#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/45/2204574.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_2204574 loop_ _publ_author_name 'Akitsu, Takashiro' 'Einaga, Yasuaki' _publ_section_title ; Bis[2-(quinolin-3-yliminomethyl)phenolato-\k^2^N,O]copper(II) ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m1552 _journal_page_last m1554 _journal_paper_doi 10.1107/S1600536804023591 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Cu (C16 H11 N2 O)2]' _chemical_formula_moiety 'C32 H22 Cu N4 O2' _chemical_formula_sum 'C32 H22 Cu N4 O2' _chemical_formula_weight 558.09 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _cell_angle_alpha 90 _cell_angle_beta 90.66(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 12.767(3) _cell_length_b 7.346(2) _cell_length_c 13.133(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298.0(10) _cell_measurement_theta_max 13.3 _cell_measurement_theta_min 10.0 _cell_volume 1231.6(6) _computing_cell_refinement 'WinAFC Diffractometer Control Software' _computing_data_collection 'WinAFC Diffractometer Control Software (Rigaku, 1999)' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 2001)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material TEXSAN _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Rigaku AFC-7R' _diffrn_measurement_method \w-2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3539 _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_standards_decay_% 0.22 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.926 _exptl_absorpt_correction_T_max 0.831 _exptl_absorpt_correction_T_min 0.724 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 574.0 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.30 _refine_diff_density_min -0.32 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 179 _refine_ls_number_reflns 1784 _refine_ls_R_factor_gt 0.039 _refine_ls_shift/su_max 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.0388P)^2^+0.6777P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.112 _reflns_number_gt 1784 _reflns_number_total 2832 _reflns_threshold_expression I>2\s(I) _cod_data_source_file tk6188.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'P 21/a' _cod_database_code 2204574 _cod_database_fobs_code 2204574 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,-z -x,-y,-z 1/2+x,1/2-y,z 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_type_symbol Cu1 1.0000 0.0000 1.0000 0.0320(2) Uani d S 1.00 Cu O1 1.0809(2) -0.1032(3) 0.8944(2) 0.0345(5) Uani d . 1.00 O N1 0.9096(2) -0.2287(3) 1.0051(2) 0.0319(6) Uani d . 1.00 N N2 0.6716(2) -0.3774(4) 1.1406(2) 0.0393(6) Uani d . 1.00 N C1 0.9551(2) -0.3191(4) 0.8324(2) 0.0337(7) Uani d . 1.00 C C2 0.9194(3) -0.4253(5) 0.7492(3) 0.0452(8) Uani d . 1.00 C C3 0.9695(3) -0.4239(5) 0.6585(3) 0.0504(9) Uani d . 1.00 C C4 1.0601(3) -0.3201(5) 0.6485(3) 0.0483(9) Uani d . 1.00 C C5 1.0983(3) -0.2181(5) 0.7282(3) 0.0405(8) Uani d . 1.00 C C6 1.0452(2) -0.2089(4) 0.8219(2) 0.0311(6) Uani d . 1.00 C C7 0.8995(2) -0.3324(4) 0.9258(2) 0.0377(7) Uani d . 