#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/13/2211305.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_2211305
loop_
_publ_author_name
'Chen-Xi Zhang'
'Yu-Ying Zhang'
_publ_section_title
Diaquabis(3,5-dinitrobenzoato)bis[4,4,5,5-tetramethyl-2-(4-pyridyl)-4,5-dihydro-1H-imidazole-1-oxyl-3-oxide]cobalt(II)
_journal_coeditor_code           BR2017
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m3293
_journal_page_last               m3294
_journal_paper_doi               10.1107/S160053680604428X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac
'[Co (C7 H3 N2 O6)2 (C12 H16 N3 O2)2 (H2 O)2]'
_chemical_formula_moiety         'C38 H42 Co N10 O18'
_chemical_formula_sum            'C38 H42 Co N10 O18'
_chemical_formula_weight         985.75
_chemical_name_systematic
;
Diaquabis(3,5-dinitrobenzoato)bis[4,4,5,5-tetramethyl-2-(4-pyridyl)-
4,5-dihydro-1H-imidazole-1-oxyl-3-oxide]cobalt(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                79.004(5)
_cell_angle_beta                 87.806(5)
_cell_angle_gamma                85.999(6)
_cell_formula_units_Z            1
_cell_length_a                   10.110(4)
_cell_length_b                   10.290(3)
_cell_length_c                   10.656(4)
_cell_measurement_reflns_used    811
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.76
_cell_measurement_theta_min      3.35
_cell_volume                     1085.2(7)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_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  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6324
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.484
_exptl_absorpt_correction_T_max  0.9290
_exptl_absorpt_correction_T_min  0.841047
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             511
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.331
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4406
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0360
_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)+(0.0366P)²+0.4378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0884
_reflns_number_gt                3654
_reflns_number_total             4406
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            br2017.cif
_cod_data_source_block           I
_cod_original_cell_volume        1085.1(6)
_cod_database_code               2211305
_cod_database_fobs_code          2211305
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
Co Co1 0.5000 0.5000 0.5000 0.02629(11) Uani d S 1
C C1 0.79485(18) 0.5160(2) 0.41629(18) 0.0337(4) Uani d . 1
H H1 0.8071 0.4564 0.4930 0.040 Uiso calc R 1
C C2 0.90482(18) 0.55072(19) 0.34058(18) 0.0326(4) Uani d . 1
H H2 0.9888 0.5157 0.3667 0.039 Uiso calc R 1
C C3 0.88962(18) 0.63873(18) 0.22457(17) 0.0282(4) Uani d . 1
C C4 0.7614(2) 0.6889(2) 0.1926(2) 0.0420(5) Uani d . 1
H H4 0.7460 0.7487 0.1166 0.050 Uiso calc R 1
C C5 0.6578(2) 0.6485(2) 0.2751(2) 0.0433(5) Uani d . 1
