# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof. Dr. Holger Braunschweig' _publ_contact_author_address ; Institut fuer Anorganische Chemie Universitaet Wuerzburg Am Hubland 97074 Wuerzburg, Germany ; _publ_contact_author_email H.Braunschweig@mail.uni-wuerzburg.de _publ_contact_author_fax +49-931-8884623 _publ_contact_author_phone +49-931-8885260 _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; _publ_section_title ;Extending unsupported Lewis-pairs to Palladium ; _publ_section_abstract ;Synthesis of the first unsupported palladium to main group metal Lewis-pair is reported, including a new synthesis for heteroleptic NHC-phosphine-palladium(0) complexes. All compounds were analysed by single crystal X-ray diffraction, multinuclear NMR spectroscopy and density functional calculations. ; loop_ _publ_author_name _publ_author_address H.Braunschweig ; Institut fuer Anorganische Chemie Universitaet Wuerzburg Am Hubland D-97074 Wuerzburg, Germany ; J.Bauer ; Institut fuer Anorganische Chemie Universitaet Wuerzburg Am Hubland D-97074 Wuerzburg, Germany ; A.Damme ; Institut fuer Anorganische Chemie Universitaet Wuerzburg Am Hubland D-97074 Wuerzburg, Germany ; K.Gruss ; Institut fuer Anorganische Chemie Universitaet Wuerzburg Am Hubland D-97074 Wuerzburg, Germany ; K.Radacki ; Institut fuer Anorganische Chemie Universitaet Wuerzburg Am Hubland D-97074 Wuerzburg, Germany ; # Attachment '- 843095.cif' data_843095 _database_code_depnum_ccdc_archive 'CCDC 843095' #TrackingRef '- 843095.cif' # 1. Submission Details _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C29 H53 N2 P Pd' _chemical_formula_sum 'C29 H53 N2 P Pd' _chemical_formula_weight 567.10 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' 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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3082(16) _cell_length_b 9.6832(16) _cell_length_c 18.648(3) _cell_angle_alpha 93.263(2) _cell_angle_beta 93.496(2) _cell_angle_gamma 118.181(2) _cell_volume 1471.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 174(2) _cell_measurement_reflns_used 6128 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 28.370 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.455 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.703 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.496044 _exptl_absorpt_correction_T_max 0.810 _exptl_absorpt_process_details 'SadAbs-2008/1 (Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 174(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator ;'graphite''CCD area detector' 'phi and omega scans'_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 21848 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.10 _diffrn_reflns_theta_max 28.37 _reflns_number_total 7270 _reflns_number_gt 6579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Smart-NT v. 5.63' _computing_cell_refinement 'Saint-NT v. 7.23' _computing_data_reduction 'Saint-NT v. 7.23' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in ShelxTL-97' _computing_publication_material 'XP in ShelxTL-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^)+(0.0505P)^2^+0.2606P] 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 7270 _refine_ls_number_parameters 304 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0784 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7113(2) 0.4631(2) 0.60207(10) 0.0248(3) Uani 1 1 d . . . C2 C 0.7165(3) 0.2776(2) 0.52415(10) 0.0331(4) Uani 1 1 d . . . H2A H 0.7054 0.1818 0.5050 0.040 Uiso 1 1 calc R . . C3 C 0.7693(3) 0.4095(2) 0.49098(11) 0.0342(4) Uani 1 1 d . . . H3A H 0.8018 0.4228 0.4446 0.041 Uiso 1 1 calc R . . C4 C 0.8189(2) 0.6885(2) 0.52427(10) 0.0307(4) Uani 1 1 d . . . C5 C 0.8646(3) 0.7097(3) 0.44655(12) 0.0437(5) Uani 1 1 d . . . H5A H 0.7699 0.6432 0.4136 0.066 Uiso 1 1 calc R . . H5B H 0.9491 0.6814 0.4398 0.066 Uiso 1 1 calc R . . H5C H 0.9033 0.8176 0.4375 0.066 Uiso 1 1 calc R . . C6 C 0.6784(3) 0.7243(3) 0.53354(12) 0.0395(5) Uani 1 1 d . . . H6A H 0.6492 0.7104 0.5821 0.059 Uiso 1 1 calc R . . H6B H 0.5857 0.6541 0.5004 0.059 Uiso 1 1 calc R . . H6C H 0.7116 0.8310 0.5239 0.059 Uiso 1 1 calc R . . C7 C 0.9670(3) 0.7954(2) 0.57727(12) 0.0407(5) Uani 1 1 d . . . H7A H 0.9360 0.7840 0.6256 0.061 Uiso 1 1 calc R . . H7B H 1.0066 0.9028 0.5672 0.061 Uiso 1 1 calc R . . H7C H 1.0518 0.7666 0.5724 0.061 Uiso 1 1 calc R . . C8 C 0.6140(3) 0.1938(2) 0.64646(10) 0.0321(4) Uani 1 1 d . . . C9 C 0.4410(3) 0.1637(3) 0.65663(13) 0.0436(5) Uani 1 1 d . . . H9A H 0.4430 0.2616 0.6707 0.065 Uiso 1 1 calc R . . H9B H 0.3985 0.0938 0.6935 0.065 Uiso 1 1 calc R . . H9C H 0.3724 0.1168 0.6121 0.065 Uiso 1 1 calc R . . C10 C 0.7247(3) 0.2608(2) 0.71706(11) 0.0386(5) Uani 1 1 d . . . H10A H 0.7303 0.3591 0.7334 0.058 Uiso 1 1 calc R . . H10B H 0.8326 0.2774 0.7094 0.058 Uiso 1 1 calc R . . H10C H 0.6811 0.1880 0.7528 0.058 Uiso 1 1 calc R . . C11 C 0.6123(3) 0.0409(2) 0.61942(12) 0.0458(6) Uani 1 1 d . . . H11A H 0.5426 -0.0025 0.5750 0.069 Uiso 1 1 calc R . . H11B H 0.5718 -0.0332 0.6549 0.069 Uiso 1 1 calc R . . H11C H 0.7216 0.0623 0.6115 0.069 Uiso 1 1 calc R . . C21 C 0.8173(2) 0.8702(2) 0.83395(10) 0.0259(3) Uani 1 1 