#------------------------------------------------------------------------------ #$Date: 2020-04-28 01:37:23 +0300 (Tue, 28 Apr 2020) $ #$Revision: 251199 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/04/7240410.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_7240410 loop_ _publ_author_name 'Kusakawa, Takumi' 'Goto, Takayuki' 'Hori, Akiko' _publ_section_title ; Supramolecular association of M2+⋯\p induced by different electrostatic properties using naphthyl substituted \b-diketonate complexes (metal = Cu, Pd, Pt) ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D0CE00416B _journal_year 2020 _chemical_formula_moiety 'C46 H30 O4 Pd' _chemical_formula_sum 'C46 H30 O4 Pd' _chemical_formula_weight 753.10 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method 'APEX3 v2018.7-2' _audit_update_record ; 2020-02-18 deposited with the CCDC. 2020-04-14 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 109.919(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 35.924(6) _cell_length_b 6.0389(11) _cell_length_c 16.287(3) _cell_measurement_reflns_used 102 _cell_measurement_temperature 100 _cell_measurement_theta_max 27.7022 _cell_measurement_theta_min 3.4906 _cell_volume 3321.9(10) _computing_cell_refinement 'APEX3 v2018.7-2 (Bruker AXS)' _computing_data_collection 'Bruker Instrument Service vV6.2.6' _computing_data_reduction 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_molecular_graphics 'shelXle (C.B. Huebschle, rev 924)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100 _diffrn_detector_area_resol_mean 7.3910 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker D8 Goniometer' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1259 _diffrn_reflns_av_unetI/netI 0.0812 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 17498 _diffrn_reflns_theta_full 25.03 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_min 2.52 _exptl_absorpt_coefficient_mu 0.607 _exptl_absorpt_correction_T_max 0.97 _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 1536 _exptl_crystal_size_max 0.128 _exptl_crystal_size_mid 0.124 _exptl_crystal_size_min 0.045 _refine_diff_density_max 0.445 _refine_diff_density_min -0.869 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 232 _refine_ls_number_reflns 2927 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all 0.0816 _refine_ls_R_factor_gt 0.0453 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0336P)^2^+6.4144P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0910 _refine_ls_wR_factor_ref 0.1095 _reflns_number_gt 2046 _reflns_number_total 2927 