# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email albinol@quijote.ugto.mx _publ_contact_author_name 'Jorge A. Lopez' loop_ _publ_author_name 'Oracio Serrano' 'Juan Nicasio-Collazo' 'Eleuterio Alvarez' 'Jose C. Alvarado-Monzon' G.A.Andreu-de-Riquer J.O.Jimenez-Halla 'L.M.De Leon-Rodriquez' 'Gabriel Merino' U.Morales 'Jorge A. Lopez' data_ea01107a _database_code_depnum_ccdc_archive 'CCDC 831992' #TrackingRef 'ea01107a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H24 Br N3 Pd' _chemical_formula_sum 'C28 H24 Br N3 Pd' _chemical_formula_weight 588.81 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' Br Br -0.2901 2.4595 '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)/c _symmetry_int_tables_number 14 _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.3675(7) _cell_length_b 8.5040(4) _cell_length_c 21.0854(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.387(2) _cell_angle_gamma 90.00 _cell_volume 2396.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9940 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 30.46 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.632 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 2.463 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4857 _exptl_absorpt_correction_T_max 0.6187 _exptl_absorpt_process_details ; SADABS: Area-Detector Absorption Correction. Bruker-AXS within v. 7.06 a (Bruker AXS, 2003); ratio of minimum to maximum apparent transmission: 0.557670m ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Bruker-Nonius X8kappa APEX II CCD area detector' ; _diffrn_measurement_method 'phi and omega scans with narrow frames' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_decay_% 0 _diffrn_reflns_number 49938 _diffrn_reflns_av_R_equivalents 0.0241 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 30.48 _reflns_number_total 7288 _reflns_number_gt 6393 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX-W2K-NT v. 1.0 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINT+ v. 7.06 a (Bruker AXS, 2003)' _computing_data_reduction 'SAINT+ v. 7.06 a (Bruker AXS, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL v. 6.10 (Bruker, 2000)' _computing_publication_material 'XCIF, SHELXTL v. 6.12 (Bruker, 2001)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0201P)^2^+2.0069P] 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 7288 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0294 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0536 _refine_ls_wR_factor_gt 0.0516 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.004 _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 