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#$Date: 2025-08-21 14:21:36 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301847 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/15/7011584.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7011584
loop_
_publ_author_name
'Abdessamad Grirrane'
'Antonio Pastor'
'Andrea Ienco'
'Carlo Mealli'
'Agustín Galindo'
_publ_section_title
;
 Synthesis and molecular structure of oxydiacetate complexes of
 nickel(II) and cobalt(II). Theoretical analysis of the planar and
 non-planar conformations of oxydiacetate ligand and oxydiacetic acid
;
_journal_issue                   19
_journal_name_full               'J. Chem. Soc., Dalton Trans.'
_journal_page_first              3771
_journal_page_last               3777
_journal_paper_doi               10.1039/b201885c
_journal_year                    2002
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C14 H19 Co1 N2 O8'
_chemical_formula_structural     'C14 H19 N2 O8.5 CO1'
_chemical_formula_sum            'C14 H19 Co N2 O8.5'
_chemical_formula_weight         410.24
_chemical_name_common            Co(oda)(bipy)(H2O).1.5H2O
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      43
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2002-02-20T10:56:03-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   13.646(6)
_cell_length_b                   47.908(9)
_cell_length_c                   10.752(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      10
_cell_measurement_wavelength     0.71073
_cell_volume                     7029(4)
_computing_cell_refinement       'Nonious CAD4 programs'
_computing_data_collection       'Nonius Cad4'
_computing_data_reduction        'local routines'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius Cad4'
_diffrn_measurement_method       omega-2theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           mok\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       56
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1627
_diffrn_reflns_theta_full        24.91
_diffrn_reflns_theta_max         24.91
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  2h
_exptl_absorpt_coefficient_mu    1.024
_exptl_crystal_colour            marron
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3392
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.15
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         1627
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.15
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0591P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0715
_refine_ls_wR_factor_ref         0.0732
_reflns_number_gt                1571
_reflns_number_total             1627
_reflns_threshold_expression     >2sigma(i)
_cod_data_source_file            b201885c.txt
_cod_data_source_block           cobalt
_cod_original_formula_sum        'C14 H19 Co N2 O8.50'
_cod_database_code               7011584
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+3/4, -y+5/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+5/4, -y+3/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+5/4, -y+5/4, z+1/4'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.20609(3) 0.056817(8) 0.29101(4) 0.03477(15) Uani 1 1 d . . .
O1 O 0.21148(19) 0.04618(6) 0.1065(3) 0.0504(6) Uani 1 1 d . . .
O2 O 0.2705(2) 0.05670(5) 0.4680(3) 0.0446(6) Uani 1 1 d . . .
O3 O 0.3349(2) 0.03258(7) 0.2735(3) 0.0645(8) Uani 1 1 d . . .
O4 O 0.2787(2) 0.01939(6) -0.0382(3) 0.0617(8) Uani 1 1 d . . .
O5 O 0.3825(2) 0.03872(7) 0.5923(3) 0.0663(8) Uani 1 1 d . . .
O6 O 0.1239(2) 0.02263(5) 0.3529(3) 0.0543(7) Uani 1 1 d . . .
O7 O -0.25 0.25 0.9396(4) 0.0484(8) Uani 1 2 d S . .
O8 O -0.0171(4) 0.19425(9) 0.5208(5) 0.0791(12) Uani 1 1 d . . .
O9 O -0.1890(3) 0.19204(15) 0.3864(6) 0.1128(18) Uani 1 1 d . . .
N1 N 0.08815(19) 0.08417(5) 0.3193(3) 0.0374(6) Uani 1 1 d . . .
N2 N 0.2692(2) 0.09641(6) 0.2571(3) 0.0418(6) Uani 1 1 d . . .
C1 C 0.2726(3) 0.02848(7) 0.0701(3) 0.0444(8) Uani 1 1 d . . .
C2 C 0.3470(3) 0.01758(8) 0.1629(4) 0.0493(9) Uani 1 1 d . . .
H8 H 0.3366 -0.0022 0.1776 0.073(9) Uiso 1 1 calc R . .
H9 H 0.4129 0.0201 0.131 0.071(14) Uiso 1 1 calc R . .
C3 C 0.3878(3) 0.02541(8) 0.3801(4) 0.0493(9) Uani 1 1 d . . .
H10 H 0.4562 0.0304 0.3701 0.073(9) Uiso 1 1 calc R . .
H11 H 0.3838 0.0055 0.3948 0.073(9) Uiso 1 1 calc R . .
C4 C 0.3434(3) 0.04123(7) 0.4879(4) 0.0437(8) Uani 1 1 d . . .
C5 C -0.0038(2) 0.07639(8) 0.3463(4) 0.0494(8) Uani 1 1 d . . .
H12 H -0.0193 0.0575 0.346 0.074(5) Uiso 1 1 calc R . .
C6 C -0.0766(3) 0.09548(9) 0.3745(5) 0.0610(11) Uani 1 1 d . . .
H13 H -0.1397 0.0896 0.3935 0.074(5) Uiso 1 1 calc R . .
C7 C -0.0533(3) 0.12332(9) 0.3738(5) 0.0586(11) Uani 1 1 d . . .
H14 H -0.1008 0.1366 0.3928 0.074(5) Uiso 1 1 calc R . .
C8 C 0.0397(3) 0.13159(8) 0.3451(4) 0.0502(9) Uani 1 1 d . . .
H15 H 0.0558 0.1505 0.3441 0.074(5) Uiso 1 1 calc R . .