H H5 0.5727 0.6831 0.2524 0.052 Uiso calc R 1
C C6 1.00308(18) 0.67444(18) 0.13861(17) 0.0279(4) Uani d . 1
C C7 1.22465(18) 0.69829(19) 0.06167(18) 0.0326(4) Uani d . 1
C C8 1.12992(19) 0.7623(2) -0.04594(18) 0.0343(4) Uani d . 1
C C9 1.2795(2) 0.7964(3) 0.1339(2) 0.0556(6) Uani d . 1
H H9A 1.2088 0.8565 0.1546 0.083 Uiso calc R 1
H H9B 1.3454 0.8454 0.0814 0.083 Uiso calc R 1
H H9C 1.3190 0.7489 0.2113 0.083 Uiso calc R 1
C C10 1.3356(2) 0.6068(2) 0.0213(2) 0.0512(6) Uani d . 1
H H10A 1.3950 0.5780 0.0907 0.077 Uiso calc R 1
H H10B 1.3833 0.6535 -0.0512 0.077 Uiso calc R 1
H H10C 1.2988 0.5311 -0.0012 0.077 Uiso calc R 1
C C11 1.1598(3) 0.9016(2) -0.1114(2) 0.0593(7) Uani d . 1
H H11A 1.0938 0.9355 -0.1739 0.089 Uiso calc R 1
H H11B 1.2457 0.8998 -0.1530 0.089 Uiso calc R 1
H H11C 1.1588 0.9577 -0.0490 0.089 Uiso calc R 1
C C12 1.1112(3) 0.6750(3) -0.1431(2) 0.0608(7) Uani d . 1
H H12A 1.0967 0.5864 -0.0993 0.091 Uiso calc R 1
H H12B 1.1892 0.6737 -0.1974 0.091 Uiso calc R 1
H H12C 1.0360 0.7096 -0.1942 0.091 Uiso calc R 1
C C13 0.60697(18) 0.22531(18) 0.46698(18) 0.0315(4) Uani d . 1
C C14 0.66251(19) 0.08921(18) 0.53134(18) 0.0311(4) Uani d . 1
C C15 0.6131(2) 0.02967(19) 0.65035(19) 0.0346(4) Uani d . 1
H H15 0.5457 0.0729 0.6916 0.042 Uiso calc R 1
C C16 0.6655(2) -0.09455(19) 0.70668(19) 0.0358(4) Uani d . 1
C C17 0.7681(2) -0.16100(19) 0.65245(19) 0.0372(5) Uani d . 1
H H17 0.8030 -0.2439 0.6924 0.045 Uiso calc R 1
C C18 0.8165(2) -0.09811(19) 0.53558(19) 0.0349(4) Uani d . 1
C C19 0.7640(2) 0.02355(19) 0.47274(19) 0.0345(4) Uani d . 1
H H19 0.7965 0.0608 0.3920 0.041 Uiso calc R 1
N N1 0.67149(15) 0.56311(15) 0.38573(15) 0.0316(4) Uani d . 1
N N2 1.12877(15) 0.62205(16) 0.15451(14) 0.0310(4) Uani d . 1
N N3 0.99995(16) 0.76464(16) 0.02779(15) 0.0341(4) Uani d . 1
N N4 0.6098(2) -0.15805(19) 0.83175(18) 0.0468(5) Uani d . 1
N N5 0.93250(19) -0.16124(18) 0.47696(18) 0.0448(4) Uani d . 1
O O1 1.16901(14) 0.52734(16) 0.24435(14) 0.0505(4) Uani d . 1
O O2 0.89913(15) 0.83302(17) -0.02198(15) 0.0577(5) Uani d . 1
O O3 0.57774(13) 0.30468(12) 0.54172(12) 0.0346(3) Uani d . 1
O O4 0.59473(16) 0.24624(15) 0.34901(13) 0.0465(4) Uani d . 1
O O5 0.5362(2) -0.09076(19) 0.88918(19) 0.0810(7) Uani d . 1
O O6 0.64067(19) -0.27524(17) 0.86989(16) 0.0617(5) Uani d . 1
O O7 0.97093(19) -0.10969(19) 0.37132(18) 0.0735(6) Uani d . 1
O O8 0.98622(19) -0.26083(18) 0.53843(18) 0.0712(6) Uani d . 1
O O9 0.42398(14) 0.46374(14) 0.33071(13) 0.0405(3) Uani d . 1
H H9D 0.3462 0.4762 0.3019 0.061 Uiso d R 1
H H9E 0.4645 0.3931 0.3150 0.061 Uiso d 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O3 Co1 O3 . 2_666 180.0
O3 Co1 O9 . . 89.69(5)
O3 Co1 O9 2_666 . 90.31(5)
O3 Co1 O9 . 2_666 90.31(5)
O3 Co1 O9 2_666 2_666 89.69(5)
O9 Co1 O9 . 2_666 180.0
O3 Co1 N1 . . 92.27(6)
O3 Co1 N1 2_666 . 87.73(6)
O9 Co1 N1 . . 85.90(6)
O9 Co1 N1 2_666 . 94.10(6)
O3 Co1 N1 . 2_666 87.73(6)
O3 Co1 N1 2_666 2_666 92.27(6)