0.795511(9) 1.035813(14) 0.338335(5) 0.01205(3) Uani 1 1 d . . . Br1 Br 0.695542(13) 1.18545(2) 0.413564(8) 0.02227(5) Uani 1 1 d . . . N3 N 0.87613(10) 0.92648(15) 0.26563(6) 0.0128(3) Uani 1 1 d . . . N1 N 0.73290(10) 1.14615(16) 0.25424(6) 0.0143(3) Uani 1 1 d . . . N2 N 0.67448(10) 1.06697(17) 0.15947(6) 0.0158(3) Uani 1 1 d . . . C23 C 0.64988(12) 0.9644(2) 0.10732(8) 0.0171(3) Uani 1 1 d . . . C5 C 1.12769(12) 0.9277(2) 0.31201(8) 0.0177(3) Uani 1 1 d . . . H5 H 1.1438 0.9546 0.2696 0.021 Uiso 1 1 calc R . . C4 C 1.03237(12) 0.86744(19) 0.32524(8) 0.0160(3) Uani 1 1 d . . . C13 C 0.95408(12) 0.78161(19) 0.15754(8) 0.0161(3) Uani 1 1 d . . . H13 H 0.9793 0.7268 0.1218 0.019 Uiso 1 1 calc R . . C15 C 0.82795(12) 0.93447(18) 0.20796(7) 0.0133(3) Uani 1 1 d . . . C3 C 1.00802(13) 0.8216(2) 0.38762(8) 0.0199(3) Uani 1 1 d . . . C2 C 0.90473(14) 0.7588(2) 0.40620(8) 0.0214(4) Uani 1 1 d . . . C16 C 0.74262(11) 1.04302(19) 0.20753(7) 0.0136(3) Uani 1 1 d . . . C11 C 0.96650(12) 0.85591(18) 0.26791(7) 0.0137(3) Uani 1 1 d . . . C6 C 1.19921(13) 0.9491(2) 0.35937(9) 0.0232(4) Uani 1 1 d . . . H6 H 1.2628 0.9927 0.3497 0.028 Uiso 1 1 calc R . . C27 C 0.63269(15) 0.9193(2) -0.00425(9) 0.0268(4) Uani 1 1 d . . . H27 H 0.6353 0.9562 -0.0467 0.032 Uiso 1 1 calc R . . C24 C 0.61889(13) 0.8117(2) 0.12011(9) 0.0218(4) Uani 1 1 d . . . H24 H 0.6124 0.7764 0.1626 0.026 Uiso 1 1 calc R . . C17 C 0.65560(12) 1.2457(2) 0.23634(8) 0.0162(3) Uani 1 1 d . . . C28 C 0.65625(14) 1.0205(2) 0.04560(8) 0.0219(4) Uani 1 1 d . . . H28 H 0.6763 1.1257 0.0375 0.026 Uiso 1 1 calc R . . C12 C 1.00606(12) 0.78191(19) 0.21433(8) 0.0151(3) Uani 1 1 d . . . H12 H 1.0693 0.7314 0.2171 0.018 Uiso 1 1 calc R . . C8 C 1.08277(15) 0.8428(3) 0.43397(9) 0.0278(4) Uani 1 1 d . . . H8 H 1.0688 0.8126 0.4764 0.033 Uiso 1 1 calc R . . C25 C 0.59761(14) 0.7120(2) 0.06995(9) 0.0254(4) Uani 1 1 d . . . H25 H 0.5776 0.6068 0.0780 0.030 Uiso 1 1 calc R . . C14 C 0.86438(12) 0.8628(2) 0.15374(8) 0.0163(3) Uani 1 1 d . . . H14 H 0.8285 0.8693 0.1148 0.020 Uiso 1 1 calc R . . C18 C 0.61842(12) 1.1977(2) 0.17690(8) 0.0170(3) Uani 1 1 d . . . C1 C 0.83438(13) 0.8999(2) 0.41321(8) 0.0199(3) Uani 1 1 d . . . H1A H 0.8648 0.9704 0.4453 0.024 Uiso 1 1 calc R . . H1B H 0.7715 0.8596 0.4317 0.024 Uiso 1 1 calc R . . C26 C 0.60536(14) 0.7648(2) 0.00792(9) 0.0264(4) Uani 1 1 d . . . H26 H 0.5919 0.6950 -0.0263 0.032 Uiso 1 1 calc R . . C10 C 0.86365(15) 0.6336(2) 0.36012(9) 0.0262(4) Uani 1 1 d . . . H10A H 0.8029 0.5869 0.3778 0.039 Uiso 1 1 calc R . . H10B H 0.9141 0.5514 0.3540 0.039 Uiso 1 1 calc R . . H10C H 