#------------------------------------------------------------------------------ #$Date: 2014-03-11 07:04:49 +0000 (Tue, 11 Mar 2014) $ #$Revision: 104428 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/20/7112071.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7112071 loop_ _publ_author_name 'Fengrui Qu' 'Julia R. Khusnutdinova' 'Nigam P. Rath' 'Liviu M. Mirica' _publ_section_title ; Dioxygen activation by an organometallic Pd(II) precursor: formation of a Pd(IV)-OH complex and its C-O bond formation reactivity ; _journal_name_full Chem.Commun. _journal_page_first 3036 _journal_volume 50 _journal_year 2014 _chemical_formula_moiety 'C19 H33 N3 Pd' _chemical_formula_sum 'C19 H33 N3 Pd' _chemical_formula_weight 409.88 _chemical_name_systematic ; ? ; _space_group_IT_number 9 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C -2yc' _symmetry_space_group_name_H-M 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 113.96(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 12.010(5) _cell_length_b 14.065(5) _cell_length_c 12.461(5) _cell_measurement_reflns_used 8229 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 26.85 _cell_measurement_theta_min 2.35 _cell_volume 1923.5(13) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0592 _diffrn_reflns_av_sigmaI/netI 0.0520 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 16565 _diffrn_reflns_theta_full 26.85 _diffrn_reflns_theta_max 26.85 _diffrn_reflns_theta_min 2.35 _exptl_absorpt_coefficient_mu 0.969 _exptl_absorpt_correction_T_max 0.9523 _exptl_absorpt_correction_T_min 0.8130 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'sadabs v2008/1' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_meas no _exptl_crystal_density_method 'not measured' _exptl_crystal_description rectangular _exptl_crystal_F_000 856 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.321 _refine_diff_density_min -0.341 _refine_diff_density_rms 0.060 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 213 _refine_ls_number_reflns 4071 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.010 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0260 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0130P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.0542 _reflns_number_gt 3779 _reflns_number_total 4071 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL lm15812/lt/smart/Fengrui/Me3tacnPdII in Cc CELL 