O9 Co1 N1 . 2_666 94.10(6)
O9 Co1 N1 2_666 2_666 85.90(6)
N1 Co1 N1 . 2_666 180.0000(10)
N1 C1 C2 . . 123.60(17)
N1 C1 H1 . . 118.2
C2 C1 H1 . . 118.2
C1 C2 C3 . . 119.56(17)
C1 C2 H2 . . 120.2
C3 C2 H2 . . 120.2
C4 C3 C2 . . 117.11(17)
C4 C3 C6 . . 121.41(17)
C2 C3 C6 . . 121.47(16)
C5 C4 C3 . . 118.97(18)
C5 C4 H4 . . 120.5
C3 C4 H4 . . 120.5
N1 C5 C4 . . 124.22(18)
N1 C5 H5 . . 117.9
C4 C5 H5 . . 117.9
N2 C6 N3 . . 107.94(15)
N2 C6 C3 . . 126.09(16)
N3 C6 C3 . . 125.96(16)
N2 C7 C10 . . 111.23(16)
N2 C7 C9 . . 105.11(16)
C10 C7 C9 . . 110.59(19)
N2 C7 C8 . . 100.24(14)
C10 C7 C8 . . 114.47(17)
C9 C7 C8 . . 114.32(18)
N3 C8 C11 . . 110.16(17)
N3 C8 C12 . . 105.14(17)
C11 C8 C12 . . 111.15(19)
N3 C8 C7 . . 100.77(14)
C11 C8 C7 . . 114.94(18)
C12 C8 C7 . . 113.67(19)
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 . . 127.48(17)
O4 C13 C14 . . 117.77(17)
O3 C13 C14 . . 114.74(17)
C19 C14 C15 . . 119.25(17)
C19 C14 C13 . . 120.32(17)
C15 C14 C13 . . 120.42(17)
C16 C15 C14 . . 119.18(18)
C16 C15 H15 . . 120.4
C14 C15 H15 . . 120.4
C17 C16 C15 . . 122.99(18)
C17 C16 N4 . . 118.41(18)
C15 C16 N4 . . 118.59(18)
C16 C17 C18 . . 116.34(18)
C16 C17 H17 . . 121.8
C18 C17 H17 . . 121.8
C17 C18 C19 . . 122.91(18)
C17 C18 N5 . . 118.53(17)
C19 C18 N5 . . 118.52(18)
C18 C19 C14 . . 119.23(18)
C18 C19 H19 . . 120.4
C14 C19 H19 . . 120.4
C5 N1 C1 . . 116.53(16)
C5 N1 Co1 . . 120.28(13)
C1 N1 Co1 . . 123.11(13)
O1 N2 C6 . . 126.14(15)
O1 N2 C7 . . 121.57(15)
C6 N2 C7 . . 111.94(15)
O2 N3 C6 . . 127.08(16)
O2 N3 C8 . . 120.54(15)
C6 N3 C8 . . 111.77(15)
O5 N4 O6 . . 124.36(19)
O5 N4 C16 . . 117.96(18)
O6 N4 C16 . . 117.68(19)
O7 N5 O8 . . 123.27(19)
O7 N5 C18 . . 118.62(17)
O8 N5 C18 . . 118.10(19)
C13 O3 Co1 . . 129.10(12)
Co1 O9 H9D . . 131.0
Co1 O9 H9E . . 107.1
H9D O9 H9E . . 113.0
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
Co1 O3 . 2.0785(14) yes
Co1 O3 2_666 2.0785(14) ?
Co1 O9 . 2.0945(15) yes
Co1 O9 2_666 2.0945(15) ?
Co1 N1 . 2.1456(16) yes
Co1 N1 2_666 2.1456(16) ?
C1 N1 . 1.335(2) ?
C1 C2 . 1.375(3) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.393(3) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.391(3) ?
C3 C6 . 1.463(2) ?
C4 C5 . 1.376(3) ?
C4 H4 . 0.9300 ?
C5 N1 . 1.335(2) ?
C5 H5 . 0.9300 ?
C6 N2 . 1.349(2) ?
C6 N3 . 1.356(2) ?
C7 N2 . 1.507(2) ?
C7 C10 . 1.516(3) ?
C7 C9 . 1.525(3) ?
C7 C8 . 1.541(3) ?
C8 N3 . 1.506(2) ?
C8 C11 . 1.515(3) ?
C8 C12 . 1.520(3) ?
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 . 1.244(2) ?
C13 O3 . 1.259(2) ?
C13 C14 . 1.517(3) ?
C14 C19 . 1.383(3) ?
C14 C15 . 1.390(3) ?
C15 C16 . 1.383(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.372(3) ?
C16 N4 . 1.477(3) ?
C17 C18 . 1.378(3) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.383(3) ?
C18 N5 . 1.476(3) ?
C19 H19 . 0.9300 ?
N2 O1 . 1.285(2) ?
N3 O2 . 1.270(2) ?
N4 O5 . 1.209(3) ?
N4 O6 . 1.219(2) ?
N5 O7 . 1.211(2) ?
N5 O8 . 1.211(2) ?
O9 H9D . 0.8478 ?
O9 H9E . 0.8501 ?
