#------------------------------------------------------------------------------ #$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $ #$Revision: 176435 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/24/2012431.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2012431 loop_ _publ_author_name 'Centore, Roberto' 'Roviello, Antonio' 'Tuzi, Angela' 'Panunzi, Barbara' _publ_section_title ; Two orthopalladated chromophores ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m26 _journal_page_last m28 _journal_paper_doi 10.1107/S0108270101014147 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac '[Pd (C14 H11 N2 O3) (C18 H21 N2 O2)], 0.5CH2 Cl2' _chemical_formula_moiety 'C32 H32 N4 O5 Pd, 0.5C H2 Cl2' _chemical_formula_sum 'C32.5 H33 Cl N4 O5 Pd' _chemical_formula_weight 701.48 _chemical_name_systematic ; [4-(diethylamino)-N-(4-methoxyphenyl)salicylaldiminato]- {5-methoxy-2-[N-(4-methoxyphenyl)iminomethyl]phenyl}palladium(II), dichloromethane hemisolvate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/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 104.96(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 31.582(10) _cell_length_b 7.5847(10) _cell_length_c 26.557(6) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 11.783 _cell_measurement_theta_min 8.447 _cell_volume 6146(3) _computing_cell_refinement 'CELLDIM (Nonius, 1996)' _computing_data_collection 'MACH3 Software (Nonius, 1996)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .998 _diffrn_measured_fraction_theta_max .998 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf-Nonius MACH3' _diffrn_measurement_method \w/\q _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .0597 _diffrn_reflns_av_sigmaI/netI .1577 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 7552 _diffrn_reflns_theta_full 27.97 _diffrn_reflns_theta_max 27.97 _diffrn_reflns_theta_min 1.33 _diffrn_standards_decay_% 1 _diffrn_standards_interval_time 120 _diffrn_standards_number 1 _exptl_absorpt_coefficient_mu .738 _exptl_absorpt_correction_T_max .9997 _exptl_absorpt_correction_T_min .9519 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour 'dark orange' _exptl_crystal_density_diffrn 1.516 _exptl_crystal_description prism _exptl_crystal_F_000 2872 _exptl_crystal_size_max .5 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .06 _refine_diff_density_max .656 _refine_diff_density_min -.750 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .975 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 393 _refine_ls_number_reflns 7388 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .975 _refine_ls_R_factor_all .1764 _refine_ls_R_factor_gt .0611 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0525P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .1171 _refine_ls_wR_factor_ref .1506 _reflns_number_gt 3705 _reflns_number_total 7388 _reflns_threshold_expression I>2\s(I) _cod_data_source_file gd1166.cif _cod_data_source_block II _cod_original_sg_symbol_H-M 'C 2/c' _cod_original_formula_sum 'C32.50 H33 Cl N4 O5 Pd' _cod_database_code 2012431 _cod_database_fobs_code 2012431 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' '-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_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 _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Pd1 .192569(16) .58907(6) .151034(17) .03280(13) Uani d . 1 . . Pd N1 .22485(17) .6935(7) .22168(19) .0367(12) Uani d . 1 . . N N2 .02152(19) .6326(10) .1624(3) .0604(19) Uani d . 1 . . N N3 .32671(18) .0010(7) .0894(2) .0490(15) Uani d . 1 . . N N4 .15873(16) .5164(7) .07874(18) .0356(12) Uani d . 1 . . N O1 .40472(16) .7259(7) .3076(2) .0608(14) Uani d . 1 . . O O2 -.00407(18) .6699(12) .1875(2) .112(3) Uani d . 1 . . O O3 .01069(17) .5570(9) .1214(2) .0786(18) Uani d . 1 . . O O4 .24843(13) .4736(5) .13842(16) .0385(10) Uani d . 1 . . O O5 .01872(17) .8930(8) -.0465(2) .0714(15) Uani d . 1 . . O C1 .4236(3) .6686(12) .3592(3) .074(3) Uani d . 1 . . C H1A .4549 .6815 .3671 .074 Uiso calc R 1 . . H H1B .4164 .5469 .3625 .074 Uiso calc R 1 . . H H1C .4124 .7383 .3830 .074 Uiso calc R 1 . . H C2 .3606(2) .7153(9) .2899(3) .0432(16) Uani d . 1 . . C C3 .3325(2) .6591(9) .3186(3) .0448(17) Uani d . 1 . . C H3 .3433 .6263 .3533 .045 Uiso calc R 1 . . H C4 .2880(2) .6521(9) .2952(3) .0424(16) Uani d . 1 . . C H4 .2690 .6149 .3146 .042 Uiso calc R 1 . . H C5 .2713(2) .6983(8) .2443(2) .0356(14) Uani d . 1 . . C C6 .2993(2) .7528(9) .2151(3) .0452(16) Uani d . 1 . . C H6 .2882 .7815 .1801 .045 Uiso calc R 1 . . H C7 .3437(2) .7645(9) .2380(3) .0484(17) Uani d . 1 . . C H7 .3624 .8053 .2187 .048 Uiso calc R 1 . . H C8 .2001(2) .7662(8) .2476(2) .0382(15) Uani d . 1 . . C H8 .2114 .8248 .2789 .038 Uiso calc R 1 . . H C9 .1536(2) .7503(7) .2244(2) .0332(14) Uani d . 1 . . C C10 .1230(2) .8063(9) .2512(2) .0430(16) Uani d . 1 . . C H10 .1322 .8663 .2827 .043 Uiso calc R 1 . . H C11 .0791(2) .7715(10) .2303(3) .0487(18) Uani d . 1 . . C H11 .0581 .8075 .2470 .049 Uiso calc R 1 . . H C12 .0678(2) .6819(9) .1841(3) .0420(16) Uani d . 1 . . C C13 .0973(2) .6329(8) .1556(2) .0404(16) Uani d . 1 . . C H13 .0874 .5780 .1234 .040 Uiso calc R 1 . . H C14 .1414(2) .6669(8) .1757(2) .0335(14) Uani d . 