C9 C 0.1106(2) 0.11148(6) 0.3173(3) 0.0374(7) Uani 1 1 d . . .
C10 C 0.2114(2) 0.11835(6) 0.2823(4) 0.0384(7) Uani 1 1 d . . .
C11 C 0.2459(3) 0.14571(8) 0.2722(4) 0.0535(9) Uani 1 1 d . . .
H16 H 0.2053 0.1607 0.2906 0.074(5) Uiso 1 1 calc R . .
C12 C 0.3413(3) 0.15007(9) 0.2344(5) 0.0654(12) Uani 1 1 d . . .
H17 H 0.3661 0.1681 0.2279 0.074(5) Uiso 1 1 calc R . .
C13 C 0.3987(3) 0.12771(11) 0.2066(5) 0.0653(12) Uani 1 1 d . . .
H18 H 0.4625 0.1304 0.1786 0.074(5) Uiso 1 1 calc R . .
C14 C 0.3618(3) 0.10105(9) 0.2202(4) 0.0539(9) Uani 1 1 d . . .
H19 H 0.4022 0.0859 0.2033 0.074(5) Uiso 1 1 calc R . .
H1 H 0.150(3) 0.0110(9) 0.391(4) 0.045(11) Uiso 1 1 d . . .
H2 H 0.084(3) 0.0137(9) 0.296(5) 0.057(11) Uiso 1 1 d . . .
H3 H -0.280(3) 0.2381(9) 0.895(5) 0.048(12) Uiso 1 1 d . . .
H4 H -0.018(5) 0.2016(14) 0.586(7) 0.09(2) Uiso 1 1 d . . .
H5 H 0.023(4) 0.1981(12) 0.477(6) 0.063(18) Uiso 1 1 d . . .
H6 H -0.202(5) 0.1713(18) 0.393(8) 0.11(3) Uiso 1 1 d . . .
H7 H -0.155(8) 0.207(3) 0.420(14) 0.24(6) Uiso 1 1 d . . .
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O6 97.60(12) . . ?
O1 Co1 O2 149.64(10) . . ?
O6 Co1 O2 86.23(12) . . ?
O1 Co1 N1 108.85(10) . . ?
O6 Co1 N1 91.81(11) . . ?
O2 Co1 N1 101.07(10) . . ?
O1 Co1 O3 75.38(11) . . ?
O6 Co1 O3 92.52(13) . . ?
O2 Co1 O3 74.37(10) . . ?
N1 Co1 O3 173.48(12) . . ?
O1 Co1 N2 92.38(12) . . ?
O6 Co1 N2 167.06(12) . . ?
O2 Co1 N2 89.32(11) . . ?
N1 Co1 N2 77.12(10) . . ?
O3 Co1 N2 97.97(13) . . ?
C1 O1 Co1 119.6(2) . . ?
C4 O2 Co1 119.2(2) . . ?
C3 O3 C2 120.6(3) . . ?
C3 O3 Co1 119.5(2) . . ?
C2 O3 Co1 117.1(2) . . ?
C5 N1 C9 119.2(3) . . ?
C5 N1 Co1 125.1(2) . . ?
C9 N1 Co1 115.5(2) . . ?
C10 N2 C14 118.9(3) . . ?
C10 N2 Co1 115.3(2) . . ?
C14 N2 Co1 125.6(3) . . ?
O4 C1 O1 125.0(4) . . ?
O4 C1 C2 116.7(3) . . ?
O1 C1 C2 118.3(3) . . ?
O3 C2 C1 107.6(3) . . ?
O3 C3 C4 107.3(3) . . ?
O5 C4 O2 123.2(4) . . ?
O5 C4 C3 118.0(3) . . ?
O2 C4 C3 118.8(3) . . ?
N1 C5 C6 122.3(4) . . ?
C7 C6 C5 118.4(4) . . ?
C8 C7 C6 119.9(3) . . ?
C7 C8 C9 119.5(4) . . ?
N1 C9 C8 120.7(3) . . ?
N1 C9 C10 115.9(3) . . ?
C8 C9 C10 123.4(3) . . ?
N2 C10 C11 121.3(3) . . ?
N2 C10 C9 115.4(3) . . ?
C11 C10 C9 123.3(3) . . ?
C12 C11 C10 118.9(4) . . ?
C13 C12 C11 119.3(4) . . ?
C12 C13 C14 119.7(4) . . ?
N2 C14 C13 121.8(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.050(3) . ?
Co1 O6 2.094(3) . ?
Co1 O2 2.096(3) . ?
Co1 N1 2.098(3) . ?
Co1 O3 2.114(3) . ?
Co1 N2 2.115(3) . ?
O1 C1 1.251(4) . ?
O2 C4 1.258(5) . ?
O3 C3 1.398(5) . ?
O3 C2 1.400(5) . ?
O4 C1 1.246(5) . ?
O5 C4 1.249(5) . ?
N1 C5 1.341(5) . ?
N1 C9 1.344(4) . ?
N2 C10 1.342(4) . ?
N2 C14 1.343(5) . ?
C1 C2 1.516(5) . ?
C3 C4 1.512(6) . ?
C5 C6 1.384(6) . ?
C6 C7 1.371(7) . ?
C7 C8 1.364(6) . ?
C8 C9 1.398(5) . ?
C9 C10 1.463(5) . ?
C10 C11 1.398(5) . ?
C11 C12 1.380(7) . ?
C12 C13 1.360(7) . ?
C13 C14 1.381(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168347505