d . . . H21A H 0.9081 0.8494 0.8477 0.031 Uiso 1 1 calc R . . C22 C 0.7958(3) 0.9540(2) 0.90119(11) 0.0340(4) Uani 1 1 d . . . H22A H 0.7073 0.9781 0.8903 0.041 Uiso 1 1 calc R . . H22B H 0.7662 0.8845 0.9395 0.041 Uiso 1 1 calc R . . C23 C 0.9525(3) 1.1059(3) 0.92693(12) 0.0436(5) Uani 1 1 d . . . H23A H 0.9335 1.1586 0.9682 0.052 Uiso 1 1 calc R . . H23B H 1.0384 1.0810 0.9421 0.052 Uiso 1 1 calc R . . C24 C 1.0075(3) 1.2154(2) 0.86739(13) 0.0435(5) Uani 1 1 d . . . H24A H 0.9269 1.2497 0.8560 0.052 Uiso 1 1 calc R . . H24B H 1.1106 1.3079 0.8842 0.052 Uiso 1 1 calc R . . C25 C 1.0285(3) 1.1351(2) 0.80010(12) 0.0397(5) Uani 1 1 d . . . H25A H 1.1192 1.1137 0.8099 0.048 Uiso 1 1 calc R . . H25B H 1.0551 1.2053 0.7621 0.048 Uiso 1 1 calc R . . C26 C 0.8741(2) 0.9810(2) 0.77416(10) 0.0323(4) Uani 1 1 d . . . H26A H 0.8958 0.9292 0.7334 0.039 Uiso 1 1 calc R . . H26B H 0.7872 1.0039 0.7579 0.039 Uiso 1 1 calc R . . C31 C 0.4647(2) 0.7175(2) 0.79010(9) 0.0256(3) Uani 1 1 d . . . H31A H 0.5088 0.8254 0.7766 0.031 Uiso 1 1 calc R . . C32 C 0.3373(2) 0.6128(3) 0.72766(10) 0.0329(4) Uani 1 1 d . . . H32A H 0.3913 0.6214 0.6840 0.039 Uiso 1 1 calc R . . H32B H 0.2884 0.5039 0.7384 0.039 Uiso 1 1 calc R . . C33 C 0.2027(3) 0.6592(3) 0.71493(12) 0.0405(5) Uani 1 1 d . . . H33A H 0.2495 0.7636 0.6985 0.049 Uiso 1 1 calc R . . H33B H 0.1208 0.5862 0.6774 0.049 Uiso 1 1 calc R . . C34 C 0.1213(3) 0.6582(3) 0.78339(13) 0.0446(5) Uani 1 1 d . . . H34A H 0.0423 0.6955 0.7745 0.054 Uiso 1 1 calc R . . H34B H 0.0629 0.5513 0.7966 0.054 Uiso 1 1 calc R . . C35 C 0.2471(3) 0.7621(3) 0.84506(13) 0.0443(5) Uani 1 1 d . . . H35A H 0.1931 0.7549 0.8886 0.053 Uiso 1 1 calc R . . H35B H 0.2974 0.8707 0.8339 0.053 Uiso 1 1 calc R . . C36 C 0.3789(2) 0.7135(2) 0.85809(10) 0.0328(4) Uani 1 1 d . . . H36A H 0.3297 0.6078 0.8732 0.039 Uiso 1 1 calc R . . H36B H 0.4592 0.7839 0.8968 0.039 Uiso 1 1 calc R . . C41 C 0.6109(2) 0.5561(2) 0.87475(9) 0.0262(3) Uani 1 1 d . . . H41A H 0.5792 0.6026 0.9147 0.031 Uiso 1 1 calc R . . C42 C 0.4730(2) 0.3879(2) 0.85247(10) 0.0308(4) Uani 1 1 d . . . H42A H 0.3718 0.3909 0.8404 0.037 Uiso 1 1 calc R . . H42B H 0.4987 0.3457 0.8096 0.037 Uiso 1 1 calc R . . C43 C 0.4481(3) 0.2786(2) 0.91201(12) 0.0369(4) Uani 1 1 d . . . H43A H 0.4122 0.3147 0.9534 0.044 Uiso 1 1 calc R . . H43B H 0.3633 0.1731 0.8947 0.044 Uiso 1 1 calc R . . C44 C 0.6059(3) 0.2751(3) 0.93476(12) 0.0399(5) Uani 1 1 d . . . H44A H 0.5889 0.2092 0.9741 0.048 Uiso 1 1 calc R . . H44B H 0.6368 0.2301 0.8946 0.048 Uiso 1 1 calc R . . C45 C 0.7421(3) 0.4401(3) 0.95875(12) 0.0413(5) Uani 1 1 d . . . H45A H 0.8430 0.4365 0.9709 0.050 Uiso 1 1 calc R . . H45B H 0.7153 0.4806 1.0018 0.050 Uiso 1 1 calc R . . C46 C 0.7683(2) 0.5515(2) 0.89997(11) 0.0335(4) Uani 1 1 d . . . H46A H 0.8074 0.5178 0.8590 0.040 Uiso 1 1 calc R . . H46B H 0.8518 0.6568 0.9184 0.040 Uiso 1 1 calc R . . N1 N 0.76619(19) 0.52208(18) 0.53874(8) 0.0262(3) Uani 1 1 d . . . N2 N 0.68161(19) 0.31000(18) 0.59211(8) 0.0267(3) Uani 1 1 d . . . P1 P 0.64248(5) 0.67680(5) 0.79699(2) 0.02221(10) Uani 1 1 d . . . Pd1 Pd 0.680714(16) 0.573021(15) 0.694707(7) 0.02516(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0255(8) 0.0245(8) 0.0252(8) 0.0008(7) 0.0011(6) 0.0128(7) C2 0.0420(11) 0.0312(10) 0.0295(9) -0.0040(7) 0.0039(8) 0.0209(9) C3 0.0417(11) 0.0368(10) 0.0286(9) -0.0012(8) 0.0077(8) 0.0223(9) C4 0.0355(10) 0.0282(9) 0.0312(9) 0.0076(7) 0.0072(8) 0.0166(8) C5 0.0574(14) 0.0430(12) 0.0359(11) 0.0134(9) 0.0149(10) 0.0261(11) C6 0.0457(12) 0.0390(11) 0.0448(12) 0.0119(9) 0.0096(9) 0.0277(10) C7 0.0403(12) 0.0317(10) 0.0436(12) 0.0040(9) 0.0034(9) 0.0119(9) C8 0.0409(11) 0.0256(9) 0.0299(9) 0.0041(7) -0.0007(8) 0.0162(8) C9 0.0386(11) 0.0396(12) 0.0467(13) 0.0143(10) 0.0066(9) 0.0126(10) C10 0.0551(13) 0.0330(10) 0.0320(10) 0.0006(8) -0.0072(9) 0.0262(10) C11 0.0691(16) 0.0271(10) 0.0409(12) 0.0000(9) -0.0034(11) 0.0240(11) C21 0.0239(8) 0.0244(8) 0.0270(9) 0.0035(7) 0.0007(6) 0.0096(7) C22 0.0351(10) 0.0294(10) 0.0288(9) -0.0021(7) 0.0014(8) 0.0090(8) C23 0.0429(12) 0.0352(11) 0.0359(11) -0.0059(9) -0.0030(9) 0.0066(10) C24 0.0374(11) 0.0254(10) 0.0529(13) -0.0013(9) -0.0037(10) 0.0044(9) C25 0.0310(10) 0.0313(10) 0.0445(12) 0.0091(9) 0.0013(8) 0.0046(8) C26 0.0333(10) 0.0278(9) 0.0292(9) 0.0051(7) 0.0014(7) 0.0091(8) C31 0.0252(8) 0.0282(9) 0.0251(8) 0.0033(7) 0.0036(6) 0.0138(7) C32 0.0285(9) 0.0431(11) 0.0270(9) 0.0010(8) 0.0011(7) 0.0175(9) C33 0.0307(10) 0.0594(14) 0.0347(11) 0.0092(10) 0.0007(8) 0.0242(10) C34 0.0310(10) 0.0633(15) 0.0469(12) 0.0076(11) 0.0068(9) 0.0280(11) C35 0.0421(12) 0.0562(14) 0.0438(12) 0.0006(10) 0.0119(9) 0.0307(11) C36 0.0310(9) 0.0405(11) 0.0267(9) 0.0004(8) 0.0065(7) 0.0167(9) C41 0.0280(9) 0.0261(9) 0.0231(8) 0.0050(7) 0.0042(6) 0.0114(7) C42 0.0308(9) 0.0275(9) 0.0302(9) 0.0061(7) 0.0035(7) 0.0102(8) C43 0.0406(11) 0.0286(10) 0.0376(11) 0.0106(8) 0.0085(8) 0.0120(9) C44 0.0546(13) 0.0371(11) 0.0345(10) 0.0139(9) 0.0082(9) 0.0257(10) C45 0.0451(12) 0.0457(12) 0.0349(11) 0.0130(9) -0.0012(9) 0.0228(10) C46 0.0300(9) 0.0352(10) 0.0321(10) 0.0100(8) 0.0005(7) 0.0126(8) N1 0.0290(8) 0.0267(8) 0.0260(7) 0.0026(6) 