.010(3) C3 0.073(4) 0.078(4) 0.046(3) 0.015(3) 0.001(3) 0.004(4) C4 0.046(3) 0.058(4) 0.058(3) 0.013(3) 0.005(3) 0.001(3) C5 0.046(3) 0.053(3) 0.055(3) 0.014(3) 0.008(3) -0.008(3) C6 0.041(3) 0.052(3) 0.047(3) 0.010(3) 0.005(2) -0.004(2) C8 0.085(5) 0.075(4) 0.053(4) 0.013(3) 0.012(3) 0.008(4) C9 0.076(4) 0.065(4) 0.066(4) 0.011(3) 0.021(3) 0.022(3) C10 0.055(4) 0.057(4) 0.059(4) 0.014(3) 0.011(3) -0.001(3) C11 0.052(4) 0.063(4) 0.080(4) 0.015(3) 0.015(3) 0.007(3) C12 0.041(3) 0.071(4) 0.074(4) 0.023(3) 0.001(3) -0.006(3) C13 0.053(4) 0.065(4) 0.062(4) 0.016(3) 0.001(3) 0.000(3) C14 0.089(5) 0.102(5) 0.060(4) 0.032(4) 0.001(4) 0.010(4) C15 0.094(6) 0.109(6) 0.084(5) 0.043(5) -0.019(4) 0.014(5) C16 0.075(5) 0.081(5) 0.111(7) 0.043(5) -0.005(5) 0.011(4) C17 0.062(4) 0.069(4) 0.100(6) 0.031(4) -0.002(4) 0.007(3) C18 0.075(5) 0.087(6) 0.115(7) 0.034(5) 0.008(5) 0.025(4) C19 0.091(6) 0.084(6) 0.127(8) 0.014(5) 0.030(5) 0.029(5) C20 0.081(5) 0.081(5) 0.094(5) 0.021(4) 0.016(4) 0.025(4) C22 0.058(4) 0.054(4) 0.062(4) 0.010(3) 0.002(3) 0.007(3) C23 0.088(5) 0.071(4) 0.072(4) 0.021(3) 0.012(4) 0.019(4) C24 0.101(6) 0.082(5) 0.078(5) 0.015(4) 0.018(4) 0.042(4) C25 0.094(5) 0.059(4) 0.074(5) 0.008(4) 0.010(4) 0.011(4) C26 0.082(5) 0.071(5) 0.082(5) 0.025(4) 0.010(4) 0.013(4) C27 0.072(4) 0.059(4) 0.075(4) 0.010(3) 0.009(3) 0.009(3) C28 0.134(8) 0.068(5) 0.121(7) 0.011(5) 0.015(6) 0.017(5) C29 0.116(7) 0.082(6) 0.155(8) 0.005(6) 0.052(6) 0.004(5) C31 0.106(7) 0.188(10) 0.104(7) -0.014(6) 0.014(5) -0.062(7) C32 0.137(8) 0.125(7) 0.067(5) -0.012(5) 0.025(5) -0.027(6) C33 0.210(13) 0.090(7) 0.268(15) 0.075(9) -0.123(12) -0.064(8) C34 0.139(10) 0.180(11) 0.173(11) 0.077(9) -0.034(8) 0.003(9) Cl2 0.183(4) 0.256(5) 0.301(6) 0.076(4) 0.009(4) 0.056(4) Cl3 0.386(8) 0.304(6) 0.164(4) 0.091(4) 0.074(4) 0.091(6) _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 C7 1.990(6) . ? Pd1 N1 2.084(5) . ? Pd1 P1 2.2566(18) . ? Pd1 Cl1 2.3966(19) . ? P1 C33 1.783(9) . ? P1 C32 1.784(7) . ? P1 C31 1.787(10) . ? C7 C8 1.363(8) . ? C7 C6 1.430(7) . ? N1 C21 1.277(7) . ? N1 C22 1.427(7) . ? C21 C1 1.445(8) . ? C1 C2 1.396(8) . ? C1 C6 1.421(8) . ? C2 C3 1.368(8) . ? C3 C4 1.378(8) . ? C4 C5 1.441(8) . ? C4 C13 1.447(8) . ? C5 C10 1.418(8) . ? C5 C6 1.432(8) . ? C8 C9 1.387(9) . ? C9 C10 1.367(8) . ? C10 C11 1.473(8) . ? C11 C20 1.355(9) . ? C11 C12 1.440(8) . ? C12 C13 1.412(8) . ? C12 C17 1.440(9) . ? C13 C14 1.389(8) . ? C14 C15 1.404(10) . ? C15 C16 1.331(11) . ? C16 C17 1.379(10) . ? C17 C18 1.401(10) . ? C18 C19 1.367(11) . ? C19 C20 1.400(10) . ? C22 C27 1.364(9) . ? C22 C23 1.381(8) . ? C23 C24 1.375(9) . ? C24 C25 1.369(10) . ? C25 C26 1.370(9) . ? C25 C28 1.544(10) . ? C26 C27 1.389(9) . ? C28 C29 1.457(11) . ? C34 Cl3 1.655(12) . ? C34 Cl2 1.660(13) . ? 