1 . . C C15 .3214(3) -.3229(10) .0817(3) .085(3) Uani d . 1 . . C H15A .3243 -.4188 .0593 .085 Uiso calc R 1 . . H H15B .2920 -.3199 .0855 .085 Uiso calc R 1 . . H H15C .3415 -.3389 .1153 .085 Uiso calc R 1 . . H C16 .3313(2) -.1527(9) .0584(3) .0518(19) Uani d . 1 . . C H16A .3610 -.1569 .0547 .052 Uiso calc R 1 . . H H16B .3117 -.1401 .0239 .052 Uiso calc R 1 . . H C17 .3663(2) .0518(9) .1276(3) .0513(19) Uani d . 1 . . C H17A .3853 -.0502 .1362 .051 Uiso calc R 1 . . H H17B .3587 .0891 .1591 .051 Uiso calc R 1 . . H C18 .3911(2) .1990(12) .1094(3) .071(2) Uani d . 1 . . C H18A .4169 .2266 .1363 .071 Uiso calc R 1 . . H H18B .3727 .3016 .1016 .071 Uiso calc R 1 . . H H18C .3993 .1622 .0786 .071 Uiso calc R 1 . . H C19 .2887(2) .0929(9) .0832(2) .0386(13) Uani d . 1 . . C C20 .2864(2) .2413(8) .1132(2) .0362(15) Uani d . 1 . . C H20 .3116 .2782 .1376 .036 Uiso calc R 1 . . H C21 .2475(2) .3378(8) .1083(2) .0348(14) Uani d . 1 . . C C22 .2098(2) .2863(8) .0695(2) .0374(14) Uani d . 1 . . C C23 .2131(2) .1352(8) .0391(3) .0456(17) Uani d . 1 . . C H23 .1886 .1007 .0133 .046 Uiso calc R 1 . . H C24 .2501(2) .0394(9) .0459(3) .0490(18) Uani d . 1 . . C H24 .2504 -.0615 .0261 .049 Uiso calc R 1 . . H C25 .1713(2) .3859(9) .0544(2) .0386(15) Uani d . 1 . . C H25 .1521 .3544 .0228 .039 Uiso calc R 1 . . H C26 .1217(2) .6140(9) .0489(2) .0379(15) Uani d . 1 . . C C27 .0839(2) .5348(10) .0198(2) .0470(17) Uani d . 1 . . C H27 .0813 .4129 .0213 .047 Uiso calc R 1 . . H C28 .0504(2) .6286(10) -.0108(3) .0522(19) Uani d . 1 . . C H28 .0252 .5716 -.0294 .052 Uiso calc R 1 . . H C29 .0541(2) .8095(11) -.0141(3) .0541(19) Uani d . 1 . . C C30 .0907(2) .8925(10) .0160(3) .0498(17) Uani d . 1 . . C H30 .0927 1.0148 .0153 .050 Uiso calc R 1 . . H C31 .1246(2) .7958(9) .0474(2) .0432(16) Uani d . 1 . . C H31 .1492 .8530 .0674 .043 Uiso calc R 1 . . H C32 .0226(3) 1.0715(13) -.0566(4) .096(3) Uani d . 1 . . C H32A -.0041 1.1129 -.0796 .096 Uiso calc R 1 . . H H32B .0464 1.0884 -.0725 .096 Uiso calc R 1 . . H H32C .0284 1.1363 -.0245 .096 Uiso calc R 1 . . H Cl1 .0312(3) .1473(10) .3017(3) .273(3) Uani d . 1 . . Cl C33 .0000 .269(3) .2500 .260(19) Uani d S 1 . . C H33B .0196 .3445 .2369 .260 Uiso d R 1 . . H 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 Pd1 .0413(2) .0292(2) .0299(2) .0002(3) .01264(16) -.0033(3) N1 .045(3) .027(3) .040(3) .002(2) .015(2) -.001(2) N2 .044(4) .086(6) .054(4) .007(3) .018(3) .011(4) N3 .049(4) .034(3) .066(4) -.002(3) .019(3) -.023(3) N4 .042(3) .036(3) .030(3) .005(2) .013(2) -.001(2) O1 .045(3) .064(4) .068(4) -.001(3) .005(3) -.007(3) O2 .048(3) .214(9) .079(4) .000(5) .021(3) -.029(5) O3 .058(3) .103(5) .073(4) -.005(3) .014(3) -.016(4) O4 .042(2) .034(2) .041(2) -.001(2) .014(2) -.012(2) O5 .064(3) .068(4) .074(4) .010(3) .002(3) .022(3) C1 .060(5) .063(6) .087(6) -.008(5) -.003(5) -.011(5) C2 .045(4) .035(4) .048(4) .001(3) .010(3) -.009(3) C3 .060(5) .038(4) .037(4) .012(3) .013(3) -.005(3) C4 .054(4) .037(4) .044(4) -.001(3) .025(3) -.002(3) C5 .046(4) .027(3) .036(3) -.001(3) .014(3) -.006(3) C6 .058(4) .041(4) .037(3) .000(3) .015(3) .000(3) C7 .055(4) .042(4) .051(4) -.008(4) .019(3) .001(3) C8 .055(4) .028(3) .030(3) -.004(3) .009(3) -.005(3) C9 .050(4) .020(3) .033(3) .002(3) .016(3) .002(2) C10 .053(4) .044(4) .033(3) .011(3) .012(3) -.001(3) C11 .058(5) .050(4) .045(4) .023(4) .028(3) .011(3) C12 .044(4) .040(4) .042(4) .006(3) .012(3) .013(3) C13 .048(4) .035(4) .042(3) -.002(3) .019(3) .002(3) C14 .040(4) .025(3) .038(3) .004(3) .016(3) .004(3) C15 .163(10) .035(5) .068(6) -.010(6) .050(6) -.012(4) C16 .067(5) .045(4) .054(4) .001(4) .036(4) -.007(3) C17 .051(4) .045(5) .060(4) .021(3) .018(3) .006(3) C18 .048(5) .081(6) .081(6) -.004(5) .011(4) -.008(5) C19 .046(3) .027(3) .048(3) .002(3) .023(3) .000(3) C20 .041(4) .028(3) .044(4) -.006(3) .018(3) -.010(3) C21 .043(4) .032(3) .036(3) -.007(3) .021(3) -.002(3) C22 .043(4) .028(3) .044(4) -.002(3) .017(3) -.006(3) C23 .046(4) .038(4) .050(4) -.004(3) .007(3) -.020(3) C24 .058(4) .032(4) .058(4) -.003(3) .018(4) -.018(3) C25 .044(3) .044(4) .027(3) -.005(3) .008(3) -.001(3) C26 .044(4) .041(4) .032(3) .008(3) .018(3) -.001(3) C27 .046(4) .047(4) .045(4) .001(3) .007(3) -.002(3) C28 .044(4) .059(5) .050(4) -.004(4) .005(3) -.003(4) C29 .044(4) .061(5) .052(4) .002(4) .004(3) .001(4) C30 .062(4) .033(4) .055(4) .004(4) .017(3) .007(4) C31 .041(4) .042(4) .045(4) .000(3) .009(3) -.002(3) C32 .069(6) .089(8) .122(8) .001(6) .011(5) .040(7) Cl1 .363(9) .213(6) .314(8) .011(6) .214(7) .000(6) C33 .58(6) .074(15) .16(2) .000 .16(3) .000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 15 1 -6 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 C14 Pd1 N4 . . 96.9(2) yes C14 Pd1 N1 . . 80.6(2) yes N4 Pd1 N1 . . 173.1(2) yes C14 Pd1 O4 . . 168.2(2) yes N4 Pd1 O4 . . 89.70(18) yes N1 Pd1 O4 . . 93.91(18) yes C8 N1 C5 . . 117.4(5) no C8 N1 Pd1 . . 115.2(4) no C5 N1 Pd1 . . 127.4(4) yes O3 N2 O2 . . 122.6(7) no O3 N2 C12 . . 119.8(6) no O2 N2 C12 . . 117.6(7) no C19 N3 C17 . . 121.7(5) no C19 N3 C16 . . 123.7(6) no C17 N3 C16 . . 114.6(6) no C25 N4 C26 . . 115.3(5) no C25 N4 Pd1 . . 121.8(4) no C26 N4 Pd1 . . 122.7(4) yes C2 O1 C1 . . 