#------------------------------------------------------------------------------
#$Date: 2019-11-17 12:07:12 +0100 (dom 17 de nov de 2019) $
#$Revision: 230049 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/57/7045752.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_7045752
loop_
_publ_author_name
'Casanova, I.'
'Durán, M L'
'Viqueira, J.'
'Sousa-Pedrares, A'
'Zani, F.'
'Real, J. A.'
'García-Vázquez, J A'
_publ_section_title
;
 Metal complexes of a novel heterocyclic benzimidazole ligand formed by
 rearrangement-cyclization of the corresponding Schiff base.
 Electrosynthesis, structural characterization and antimicrobial activity.
;
_journal_issue                   12
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4325
_journal_page_last               4340
_journal_paper_doi               10.1039/c8dt00532j
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C44 H28 Co2 N4 O8'
_chemical_formula_weight         858.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yab'
_space_group_name_H-M_alt        'P 1 21/a 1'
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-11-06 deposited with the CCDC.
2018-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.739(1)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.0853(3)
_cell_length_b                   15.3810(4)
_cell_length_c                   14.5164(4)
_cell_measurement_reflns_used    918
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.48
_cell_measurement_theta_min      2.25
_cell_volume                     1773.64(9)
_computing_cell_refinement       'BRUKER Smart'
_computing_data_collection       'BRUKER Smart'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT-2014
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Smart-CCD-1000 BRUKER'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0844
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11983
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.245
_diffrn_reflns_theta_min         1.947
_exptl_absorpt_coefficient_mu    1.002
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Sheldrick, G.M. SADABS: Program for absorption correction
 using area detector data. University of Göttingen, Germany, 1996.
;
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_description       Block
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.767
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         4346
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0504
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0545P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1221
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2747
_reflns_number_total             4346
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt00532j2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7045747--7045753.cif.'
_cod_database_code               7045752
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.864
_shelx_estimated_absorpt_t_max   0.906
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Co1 Co 0.65233(5) 0.03459(2) 0.07378(3) 0.02686(14) Uani 1 1 d . .
O1 O 0.5431(3) 0.04628(12) -0.06756(13) 0.0286(5) Uani 1 1 d . .
O2 O 0.7408(3) 0.04049(12) 0.22456(14) 0.0363(5) Uani 1 1 d . .
O3 O 0.9226(4) 0.30069(16) 0.47176(17) 0.0687(9) Uani 1 1 d . .
O4 O 0.8339(3) -0.04974(14) 0.06346(16) 0.0391(6) Uani 1 1 d . .
N1 N 0.7060(3) 0.16041(15) 0.07528(15) 0.0286(6) Uani 1 1 d . .
N2 N 0.7254(4) 0.30066(16) 0.02596(17) 0.0347(7) Uani 1 1 d . .
C1 C 0.5784(4) 0.10823(18) -0.12784(19) 0.0256(6) Uani 1 1 d . .
C2 C 0.5414(4) 0.0921(2) -0.2248(2) 0.0325(7) Uani 1 1 d . .
H2 H 0.4915 0.0396 -0.2463 0.039 Uiso 1 1 calc R U
C3 C 0.5773(5) 0.1524(2) -0.2893(2) 0.0400(8) Uani 1 1 d . .
H3 H 0.5496 0.1402 -0.3531 0.048 Uiso 1 1 calc R U
C4 C 0.6538(5) 0.2304(2) -0.2596(2) 0.0430(9) Uani 1 1 d . .
H4 H 0.6799 0.2702 -0.3029 0.052 Uiso 1 1 calc R U
C5 C 0.6909(4) 0.2483(2) -0.1650(2) 0.0358(8) Uani 1 1 d . .
H5 H 0.7437 0.3005 -0.1450 0.043 Uiso 1 1 calc R U
C6 C 0.6509(4) 0.18960(18) -0.09760(19) 0.0271(7) Uani 1 1 d . .
C7 C 0.6922(4) 0.21640(18) 0.0013(2) 0.0284(7) Uani 1 1 d . .
C8 C 0.7534(4) 0.21231(18) 0.1533(2) 0.0281(7) Uani 1 1 d . .
C9 C 0.7657(4) 0.29936(19) 0.1221(2) 0.0332(7) Uani 1 1 d . .
C10 C 0.8112(4) 0.3660(2) 0.1867(2) 0.0388(8) Uani 1 1 d . .
H10 H 0.8172 0.4232 0.1667 0.047 Uiso 1 1 calc R U
C11 C 0.8470(5) 0.3459(2) 0.2806(2) 0.0406(8) Uani 1 1 d . .
H11 H 0.8805 0.3900 0.3239 0.049 Uiso 1 1 calc R U
C12 C 0.8343(5) 0.2606(2) 0.3127(2) 0.0352(8) Uani 1 1 d . .
C13 C 0.7870(4) 0.19132(19) 0.2491(2) 0.0304(7) Uani 1 1 d . .
C14 C 0.7724(4) 0.10226(19) 0.2805(2) 0.0295(7) Uani 1 1 d . .
C15 C 0.7957(4) 0.0852(2) 0.3828(2) 0.0345(7) Uani 1 1 d . .
C16 C 0.7677(5) 0.0025(2) 0.4155(2) 0.0435(9) Uani 1 1 d . .
H16 H 0.7390 -0.0429 0.3731 0.052 Uiso 1 1 calc R U
C17 C 0.7821(5) -0.0127(3) 0.5104(2) 0.0517(10) Uani 1 1 d . .
H17 H 0.7611 -0.0679 0.5317 0.062 Uiso 1 1 calc R U
C18 C 0.8276(5) 0.0537(3) 0.5735(2) 0.0554(11) Uani 1 1 d . .