0.71073 12.0104 14.0647 12.4613 90.000 113.961 90.000 ZERR 4.00 0.0047 0.0052 0.0050 0.000 0.020 0.000 LATT -7 SYMM X, -Y, 0.5+Z SFAC C H N PD UNIT 76 132 12 4 TEMP -173.0 SIZE 0.051 0.132 0.223 OMIT -3.0 L.S. 10 PLAN 5 wpdb -2 list 4 bond $h htab HTAB C16 N2 conf more 2 fmap 2 acta WGHT 0.013000 FVAR 0.09756 PD1 4 0.320379 0.199581 0.522691 11.00000 0.01922 0.01538 = 0.01903 0.00002 0.00896 -0.00176 N1 3 0.348613 0.212660 0.709146 11.00000 0.01969 0.02139 = 0.01655 -0.00173 0.00627 -0.00675 N2 3 0.118699 0.066905 0.598544 11.00000 0.02501 0.02185 = 0.03541 -0.00640 0.01594 -0.00879 N3 3 0.355090 0.046363 0.574621 11.00000 0.01763 0.02164 = 0.02922 0.00258 0.01176 0.00396 C1 1 0.280450 0.333856 0.462974 11.00000 0.01477 0.01712 = 0.02062 -0.00375 0.00391 -0.00580 C2 1 0.227087 0.404424 0.506600 11.00000 0.01455 0.02191 = 0.02928 -0.00349 0.01004 -0.00610 AFIX 43 H2 2 0.207772 0.390228 0.571606 11.00000 -1.20000 AFIX 0 C3 1 0.201865 0.494843 0.456549 11.00000 0.02131 0.01983 = 0.03563 -0.00284 0.00864 -0.00034 AFIX 43 H3 2 0.165496 0.541177 0.487601 11.00000 -1.20000 AFIX 0 C4 1 0.229016 0.517375 0.363202 11.00000 0.02728 0.01897 = 0.03642 0.00508 0.01191 0.00059 AFIX 43 H4 2 0.214528 0.579792 0.331337 11.00000 -1.20000 AFIX 0 C5 1 0.278242 0.447952 0.314959 11.00000 0.02456 0.02512 = 0.02417 0.00322 0.01058 -0.00403 AFIX 43 H5 2 0.295286 0.462576 0.248733 11.00000 -1.20000 AFIX 0 C6 1 0.302417 0.356821 0.364326 11.00000 0.01351 0.01592 = 0.02668 -0.00180 0.00534 -0.00194 C7 1 0.351990 0.274287 0.316731 11.00000 0.02621 0.02215 = 0.02003 -0.00138 0.01229 -0.00313 C8 1 0.305315 0.184764 0.356917 11.00000 0.03009 0.01913 = 0.02912 -0.00298 0.01226 -0.00273 AFIX 23 H8A 2 0.353011 0.128796 0.351996 11.00000 -1.20000 H8B 2 0.218916 0.173677 0.304010 11.00000 -1.20000 AFIX 0 C9 1 0.307203 0.277761 0.183669 11.00000 0.04368 0.03307 = 0.01978 -0.00404 0.01388 -0.00913 AFIX 137 H9A 2 0.217933 0.279097 0.147909 11.00000 -1.50000 H9B 2 0.336043 0.221351 0.156409 11.00000 -1.50000 H9C 2 0.338795 0.335072 0.161015 11.00000 -1.50000 AFIX 0 C10 1 0.491496 0.275491 0.372759 11.00000 0.02626 0.02909 = 0.02893 -0.00160 0.01246 0.00045 AFIX 137 H10A 2 0.520883 0.333958 0.350200 11.00000 -1.50000 H10B 2 0.522563 0.220280 0.345511 11.00000 -1.50000 H10C 2 0.520321 0.273004 0.458422 11.00000 -1.50000 AFIX 0 C11 1 0.233492 0.205093 0.728550 11.00000 0.02937 0.02457 = 0.02503 -0.00334 