1.00 C C8 0.7373(2) -0.3260(5) 1.0701(2) 0.0397(7) Uani d . 1.00 C C9 0.8428(2) -0.2698(4) 1.0885(2) 0.0320(6) Uani d . 1.00 C C10 0.8757(2) -0.2527(4) 1.1874(2) 0.0352(7) Uani d . 1.00 C C11 0.8062(2) -0.2980(4) 1.2661(2) 0.0343(7) Uani d . 1.00 C C12 0.8325(3) -0.2761(5) 1.3705(2) 0.0441(8) Uani d . 1.00 C C13 0.7636(3) -0.3277(6) 1.4442(3) 0.0507(9) Uani d . 1.00 C C14 0.6672(3) -0.4064(5) 1.4171(3) 0.0480(9) Uani d . 1.00 C C15 0.6381(3) -0.4254(5) 1.3178(3) 0.0433(8) Uani d . 1.00 C C16 0.7059(2) -0.3679(4) 1.2397(2) 0.0342(7) Uani d . 1.00 C H1 0.8592 -0.5001 0.7567 0.0547 Uiso calc . 1.00 H H2 0.9431 -0.4932 0.6029 0.0614 Uiso calc . 1.00 H H3 1.0960 -0.3202 0.5856 0.0583 Uiso calc . 1.00 H H4 1.1618 -0.1527 0.7204 0.0491 Uiso calc . 1.00 H H5 0.8493 -0.4278 0.9305 0.0463 Uiso calc . 1.00 H H6 0.7126 -0.3268 1.0016 0.0481 Uiso calc . 1.00 H H7 0.9445 -0.2108 1.2033 0.0427 Uiso calc . 1.00 H H8 0.8983 -0.2250 1.3895 0.0534 Uiso calc . 1.00 H H9 0.7807 -0.3104 1.5142 0.0616 Uiso calc . 1.00 H H10 0.6213 -0.4475 1.4686 0.0580 Uiso calc . 1.00 H H11 0.5721 -0.4780 1.3004 0.0525 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 Cu1 0.0260(2) 0.0329(3) 0.0371(3) -0.0055(3) 0.0045(2) -0.0064(3) O1 0.0284(10) 0.0390(10) 0.0360(10) -0.0056(9) 0.0025(8) -0.0085(10) N1 0.0310(10) 0.0310(10) 0.0330(10) -0.0060(10) -0.0010(10) 0.0000(10) N2 0.0320(10) 0.049(2) 0.0370(10) -0.0090(10) -0.0010(10) 0.0000(10) C1 0.0350(10) 0.032(2) 0.034(2) -0.0010(10) -0.0010(10) -0.0050(10) C2 0.043(2) 0.042(2) 0.051(2) -0.006(2) 0.002(2) -0.010(2) C3 0.060(2) 0.050(2) 0.042(2) 0.004(2) -0.002(2) -0.016(2) C4 0.062(2) 0.048(2) 0.036(2) 0.007(2) 0.014(2) -0.006(2) C5 0.043(2) 0.037(2) 0.042(2) -0.0010(10) 0.0100(10) -0.0020(10) C6 0.0300(10) 0.031(2) 0.033(2) 0.0060(10) 0.0010(10) 0.0000(10) C7 0.035(2) 0.034(2) 0.044(2) -0.0100(10) -0.0010(10) -0.0020(10) C8 0.035(2) 0.049(2) 0.035(2) -0.0110(10) -0.0020(10) 0.002(2) C9 0.0280(10) 0.032(2) 0.036(2) -0.0050(10) 0.0000(10) 0.0010(10) C10 0.032(2) 0.037(2) 0.036(2) -0.0030(10) -0.0030(10) 0.0010(10) C11 0.0330(10) 0.033(2) 0.036(2) 0.0010(10) -0.0010(10) 0.0010(10) C12 0.045(2) 0.051(2) 0.037(2) -0.001(2) -0.0030(10) -0.002(2) C13 0.062(2) 0.058(2) 0.032(2) 0.007(2) 0.001(2) -0.001(2) C14 0.056(2) 0.049(2) 0.040(2) 0.001(2) 0.016(2) 0.004(2) C15 0.043(2) 0.041(2) 0.047(2) -0.004(2) 0.0100(10) 0.003(2) C16 0.034(2) 0.031(2) 0.038(2) 0.0010(10) 0.0030(10) 0.0010(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Cl Cl 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, 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 O1 Cu1 O1 . 3_757 180.0 no O1 Cu1 N1 . . 90.46(9) yes O1 Cu1 N1 . 3_757 89.54(9) yes O1 Cu1 N1 3_757 . 89.54(9) no O1 Cu1 N1 3_757 3_757 90.46(9) no N1 Cu1 N1 . 3_757 180.0 no Cu1 O1 C6 . . 125.6(2) yes Cu1 N1 C7 . . 120.6(2) yes Cu1 N1 C9 . . 122.9(2) yes C7 N1 C9 . . 115.9(3) yes C8 N2 C16 . . 117.1(3) no C2 C1 C6 . . 119.7(3) no C2 C1 C7 . . 117.9(3) no C6 C1 C7 . . 122.5(3) no C1 C2 C3 . . 121.6(3) no C1 C2 H1 . . 119.5 no C3 C2 H1 . . 