# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2004 data_global _publ_contact_author_name 'Wolfgang Weigand' _journal_coden_Cambridge 1145 _publ_contact_author_address ; Wolfgang Weigand Friedrich-Schiller-Universitat Jena Institut fur Anorganische und Analytische Chemie August-Bebel-Str. 2 D-07743 Jena Germany ; _publ_contact_author_phone '03641 9-48160 ' _publ_contact_author_fax '03641 9-48102 ' _publ_contact_author_email c8wewo@rz.uni-jena.de.de # 2. TITLE AND AUTHOR LIST _publ_requested_journal 'Journal of Materials Chemistry' _publ_section_title ; Rodlike Metallomesogens Containing Nickel(II), Palladium(II) and Copper(II) Based on Novel Enaminoketonatl Ligands ; loop_ _publ_author_name 'Wolfgang Weigand' 'Bertrand Donnio' 'Helmar Gorls' 'Daniel Guillon' 'Guido Leibeling' 'A. Martin' 'Carsten P. Roll' data_FO1262 _database_code_depnum_ccdc_archive 'CCDC 206516' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H39 N O4' _chemical_formula_weight 465.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.4266(3) _cell_length_b 9.1466(8) _cell_length_c 26.211(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.904(5) _cell_angle_gamma 90.00 _cell_volume 1299.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 KappaCCD _diffrn_measurement_method 'phi- + omega-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4639 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1527 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.80 _diffrn_reflns_theta_max 27.45 _reflns_number_total 4639 _reflns_number_gt 2645 _reflns_threshold_expression >2sigma(I) _computing_data_collection COLLECT _computing_cell_refinement DENZO _computing_data_reduction DENZO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXL-97 _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^)+(0.0441P)^2^+0.3560P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom/difmap _refine_ls_hydrogen_treatment mixed _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 -3.0(19) _refine_ls_number_reflns 4639 _refine_ls_number_parameters 311 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1682 _refine_ls_R_factor_gt 0.0823 _refine_ls_wR_factor_ref 0.1522 _refine_ls_wR_factor_gt 0.1258 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 O1 O 1.2010(5) 0.2076(3) 0.28550(11) 0.0384(8) Uani 1 1 d . . . O2 O 1.8192(5) -0.1276(4) 0.12074(11) 0.0430(8) Uani 1 1 d . . . O3 O 1.9189(5) 0.1077(3) 0.10916(11) 0.0413(8) Uani 1 1 d . . . O4 O 2.5921(7) 0.1403(4) -0.15483(15) 0.0903(16) Uani 1 1 d . . . N1 N 2.4585(6) 0.0406(5) -0.06438(15) 0.0371(9) Uani 1 1 d . . . C1 C -0.6454(9) 0.1581(6) 0.69858(19) 0.0632(16) Uani 1 1 d . . . H1B H -0.7472 0.0881 0.7165 0.095 Uiso 1 1 calc R . . H1C H -0.7518 0.2318 0.6816 0.095 Uiso 1 1 calc R . . H1D H -0.5301 0.2060 0.7232 0.095 Uiso 1 1 calc R . . C2 C -0.5013(8) 0.0777(5) 0.65891(17) 0.0439(12) Uani 1 1 d . . . H2A H -0.6194 0.0282 0.6346 0.053 Uiso 1 1 calc R . . H2B H -0.3989 0.0012 0.6763 0.053 Uiso 1 1 calc R . . C3 C -0.3343(8) 0.1764(5) 0.62893(17) 0.0398(11) Uani 1 1 d . . . H3A H -0.4364 0.2527 0.6113 0.048 Uiso 1 1 calc R . . H3B H -0.2160 0.2261 0.6531 0.048 Uiso 1 1 calc R . . C4 C -0.1921(7) 0.0950(5) 0.58982(16) 0.0358(11) Uani 1 1 d . . . H4A H -0.3115 0.0420 0.5667 0.043 Uiso 1 1 calc R . . H4B H -0.0871 0.0209 0.6078 0.043 Uiso 1 1 calc R . . C5 C -0.0294(7) 0.1886(5) 0.55747(16) 0.0376(11) Uani 1 1 d . . . H5A H -0.1334 0.2623 0.5390 0.045 Uiso 1 1 calc R . . H5B H 0.0911 0.2416 0.5802 0.045 Uiso 1 1 calc R . . C6 C 0.1092(7) 0.1008(5) 0.51906(16) 0.0356(11) Uani 1 1 d . . . H6A H -0.0121 0.0477 0.4965 0.043 Uiso 1 1 calc R . . H6B H 0.2120 0.0269 0.5377 0.043 Uiso 1 1 calc R . . C7 C 0.2742(7) 0.1911(5) 0.48605(15) 0.0345(11) Uani 1 1 d . . . H7A H 0.1717 0.2645 0.4670 0.041 Uiso 1 1 calc R . . H7B H 0.3954 0.2446 0.5085 0.041 Uiso 1 1 calc R . . C8 C 0.4126(7) 0.1012(5) 0.44814(15) 0.0329(11) Uani 1 1 d . . . H8A H 0.5160 0.0282 0.4671 0.039 Uiso 1 1 calc R . . H8B H 0.2917 0.0473 0.4257 0.039 Uiso 1 1 calc R . . C9 C 0.5757(7) 0.1920(5) 0.41520(16) 0.0349(11) Uani 1 1 d . . . H9A H 0.6941 0.2471 0.4378 0.042 Uiso 1 1 calc R . . H9B H 0.4712 0.2642 0.3961 0.042 Uiso 1 1 calc R . . C10 C 0.7199(7) 0.1050(5) 0.37726(16) 0.0346(11) Uani 1 1 d . . . H10A H 0.6020 0.0540 0.3533 0.042 Uiso 1 1 calc R . . H10B H 0.8189 0.0297 0.3961 0.042 Uiso 1 1 calc R . . C11 C 0.8923(7) 0.1989(5) 0.34642(16) 0.0356(11) Uani 1 1 d . . . H11A H 0.7937 0.2735 0.3271 0.043 Uiso 1 1 calc R . . H11B H 1.0100 0.2507 0.3702 0.043 Uiso 1 1 calc R . . C12 C 1.0335(7) 0.1096(5) 0.30982(16) 0.0341(11) Uani 1 1 d . . . H12A H 1.1269 0.0313 0.3283 0.041 Uiso 1 1 calc R . . H12B H 0.9191 0.0638 0.2839 0.041 Uiso 1 1 calc R . . C13 C 1.3482(7) 0.1498(5) 0.24975(15) 0.0327(11) Uani 1 1 d . . . C14 C 1.3533(7) 0.0027(5) 0.23753(16) 0.0375(11) Uani 1 1 d . . . H14A H 1.2524 -0.0652 0.2543 0.045 Uiso 1 1 calc R . . C15 C 1.5091(7) -0.0436(5) 0.20026(15) 0.0368(11) Uani 1 1 d . . . H15A H 1.5142 -0.1445 0.1917 0.044 Uiso 1 1 calc R . . C16 C 1.6568(7) 0.0535(5) 0.17538(16) 0.0309(10) Uani 1 1 d . . . C17 C 1.6503(7) 0.2009(5) 0.18848(16) 0.0398(12) Uani 1 1 d . . . H17A H 1.7502 0.2691 0.1716 0.048 Uiso 1 1 calc R . . C18 C 1.4988(7) 0.2486(5) 0.22602(16) 0.0398(12) Uani 1 1 d . . . H18A H 1.4979 0.3489 0.2355 0.048 Uiso 1 1 calc R . . C19 C 1.8041(7) -0.0021(6) 0.13375(16) 0.0349(11) Uani 1 1 d . . . C20 C 2.0522(7) 0.0770(5) 0.06587(15) 0.0304(11) Uani 1 1 d . . . C21 C 1.9901(8) 0.1582(5) 0.02314(17) 0.0405(12) Uani 1 1 d . . . H21A H 1.8544 0.2238 0.0231 0.049 Uiso 1 1 calc R . . C22 C 2.1258(7) 0.1443(5) -0.02018(16) 0.0375(11) Uani 1 1 d . . . H22A H 2.0822 0.1995 -0.0500 0.045 Uiso 1 1 calc R . . C23 C 2.3247(7) 0.0496(5) -0.01953(16) 0.0325(11) Uani 1 1 d . . . C24 C 2.3845(7) -0.0307(5) 0.02362(16) 0.0331(10) Uani 1 1 d . . . H24A H 2.5206 -0.0961 0.0239 0.040 Uiso 1 1 calc R . . C25 C 2.2491(7) -0.0177(5) 0.06671(16) 0.0386(11) Uani 1 1 d . . . H25A H 2.2915 -0.0733 0.0965 0.046 Uiso 1 1 calc R . . C26 C 2.6386(8) -0.0548(6) -0.07361(18) 0.0490(13) Uani 1 1 d . . . H26A H 2.6678 -0.1307 -0.0493 0.059 Uiso 1 1 calc R . . C27 C 2.7834(8) -0.0533(6) -0.11451(17) 0.0482(13) Uani 1 1 d . . . H27A H 2.9066 -0.1264 -0.1168 0.058 Uiso 1 1 calc R . . C28 C 2.7586(8) 0.0523(6) -0.15376(19) 0.0463(12) Uani 1 1 d . . . C29 C 2.9493(8) 0.0568(6) -0.19468(18) 0.0531(14) Uani 1 1 d . . . H29A H 2.9081 0.1359 -0.2189 0.080 Uiso 1 1 calc R . . H29B H 2.9487 -0.0367 -0.2129 0.080 Uiso 1 1 calc R . . H29C H 3.1135 0.0742 -0.1785 0.080 Uiso 1 1 calc R . . H1N1 H 2.439(8) 0.111(5) -0.0865(18) 0.048(16) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0422(17) 0.0353(19) 0.0399(17) -0.0027(15) 0.0241(15) -0.0024(14) O2 0.0518(18) 0.034(2) 0.046(2) -0.0068(16) 0.0255(15) -0.0058(15) O3 0.0507(18) 0.037(2) 0.0386(18) -0.0035(16) 0.0242(15) -0.0047(16) O4 0.099(3) 0.095(3) 0.083(3) 0.053(3) 0.068(2) 0.061(3) N1 0.035(2) 0.040(3) 0.037(2) 0.004(2) 0.0101(17) 0.0051(18) C1 0.065(3) 0.075(4) 0.053(3) -0.008(3) 0.031(3) -0.009(3) C2 0.042(3) 0.051(3) 0.040(3) 0.000(2) 0.016(2) -0.006(2) C3 0.038(2) 0.044(3) 0.039(3) -0.006(2) 0.016(2) -0.008(2) C4 0.035(2) 0.038(3) 0.036(3) 0.002(2) 0.015(2) -0.003(2) C5 0.041(3) 0.041(3) 0.032(2) -0.002(2) 0.014(2) -0.004(2) C6 0.034(2) 0.040(3) 0.034(2) 0.003(2) 0.014(2) -0.001(2) C7 0.031(2) 0.041(3) 0.032(2) 0.002(2) 0.011(2) -0.002(2) C8 0.031(2) 0.036(3) 0.033(3) 0.001(2) 0.0113(19) 0.0029(19) C9 0.035(2) 0.040(3) 0.031(2) 0.001(2) 0.013(2) 0.004(2) C10 0.030(2) 0.039(3) 0.036(2) -0.001(2) 0.012(2) 0.0025(19) C11 0.033(2) 0.044(3) 0.032(2) 0.001(2) 0.011(2) 0.003(2) C12 0.034(2) 0.039(3) 0.031(2) 0.001(2) 0.0150(19) 0.0009(19) C13 0.036(2) 0.038(3) 0.025(2) -0.003(2) 0.013(2) 0.003(2) C14 0.043(2) 0.038(3) 0.033(3) 0.003(2) 0.019(2) -0.007(2) C15 0.046(3) 0.034(3) 0.032(3) -0.001(2) 0.012(2) -0.005(2) C16 0.029(2) 0.033(3) 0.031(2) -0.006(2) 0.0023(19) -0.0010(19) C17 0.034(2) 0.046(3) 0.040(3) 0.005(2) 0.013(2) -0.012(2) C18 0.046(3) 0.035(3) 0.040(3) 0.003(2) 0.017(2) -0.002(2) C19 0.031(2) 0.046(3) 0.028(3) 0.001(2) 0.004(2) -0.008(2) C20 0.032(2) 0.039(3) 0.022(2) -0.007(2) 0.0158(19) -0.004(2) C21 0.039(2) 0.044(3) 0.040(3) 0.001(2) 0.016(2) 0.006(2) C22 0.041(3) 0.040(3) 0.033(3) 0.000(2) 0.011(2) 0.000(2) C23 0.034(2) 0.041(3) 0.024(2) -0.001(2) 0.0144(18) -0.005(2) C24 0.030(2) 