data_2013955 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first m150 _journal_page_last m152 _publ_section_title ; (2,2'-Bipyridine-\k^2^N,N')(2,3-naphthalenediolato-\k^2^O,O')palladium(II) and (2,2'-biquinoline-\k^2^N,N')(2,3-naphthalenediolato-\k^2^O,O')palladium(II) ; loop_ _publ_author_name 'Okabe, Nobuo' 'Hagihara, Kana' 'Odoko, Mamiko' 'Muranishi, Yasunori' _chemical_formula_moiety 'C20 H14 N2 O2 Pd' _chemical_formula_sum 'C20 H14 N2 O2 Pd' _chemical_formula_iupac '[Pd (C10 H6 O2) (C10 H8 N2)]' _chemical_formula_weight 420.75 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 12.117(2) _cell_length_b 8.239(2) _cell_length_c 16.8570(10) _cell_angle_alpha 90 _cell_angle_beta 108.804(8) _cell_angle_gamma 90 _cell_volume 1593.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296.2 _exptl_crystal_density_diffrn 1.754 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 0.49700(2) 0.23263(2) 0.473880(10) 0.03169(8) Uani d . 1.00 . . Pd O1 0.6355(2) 0.3261(3) 0.45270(10) 0.0409(4) Uani d . 1.00 . . O O2 0.5596(2) 0.3391(3) 0.58500(10) 0.0391(4) Uani d . 1.00 . . O N1 0.4318(2) 0.1172(3) 0.36410(10) 0.0351(5) Uani d . 1.00 . . N N2 0.3573(2) 0.1303(3) 0.49200(10) 0.0344(5) Uani d . 1.00 . . N C2 0.3331(2) 0.0323(3) 0.3547(2) 0.0353(5) Uani d . 1.00 . . C C3 0.2787(3) -0.0528(4) 0.2817(2) 0.0467(7) Uani d . 1.00 . . C C4 0.3268(3) -0.0503(4) 0.2181(2) 0.0507(8) Uani d . 1.00 . . C C5 0.4275(3) 0.0360(4) 0.2277(2) 0.0479(7) Uani d . 1.00 . . C C6 0.4779(3) 0.1182(4) 0.3014(2) 0.0429(6) Uani d . 1.00 . . C C12 0.2903(2) 0.0389(3) 0.4273(2) 0.0340(5) Uani d . 1.00 . . C C13 0.1932(3) -0.0426(4) 0.4322(2) 0.0433(6) Uani d . 1.00 . . C C14 0.1648(3) -0.0308(4) 0.5051(2) 0.0523(8) Uani d . 1.00 . . C C15 0.2331(3) 0.0630(5) 0.5700(2) 0.0551(8) Uani d . 1.00 . . C C16 0.3275(3) 0.1433(4) 0.5613(2) 0.0450(7) Uani d . 1.00 . . C C17 0.6984(2) 0.4126(3) 0.5193(2) 0.0349(5) Uani d . 1.00 . . C C18 0.7994(3) 0.4910(4) 0.5224(2) 0.0402(6) Uani d . 1.00 . . C C19 0.8626(2) 0.5844(3) 0.5929(2) 0.0371(6) Uani d . 1.00 . . C C20 0.9663(3) 0.6695(4) 0.5973(2) 0.0474(7) Uani d . 1.00 . . C C21 1.0233(3) 0.7637(4) 0.6644(2) 0.0539(8) Uani d . 1.00 . . C C22 0.9800(3) 0.7778(4) 0.7318(2) 0.0543(8) Uani d . 1.00 . . C C23 0.8817(3) 0.6956(4) 0.7306(2) 0.0471(7) Uani d . 1.00 . . C C24 0.8200(2) 0.5964(3) 0.6621(2) 0.0356(6) Uani d . 1.00 . . C C25 0.7176(3) 0.5108(3) 0.6589(2) 0.0381(6) Uani d . 1.00 . . C C26 0.6565(2) 0.4206(3) 0.5903(2) 0.0339(5) Uani d . 1.00 . . C H3 0.2106 -0.1108 0.2757 0.0560 Uiso calc . 1.00 . . H H4 0.2914 -0.1069 0.1687 0.0608 Uiso calc . 1.00 . . H H5 0.4608 0.0388 0.1851 0.0575 Uiso calc . 1.00 . . H H6 0.5461 0.1764 0.3083 0.0515 Uiso calc . 1.00 . . H H13 0.1479 -0.1044 0.3875 0.0520 Uiso calc . 1.00 . . H H14 0.1004 -0.0855 0.5102 0.0627 Uiso calc . 1.00 . . H H15 0.2152 0.0718 0.6195 0.0661 Uiso calc . 1.00 . . H H16 0.3721 0.2085 0.6050 0.0539 Uiso calc . 1.00 . . H H18 0.8271 0.4828 0.4772 0.0483 Uiso calc . 