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 C7 Pd1 N1 89.8(2) . . ? C7 Pd1 P1 92.94(16) . . ? N1 Pd1 P1 165.68(14) . . ? C7 Pd1 Cl1 172.97(17) . . ? N1 Pd1 Cl1 92.99(14) . . ? P1 Pd1 Cl1 85.96(7) . . ? C33 P1 C32 106.1(6) . . ? C33 P1 C31 98.9(6) . . ? C32 P1 C31 102.7(5) . . ? C33 P1 Pd1 121.1(3) . . ? C32 P1 Pd1 115.5(3) . . ? C31 P1 Pd1 109.8(3) . . ? C8 C7 C6 115.7(5) . . ? C8 C7 Pd1 122.0(4) . . ? C6 C7 Pd1 122.3(4) . . ? C21 N1 C22 115.9(5) . . ? C21 N1 Pd1 119.7(4) . . ? C22 N1 Pd1 122.6(4) . . ? N1 C21 C1 126.9(5) . . ? C2 C1 C6 119.0(5) . . ? C2 C1 C21 115.3(5) . . ? C6 C1 C21 124.5(5) . . ? C3 C2 C1 121.5(6) . . ? C2 C3 C4 122.7(6) . . ? C3 C4 C5 117.2(5) . . ? C3 C4 C13 123.4(5) . . ? C5 C4 C13 119.4(5) . . ? C10 C5 C6 120.0(5) . . ? C10 C5 C4 119.7(5) . . ? C6 C5 C4 120.4(5) . . ? C1 C6 C7 121.6(5) . . ? C1 C6 C5 118.3(5) . . ? C7 C6 C5 120.1(5) . . ? C7 C8 C9 124.1(6) . . ? C10 C9 C8 121.3(6) . . ? C9 C10 C5 117.8(6) . . ? C9 C10 C11 121.2(6) . . ? C5 C10 C11 121.0(5) . . ? C20 C11 C12 119.0(6) . . ? C20 C11 C10 122.9(6) . . ? C12 C11 C10 118.0(6) . . ? C13 C12 C11 120.8(6) . . ? C13 C12 C17 120.5(6) . . ? C11 C12 C17 118.7(6) . . ? C14 C13 C12 117.5(6) . . ? C14 C13 C4 121.7(6) . . ? C12 C13 C4 120.8(5) . . ? C13 C14 C15 120.9(7) . . ? C16 C15 C14 121.1(7) . . ? C15 C16 C17 121.9(7) . . ? C16 C17 C18 123.2(7) . . ? C16 C17 C12 118.1(7) . . ? C18 C17 C12 118.7(7) . . ? C19 C18 C17 121.3(7) . . ? C18 C19 C20 119.8(7) . . ? C11 C20 C19 122.4(7) . . ? C27 C22 C23 118.6(6) . . ? C27 C22 N1 119.5(6) . . ? C23 C22 N1 121.8(6) . . ? C24 C23 C22 119.5(7) . . ? C25 C24 C23 122.8(7) . . ? C24 C25 C26 117.0(6) . . ? C24 C25 C28 123.8(7) . . ? C26 C25 C28 119.1(7) . . ? C25 C26 C27 121.2(7) . . ? C22 C27 C26 120.8(6) . . ? C29 C28 C25 112.7(7) . . ? Cl3 C34 Cl2 122.3(7) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.626 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.090 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 818349' #TrackingRef '- peryleneimine2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H30 N2 Pd S2' _chemical_formula_weight 637.12 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' S S 0.1246 0.1234 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.860(4) _cell_length_b 11.554(6) _cell_length_c 14.640(7) _cell_angle_alpha 71.054(8) _cell_angle_beta 87.763(9) _cell_angle_gamma 84.421(9) _cell_volume 1410.6(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1019 _cell_measurement_theta_min 5.680 _cell_measurement_theta_max 52.803 _exptl_crystal_description BLOCK _exptl_crystal_colour RED _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.833 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.802996 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details (G.M.Sheldrick,SADABS,1996) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _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 12335 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 26.42 _reflns_number_total 5732 _reflns_number_gt 4789 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0388P)^2^+0.5730P] 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 5732 _refine_ls_number_parameters 355 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0784 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 0.91317(2) 0.865147(19) 0.739436(15) 0.04578(9) Uani 1 1 d . . . C7 C 1.0411(3) 0.7834(2) 0.6567(2) 0.0436(6) Uani 1 1 d . . . N1 N 1.0407(3) 1.01113(19) 0.70095(16) 0.0445(5) Uani 1 1 d . . . S1 S 0.73878(10) 0.72101(8) 0.78434(7) 0.0625(2) Uani 1 1 d . . . S2 S 0.73291(10) 0.93332(8) 0.84320(6) 0.0598(2) Uani 1 1 d . . . C1 C 1.1756(3) 0.9676(2) 0.5658(2) 0.0442(6) Uani 1 1 d . . . C2 C 1.2731(3) 1.0218(3) 