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_site_symmetry_1
_geom_torsion
N1 C1 C2 C3 . -0.6(3)
C1 C2 C3 C4 . 1.0(3)
C1 C2 C3 C6 . -177.54(18)
C2 C3 C4 C5 . -0.7(3)
C6 C3 C4 C5 . 177.9(2)
C3 C4 C5 N1 . -0.1(4)
C4 C3 C6 N2 . -173.2(2)
C2 C3 C6 N2 . 5.3(3)
C4 C3 C6 N3 . 5.7(3)
C2 C3 C6 N3 . -175.84(19)
N2 C7 C8 N3 . 25.14(18)
C10 C7 C8 N3 . 144.24(17)
C9 C7 C8 N3 . -86.72(19)
N2 C7 C8 C11 . 143.53(17)
C10 C7 C8 C11 . -97.4(2)
C9 C7 C8 C11 . 31.7(2)
N2 C7 C8 C12 . -86.80(19)
C10 C7 C8 C12 . 32.3(2)
C9 C7 C8 C12 . 161.34(18)
O4 C13 C14 C19 . 38.5(3)
O3 C13 C14 C19 . -141.82(19)
O4 C13 C14 C15 . -142.2(2)
O3 C13 C14 C15 . 37.5(3)
C19 C14 C15 C16 . -0.8(3)
C13 C14 C15 C16 . 179.90(18)
C14 C15 C16 C17 . 2.3(3)
C14 C15 C16 N4 . -178.52(18)
C15 C16 C17 C18 . -1.1(3)
N4 C16 C17 C18 . 179.78(19)
C16 C17 C18 C19 . -1.8(3)
C16 C17 C18 N5 . 176.10(19)
C17 C18 C19 C14 . 3.2(3)
N5 C18 C19 C14 . -174.62(19)
C15 C14 C19 C18 . -1.9(3)
C13 C14 C19 C18 . 177.46(18)
C4 C5 N1 C1 . 0.5(3)
C4 C5 N1 Co1 . -176.35(19)
C2 C1 N1 C5 . -0.1(3)
C2 C1 N1 Co1 . 176.62(15)
O3 Co1 N1 C5 . 138.34(17)
O3 Co1 N1 C5 2_666 -41.66(17)
O9 Co1 N1 C5 . 48.82(17)
O9 Co1 N1 C5 2_666 -131.18(17)
N1 Co1 N1 C5 2_666 -9E1(10)
O3 Co1 N1 C1 . -38.29(16)
O3 Co1 N1 C1 2_666 141.71(16)
O9 Co1 N1 C1 . -127.81(16)
O9 Co1 N1 C1 2_666 52.19(16)
N1 Co1 N1 C1 2_666 9E1(10)
N3 C6 N2 O1 . -175.35(19)
C3 C6 N2 O1 . 3.7(3)
N3 C6 N2 C7 . 11.3(2)
C3 C6 N2 C7 . -169.62(17)
C10 C7 N2 O1 . 40.8(3)
C9 C7 N2 O1 . -78.9(2)
C8 C7 N2 O1 . 162.29(18)
C10 C7 N2 C6 . -145.49(18)
C9 C7 N2 C6 . 94.8(2)
C8 C7 N2 C6 . -24.0(2)
N2 C6 N3 O2 . 178.3(2)
C3 C6 N3 O2 . -0.7(3)
N2 C6 N3 C8 . 7.4(2)
C3 C6 N3 C8 . -171.69(17)
C11 C8 N3 O2 . 44.9(3)
C12 C8 N3 O2 . -75.0(2)
C7 C8 N3 O2 . 166.68(19)
C11 C8 N3 C6 . -143.52(19)
C12 C8 N3 C6 . 96.6(2)
C7 C8 N3 C6 . -21.7(2)
C17 C16 N4 O5 . 167.4(2)
C15 C16 N4 O5 . -11.8(3)
C17 C16 N4 O6 . -12.9(3)
C15 C16 N4 O6 . 167.9(2)
C17 C18 N5 O7 . 176.2(2)
C19 C18 N5 O7 . -5.8(3)
C17 C18 N5 O8 . -5.3(3)
C19 C18 N5 O8 . 172.6(2)
O4 C13 O3 Co1 . -0.6(3)
C14 C13 O3 Co1 . 179.81(12)
O3 Co1 O3 C13 2_666 13E1(10)
O9 Co1 O3 C13 . 23.11(16)
O9 Co1 O3 C13 2_666 -156.89(16)
N1 Co1 O3 C13 . -62.77(16)
N1 Co1 O3 C13 2_666 117.23(16)