0.039(3) 0.031(3) 0.004(2) 0.0081(19) 0.0030(19) C25 0.038(2) 0.047(3) 0.031(3) 0.003(2) 0.002(2) -0.006(2) C26 0.060(3) 0.044(3) 0.045(3) 0.007(2) 0.018(2) 0.016(3) C27 0.051(3) 0.051(3) 0.044(3) 0.007(3) 0.015(2) 0.024(2) C28 0.047(3) 0.048(3) 0.047(3) 0.003(3) 0.022(2) 0.010(2) C29 0.058(3) 0.057(4) 0.047(3) 0.008(3) 0.027(2) 0.005(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 O1 C13 1.368(5) . ? O1 C12 1.447(5) . ? O2 C19 1.202(5) . ? O3 C19 1.361(5) . ? O3 C20 1.405(5) . ? O4 C28 1.209(5) . ? N1 C26 1.341(5) . ? N1 C23 1.415(5) . ? C1 C2 1.522(6) . ? C2 C3 1.525(6) . ? C3 C4 1.510(5) . ? C4 C5 1.519(6) . ? C5 C6 1.517(5) . ? C6 C7 1.520(5) . ? C7 C8 1.517(5) . ? C8 C9 1.515(5) . ? C9 C10 1.521(6) . ? C10 C11 1.531(5) . ? C11 C12 1.500(6) . ? C13 C14 1.383(6) . ? C13 C18 1.387(6) . ? C14 C15 1.390(5) . ? C15 C16 1.382(6) . ? C16 C17 1.392(6) . ? C16 C19 1.475(6) . ? C17 C18 1.384(5) . ? C20 C25 1.374(6) . ? C20 C21 1.371(6) . ? C21 C22 1.390(6) . ? C22 C23 1.383(5) . ? C23 C24 1.374(5) . ? C24 C25 1.384(5) . ? C26 C27 1.361(6) . ? C27 C28 1.413(6) . ? C28 C29 1.528(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 C13 O1 C12 117.7(3) . . ? C19 O3 C20 120.1(4) . . ? C26 N1 C23 126.7(4) . . ? C1 C2 C3 113.9(4) . . ? C4 C3 C2 113.2(4) . . ? C3 C4 C5 115.6(4) . . ? C6 C5 C4 113.2(4) . . ? C5 C6 C7 114.6(4) . . ? C8 C7 C6 113.8(4) . . ? C9 C8 C7 113.5(4) . . ? C8 C9 C10 114.9(4) . . ? C9 C10 C11 113.6(4) . . ? C12 C11 C10 112.2(4) . . ? O1 C12 C11 107.3(4) . . ? O1 C13 C14 123.6(4) . . ? O1 C13 C18 115.7(4) . . ? C14 C13 C18 120.7(4) . . ? C13 C14 C15 118.6(4) . . ? C16 C15 C14 121.6(4) . . ? C15 C16 C17 118.9(4) . . ? C15 C16 C19 118.5(4) . . ? C17 C16 C19 122.5(4) . . ? C18 C17 C16 120.3(4) . . ? C17 C18 C13 119.9(4) . . ? O2 C19 O3 122.1(4) . . ? O2 C19 C16 125.9(4) . . ? O3 C19 C16 112.0(4) . . ? C25 C20 C21 120.9(4) . . ? C25 C20 O3 123.0(4) . . ? C21 C20 O3 115.9(4) . . ? C20 C21 C22 120.0(4) . . ? C23 C22 C21 119.5(4) . . ? C24 C23 C22 119.8(4) . . ? C24 C23 N1 122.9(4) . . ? C22 C23 N1 117.3(4) . . ? C23 C24 C25 120.8(4) . . ? C20 C25 C24 119.1(4) . . ? N1 C26 C27 126.2(4) . . ? C26 C27 C28 122.9(4) . . ? O4 C28 C27 121.0(4) . . ? O4 C28 C29 119.8(4) . . ? C27 C28 C29 119.1(4) . . ? _diffrn_measured_fraction_theta_max 0.889 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.889 _refine_diff_density_max 0.195 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.046 data_FO1388 _database_code_depnum_ccdc_archive 'CCDC 206517' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H37 N O4' _chemical_formula_weight 451.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 5.1776(4) _cell_length_b 11.785(1) _cell_length_c 20.724(2) _cell_angle_alpha 91.927(7) _cell_angle_beta 93.548(6) _cell_angle_gamma 91.903(7) _cell_volume 1260.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9860 _exptl_absorpt_correction_T_max 0.9937 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 CAD4 _diffrn_measurement_method omega-2theta-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 7200 _diffrn_standards_decay_% -0.22 _diffrn_reflns_number 6389 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0771 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.43 _reflns_number_total 5749 _reflns_number_gt 3193 _reflns_threshold_expression >2sigma(I) _computing_data_collection CAD4-EXPRESS _computing_cell_refinement SET4 _computing_data_reduction MOLEN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXL-97 _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^)+(0.0100P)^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/difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0079(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5749 _refine_ls_number_parameters 303 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1717 _refine_ls_R_factor_gt 0.0857 _refine_ls_wR_factor_ref 0.1576 _refine_ls_wR_factor_gt 0.1520 _refine_ls_goodness_of_fit_ref 2.706 _refine_ls_restrained_S_all 2.706 _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 O1 O 1.2861(5) -0.27157(19) 0.13952(11) 0.0468(7) Uani 1 1 d . . . O2 O 0.3771(5) 0.24906(18) 0.21237(10) 0.0399(7) Uani 1 1 d . . . O3 O 0.2535(5) 0.32248(18) 