#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/65/2226513.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_2226513
loop_
_publ_author_name
'Wang, Xiang-Cheng'
'Chen, Jing'
'Wang, Chun-Jie'
'Li, Chun-Xiang'
_publ_section_title
;
 Bis(μ-3,5-dinitro-2-oxidobenzoato)-κ³O¹,O²:O¹;κ³O¹:O¹,O²-bis[aqua(2-phenyl-1,3,7,8-tetraazacyclopenta[l]phenanthrene-κ²N⁷,N⁸)cobalt(II)]
;
_journal_coeditor_code           HY2303
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m751
_journal_page_last               m752
_journal_paper_doi               10.1107/S1600536810017629
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Co2 (C7 H2 N2 O7)2 (C19 H12 N4)2 (H2 O)2]'
_chemical_formula_moiety         'C52 H32 Co2 N12 O16'
_chemical_formula_sum            'C52 H32 Co2 N12 O16'
_chemical_formula_weight         1198.76
_chemical_name_systematic
;
Bis(μ-3,5-dinitro-2-oxidobenzoato)-κ³O¹,O²:O¹;κ³O¹:O¹,O²-
bis[aqua(2-phenyl-1,3,7,8-tetraazacyclopenta[l]phenanthrene-
κ²N⁷,N⁸)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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                102.690(4)
_cell_angle_beta                 107.282(4)
_cell_angle_gamma                90.459(4)
_cell_formula_units_Z            1
_cell_length_a                   8.2943(4)
_cell_length_b                   11.0232(5)
_cell_length_c                   13.6139(7)
_cell_measurement_reflns_used    3653
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      4.3681
_cell_volume                     1155.90(10)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2006)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2006)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2006)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra CCD'
_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  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0572
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7153
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         4.38
_exptl_absorpt_coefficient_mu    0.813
_exptl_absorpt_correction_T_max  0.829
_exptl_absorpt_correction_T_min  0.771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2006)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_meas      1.722
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             610
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.972
_refine_diff_density_min         -1.002
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         4041
_refine_ls_number_restraints     168
_refine_ls_restrained_S_all      1.259
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0638P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1107
_reflns_number_gt                2933
_reflns_number_total             4041
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2303.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               2226513
_cod_database_fobs_code          2226513
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 -0.0231(5) 0.3815(4) 0.6428(3) 0.0304(9) Uani d U 1 . .
H H1 0.0452 0.3635 0.7049 0.037 Uiso calc R 1 . .
C C2 -0.1233(6) 0.4828(4) 0.6499(3) 0.0346(10) Uani d U 1 . .
H H2 -0.1214 0.5307 0.7157 0.041 Uiso calc R 1 . .
C C3 -0.2237(5) 0.5105(4) 0.5595(3) 0.0336(9) Uani d U 1 . .
H H3 -0.2911 0.5774 0.5631 0.040 Uiso calc R 1 . .
C C4 -0.2245(5) 0.4375(4) 0.4614(3) 0.0286(8) Uani d U 1 . .
C C5 -0.3250(5) 0.4543(4) 0.3592(3) 0.0299(8) Uani d U 1 . .
C C6 -0.3182(5) 0.3757(4) 0.2679(3) 0.0311(9) Uani d U 1 . .
C C7 -0.2138(5) 0.2745(4) 0.2631(3) 0.0277(8) Uani d U 1 . .
C C8 -0.1991(5) 0.1923(4) 0.1726(3) 0.0344(9) Uani d U 1 . .
H H8 -0.2600 0.2020 0.1058 0.041 Uiso calc R 1 . .
C C9 -0.0946(6) 0.0974(4) 0.1829(3) 0.0369(10) Uani d U 1 . .
H H9 -0.0838 0.0422 0.1233 0.044 Uiso calc R 1 . .
C C10 -0.0049(5) 0.0841(4) 0.2834(3) 0.0325(9) Uani d U 1 . .
H H10 0.0650 0.0189 0.2895 0.039 Uiso calc R 1 . .
C C11 -0.1165(5) 0.2559(4) 0.3627(3) 0.0247(8) Uani d U 1 . .
C C12 -0.1215(5) 0.3373(3) 0.4607(3) 0.0249(8) Uani d U 1 . .