0.01632 -0.00556 AFIX 23 H11A 2 0.214678 0.268679 0.750957 11.00000 -1.20000 H11B 2 0.249014 0.162097 0.796024 11.00000 -1.20000 AFIX 0 C12 1 0.120139 0.168913 0.624326 11.00000 0.01816 0.02334 = 0.03155 -0.00327 0.01182 -0.00405 AFIX 23 H12A 2 0.047436 0.183656 0.639850 11.00000 -1.20000 H12B 2 0.112565 0.204827 0.553361 11.00000 -1.20000 AFIX 0 C13 1 0.125407 0.039903 0.489499 11.00000 0.01985 0.01697 = 0.03054 -0.00236 0.00789 -0.00391 AFIX 23 H13A 2 0.116652 0.097670 0.441336 11.00000 -1.20000 H13B 2 0.056082 -0.002642 0.445703 11.00000 -1.20000 AFIX 0 C14 1 0.244904 -0.010817 0.505400 11.00000 0.02910 0.01508 = 0.02788 -0.00136 0.01096 0.00209 AFIX 23 H14A 2 0.249400 -0.072341 0.545553 11.00000 -1.20000 H14B 2 0.244065 -0.024408 0.427124 11.00000 -1.20000 AFIX 0 C15 1 0.434639 0.131776 0.763061 11.00000 0.02416 0.02895 = 0.02649 0.00602 0.00916 0.00346 AFIX 23 H15A 2 0.449967 0.126355 0.847112 11.00000 -1.20000 H15B 2 0.513371 0.145061 0.758124 11.00000 -1.20000 AFIX 0 C16 1 0.384094 0.038880 0.701980 11.00000 0.02151 0.02564 = 0.02566 0.00867 0.00782 0.00501 AFIX 23 H16A 2 0.444579 -0.012359 0.737019 11.00000 -1.20000 H16B 2 0.309411 0.022285 0.713173 11.00000 -1.20000 AFIX 0 C17 1 0.415513 0.300945 0.767659 11.00000 0.03425 0.03034 = 0.02341 -0.00843 0.00847 -0.01257 AFIX 137 H17A 2 0.495010 0.302557 0.763014 11.00000 -1.50000 H17B 2 0.427285 0.301120 0.850224 11.00000 -1.50000 H17C 2 0.368017 0.356925 0.728026 11.00000 -1.50000 AFIX 0 C18 1 0.042380 0.008365 0.635214 11.00000 0.03145 0.03235 = 0.03676 0.00029 0.01306 -0.00968 AFIX 137 H18A 2 0.060061 0.021309 0.717824 11.00000 -1.50000 H18B 2 0.058435 -0.058785 0.625980 11.00000 -1.50000 H18C 2 -0.043375 0.022667 0.586833 11.00000 -1.50000 AFIX 0 C19 1 0.460001 0.009322 0.554540 11.00000 0.02530 0.03045 = 0.03376 -0.00179 0.01213 0.00427 AFIX 137 H19A 2 0.446198 0.019338 0.472266 11.00000 -1.50000 H19B 2 0.469315 -0.058822 0.572397 11.00000 -1.50000 H19C 2 0.534160 0.042854 0.605622 11.00000 -1.50000 HKLF 4 REM lm15812/lt/smart/Fengrui/Me3tacnPdII in Cc REM R1 = 0.0260 for 3779 Fo > 4sig(Fo) and 0.0299 for all 4071 data REM 213 parameters refined using 2 restraints END WGHT 0.0130 0.0000 REM Highest difference peak 0.321, deepest hole -0.341, 1-sigma level 0.060 Q1 1 0.3237 0.0854 0.5242 11.00000 0.05 0.32 Q2 1 0.3231 0.2991 0.5220 11.00000 0.05 0.32 Q3 1 0.3417 0.3166 0.3417 11.00000 0.05 0.27 Q4 1 0.3220 