0.4911(2) 0.0535(7) Uani 1 1 d . . . H2 H 1.2885 1.1041 0.4782 0.064 Uiso 1 1 calc R . . C3 C 1.3476(3) 0.9589(3) 0.4356(2) 0.0528(7) Uani 1 1 d . . . H3 H 1.4105 0.9997 0.3856 0.063 Uiso 1 1 calc R . . C4 C 1.3311(3) 0.8360(2) 0.45245(19) 0.0431(6) Uani 1 1 d . . . C5 C 1.2252(3) 0.7772(2) 0.52567(18) 0.0392(5) Uani 1 1 d . . . C6 C 1.1446(3) 0.8424(2) 0.58352(19) 0.0407(6) Uani 1 1 d . . . C8 C 1.0267(3) 0.6604(3) 0.6694(2) 0.0541(7) Uani 1 1 d . . . H8 H 0.9624 0.6185 0.7181 0.065 Uiso 1 1 calc R . . C9 C 1.1028(3) 0.5973(2) 0.6138(2) 0.0519(7) Uani 1 1 d . . . H9 H 1.0882 0.5149 0.6264 0.062 Uiso 1 1 calc R . . C10 C 1.1997(3) 0.6522(2) 0.5401(2) 0.0433(6) Uani 1 1 d . . . C11 C 1.2736(3) 0.5875(2) 0.4773(2) 0.0434(6) Uani 1 1 d . . . C12 C 1.3852(3) 0.6438(2) 0.4098(2) 0.0450(6) Uani 1 1 d . . . C13 C 1.4188(3) 0.7658(3) 0.39806(19) 0.0456(6) Uani 1 1 d . . . C14 C 1.5339(3) 0.8141(3) 0.3342(2) 0.0576(8) Uani 1 1 d . . . H14 H 1.5575 0.8935 0.3263 0.069 Uiso 1 1 calc R . . C15 C 1.6149(4) 0.7479(3) 0.2817(2) 0.0658(9) Uani 1 1 d . . . H15 H 1.6932 0.7822 0.2408 0.079 Uiso 1 1 calc R . . C16 C 1.5800(4) 0.6328(3) 0.2902(2) 0.0626(8) Uani 1 1 d . . . H16 H 1.6339 0.5895 0.2540 0.075 Uiso 1 1 calc R . . C17 C 1.4642(3) 0.5786(3) 0.3524(2) 0.0515(7) Uani 1 1 d . . . C18 C 1.4236(4) 0.4602(3) 0.3606(2) 0.0595(8) Uani 1 1 d . . . H18 H 1.4743 0.4165 0.3236 0.071 Uiso 1 1 calc R . . C19 C 1.3115(4) 0.4101(3) 0.4220(2) 0.0596(8) Uani 1 1 d . . . H19 H 1.2837 0.3333 0.4252 0.072 Uiso 1 1 calc R . . C20 C 1.2372(3) 0.4721(3) 0.4803(2) 0.0526(7) Uani 1 1 d . . . H20 H 1.1613 0.4353 0.5223 0.063 Uiso 1 1 calc R . . C21 C 1.1233(3) 1.0417(2) 0.6244(2) 0.0479(6) Uani 1 1 d . . . H21 H 1.1528 1.1213 0.6047 0.057 Uiso 1 1 calc R . . C22 C 1.0171(3) 1.0968(2) 0.7541(2) 0.0438(6) Uani 1 1 d . . . C23 C 1.0571(4) 1.0576(3) 0.8501(2) 0.0543(7) Uani 1 1 d . . . H23 H 1.0950 0.9766 0.8800 0.065 Uiso 1 1 calc R . . C24 C 1.0405(4) 1.1394(3) 0.9019(2) 0.0614(8) Uani 1 1 d . . . H24 H 1.0724 1.1135 0.9657 0.074 Uiso 1 1 calc R . . C25 C 0.9778(4) 1.2583(3) 0.8608(2) 0.0571(8) Uani 1 1 d . . . C26 C 0.9353(4) 1.2950(3) 0.7655(2) 0.0594(8) Uani 1 1 d . . . H26 H 0.8923 1.3748 0.7365 0.071 Uiso 1 1 calc R . . C27 C 0.9554(3) 1.2155(3) 0.7118(2) 0.0537(7) Uani 1 1 d . . . H27 H 0.9272 1.2423 0.6473 0.064 Uiso 1 1 calc R . . C28 C 0.9626(5) 1.3464(4) 0.9192(3) 0.0816(11) Uani 1 1 d . . . H28A H 0.8872 1.4137 0.8895 0.098 Uiso 1 1 calc R . . H28B H 0.9273 1.3037 0.9839 0.098 Uiso 1 1 calc R . . C29 C 1.1085(6) 1.3970(4) 0.9255(4) 0.1049(15) Uani 1 1 d . . . H29A H 1.1823 1.3310 0.9573 0.157 Uiso 1 1 calc R . . H29B H 1.0934 1.4532 0.9617 0.157 Uiso 1 1 calc R . . H29C H 1.1439 1.4393 0.8617 0.157 Uiso 1 1 calc R . . C31 C 0.6436(3) 0.8068(3) 0.8484(2) 0.0554(7) Uani 1 1 d . . . N2 N 0.5155(3) 0.7769(3) 0.8958(2) 0.0690(8) Uani 1 1 d . . . C32 C 0.4322(5) 0.8542(4) 0.9476(3) 0.0867(12) Uani 1 1 d . . . H32A H 0.4605 0.9376 0.9206 0.104 Uiso 1 1 calc R . . H32B H 0.3242 0.8558 0.9380 0.104 Uiso 1 1 calc R . . C33 C 0.4638(7) 0.8088(6) 1.0522(4) 0.128(2) Uani 1 1 d . . . H33A H 0.4417 0.7245 1.0786 0.193 Uiso 1 1 calc R . . H33B H 0.4016 0.8575 1.0837 0.193 Uiso 1 1 calc R . . H33C H 0.5688 0.8148 1.0624 0.193 Uiso 