118.9 no C2 C3 C4 . . 119.1(3) no C2 C3 H2 . . 120.3 no C4 C3 H2 . . 120.6 no C3 C4 C5 . . 121.0(3) no C3 C4 H3 . . 119.4 no C5 C4 H3 . . 119.6 no C4 C5 C6 . . 121.4(3) no C4 C5 H4 . . 119.4 no C6 C5 H4 . . 119.3 no O1 C6 C1 . . 123.1(3) yes O1 C6 C5 . . 119.7(3) yes C1 C6 C5 . . 117.2(3) no N1 C7 C1 . . 127.2(3) no N1 C7 H5 . . 116.2 no C1 C7 H5 . . 116.7 no N2 C8 C9 . . 125.0(3) no N2 C8 H6 . . 117.2 no C9 C8 H6 . . 117.7 no N1 C9 C8 . . 120.2(3) yes N1 C9 C10 . . 122.0(3) yes C8 C9 C10 . . 117.8(3) no C9 C10 C11 . . 119.1(3) no C9 C10 H7 . . 120.7 no C11 C10 H7 . . 120.2 no C10 C11 C12 . . 122.6(3) no C10 C11 C16 . . 118.7(3) no C12 C11 C16 . . 118.7(3) no C11 C12 C13 . . 120.4(3) no C11 C12 H8 . . 119.8 no C13 C12 H8 . . 119.7 no C12 C13 C14 . . 120.2(3) no C12 C13 H9 . . 120.3 no C14 C13 H9 . . 119.5 no C13 C14 C15 . . 121.1(3) no C13 C14 H10 . . 119.8 no C15 C14 H10 . . 119.2 no C14 C15 C16 . . 120.2(3) no C14 C15 H11 . . 120.2 no C16 C15 H11 . . 119.7 no N2 C16 C11 . . 121.9(3) no N2 C16 C15 . . 118.8(3) no C11 C16 C15 . . 119.3(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 Cu1 O1 . 1.898(2) yes Cu1 O1 3_757 1.898(2) no Cu1 N1 . 2.040(2) yes Cu1 N1 3_757 2.040(2) no O1 C6 . 1.306(4) yes N1 C7 . 1.296(4) yes N1 C9 . 1.429(4) yes N2 C8 . 1.312(4) no N2 C16 . 1.371(4) no C1 C2 . 1.414(5) no C1 C6 . 1.415(4) no C1 C7 . 1.427(4) yes C2 C3 . 1.359(5) no C2 H1 . 0.950 no C3 C4 . 1.393(5) no C3 H2 . 0.950 no C4 C5 . 1.372(5) no C4 H3 . 0.950 no C5 C6 . 1.413(4) no C5 H4 . 0.950 no C7 H5 . 0.950 no C8 C9 . 1.426(4) no C8 H6 . 0.950 no C9 C10 . 1.367(4) no C10 C11 . 1.409(4) no C10 H7 . 0.950 no C11 C12 . 1.416(4) no C11 C16 . 1.420(4) no C12 C13 . 1.369(5) no C12 H8 . 0.950 no C13 C14 . 1.402(5) no C13 H9 . 0.950 no C14 C15 . 1.359(5) no C14 H10 . 0.950 no C15 C16 . 1.414(5) no C15 H11 . 0.950 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 Cu1 O1 C6 C1 -26.3(4) no Cu1 O1 C6 C5 154.6(2) no Cu1 N1 C7 C1 7.8(4) no Cu1 N1 C9 C8 132.8(3) no Cu1 N1 C9 C10 -45.5(4) no O1 Cu1 N1 C7 -25.6(2) no O1 Cu1 N1 C9 163.9(2) no O1 C6 C1 C2 177.9(3) no O1 C6 C1 C7 -4.1(5) no O1 C6 C5 C4 -176.5(3) no N1 Cu1 O1 C6 35.4(2) no N1 C7 C1 C2 -169.1(3) no N1 C7 C1 C6 12.8(5) no N1 C9 C8 N2 175.7(3) no N1 C9 C10 C11 -179.1(3) no N2 C8 C9 C10 -6.0(5) no N2 C16 C11 C10 -5.8(5) no N2 C16 C11 C12 174.0(3) no N2 C16 C15 C14 -175.6(3) no C1 C2 C3 C4 2.3(6) no C1 C6 C5 C4 4.2(5) no C1 C7 N1 C9 179.0(3) no C2 C1 C6 C5 -2.9(4) no C2 C3 C4 C5 -0.9(6) no C3 C2 C1 C6 -0.3(5) no C3 C2 C1 C7 -178.4(3) no C3 C4 C5 C6 -2.4(5) no C5 C6 C1 C7 175.1(3) no C7 N1 C9 C8 -38.2(4) no C7 N1 C9 C10 143.6(3) no C8 N2 C16 C11 2.8(5) no C8 N2 C16 C15 -178.8(3) no C8 C9 C10 C11 2.6(5) no C9 C8 N2 C16 3.2(5) no C9 C10 C11 C12 -177.0(3) no C9 C10 C11 C16 2.8(5) no C10 C11 C12 C13 -177.8(3) no C10 C11 C16 C15 175.8(3) no C11 C12 C13 C14 1.3(6) no C11 C16 C15 C14 2.9(5) no C12 C11 C16 C15 -4.4(5) no C12 C13 C14 C15 -3.0(6) no C13 C12 C11 C16 2.4(5) no C13 C14 C15 C16 0.9(6) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139067163