0.8479 0.6828 0.3192 0.039 Uiso 1 1 calc R . . C7 C 1.17610(14) 0.9059(3) 0.42073(9) 0.0286(4) Uani 1 1 d . . . H7 H 1.2240 0.9192 0.4538 0.034 Uiso 1 1 calc R . . C9 C 0.90852(17) 0.6790(3) 0.47215(10) 0.0349(5) Uani 1 1 d . . . H9A H 0.9244 0.7578 0.5046 0.052 Uiso 1 1 calc R . . H9B H 0.9601 0.5972 0.4723 0.052 Uiso 1 1 calc R . . H9C H 0.8434 0.6315 0.4813 0.052 Uiso 1 1 calc R . . C22 C 0.61623(14) 1.3779(2) 0.26642(9) 0.0227(4) Uani 1 1 d . . . H22 H 0.6408 1.4124 0.3065 0.027 Uiso 1 1 calc R . . C19 C 0.53968(13) 1.2743(2) 0.14625(9) 0.0241(4) Uani 1 1 d . . . H19 H 0.5140 1.2388 0.1066 0.029 Uiso 1 1 calc R . . C20 C 0.50088(14) 1.4048(3) 0.17654(10) 0.0296(4) Uani 1 1 d . . . H20 H 0.4470 1.4606 0.1574 0.036 Uiso 1 1 calc R . . C21 C 0.53969(15) 1.4564(2) 0.23514(10) 0.0300(4) Uani 1 1 d . . . H21 H 0.5124 1.5483 0.2539 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01237(6) 0.01327(6) 0.01052(6) -0.00066(4) -0.00022(4) 0.00116(4) Br1 0.02530(9) 0.02656(9) 0.01497(8) -0.00519(7) 0.00111(6) 0.00884(7) N3 0.0149(6) 0.0118(6) 0.0118(6) 0.0003(5) -0.0009(5) 0.0003(5) N1 0.0139(6) 0.0150(6) 0.0140(6) 0.0015(5) 0.0016(5) 0.0021(5) N2 0.0157(6) 0.0170(7) 0.0147(6) 0.0027(5) -0.0026(5) 0.0011(5) C23 0.0152(7) 0.0200(8) 0.0161(8) 0.0014(6) -0.0046(6) 0.0000(6) C5 0.0172(8) 0.0178(8) 0.0179(8) -0.0032(6) -0.0028(6) 0.0052(6) C4 0.0185(8) 0.0147(7) 0.0149(7) -0.0028(6) -0.0027(6) 0.0060(6) C13 0.0186(8) 0.0147(7) 0.0151(7) -0.0031(6) 0.0014(6) 0.0002(6) C15 0.0138(7) 0.0132(7) 0.0129(7) 0.0003(6) -0.0011(5) -0.0008(6) C3 0.0225(8) 0.0220(8) 0.0152(8) -0.0008(7) -0.0017(6) 0.0092(7) C2 0.0265(9) 0.0239(9) 0.0139(8) 0.0057(7) 0.0005(6) 0.0066(7) C16 0.0136(7) 0.0149(7) 0.0124(7) 0.0030(6) -0.0012(5) -0.0009(6) C11 0.0156(7) 0.0119(7) 0.0135(7) 0.0009(6) -0.0009(6) 0.0005(6) C6 0.0174(8) 0.0258(9) 0.0265(9) -0.0098(7) -0.0051(7) 0.0072(7) C27 0.0327(10) 0.0319(10) 0.0159(8) 0.0026(7) -0.0067(7) 0.0002(8) C24 0.0221(9) 0.0238(9) 0.0193(8) 0.0045(7) -0.0043(7) -0.0032(7) C17 0.0137(7) 0.0178(8) 0.0171(8) 0.0058(6) 0.0020(6) 0.0028(6) C28 0.0257(9) 0.0223(9) 0.0175(8) 0.0047(7) -0.0029(7) -0.0005(7) C12 0.0153(7) 0.0135(7) 0.0165(8) -0.0004(6) 0.0009(6) 0.0024(6) C8 0.0284(10) 0.0403(12) 0.0145(8) -0.0022(8) -0.0052(7) 0.0124(8) C25 0.0234(9) 0.0227(9) 0.0300(10) 0.0016(8) -0.0087(7) -0.0036(7) C14 0.0182(8) 0.0177(8) 0.0130(7) -0.0007(6) -0.0022(6) 0.0002(6) C18 0.0140(7) 0.0182(8) 0.0189(8) 0.0062(6) 0.0023(6) 0.0015(6) C1 0.0231(8) 0.0248(9) 0.0119(7) 0.0036(7) 0.0014(6) 0.0062(7) C26 0.0256(9) 0.0300(10) 0.0234(9) -0.0043(8) -0.0104(7) 0.0011(8) C10 0.0329(10) 0.0183(8) 