1 1 calc R . . C34 C 0.4427(4) 0.6656(4) 0.8950(3) 0.0852(12) Uani 1 1 d . . . H34A H 0.5194 0.6044 0.8858 0.102 Uiso 1 1 calc R . . H34B H 0.3919 0.6301 0.9563 0.102 Uiso 1 1 calc R . . C35 C 0.3325(6) 0.7011(6) 0.8163(4) 0.1221(19) Uani 1 1 d . . . H35A H 0.2495 0.7527 0.8303 0.183 Uiso 1 1 calc R . . H35B H 0.2951 0.6287 0.8101 0.183 Uiso 1 1 calc R . . H35C H 0.3807 0.7450 0.7569 0.183 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 0.05073(14) 0.04235(13) 0.04916(14) -0.02042(10) 0.00545(9) -0.01033(9) C7 0.0516(15) 0.0354(13) 0.0459(15) -0.0154(11) -0.0015(12) -0.0064(11) N1 0.0535(13) 0.0358(11) 0.0474(13) -0.0171(10) -0.0050(11) -0.0048(10) S1 0.0653(5) 0.0613(5) 0.0764(5) -0.0408(4) 0.0255(4) -0.0248(4) S2 0.0658(5) 0.0579(5) 0.0669(5) -0.0347(4) 0.0128(4) -0.0145(4) C1 0.0504(15) 0.0374(13) 0.0466(15) -0.0147(12) -0.0004(12) -0.0086(11) C2 0.0654(19) 0.0371(14) 0.0579(18) -0.0133(13) 0.0059(14) -0.0142(13) C3 0.0600(18) 0.0476(16) 0.0509(16) -0.0140(13) 0.0108(14) -0.0152(13) C4 0.0442(14) 0.0447(14) 0.0414(14) -0.0138(12) -0.0039(11) -0.0078(11) C5 0.0409(14) 0.0365(13) 0.0414(14) -0.0131(11) -0.0042(11) -0.0061(10) C6 0.0429(14) 0.0372(13) 0.0433(14) -0.0135(11) -0.0049(11) -0.0067(11) C8 0.0563(17) 0.0449(15) 0.0626(18) -0.0182(14) 0.0160(14) -0.0145(13) C9 0.0587(17) 0.0352(14) 0.0649(18) -0.0196(13) 0.0108(14) -0.0122(12) C10 0.0439(14) 0.0389(13) 0.0484(15) -0.0150(12) -0.0040(12) -0.0047(11) C11 0.0413(14) 0.0438(14) 0.0477(15) -0.0183(12) -0.0056(11) -0.0011(11) C12 0.0433(15) 0.0480(15) 0.0451(15) -0.0173(12) -0.0080(12) 0.0000(12) C13 0.0434(15) 0.0517(16) 0.0430(14) -0.0164(12) -0.0027(12) -0.0057(12) C14 0.0584(18) 0.0598(18) 0.0568(18) -0.0201(15) 0.0081(14) -0.0147(15) C15 0.061(2) 0.076(2) 0.062(2) -0.0257(17) 0.0183(16) -0.0121(17) C16 0.0591(19) 0.073(2) 0.0594(19) -0.0290(17) 0.0087(15) -0.0013(16) C17 0.0494(16) 0.0586(17) 0.0505(16) -0.0244(14) -0.0046(13) 0.0011(13) C18 0.0635(19) 0.0598(19) 0.065(2) -0.0363(16) -0.0023(16) 0.0032(15) C19 0.071(2) 0.0459(16) 0.070(2) -0.0301(15) -0.0061(17) -0.0026(15) C20 0.0542(17) 0.0456(15) 0.0620(18) -0.0225(14) 0.0000(14) -0.0065(13) C21 0.0558(17) 0.0356(13) 0.0538(17) -0.0146(12) -0.0008(13) -0.0101(12) C22 0.0461(15) 0.0386(13) 0.0494(15) -0.0171(12) -0.0002(12) -0.0072(11) C23 0.069(2) 0.0420(15) 0.0514(17) -0.0141(13) -0.0037(14) -0.0068(14) C24 0.084(2) 0.0613(19) 0.0436(16) -0.0200(14) 0.0037(15) -0.0187(17) C25 0.0635(19) 0.0537(17) 0.0637(19) -0.0314(15) 0.0175(15) -0.0150(14) C26 0.0639(19) 0.0434(16) 0.072(2) -0.0222(15) 0.0015(16) 0.0002(14) C27 0.0599(18) 0.0470(16) 0.0545(17) -0.0168(13) -0.0103(14) -0.0002(13) C28 0.101(3) 0.074(2) 0.089(3) -0.052(2) 0.031(2) -0.022(2) C29 0.120(4) 0.102(3) 0.127(4) -0.082(3) 0.011(3) -0.024(3) C31 0.0544(17) 0.0607(18) 0.0573(18) -0.0267(15) 0.0062(14) -0.0109(14) N2 0.0616(17) 0.0769(19) 0.082(2) -0.0444(16) 0.0184(15) -0.0154(14) C32 0.068(2) 0.090(3) 0.116(3) -0.056(3) 0.021(2) -0.007(2) C33 0.157(5) 0.153(5) 0.095(4) -0.069(4) 0.029(3) -0.011(4) C34 0.067(2) 0.096(3) 0.106(3) -0.050(3) 0.027(2) -0.025(2) C35 0.092(3) 0.157(5) 0.150(5) -0.090(4) -0.009(3) -0.019(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 Pd1 C7 2.018(3) . ? Pd1 N1 2.035(2) . ? Pd1 