0.11651(10) 0.0371(6) Uani 1 1 d . . . O4 O -0.3880(5) 0.58966(19) 0.32273(10) 0.0384(7) Uani 1 1 d . . . N1 N 0.9300(6) -0.1148(2) 0.11885(13) 0.0383(8) Uani 1 1 d . . . C1 C 1.3701(8) -0.4045(3) 0.05484(17) 0.0446(11) Uani 1 1 d . . . H1A H 1.5007 -0.4299 0.0870 0.067 Uiso 1 1 calc R . . H1B H 1.4550 -0.3799 0.0165 0.067 Uiso 1 1 calc R . . H1C H 1.2463 -0.4674 0.0426 0.067 Uiso 1 1 calc R . . C2 C 1.2288(7) -0.3066(3) 0.08339(16) 0.0338(9) Uani 1 1 d . . . C3 C 1.0291(7) -0.2584(3) 0.04254(15) 0.0298(8) Uani 1 1 d . . . H3A H 0.9909 -0.2923 0.0007 0.036 Uiso 1 1 calc R . . C4 C 0.8914(7) -0.1671(3) 0.06027(15) 0.0316(9) Uani 1 1 d . . . C5 C 0.6848(7) -0.1220(3) 0.01503(15) 0.0380(9) Uani 1 1 d . . . H5A H 0.6073 -0.0566 0.0359 0.057 Uiso 1 1 calc R . . H5B H 0.5508 -0.1815 0.0044 0.057 Uiso 1 1 calc R . . H5C H 0.7613 -0.0984 -0.0247 0.057 Uiso 1 1 calc R . . C6 C 0.7896(7) -0.0194(3) 0.14116(15) 0.0315(9) Uani 1 1 d . . . C7 C 0.6090(8) -0.0350(3) 0.18595(16) 0.0432(10) Uani 1 1 d . . . H7A H 0.5781 -0.1084 0.2020 0.052 Uiso 1 1 calc R . . C8 C 0.4718(8) 0.0554(3) 0.20783(16) 0.0446(11) Uani 1 1 d . . . H8A H 0.3477 0.0444 0.2391 0.054 Uiso 1 1 calc R . . C9 C 0.5152(7) 0.1610(3) 0.18428(15) 0.0316(9) Uani 1 1 d . . . C10 C 0.6946(7) 0.1784(3) 0.13929(16) 0.0374(9) Uani 1 1 d . . . H10A H 0.7234 0.2515 0.1226 0.045 Uiso 1 1 calc R . . C11 C 0.8323(7) 0.0869(3) 0.11882(17) 0.0410(10) Uani 1 1 d . . . H11A H 0.9599 0.0982 0.0884 0.049 Uiso 1 1 calc R . . C12 C 0.2435(7) 0.3223(3) 0.17434(16) 0.0316(9) Uani 1 1 d . . . C13 C 0.0847(7) 0.3956(3) 0.21357(15) 0.0288(8) Uani 1 1 d . . . C14 C 0.0806(7) 0.3876(3) 0.28033(15) 0.0368(10) Uani 1 1 d . . . H14A H 0.1898 0.3361 0.3021 0.044 Uiso 1 1 calc R . . C15 C -0.0780(7) 0.4528(3) 0.31479(15) 0.0386(10) Uani 1 1 d . . . H15A H -0.0787 0.4463 0.3603 0.046 Uiso 1 1 calc R . . C16 C -0.2400(7) 0.5292(3) 0.28356(15) 0.0297(8) Uani 1 1 d . . . C17 C -0.2400(7) 0.5387(3) 0.21713(15) 0.0312(9) Uani 1 1 d . . . H17A H -0.3498 0.5901 0.1954 0.037 Uiso 1 1 calc R . . C18 C -0.0759(7) 0.4714(3) 0.18283(15) 0.0305(9) Uani 1 1 d . . . H18A H -0.0740 0.4777 0.1373 0.037 Uiso 1 1 calc R . . C19 C -0.5607(7) 0.6706(3) 0.29386(15) 0.0329(9) Uani 1 1 d . . . H19A H -0.6954 0.6308 0.2647 0.039 Uiso 1 1 calc R . . H19B H -0.4630 0.7251 0.2684 0.039 Uiso 1 1 calc R . . C20 C -0.6823(7) 0.7317(3) 0.34788(15) 0.0352(9) Uani 1 1 d . . . H20A H -0.5438 0.7650 0.3786 0.042 Uiso 1 1 calc R . . H20B H -0.7851 0.6762 0.3714 0.042 Uiso 1 1 calc R . . C21 C -0.8567(7) 0.8254(3) 0.32530(15) 0.0333(9) Uani 1 1 d . . . H21A H -0.7596 0.8762 0.2976 0.040 Uiso 1 1 calc R . . H21B H -1.0064 0.7911 0.2987 0.040 Uiso 1 1 calc R . . C22 C -0.9551(7) 0.8952(3) 0.38068(16) 0.0382(9) Uani 1 1 d . . . H22A H -0.8041 0.9278 0.4075 0.046 Uiso 1 1 calc R . . H22B H -1.0521 0.8437 0.4081 0.046 Uiso 1 1 calc R . . C23 C -1.1281(8) 0.9911(3) 0.36127(16) 0.0413(10) Uani 1 1 d . . . H23A H -1.0327 1.0426 0.3336 0.050 Uiso 1 1 calc R . . H23B H -1.2814 0.9589 0.3352 0.050 Uiso 1 1 calc R . . C24 C -1.2189(7) 1.0595(3) 0.41786(16) 0.0430(10) Uani 1 1 d . . . H24A H -1.3129 1.0075 0.4455 0.052 Uiso 1 1 calc R . . H24B H -1.0648 1.0913 0.4439 0.052 Uiso 1 1 calc R . . C25 C -1.3914(8) 1.1554(3) 0.40063(16) 0.0436(10) Uani 1 1 d . . . H25A H -1.5468 1.1241 0.3750 0.052 Uiso 1 1 calc R . . H25B H -1.2983 1.2078 0.3730 0.052 Uiso 1 1 calc R . . C26 C -1.4777(8) 1.2224(3) 0.45929(17) 0.0486(11) Uani 1 1 d . . . H26A H -1.5695 1.1694 0.4869 0.058 Uiso 1 1 calc R . . H26B H -1.3216 1.2532 0.4848 0.058 Uiso 1 1 calc R . . C27 C -1.6496(8) 1.3181(3) 0.44416(17) 0.0502(11) Uani 1 1 d . . . H27A H -1.8038 1.2882 0.4175 0.060 Uiso 1 1 calc R . . H27B H -1.5562 1.3731 0.4181 0.060 Uiso 1 1 calc R . . C28 C -1.7378(9) 1.3796(3) 0.50373(18) 0.0678(14) Uani 1 1 d . . . H28A H -1.8494 1.4414 0.4906 0.102 Uiso 1 1 calc R . . H28B H -1.5864 1.4110 0.5299 0.102 Uiso 1 1 calc R . . H28C H -1.8346 1.3262 0.5292 0.102 Uiso 1 1 calc R . . H1N1 H 1.062(7) -0.150(3) 0.1491(16) 0.057(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0570(19) 0.0427(15) 0.0403(14) -0.0048(12) -0.0103(13) 0.0249(14) O2 0.0545(19) 0.0382(14) 