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ce00416b2.cif _cod_data_source_block 'global_CCDC3' _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_database_code 7240410 _shelx_shelxl_version_number 2016/6 _shelx_res_file ; TITL C2c_a.res in C2/c C2c_a.res created by SHELXL-2018/3 at 15:55:08 on 17-Feb-2020 REM Old TITL C2c in C2/c REM SHELXT solution in C2/c REM R1 0.121, Rweak 0.004, Alpha 0.039, Orientation as input REM Formula found by SHELXT: C46 O4 Pd CELL 0.71073 35.9235 6.0389 16.2866 90.000 109.919 90.000 ZERR 4.000 0.0060 0.0011 0.0025 0.000 0.005 0.000 LATT 7 SYMM -X, Y, 1/2-Z SFAC C H O PD UNIT 184 120 16 4 TEMP -173.200 L.S. 10 BOND $H LIST 6 SHEL 20 0.84 FMAP 2 size 0.128 0.124 0.045 acta PLAN 20 WGHT 0.033600 6.414402 FVAR 0.15860 C1 1 0.374170 0.156704 0.306568 11.00000 0.02669 0.01986 = 0.01567 0.00036 0.00649 -0.00024 AFIX 43 H1 2 0.381601 0.026504 0.341036 11.00000 -1.20000 AFIX 0 C2 1 0.334026 0.185949 0.253946 11.00000 0.01778 0.02277 = 0.01871 -0.00322 0.00456 -0.00085 C3 1 0.304467 0.024820 0.249330 11.00000 0.02420 0.02337 = 0.01985 0.00055 0.00473 0.00127 AFIX 43 H3 2 0.311436 -0.104222 0.284636 11.00000 -1.20000 AFIX 0 C4 1 0.266249 0.052321 0.195051 11.00000 0.02511 0.03137 = 0.02450 -0.00104 0.00769 -0.00109 AFIX 43 H4 2 0.246880 -0.057095 0.192464 11.00000 -1.20000 AFIX 0 C5 1 0.255687 0.245471 0.142563 11.00000 0.02292 0.03986 = 0.01913 0.00099 0.00437 0.00317 AFIX 43 H5 2 0.229246 0.263560 0.103958 11.00000 -1.20000 AFIX 0 C6 1 0.283067 0.405099 0.146982 11.00000 0.02729 0.03186 = 0.02158 0.00168 0.00734 0.00864 AFIX 43 H6 2 0.275288 0.534300 0.112030 11.00000 -1.20000 AFIX 0 C7 1 0.322893 0.382367 0.202618 11.00000 0.01869 0.02530 = 0.02143 0.00125 0.01196 0.00223 C8 1 0.352653 0.539934 0.207641 11.00000 0.02456 0.02739 = 0.02563 0.00992 0.01041 0.00837 AFIX 43 H8 2 0.345702 0.672168 0.174301 11.00000 -1.20000 AFIX 0 C9 1 0.391069 0.507285 0.259041 11.00000 0.02138 0.02112 = 0.02492 -0.00036 0.00734 -0.00071 AFIX 43 H9 2 0.410274 0.617378 0.261230 11.00000 -1.20000 AFIX 0 C10 1 0.402834 0.311256 0.309376 11.00000 0.02321 0.02187 = 0.01549 -0.00031 0.00831 0.00052 C11 1 0.444831 0.268167 0.364999 11.00000 0.02220 0.02320 = 0.01622 -0.00193 0.00630 0.00073 C12 1 0.475646 0.406725 0.363084 11.00000 0.02307 0.02252 = 0.01907 0.00563 0.00575 0.00228 AFIX 43 H12 2 0.468989 0.518773 0.319536 11.00000 -1.20000 REM ##### AFIX 0 C13 1 0.515025 0.399182 0.417794 11.00000 0.03140 0.01401 = 0.01627 -0.00051 0.01204 0.00514 C14 1 0.544888 0.566769 0.413078 11.00000 0.02102 0.02403 = 