#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/16/4301620.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_4301620
loop_
_publ_author_name
'Eugenio Coronado'
'Carlos Giménez-Saiz'
'Francisco M. Romero'
'Ana Tarazón'
_publ_section_title
;
Metal Complexes of a Picolinate-Based Nitronyl Nitroxide Free Radical
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2205
_journal_page_last               2214
_journal_paper_doi               10.1021/ic802218j
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         '(C26 H30 N6 O8 Co), 3(H2 O)'
_chemical_formula_sum            'C26 H36 Co N6 O11'
_chemical_formula_weight         667.54
_space_group_IT_number           52
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2a 2bc'
_symmetry_space_group_name_H-M   'P n n a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.56670(10)
_cell_length_b                   27.8458(6)
_cell_length_c                   13.8927(2)
_cell_measurement_reflns_used    9299
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.373
_cell_measurement_theta_min      0.998
_cell_volume                     2927.20(9)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17950
_diffrn_reflns_theta_full        26.13
_diffrn_reflns_theta_max         26.13
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1396
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2910
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0397
_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)+(0.0345P)²+1.6763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0959
_reflns_number_gt                2058
_reflns_number_total             2910
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic802218j_si_002_2.cif
_cod_data_source_block           compound5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 
;
_cod_database_code               4301620
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z'
'x, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'-x, y-1/2, z-1/2'
'x-1/2, -y-1/2, z-1/2'
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 0.80973(6) 0.2500 0.2500 0.03350(15) Uani 1 2 d S . .
C1 C 0.7368(3) 0.22579(9) 0.44537(18) 0.0379(6) Uani 1 1 d . . .
C2 C 0.7394(4) 0.22429(10) 0.54514(19) 0.0464(7) Uani 1 1 d . . .
H2 H 0.6896 0.1985 0.5778 0.056 Uiso 1 1 calc R . .
C3 C 0.8164(4) 0.26138(10) 0.59531(19) 0.0470(7) Uani 1 1 d . . .
H3 H 0.8197 0.2607 0.6622 0.056 Uiso 1 1 calc R . .
C4 C 0.8889(4) 0.29967(10) 0.54582(17) 0.0402(6) Uani 1 1 d . . .
H4 H 0.9414 0.3250 0.5786 0.048 Uiso 1 1 calc R . .
C5 C 0.8815(3) 0.29933(9) 0.44597(16) 0.0334(5) Uani 1 1 d . . .
C6 C 0.9427(3) 0.33993(8) 0.38763(16) 0.0339(5) Uani 1 1 d . . .
C7 C 1.0526(3) 0.38762(8) 0.25966(17) 0.0348(5) Uani 1 1 d . . .
C8 C 0.9532(4) 0.41985(9) 0.33333(18) 0.0398(6) Uani 1 1 d . . .
C9 C 0.9968(4) 0.39517(10) 0.15577(18) 0.0496(7) Uani 1 1 d . . .
H9A H 1.0629 0.3740 0.1148 0.074 Uiso 1 1 calc R . .
H9B H 1.0192 0.4279 0.1375 0.074 Uiso 1 1 calc R . .
H9C H 0.8729 0.3884 0.1493 0.074 Uiso 1 1 calc R . .
C10 C 1.2528(4) 0.38908(10) 0.2693(2) 0.0459(7) Uani 1 1 d . . .
H10A H 1.2846 0.3872 0.3361 0.069 Uiso 1 1 calc R . .
H10B H 1.2968 0.4186 0.2427 0.069 Uiso 1 1 calc R . .
H10C H 1.3035 0.3624 0.2353 0.069 Uiso 1 1 calc R . .
C11 C 0.7627(4) 0.43051(11) 0.3046(2) 0.0585(8) Uani 1 1 d . . .
H11A H 0.7058 0.4013 0.2851 0.088 Uiso 1 1 calc R . .
H11B H 0.7616 0.4530 0.2522 0.088 Uiso 1 1 calc R . .
H11C H 0.7008 0.4440 0.3585 0.088 Uiso 1 1 calc R . .
C12 C 1.0502(5) 0.46508(9) 0.3630(2) 0.0569(8) Uani 1 1 d . . .
H12A H 0.9813 0.4822 0.4098 0.085 Uiso 1 1 calc R . .
H12B H 1.0682 0.4851 0.3076 0.085 Uiso 1 1 calc R . .
H12C H 1.1625 0.4567 0.3903 0.085 Uiso 1 1 calc R . .
C13 C 0.6478(4) 0.18761(10) 0.3837(2) 0.0455(7) Uani 1 1 d . . .
N1 N 0.8092(3) 0.26263(7) 0.39669(14) 0.0341(5) Uani 1 1 d . . .
N2 N 0.9961(3) 0.33887(7) 0.29591(13) 0.0317(4) Uani 1 1 d . . .
N3 N 0.9382(3) 0.38631(7) 0.41692(14) 0.0400(5) Uani 1 1 d . . .
O1 O 1.0196(2) 0.30059(6) 0.24432(11) 0.0348(4) Uani 1 1 d . . .
