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#$Date: 2023-03-29 02:00:25 +0300 (Wed, 29 Mar 2023) $
#$Revision: 282098 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/26/7712688.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_7712688
loop_
_publ_author_name
'Cao, Qing-Wei'
'Yue, Tian-Cai'
'Dong, Qing-Wei'
'Ma, Qi-Chao'
'Xie, Ze-Bei'
'Wang, Duo-Zhi'
'Wang, Lu-Lu'
_publ_section_title
;
 Effective detection of Ag+, Hg2+ and dye adsorption properties studies of
 Ln-MOFs based on benzimidazole carboxylic acid ligand
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00579H
_journal_year                    2023
_chemical_formula_sum            'C30 H18 Cl Ho N4 O8'
_chemical_formula_weight         762.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-01-27 deposited with the CCDC.	2023-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.401(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   32.8110(18)
_cell_length_b                   5.0304(3)
_cell_length_c                   16.1817(9)
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.46
_cell_measurement_theta_min      2.48
_cell_volume                     2670.8(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  ccd
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0976
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            54560
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.628
_diffrn_reflns_theta_min         2.517
_exptl_absorpt_coefficient_mu    3.126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.897
_exptl_crystal_description       block
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         3.660
_refine_diff_density_min         -1.282
_refine_diff_density_rms         0.232
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         4104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0518
_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)+(0.0503P)²+31.9272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1244
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3365
_reflns_number_total             4104
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00579h2.cif
_cod_data_source_block           1_a_CCDC3
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7712688
_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   0.574
_shelx_estimated_absorpt_t_max   0.574
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.53006(16) 0.2040(11) 0.6326(3) 0.0207(10) Uani 1 1 d . . . . .
C2 C 0.56375(16) 0.2962(10) 0.5758(3) 0.0208(10) Uani 1 1 d . . . . .
C3 C 0.55685(16) 0.5048(10) 0.5228(3) 0.0210(10) Uani 1 1 d . . . . .
H3 H 0.5316 0.5878 0.5191 0.025 Uiso 1 1 calc R U . . .
C4 C 0.58954(16) 0.5853(11) 0.4750(3) 0.0211(10) Uani 1 1 d . . . . .
C5 C 0.62816(16) 0.4760(11) 0.4845(3) 0.0226(11) Uani 1 1 d . . . . .
C6 C 0.63538(19) 0.2643(12) 0.5389(4) 0.0276(12) Uani 1 1 d . . . . .
H6 H 0.6611 0.1887 0.5453 0.033 Uiso 1 1 calc R U . . .
C7 C 0.60216(17) 0.1748(11) 0.5825(3) 0.0248(11) Uani 1 1 d . . . . .
H7 H 0.6053 0.0294 0.6175 0.030 Uiso 1 1 calc R U . . .
C8 C 0.63138(17) 0.7914(11) 0.3887(3) 0.0236(11) Uani 1 1 d . . . . .
C9 C 0.64745(16) 0.9675(11) 0.3246(3) 0.0236(11) Uani 1 1 d . . . . .
C10 C 0.68780(19) 0.9157(15) 0.3021(4) 0.0387(15) Uani 1 1 d . . . . .
H10 H 0.7019 0.7814 0.3295 0.046 Uiso 1 1 calc R U . . .
C11 C 0.7075(2) 1.0559(16) 0.2408(5) 0.0448(18) Uani 1 1 d . . . . .
H11 H 0.7341 1.0132 0.2266 0.054 Uiso 1 1 calc R U . . .
C12 C 0.6875(2) 1.2583(15) 0.2013(5) 0.0399(16) Uani 1 1 d . . . . .
H12 H 0.7005 1.3562 0.1605 0.048 Uiso 1 1 calc R U . . .
C13 C 0.64775(18) 1.3159(13) 0.2225(4) 0.0303(12) Uani 1 1 d . . . . .
H13 H 0.6345 1.4552 0.1957 0.036 Uiso 1 1 calc R U . . .
C14 C 0.62673(17) 1.1744(11) 0.2823(3) 0.0239(11) Uani 1 1 d . . . . .
C15 C 0.58213(18) 1.2593(11) 0.2900(3) 0.0238(11) Uani 1 1 d . . . . .
Cl1 Cl 0.74174(11) 0.4826(9) 0.4528(3) 0.0557(10) Uani 0.5 1 d . . P . .
Ho1 Ho 0.5000 0.68596(6) 0.7500 0.01853(11) Uani 1 2 d S T P . .
N1 N 0.59263(14) 0.7778(9) 0.4147(3) 0.0234(9) Uani 1 1 d . . . . .
H1 H 0.5728 0.8742 0.3966 0.028 Uiso 1 1 calc R U . . .