0.0045(6) 0.0157(6) N2 0.0313(8) 0.0250(7) 0.0250(7) -0.0007(6) -0.0008(6) 0.0151(6) P1 0.0236(2) 0.0221(2) 0.0204(2) 0.00265(16) 0.00302(16) 0.01039(18) Pd1 0.03030(9) 0.02460(9) 0.02248(8) 0.00197(5) 0.00472(5) 0.01446(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 C1 N1 1.363(2) . ? C1 N2 1.372(2) . ? C1 Pd1 2.0823(18) . ? C2 C3 1.338(3) . ? C2 N2 1.383(2) . ? C2 H2A 0.9300 . ? C3 N1 1.380(2) . ? C3 H3A 0.9300 . ? C4 N1 1.493(2) . ? C4 C6 1.519(3) . ? C4 C7 1.523(3) . ? C4 C5 1.533(3) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 N2 1.492(2) . ? C8 C9 1.521(3) . ? C8 C10 1.524(3) . ? C8 C11 1.530(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C21 C22 1.529(3) . ? C21 C26 1.532(3) . ? C21 P1 1.8623(18) . ? C21 H21A 0.9800 . ? C22 C23 1.527(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.520(3) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.510(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.528(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C31 C36 1.532(2) . ? C31 C32 1.534(3) . ? C31 P1 1.8725(18) . ? C31 H31A 0.9800 . ? C32 C33 1.528(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.522(3) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.516(3) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.519(3) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C41 C46 1.532(3) . ? C41 C42 1.535(3) . ? C41 P1 1.8644(18) . ? C41 H41A 0.9800 . ? C42 C43 1.529(3) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.521(3) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 C45 1.516(3) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C46 1.531(3) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? P1 Pd1 2.2308(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N2 103.75(15) . . ? N1 C1 Pd1 129.80(13) . . ? N2 C1 Pd1 126.44(13) . . ? C3 C2 N2 107.30(17) . . ? C3 C2 H2A 126.4 . . ? N2 C2 H2A 126.4 . . ? C2 C3 N1 106.95(17) . . ? C2 C3 H3A 126.5 . . ? N1 C3 H3A 126.5 . . ? N1 C4 C6 109.25(16) . . ? N1 C4 C7 108.09(16) . . ? C6 C4 C7 110.91(18) . . ? N1 C4 C5 108.99(16) . . ? C6 C4 C5 109.36(17) . . ? C7 C4 C5 110.19(18) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C9 108.68(16) . . ? N2 C8 C10 108.73(16) . . ? C9 C8 C10 111.03(19) . . ? N2 C8 C11 109.21(17) . . ? C9 C8 C11 110.34(19) . . ? C10 C8 C11 108.81(17) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C22 C21 C26 110.31(16) . . ? C22 C21 P1 117.82(13) . . ? C26 C21 P1 109.97(13) . . ? C22 C21 H21A 106.0 . . ? C26 C21 H21A 106.0 . . ? P1 C21 H21A 106.0 . . ? C23 C22 C21 111.37(17) . . ? C23 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? C23 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C24 C23 C22 111.11(18) . . ? C24 C23 H23A 109.4 . . ? C22 C23 H23A 109.4 . . ? C24 C23 H23B 109.4 . . ? C22 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C25 C24 C23 111.43(19) . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24B 109.3 . . ? C23 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C24 C25 C26 112.00(18) . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25B 109.2 . . ? C26 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C25 C26 C21 111.78(16) . . ? C25 C26 H26A 109.3 . . ? C21 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? C21 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? C36 C31 C32 109.60(15) . . ? C36 C31 P1 118.18(13) . . ? C32 C31 P1 111.08(13) . . ? C36 C31 H31A 105.7 . . ? C32 C31 H31A 105.7 . . ? P1 C31 H31A 105.7 . . ? C33 C32 C31 111.76(17) . . ? C33 C32 H32A 109.3 . . ? C31 C32 H32A 109.3 . . ? C33 C32 H32B 109.3 . . ? C31 C32 H32B 109.3 . . ? H32A C32 H32B 107.9 . . ? C34 C33 C32 111.46(17) . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? C35 C34 C33 110.97(19) . . ? C35 C34 H34A 109.4 . . ? C33 C34 H34A 109.4 . . ? C35 C34 H34B 109.4 . . ? C33 C34 H34B 109.4 . . ? H34A C34 H34B 108.0 . . ? C34 C35 C36 111.24(19) . . ? C34 C35 H35A 109.4 . . ? C36 C35 H35A 109.4 . . ? C34 C35 H35B 109.4 . . ? C36 C35 H35B 109.4 . . ? H35A C35 H35B 108.0 . . ? C35 C36 C31 111.61(17) . . ? C35 C36 H36A 109.3 . . ? C31 C36 H36A 109.3 . . ? C35 C36 H36B 109.3 . . ? C31 C36 H36B 109.3 . . ? H36A C36 H36B 108.0 . . ? C46 C41 C42 109.55(16) . . ? C46 C41 P1 110.91(13) . . ? C42 C41 P1 109.53(12) . . ? C46 C41 H41A 108.9 . . ? C42 C41 H41A 108.9 . . ? P1 C41 H41A 108.9 . . ? C43 C42 C41 112.50(16) . . ? C43 C42 H42A 109.1 . . ? C41 C42 H42A 109.1 . . ? C43 C42 H42B 109.1 . . ? C41 C42 H42B 109.1 . . ? H42A C42 H42B 107.8 . . ? C44 C43 C42 110.94(17) . . ? C44 C43 H43A 109.5 . . ? C42 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 108.0 . . ? C45 C44 C43 110.25(18) . . ? C45 C44 H44A 109.6 . . ? C43 C44 H44A 109.6 . . ? C45 C44 H44B 109.6 . . ? C43 C44 H44B 109.6 . . ? H44A C44 H44B 108.1 . . ? C44 C45 C46 111.84(17) . . ? C44 C45 H45A 109.2 . . ? C46 C45 H45A 109.2 . . ? C44 C45 H45B 109.2 . . ? C46 C45 H45B 109.2 . . ? H45A C45 H45B 107.9 . . ? C45 C46 C41 112.26(17) . . ? C45 C46 H46A 109.2 . . ? C41 C46 H46A 109.2 . . ? C45 C46 H46B 109.2 . . ? C41 C46 H46B 109.2 . . ? H46A C46 H46B 107.9 . . ? C1 N1 C3 111.34(15) . . ? C1 N1 C4 123.73(15) . . ? C3 N1 C4 124.92(16) . . ? C1 N2 C2 110.66(15) . . ? C1 N2 