S1 2.3027(11) . ? Pd1 S2 2.4128(11) . ? C7 C8 1.390(4) . ? C7 C6 1.423(4) . ? N1 C21 1.283(4) . ? N1 C22 1.441(3) . ? S1 C31 1.718(3) . ? S2 C31 1.708(3) . ? C1 C2 1.386(4) . ? C1 C21 1.434(4) . ? C1 C6 1.436(4) . ? C2 C3 1.367(4) . ? C3 C4 1.382(4) . ? C4 C5 1.436(4) . ? C4 C13 1.464(4) . ? C5 C10 1.430(4) . ? C5 C6 1.434(4) . ? C8 C9 1.378(4) . ? C9 C10 1.376(4) . ? C10 C11 1.462(4) . ? C11 C20 1.389(4) . ? C11 C12 1.417(4) . ? C12 C17 1.423(4) . ? C12 C13 1.423(4) . ? C13 C14 1.387(4) . ? C14 C15 1.386(4) . ? C15 C16 1.360(5) . ? C16 C17 1.398(4) . ? C17 C18 1.414(4) . ? C18 C19 1.355(5) . ? C19 C20 1.390(4) . ? C22 C27 1.375(4) . ? C22 C23 1.379(4) . ? C23 C24 1.385(4) . ? C24 C25 1.378(5) . ? C25 C26 1.376(5) . ? C25 C28 1.522(4) . ? C26 C27 1.385(4) . ? C28 C29 1.487(6) . ? C31 N2 1.322(4) . ? N2 C32 1.478(4) . ? N2 C34 1.497(5) . ? C32 C33 1.477(7) . ? C34 C35 1.467(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 C7 Pd1 N1 91.63(10) . . ? C7 Pd1 S1 95.69(8) . . ? N1 Pd1 S1 171.34(7) . . ? C7 Pd1 S2 169.93(8) . . ? N1 Pd1 S2 98.40(7) . . ? S1 Pd1 S2 74.24(4) . . ? C8 C7 C6 116.2(2) . . ? C8 C7 Pd1 118.6(2) . . ? C6 C7 Pd1 125.18(19) . . ? C21 N1 C22 117.4(2) . . ? C21 N1 Pd1 124.27(18) . . ? C22 N1 Pd1 117.49(17) . . ? C31 S1 Pd1 88.30(11) . . ? C31 S2 Pd1 85.01(11) . . ? C2 C1 C21 115.0(2) . . ? C2 C1 C6 119.4(2) . . ? C21 C1 C6 125.4(2) . . ? C3 C2 C1 122.5(3) . . ? C2 C3 C4 121.3(3) . . ? C3 C4 C5 118.3(2) . . ? C3 C4 C13 121.6(3) . . ? C5 C4 C13 120.1(2) . . ? C10 C5 C6 119.9(2) . . ? C10 C5 C4 119.1(2) . . ? C6 C5 C4 121.0(2) . . ? C7 C6 C5 120.8(2) . . ? C7 C6 C1 122.0(2) . . ? C5 C6 C1 117.3(2) . . ? C9 C8 C7 123.4(3) . . ? C10 C9 C8 122.1(2) . . ? C9 C10 C5 117.5(2) . . ? C9 C10 C11 122.2(2) . . ? C5 C10 C11 120.3(2) . . ? C20 C11 C12 118.0(3) . . ? C20 C11 C10 122.3(3) . . ? C12 C11 C10 119.7(2) . . ? C11 C12 C17 120.0(2) . . ? C11 C12 C13 120.6(2) . . ? C17 C12 C13 119.3(3) . . ? C14 C13 C12 118.1(3) . . ? C14 C13 C4 122.4(3) . . ? C12 C13 C4 119.5(2) . . ? C15 C14 C13 122.1(3) . . ? C16 C15 C14 120.0(3) . . ? C15 C16 C17 121.0(3) . . ? C16 C17 C18 121.9(3) . . ? C16 C17 C12 119.3(3) . . ? C18 C17 C12 118.8(3) . . ? C19 C18 C17 120.4(3) . . ? C18 C19 C20 120.9(3) . . ? C11 C20 C19 121.6(3) . . ? N1 C21 C1 127.6(2) . . ? C27 C22 C23 119.5(3) . . ? C27 C22 N1 121.8(2) . . ? C23 C22 N1 118.6(2) . . ? C22 C23 C24 119.7(3) . . ? C25 C24 C23 121.4(3) . . ? C26 C25 C24 118.0(3) . . ? C26 C25 C28 121.8(3) . . ? C24 C25 C28 120.1(3) . . ? C25 C26 C27 121.3(3) . . ? C22 C27 C26 120.0(3) . . ? C29 C28 C25 112.2(3) . . ? N2 C31 S2 124.6(2) . . ? N2 C31 S1 123.0(2) . . ? S2 C31 S1 112.41(18) . . ? C31 N2 C32 122.3(3) . . ? C31 N2 C34 121.2(3) . . ? C32 N2 C34 116.4(3) . . ? C33 C32 N2 112.3(4) . . ? C35 C34 N2 109.2(4) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.430 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.064 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 818350' #TrackingRef '- peryleneimine2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H23 N O Pd S2' _chemical_formula_weight 596.02 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' S S 0.1246 0.1234 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.834(3) _cell_length_b 