C C13 -0.4998(5) 0.5157(4) 0.2329(3) 0.0322(9) Uani d U 1 . .
C C14 -0.6334(5) 0.5801(4) 0.1703(3) 0.0356(9) Uani d U 1 . .
C C15 -0.6963(6) 0.6831(4) 0.2208(4) 0.0438(11) Uani d U 1 . .
H H15 -0.6518 0.7137 0.2935 0.053 Uiso calc R 1 . .
C C16 -0.8264(7) 0.7403(5) 0.1618(4) 0.0546(13) Uani d U 1 . .
H H16 -0.8696 0.8091 0.1957 0.066 Uiso calc R 1 . .
C C17 -0.8916(7) 0.6973(5) 0.0553(4) 0.0606(14) Uani d U 1 . .
H H17 -0.9787 0.7365 0.0167 0.073 Uiso calc R 1 . .
C C18 -0.8286(7) 0.5960(6) 0.0052(4) 0.0619(15) Uani d U 1 . .
H H18 -0.8723 0.5671 -0.0677 0.074 Uiso calc R 1 . .
C C19 -0.7008(7) 0.5364(5) 0.0621(4) 0.0511(13) Uani d U 1 . .
H H19 -0.6599 0.4668 0.0276 0.061 Uiso calc R 1 . .
C C20 0.3815(5) -0.0284(4) 0.6442(3) 0.0269(8) Uani d U 1 . .
C C21 0.5087(5) -0.0973(4) 0.6896(3) 0.0328(9) Uani d U 1 . .
H H21 0.5419 -0.1637 0.6466 0.039 Uiso calc R 1 . .
C C22 0.5884(5) -0.0697(4) 0.7980(3) 0.0368(9) Uani d U 1 . .
C C23 0.5475(5) 0.0299(4) 0.8637(3) 0.0360(9) Uani d U 1 . .
H H23 0.6050 0.0499 0.9358 0.043 Uiso calc R 1 . .
C C24 0.4202(5) 0.0997(4) 0.8213(3) 0.0323(9) Uani d U 1 . .
C C25 0.3257(5) 0.0739(4) 0.7106(3) 0.0265(8) Uani d U 1 . .
C C26 0.2996(5) -0.0712(4) 0.5268(3) 0.0271(8) Uani d U 1 . .
N N1 -0.0218(4) 0.3109(3) 0.5517(2) 0.0254(7) Uani d U 1 . .
N N2 -0.0149(4) 0.1606(3) 0.3706(2) 0.0250(6) Uani d U 1 . .
N N3 -0.4378(4) 0.5429(3) 0.3369(3) 0.0324(8) Uani d U 1 . .
N N4 -0.4312(4) 0.4167(3) 0.1875(3) 0.0321(8) Uani d U 1 . .
H H4 -0.4538 0.3850 0.1209 0.039 Uiso calc R 1 . .
N N5 0.7161(5) -0.1487(4) 0.8424(3) 0.0484(9) Uani d U 1 . .
N N6 0.3854(5) 0.2056(4) 0.8942(3) 0.0446(9) Uani d U 1 . .
O O1 0.1485(3) -0.0397(2) 0.4865(2) 0.0305(5) Uani d U 1 . .
O O2 0.3743(4) -0.1379(3) 0.4735(2) 0.0459(8) Uani d U 1 . .
O O3 0.2036(4) 0.1369(3) 0.6762(2) 0.0339(5) Uani d U 1 . .
O O4 0.7338(5) -0.2469(4) 0.7867(3) 0.0650(9) Uani d U 1 . .
O O5 0.8033(5) -0.1117(4) 0.9352(3) 0.0691(10) Uani d U 1 . .
O O6 0.4661(6) 0.2254(4) 0.9869(3) 0.0813(11) Uani d U 1 . .
O O7 0.2851(6) 0.2779(4) 0.8644(3) 0.0857(10) Uani d U 1 . .
O OW1 0.3241(4) 0.2215(3) 0.5222(3) 0.0345(5) Uani d U 1 . .
Co Co 0.09090(7) 0.14151(5) 0.52610(4) 0.0264(2) Uani d U 1 . .
H H1WA 0.362(7) 0.285(6) 0.566(5) 0.064(18) Uiso d . 1 . .