C8 124.14(15) . . ? C2 N2 C8 125.15(16) . . ? C21 P1 C41 102.47(8) . . ? C21 P1 C31 103.30(8) . . ? C41 P1 C31 105.22(8) . . ? C21 P1 Pd1 114.80(6) . . ? C41 P1 Pd1 114.86(6) . . ? C31 P1 Pd1 114.70(6) . . ? C1 Pd1 P1 176.47(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C2 C3 N1 -0.1(2) . . . . ? C26 C21 C22 C23 -55.7(2) . . . . ? P1 C21 C22 C23 176.95(15) . . . . ? C21 C22 C23 C24 56.6(3) . . . . ? C22 C23 C24 C25 -55.5(3) . . . . ? C23 C24 C25 C26 54.4(3) . . . . ? C24 C25 C26 C21 -54.2(2) . . . . ? C22 C21 C26 C25 54.3(2) . . . . ? P1 C21 C26 C25 -174.09(15) . . . . ? C36 C31 C32 C33 55.1(2) . . . . ? P1 C31 C32 C33 -172.49(14) . . . . ? C31 C32 C33 C34 -55.2(3) . . . . ? C32 C33 C34 C35 54.9(3) . . . . ? C33 C34 C35 C36 -55.9(3) . . . . ? C34 C35 C36 C31 57.2(3) . . . . ? C32 C31 C36 C35 -56.1(2) . . . . ? P1 C31 C36 C35 175.25(15) . . . . ? C46 C41 C42 C43 54.1(2) . . . . ? P1 C41 C42 C43 176.00(14) . . . . ? C41 C42 C43 C44 -56.7(2) . . . . ? C42 C43 C44 C45 56.5(2) . . . . ? C43 C44 C45 C46 -56.3(2) . . . . ? C44 C45 C46 C41 55.6(3) . . . . ? C42 C41 C46 C45 -53.2(2) . . . . ? P1 C41 C46 C45 -174.26(15) . . . . ? N2 C1 N1 C3 0.5(2) . . . . ? Pd1 C1 N1 C3 179.45(13) . . . . ? N2 C1 N1 C4 -178.44(16) . . . . ? Pd1 C1 N1 C4 0.6(3) . . . . ? C2 C3 N1 C1 -0.2(2) . . . . ? C2 C3 N1 C4 178.64(17) . . . . ? C6 C4 N1 C1 -57.8(2) . . . . ? C7 C4 N1 C1 63.0(2) . . . . ? C5 C4 N1 C1 -177.26(18) . . . . ? C6 C4 N1 C3 123.4(2) . . . . ? C7 C4 N1 C3 -115.8(2) . . . . ? C5 C4 N1 C3 4.0(3) . . . . ? N1 C1 N2 C2 -0.5(2) . . . . ? Pd1 C1 N2 C2 -179.55(13) . . . . ? N1 C1 N2 C8 -178.06(16) . . . . ? Pd1 C1 N2 C8 2.9(3) . . . . ? C3 C2 N2 C1 0.4(2) . . . . ? C3 C2 N2 C8 177.90(18) . . . . ? C9 C8 N2 C1 64.7(2) . . . . ? C10 C8 N2 C1 -56.3(2) . . . . ? C11 C8 N2 C1 -174.92(18) . . . . ? C9 C8 N2 C2 -112.5(2) . . . . ? C10 C8 N2 C2 126.5(2) . . . . ? C11 C8 N2 C2 7.9(3) . . . . ? C22 C21 P1 C41 -58.81(16) . . . . ? C26 C21 P1 C41 173.63(14) . . . . ? C22 C21 P1 C31 50.37(16) . . . . ? C26 C21 P1 C31 -77.18(15) . . . . ? C22 C21 P1 Pd1 175.98(12) . . . . ? C26 C21 P1 Pd1 48.43(15) . . . . ? C46 C41 P1 C21 -56.75(15) . . . . ? C42 C41 P1 C21 -177.80(13) . . . . ? C46 C41 P1 C31 -164.47(13) . . . . ? C42 C41 P1 C31 74.49(14) . . . . ? C46 C41 P1 Pd1 68.41(14) . . . . ? C42 C41 P1 Pd1 -52.63(14) . . . . ? C36 C31 P1 C21 -82.46(15) . . . . ? C32 C31 P1 C21 149.63(13) . . . . ? C36 C31 P1 C41 24.65(16) . . . . ? C32 C31 P1 C41 -103.26(14) . . . . ? C36 C31 P1 Pd1 151.86(13) . . . . ? C32 C31 P1 Pd1 23.95(15) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.844 _refine_diff_density_min -0.451 _refine_diff_density_rms 0.083 # Attachment '- 843096.cif' data_843096 _database_code_depnum_ccdc_archive 'CCDC 843096' _publ_section_abstract ;Synthesis of the first unsupported palladium to main group metal Lewis-pair is reported, including a new synthesis for heteroleptic NHC-phosphine-palladium(0) complexes. All compounds were analysed by single crystal X-ray diffraction, multinuclear NMR spectroscopy and density functional calculations. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; ? ; _chemical_melting_point ? _chemical_formula_moiety 'C29 H53 Al Cl3 N2 P Pd, 0.5(C6 H6)' _chemical_formula_sum 'C32 H56 Al Cl3 N2 P Pd' _chemical_formula_weight 739.49 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' Al Al 0.0645 0.0514 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3917(10) _cell_length_b 21.367(2) _cell_length_c 17.9926(19) _cell_angle_alpha 90.00 _cell_angle_beta 92.027(6) _cell_angle_gamma 90.00 _cell_volume 3608.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9875 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.03 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1548 _exptl_absorpt_coefficient_mu 0.829 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6367 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details 'Sadabs 2008/1 (Brucker 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'multi-layer mirror' _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 151010 _diffrn_reflns_av_R_equivalents 0.0711 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 28.38 _reflns_number_total 9033 _reflns_number_gt 7798 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 ver. 2008.3 (Bruker AXS)' _computing_cell_refinement 'Saint+ ver. 7.53A (Bruker AXS)' _computing_data_reduction 'Saint+ ver. 7.53A (Bruker AXS)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XP ver. 5.1 (Bruker AXS, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0259P)^2^+3.4691P] 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 9033 _refine_ls_number_parameters 394 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0660 _refine_ls_wR_factor_gt 0.0618 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.002 _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 0.602745(13) 0.169008(6) 0.313886(7) 0.01467(4) Uani 1 1 d . . . Al1 Al 0.75983(6) 0.25399(2) 0.29265(3) 0.01904(11) Uani 1 1 d . . . Cl1 Cl 0.66022(5) 0.34074(2) 0.25810(3) 0.02849(10) Uani 1 1 d . . . Cl2 Cl 0.88191(5) 0.27625(2) 0.39373(3) 0.02651(10) Uani 1 1 d . . . Cl3 Cl 0.90550(5) 0.23080(2) 0.20622(3) 