H18 H 0.8377 0.0430 0.6373 0.067 Uiso 1 1 calc R U
C19 C 0.8583(5) 0.1363(3) 0.5429(2) 0.0489(10) Uani 1 1 d . .
H19 H 0.8900 0.1806 0.5863 0.059 Uiso 1 1 calc R U
C20 C 0.8421(5) 0.1536(2) 0.4477(2) 0.0380(8) Uani 1 1 d . .
C21 C 0.8711(5) 0.2430(2) 0.4155(2) 0.0422(9) Uani 1 1 d . .
C22 C 0.9990(5) -0.0509(2) 0.1195(3) 0.0558(10) Uani 1 1 d . .
H22A H 1.0144 -0.0002 0.1588 0.084 Uiso 1 1 calc R U
H22B H 1.0810 -0.0510 0.0795 0.084 Uiso 1 1 calc R U
H22C H 1.0125 -0.1022 0.1579 0.084 Uiso 1 1 calc R U
H40 H 0.809(5) -0.101(3) 0.038(3) 0.066(13) 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 0.0000 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
N1 Co1 O4 118.38(10) . .
N1 Co1 O1 141.00(10) . 3_655
O4 Co1 O1 100.32(9) . 3_655
N1 Co1 O1 88.75(8) . .
O4 Co1 O1 99.54(9) . .
O1 Co1 O1 79.80(8) 3_655 .
N1 Co1 O2 85.29(8) . .
O4 Co1 O2 89.66(9) . .
O1 Co1 O2 100.39(8) 3_655 .
O1 Co1 O2 170.63(8) . .
N1 Co1 Co1 118.77(8) . 3_655
O4 Co1 Co1 102.98(7) . 3_655
O1 Co1 Co1 40.90(5) 3_655 3_655
O1 Co1 Co1 38.90(5) . 3_655
O2 Co1 Co1 140.48(6) . 3_655
C1 O1 Co1 131.75(18) . 3_655
C1 O1 Co1 126.34(18) . .
Co1 O1 Co1 100.20(8) 3_655 .
C14 O2 Co1 132.67(19) . .
C22 O4 Co1 126.2(2) . .
C7 N1 C8 104.5(2) . .
C7 N1 Co1 128.46(19) . .
C8 N1 Co1 126.88(18) . .
C7 N2 C9 104.6(2) . .
O1 C1 C2 119.3(3) . .
O1 C1 C6 123.0(2) . .
C2 C1 C6 117.7(3) . .
C3 C2 C1 121.7(3) . .
C4 C3 C2 120.6(3) . .
C5 C4 C3 119.1(3) . .
C4 C5 C6 121.8(3) . .
C5 C6 C1 119.0(3) . .
C5 C6 C7 117.2(3) . .
C1 C6 C7 123.7(2) . .
N2 C7 N1 114.4(3) . .
N2 C7 C6 121.5(2) . .
N1 C7 C6 124.2(2) . .
N1 C8 C13 130.8(3) . .
N1 C8 C9 107.9(2) . .
C13 C8 C9 121.3(3) . .
N2 C9 C10 131.1(3) . .
N2 C9 C8 108.7(3) . .
C10 C9 C8 120.2(3) . .
C11 C10 C9 118.9(3) . .
C10 C11 C12 121.7(3) . .
C11 C12 C13 121.0(3) . .
C11 C12 C21 119.2(3) . .
C13 C12 C21 119.8(3) . .
C8 C13 C12 116.9(3) . .
C8 C13 C14 121.0(3) . .
C12 C13 C14 122.1(3) . .
O2 C14 C13 122.1(3) . .
O2 C14 C15 119.3(3) . .
C13 C14 C15 118.5(3) . .
C16 C15 C20 119.5(3) . .
C16 C15 C14 120.3(3) . .
C20 C15 C14 120.2(3) . .
C17 C16 C15 120.4(3) . .
C18 C17 C16 120.0(3) . .
C17 C18 C19 120.7(3) . .
C18 C19 C20 120.3(3) . .
C19 C20 C15 119.0(3) . .
C19 C20 C21 119.9(3) . .
C15 C20 C21 121.1(3) . .
O3 C21 C20 121.0(3) . .
O3 C21 C12 121.1(3) . .
C20 C21 C12 118.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 N1 1.982(2) .
Co1 O4 1.985(2) .
Co1 O1 2.000(2) 3_655
Co1 O1 2.0850(19) .
Co1 O2 2.174(2) .
Co1 Co1 3.1340(8) 3_655
O1 C1 1.359(3) .
O1 Co1 2.000(2) 3_655
O2 C14 1.245(3) .
O3 C21 1.225(4) .
O4 C22 1.428(4) .
N1 C7 1.364(3) .
N1 C8 1.381(3) .
N2 C7 1.358(4) .
N2 C9 1.372(4) .
C1 C2 1.406(4) .
C1 C6 1.417(4) .
C2 C3 1.386(4) .
C3 C4 1.382(5) .
C4 C5 1.378(4) .
C5 C6 1.413(4) .
C6 C7 1.472(4) .
C8 C13 1.404(4) .
C8 C9 1.423(4) .
C9 C10 1.392(4) .
C10 C11 1.374(4) .
C11 C12 1.403(4) .
C12 C13 1.415(4) .
C12 C21 1.490(4) .
C13 C14 1.456(4) .
C14 C15 1.484(4) .
C15 C16 1.391(4) .
C15 C20 1.415(4) .
C16 C17 1.381(5) .
C17 C18 1.376(5) .
C18 C19 1.383(5) .
C19 C20 1.389(4) .
C20 C21 1.486(5) .
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
O4 H40 N2 0.88(4) 1.76(4) 2.641(3) 172(4) 2_645