0.0283(12) -0.0043(10) 0.0007(12) 0.0287(14) O3 0.0449(17) 0.0389(14) 0.0282(13) -0.0032(10) 0.0025(12) 0.0159(13) O4 0.0417(17) 0.0392(14) 0.0355(13) -0.0031(11) 0.0041(12) 0.0211(13) N1 0.046(2) 0.0346(17) 0.0349(16) -0.0073(13) -0.0028(15) 0.0204(17) C1 0.054(3) 0.032(2) 0.048(2) -0.0010(16) 0.001(2) 0.020(2) C2 0.032(2) 0.0309(19) 0.039(2) 0.0004(16) 0.0073(18) 0.0101(18) C3 0.034(2) 0.0283(18) 0.0277(17) -0.0019(14) -0.0002(16) 0.0112(17) C4 0.030(2) 0.0330(19) 0.0313(18) 0.0019(15) -0.0015(16) 0.0034(18) C5 0.036(2) 0.040(2) 0.038(2) -0.0052(16) -0.0036(17) 0.0135(19) C6 0.037(2) 0.0287(19) 0.0285(18) -0.0048(14) -0.0033(17) 0.0138(18) C7 0.058(3) 0.033(2) 0.041(2) 0.0096(16) 0.010(2) 0.017(2) C8 0.055(3) 0.044(2) 0.039(2) 0.0105(17) 0.017(2) 0.022(2) C9 0.034(2) 0.033(2) 0.0286(18) -0.0040(15) -0.0011(17) 0.0162(19) C10 0.037(2) 0.0292(19) 0.046(2) -0.0029(16) 0.0012(19) 0.0076(19) C11 0.039(3) 0.038(2) 0.047(2) -0.0022(17) 0.0089(19) 0.010(2) C12 0.031(2) 0.0277(19) 0.037(2) 0.0006(15) 0.0007(17) 0.0114(18) C13 0.036(2) 0.0244(17) 0.0263(17) -0.0067(13) 0.0025(16) 0.0093(17) C14 0.047(3) 0.0334(19) 0.0306(19) 0.0022(15) 0.0010(18) 0.018(2) C15 0.052(3) 0.040(2) 0.0248(18) -0.0018(15) -0.0025(18) 0.019(2) C16 0.034(2) 0.0266(18) 0.0298(18) -0.0019(14) 0.0081(16) 0.0078(17) C17 0.032(2) 0.0304(19) 0.0315(18) -0.0004(15) -0.0045(16) 0.0120(17) C18 0.036(2) 0.0314(19) 0.0243(17) -0.0005(14) 0.0029(16) 0.0092(18) C19 0.034(2) 0.0309(19) 0.0338(19) 0.0013(15) -0.0008(17) 0.0129(18) C20 0.037(2) 0.0326(19) 0.0359(19) -0.0004(15) -0.0001(18) 0.0119(19) C21 0.037(2) 0.0284(18) 0.0349(19) -0.0017(15) 0.0021(17) 0.0092(18) C22 0.038(2) 0.0302(19) 0.047(2) -0.0039(16) 0.0036(19) 0.0138(19) C23 0.044(3) 0.039(2) 0.040(2) -0.0027(17) -0.0007(19) 0.013(2) C24 0.041(3) 0.042(2) 0.047(2) -0.0019(18) 0.0035(19) 0.020(2) C25 0.046(3) 0.042(2) 0.043(2) -0.0065(17) 0.0033(19) 0.017(2) C26 0.060(3) 0.040(2) 0.046(2) -0.0084(18) -0.003(2) 0.024(2) C27 0.053(3) 0.056(2) 0.044(2) 0.0070(19) 0.008(2) 0.025(2) C28 0.079(4) 0.066(3) 0.062(3) 0.003(2) 0.010(3) 0.045(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 O1 C2 1.236(4) . ? O2 C12 1.365(4) . ? O2 C9 1.410(4) . ? O3 C12 1.203(3) . ? O4 C16 1.352(4) . ? O4 C19 1.448(4) . ? N1 C4 1.343(4) . ? N1 C6 1.438(4) . ? C1 C2 1.510(4) . ? C2 C3 1.439(4) . ? C3 C4 1.363(4) . ? C4 C5 1.501(4) . ? C6 C11 1.366(4) . ? C6 C7 1.370(5) . ? C7 C8 1.379(5) . ? C8 C9 1.369(4) . ? C9 C10 1.371(4) . ? C10 C11 1.382(4) . ? C12 C13 1.471(4) . ? C13 C18 1.385(4) . ? C13 C14 1.391(4) . ? C14 C15 1.361(4) . ? C15 C16 1.398(4) . ? C16 C17 1.385(4) . ? C17 C18 1.392(4) . ? C19 C20 1.493(4) . ? C20 C21 1.518(4) . ? C21 C22 1.513(4) . ? C22 C23 1.515(4) . ? C23 C24 1.508(4) . ? C24 C25 1.502(4) . ? C25 C26 1.526(4) . ? C26 C27 1.489(5) . ? C27 C28 1.513(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 O2 C9 120.5(2) . . ? C16 O4 C19 118.4(2) . . ? C4 N1 C6 125.1(3) . . ? O1 C2 C3 123.0(3) . . ? O1 C2 C1 120.0(3) . . ? C3 C2 C1 117.0(3) . . ? C4 C3 C2 124.0(3) . . ? N1 C4 C3 122.0(3) . . ? N1 C4 C5 117.0(3) . . ? C3 C4 C5 120.9(3) . . ? C11 C6 C7 119.0(3) . . ? C11 C6 N1 121.5(3) . . ? C7 C6 N1 119.5(3) . . ? C6 C7 C8 120.4(3) . . ? C9 C8 C7 119.7(4) . . ? C8 C9 C10 120.8(3) . . ? C8 C9 O2 115.5(3) . . ? C10 C9 O2 123.5(3) . . ? C9 C10 C11 118.4(3) . . ? C6 C11 C10 121.7(4) . . ? O3 C12 O2 123.1(3) . . ? O3 C12 C13 126.2(3) . . ? O2 C12 C13 110.7(3) . . ? C18 C13 C14 118.6(3) . . ? C18 C13 C12 119.0(3) . . ? C14 C13 C12 122.3(3) . . ? C15 C14 C13 120.8(3) . . ? C14 C15 C16 120.4(3) . . ? O4 C16 C17 124.8(3) . . ? O4 C16 C15 115.2(3) . . ? C17 C16 C15 120.0(3) . . ? C16 C17 C18 118.7(3) . . ? C13 C18 C17 121.5(3) . . ? O4 C19 C20 107.2(2) . . ? C19 C20 C21 113.3(3) . . ? C22 C21 C20 112.9(3) . . ? C21 C22 C23 115.5(3) . . ? C24 C23 C22 113.8(3) . . ? C25 C24 C23 115.4(3) . . ? C24 C25 C26 113.6(3) . . ? C27 C26 C25 115.2(3) . . ? C26 C27 C28 113.4(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.479 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.085 data_FO1413 _database_code_depnum_ccdc_archive 'CCDC 206518' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H98 Cl6 N2 O8 Pd' _chemical_formula_weight 1414.60 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' 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 7.5241(4) _cell_length_b 9.2447(9) _cell_length_c 25.918(3) _cell_angle_alpha 91.226(3) _cell_angle_beta 90.943(6) _cell_angle_gamma 94.782(5) _cell_volume 1795.