#------------------------------------------------------------------------------
#$Date: 2025-08-19 14:52:15 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/30/2213059.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_2213059
loop_
_publ_author_name
'Chao Qin'
_publ_section_title
μ-Oxalato-κ²O¹,O²:κ²O^1'^,O^2'^-bis[(3,5-dicarboxybenzoato-κ²O¹,O^1'^)(1,10-phenanthroline-κ²N,N')copper(II)]
_journal_coeditor_code           XU2200
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1006
_journal_page_last               m1007
_journal_paper_doi               10.1107/S1600536807009828
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu2 (C9 H5 O6)2 (C2 O4) (C12 H8 N2)2]'
_chemical_formula_moiety         'C44 H26 Cu2 N4 O16'
_chemical_formula_sum            'C44 H26 Cu2 N4 O16'
_chemical_formula_weight         993.77
_chemical_name_systematic
;
μ-Oxalato-κ²O¹,O²:κ²O^1'^,O^2'^-bis[(3,5-dicarboxybenzoato-
κ²O¹,O^1'^)(1,10-phenanthroline-κ²N,N')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
_cell_angle_alpha                85.72(3)
_cell_angle_beta                 86.43(3)
_cell_angle_gamma                68.46(3)
_cell_formula_units_Z            1
_cell_length_a                   8.3514(17)
_cell_length_b                   9.0308(18)
_cell_length_c                   13.794(3)
_cell_measurement_reflns_used    9501
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.0
_cell_volume                     964.3(4)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        PROCESS-AUTO
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker 1998)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       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  0.052
_diffrn_reflns_av_sigmaI/netI    0.070
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9501
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  0.796
_exptl_absorpt_correction_T_min  0.731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.43
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4349
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.081
_refine_ls_R_factor_gt           0.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0636P)²+0.3063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.117
_refine_ls_wR_factor_ref         0.133
_reflns_number_gt                3096
_reflns_number_total             4349
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2200.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2213059
_cod_database_fobs_code          2213059
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 0.30029(6) 0.20138(5) 0.36784(3) 0.03037(15) Uani d . 1
C C1 0.5644(4) 0.1076(4) 0.1034(2) 0.0273(7) Uani d . 1
C C2 0.5934(5) 0.2162(4) 0.0347(2) 0.0304(7) Uani d . 1
H H2A 0.5313 0.3247 0.0395 0.037 Uiso calc R 1