117.2(6) no C21 O4 Pd1 . . 123.3(4) yes C29 O5 C32 . . 118.0(7) no O1 C1 H1A . . 109.5 no O1 C1 H1B . . 109.5 no H1A C1 H1B . . 109.5 no O1 C1 H1C . . 109.5 no H1A C1 H1C . . 109.5 no H1B C1 H1C . . 109.5 no O1 C2 C3 . . 125.4(6) no O1 C2 C7 . . 115.2(6) no C3 C2 C7 . . 119.4(6) no C2 C3 C4 . . 119.3(6) no C2 C3 H3 . . 120.4 no C4 C3 H3 . . 120.4 no C5 C4 C3 . . 121.6(6) no C5 C4 H4 . . 119.2 no C3 C4 H4 . . 119.2 no C4 C5 C6 . . 119.6(6) no C4 C5 N1 . . 120.1(6) no C6 C5 N1 . . 120.3(6) no C7 C6 C5 . . 119.8(6) no C7 C6 H6 . . 120.1 no C5 C6 H6 . . 120.1 no C6 C7 C2 . . 120.3(6) no C6 C7 H7 . . 119.8 no C2 C7 H7 . . 119.8 no N1 C8 C9 . . 115.3(5) no N1 C8 H8 . . 122.4 no C9 C8 H8 . . 122.4 no C14 C9 C10 . . 122.8(6) no C14 C9 C8 . . 116.0(5) no C10 C9 C8 . . 121.1(5) no C11 C10 C9 . . 119.4(6) no C11 C10 H10 . . 120.3 no C9 C10 H10 . . 120.3 no C12 C11 C10 . . 117.3(6) no C12 C11 H11 . . 121.4 no C10 C11 H11 . . 121.4 no C11 C12 C13 . . 124.3(6) no C11 C12 N2 . . 118.6(6) no C13 C12 N2 . . 117.1(6) no C14 C13 C12 . . 119.2(6) no C14 C13 H13 . . 120.4 no C12 C13 H13 . . 120.4 no C13 C14 C9 . . 116.9(5) no C13 C14 Pd1 . . 129.9(5) yes C9 C14 Pd1 . . 112.7(4) yes C16 C15 H15A . . 109.5 no C16 C15 H15B . . 109.5 no H15A C15 H15B . . 109.5 no C16 C15 H15C . . 109.5 no H15A C15 H15C . . 109.5 no H15B C15 H15C . . 109.5 no N3 C16 C15 . . 113.2(6) no N3 C16 H16A . . 108.9 no C15 C16 H16A . . 108.9 no N3 C16 H16B . . 108.9 no C15 C16 H16B . . 108.9 no H16A C16 H16B . . 107.8 no N3 C17 C18 . . 113.5(6) no N3 C17 H17A . . 108.9 no C18 C17 H17A . . 108.9 no N3 C17 H17B . . 108.9 no C18 C17 H17B . . 108.9 no H17A C17 H17B . . 107.7 no C17 C18 H18A . . 109.5 no C17 C18 H18B . . 109.5 no H18A C18 H18B . . 109.5 no C17 C18 H18C . . 109.5 no H18A C18 H18C . . 109.5 no H18B C18 H18C . . 109.5 no N3 C19 C20 . . 121.3(6) no N3 C19 C24 . . 120.7(6) no C20 C19 C24 . . 118.0(6) no C19 C20 C21 . . 122.8(6) no C19 C20 H20 . . 118.6 no C21 C20 H20 . . 118.6 no O4 C21 C20 . . 118.3(6) no O4 C21 C22 . . 123.3(6) no C20 C21 C22 . . 118.3(6) no C25 C22 C21 . . 124.4(6) no C25 C22 C23 . . 117.3(6) no C21 C22 C23 . . 117.7(6) no C24 C23 C22 . . 123.2(6) no C24 C23 H23 . . 118.4 no C22 C23 H23 . . 118.4 no C23 C24 C19 . . 119.9(6) no C23 C24 H24 . . 120.1 no C19 C24 H24 . . 120.1 no N4 C25 C22 . . 128.6(6) no N4 C25 H25 . . 115.7 no C22 C25 H25 . . 115.7 no C27 C26 C31 . . 118.1(6) no C27 C26 N4 . . 123.2(6) no C31 C26 N4 . . 118.7(6) no C28 C27 C26 . . 122.3(7) no C28 C27 H27 . . 118.9 no C26 C27 H27 . . 118.9 no C27 C28 C29 . . 119.5(7) no C27 C28 H28 . . 120.2 no C29 C28 H28 . . 