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.308 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.534 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9387 _exptl_absorpt_correction_T_max 0.9789 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'phi- + omega-scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9325 _diffrn_reflns_av_R_equivalents 0.0824 _diffrn_reflns_av_sigmaI/netI 0.3057 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.46 _reflns_number_total 6531 _reflns_number_gt 2558 _reflns_threshold_expression >2sigma(I) _computing_data_collection COLLECT _computing_cell_refinement DENZO _computing_data_reduction DENZO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXL-97 _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^)+(0.0427P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6531 _refine_ls_number_parameters 394 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1434 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1321 _refine_ls_wR_factor_gt 0.1210 _refine_ls_goodness_of_fit_ref 0.759 _refine_ls_restrained_S_all 0.759 _refine_ls_shift/su_max 0.011 _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 Pd Pd 1.0000 0.5000 0.0000 0.0356(2) Uani 1 2 d S . . O1 O 1.1692(4) 0.4564(4) 0.05521(15) 0.0412(11) Uani 1 1 d . . . O2 O 0.2690(4) 0.2169(4) -0.12671(16) 0.0448(11) Uani 1 1 d . . . O3 O 0.2374(5) 0.4569(5) -0.13193(19) 0.0668(15) Uani 1 1 d . . . N N 0.8642(5) 0.3037(4) 0.00597(18) 0.0353(12) Uani 1 1 d . . . C1 C 1.1685(6) 0.3389(6) 0.0802(2) 0.0392(16) Uani 1 1 d . . . C2 C 1.0475(7) 0.2201(6) 0.0739(2) 0.056(2) Uani 1 1 d . . . H2A H 1.0631 0.1405 0.0957 0.067 Uiso 1 1 calc R . . C3 C 0.9014(6) 0.2036(6) 0.0383(3) 0.0517(19) Uani 1 1 d . . . O4 O -0.4116(4) 0.1542(4) -0.26963(16) 0.0493(12) Uani 1 1 d . . . C4 C 1.3182(6) 0.3337(6) 0.1196(2) 0.0495(18) Uani 1 1 d . . . H4A H 1.3916 0.4264 0.1204 0.074 Uiso 1 1 calc R . . H4B H 1.3921 0.2551 0.1102 0.074 Uiso 1 1 calc R . . H4C H 1.2679 0.3162 0.1538 0.074 Uiso 1 1 calc R . . C5 C 0.7878(7) 0.0598(6) 0.0381(3) 0.075(3) Uani 1 1 d . . . H5A H 0.6902 0.0620 0.0127 0.113 Uiso 1 1 calc R . . H5B H 0.7382 0.0438 0.0725 0.113 Uiso 1 1 calc R . . H5C H 0.8616 -0.0191 0.0291 0.113 Uiso 1 1 calc R . . C6 C 0.7059(7) 0.2771(6) -0.0267(3) 0.0368(16) Uani 1 1 d . . . C7 C 0.5444(6) 0.3228(5) -0.0121(2) 0.0394(16) Uani 1 1 d . . . H7A H 0.5332 0.3666 0.0211 0.047 Uiso 1 1 calc R . . C8 C 0.3996(6) 0.3056(6) -0.0450(3) 0.0424(17) Uani 1 1 d . . . H8A H 0.2883 0.3375 -0.0349 0.051 Uiso 1 1 calc R . . C9 C 0.4165(6) 0.2422(6) -0.0927(3) 0.0385(16) Uani 1 1 d . . . C10 C 0.5751(7) 0.1935(5) -0.1087(2) 0.0385(15) Uani 1 1 d . . . H10A H 0.5848 0.1497 -0.1419 0.046 Uiso 1 1 calc R . . C11 C 0.7217(7) 0.2107(6) -0.0744(3) 0.0434(17) Uani 1 1 d . . . H11A H 0.8323 0.1766 -0.0840 0.052 Uiso 1 1 calc R . . C12 C 0.1866(7) 0.3324(7) -0.1441(3) 0.0496(19) Uani 1 1 d . . . C13 C 0.0298(6) 0.2852(6) -0.1787(2) 0.0395(16) Uani 1 1 d . . . C14 C -0.0816(6) 0.3869(6) -0.1931(3) 0.0502(19) Uani 1 1 d . . . H14A H -0.0567 0.4847 -0.1816 0.060 Uiso 1 1 calc R . . C15 C -0.2313(6) 0.3499(6) -0.2246(2) 0.0447(18) Uani 1 1 d . . . H15A H -0.3071 0.4216 -0.2350 0.054 Uiso 1 1 calc R . . C16 C -0.2664(6) 0.2072(6) -0.2403(2) 0.0408(16) Uani 1 1 d . . . C17 C -0.1532(6) 0.1033(6) -0.2255(2) 0.0406(16) Uani 1 1 d . . . H17A H -0.1776 0.0051 -0.2369 0.049 Uiso 1 1 calc R . . C18 C -0.0065(6) 0.1422(6) -0.1947(2) 0.0417(16) Uani 1 1 d . . . H18A H 0.0700 0.0710 -0.1843 0.050 Uiso 1 1 calc R . . C19 C -0.5450(6) 0.2547(6) -0.2808(2) 0.0450(17) Uani 1 1 d . . . H19A H -0.4925 0.3371 -0.3009 0.054 Uiso 1 1 calc R . . H19B H -0.5927 0.2933 -0.2484 0.054 Uiso 1 1 calc R . . C20 C -0.6925(6) 0.1684(6) -0.3121(2) 0.0472(18) Uani 1 1 d . . . H20A H -0.6406 0.1239 -0.3429 0.057 Uiso 1 1 calc R . . H20B H -0.7468 0.0891 -0.2909 0.057 Uiso 1 1 