10.954(4) _cell_length_c 15.586(5) _cell_angle_alpha 94.315(6) _cell_angle_beta 103.724(6) _cell_angle_gamma 106.064(6) _cell_volume 1234.3(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 743 _cell_measurement_theta_min 5.094 _cell_measurement_theta_max 45.828 _exptl_crystal_description PLATE _exptl_crystal_colour RED _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.947 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.705834 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details (G.M.Sheldrick,SADABS,1996) _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _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 10784 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0805 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 26.47 _reflns_number_total 5044 _reflns_number_gt 3183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5044 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0992 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1294 _refine_ls_wR_factor_gt 0.0953 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Pd1 Pd 0.18405(6) 0.13996(4) 0.24094(3) 0.04209(16) Uani 1 1 d . . . S2 S 0.3404(2) 0.08728(15) 0.38005(10) 0.0585(4) Uani 1 1 d . . . S1 S 0.4691(2) 0.29275(15) 0.28586(10) 0.0586(4) Uani 1 1 d . . . N1 N -0.0667(6) 0.0008(4) 0.2004(3) 0.0399(10) Uani 1 1 d . . . C2 C 0.0864(7) 0.1892(5) 0.1223(3) 0.0426(13) Uani 1 1 d . . . C1 C -0.0783(7) 0.0996(5) 0.0721(3) 0.0388(12) Uani 1 1 d . . . C21 C -0.1547(7) -0.0029(5) 0.1186(4) 0.0406(12) Uani 1 1 d . . . H21 H -0.2628 -0.0685 0.0906 0.049 Uiso 1 1 calc R . . C3 C 0.1636(7) 0.2964(5) 0.0856(3) 0.0436(13) Uani 1 1 d . . . H3 H 0.2756 0.3547 0.1181 0.052 Uiso 1 1 calc R . . C4 C 0.0780(7) 0.3188(5) 0.0017(3) 0.0374(12) Uani 1 1 d . . . C5 C -0.0861(7) 0.2269(5) -0.0510(3) 0.0384(12) Uani 1 1 d . . . C6 C -0.1657(7) 0.1139(5) -0.0164(3) 0.0401(12) Uani 1 1 d . . . C7 C -0.3262(8) 0.0238(5) -0.0695(4) 0.0487(14) Uani 1 1 d . . . H7 H -0.3779 -0.0503 -0.0476 0.058 Uiso 1 1 calc R . . C8 C -0.4100(8) 0.0419(6) -0.1534(4) 0.0514(14) Uani 1 1 d . . . H8 H -0.5169 -0.0196 -0.1880 0.062 Uiso 1 1 calc R . . C9 C -0.3340(8) 0.1522(6) -0.1860(4) 0.0486(14) Uani 1 1 d . . . H9 H -0.3924 0.1643 -0.2426 0.058 Uiso 1 1 calc R . . C10 C -0.1739(7) 0.2450(5) -0.1373(3) 0.0404(12) Uani 1 1 d . . . C11 C -0.0956(8) 0.3634(5) -0.1720(3) 0.0454(14) Uani 1 1 d . . . C12 C 0.0671(7) 0.4555(5) -0.1198(3) 0.0404(13) Uani 1 1 d . . . C13 C 0.1574(7) 0.4380(5) -0.0324(3) 0.0386(12) Uani 1 1 d . . . C14 C 0.3119(8) 0.5325(5) 0.0161(4) 0.0458(13) Uani 1 1 d . . . H14 H 0.3684 0.5233 0.0738 0.055 Uiso 1 1 calc R . . C15 C 0.3880(8) 0.6431(5) -0.0186(4) 0.0519(15) Uani 1 1 d . . . H15 H 0.4949 0.7049 0.0158 0.062 Uiso 1 1 calc R . . C16 C 0.3068(8) 0.6604(5) -0.1017(4) 0.0516(15) Uani 1 1 d . . . H16 H 0.3582 0.7343 -0.1239 0.062 Uiso 1 1 calc R . . C17 C 0.1473(8) 0.5689(6) -0.1543(4) 0.0477(14) Uani 1 1 d . . . C18 C 0.0574(9) 0.5856(7) -0.2399(4) 0.0640(18) Uani 1 1 d . . . H18 H 0.1089 0.6579 -0.2637 0.077 Uiso 1 1 calc R . . C19 C -0.1018(10) 0.4993(8) -0.2884(4) 0.079(2) Uani 1 1 d . . . H19 H -0.1611 0.5140 -0.3441 0.095 Uiso 1 1 calc R . . C20 C -0.1777(9) 0.3884(7) -0.2556(4) 0.0695(19) Uani 1 1 d . . . H20 H -0.2865 