0.02556(10) Uani 1 1 d . . . P1 P 0.76049(5) 0.08579(2) 0.31956(2) 0.01555(9) Uani 1 1 d . . . C1_2 C 0.6358(2) 0.01800(8) 0.32693(10) 0.0206(3) Uani 1 1 d . . . H1_2 H 0.6128 0.0046 0.2746 0.025 Uiso 1 1 calc R . . C2_2 C 0.4914(2) 0.03830(10) 0.35929(13) 0.0305(4) Uani 1 1 d . . . H2A_2 H 0.5065 0.0502 0.4122 0.037 Uiso 1 1 calc R . . H2B_2 H 0.4541 0.0753 0.3319 0.037 Uiso 1 1 calc R . . C3_2 C 0.3818(2) -0.01521(11) 0.35303(14) 0.0345(5) Uani 1 1 d . . . H3A_2 H 0.2933 -0.0024 0.3772 0.041 Uiso 1 1 calc R . . H3B_2 H 0.3580 -0.0235 0.2999 0.041 Uiso 1 1 calc R . . C4_2 C 0.4384(3) -0.07422(11) 0.38917(15) 0.0385(5) Uani 1 1 d . . . H4A_2 H 0.3690 -0.1085 0.3801 0.046 Uiso 1 1 calc R . . H4B_2 H 0.4485 -0.0677 0.4436 0.046 Uiso 1 1 calc R . . C5_2 C 0.5817(2) -0.09344(10) 0.35969(13) 0.0322(5) Uani 1 1 d . . . H5A_2 H 0.5694 -0.1055 0.3067 0.039 Uiso 1 1 calc R . . H5B_2 H 0.6182 -0.1303 0.3877 0.039 Uiso 1 1 calc R . . C6_2 C 0.6896(2) -0.04011(9) 0.36704(12) 0.0272(4) Uani 1 1 d . . . H6A_2 H 0.7079 -0.0304 0.4203 0.033 Uiso 1 1 calc R . . H6B_2 H 0.7807 -0.0534 0.3460 0.033 Uiso 1 1 calc R . . C1_3 C 0.89037(18) 0.07897(8) 0.39896(10) 0.0176(3) Uani 1 1 d . . . H1_3 H 0.9132 0.0336 0.4057 0.021 Uiso 1 1 calc R . . C2_3 C 0.8242(2) 0.10216(9) 0.47078(10) 0.0226(4) Uani 1 1 d . . . H2A_3 H 0.7938 0.1462 0.4642 0.027 Uiso 1 1 calc R . . H2B_3 H 0.7386 0.0769 0.4806 0.027 Uiso 1 1 calc R . . C3_3 C 0.9292(2) 0.09759(10) 0.53751(11) 0.0252(4) Uani 1 1 d . . . H3A_3 H 0.8844 0.1144 0.5824 0.030 Uiso 1 1 calc R . . H3B_3 H 0.9539 0.0532 0.5469 0.030 Uiso 1 1 calc R . . C4_3 C 1.0640(2) 0.13454(10) 0.52254(12) 0.0279(4) Uani 1 1 d . . . H4A_3 H 1.1318 0.1310 0.5657 0.034 Uiso 1 1 calc R . . H4B_3 H 1.0400 0.1793 0.5155 0.034 Uiso 1 1 calc R . . C5_3 C 1.1330(2) 0.10935(10) 0.45300(12) 0.0275(4) Uani 1 1 d . . . H5A_3 H 1.1611 0.0652 0.4613 0.033 Uiso 1 1 calc R . . H5B_3 H 1.2202 0.1337 0.4437 0.033 Uiso 1 1 calc R . . C6_3 C 1.03119(19) 0.11352(9) 0.38503(11) 0.0220(4) Uani 1 1 d . . . H6A_3 H 1.0768 0.0948 0.3415 0.026 Uiso 1 1 calc R . . H6B_3 H 1.0108 0.1580 0.3736 0.026 Uiso 1 1 calc R . . C1_4 C 0.86803(19) 0.06679(8) 0.23865(10) 0.0187(3) Uani 1 1 d . . . H1_4 H 0.9435 0.0997 0.2370 0.022 Uiso 1 1 calc R . . C2_4 C 0.9470(2) 0.00373(8) 0.24389(10) 0.0215(4) Uani 1 1 d . . . H2A_4 H 1.0025 0.0015 0.2916 0.026 Uiso 1 1 calc R . . H2B_4 H 0.8768 -0.0309 0.2428 0.026 Uiso 1 1 calc R . . C3_4 C 1.0475(2) -0.00391(10) 0.17928(12) 0.0296(4) Uani 1 1 d . . . H3A_4 H 1.1232 0.0283 0.1831 0.035 Uiso 1 1 calc R . . H3B_4 H 1.0935 -0.0456 0.1823 0.035 Uiso 1 1 calc R . . C4_4 C 0.9665(3) 0.00255(11) 0.10484(12) 0.0368(5) Uani 1 1 d . . . H4A_4 H 0.8993 -0.0329 0.0983 0.044 Uiso 1 1 calc R . . H4B_4 H 1.0347 0.0007 0.0642 0.044 Uiso 1 1 calc R . . C5_4 C 0.8839(3) 0.06405(10) 0.09978(12) 0.0340(5) Uani 1 1 d . . . H5A_4 H 0.8276 0.0654 0.0522 0.041 Uiso 1 1 calc R . . H5B_4 H 0.9518 0.0995 0.1002 0.041 Uiso 1 1 calc R . . C6_4 C 0.7836(2) 0.07109(9) 0.16466(10) 0.0256(4) Uani 1 1 d . . . H6A_4 H 0.7343 0.1120 0.1611 0.031 Uiso 1 1 calc R . . H6B_4 H 0.7105 0.0377 0.1620 0.031 Uiso 1 1 calc R . . C1_5 C 0.43724(18) 0.23247(8) 0.30543(9) 0.0166(3) Uani 1 1 d . . . N2_5 N 0.35774(16) 0.24480(7) 0.24194(8) 0.0192(3) Uani 1 1 d . . . C3_5 C 0.2539(2) 0.28865(10) 0.25531(11) 0.0272(4) Uani 1 1 d . . . H3_5 H 0.1862 0.3051 0.2200 0.033 Uiso 1 1 calc R . . C4_5 C 0.2664(2) 0.30380(10) 0.32780(11) 0.0267(4) Uani 1 1 d . . . H4_5 H 0.2098 0.3332 0.3531 0.032 Uiso 1 1 calc R . . N5_5 N 0.37733(16) 0.26861(7) 0.35861(8) 0.0183(3) Uani 1 1 d . . . C6_5 C 0.3672(2) 0.21040(9) 0.16919(10) 0.0227(4) Uani 1 1 d . . . C7_5 C 0.5161(2) 0.21685(11) 0.13876(11) 0.0299(4) Uani 1 1 d . . . H7A_5 H 0.5191 0.1960 0.0903 0.045 Uiso 1 1 calc R . . H7B_5 H 0.5858 0.1974 0.1734 0.045 Uiso 1 1 calc R . . H7C_5 H 0.5391 0.2613 0.1330 0.045 Uiso 1 1 calc R . . C8_5 C 0.3293(3) 0.14238(11) 0.18250(13) 0.0446(6) Uani 1 1 d . . . H8A_5 H 0.2370 0.1400 0.2062 0.067 Uiso 1 1 calc R . . H8B_5 H 0.4027 0.1231 0.2150 0.067 Uiso 1 1 calc R . . H8C_5 H 0.3236 0.1201 0.1349 0.067 Uiso 1 1 calc R . . C9_5 C 0.2613(2) 0.23912(12) 0.11211(11) 0.0323(5) Uani 1 1 d . . . H9A_5 H 0.1642 0.2340 0.1293 0.049 Uiso 1 1 calc R . . H9B_5 H 0.2700 0.2180 0.0641 0.049 Uiso 1 1 calc R . . H9C_5 H 0.2821 0.2838 0.1064 0.049 Uiso 1 1 calc R . . C10_5 C 0.42041(19) 0.27484(8) 0.43963(10) 0.0181(3) Uani 1 1 d . . . C11_5 C 0.4994(2) 0.21652(9) 0.46757(10) 0.0214(4) Uani 1 1 d . . . H11A_5 H 0.4413 0.1794 0.4564 0.032 Uiso 1 1 calc R . . H11B_5 H 0.5171 0.2197 0.5214 0.032 Uiso 1 1 calc R . . H11C_5 H 0.5903 0.2131 0.4428 0.032 Uiso 1 1 calc R . . C12_5 C 0.2849(2) 0.28262(10) 0.48428(11) 0.0248(4) Uani 1 1 d . . . H12A_5 H 0.2406 0.3231 0.4723 0.037 Uiso 1 1 calc R . . H12B_5 H 0.3099 0.2809 0.5376 0.037 Uiso 1 1 calc R . . H12C_5 H 0.2179 0.2489 0.4714 0.037 Uiso 1 1 calc R . . C13_5 C 0.5142(2) 0.33289(9) 0.44886(11) 0.0249(4) Uani 1 1 d . . . H13A_5 H 0.6000 0.3277 0.4200 0.037 Uiso 1 1 calc R . . H13B_5 H 0.5416 0.3384 0.5015 0.037 Uiso 1 1 calc R . . H13C_5 H 0.4613 0.3698 0.4310 0.037 Uiso 1 1 calc R . . C1_1 C 0.3727(10) 1.0359(5) 0.0113(6) 