calc R . . C21 C -0.8365(5) 0.2649(6) -0.3293(2) 0.0403(16) Uani 1 1 d . . . H21A H -0.8875 0.3097 -0.2984 0.048 Uiso 1 1 calc R . . H21B H -0.7817 0.3440 -0.3504 0.048 Uiso 1 1 calc R . . C22 C -0.9847(6) 0.1816(6) -0.3602(2) 0.0431(17) Uani 1 1 d . . . H22A H -1.0437 0.1062 -0.3383 0.052 Uiso 1 1 calc R . . H22B H -0.9323 0.1316 -0.3898 0.052 Uiso 1 1 calc R . . C23 C -1.1253(6) 0.2772(5) -0.3807(2) 0.0401(16) Uani 1 1 d . . . H23A H -1.1774 0.3279 -0.3513 0.048 Uiso 1 1 calc R . . H23B H -1.0669 0.3518 -0.4031 0.048 Uiso 1 1 calc R . . C24 C -1.2747(6) 0.1908(6) -0.4115(2) 0.0427(17) Uani 1 1 d . . . H24A H -1.3332 0.1167 -0.3889 0.051 Uiso 1 1 calc R . . H24B H -1.2218 0.1390 -0.4405 0.051 Uiso 1 1 calc R . . C25 C -1.4183(6) 0.2845(6) -0.4333(2) 0.0432(17) Uani 1 1 d . . . H25A H -1.4719 0.3357 -0.4043 0.052 Uiso 1 1 calc R . . H25B H -1.3599 0.3589 -0.4557 0.052 Uiso 1 1 calc R . . C26 C -1.5644(6) 0.1988(5) -0.4637(2) 0.0419(16) Uani 1 1 d . . . H26A H -1.6226 0.1241 -0.4413 0.050 Uiso 1 1 calc R . . H26B H -1.5109 0.1478 -0.4929 0.050 Uiso 1 1 calc R . . C27 C -1.7049(6) 0.2912(6) -0.4848(2) 0.0431(17) Uani 1 1 d . . . H27A H -1.6464 0.3661 -0.5071 0.052 Uiso 1 1 calc R . . H27B H -1.7585 0.3418 -0.4557 0.052 Uiso 1 1 calc R . . C28 C -1.8545(6) 0.2041(6) -0.5162(2) 0.0430(17) Uani 1 1 d . . . H28A H -1.8012 0.1525 -0.5452 0.052 Uiso 1 1 calc R . . H28B H -1.9146 0.1302 -0.4939 0.052 Uiso 1 1 calc R . . C29 C -1.9931(6) 0.2995(6) -0.5377(2) 0.0421(16) Uani 1 1 d . . . H29A H -2.0449 0.3521 -0.5087 0.051 Uiso 1 1 calc R . . H29B H -1.9329 0.3727 -0.5603 0.051 Uiso 1 1 calc R . . C30 C -2.1430(6) 0.2149(6) -0.5683(3) 0.0482(18) Uani 1 1 d . . . H30A H -2.2020 0.1405 -0.5460 0.058 Uiso 1 1 calc R . . H30B H -2.0918 0.1640 -0.5978 0.058 Uiso 1 1 calc R . . C31 C -2.2821(6) 0.3115(6) -0.5885(2) 0.0427(16) Uani 1 1 d . . . H31A H -2.2224 0.3859 -0.6107 0.051 Uiso 1 1 calc R . . H31B H -2.3322 0.3627 -0.5589 0.051 Uiso 1 1 calc R . . C32 C -2.4354(6) 0.2294(6) -0.6194(2) 0.0482(18) Uani 1 1 d . . . H32A H -2.3867 0.1840 -0.6504 0.058 Uiso 1 1 calc R . . H32B H -2.4902 0.1506 -0.5981 0.058 Uiso 1 1 calc R . . C33 C -2.5781(6) 0.3253(6) -0.6359(2) 0.0506(18) Uani 1 1 d . . . H33A H -2.5228 0.4056 -0.6564 0.061 Uiso 1 1 calc R . . H33B H -2.6292 0.3685 -0.6048 0.061 Uiso 1 1 calc R . . C34 C -2.7280(7) 0.2447(7) -0.6678(3) 0.074(2) Uani 1 1 d . . . H34A H -2.8157 0.3123 -0.6775 0.112 Uiso 1 1 calc R . . H34B H -2.7858 0.1666 -0.6474 0.112 Uiso 1 1 calc R . . H34C H -2.6789 0.2031 -0.6990 0.112 Uiso 1 1 calc R . . C35 C -0.7491(7) 0.7287(6) -0.2012(3) 0.063(2) Uani 1 1 d . . . H35A H -0.7762 0.6787 -0.1681 0.076 Uiso 1 1 calc R . . Cl1 Cl -0.6302(3) 0.6165(3) -0.24083(10) 0.1250(9) Uani 1 1 d . . . Cl2 Cl -0.6211(2) 0.8892(2) -0.18814(11) 0.1324(12) Uani 1 1 d . . . Cl3 Cl -0.9461(2) 0.7605(2) -0.23202(9) 0.0975(8) 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 Pd 0.0305(4) 0.0317(5) 0.0441(6) 0.0084(4) -0.0068(3) -0.0019(3) O1 0.037(2) 0.034(3) 0.051(3) 0.012(2) -0.0172(19) -0.0036(17) O2 0.040(2) 0.028(2) 0.065(3) 0.010(2) -0.019(2) 0.0022(17) O3 0.063(3) 0.038(3) 0.097(4) 0.023(3) -0.031(3) -0.005(2) N 0.030(2) 0.031(3) 0.044(4) 0.011(3) -0.002(2) -0.003(2) C1 0.045(3) 0.033(4) 0.041(5) 0.011(3) -0.007(3) 0.004(3) C2 0.069(4) 0.032(4) 0.063(6) 0.022(4) -0.024(4) -0.009(3) C3 0.042(3) 0.042(4) 0.069(6) 0.014(4) -0.012(3) -0.008(3) O4 0.034(2) 0.041(3) 0.073(4) 0.002(2) -0.021(2) 0.0038(17) C4 0.044(3) 0.057(4) 0.047(5) 0.012(3) -0.016(3) 0.007(3) C5 0.083(4) 0.036(4) 0.101(7) 0.038(4) -0.045(4) -0.029(3) C6 0.042(3) 0.025(4) 0.042(5) 0.009(3) -0.010(3) -0.012(3) C7 0.038(3) 0.032(4) 0.047(5) -0.002(3) 0.003(3) -0.003(3) C8 0.029(3) 0.038(4) 0.060(5) 0.006(4) -0.007(3) 0.000(2) C9 0.029(3) 0.031(4) 0.054(5) 0.003(3) -0.019(3) -0.003(2) C10 0.053(4) 0.033(4) 0.029(4) -0.005(3) 0.004(3) 0.000(3) C11 0.039(3) 0.037(4) 0.054(5) 0.002(4) -0.011(3) -0.003(3) C12 0.044(3) 0.037(4) 0.068(6) 0.021(4) -0.001(3) -0.001(3) C13 0.029(3) 0.037(4) 0.052(5) 0.007(3) -0.003(3) 0.000(3) C14 0.043(3) 0.028(4) 0.079(6) 0.010(4) -0.007(3) -0.002(3) C15 0.038(3) 0.035(4) 0.061(5) 0.011(4) -0.012(3) 0.005(3) C16 0.033(3) 