0.3290 -0.2905 0.083 Uiso 1 1 calc R . . C22 C -0.1404(7) -0.0920(5) 0.2515(3) 0.0384(12) Uani 1 1 d . . . C23 C -0.1327(8) -0.0502(5) 0.3391(4) 0.0504(14) Uani 1 1 d . . . H23 H -0.0793 0.0363 0.3630 0.060 Uiso 1 1 calc R . . C24 C -0.2041(8) -0.1368(6) 0.3903(4) 0.0573(16) Uani 1 1 d . . . H24 H -0.1997 -0.1074 0.4486 0.069 Uiso 1 1 calc R . . C25 C -0.2830(8) -0.2672(5) 0.3577(4) 0.0455(13) Uani 1 1 d . . . C26 C -0.2834(8) -0.3069(5) 0.2716(4) 0.0518(15) Uani 1 1 d . . . H26 H -0.3316 -0.3940 0.2486 0.062 Uiso 1 1 calc R . . C27 C -0.2145(7) -0.2215(5) 0.2186(4) 0.0434(13) Uani 1 1 d . . . H27 H -0.2178 -0.2511 0.1605 0.052 Uiso 1 1 calc R . . C28 C -0.3568(10) -0.3611(6) 0.4160(4) 0.0711(19) Uani 1 1 d . . . H28A H -0.4144 -0.3207 0.4536 0.085 Uiso 1 1 calc R . . H28B H -0.4512 -0.4351 0.3782 0.085 Uiso 1 1 calc R . . C29 C -0.2162(13) -0.4049(9) 0.4725(6) 0.131(4) Uani 1 1 d . . . H29A H -0.1485 -0.4359 0.4366 0.197 Uiso 1 1 calc R . . H29B H -0.2738 -0.4730 0.5013 0.197 Uiso 1 1 calc R . . H29C H -0.1333 -0.3348 0.5170 0.197 Uiso 1 1 calc R . . C31 C 0.5136(8) 0.2140(6) 0.3732(4) 0.0520(14) Uani 1 1 d . . . C32 C 0.7166(10) 0.1863(7) 0.5042(5) 0.091(2) Uani 1 1 d . . . H32A H 0.6255 0.1804 0.5367 0.136 Uiso 1 1 calc R . . H32B H 0.8366 0.2310 0.5431 0.136 Uiso 1 1 calc R . . H32C H 0.7136 0.1014 0.4818 0.136 Uiso 1 1 calc R . . O1 O 0.6777(6) 0.2551(4) 0.4307(3) 0.0763(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0482(3) 0.0426(3) 0.0330(2) 0.01514(17) 0.00840(18) 0.00947(19) S2 0.0673(11) 0.0608(10) 0.0403(8) 0.0235(7) 0.0076(7) 0.0097(8) S1 0.0590(10) 0.0531(9) 0.0503(9) 0.0214(7) 0.0043(8) 0.0007(8) N1 0.048(3) 0.039(2) 0.036(2) 0.018(2) 0.016(2) 0.013(2) C2 0.052(3) 0.045(3) 0.040(3) 0.017(3) 0.016(3) 0.023(3) C1 0.043(3) 0.039(3) 0.037(3) 0.013(2) 0.013(2) 0.014(3) C21 0.041(3) 0.035(3) 0.049(3) 0.012(2) 0.016(3) 0.012(2) C3 0.046(3) 0.045(3) 0.037(3) 0.014(2) 0.008(3) 0.012(3) C4 0.047(3) 0.045(3) 0.031(3) 0.013(2) 0.014(2) 0.026(3) C5 0.043(3) 0.044(3) 0.038(3) 0.012(2) 0.018(3) 0.021(3) C6 0.042(3) 0.046(3) 0.039(3) 0.011(2) 0.015(3) 0.019(3) C7 0.046(3) 0.049(3) 0.052(3) 0.013(3) 0.014(3) 0.013(3) C8 0.038(3) 0.059(4) 0.049(3) 0.002(3) 0.005(3) 0.009(3) C9 0.048(3) 0.062(4) 0.040(3) 0.013(3) 0.011(3) 0.023(3) C10 0.042(3) 0.051(3) 0.034(3) 0.010(2) 0.010(2) 0.023(3) C11 0.049(3) 0.060(4) 0.034(3) 0.017(3) 0.012(3) 0.023(3) C12 0.049(3) 0.049(3) 0.038(3) 0.022(3) 0.021(3) 0.027(3) C13 0.037(3) 0.042(3) 0.044(3) 0.011(2) 0.015(3) 0.019(3) C14 0.057(4) 0.045(3) 0.042(3) 0.017(3) 0.016(3) 0.022(3) C15 0.058(4) 0.043(3) 0.057(4) 0.014(3) 0.020(3) 0.015(3) C16 0.063(4) 0.045(3) 0.057(4) 0.023(3) 0.030(3) 0.018(3) C17 0.057(4) 0.058(4) 0.045(3) 0.021(3) 0.027(3) 0.028(3) C18 0.074(5) 0.081(5) 0.054(4) 0.044(4) 0.026(4) 0.034(4) C19 0.070(5) 0.111(6) 0.052(4) 0.052(4) 0.006(4) 0.020(4) C20 0.060(4) 0.092(5) 0.047(4) 0.026(4) 0.002(3) 0.014(4) C22 0.039(3) 0.040(3) 0.039(3) 0.013(2) 0.013(2) 0.012(2) C23 0.066(4) 0.040(3) 0.040(3) 0.008(3) 0.016(3) 0.007(3) C24 0.071(4) 0.057(4) 0.040(3) 0.009(3) 0.020(3) 0.011(3) C25 0.052(3) 0.042(3) 0.045(3) 0.022(3) 0.016(3) 0.012(3) C26 0.066(4) 0.035(3) 0.054(4) 0.011(3) 0.016(3) 0.014(3) C27 0.058(4) 0.038(3) 0.039(3) 0.011(2) 0.018(3) 