0.01685 -0.00002 0.00708 -0.00302 C15 1 0.534246 0.764222 0.361700 11.00000 0.02205 0.01809 = 0.01799 -0.00151 0.00665 0.00142 AFIX 43 H15 2 0.507384 0.789830 0.327046 11.00000 -1.20000 AFIX 0 C16 1 0.562428 0.915354 0.362279 11.00000 0.03305 0.01990 = 0.01833 0.00064 0.00936 0.00283 AFIX 43 H16 2 0.554798 1.045090 0.327598 11.00000 -1.20000 AFIX 0 C17 1 0.602558 0.884953 0.412791 11.00000 0.02980 0.02017 = 0.01828 -0.00351 0.01316 -0.00255 C18 1 0.632926 1.037685 0.414750 11.00000 0.03578 0.02536 = 0.02212 -0.00050 0.01456 -0.00632 AFIX 43 H18 2 0.626118 1.169207 0.380914 11.00000 -1.20000 AFIX 0 C19 1 0.671480 1.000956 0.463701 11.00000 0.03135 0.02924 = 0.02218 -0.00796 0.00687 -0.01523 AFIX 43 H19 2 0.691138 1.106201 0.463718 11.00000 -1.20000 AFIX 0 C20 1 0.682344 0.806085 0.514619 11.00000 0.02552 0.04394 = 0.02227 0.00116 0.00445 -0.01020 AFIX 43 H20 2 0.709302 0.779829 0.548384 11.00000 -1.20000 AFIX 0 C21 1 0.653990 0.655918 0.515098 11.00000 0.02788 0.02820 = 0.01697 0.00180 0.00222 -0.00232 AFIX 43 H21 2 0.661553 0.527022 0.550315 11.00000 -1.20000 AFIX 0 C22 1 0.613912 0.687132 0.464842 11.00000 0.02939 0.02010 = 0.01409 -0.00537 0.00856 -0.00549 C23 1 0.583899 0.532678 0.462564 11.00000 0.02810 0.02005 = 0.01699 0.00356 0.00957 0.00170 AFIX 43 H23 2 0.590986 0.401230 0.496365 11.00000 -1.20000 AFIX 0 O1 3 0.449013 0.093966 0.412757 11.00000 0.01654 0.02356 = 0.02439 0.00587 0.00265 -0.00025 O2 3 0.529885 0.252063 0.476958 11.00000 0.02097 0.02208 = 0.02180 0.00295 0.00581 -0.00604 PD1 4 0.500000 0.000000 0.500000 10.50000 0.01849 0.02112 = 0.01812 0.00327 0.00417 -0.00055 HKLF 4 REM C2c_a.res in C2/c REM wR2 = 0.109494, GooF = S = 1.04622, Restrained GooF = 1.04622 for all data REM R1 = 0.045272 for 2046 Fo > 4sig(Fo) and 0.081632 for all 2927 data REM 232 parameters refined using 0 restraints END WGHT 0.0337 6.3778 REM Highest difference peak 0.445, deepest hole -0.869, 1-sigma level 0.107 Q1 1 0.5000 0.6376 0.2500 10.50000 0.05 0.44 Q2 1 0.4725 0.5701 0.3590 11.00000 0.05 0.44 Q3 1 0.2859 0.0213 0.2064 11.00000 0.05 0.44 Q4 1 0.4721 0.0154 0.4073 11.00000 0.05 0.43 Q5 1 0.5324 0.7394 0.4792 11.00000 0.05 0.42 Q6 1 0.4497 0.1331 0.3723 11.00000 0.05 0.42 Q7 1 0.6137 0.7714 0.4222 11.00000 0.05 0.39 Q8 1 0.2758 -0.1317 0.2470 11.00000 0.05 0.38 Q9 1 0.2822 0.5564 0.1567 11.00000 0.05 0.37 Q10 1 0.2683 0.0030 0.2874 11.00000 0.05 0.37 Q11 1 0.5440 1.0675 0.4199 11.00000 0.05 0.37 Q12 1 0.3894 0.2404 0.3076 11.00000 0.05 0.37 Q13 1 0.4934 0.9970 0.3503 11.00000 0.05 0.37 Q14 1 0.6020 0.8189 0.4577 11.00000 