0.039(4) 0.050(5) 0.007(3) -0.007(3) 0.004(3) C17 0.039(3) 0.028(4) 0.055(5) -0.001(3) -0.013(3) 0.007(2) C18 0.032(3) 0.042(4) 0.051(5) 0.001(3) -0.004(3) 0.011(3) C19 0.033(3) 0.048(4) 0.054(5) 0.005(3) -0.005(3) 0.006(3) C20 0.038(3) 0.049(4) 0.055(5) 0.006(3) -0.010(3) 0.003(3) C21 0.028(3) 0.042(4) 0.051(5) 0.004(3) -0.001(3) 0.001(2) C22 0.035(3) 0.042(4) 0.051(5) -0.001(3) -0.010(3) 0.001(3) C23 0.033(3) 0.037(4) 0.051(5) 0.000(3) -0.003(3) 0.002(2) C24 0.034(3) 0.041(4) 0.053(5) 0.005(3) -0.013(3) 0.001(3) C25 0.033(3) 0.039(4) 0.057(5) -0.003(3) -0.004(3) 0.002(2) C26 0.040(3) 0.030(4) 0.055(5) 0.002(3) -0.009(3) 0.003(2) C27 0.036(3) 0.041(4) 0.052(5) 0.002(3) -0.012(3) 0.001(3) C28 0.035(3) 0.035(4) 0.058(5) 0.001(3) -0.013(3) 0.001(2) C29 0.038(3) 0.035(4) 0.052(5) -0.002(3) -0.009(3) 0.000(3) C30 0.037(3) 0.036(4) 0.071(5) -0.001(3) -0.002(3) 0.004(3) C31 0.035(3) 0.041(4) 0.051(5) -0.007(3) -0.014(3) 0.001(2) C32 0.045(3) 0.037(4) 0.061(5) -0.013(3) -0.006(3) -0.003(3) C33 0.045(3) 0.055(5) 0.052(5) -0.003(4) -0.015(3) 0.008(3) C34 0.047(4) 0.093(6) 0.083(7) -0.012(5) -0.017(4) 0.007(3) C35 0.057(4) 0.034(4) 0.100(7) 0.010(4) -0.029(4) 0.007(3) Cl1 0.1427(19) 0.131(2) 0.110(2) -0.0039(17) 0.0184(17) 0.0603(16) Cl2 0.0919(14) 0.0429(13) 0.258(3) 0.0122(16) -0.0960(18) -0.0025(10) Cl3 0.0766(12) 0.0652(15) 0.148(2) 0.0198(14) -0.0500(13) -0.0020(10) _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 Pd O1 1.970(3) . ? Pd O1 1.970(3) 2_765 ? Pd N 2.017(4) . ? Pd N 2.017(4) 2_765 ? O1 C1 1.276(6) . ? O2 C12 1.361(6) . ? O2 C9 1.407(6) . ? O3 C12 1.216(6) . ? N C3 1.306(6) . ? N C6 1.450(6) . ? C1 C2 1.372(6) . ? C1 C4 1.513(7) . ? C2 C3 1.420(7) . ? C3 C5 1.520(7) . ? O4 C16 1.370(6) . ? O4 C19 1.453(5) . ? C6 C11 1.380(8) . ? C6 C7 1.375(7) . ? C7 C8 1.369(7) . ? C8 C9 1.368(8) . ? C9 C10 1.377(7) . ? C10 C11 1.401(7) . ? C12 C13 1.499(7) . ? C13 C14 1.365(6) . ? C13 C18 1.381(7) . ? C14 C15 1.394(7) . ? C15 C16 1.375(7) . ? C16 C17 1.391(6) . ? C17 C18 1.371(6) . ? C19 C20 1.523(6) . ? C20 C21 1.527(6) . ? C21 C22 1.510(6) . ? C22 C23 1.530(6) . ? C23 C24 1.526(6) . ? C24 C25 1.547(6) . ? C25 C26 1.503(6) . ? C26 C27 1.516(6) . ? C27 C28 1.539(6) . ? C28 C29 1.526(6) . ? C29 C30 1.519(6) . ? C30 C31 1.525(6) . ? C31 C32 1.531(6) . ? C32 C33 1.510(6) . ? C33 C34 1.520(7) . ? C35 Cl2 1.724(5) . ? C35 Cl3 1.722(5) . ? C35 Cl1 1.753(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 O1 Pd O1 180.0(2) . 2_765 ? O1 Pd N 91.63(15) . . ? O1 Pd N 88.37(15) 2_765 . ? O1 Pd N 88.37(15) . 2_765 ? O1 Pd N 91.63(15) 2_765 2_765 ? N Pd N 180.0 . 2_765 ? C1 O1 Pd 126.6(3) . . ? C12 O2 C9 118.8(4) . . ? C3 N C6 118.2(4) . . ? C3 N Pd 125.6(4) . . ? C6 N Pd 116.1(3) . . ? O1 C1 C2 126.1(5) . . ? O1 C1 C4 115.2(5) . . ? C2 C1 C4 118.7(5) . . ? C1 C2 C3 126.8(5) . . ? N C3 C2 123.3(5) . . ? N C3 C5 119.8(5) . . ? C2 C3 C5 116.9(5) . . ? C16 O4 C19 116.9(4) . . ? C11 C6 C7 119.9(5) . . ? C11 C6 N 118.6(5) . . ? C7 C6 N 121.4(6) . . ? C8 C7 C6 120.4(6) . . ? C7 C8 C9 119.5(5) . . ? C8 C9 C10 122.0(5) . . ? C8 C9 O2 121.1(5) . . ? C10 C9 O2 116.7(6) . . ? C9 C10 C11 117.8(6) . . ? C6 C11 C10 120.2(5) . . ? O3 C12 O2 122.4(5) . . ? O3 C12 C13 126.0(5) . . ? O2 C12 C13 111.6(5) . . ? C14 C13 C18 119.8(5) . . ? C14 C13 C12 118.4(5) . . ? C18 C13 C12 121.8(5) . . ? C13 C14 C15 121.3(5) . . ? C16 C15 C14 118.4(5) . . ? O4 C16 C15 124.8(4) . . ? O4 C16 C17 114.7(5) . . ? C15 C16 C17 120.4(5) . . ? C18 C17 C16 120.2(5) . . ? C17 C18 C13 119.9(5) . . ? O4 C19 C20 106.3(4) . . ? C21 C20 C19 111.4(4) . . ? C22 C21 C20 112.3(4) . . ? C21 C22 C23 113.5(4) . . ? C24 C23 C22 112.7(4) . . ? C23 C24 C25 114.1(4) . . ? C26 C25 C24 113.7(4) . . ? C25 C26 C27 113.5(4) . . ? C26 C27 C28 113.7(4) . . ? C29 C28 C27 112.8(4) . . ? C30 C29 C28 113.5(4) . . ? C29 C30 C31 112.8(4) . . ? C30 C31 C32 114.1(4) . . ? C33 C32 C31 113.2(4) . . ? C32 C33 C34 113.3(5) . . ? Cl2 C35 Cl3 110.9(3) . . ? Cl2 C35 Cl1 109.4(3) . . ? Cl3 C35 Cl1 109.0(4) . . ? _diffrn_measured_fraction_theta_max 0.796 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.796 _refine_diff_density_max 0.862 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.073