0.0276(10) 0.0055(7) 0.0041(8) 0.0031(7) C7 0.0243(9) 0.0393(11) 0.0221(9) -0.0099(8) -0.0100(7) 0.0126(8) C9 0.0382(12) 0.0429(12) 0.0236(10) 0.0170(9) 0.0026(8) 0.0118(10) C22 0.0250(9) 0.0233(9) 0.0198(8) 0.0041(7) 0.0062(7) 0.0087(7) C19 0.0182(8) 0.0305(10) 0.0237(9) 0.0104(8) -0.0016(7) 0.0049(7) C20 0.0215(9) 0.0371(11) 0.0304(10) 0.0149(9) 0.0037(8) 0.0145(8) C21 0.0323(10) 0.0286(10) 0.0293(10) 0.0078(8) 0.0103(8) 0.0168(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 2.0217(16) . ? Pd1 N3 2.0972(13) . ? Pd1 N1 2.1692(13) . ? Pd1 Br1 2.4392(2) . ? N3 C11 1.349(2) . ? N3 C15 1.374(2) . ? N1 C16 1.326(2) . ? N1 C17 1.386(2) . ? N2 C16 1.373(2) . ? N2 C18 1.391(2) . ? N2 C23 1.440(2) . ? C23 C28 1.389(2) . ? C23 C24 1.390(2) . ? C5 C6 1.390(2) . ? C5 C4 1.403(2) . ? C5 H5 0.9500 . ? C4 C3 1.412(2) . ? C4 C11 1.494(2) . ? C13 C12 1.381(2) . ? C13 C14 1.385(2) . ? C13 H13 0.9500 . ? C15 C14 1.387(2) . ? C15 C16 1.467(2) . ? C3 C8 1.405(2) . ? C3 C2 1.534(3) . ? C2 C1 1.532(2) . ? C2 C10 1.540(3) . ? C2 C9 1.548(3) . ? C11 C12 1.400(2) . ? C6 C7 1.382(3) . ? C6 H6 0.9500 . ? C27 C26 1.388(3) . ? C27 C28 1.393(3) . ? C27 H27 0.9500 . ? C24 C25 1.384(3) . ? C24 H24 0.9500 . ? C17 C22 1.395(2) . ? C17 C18 1.406(2) . ? C28 H28 0.9500 . ? C12 H12 0.9500 . ? C8 C7 1.388(3) . ? C8 H8 0.9500 . ? C25 C26 1.387(3) . ? C25 H25 0.9500 . ? C14 H14 0.9500 . ? C18 C19 1.393(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C26 H26 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C7 H7 0.9500 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C22 C21 1.385(3) . ? C22 H22 0.9500 . ? C19 C20 1.383(3) . ? C19 H19 0.9500 . ? C20 C21 1.407(3) . ? C20 H20 0.9500 . ? C21 H21 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 Pd1 N3 100.77(6) . . ? C1 Pd1 N1 168.93(7) . . ? N3 Pd1 N1 77.97(5) . . ? C1 Pd1 Br1 85.95(5) . . ? N3 Pd1 Br1 173.27(4) . . ? N1 Pd1 Br1 95.50(4) . . ? C11 N3 C15 117.88(13) . . ? C11 N3 Pd1 129.46(11) . . ? C15 N3 Pd1 112.64(10) . . ? C16 N1 C17 106.18(13) . . ? C16 N1 Pd1 106.37(10) . . ? C17 N1 Pd1 140.31(11) . . ? C16 N2 C18 106.22(13) . . ? C16 N2 C23 128.37(14) . . ? C18 N2 C23 124.40(14) . . ? C28 C23 C24 121.50(16) . . ? C28 C23 N2 119.51(16) . . ? C24 C23 N2 118.98(15) . . ? C6 C5 C4 121.75(17) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C4 C3 120.10(15) . . ? C5 C4 C11 113.21(15) . . ? C3 C4 C11 126.68(16) . . ? C12 C13 C14 118.66(15) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? N3 C15 C14 122.88(14) . . ? N3 C15 C16 113.35(14) . . ? C14 C15 C16 123.27(14) . . ? C8 C3 C4 116.44(17) . . ? C8 C3 C2 120.30(16) . . ? C4 C3 C2 