0.068(3) Uani 0.50 1 d PD A -1 H1_1 H 0.2933 1.0632 0.0143 0.081 Uiso 0.50 1 calc PR A -1 C2_1 C 0.3920(10) 0.9876(5) 0.0632(6) 0.066(3) Uani 0.50 1 d PD A -1 H2_1 H 0.3258 0.9822 0.1014 0.079 Uiso 0.50 1 calc PR A -1 C3_1 C 0.5089(10) 0.9474(6) 0.0589(6) 0.055(3) Uani 0.50 1 d PD A -1 H3_1 H 0.5220 0.9146 0.0942 0.066 Uiso 0.50 1 calc PR A -1 C4_1 C 0.6064(9) 0.9554(6) 0.0027(7) 0.063(3) Uani 0.50 1 d PD A -1 H4_1 H 0.6857 0.9281 -0.0002 0.076 Uiso 0.50 1 calc PR A -1 C5_1 C 0.5871(11) 1.0037(7) -0.0492(6) 0.068(3) Uani 0.50 1 d PD A -1 H5_1 H 0.6533 1.0091 -0.0874 0.082 Uiso 0.50 1 calc PR A -1 C6_1 C 0.4702(12) 1.0439(6) -0.0449(6) 0.065(4) Uani 0.50 1 d PD A -1 H6_1 H 0.4570 1.0767 -0.0801 0.078 Uiso 0.50 1 calc PR A -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01412(6) 0.01338(6) 0.01664(6) 0.00057(4) 0.00241(4) 0.00038(5) Al1 0.0192(3) 0.0145(2) 0.0238(3) 0.0003(2) 0.0061(2) -0.0010(2) Cl1 0.0304(2) 0.0166(2) 0.0391(3) 0.00658(18) 0.0107(2) 0.00363(17) Cl2 0.0240(2) 0.0238(2) 0.0317(2) -0.00569(18) 0.00090(18) -0.00362(17) Cl3 0.0258(2) 0.0204(2) 0.0312(2) -0.00024(17) 0.01303(18) -0.00152(17) P1 0.0154(2) 0.01388(19) 0.0176(2) 0.00052(15) 0.00311(16) 0.00016(15) C1_2 0.0218(9) 0.0187(8) 0.0215(8) 0.0006(7) 0.0038(7) -0.0045(7) C2_2 0.0264(10) 0.0251(10) 0.0405(12) -0.0007(9) 0.0070(9) 0.0000(8) C3_2 0.0229(10) 0.0335(11) 0.0477(13) -0.0047(10) 0.0078(9) -0.0022(8) C4_2 0.0371(12) 0.0260(11) 0.0539(14) -0.0025(10) 0.0223(11) -0.0081(9) C5_2 0.0312(11) 0.0230(10) 0.0430(12) 0.0023(9) 0.0092(9) -0.0029(8) C6_2 0.0252(10) 0.0232(9) 0.0336(10) 0.0037(8) 0.0059(8) -0.0008(8) C1_3 0.0149(8) 0.0173(8) 0.0207(8) 0.0007(6) 0.0020(6) 0.0008(6) C2_3 0.0185(8) 0.0292(10) 0.0204(8) -0.0002(7) 0.0029(7) 0.0020(7) C3_3 0.0254(9) 0.0285(10) 0.0215(9) -0.0001(7) -0.0012(7) 0.0010(8) C4_3 0.0241(9) 0.0306(10) 0.0288(10) -0.0066(8) -0.0025(8) -0.0012(8) C5_3 0.0178(9) 0.0304(10) 0.0343(11) -0.0070(8) 0.0006(8) -0.0021(7) C6_3 0.0177(8) 0.0219(9) 0.0267(9) -0.0031(7) 0.0056(7) -0.0022(7) C1_4 0.0225(8) 0.0133(7) 0.0209(8) 0.0003(6) 0.0073(7) -0.0004(6) C2_4 0.0254(9) 0.0159(8) 0.0236(9) -0.0001(7) 0.0080(7) 0.0022(7) C3_4 0.0339(11) 0.0221(9) 0.0337(11) -0.0019(8) 0.0154(9) 0.0038(8) C4_4 0.0547(14) 0.0302(11) 0.0267(10) -0.0023(8) 0.0177(10) 0.0089(10) C5_4 0.0528(14) 0.0281(10) 0.0219(9) 0.0028(8) 0.0117(9) 0.0056(10) C6_4 0.0355(11) 0.0206(9) 0.0209(9) 0.0009(7) 0.0050(8) 0.0038(8) C1_5 0.0159(8) 0.0165(8) 0.0175(8) 0.0008(6) 0.0018(6) -0.0013(6) N2_5 0.0161(7) 0.0226(7) 0.0187(7) -0.0004(6) 0.0007(6) 0.0016(6) C3_5 0.0225(9) 0.0329(10) 0.0261(10) 0.0000(8) -0.0028(8) 0.0091(8) C4_5 0.0216(9) 0.0307(10) 0.0277(10) -0.0035(8) -0.0012(8) 0.0114(8) N5_5 0.0155(7) 0.0198(7) 0.0198(7) -0.0017(6) 0.0006(6) 0.0018(6) C6_5 0.0244(9) 0.0266(9) 0.0169(8) -0.0012(7) 0.0000(7) -0.0009(7) C7_5 0.0255(10) 0.0452(12) 0.0190(9) -0.0006(8) 0.0020(7) 0.0076(9) C8_5 0.0794(19) 0.0304(12) 0.0241(10) -0.0057(9) 0.0022(11) -0.0176(12) C9_5 0.0221(9) 0.0539(14) 0.0207(9) -0.0010(9) -0.0021(8) 0.0043(9) C10_5 0.0166(8) 0.0207(8) 0.0171(8) -0.0029(6) 0.0029(6) -0.0010(6) C11_5 0.0211(9) 0.0243(9) 0.0188(8) -0.0012(7) -0.0015(7) 0.0014(7) C12_5 0.0218(9) 0.0289(10) 0.0241(9) -0.0014(7) 0.0062(7) 0.0009(7) C13_5 0.0255(9) 0.0233(9) 0.0261(9) -0.0052(7) 0.0035(7) -0.0057(8) C1_1 0.083(8) 0.067(6) 0.052(5) -0.025(5) -0.018(5) 0.024(6) C2_1 0.047(5) 0.087(7) 0.064(6) -0.015(5) 0.019(4) -0.001(5) C3_1 0.049(4) 0.051(6) 0.065(6) -0.016(5) 0.006(4) -0.004(4) C4_1 0.037(4) 0.087(8) 0.067(7) -0.040(5) 0.010(4) 0.017(4) C5_1 0.046(5) 0.113(9) 0.047(5) -0.022(5) 0.026(4) -0.025(5) C6_1 0.108(10) 0.042(4) 0.043(4) -0.002(4) -0.017(5) -0.017(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1_5 2.0643(17) . ? Pd1 P1 2.3143(5) . ? Pd1 Al1 2.3790(6) . ? Al1 Cl1 2.1579(7) . ? Al1 Cl3 2.1647(7) . ? Al1 Cl2 2.1683(8) . ? P1 C1_4 1.8460(18) . ? P1 C1_3 1.8513(18) . ? P1 C1_2 1.8706(18) . ? C1_2 C6_2 1.514(3) . ? C1_2 C2_2 1.556(3) . ? C1_2 H1_2 1.0000 . ? C2_2 C3_2 1.540(3) . ? C2_2 H2A_2 0.9900 . ? C2_2 H2B_2 0.9900 . ? C3_2 C4_2 1.507(3) . ? C3_2 H3A_2 0.9900 . ? C3_2 H3B_2 0.9900 . ? C4_2 C5_2 1.520(3) . ? C4_2 H4A_2 0.9900 . ? C4_2 H4B_2 0.9900 . ? C5_2 C6_2 1.528(3) . ? C5_2 H5A_2 0.9900 . ? C5_2 H5B_2 0.9900 . ? C6_2 H6A_2 0.9900 . ? C6_2 H6B_2 0.9900 . ? C1_3 C2_3 1.536(2) . ? C1_3 C6_3 1.543(2) . ? C1_3 H1_3 1.0000 . ? C2_3 C3_3 1.530(3) . ? C2_3 H2A_3 0.9900 . ? C2_3 H2B_3 0.9900 . ? C3_3 C4_3 1.524(3) . ? C3_3 H3A_3 0.9900 . ? C3_3 H3B_3 0.9900 . ? C4_3 C5_3 1.527(3) . ? C4_3 H4A_3 0.9900 . ? C4_3 H4B_3 0.9900 . ? C5_3 C6_3 1.528(3) . ? C5_3 H5A_3 0.9900 . ? C5_3 H5B_3 0.9900 . ? C6_3 H6A_3 0.9900 . ? C6_3 H6B_3 0.9900 . ? C1_4 C6_4 1.528(3) . ? C1_4 C2_4 1.539(2) . ? C1_4 H1_4 1.0000 . ? C2_4 C3_4 1.532(3) . ? C2_4 H2A_4 0.9900 . ? C2_4 H2B_4 0.9900 . ? C3_4 C4_4 1.523(3) . ? C3_4 H3A_4 0.9900 . ? C3_4 H3B_4 0.9900 . ? C4_4 C5_4 1.527(3) . ? C4_4 H4A_4 0.9900 . ? C4_4 H4B_4 0.9900 . ? C5_4 C6_4 1.533(3) . ? C5_4 H5A_4 0.9900 . ? C5_4 H5B_4 0.9900 . ? C6_4 H6A_4 0.9900 . ? C6_4 H6B_4 0.9900 . ? C1_5 N5_5 1.366(2) . ? C1_5 N2_5 1.368(2) . ? N2_5 C3_5 1.380(2) . ? N2_5 C6_5 1.507(2) . ? C3_5 C4_5 1.345(3) . ? C3_5 