#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/92/2209274.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_2209274
loop_
_publ_author_name
'Li-Jun Xiao'
'Da-Qi Wang '
_publ_section_title
Tetra-μ-benzoato-κ⁸O:O'-bis[(2-benzamidopyridine-κN¹)copper(II)]
_journal_coeditor_code           OM2008
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1268
_journal_page_last               m1269
_journal_paper_doi               10.1107/S1600536806016783
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu2 (C7 H5 O2)4 (C12 H10 N2 O)2]'
_chemical_formula_moiety         'C52 H40 Cu2 N4 O10'
_chemical_formula_sum            'C52 H40 Cu2 N4 O10'
_chemical_formula_weight         1007.96
_chemical_name_systematic
;
Tetra-μ-benzoato-κ⁸O:O'-bis[(2-benzamidopyridine-\kN¹)copper(II)]
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.661(3)
_cell_angle_beta                 94.736(3)
_cell_angle_gamma                92.709(4)
_cell_formula_units_Z            1
_cell_length_a                   10.209(2)
_cell_length_b                   10.730(2)
_cell_length_c                   11.075(2)
_cell_measurement_reflns_used    1239
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.456
_cell_measurement_theta_min      2.623
_cell_volume                     1181.5(4)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Siemens SMART 1000'
_diffrn_measurement_method       'φ and ω'
_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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0858
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6272
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.89
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_T_max  0.8931
_exptl_absorpt_correction_T_min  0.7877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             518
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.342
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4112
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0542
_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/[σ²(Fo²)+(0.0463P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1195
_reflns_number_gt                2543
_reflns_number_total             4112
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om2008.cif
_cod_data_source_block           I
_cod_database_code               2209274
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_occupancy
Cu Cu1 0.96568(5) 0.61329(5) 0.48512(5) 0.0399(2) Uani d . 1
N N1 0.9006(4) 0.7911(3) 0.4353(3) 0.0449(10) Uani d . 1
N N2 0.7779(4) 0.8431(4) 0.5994(3) 0.0625(12) Uani d . 1
H H2 0.8058 0.7744 0.6181 0.075 Uiso calc R 1
O O1 0.9111(3) 0.5145(3) 0.3165(3) 0.0502(8) Uani d . 1
O O2 0.9680(3) 0.3218(3) 0.3412(3) 0.0505(8) Uani d . 1
O O3 0.8019(3) 0.5622(3) 0.5466(3) 0.0475(8) Uani d . 1
O O4 0.8557(3) 0.3657(3) 0.5613(3) 0.0522(8) Uani d . 1
O O5 0.6433(4) 1.0013(4) 0.6593(4) 0.0999(15) Uani d . 1
C C1 0.9217(4) 0.3977(4) 0.2770(4) 0.0405(11) Uani d . 1
C C2 0.8759(4) 0.3429(4) 0.1431(4) 0.0459(12) Uani d . 1
C C3 0.8362(6) 0.4217(6) 0.0673(5) 0.087(2) Uani d . 1
H H3 0.8370 0.5091 0.0977 0.104 Uiso calc R 1
C C4 0.7947(7) 0.3708(7) -0.0555(5) 0.110(3) Uani d . 1
H H4 0.7689 0.4250 -0.1076 0.132 Uiso calc R 1
C C5 0.7906(6) 0.2430(7) -0.1018(5) 0.092(2) Uani d . 1
H H5 0.7621 0.2096 -0.1845 0.111 Uiso calc R 1