C C3 0.7146(5) 0.1640(4) -0.0409(2) 0.0312(8) Uani d . 1
C C4 0.8060(5) 0.0024(4) -0.0473(2) 0.0328(8) Uani d . 1
H H4A 0.8883 -0.0330 -0.0974 0.039 Uiso calc R 1
C C5 0.7765(5) -0.1070(4) 0.0199(3) 0.0315(8) Uani d . 1
C C6 0.6557(5) -0.0545(4) 0.0961(2) 0.0292(7) Uani d . 1
H H6A 0.6362 -0.1276 0.1419 0.035 Uiso calc R 1
C C7 0.4426(4) 0.1668(4) 0.1895(2) 0.0292(7) Uani d . 1
C C8 0.7478(5) 0.2787(4) -0.1150(3) 0.0399(9) Uani d . 1
C C9 0.8742(5) -0.2804(4) 0.0115(3) 0.0382(9) Uani d . 1
C C10 0.0084(6) 0.1403(5) 0.2904(3) 0.0431(9) Uani d . 1
H H10A 0.0814 0.0344 0.2868 0.052 Uiso calc R 1
C C11 -0.1587(6) 0.1846(6) 0.2613(3) 0.0534(11) Uani d . 1
H H11A -0.1975 0.1090 0.2397 0.064 Uiso calc R 1
C C12 -0.2662(6) 0.3398(6) 0.2645(3) 0.0554(12) Uani d . 1
H H12A -0.3787 0.3707 0.2445 0.066 Uiso calc R 1
C C13 -0.2077(5) 0.4534(5) 0.2981(3) 0.0440(10) Uani d . 1
C C14 -0.3076(6) 0.6198(6) 0.3040(3) 0.0567(13) Uani d . 1
H H14A -0.4207 0.6595 0.2841 0.068 Uiso calc R 1
C C15 -0.2404(6) 0.7205(5) 0.3380(3) 0.0546(12) Uani d . 1
H H15A -0.3075 0.8284 0.3395 0.066 Uiso calc R 1
C C16 -0.0681(5) 0.6644(4) 0.3716(3) 0.0412(9) Uani d . 1
C C17 0.0110(7) 0.7588(5) 0.4110(3) 0.0513(12) Uani d . 1
H H17A -0.0497 0.8672 0.4171 0.062 Uiso calc R 1
C C18 0.1746(7) 0.6917(5) 0.4400(3) 0.0521(11) Uani d . 1
H H18A 0.2274 0.7545 0.4648 0.063 Uiso calc R 1
C C19 0.2646(6) 0.5290(5) 0.4328(3) 0.0448(10) Uani d . 1
H H19A 0.3767 0.4845 0.4541 0.054 Uiso calc R 1
C C20 0.0310(5) 0.5025(4) 0.3663(2) 0.0319(8) Uani d . 1
C C21 -0.0385(5) 0.3968(4) 0.3270(2) 0.0320(8) Uani d . 1
C C22 0.5607(4) 0.0486(4) 0.4926(2) 0.0290(7) Uani d . 1
N N1 0.0684(4) 0.2427(3) 0.3232(2) 0.0315(6) Uani d . 1
N N2 0.1951(4) 0.4349(3) 0.3963(2) 0.0328(7) Uani d . 1
O O1 0.8310(4) -0.3746(3) 0.0701(2) 0.0579(9) Uani d . 1
H H1 0.8914 -0.4652 0.0489 0.0579 Uiso d R 1
O O2 0.9932(4) -0.3228(3) -0.0527(2) 0.0549(8) Uani d . 1
O O3 0.8481(6) 0.2420(4) -0.1819(3) 0.0813(13) Uani d . 1
O O4 0.6563(5) 0.4266(3) -0.0967(2) 0.0683(11) Uani d . 1
H H2 0.6733 0.4799 -0.1471 0.0683 Uiso d R 1
O O5 0.3601(4) 0.3113(3) 0.19549(19) 0.0437(7) Uani d . 1
O O6 0.4343(3) 0.0643(3) 0.25552(17) 0.0372(6) Uani d . 1
O O7 0.5112(3) 0.1702(3) 0.43430(18) 0.0363(6) Uani d . 1
O O8 0.6940(3) 0.0017(3) 0.53852(17) 0.0336(6) Uani d . 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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
O7 Cu1 N1 . 170.03(11)
O7 Cu1 N2 . 92.88(12)
N1 Cu1 N2 . 82.36(13)
O7 Cu1 O6 . 92.50(11)
N1 Cu1 O6 . 96.89(12)
N2 Cu1 O6 . 138.17(10)
O7 Cu1 O8 2_656 82.00(10)
N1 Cu1 O8 2_656 94.04(11)
N2 Cu1 O8 2_656 128.27(11)
O6 Cu1 O8 2_656 93.57(10)
C2 C1 C6 . 120.0(3)
C2 C1 C7 . 119.8(3)
C6 C1 C7 . 120.1(3)
C1 C2 C3 . 120.4(3)
C1 C2 H2A . 119.8
C3 C2 H2A . 119.8