0.1670 0.4326 11.00000 0.05 0.23 Q5 1 0.1222 0.1203 0.6024 11.00000 0.05 0.23 ; _[local]_cod_data_source_file c3cc49387c.txt _[local]_cod_data_source_block l15812 _[local]_cod_cif_authors_sg_H-M Cc _cod_original_cell_volume 1923.6(13) _cod_database_code 7112071 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' 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 Pd1 Pd 0.32038(2) 0.199581(12) 0.52269(2) 0.01749(6) Uani 1 1 d . N1 N 0.3486(4) 0.2127(2) 0.7091(4) 0.0196(8) Uani 1 1 d . N2 N 0.1187(2) 0.06690(17) 0.5985(2) 0.0262(6) Uani 1 1 d . N3 N 0.3551(2) 0.04636(18) 0.5746(2) 0.0221(6) Uani 1 1 d . C1 C 0.2804(3) 0.3339(2) 0.4630(3) 0.0186(6) Uani 1 1 d . C2 C 0.2271(3) 0.4044(2) 0.5066(3) 0.0215(6) Uani 1 1 d . H2 H 0.2078 0.3902 0.5716 0.026 Uiso 1 1 calc R C3 C 0.2019(3) 0.4948(2) 0.4565(3) 0.0265(7) Uani 1 1 d . H3 H 0.1655 0.5412 0.4876 0.032 Uiso 1 1 calc R C4 C 0.2290(3) 0.5174(2) 0.3632(3) 0.0279(7) Uani 1 1 d . H4 H 0.2145 0.5798 0.3313 0.033 Uiso 1 1 calc R C5 C 0.2782(3) 0.4480(2) 0.3150(3) 0.0244(7) Uani 1 1 d . H5 H 0.2953 0.4626 0.2487 0.029 Uiso 1 1 calc R C6 C 0.3024(3) 0.3568(2) 0.3643(3) 0.0196(6) Uani 1 1 d . C7 C 0.3520(3) 0.2743(2) 0.3167(3) 0.0219(7) Uani 1 1 d . C8 C 0.3053(5) 0.1848(3) 0.3569(5) 0.0260(11) Uani 1 1 d . H8A H 0.3530 0.1288 0.3520 0.031 Uiso 1 1 calc R H8B H 0.2189 0.1737 0.3040 0.031 Uiso 1 1 calc R C9 C 0.3072(3) 0.2778(2) 0.1837(3) 0.0319(8) Uani 1 1 d . H9A H 0.2179 0.2791 0.1479 0.048 Uiso 1 1 calc R H9B H 0.3360 0.2214 0.1564 0.048 Uiso 1 1 calc R H9C H 0.3388 0.3351 0.1610 0.048 Uiso 1 1 calc R C10 C 0.4915(3) 0.2755(2) 0.3728(3) 0.0277(7) Uani 1 1 d . H10A H 0.5209 0.3340 0.3502 0.042 Uiso 1 1 calc R H10B H 0.5226 0.2203 0.3455 0.042 Uiso 1 1 calc R H10C H 0.5203 0.2730 0.4584 0.042 Uiso 1 1 calc R C11 C 0.2335(3) 0.2051(2) 0.7285(3) 0.0246(7) Uani 1 1 d . H11A H 0.2147 0.2687 0.7510 0.030 Uiso 1 1 calc R H11B H 0.2490 0.1621 0.7960 0.030 Uiso 1 1 calc R C12 C 0.1201(3) 0.1689(2) 0.6243(3) 0.0238(7) Uani 1 1 d . H12A H 0.0474 0.1837 0.6398 0.029 Uiso 1 1 calc R H12B H 0.1126 0.2048 0.5534 0.029 Uiso 1 1 calc R C13 C 0.1254(3) 0.0399(2) 0.4895(3) 0.0232(7) Uani 1 1 d . H13A H 0.1167 0.0977 0.4413 0.028 Uiso 1 1 calc R H13B H 0.0561 -0.0026 0.4457 0.028 Uiso 1 1 calc R C14 C 0.2449(3) -0.0108(2) 0.5054(3) 0.0242(7) Uani 1 1 d . H14A H 0.2494 -0.0723 0.5456 0.029 Uiso 1 1 calc R H14B H 0.2441 -0.0244 0.4271 0.029 