123.21(15) . . ? C1 C2 C3 107.83(15) . . ? C1 C2 C10 112.70(15) . . ? C3 C2 C10 113.41(15) . . ? C1 C2 C9 105.85(15) . . ? C3 C2 C9 110.98(15) . . ? C10 C2 C9 105.84(16) . . ? N1 C16 N2 112.47(14) . . ? N1 C16 C15 119.45(14) . . ? N2 C16 C15 127.56(14) . . ? N3 C11 C12 120.95(14) . . ? N3 C11 C4 121.48(14) . . ? C12 C11 C4 117.30(14) . . ? C7 C6 C5 118.74(18) . . ? C7 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C26 C27 C28 120.24(17) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C25 C24 C23 118.96(17) . . ? C25 C24 H24 120.5 . . ? C23 C24 H24 120.5 . . ? N1 C17 C22 130.63(16) . . ? N1 C17 C18 108.87(14) . . ? C22 C17 C18 120.47(15) . . ? C23 C28 C27 118.69(17) . . ? C23 C28 H28 120.7 . . ? C27 C28 H28 120.7 . . ? C13 C12 C11 120.67(15) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C7 C8 C3 123.08(18) . . ? C7 C8 H8 118.5 . . ? C3 C8 H8 118.5 . . ? C24 C25 C26 120.41(18) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C13 C14 C15 118.68(15) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? N2 C18 C19 131.12(17) . . ? N2 C18 C17 106.25(14) . . ? C19 C18 C17 122.62(17) . . ? C2 C1 Pd1 121.80(11) . . ? C2 C1 H1A 106.9 . . ? Pd1 C1 H1A 106.9 . . ? C2 C1 H1B 106.9 . . ? Pd1 C1 H1B 106.9 . . ? H1A C1 H1B 106.7 . . ? C25 C26 C27 120.12(18) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C2 C10 H10A 109.5 . . ? C2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C6 C7 C8 119.87(17) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? C2 C9 H9A 109.5 . . ? C2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C21 C22 C17 116.83(18) . . ? C21 C22 H22 121.6 . . ? C17 C22 H22 121.6 . . ? C20 C19 C18 116.46(18) . . ? C20 C19 H19 121.8 . . ? C18 C19 H19 121.8 . . ? C19 C20 C21 121.24(17) . . ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.4 . . ? C22 C21 C20 122.33(18) . . ? C22 C21 H21 118.8 . . ? C20 C21 H21 118.8 . . ? 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 Pd1 N3 C11 -34.38(15) . . . . ? N1 Pd1 N3 C11 156.84(15) . . . . ? C1 Pd1 N3 C15 147.42(11) . . . . ? N1 Pd1 N3 C15 -21.36(11) . . . . ? C1 Pd1 N1 C16 -56.9(3) . . . . ? N3 Pd1 N1 C16 27.69(10) . . . . ? Br1 Pd1 N1 C16 -153.95(10) . . . . ? C1 Pd1 N1 C17 87.1(4) . . . . ? N3 Pd1 N1 C17 171.65(18) . . . . ? Br1 Pd1 N1 C17 -9.99(18) . . . . ? C16 N2 C23 C28 -125.06(19) . . . . ? C18 N2 C23 C28 68.0(2) . . . . ? C16 N2 C23 C24 55.8(2) . . . . ? C18 N2 C23 C24 -111.09(19) . . . . ? C6 C5 C4 C3 -2.2(3) . . . . ? C6 C5 C4 C11 179.19(15) . . . . ? C11 N3 C15 C14 5.2(2) . . . . ? Pd1 N3 C15 C14 -176.33(13) . . . . ? C11 N3 C15 C16 -166.87(14) . . . . ? Pd1 N3 C15 C16 