O2 O 0.8971(3) 0.40099(7) 0.50052(15) 0.0667(6) Uani 1 1 d . . .
O3 O 0.6492(2) 0.19526(7) 0.29319(14) 0.0480(5) Uani 1 1 d . . .
O4 O 0.5804(3) 0.15319(7) 0.42552(15) 0.0605(6) Uani 1 1 d . . .
O1W O 0.5060(4) 0.05282(9) 0.3999(2) 0.0755(7) Uani 1 1 d D . .
H1WA H 0.587(4) 0.0428(12) 0.432(3) 0.091 Uiso 1 1 d D . .
H1WB H 0.504(5) 0.0817(7) 0.405(3) 0.091 Uiso 1 1 d D . .
O2W O 0.7500 0.5000 -0.0034(3) 0.0741(10) Uani 1 2 d SD . .
H2W H 0.686(4) 0.5157(11) -0.0395(19) 0.089 Uiso 1 1 d 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 0.0000 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'
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
O3 Co1 O3 106.88(11) 3 . ?
O3 Co1 N1 99.30(8) 3 . ?
O3 Co1 N1 80.56(8) . . ?
O3 Co1 N1 80.56(8) 3 3 ?
O3 Co1 N1 99.30(8) . 3 ?
N1 Co1 N1 179.78(12) . 3 ?
O3 Co1 O1 86.49(7) 3 . ?
O3 Co1 O1 162.15(7) . . ?
N1 Co1 O1 85.71(7) . . ?
N1 Co1 O1 94.45(7) 3 . ?
O3 Co1 O1 162.15(7) 3 3 ?
O3 Co1 O1 86.49(7) . 3 ?
N1 Co1 O1 94.45(7) . 3 ?
N1 Co1 O1 85.71(7) 3 3 ?
O1 Co1 O1 83.24(9) . 3 ?
N1 C1 C2 121.3(3) . . ?
N1 C1 C13 115.5(2) . . ?
C2 C1 C13 123.2(2) . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.7(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 C6 115.6(2) . . ?
C4 C5 C6 122.3(2) . . ?
N2 C6 N3 108.4(2) . . ?
N2 C6 C5 127.2(2) . . ?
N3 C6 C5 124.2(2) . . ?
N2 C7 C9 111.3(2) . . ?
N2 C7 C10 106.05(19) . . ?
C9 C7 C10 110.9(2) . . ?
N2 C7 C8 99.35(18) . . ?
C9 C7 C8 114.3(2) . . ?
C10 C7 C8 114.1(2) . . ?
N3 C8 C12 110.2(2) . . ?
N3 C8 C11 104.7(2) . . ?
C12 C8 C11 111.5(2) . . ?
N3 C8 C7 100.81(18) . . ?
C12 C8 C7 115.1(2) . . ?
C11 C8 C7 113.4(2) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 O3 126.8(3) . . ?
O4 C13 C1 117.5(3) . . ?
O3 C13 C1 115.8(2) . . ?
C1 N1 C5 119.2(2) . . ?
C1 N1 Co1 111.50(17) . . ?
C5 N1 Co1 129.01(16) . . ?
O1 N2 C6 125.90(19) . . ?
O1 N2 C7 121.07(18) . . ?
C6 N2 C7 112.55(19) . . ?
O2 N3 C6 126.0(2) . . ?
O2 N3 C8 121.9(2) . . ?
C6 N3 C8 111.13(18) . . ?
N2 O1 Co1 114.97(13) . . ?
C13 O3 Co1 114.82(17) . . ?
H1WA O1W H1WB 108(3) . . ?
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 O3 2.0396(18) 3 ?
Co1 O3 2.0396(18) . ?
Co1 N1 2.068(2) . ?
Co1 N1 2.068(2) 3 ?
Co1 O1 2.1240(16) . ?
Co1 O1 2.1240(16) 3 ?
C1 N1 1.345(3) . ?
C1 C2 1.387(4) . ?
C1 C13 1.523(4) . ?
C2 C3 1.375(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9300 . ?
C5 N1 1.346(3) . ?
C5 C6 1.466(3) . ?
C6 N2 1.337(3) . ?
C6 N3 1.354(3) . ?
C7 N2 1.510(3) . ?
C7 C9 1.518(3) . ?
C7 C10 1.522(4) . ?
C7 C8 1.555(3) . ?
C8 N3 1.495(3) . ?
C8 C12 1.515(4) . ?
C8 C11 1.525(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O4 1.231(3) . ?
C13 O3 1.275(3) . ?
N2 O1 1.297(2) . ?
N3 O2 1.270(3) . ?
O1W H1WA 0.809(18) . ?
O1W H1WB 0.807(18) . ?
O2W H2W 0.823(16) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O2W 0.809(18) 1.981(18) 2.765(3) 163(4) 3
O1W H1WB O4 0.807(18) 2.09(2) 2.873(3) 163(4) .
O2W H2W O1W 0.823(16) 1.971(13) 2.778(3) 167(3) 7_665
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139126493