H H1WB 0.407(7) 0.184(5) 0.523(4) 0.058(16) Uiso 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'
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
_geom_angle_publ_flag
N1 C1 C2 . . 122.5(4) ?
N1 C1 H1 . . 118.8 ?
C2 C1 H1 . . 118.8 ?
C3 C2 C1 . . 119.4(4) ?
C3 C2 H2 . . 120.3 ?
C1 C2 H2 . . 120.3 ?
C2 C3 C4 . . 119.4(4) ?
C2 C3 H3 . . 120.3 ?
C4 C3 H3 . . 120.3 ?
C3 C4 C12 . . 117.8(3) ?
C3 C4 C5 . . 125.9(3) ?
C12 C4 C5 . . 116.3(3) ?
C6 C5 N3 . . 110.5(3) ?
C6 C5 C4 . . 121.0(3) ?
N3 C5 C4 . . 128.5(4) ?
C5 C6 N4 . . 105.3(3) ?
C5 C6 C7 . . 124.8(3) ?
N4 C6 C7 . . 129.9(4) ?
C8 C7 C11 . . 117.7(3) ?
C8 C7 C6 . . 127.5(4) ?
C11 C7 C6 . . 114.8(3) ?
C9 C8 C7 . . 119.6(4) ?
C9 C8 H8 . . 120.2 ?
C7 C8 H8 . . 120.2 ?
C8 C9 C10 . . 119.4(4) ?
C8 C9 H9 . . 120.3 ?
C10 C9 H9 . . 120.3 ?
N2 C10 C9 . . 122.7(4) ?
N2 C10 H10 . . 118.7 ?
C9 C10 H10 . . 118.7 ?
N2 C11 C7 . . 121.5(3) ?
N2 C11 C12 . . 116.9(3) ?
C7 C11 C12 . . 121.7(3) ?
N1 C12 C4 . . 122.0(3) ?
N1 C12 C11 . . 116.5(3) ?
C4 C12 C11 . . 121.5(3) ?
N3 C13 N4 . . 112.1(3) ?
N3 C13 C14 . . 125.6(4) ?
N4 C13 C14 . . 122.2(4) ?
C19 C14 C15 . . 119.4(4) ?
C19 C14 C13 . . 120.8(4) ?
C15 C14 C13 . . 119.8(4) ?
C14 C15 C16 . . 119.4(5) ?
C14 C15 H15 . . 120.3 ?
C16 C15 H15 . . 120.3 ?
C17 C16 C15 . . 120.9(5) ?
C17 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
C16 C17 C18 . . 119.7(4) ?
C16 C17 H17 . . 120.1 ?
C18 C17 H17 . . 120.1 ?
C17 C18 C19 . . 120.5(5) ?
C17 C18 H18 . . 119.7 ?
C19 C18 H18 . . 119.7 ?
C18 C19 C14 . . 120.0(5) ?
C18 C19 H19 . . 120.0 ?
C14 C19 H19 . . 120.0 ?
C21 C20 C25 . . 119.9(4) ?
C21 C20 C26 . . 116.4(3) ?
C25 C20 C26 . . 123.5(3) ?
C20 C21 C22 . . 121.5(4) ?
C20 C21 H21 . . 119.3 ?
C22 C21 H21 . . 119.3 ?
C23 C22 C21 . . 121.1(4) ?
C23 C22 N5 . . 119.6(4) ?
C21 C22 N5 . . 119.3(4) ?
C22 C23 C24 . . 118.9(4) ?
C22 C23 H23 . . 120.6 ?
C24 C23 H23 . . 120.6 ?
C23 C24 C25 . . 123.5(4) ?
C23 C24 N6 . . 116.4(4) ?
C25 C24 N6 . . 120.0(3) ?
O3 C25 C24 . . 121.1(3) ?
O3 C25 C20 . . 124.0(3) ?
C24 C25 C20 . . 114.9(3) ?
O2 C26 O1 . . 122.3(4) ?
O2 C26 C20 . . 119.4(3) ?
O1 C26 C20 . . 118.2(3) ?
C1 N1 C12 . . 118.8(3) ?
C1 N1 Co . . 127.4(2) ?
C12 N1 Co . . 113.2(2) ?
C10 N2 C11 . . 119.2(3) ?
C10 N2 Co . . 127.0(2) ?