C4 C3 C2 . 119.3(3)
C4 C3 C8 . 119.5(3)
C2 C3 C8 . 121.2(3)
C5 C4 C3 . 120.8(3)
C5 C4 H4A . 119.6
C3 C4 H4A . 119.6
C4 C5 C6 . 119.9(3)
C4 C5 C9 . 120.2(3)
C6 C5 C9 . 119.9(3)
C1 C6 C5 . 119.6(3)
C1 C6 H6A . 120.2
C5 C6 H6A . 120.2
O5 C7 O6 . 122.5(3)
O5 C7 C1 . 120.0(3)
O6 C7 C1 . 117.5(3)
O3 C8 O4 . 123.4(3)
O3 C8 C3 . 124.6(4)
O4 C8 C3 . 112.1(3)
O2 C9 O1 . 124.8(3)
O2 C9 C5 . 118.2(3)
O1 C9 C5 . 117.0(3)
N1 C10 C11 . 122.5(4)
N1 C10 H10A . 118.8
C11 C10 H10A . 118.8
C12 C11 C10 . 119.5(4)
C12 C11 H11A . 120.3
C10 C11 H11A . 120.3
C11 C12 C13 . 120.1(4)
C11 C12 H12A . 119.9
C13 C12 H12A . 119.9
C21 C13 C12 . 116.1(4)
C21 C13 C14 . 118.5(4)
C12 C13 C14 . 125.3(4)
C15 C14 C13 . 121.2(4)
C15 C14 H14A . 119.4
C13 C14 H14A . 119.4
C14 C15 C16 . 121.5(4)
C14 C15 H15A . 119.3
C16 C15 H15A . 119.3
C20 C16 C17 . 116.4(4)
C20 C16 C15 . 118.0(4)
C17 C16 C15 . 125.6(4)
C18 C17 C16 . 119.9(4)
C18 C17 H17A . 120.0
C16 C17 H17A . 120.0
C17 C18 C19 . 120.2(4)
C17 C18 H18A . 119.9
C19 C18 H18A . 119.9
N2 C19 C18 . 122.0(4)
N2 C19 H19A . 119.0
C18 C19 H19A . 119.0
N2 C20 C16 . 123.6(4)
N2 C20 C21 . 116.0(3)
C16 C20 C21 . 120.4(4)
N1 C21 C13 . 123.6(4)
N1 C21 C20 . 116.1(3)
C13 C21 C20 . 120.3(4)
O8 C22 O7 . 126.0(3)
O8 C22 C22 2_656 117.9(4)
O7 C22 C22 2_656 116.1(4)
C10 N1 C21 . 118.2(3)
C10 N1 Cu1 . 128.1(3)
C21 N1 Cu1 . 113.7(2)
C19 N2 C20 . 117.8(3)
C19 N2 Cu1 . 130.3(3)
C20 N2 Cu1 . 111.7(2)
C9 O1 H1 . 102.4
C8 O4 H2 . 104.0
C7 O6 Cu1 . 103.3(2)
C22 O7 Cu1 . 114.9(2)
C22 O8 Cu1 2_656 108.8(2)
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 N1 . 1.963(3) y
Cu1 N2 . 2.023(3) y
Cu1 O5 . 2.598(3) y
Cu1 O6 . 2.059(3) y
Cu1 O7 . 1.955(3) y
Cu1 O8 2_656 2.150(2) y
C1 C2 . 1.387(5) ?
C1 C6 . 1.388(5) ?
C1 C7 . 1.510(5) ?
C2 C3 . 1.388(5) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.383(5) ?
C3 C8 . 1.487(5) ?
C4 C5 . 1.382(5) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.392(5) ?
C5 C9 . 1.486(5) ?
C6 H6A . 0.9300 ?
C7 O5 . 1.239(4) ?
C7 O6 . 1.266(4) ?
C8 O3 . 1.186(5) ?
C8 O4 . 1.307(4) ?
C9 O2 . 1.257(5) ?
C9 O1 . 1.262(4) ?
C10 N1 . 1.319(5) ?
C10 C11 . 1.380(6) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.361(7) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.405(6) ?
C12 H12A . 0.9300 ?
C13 C21 . 1.388(5) ?
C13 C14 . 1.432(6) ?
C14 C15 . 1.353(7) ?
C14 H14A . 0.9300 ?
C15 C16 . 1.434(6) ?
C15 H15A . 0.9300 ?
C16 C20 . 1.396(5) ?
C16 C17 . 1.409(6) ?
C17 C18 . 1.348(7) ?
C17 H17A . 0.9300 ?
C18 C19 . 1.391(6) ?
C18 H18A . 0.9300 ?
C19 N2 . 1.333(5) ?
C19 H19A . 0.9300 ?
C20 N2 . 1.356(5) ?
C20 C21 . 1.437(5) ?
C21 N1 . 1.353(5) ?
C22 O8 . 1.234(4) ?
C22 O7 . 1.265(4) ?
C22 C22 2_656 1.563(6) ?
O1 H1 . 0.8500 ?
O4 H2 . 0.8501 ?
O8 Cu1 2_656 2.150(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139071821