11.55(16) . . . . ? C5 C4 C3 C8 1.1(2) . . . . ? C11 C4 C3 C8 179.58(16) . . . . ? C5 C4 C3 C2 178.34(16) . . . . ? C11 C4 C3 C2 -3.2(3) . . . . ? C8 C3 C2 C1 97.84(19) . . . . ? C4 C3 C2 C1 -79.3(2) . . . . ? C8 C3 C2 C10 -136.64(18) . . . . ? C4 C3 C2 C10 46.3(2) . . . . ? C8 C3 C2 C9 -17.7(2) . . . . ? C4 C3 C2 C9 165.24(17) . . . . ? C17 N1 C16 N2 -0.95(18) . . . . ? Pd1 N1 C16 N2 156.02(11) . . . . ? C17 N1 C16 C15 171.40(14) . . . . ? Pd1 N1 C16 C15 -31.63(17) . . . . ? C18 N2 C16 N1 1.10(18) . . . . ? C23 N2 C16 N1 -167.66(15) . . . . ? C18 N2 C16 C15 -170.49(15) . . . . ? C23 N2 C16 C15 20.7(3) . . . . ? N3 C15 C16 N1 15.1(2) . . . . ? C14 C15 C16 N1 -156.98(16) . . . . ? N3 C15 C16 N2 -173.83(15) . . . . ? C14 C15 C16 N2 14.1(3) . . . . ? C15 N3 C11 C12 -5.2(2) . . . . ? Pd1 N3 C11 C12 176.73(11) . . . . ? C15 N3 C11 C4 168.61(15) . . . . ? Pd1 N3 C11 C4 -9.5(2) . . . . ? C5 C4 C11 N3 -124.02(17) . . . . ? C3 C4 C11 N3 57.4(2) . . . . ? C5 C4 C11 C12 50.0(2) . . . . ? C3 C4 C11 C12 -128.57(18) . . . . ? C4 C5 C6 C7 1.7(3) . . . . ? C28 C23 C24 C25 2.5(3) . . . . ? N2 C23 C24 C25 -178.43(16) . . . . ? C16 N1 C17 C22 -177.53(18) . . . . ? Pd1 N1 C17 C22 38.5(3) . . . . ? C16 N1 C17 C18 0.41(18) . . . . ? Pd1 N1 C17 C18 -143.59(14) . . . . ? C24 C23 C28 C27 -1.2(3) . . . . ? N2 C23 C28 C27 179.65(16) . . . . ? C26 C27 C28 C23 -1.3(3) . . . . ? C14 C13 C12 C11 3.2(2) . . . . ? N3 C11 C12 C13 1.0(2) . . . . ? C4 C11 C12 C13 -172.98(15) . . . . ? C4 C3 C8 C7 0.3(3) . . . . ? C2 C3 C8 C7 -176.96(18) . . . . ? C23 C24 C25 C26 -1.2(3) . . . . ? C12 C13 C14 C15 -3.2(2) . . . . ? N3 C15 C14 C13 -1.0(2) . . . . ? C16 C15 C14 C13 170.29(15) . . . . ? C16 N2 C18 C19 179.88(18) . . . . ? C23 N2 C18 C19 -10.8(3) . . . . ? C16 N2 C18 C17 -0.78(17) . . . . ? C23 N2 C18 C17 168.55(15) . . . . ? N1 C17 C18 N2 0.24(18) . . . . ? C22 C17 C18 N2 178.43(15) . . . . ? N1 C17 C18 C19 179.65(16) . . . . ? C22 C17 C18 C19 -2.2(3) . . . . ? C3 C2 C1 Pd1 65.71(18) . . . . ? C10 C2 C1 Pd1 -60.2(2) . . . . ? C9 C2 C1 Pd1 -175.46(14) . . . . ? N3 Pd1 C1 C2 -0.67(16) . . . . ? N1 Pd1 C1 C2 81.7(4) . . . . ? Br1 Pd1 C1 C2 179.66(15) . . . . ? C24 C25 C26 C27 -1.3(3) . . . . ? C28 C27 C26 C25 2.5(3) . . . . ? C5 C6 C7 C8 -0.2(3) . . . . ? C3 C8 C7 C6 -0.8(3) . . . . ? N1 C17 C22 C21 178.15(18) . . . . ? C18 C17 C22 C21 0.4(3) . . . . ? N2 C18 C19 C20 -178.92(17) . . . . ? C17 C18 C19 C20 1.8(3) . . . . ? C18 C19 C20 C21 0.1(3) . . . . ? C17 C22 C21 C20 1.5(3) . . . . ? C19 C20 C21 C22 -1.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.875 _refine_diff_density_min -0.632 _refine_diff_density_rms 0.076