C11 N2 Co . . 113.5(2) ?
C13 N3 C5 . . 104.8(3) ?
C13 N4 C6 . . 107.2(3) ?
C13 N4 H4 . . 126.4 ?
C6 N4 H4 . . 126.4 ?
O4 N5 O5 . . 123.0(4) ?
O4 N5 C22 . . 119.2(4) ?
O5 N5 C22 . . 117.9(4) ?
O7 N6 O6 . . 119.1(4) ?
O7 N6 C24 . . 121.8(4) ?
O6 N6 C24 . . 118.9(3) ?
C26 O1 Co . . 120.4(3) ?
C26 O1 Co . 2_556 125.8(2) ?
Co O1 Co . 2_556 100.87(10) ?
C25 O3 Co . . 127.0(2) ?
Co OW1 H1WA . . 116(4) ?
Co OW1 H1WB . . 124(4) ?
H1WA OW1 H1WB . . 102(5) ?
O3 Co O1 . . 87.05(10) ?
O3 Co N2 . . 175.08(14) ?
O1 Co N2 . . 96.09(11) ?
O3 Co N1 . . 98.70(11) ?
O1 Co N1 . . 167.77(12) ?
N2 Co N1 . . 78.95(12) ?
O3 Co OW1 . . 88.76(12) ?
O1 Co OW1 . . 95.00(13) ?
N2 Co OW1 . . 87.20(12) ?
N1 Co OW1 . . 95.91(13) ?
O3 Co O1 . 2_556 95.02(11) ?
O1 Co O1 . 2_556 79.13(10) ?
N2 Co O1 . 2_556 89.30(11) ?
N1 Co O1 . 2_556 89.56(11) ?
OW1 Co O1 . 2_556 172.82(12) ?
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
C1 N1 . 1.314(5) ?
C1 C2 . 1.401(5) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.365(6) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.398(6) ?
C3 H3 . 0.9300 ?
C4 C12 . 1.402(5) ?
C4 C5 . 1.446(5) ?
C5 C6 . 1.366(6) ?
C5 N3 . 1.377(5) ?
C6 N4 . 1.376(5) ?
C6 C7 . 1.420(5) ?
C7 C8 . 1.398(6) ?
C7 C11 . 1.416(5) ?
C8 C9 . 1.368(6) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.389(6) ?
C9 H9 . 0.9300 ?
C10 N2 . 1.322(5) ?
C10 H10 . 0.9300 ?
C11 N2 . 1.356(5) ?
C11 C12 . 1.447(5) ?
C12 N1 . 1.363(5) ?
C13 N3 . 1.319(5) ?
C13 N4 . 1.349(5) ?
C13 C14 . 1.475(5) ?
C14 C19 . 1.383(6) ?
C14 C15 . 1.383(6) ?
C15 C16 . 1.388(6) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.359(8) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.369(8) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.379(6) ?
C18 H18 . 0.9300 ?
C19 H19 . 0.9300 ?
C20 C21 . 1.379(5) ?
C20 C25 . 1.453(5) ?
C20 C26 . 1.503(6) ?
C21 C22 . 1.389(6) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.368(6) ?
C22 N5 . 1.454(5) ?
C23 C24 . 1.373(5) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.440(5) ?
C24 N6 . 1.448(5) ?
C25 O3 . 1.265(4) ?
C26 O2 . 1.220(5) ?
C26 O1 . 1.294(4) ?
N4 H4 . 0.8600 ?
N5 O4 . 1.215(5) ?
N5 O5 . 1.229(5) ?
N6 O7 . 1.202(5) ?
N6 O6 . 1.209(5) ?
OW1 H1WA . 0.81(6) ?
OW1 H1WB . 0.80(5) ?
Co N1 . 2.102(3) y
Co N2 . 2.095(3) y
Co O1 . 2.050(2) y
Co O1 2_556 2.216(3) y
Co O3 . 1.991(3) y
Co OW1 . 2.139(3) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N4 H4 O6 1_454 0.86 2.17 2.948(5) 150 y
OW1 H1WA N3 2_566 0.81(6) 2.03(6) 2.831(5) 172(5) y
OW1 H1WB O2 2_656 0.80(5) 1.88(5) 2.662(4) 165(5) y