0.05 0.36 Q15 1 0.4452 0.5879 0.3095 11.00000 0.05 0.36 Q16 1 0.4002 0.4859 0.3706 11.00000 0.05 0.34 Q17 1 0.7229 1.0021 0.4983 11.00000 0.05 0.34 Q18 1 0.2636 -0.0698 0.1698 11.00000 0.05 0.34 Q19 1 0.2556 0.5074 0.0096 11.00000 0.05 0.34 Q20 1 0.6398 0.9441 0.4097 11.00000 0.05 0.34 ; _shelx_res_checksum 77514 loop_ _space_group_symop_operation_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' '-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_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C1 0.37417(13) 0.1567(8) 0.3066(3) 0.0209(11) Uani d . . . 1 . . H H1 0.381601 0.026504 0.341036 0.025 Uiso calc U . R 1 . . C C2 0.33403(13) 0.1859(8) 0.2539(3) 0.0202(11) Uani d . . . 1 . . C C3 0.30447(13) 0.0248(9) 0.2493(3) 0.0232(11) Uani d . . . 1 . . H H3 0.311436 -0.104222 0.284636 0.028 Uiso calc U . R 1 . . C C4 0.26625(14) 0.0523(8) 0.1951(3) 0.0272(13) Uani d . . . 1 . . H H4 0.24688 -0.057095 0.192464 0.033 Uiso calc U . R 1 . . C C5 0.25569(14) 0.2455(9) 0.1426(3) 0.0280(12) Uani d . . . 1 . . H H5 0.229246 0.26356 0.103958 0.034 Uiso calc U . R 1 . . C C6 0.28307(14) 0.4051(9) 0.1470(3) 0.0272(12) Uani d . . . 1 . . H H6 0.275288 0.5343 0.11203 0.033 Uiso calc U . R 1 . . C C7 0.32289(13) 0.3824(8) 0.2026(3) 0.0205(11) Uani d . . . 1 . . C C8 0.35265(13) 0.5399(8) 0.2076(3) 0.0254(12) Uani d . . . 1 . . H H8 0.345702 0.672168 0.174301 0.03 Uiso calc U . R 1 . . C C9 0.39107(13) 0.5073(9) 0.2590(3) 0.0226(10) Uani d . . . 1 . . H H9 0.410274 0.617378 0.26123 0.027 Uiso calc U . R 1 . . C C10 0.40283(13) 0.3113(8) 0.3094(3) 0.0197(11) Uani d . . . 1 . . C C11 0.44483(13) 0.2682(8) 0.3650(3) 0.0206(11) Uani d . . . 1 . . C C12 0.47565(13) 0.4067(8) 0.3631(3) 0.0219(11) Uani d . . . 1 . . H H12 0.468989 0.518773 0.319536 0.026 Uiso calc U . R 1 . . C C13 0.51503(14) 0.3992(8) 0.4178(3) 0.0196(10) Uani d . . . 1 . . C C14 0.54489(13) 0.5668(8) 0.4131(3) 0.0205(11) Uani d . . . 1 . . C C15 0.53425(14) 0.7642(8) 0.3617(3) 0.0194(10) Uani d . . . 1 . . H H15 0.507384 0.78983 0.327046 0.023 Uiso calc U . R 1 . . C C16 0.56243(14) 0.9154(8) 0.3623(3) 0.0236(11) Uani d . . . 1 . . H H16 0.554798 1.04509 0.327598 0.028 Uiso calc U . R 1 . . C C17 0.60256(14) 0.8850(8) 0.4128(3) 0.0215(11) Uani d . . . 1 . . C C18 0.63293(14) 1.0377(8) 0.4148(3) 0.0265(13) Uani d . . . 1 . . H H18 0.626118 1.169207 0.380914 0.032 Uiso calc U . R 1 . . C C19 0.67148(14) 1.0010(10) 0.4637(3) 0.0282(11) Uani d . . . 1 . . H H19 0.691138 1.106201 0.463718 0.034 Uiso calc U . R 1 . . C C20 0.68234(15) 0.8061(9) 0.5146(3) 0.0315(13) Uani d . . . 