0.016(3) C28 0.095(5) 0.062(4) 0.057(4) 0.025(3) 0.031(4) 0.013(4) C29 0.126(8) 0.121(8) 0.121(7) 0.095(6) 0.006(6) 0.000(6) C31 0.049(4) 0.053(4) 0.046(3) 0.004(3) 0.005(3) 0.011(3) C32 0.085(5) 0.102(6) 0.073(5) 0.038(4) -0.012(4) 0.030(5) O1 0.067(3) 0.072(3) 0.067(3) 0.022(2) -0.011(2) 0.007(2) _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 C2 2.001(5) . ? Pd1 N1 2.047(4) . ? Pd1 S1 2.3003(17) . ? Pd1 S2 2.4193(16) . ? S2 C31 1.682(6) . ? S1 C31 1.684(6) . ? N1 C21 1.288(6) . ? N1 C22 1.420(6) . ? C2 C3 1.393(7) . ? C2 C1 1.394(7) . ? C1 C6 1.428(7) . ? C1 C21 1.449(7) . ? C3 C4 1.395(7) . ? C4 C5 1.414(7) . ? C4 C13 1.479(7) . ? C5 C10 1.413(7) . ? C5 C6 1.430(7) . ? C6 C7 1.391(7) . ? C7 C8 1.373(7) . ? C8 C9 1.383(8) . ? C9 C10 1.382(8) . ? C10 C11 1.475(7) . ? C11 C20 1.393(7) . ? C11 C12 1.406(8) . ? C12 C13 1.432(7) . ? C12 C17 1.434(7) . ? C13 C14 1.365(7) . ? C14 C15 1.402(7) . ? C15 C16 1.354(8) . ? C16 C17 1.391(8) . ? C17 C18 1.404(8) . ? C18 C19 1.347(9) . ? C19 C20 1.389(9) . ? C22 C27 1.380(7) . ? C22 C23 1.389(7) . ? C23 C24 1.372(7) . ? C24 C25 1.391(7) . ? C25 C26 1.379(8) . ? C25 C28 1.510(7) . ? C26 C27 1.378(7) . ? C28 C29 1.454(10) . ? C31 O1 1.315(7) . ? C32 O1 1.437(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Pd1 N1 80.77(19) . . ? C2 Pd1 S1 99.61(16) . . ? N1 Pd1 S1 178.64(13) . . ? C2 Pd1 S2 172.58(16) . . ? N1 Pd1 S2 104.96(12) . . ? S1 Pd1 S2 74.56(6) . . ? C31 S2 Pd1 82.6(2) . . ? C31 S1 Pd1 86.4(2) . . ? C21 N1 C22 120.0(4) . . ? C21 N1 Pd1 113.8(3) . . ? C22 N1 Pd1 126.1(3) . . ? C3 C2 C1 118.9(5) . . ? C3 C2 Pd1 128.4(4) . . ? C1 C2 Pd1 112.7(4) . . ? C2 C1 C6 121.4(4) . . ? C2 C1 C21 114.6(5) . . ? C6 C1 C21 123.9(5) . . ? N1 C21 C1 117.2(5) . . ? C2 C3 C4 122.0(5) . . ? C3 C4 C5 119.7(5) . . ? C3 C4 C13 120.5(5) . . ? C5 C4 C13 119.9(4) . . ? C10 C5 C4 121.2(5) . . ? C10 C5 C6 119.2(5) . . ? C4 C5 C6 119.6(4) . . ? C7 C6 C1 122.8(5) . . ? C7 C6 C5 118.8(5) . . ? C1 C6 C5 118.3(5) . . ? C8 C7 C6 121.5(5) . . ? C7 C8 C9 119.4(5) . . ? C10 C9 C8 122.1(5) . . ? C9 C10 C5 118.9(5) . . ? C9 C10 C11 121.7(5) . . ? C5 C10 C11 119.4(5) . . ? C20 C11 C12 118.0(5) . . ? C20 C11 C10 122.2(5) . . ? C12 C11 C10 119.7(4) . . ? C11 C12 C13 121.3(5) . . ? C11 C12 C17 120.0(5) . . ? C13 C12 C17 118.7(5) . . ? C14 C13 C12 118.6(5) . . ? C14 C13 C4 122.9(5) . . ? C12 C13 C4 118.5(5) . . ? C13 C14 C15 122.0(5) . . ? C16 C15 C14 120.4(6) . . ? C15 C16 C17 120.8(5) . . ? C16 C17 C18 122.1(5) . . ? C16 C17 C12 119.6(5) . . ? C18 C17 C12 118.3(6) . . ? C19 C18 C17 121.5(6) . . ? C18 C19 C20 120.2(6) . . ? C19 C20 C11 121.9(6) . . ? C27 C22 C23 119.0(5) . . ? C27 C22 N1 122.8(5) . . ? C23 C22 N1 118.2(5) . . ? C24 C23 C22 119.9(5) . . ? C23 C24 C25 122.0(5) . . ? C26 C25 C24 117.1(5) . . ? C26 C25 C28 121.9(5) . . ? C24 C25 C28 121.0(5) . . ? C27 C26 C25 121.9(5) . . ? C26 C27 C22 120.2(5) . . ? C29 C28 C25 113.6(6) . . ? O1 C31 S2 124.9(4) . . ? O1 C31 S1 118.7(4) . . ? S2 C31 S1 116.4(3) . . ? C31 O1 C32 118.7(5) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.47 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.561 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.117 #########################################################################