Uiso 1 1 calc R C15 C 0.4346(3) 0.1318(2) 0.7631(3) 0.0269(7) Uani 1 1 d . H15A H 0.4500 0.1264 0.8471 0.032 Uiso 1 1 calc R H15B H 0.5134 0.1451 0.7581 0.032 Uiso 1 1 calc R C16 C 0.3841(3) 0.0389(2) 0.7020(3) 0.0248(7) Uani 1 1 d . H16A H 0.4446 -0.0124 0.7370 0.030 Uiso 1 1 calc R H16B H 0.3094 0.0223 0.7132 0.030 Uiso 1 1 calc R C17 C 0.4155(3) 0.3009(2) 0.7677(3) 0.0304(8) Uani 1 1 d . H17A H 0.4950 0.3026 0.7630 0.046 Uiso 1 1 calc R H17B H 0.4273 0.3011 0.8502 0.046 Uiso 1 1 calc R H17C H 0.3680 0.3569 0.7280 0.046 Uiso 1 1 calc R C18 C 0.0424(3) 0.0084(2) 0.6352(3) 0.0338(8) Uani 1 1 d . H18A H 0.0601 0.0213 0.7178 0.051 Uiso 1 1 calc R H18B H 0.0584 -0.0588 0.6260 0.051 Uiso 1 1 calc R H18C H -0.0434 0.0227 0.5868 0.051 Uiso 1 1 calc R C19 C 0.4600(3) 0.0093(3) 0.5545(3) 0.0298(8) Uani 1 1 d . H19A H 0.4462 0.0193 0.4723 0.045 Uiso 1 1 calc R H19B H 0.4693 -0.0588 0.5724 0.045 Uiso 1 1 calc R H19C H 0.5342 0.0429 0.6056 0.045 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 0.01922(10) 0.01538(9) 0.01903(10) 0.00002(15) 0.00896(8) -0.00176(15) N1 0.0197(17) 0.0214(16) 0.0166(18) -0.0017(14) 0.0063(14) -0.0067(14) N2 0.0250(15) 0.0218(14) 0.0354(16) -0.0064(12) 0.0159(13) -0.0088(11) N3 0.0176(14) 0.0216(13) 0.0292(15) 0.0026(11) 0.0118(12) 0.0040(10) C1 0.0148(15) 0.0171(14) 0.0206(16) -0.0037(13) 0.0039(13) -0.0058(12) C2 0.0145(15) 0.0219(16) 0.0293(17) -0.0035(14) 0.0100(13) -0.0061(13) C3 0.0213(18) 0.0198(16) 0.036(2) -0.0028(14) 0.0086(16) -0.0003(13) C4 0.0273(18) 0.0190(16) 0.036(2) 0.0051(14) 0.0119(16) 0.0006(13) C5 0.0246(17) 0.0251(16) 0.0242(17) 0.0032(14) 0.0106(15) -0.0040(13) C6 0.0135(15) 0.0159(15) 0.0267(17) -0.0018(13) 0.0053(13) -0.0019(12) C7 0.0262(17) 0.0221(15) 0.0200(17) -0.0014(13) 0.0123(14) -0.0031(13) C8 0.030(3) 0.0191(18) 0.029(3) -0.0030(19) 0.012(2) -0.0027(17) C9 0.044(2) 0.0331(18) 0.0198(18) -0.0040(15) 0.0139(17) -0.0091(16) C10 0.0263(19) 0.0291(17) 0.0289(19) -0.0016(15) 0.0125(16) 0.0005(14) C11 0.0294(18) 0.0246(17) 0.0250(18) -0.0033(13) 0.0163(16) -0.0056(13) C12 0.0182(16) 0.0233(15) 0.0315(19) -0.0033(14) 0.0118(15) -0.0041(13) C13 0.0199(18) 0.0170(16) 0.0305(19) -0.0024(14) 0.0079(16) -0.0039(13) C14 0.029(2) 0.0151(16) 0.0279(18) -0.0014(13) 0.0110(18) 0.0021(15) C15 0.0242(18) 0.0290(17) 0.0265(18) 0.0060(14) 0.0092(15) 0.0035(14) C16 0.0215(16) 0.0256(16) 0.0257(18) 0.0087(14) 0.0078(14) 0.0050(13) C17 