120.2 no C30 C29 O5 . . 125.2(7) no C30 C29 C28 . . 119.4(7) no O5 C29 C28 . . 115.4(7) no C29 C30 C31 . . 120.6(7) no C29 C30 H30 . . 119.7 no C31 C30 H30 . . 119.7 no C26 C31 C30 . . 120.0(7) no C26 C31 H31 . . 120.0 no C30 C31 H31 . . 120.0 no O5 C32 H32A . . 109.5 no O5 C32 H32B . . 109.5 no H32A C32 H32B . . 109.5 no O5 C32 H32C . . 109.5 no H32A C32 H32C . . 109.5 no H32B C32 H32C . . 109.5 no Cl1 C33 Cl1 . 2 115.6(14) no Cl1 C33 H33B . . 108.3 no Cl1 C33 H33B 2 . 108.3 no 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 Pd1 C14 . 1.984(6) yes Pd1 N4 . 2.018(5) yes Pd1 N1 . 2.049(5) yes Pd1 O4 . 2.073(4) yes N1 C8 . 1.291(7) no N1 C5 . 1.434(8) no N2 O3 . 1.201(8) no N2 O2 . 1.205(8) no N2 C12 . 1.474(9) no N3 C19 . 1.362(8) yes N3 C17 . 1.443(8) no N3 C16 . 1.456(8) no N4 C25 . 1.298(7) no N4 C26 . 1.436(8) no O1 C2 . 1.352(8) no O1 C1 . 1.414(9) no O4 C21 . 1.300(7) no O5 C29 . 1.377(8) no O5 C32 . 1.392(10) no C1 H1A . .9600 no C1 H1B . .9600 no C1 H1C . .9600 no C2 C3 . 1.380(9) no C2 C7 . 1.395(9) no C3 C4 . 1.383(9) no C3 H3 . .9300 no C4 C5 . 1.362(8) no C4 H4 . .9300 no C5 C6 . 1.382(8) no C6 C7 . 1.380(9) no C6 H6 . .9300 no C7 H7 . .9300 no C8 C9 . 1.441(8) no C8 H8 . .9300 no C9 C14 . 1.401(8) no C9 C10 . 1.406(8) no C10 C11 . 1.378(9) no C10 H10 . .9300 no C11 C12 . 1.368(9) no C11 H11 . .9300 no C12 C13 . 1.395(9) no C13 C14 . 1.382(8) no C13 H13 . .9300 no C15 C16 . 1.499(10) no C15 H15A . .9600 no C15 H15B . .9600 no C15 H15C . .9600 no C16 H16A . .9700 no C16 H16B . .9700 no C17 C18 . 1.513(10) no C17 H17A . .9700 no C17 H17B . .9700 no C18 H18A . .9600 no C18 H18B . .9600 no C18 H18C . .9600 no C19 C20 . 1.392(8) yes C19 C24 . 1.416(9) yes C20 C21 . 1.407(8) yes C20 H20 . .9300 no C21 C22 . 1.414(8) yes C22 C25 . 1.399(8) no C22 C23 . 1.421(8) yes C23 C24 . 1.349(9) yes C23 H23 . .9300 no C24 H24 . .9300 no C25 H25 . .9300 no C26 C27 . 1.381(9) no C26 C31 . 1.383(9) no C27 C28 . 1.357(9) no C27 H27 . .9300 no C28 C29 . 1.381(11) no C28 H28 . .9300 no C29 C30 . 1.375(10) no C30 C31 . 1.385(9) no C30 H30 . .9300 no C31 H31 . .9300 no C32 H32A . .9600 no C32 H32B . .9600 no C32 H32C . .9600 no Cl1 C33 . 1.736(13) no C33 Cl1 2 1.736(12) no C33 H33B . .9701 no 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_publ_flag C16 N3 C19 C20 -178.6(6) no C23 C22 C25 N4 172.1(6) yes C22 C25 N4 C26 168.5(6) yes C25 N4 C26 C31 -130.0(6) yes C6 C5 N1 C8 -131.0(6) yes C5 N1 C8 C9 -177.0(5) yes N1 C8 C9 C10 172.9(6) yes O4 C21 C22 C25 8.5(9) yes C21 C22 C25 N4 -16.6(10) yes C22 C25 N4 Pd1 -6.2(9) yes N1 C8 C9 C14 -3.3(8) yes C8 C9 C14 Pd1 .4(7) yes