1 . . H H20 0.709302 0.779829 0.548384 0.038 Uiso calc U . R 1 . . C C21 0.65399(14) 0.6559(9) 0.5151(3) 0.0257(12) Uani d . . . 1 . . H H21 0.661553 0.527022 0.550315 0.031 Uiso calc U . R 1 . . C C22 0.61391(14) 0.6871(8) 0.4648(3) 0.0209(11) Uani d . . . 1 . . C C23 0.58390(13) 0.5327(8) 0.4626(3) 0.0212(11) Uani d . . . 1 . . H H23 0.590986 0.40123 0.496365 0.025 Uiso calc U . R 1 . . O O1 0.44901(9) 0.0940(5) 0.4128(2) 0.0226(8) Uani d . . . 1 . . O O2 0.52989(9) 0.2521(5) 0.47696(19) 0.0220(7) Uani d . . . 1 . . Pd Pd1 0.5 0 0.5 0.01978(16) Uani d . P S 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.027(3) 0.020(3) 0.016(2) 0.000(2) 0.006(2) 0.000(2) C2 0.018(2) 0.023(3) 0.019(2) -0.001(2) 0.005(2) -0.003(2) C3 0.024(2) 0.023(3) 0.020(2) 0.001(2) 0.005(2) 0.001(2) C4 0.025(3) 0.031(4) 0.024(3) -0.001(2) 0.008(2) -0.001(2) C5 0.023(3) 0.040(3) 0.019(2) 0.003(3) 0.004(2) 0.001(2) C6 0.027(3) 0.032(3) 0.022(3) 0.009(2) 0.007(2) 0.002(2) C7 0.019(3) 0.025(3) 0.021(2) 0.002(2) 0.012(2) 0.001(2) C8 0.025(3) 0.027(3) 0.026(3) 0.008(2) 0.010(2) 0.010(2) C9 0.021(2) 0.021(2) 0.025(2) -0.001(3) 0.007(2) 0.000(3) C10 0.023(3) 0.022(3) 0.015(2) 0.001(2) 0.008(2) 0.000(2) C11 0.022(3) 0.023(3) 0.016(2) 0.001(2) 0.006(2) -0.002(2) C12 0.023(3) 0.023(3) 0.019(2) 0.002(2) 0.006(2) 0.006(2) C13 0.031(3) 0.014(2) 0.016(2) 0.005(2) 0.012(2) -0.001(2) C14 0.021(3) 0.024(3) 0.017(2) -0.003(2) 0.007(2) 0.0000(19) C15 0.022(3) 0.018(3) 0.018(2) 0.001(2) 0.007(2) -0.002(2) C16 0.033(3) 0.020(3) 0.018(2) 0.003(2) 0.009(2) 0.001(2) C17 0.030(3) 0.020(3) 0.018(2) -0.003(2) 0.013(2) -0.004(2) C18 0.036(3) 0.025(3) 0.022(2) -0.006(2) 0.015(2) -0.001(2) C19 0.031(3) 0.029(3) 0.022(2) -0.015(3) 0.007(2) -0.008(3) C20 0.026(3) 0.044(4) 0.022(3) -0.010(3) 0.004(2) 0.001(2) C21 0.028(3) 0.028(3) 0.017(2) -0.002(2) 0.002(2) 0.002(2) C22 0.029(3) 0.020(3) 0.014(2) -0.005(2) 0.009(2) -0.005(2) C23 0.028(3) 0.020(3) 0.017(2) 0.002(2) 0.010(2) 0.004(2) O1 0.0165(17) 0.0236(19) 0.0244(17) -0.0002(14) 0.0027(15) 0.0059(15) O2 0.0210(17) 0.0221(19) 0.0218(17) -0.0060(15) 0.0058(15) 0.0029(15) Pd1 0.0185(3) 0.0211(3) 0.0181(3) -0.0005(3) 0.0042(2) 0.0033(3) 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' O O 0.0106 0.0060 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C10 C1 C2 . . 122.1(4) ? C10 C1 H1 . . 119.0 ? C2 C1 H1 . . 119.0 ? C1 C2 C3 . . 122.3(4) ? C1 C2 C7 . . 118.9(4) ? C3 C2 C7 . . 118.8(4) ? C4 C3 C2 . . 121.2(5) ? C4 C3 H3 . . 119.4 ? C2 C3 H3 . . 119.4 ? C3 C4 C5 . . 119.5(5) ? C3 C4 H4 . . 