0.034(2) 0.0303(19) 0.0234(19) -0.0084(14) 0.0085(16) -0.0126(15) C18 0.031(2) 0.0324(19) 0.037(2) 0.0003(16) 0.0131(18) -0.0097(15) C19 0.025(2) 0.030(2) 0.034(2) -0.0018(17) 0.012(2) 0.0043(17) 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C8 Pd1 C1 78.99(14) C8 Pd1 N1 176.5(2) C1 Pd1 N1 102.80(12) C8 Pd1 N3 97.22(12) C1 Pd1 N3 175.42(11) N1 Pd1 N3 81.12(10) C17 N1 C15 106.0(3) C17 N1 C11 109.1(3) C15 N1 C11 112.7(3) C17 N1 Pd1 113.8(3) C15 N1 Pd1 101.0(2) C11 N1 Pd1 113.9(3) C18 N2 C13 115.8(3) C18 N2 C12 116.2(3) C13 N2 C12 117.5(3) C19 N3 C16 108.1(3) C19 N3 C14 109.3(3) C16 N3 C14 110.4(2) C19 N3 Pd1 111.2(2) C16 N3 Pd1 108.21(18) C14 N3 Pd1 109.58(19) C6 C1 C2 117.1(3) C6 C1 Pd1 116.1(2) C2 C1 Pd1 126.6(2) C3 C2 C1 121.4(3) C3 C2 H2 119.3 C1 C2 H2 119.3 C4 C3 C2 120.6(3) C4 C3 H3 119.7 C2 C3 H3 119.7 C3 C4 C5 119.5(3) C3 C4 H4 120.2 C5 C4 H4 120.2 C4 C5 C6 119.9(3) C4 C5 H5 120.0 C6 C5 H5 120.0 C1 C6 C5 121.3(3) C1 C6 C7 114.1(3) C5 C6 C7 124.6(3) C9 C7 C6 112.1(3) C9 C7 C10 109.5(3) C6 C7 C10 109.9(3) C9 C7 C8 111.5(3) C6 C7 C8 104.1(3) C10 C7 C8 109.6(3) C7 C8 Pd1 110.9(3) C7 C8 H8A 109.5 Pd1 C8 H8A 109.5 C7 C8 H8B 109.5 Pd1 C8 H8B 109.5 H8A C8 H8B 108.1 C7 C9 H9A 109.5 C7 C9 H9B 109.5 H9A C9 H9B 109.5 C7 C9 H9C 109.5 H9A C9 H9C 109.5 H9B C9 H9C 109.5 C7 C10 H10A 109.5 C7 C10 H10B 109.5 H10A C10 H10B 109.5 C7 C10 H10C 109.5 H10A C10 H10C 109.5 H10B C10 H10C 109.5 N1 C11 C12 116.4(3) N1 C11 H11A 108.2 C12 C11 H11A 108.2 N1 C11 H11B 108.2 C12 C11 H11B 108.2 H11A C11 H11B 107.3 N2 C12 C11 115.8(3) N2 C12 H12A 108.3 C11 C12 H12A 108.3 N2 C12 H12B 108.3 C11 C12 H12B 108.3 H12A C12 H12B 107.4 N2 C13 C14 113.9(3) N2 C13 H13A 108.8 C14 C13 H13A 108.8 N2 C13 H13B 108.8 C14 C13 H13B 108.8 H13A C13 H13B 107.7 N3 C14 C13 112.7(3) N3 C14 H14A 109.0 C13 C14 H14A 109.0 N3 C14 H14B 109.0 C13 C14 H14B 109.0 H14A C14 H14B 107.8 N1 C15 C16 111.6(3) N1 C15 H15A 109.3 C16 C15 H15A 109.3 N1 C15 H15B 109.3 C16 C15 H15B 109.3 H15A C15 H15B 108.0 N3 C16 C15 110.5(2) N3 C16 H16A 109.6 C15 C16 H16A 109.6 N3 C16 H16B 109.6 C15 C16 H16B 109.6 H16A C16 H16B 108.1 N1 C17 H17A 109.5 N1 C17 H17B 109.5 H17A C17 H17B 109.5 N1 C17 H17C 109.5 H17A C17 H17C 109.5 H17B C17 H17C 109.5 N2 C18 H18A 109.5 N2 C18 H18B 109.5 H18A C18 H18B 109.5 N2 C18 H18C 109.5 H18A C18 H18C 109.5 H18B C18 H18C 109.5 N3 C19 H19A 109.5 N3 C19 H19B 109.5 H19A C19 H19B 109.5 N3 C19 H19C 109.5 H19A C19 H19C 109.5 