H3_5 0.9500 . ? C4_5 N5_5 1.384(2) . ? C4_5 H4_5 0.9500 . ? N5_5 C10_5 1.505(2) . ? C6_5 C8_5 1.518(3) . ? C6_5 C7_5 1.526(3) . ? C6_5 C9_5 1.532(3) . ? C7_5 H7A_5 0.9800 . ? C7_5 H7B_5 0.9800 . ? C7_5 H7C_5 0.9800 . ? C8_5 H8A_5 0.9800 . ? C8_5 H8B_5 0.9800 . ? C8_5 H8C_5 0.9800 . ? C9_5 H9A_5 0.9800 . ? C9_5 H9B_5 0.9800 . ? C9_5 H9C_5 0.9800 . ? C10_5 C11_5 1.526(3) . ? C10_5 C13_5 1.527(3) . ? C10_5 C12_5 1.538(2) . ? C11_5 H11A_5 0.9800 . ? C11_5 H11B_5 0.9800 . ? C11_5 H11C_5 0.9800 . ? C12_5 H12A_5 0.9800 . ? C12_5 H12B_5 0.9800 . ? C12_5 H12C_5 0.9800 . ? C13_5 H13A_5 0.9800 . ? C13_5 H13B_5 0.9800 . ? C13_5 H13C_5 0.9800 . ? C1_1 C2_1 1.3988(10) . ? C1_1 C6_1 1.3990(10) . ? C1_1 H1_1 0.9500 . ? C2_1 C3_1 1.3991(10) . ? C2_1 H2_1 0.9500 . ? C3_1 C4_1 1.3990(10) . ? C3_1 H3_1 0.9500 . ? C4_1 C5_1 1.3989(10) . ? C4_1 H4_1 0.9500 . ? C5_1 C6_1 1.3992(10) . ? C5_1 H5_1 0.9500 . ? C6_1 H6_1 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1_5 Pd1 P1 170.79(5) . . ? C1_5 Pd1 Al1 87.50(5) . . ? P1 Pd1 Al1 101.179(19) . . ? Cl1 Al1 Cl3 105.56(3) . . ? Cl1 Al1 Cl2 105.32(3) . . ? Cl3 Al1 Cl2 108.90(3) . . ? Cl1 Al1 Pd1 115.91(3) . . ? Cl3 Al1 Pd1 110.61(3) . . ? Cl2 Al1 Pd1 110.19(3) . . ? C1_4 P1 C1_3 103.14(8) . . ? C1_4 P1 C1_2 104.30(8) . . ? C1_3 P1 C1_2 106.35(8) . . ? C1_4 P1 Pd1 120.10(6) . . ? C1_3 P1 Pd1 119.86(6) . . ? C1_2 P1 Pd1 101.34(6) . . ? C6_2 C1_2 C2_2 109.34(16) . . ? C6_2 C1_2 P1 117.98(13) . . ? C2_2 C1_2 P1 111.52(13) . . ? C6_2 C1_2 H1_2 105.7 . . ? C2_2 C1_2 H1_2 105.7 . . ? P1 C1_2 H1_2 105.7 . . ? C3_2 C2_2 C1_2 110.76(17) . . ? C3_2 C2_2 H2A_2 109.5 . . ? C1_2 C2_2 H2A_2 109.5 . . ? C3_2 C2_2 H2B_2 109.5 . . ? C1_2 C2_2 H2B_2 109.5 . . ? H2A_2 C2_2 H2B_2 108.1 . . ? C4_2 C3_2 C2_2 111.42(19) . . ? C4_2 C3_2 H3A_2 109.3 . . ? C2_2 C3_2 H3A_2 109.3 . . ? C4_2 C3_2 H3B_2 109.3 . . ? C2_2 C3_2 H3B_2 109.3 . . ? H3A_2 C3_2 H3B_2 108.0 . . ? C3_2 C4_2 C5_2 112.24(19) . . ? C3_2 C4_2 H4A_2 109.2 . . ? C5_2 C4_2 H4A_2 109.2 . . ? C3_2 C4_2 H4B_2 109.2 . . ? C5_2 C4_2 H4B_2 109.2 . . ? H4A_2 C4_2 H4B_2 107.9 . . ? C4_2 C5_2 C6_2 111.17(18) . . ? C4_2 C5_2 H5A_2 109.4 . . ? C6_2 C5_2 H5A_2 109.4 . . ? C4_2 C5_2 H5B_2 109.4 . . ? C6_2 C5_2 H5B_2 109.4 . . ? H5A_2 C5_2 H5B_2 108.0 . . ? C1_2 C6_2 C5_2 111.14(17) . . ? C1_2 C6_2 H6A_2 109.4 . . ? C5_2 C6_2 H6A_2 109.4 . . ? C1_2 C6_2 H6B_2 109.4 . . ? C5_2 C6_2 H6B_2 109.4 . . ? H6A_2 C6_2 H6B_2 108.0 . . ? C2_3 C1_3 C6_3 110.91(15) . . ? C2_3 C1_3 P1 110.41(12) . . ? C6_3 C1_3 P1 112.47(12) . . ? C2_3 C1_3 H1_3 107.6 . . ? C6_3 C1_3 H1_3 107.6 . . ? P1 C1_3 H1_3 107.6 . . ? C3_3 C2_3 C1_3 111.77(15) . . ? C3_3 C2_3 H2A_3 109.3 . . ? C1_3 C2_3 H2A_3 109.3 . . ? C3_3 C2_3 H2B_3 109.3 . . ? C1_3 C2_3 H2B_3 109.3 . . ? H2A_3 C2_3 H2B_3 107.9 . . ? C4_3 C3_3 C2_3 110.16(16) . . ? C4_3 C3_3 H3A_3 109.6 . . ? C2_3 C3_3 H3A_3 109.6 . . ? C4_3 C3_3 H3B_3 109.6 . . ? C2_3 C3_3 H3B_3 109.6 . . ? H3A_3 C3_3 H3B_3 108.1 . . ? C3_3 C4_3 C5_3 109.97(16) . . ? C3_3 C4_3 H4A_3 109.7 . . ? C5_3 C4_3 H4A_3 109.7 . . ? C3_3 C4_3 H4B_3 109.7 . . ? C5_3 C4_3 H4B_3 109.7 . . ? H4A_3 C4_3 H4B_3 108.2 . . ? C4_3 C5_3 C6_3 111.31(16) . . ? C4_3 C5_3 H5A_3 109.4 . . ? C6_3 C5_3 H5A_3 109.4 . . ? C4_3 C5_3 H5B_3 109.4 . . ? C6_3 C5_3 H5B_3 109.4 . . ? H5A_3 C5_3 H5B_3 108.0 . . ? C5_3 C6_3 C1_3 110.96(16) . . ? C5_3 C6_3 H6A_3 109.4 . . ? C1_3 C6_3 H6A_3 109.4 . . ? C5_3 C6_3 H6B_3 109.4 . . ? C1_3 C6_3 H6B_3 109.4 . . ? H6A_3 C6_3 H6B_3 108.0 . . ? C6_4 C1_4 C2_4 109.87(15) . . ? C6_4 C1_4 P1 113.10(13) . . ? C2_4 C1_4 P1 114.84(12) . . ? C6_4 C1_4 H1_4 106.1 . . ? C2_4 C1_4 H1_4 106.1 . . ? P1 C1_4 H1_4 106.1 . . ? C3_4 C2_4 C1_4 110.81(15) . . ? C3_4 C2_4 H2A_4 109.5 . . ? C1_4 C2_4 H2A_4 109.5 . . ? C3_4 C2_4 H2B_4 109.5 . . ? C1_4 C2_4 H2B_4 109.5 . . ? H2A_4 C2_4 H2B_4 108.1 . . ? C4_4 C3_4 C2_4 110.85(18) . . ? C4_4 C3_4 H3A_4 109.5 . . ? C2_4 C3_4 H3A_4 109.5 . . ? C4_4 C3_4 H3B_4 109.5 . . ? C2_4 C3_4 H3B_4 109.5 . . ? H3A_4 C3_4 H3B_4 108.1 . . ? C3_4 C4_4 C5_4 111.54(18) . . ? C3_4 C4_4 H4A_4 109.3 . . ? C5_4 C4_4 H4A_4 109.3 . . ? C3_4 C4_4 H4B_4 109.3 . . ? C5_4 C4_4 H4B_4 109.3 . . ? H4A_4 C4_4 H4B_4 108.0 . . ? C4_4 C5_4 C6_4 111.32(17) . . ? C4_4 C5_4 H5A_4 109.4 . . ? C6_4 C5_4 H5A_4 109.4 . . ? C4_4 C5_4 H5B_4 109.4 . . ? C6_4 C5_4 H5B_4 109.4 . . ? H5A_4 C5_4 H5B_4 108.0 . . ? C1_4 C6_4 C5_4 110.11(17) . . ? C1_4 C6_4 H6A_4 109.6 . . ? C5_4 C6_4 H6A_4 109.6 . . ? C1_4 C6_4 H6B_4 109.6 . . ? C5_4 C6_4 H6B_4 109.6 . . ? H6A_4 C6_4 H6B_4 108.2 . . ? N5_5 C1_5 N2_5 104.47(15) . . ? N5_5 C1_5 Pd1 130.34(13) . . ? N2_5 C1_5 Pd1 125.12(12) . . ? C1_5 N2_5 C3_5 110.70(15) . . ? C1_5 N2_5 C6_5 125.76(15) . . ? C3_5 N2_5 C6_5 123.13(15) . . ? C4_5 C3_5 N2_5 107.11(17) . . ? C4_5 C3_5 H3_5 126.4 . . ? N2_5 C3_5 H3_5 126.4 . . ? C3_5 C4_5 N5_5 107.24(17) . . ? C3_5 C4_5 H4_5 126.4 . . ? N5_5 C4_5 H4_5 126.4 . . ? C1_5 N5_5 C4_5 110.44(15) . . ? C1_5 N5_5 C10_5 128.70(15) . . ? C4_5 N5_5 C10_5 120.83(15) . . ? N2_5 C6_5 C8_5 107.98(16) . . ? N2_5 C6_5 C7_5 110.53(16) . . ? C8_5 C6_5 C7_5 111.50(19) . . ? N2_5 C6_5 C9_5 109.28(16) . . ? C8_5 C6_5 C9_5 109.81(19) . . ? C7_5 C6_5 C9_5 107.73(16) . . ? C6_5 C7_5 H7A_5 109.5 . . ? C6_5 C7_5 H7B_5 109.5 . . ? H7A_5 C7_5 H7B_5 109.5 . . ? C6_5 C7_5 H7C_5 109.5 . . ? H7A_5 C7_5 H7C_5 109.5 . . ? H7B_5 C7_5 H7C_5 109.5 . . ? C6_5 C8_5 H8A_5 109.5 . . ? C6_5 C8_5 H8B_5 109.5 . . ? H8A_5 C8_5 H8B_5 109.5 . . ? C6_5 C8_5 H8C_5 109.5 . . ? H8A_5 C8_5 H8C_5 109.5 . . ? H8B_5 C8_5 H8C_5 109.5 . . ? C6_5 C9_5 H9A_5 109.5 . . ? C6_5 C9_5 H9B_5 109.5 . . ? H9A_5 C9_5 H9B_5 109.5 . . ? C6_5 C9_5 H9C_5 109.5 . . ? H9A_5 C9_5 H9C_5 109.5 . . ? H9B_5 C9_5 H9C_5 109.5 . . ? N5_5 C10_5 C11_5 110.96(14) . . ? N5_5 C10_5 C13_5 108.14(15) . . ? C11_5 C10_5 C13_5 110.84(15) . . ? N5_5 C10_5 C12_5 108.45(14) . . ? C11_5 C10_5 C12_5 108.52(15) . . ? C13_5 C10_5 C12_5 109.90(15) . . ? C10_5 C11_5 H11A_5 109.5 . . ? C10_5 C11_5 H11B_5 109.5 . . ? H11A_5 C11_5 H11B_5 109.5 . . ? C10_5 C11_5 H11C_5 109.5 . . ? H11A_5 C11_5 H11C_5 109.5 . . ? H11B_5 C11_5 H11C_5 109.5 . . ? C10_5 C12_5 H12A_5 109.5 . . ? C10_5 C12_5 H12B_5 109.5 . . ? H12A_5 C12_5 H12B_5 109.5 . . ? C10_5 C12_5 H12C_5 109.5 . . ? H12A_5 C12_5 H12C_5 109.5 . . ? H12B_5 C12_5 H12C_5 109.5 . . ? C10_5 C13_5 H13A_5 109.5 . . ? C10_5 C13_5 H13B_5 109.5 . . ? H13A_5 C13_5 H13B_5 109.5 . . ? C10_5 C13_5 H13C_5 109.5 . . ? H13A_5 C13_5 H13C_5 109.5 . . ? H13B_5 C13_5 H13C_5 109.5 . . ? C2_1 C1_1 C6_1 120.06(10) . . ? C2_1 C1_1 H1_1 120.0 . . ? C6_1 C1_1 H1_1 120.0 . . ? C1_1 C2_1 C3_1 119.99(10) . . ? C1_1 C2_1 H2_1 120.0 . . ? C3_1 C2_1 H2_1 120.0 . . ? C4_1 C3_1 C2_1 119.95(9) . . ? C4_1 C3_1 H3_1 120.0 . . ? C2_1 C3_1 H3_1 120.0 . . ? C5_1 C4_1 C3_1 120.06(9) . . ? C5_1 C4_1 H4_1 120.0 . . ? C3_1 C4_1 H4_1 120.0 . . ? C4_1 C5_1 C6_1 119.99(10) . . ? C4_1 C5_1 H5_1 120.0 . . ? C6_1 C5_1 H5_1 120.0 . . ? C1_1 C6_1 C5_1 119.95(10) . . ? C1_1 C6_1 H6_1 120.0 . . ? C5_1 C6_1 H6_1 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1_5 Pd1 Al1 Cl1 -10.32(5) . . . . ? P1 Pd1 Al1 Cl1 166.57(3) . . . . ? C1_5 Pd1 Al1 Cl3 -130.40(5) . . . . ? P1 Pd1 Al1 Cl3 46.49(3) . . . . ? C1_5 Pd1 Al1 Cl2 109.13(5) . . . . ? P1 Pd1 Al1 Cl2 -73.98(3) . . . . ? Al1 Pd1 P1 C1_4 -60.68(7) . . . . ? Al1 Pd1 P1 C1_3 68.79(7) . . . . ? Al1 Pd1 P1 C1_2 -174.72(6) . . . . ? C1_4 P1 C1_2 C6_2 83.06(16) . . . . ? C1_3 P1 C1_2 C6_2 -25.56(17) . . . . ? Pd1 P1 C1_2 C6_2 -151.57(14) . . . . ? C1_4 P1 C1_2 C2_2 -149.16(14) . . . . ? C1_3 P1 C1_2 C2_2 102.22(15) . . . . ? Pd1 P1 C1_2 C2_2 -23.79(14) . . . . ? C6_2 C1_2 C2_2 C3_2 -57.0(2) . . . . ? P1 C1_2 C2_2 C3_2 170.68(15) . . . . ? C1_2 C2_2 C3_2 C4_2 55.0(2) . . . . ? C2_2 C3_2 C4_2 C5_2 -53.8(3) . . . . ? C3_2 C4_2 C5_2 C6_2 54.6(3) . . . . ? C2_2 C1_2 C6_2 C5_2 58.2(2) . . . . ? P1 C1_2 C6_2 C5_2 -172.98(14) . . . . ? C4_2 C5_2 C6_2 C1_2 -57.2(2) . . . . ? C1_4 P1 C1_3 C2_3 172.17(12) . . . . ? C1_2 P1 C1_3 C2_3 -78.39(14) . . . . ? Pd1 P1 C1_3 C2_3 35.48(14) . . . . ? C1_4 P1 C1_3 C6_3 47.70(14) . . . . ? C1_2 P1 C1_3 C6_3 157.14(12) . . . . ? Pd1 P1 C1_3 C6_3 -89.00(13) . . . . ? C6_3 C1_3 C2_3 C3_3 -54.2(2) . . . . ? P1 C1_3 C2_3 C3_3 -179.61(13) . . . . ? C1_3 C2_3 C3_3 C4_3 57.2(2) . . . . ? C2_3 C3_3 C4_3 C5_3 -58.8(2) . . . . ? C3_3 C4_3 C5_3 C6_3 58.9(2) . . . . ? C4_3 C5_3 C6_3 C1_3 -56.1(2) . . . . ? C2_3 C1_3 C6_3 C5_3 53.3(2) . . . . ? P1 C1_3 C6_3 C5_3 177.45(13) . . . . ? C1_3 P1 C1_4 C6_4 -178.40(13) . . . . ? C1_2 P1 C1_4 C6_4 70.63(14) . . . . ? Pd1 P1 C1_4 C6_4 -41.83(15) . . . . ? C1_3 P1 C1_4 C2_4 54.40(15) . . . . ? C1_2 P1 C1_4 C2_4 -56.56(15) . . . . ? Pd1 P1 C1_4 C2_4 -169.03(11) . . . . ? C6_4 C1_4 C2_4 C3_4 58.4(2) . . . . ? P1 C1_4 C2_4 C3_4 -172.79(14) . . . . ? C1_4 C2_4 C3_4 C4_4 -56.4(2) . . . . ? C2_4 C3_4 C4_4 C5_4 54.7(2) . . . . ? C3_4 C4_4 C5_4 C6_4 -55.3(3) . . . . ? C2_4 C1_4 C6_4 C5_4 -58.3(2) . . . . ? P1 C1_4 C6_4 C5_4 171.90(13) . . . . ? C4_4 C5_4 C6_4 C1_4 57.1(2) . . . . ? Al1 Pd1 C1_5 N5_5 -88.69(16) . . . . ? Al1 Pd1 C1_5 N2_5 94.73(14) . . . . ? N5_5 C1_5 N2_5 C3_5 1.5(2) . . . . ? Pd1 C1_5 N2_5 C3_5 178.85(13) . . . . ? N5_5 C1_5 N2_5 C6_5 -171.27(16) . . . . ? Pd1 C1_5 N2_5 C6_5 6.0(2) . . . . ? C1_5 N2_5 C3_5 C4_5 -0.6(2) . . . . ? C6_5 N2_5 C3_5 C4_5 172.40(18) . . . . ? N2_5 C3_5 C4_5 N5_5 -0.6(2) . . . . ? N2_5 C1_5 N5_5 C4_5 -1.9(2) . . . . ? Pd1 C1_5 N5_5 C4_5 -179.00(14) . . . . ? N2_5 C1_5 N5_5 C10_5 -179.59(16) . . . . ? Pd1 C1_5 N5_5 C10_5 3.3(3) . . . . ? C3_5 C4_5 N5_5 C1_5 1.6(2) . . . . ? C3_5 C4_5 N5_5 C10_5 179.48(17) . . . . ? C1_5 N2_5 C6_5 C8_5 61.2(2) . . . . ? C3_5 N2_5 C6_5 C8_5 -110.8(2) . . . . ? C1_5 N2_5 C6_5 C7_5 -61.0(2) . . . . ? C3_5 N2_5 C6_5 C7_5 127.0(2) . . . . ? C1_5 N2_5 C6_5 C9_5 -179.43(17) . . . . ? C3_5 N2_5 C6_5 C9_5 8.6(2) . . . . ? C1_5 N5_5 C10_5 C11_5 -24.8(2) . . . . ? C4_5 N5_5 C10_5 C11_5 157.71(17) . . . . ? C1_5 N5_5 C10_5 C13_5 97.0(2) . . . . ? C4_5 N5_5 C10_5 C13_5 -80.5(2) . . . . ? C1_5 N5_5 C10_5 C12_5 -143.89(18) . . . . ? C4_5 N5_5 C10_5 C12_5 38.6(2) . . . . ? C6_1 C1_1 C2_1 C3_1 0.00(3) . . . . ? C1_1 C2_1 C3_1 C4_1 0.00(3) . . . . ? C2_1 C3_1 C4_1 C5_1 -0.01(6) . . . . ? C3_1 C4_1 C5_1 C6_1 0.01(9) . . . . ? C2_1 C1_1 C6_1 C5_1 0.01(6) . . . . ? C4_1 C5_1 C6_1 C1_1 -0.01(9) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.016 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.067