C C6 0.8292(6) 0.1653(6) -0.0246(5) 0.0811(18) Uani d . 1
H H6 0.8258 0.0776 -0.0541 0.097 Uiso calc R 1
C C7 0.8734(5) 0.2158(5) 0.0971(4) 0.0632(14) Uani d . 1
H H7 0.9019 0.1619 0.1484 0.076 Uiso calc R 1
C C8 0.7772(4) 0.4538(4) 0.5704(4) 0.0391(11) Uani d . 1
C C9 0.6472(4) 0.4268(4) 0.6144(4) 0.0367(10) Uani d . 1
C C10 0.5632(5) 0.5226(5) 0.6498(4) 0.0571(14) Uani d . 1
H H10 0.5879 0.6058 0.6449 0.069 Uiso calc R 1
C C11 0.4446(5) 0.4968(5) 0.6918(5) 0.0675(15) Uani d . 1
H H11 0.3900 0.5625 0.7160 0.081 Uiso calc R 1
C C12 0.4065(5) 0.3750(6) 0.6984(5) 0.0715(16) Uani d . 1
H H12 0.3252 0.3574 0.7256 0.086 Uiso calc R 1
C C13 0.4879(5) 0.2784(6) 0.6647(5) 0.0750(17) Uani d . 1
H H13 0.4627 0.1955 0.6703 0.090 Uiso calc R 1
C C14 0.6067(5) 0.3050(5) 0.6228(4) 0.0575(14) Uani d . 1
H H14 0.6612 0.2390 0.5995 0.069 Uiso calc R 1
C C15 0.9463(5) 0.8151(5) 0.3327(5) 0.0612(14) Uani d . 1
H H15 0.9983 0.7558 0.2897 0.073 Uiso calc R 1
C C16 0.9218(6) 0.9204(5) 0.2868(5) 0.0835(19) Uani d . 1
H H16 0.9574 0.9337 0.2155 0.100 Uiso calc R 1
C C17 0.8430(7) 1.0069(6) 0.3487(6) 0.100(2) Uani d . 1
H H17 0.8246 1.0803 0.3197 0.120 Uiso calc R 1
C C18 0.7916(6) 0.9847(5) 0.4535(5) 0.086(2) Uani d . 1
H H18 0.7373 1.0418 0.4961 0.103 Uiso calc R 1
C C19 0.8226(5) 0.8745(4) 0.4943(4) 0.0531(13) Uani d . 1
C C20 0.6953(5) 0.9066(5) 0.6772(5) 0.0607(14) Uani d . 1
C C21 0.6720(5) 0.8516(5) 0.7873(5) 0.0631(15) Uani d . 1
C C22 0.5556(6) 0.8711(6) 0.8382(6) 0.098(2) Uani d . 1
H H22 0.4917 0.9156 0.8034 0.117 Uiso calc R 1
C C23 0.5342(9) 0.8233(9) 0.9428(9) 0.144(4) Uani d . 1
H H23 0.4551 0.8364 0.9780 0.173 Uiso calc R 1
C C24 0.6259(11) 0.7580(9) 0.9952(7) 0.147(4) Uani d . 1
H H24 0.6095 0.7256 1.0646 0.176 Uiso calc R 1
C C25 0.7418(9) 0.7406(7) 0.9447(6) 0.121(3) Uani d . 1
H H25 0.8059 0.6971 0.9806 0.145 Uiso calc R 1
C C26 0.7652(6) 0.7867(5) 0.8409(5) 0.0756(17) Uani d . 1
H H26 0.8449 0.7738 0.8067 0.091 Uiso calc R 1
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'
Cu Cu 0.3201 1.2651 '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'
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
O4 Cu1 O3 2_766 . 167.60(11) ?
O4 Cu1 O2 2_766 2_766 89.11(12) ?
O3 Cu1 O2 . 2_766 86.80(12) ?
O4 Cu1 O1 2_766 . 89.47(13) ?
O3 Cu1 O1 . . 92.16(13) ?
O2 Cu1 O1 2_766 . 168.30(11) ?
O4 Cu1 N1 2_766 . 95.03(13) y
O3 Cu1 N1 . . 97.21(13) y
O2 Cu1 N1 2_766 . 99.97(13) y
O1 Cu1 N1 . . 91.72(12) y
O4 Cu1 Cu1 2_766 2_766 84.71(9) y
O3 Cu1 Cu1 . 2_766 83.41(8) y
O2 Cu1 Cu1 2_766 2_766 87.35(9) y
O1 Cu1 Cu1 . 2_766 80.95(9) y
N1 Cu1 Cu1 . 2_766 172.67(10) y
C15 N1 C19 . . 117.6(4) ?
C15 N1 Cu1 . . 114.1(3) ?
C19 N1 Cu1 . . 128.3(3) ?
C20 N2 C19 . . 128.5(4) ?
C20 N2 H2 . . 115.8 ?
C19 N2 H2 . . 115.8 ?
C1 O1 Cu1 . . 127.0(3) ?
C1 O2 Cu1 . 2_766 119.7(3) ?
C8 O3 Cu1 . . 124.1(3) ?
C8 O4 Cu1 . 2_766 122.7(3) ?
O1 C1 O2 . . 125.0(4) ?
O1 C1 C2 . . 117.7(4) ?
O2 C1 C2 . . 117.3(4) ?
C7 C2 C3 . . 119.4(5) ?
C7 C2 C1 . . 120.8(4) ?
C3 C2 C1 . . 119.8(4) ?
C2 C3 C4 . . 119.5(5) ?
C2 C3 H3 . . 120.3 ?
C4 C3 H3 . . 120.3 ?
C5 C4 C3 . . 121.4(6) ?
C5 C4 H4 . . 119.3 ?
C3 C4 H4 . . 119.3 ?
C6 C5 C4 . . 118.5(5) ?
C6 C5 H5 . . 120.7 ?
C4 C5 H5 . . 120.7 ?
C5 C6 C7 . . 120.3(6) ?
C5 C6 H6 . . 119.8 ?
C7 C6 H6 . . 119.8 ?
C2 C7 C6 . . 120.9(5) ?
C2 C7 H7 . . 119.5 ?