H19B C19 H19C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Pd1 C8 2.010(6) Pd1 C1 2.015(3) Pd1 N1 2.215(4) Pd1 N3 2.240(3) N1 C17 1.498(4) N1 C15 1.500(5) N1 C11 1.501(5) N2 C18 1.438(4) N2 C13 1.444(4) N2 C12 1.469(4) N3 C19 1.476(4) N3 C16 1.484(4) N3 C14 1.488(4) C1 C6 1.396(4) C1 C2 1.405(4) C2 C3 1.394(4) C2 H2 0.9500 C3 C4 1.367(4) C3 H3 0.9500 C4 C5 1.398(4) C4 H4 0.9500 C5 C6 1.400(4) C5 H5 0.9500 C6 C7 1.530(4) C7 C9 1.522(4) C7 C10 1.531(5) C7 C8 1.542(5) C8 H8A 0.9900 C8 H8B 0.9900 C9 H9A 0.9800 C9 H9B 0.9800 C9 H9C 0.9800 C10 H10A 0.9800 C10 H10B 0.9800 C10 H10C 0.9800 C11 C12 1.537(5) C11 H11A 0.9900 C11 H11B 0.9900 C12 H12A 0.9900 C12 H12B 0.9900 C13 C14 1.542(4) C13 H13A 0.9900 C13 H13B 0.9900 C14 H14A 0.9900 C14 H14B 0.9900 C15 C16 1.510(4) C15 H15A 0.9900 C15 H15B 0.9900 C16 H16A 0.9900 C16 H16B 0.9900 C17 H17A 0.9800 C17 H17B 0.9800 C17 H17C 0.9800 C18 H18A 0.9800 C18 H18B 0.9800 C18 H18C 0.9800 C19 H19A 0.9800 C19 H19B 0.9800 C19 H19C 0.9800 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C16 H16B N2 0.99 2.24 2.939(4) 126.4 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 C1 Pd1 N1 C17 -39.7(3) N3 Pd1 N1 C17 142.7(3) C1 Pd1 N1 C15 -152.8(2) N3 Pd1 N1 C15 29.6(2) C1 Pd1 N1 C11 86.1(2) N3 Pd1 N1 C11 -91.5(2) C8 Pd1 N3 C19 55.1(3) N1 Pd1 N3 C19 -121.8(2) C8 Pd1 N3 C16 173.6(2) N1 Pd1 N3 C16 -3.2(2) C8 Pd1 N3 C14 -65.9(3) N1 Pd1 N3 C14 117.2(2) C8 Pd1 C1 C6 -20.3(3) N1 Pd1 C1 C6 156.6(2) C8 Pd1 C1 C2 156.1(3) N1 Pd1 C1 C2 -27.0(3) C6 C1 C2 C3 -2.6(4) Pd1 C1 C2 C3 -178.9(2) C1 C2 C3 C4 -0.2(5) C2 C3 C4 C5 2.4(5) C3 C4 C5 C6 -1.7(5) C2 C1 C6 C5 3.3(4) Pd1 C1 C6 C5 -180.0(2) C2 C1 C6 C7 -175.8(3) Pd1 C1 C6 C7 0.9(3) C4 C5 C6 C1 -1.2(5) C4 C5 C6 C7 177.8(3) C1 C6 C7 C9 146.3(3) C5 C6 C7 C9 -32.8(4) C1 C6 C7 C10 -91.7(3) C5 C6 C7 C10 89.2(4) C1 C6 C7 C8 25.7(4) C5 C6 C7 C8 -153.4(3) C9 C7 C8 Pd1 -162.7(3) C6 C7 C8 Pd1 -41.7(4) C10 C7 C8 Pd1 75.9(4) C1 Pd1 C8 C7 34.7(3) N3 Pd1 C8 C7 -147.9(3) C17 N1 C11 C12 140.8(3) C15 N1 C11 C12 -101.7(4) Pd1 N1 C11 C12 12.6(3) C18 N2 C12 C11 103.5(3) C13 N2 C12 C11 -113.0(3) N1 C11 C12 N2 73.4(4) C18 N2 C13 C14 -103.9(3) C12 N2 C13 C14 112.4(3) C19 N3 C14 C13 -162.1(3) C16 N3 C14 C13 79.2(3) Pd1 N3 C14 C13 -39.9(3) N2 C13 C14 N3 -56.3(4) C17 N1 C15 C16 -173.4(3) C11 N1 C15 C16 67.4(4) Pd1 N1 C15 C16 -54.5(3) C19 N3 C16 C15 95.6(3) C14 N3 C16 C15 -144.9(3) Pd1 N3 C16 C15 -25.0(3) N1 C15 C16 N3 56.5(4)