1.00 . . H H20 0.9962 0.6605 0.5531 0.0568 Uiso calc . 1.00 . . H H21 1.0908 0.8186 0.6654 0.0647 Uiso calc . 1.00 . . H H22 1.0183 0.8432 0.7774 0.0651 Uiso calc . 1.00 . . H H23 0.8544 0.7051 0.7760 0.0566 Uiso calc . 1.00 . . H H25 0.6907 0.5159 0.7047 0.0457 Uiso calc . 1.00 . . 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 0.03410(10) 0.03390(10) 0.02720(10) 0.00362(8) 0.01012(8) 0.00112(7) O1 0.0430(10) 0.0470(10) 0.0360(10) -0.0028(9) 0.0176(9) -0.0045(9) O2 0.0360(10) 0.0470(10) 0.0370(10) -0.0050(9) 0.0143(8) -0.0032(9) N1 0.0400(10) 0.0360(10) 0.0310(10) 0.0050(10) 0.0129(9) 0.0030(9) N2 0.0380(10) 0.0340(10) 0.0320(10) 0.0074(9) 0.0126(9) 0.0026(9) C2 0.0380(10) 0.0370(10) 0.0310(10) 0.0070(10) 0.0120(10) 0.0030(10) C3 0.046(2) 0.054(2) 0.038(2) -0.0030(10) 0.0110(10) -0.0080(10) C4 0.058(2) 0.061(2) 0.0310(10) 0.008(2) 0.0110(10) -0.0080(10) C5 0.059(2) 0.055(2) 0.0340(10) 0.012(2) 0.0220(10) 0.0030(10) C6 0.048(2) 0.045(2) 0.042(2) 0.0030(10) 0.0230(10) 0.0040(10) C12 0.0360(10) 0.0350(10) 0.0320(10) 0.0070(10) 0.0110(10) 0.0040(10) C13 0.040(2) 0.044(2) 0.047(2) 0.0000(10) 0.0160(10) 0.0010(10) C14 0.047(2) 0.057(2) 0.060(2) -0.0020(10) 0.029(2) 0.006(2) C15 0.064(2) 0.069(2) 0.043(2) 0.005(2) 0.033(2) 0.003(2) C16 0.053(2) 0.052(2) 0.0330(10) 0.0050(10) 0.0170(10) -0.0030(10) C17 0.0370(10) 0.0340(10) 0.0340(10) 0.0070(10) 0.0120(10) 0.0030(10) C18 0.041(2) 0.042(2) 0.0420(10) 0.0050(10) 0.0200(10) 0.0030(10) C19 0.0330(10) 0.0350(10) 0.0420(10) 0.0060(10) 0.0110(10) 0.0070(10) C20 0.0360(10) 0.049(2) 0.056(2) 0.0020(10) 0.0130(10) 0.0090(10) C21 0.039(2) 0.052(2) 0.062(2) -0.0050(10) 0.005(2) 0.011(2) C22 0.050(2) 0.050(2) 0.049(2) -0.0070(10) -0.002(2) 0.0010(10) C23 0.051(2) 0.048(2) 0.0360(10) 0.0000(10) 0.0060(10) 0.0010(10) C24 0.0360(10) 0.0320(10) 0.0350(10) 0.0040(10) 0.0050(10) 0.0050(10) C25 0.0430(10) 0.0420(10) 0.0310(10) 0.0020(10) 0.0130(10) 0.0010(10) C26 0.0340(10) 0.0330(10) 0.0350(10) 0.0060(10) 0.0120(10) 0.0040(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Pd1 O1 . . 1.981(3) yes Pd1 O2 . . 1.984(2) yes Pd1 N1 . . 2.003(2) yes Pd1 N2 . . 2.001(3) yes O1 C17 . . 1.341(3) no O2 C26 . . 1.330(4) no N1 C2 . . 1.350(4) no N1 C6 . . 1.345(4) no N2 C12 . . 1.358(3) no N2 C16 . . 1.334(4) no C2 C3 . . 1.385(4) no C2 C12 . . 1.476(5) no C3 C4 . . 1.376(6) no C3 H3 . . 0.93 no C4 C5 . . 1.376(5) no C4 H4 . . 0.93 no C5 C6 . . 1.373(4) no C5 H5 . . 0.93 no C6 H6 . . 0.93 no C12 C13 . . 1.380(5) no C13 C14 . . 1.382(5) no C13 H13 . . 0.93 no C14 C15 . . 1.377(4) no C14 H14 . . 0.93 no C15 C16 . . 1.370(6) no C15 H15 . . 0.93 no C16 H16 . . 0.93 no C17 C18 . . 1.370(4) no C17 C26 . . 1.444(5) no C18 C19 . . 1.416(4) no C18 H18 . . 0.93 no C19 C20 . . 1.420(4) no C19 C24 . . 1.423(5) no C20 C21 . . 1.362(4) no C20 H20 . . 0.93 no C21 C22 . . 1.401(6) no C21 H21 . . 0.93 no C22 C23 . . 1.365(5) no C22 H22 . . 0.93 no C23 C24 . . 1.416(4) no C23 H23 . . 0.93 no C24 C25 . . 1.413(4) no C25 C26 . . 1.373(4) no C25 H25 . . 0.93 no