C6 C7 H7 . . 119.5 ?
O3 C8 O4 . . 124.9(4) ?
O3 C8 C9 . . 118.5(4) ?
O4 C8 C9 . . 116.7(4) ?
C14 C9 C10 . . 117.5(4) ?
C14 C9 C8 . . 120.8(4) ?
C10 C9 C8 . . 121.7(4) ?
C11 C10 C9 . . 121.1(5) ?
C11 C10 H10 . . 119.4 ?
C9 C10 H10 . . 119.4 ?
C12 C11 C10 . . 120.1(5) ?
C12 C11 H11 . . 119.9 ?
C10 C11 H11 . . 119.9 ?
C11 C12 C13 . . 120.0(5) ?
C11 C12 H12 . . 120.0 ?
C13 C12 H12 . . 120.0 ?
C12 C13 C14 . . 119.6(5) ?
C12 C13 H13 . . 120.2 ?
C14 C13 H13 . . 120.2 ?
C13 C14 C9 . . 121.6(4) ?
C13 C14 H14 . . 119.2 ?
C9 C14 H14 . . 119.2 ?
N1 C15 C16 . . 124.1(5) ?
N1 C15 H15 . . 118.0 ?
C16 C15 H15 . . 118.0 ?
C15 C16 C17 . . 118.1(5) ?
C15 C16 H16 . . 121.0 ?
C17 C16 H16 . . 121.0 ?
C18 C17 C16 . . 119.7(5) ?
C18 C17 H17 . . 120.2 ?
C16 C17 H17 . . 120.2 ?
C17 C18 C19 . . 118.3(5) ?
C17 C18 H18 . . 120.9 ?
C19 C18 H18 . . 120.9 ?
N1 C19 N2 . . 114.5(4) ?
N1 C19 C18 . . 122.2(5) ?
N2 C19 C18 . . 123.4(4) ?
O5 C20 N2 . . 123.1(5) ?
O5 C20 C21 . . 121.5(4) ?
N2 C20 C21 . . 115.4(4) ?
C22 C21 C26 . . 119.5(6) ?
C22 C21 C20 . . 118.3(5) ?
C26 C21 C20 . . 122.1(5) ?
C21 C22 C23 . . 118.8(7) ?
C21 C22 H22 . . 120.6 ?
C23 C22 H22 . . 120.6 ?
C24 C23 C22 . . 121.7(7) ?
C24 C23 H23 . . 119.2 ?
C22 C23 H23 . . 119.2 ?
C25 C24 C23 . . 119.0(8) ?
C25 C24 H24 . . 120.5 ?
C23 C24 H24 . . 120.5 ?
C24 C25 C26 . . 120.5(7) ?
C24 C25 H25 . . 119.8 ?
C26 C25 H25 . . 119.8 ?
C21 C26 C25 . . 120.5(6) ?
C21 C26 H26 . . 119.7 ?
C25 C26 H26 . . 119.7 ?
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 O4 2_766 1.950(3) y
Cu1 O3 . 1.952(3) y
Cu1 O2 2_766 1.961(3) y
Cu1 O1 . 1.973(3) y
Cu1 N1 . 2.208(3) y
Cu1 Cu1 2_766 2.6377(11) y
N1 C15 . 1.330(5) ?
N1 C19 . 1.333(5) ?
N2 C20 . 1.362(5) ?
N2 C19 . 1.382(5) ?
N2 H2 . 0.8600 ?
O1 C1 . 1.254(5) ?
O2 C1 . 1.267(5) ?
O2 Cu1 2_766 1.961(3) ?
O3 C8 . 1.262(5) ?
O4 C8 . 1.262(5) ?
O4 Cu1 2_766 1.950(3) ?
O5 C20 . 1.211(5) ?
C1 C2 . 1.507(6) ?
C2 C7 . 1.354(6) ?
C2 C3 . 1.359(6) ?
C3 C4 . 1.382(7) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.360(8) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.359(8) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.376(6) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.487(6) ?
C9 C14 . 1.376(6) ?
C9 C10 . 1.386(5) ?
C10 C11 . 1.368(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.364(7) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.371(7) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.371(6) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 C16 . 1.355(6) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.372(7) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.371(7) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.389(6) ?
C18 H18 . 0.9300 ?
C20 C21 . 1.489(7) ?
C21 C22 . 1.364(7) ?
C21 C26 . 1.371(7) ?
C22 C23 . 1.387(9) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.357(10) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.354(9) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.374(7) ?
C25 H25 . 0.9300 ?
C26 H26 . 0.9300 ?
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
N1 C19 N2 C20 -178.3(5) y
C19 N2 C20 O5 3.6(9) y
C19 N2 C20 C21 -176.6(5) ?
N2 C20 C21 C22 -152.4(5) y
O5 C20 C21 C22 27.5(8) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139069691