120.2 ? C5 C4 H4 . . 120.2 ? C6 C5 C4 . . 120.7(5) ? C6 C5 H5 . . 119.7 ? C4 C5 H5 . . 119.7 ? C5 C6 C7 . . 121.3(5) ? C5 C6 H6 . . 119.3 ? C7 C6 H6 . . 119.3 ? C8 C7 C6 . . 123.5(4) ? C8 C7 C2 . . 118.1(4) ? C6 C7 C2 . . 118.4(4) ? C9 C8 C7 . . 121.7(5) ? C9 C8 H8 . . 119.1 ? C7 C8 H8 . . 119.1 ? C8 C9 C10 . . 121.0(5) ? C8 C9 H9 . . 119.5 ? C10 C9 H9 . . 119.5 ? C1 C10 C9 . . 118.2(4) ? C1 C10 C11 . . 119.4(4) ? C9 C10 C11 . . 122.4(4) ? O1 C11 C12 . . 125.0(4) ? O1 C11 C10 . . 113.3(4) ? C12 C11 C10 . . 121.8(4) ? C13 C12 C11 . . 127.3(4) ? C13 C12 H12 . . 116.3 ? C11 C12 H12 . . 116.3 ? O2 C13 C12 . . 125.1(4) ? O2 C13 C14 . . 112.6(4) ? C12 C13 C14 . . 122.4(4) ? C23 C14 C15 . . 118.9(4) ? C23 C14 C13 . . 118.3(4) ? C15 C14 C13 . . 122.7(4) ? C16 C15 C14 . . 120.3(4) ? C16 C15 H15 . . 119.8 ? C14 C15 H15 . . 119.8 ? C15 C16 C17 . . 121.9(5) ? C15 C16 H16 . . 119.1 ? C17 C16 H16 . . 119.1 ? C16 C17 C18 . . 123.7(5) ? C16 C17 C22 . . 118.7(4) ? C18 C17 C22 . . 117.6(4) ? C19 C18 C17 . . 121.9(5) ? C19 C18 H18 . . 119.1 ? C17 C18 H18 . . 119.1 ? C18 C19 C20 . . 120.1(5) ? C18 C19 H19 . . 120.0 ? C20 C19 H19 . . 120.0 ? C21 C20 C19 . . 119.9(5) ? C21 C20 H20 . . 120.1 ? C19 C20 H20 . . 120.1 ? C20 C21 C22 . . 121.7(5) ? C20 C21 H21 . . 119.1 ? C22 C21 H21 . . 119.1 ? C21 C22 C23 . . 123.1(4) ? C21 C22 C17 . . 118.8(4) ? C23 C22 C17 . . 118.0(4) ? C14 C23 C22 . . 122.1(4) ? C14 C23 H23 . . 118.9 ? C22 C23 H23 . . 118.9 ? C11 O1 Pd1 . . 123.9(3) ? C13 O2 Pd1 . . 124.2(3) ? O2 Pd1 O2 5_656 . 180.00(18) ? O2 Pd1 O1 5_656 . 85.83(13) ? O2 Pd1 O1 . . 94.17(13) ? O2 Pd1 O1 5_656 5_656 94.17(13) ? O2 Pd1 O1 . 5_656 85.83(13) ? O1 Pd1 O1 . 5_656 180.0 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 C10 . 1.379(6) ? C1 C2 . 1.415(6) ? C1 H1 . 0.95 ? C2 C3 . 1.423(6) ? C2 C7 . 1.428(7) ? C3 C4 . 1.366(6) ? C3 H3 . 0.95 ? C4 C5 . 1.419(7) ? C4 H4 . 0.95 ? C5 C6 . 1.362(7) ? C5 H5 . 0.95 ? C6 C7 . 1.415(6) ? C6 H6 . 0.95 ? C7 C8 . 1.413(6) ? C8 C9 . 1.363(6) ? C8 H8 . 0.95 ? C9 C10 . 1.420(7) ? C9 H9 . 0.95 ? C10 C11 . 1.494(6) ? C11 O1 . 1.286(5) ? C11 C12 . 1.396(6) ? C12 C13 . 1.392(6) ? C12 H12 . 0.95 ? C13 O2 . 1.285(5) ? C13 C14 . 1.496(6) ? C14 C23 . 1.373(6) ? C14 C15 . 1.432(6) ? C15 C16 . 1.361(6) ? C15 H15 . 0.95 ? C16 C17 . 1.407(6) ? C16 H16 . 0.95 ? C17 C18 . 1.421(7) ? C17 C22 . 1.441(7) ? C18 C19 . 1.360(6) ? C18 H18 . 0.95 ? C19 C20 . 1.416(7) ? C19 H19 . 0.95 ? C20 C21 . 1.366(7) ? C20 H20 . 0.95 ? C21 C22 . 1.405(6) ? C21 H21 . 0.95 ? C22 C23 . 1.417(6) ? C23 H23 . 0.95 ? O1 Pd1 . 1.981(3) ? O2 Pd1 . 1.971(3) ?