N2 N 0.65342(14) 0.6106(10) 0.4307(3) 0.0254(10) Uani 1 1 d . . . . .
H2 H 0.6791 0.5831 0.4251 0.030 Uiso 1 1 calc R U . . .
O1 O 0.53219(13) -0.0272(8) 0.6605(3) 0.0314(9) Uani 1 1 d . . . . .
O2 O 0.50226(12) 0.3690(7) 0.6492(2) 0.0237(8) Uani 1 1 d . . . . .
O3 O 0.55638(12) 1.1267(9) 0.3308(3) 0.0306(9) Uani 1 1 d . . . . .
O4 O 0.57088(12) 1.4575(8) 0.2499(3) 0.0296(9) Uani 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 '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 C1 O2 125.0(5) . . ?
O1 C1 C2 117.7(5) . . ?
O2 C1 C2 117.3(5) . . ?
C3 C2 C7 121.6(5) . . ?
C3 C2 C1 119.7(5) . . ?
C7 C2 C1 118.6(5) . . ?
C2 C3 C4 116.5(5) . . ?
C2 C3 H3 121.7 . . ?
C4 C3 H3 121.7 . . ?
N1 C4 C3 131.3(5) . . ?
N1 C4 C5 106.5(5) . . ?
C3 C4 C5 122.1(5) . . ?
N2 C5 C4 106.7(5) . . ?
N2 C5 C6 131.9(5) . . ?
C4 C5 C6 121.4(5) . . ?
C7 C6 C5 116.0(5) . . ?
C7 C6 H6 122.0 . . ?
C5 C6 H6 122.0 . . ?
C6 C7 C2 122.1(5) . . ?
C6 C7 H7 119.0 . . ?
C2 C7 H7 119.0 . . ?
N2 C8 N1 108.3(5) . . ?
N2 C8 C9 124.9(5) . . ?
N1 C8 C9 126.8(5) . . ?
C10 C9 C14 117.6(5) . . ?
C10 C9 C8 114.6(5) . . ?
C14 C9 C8 127.8(5) . . ?
C11 C10 C9 122.6(6) . . ?
C11 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C12 C11 C10 119.4(6) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 119.4(6) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 122.7(6) . . ?
C12 C13 H13 118.6 . . ?
C14 C13 H13 118.6 . . ?
C13 C14 C9 118.3(5) . . ?
C13 C14 C15 113.2(5) . . ?
C9 C14 C15 128.4(5) . . ?
O4 C15 O3 119.8(5) . . ?
O4 C15 C14 117.4(5) . . ?
O3 C15 C14 122.6(5) . . ?
O4 C15 Ho1 61.0(3) . 5_676 ?
O3 C15 Ho1 61.6(3) . 5_676 ?
C14 C15 Ho1 159.1(4) . 5_676 ?
O2 Ho1 O2 91.39(19) 2_656 . ?
O2 Ho1 O1 88.33(15) 2_656 2_666 ?
O2 Ho1 O1 154.60(14) . 2_666 ?
O2 Ho1 O1 154.61(14) 2_656 1_565 ?
O2 Ho1 O1 88.33(15) . 1_565 ?
O1 Ho1 O1 102.5(2) 2_666 1_565 ?
O2 Ho1 O4 75.91(14) 2_656 5_676 ?
O2 Ho1 O4 80.17(14) . 5_676 ?
O1 Ho1 O4 75.14(14) 2_666 5_676 ?
O1 Ho1 O4 128.87(14) 1_565 5_676 ?
O2 Ho1 O4 80.17(14) 2_656 6_576 ?
O2 Ho1 O4 75.92(14) . 6_576 ?
O1 Ho1 O4 128.87(14) 2_666 6_576 ?
O1 Ho1 O4 75.14(14) 1_565 6_576 ?
O4 Ho1 O4 145.5(2) 5_676 6_576 ?
O2 Ho1 O3 85.14(15) 2_656 6_576 ?
O2 Ho1 O3 128.53(13) . 6_576 ?
O1 Ho1 O3 76.76(14) 2_666 6_576 ?
O1 Ho1 O3 75.34(15) 1_565 6_576 ?
O4 Ho1 O3 146.33(14) 5_676 6_576 ?
O4 Ho1 O3 52.85(13) 6_576 6_576 ?
O2 Ho1 O3 128.53(13) 2_656 5_676 ?
O2 Ho1 O3 85.14(15) . 5_676 ?
O1 Ho1 O3 75.34(15) 2_666 5_676 ?
O1 Ho1 O3 76.76(14) 1_565 5_676 ?
O4 Ho1 O3 52.85(13) 5_676 5_676 ?
O4 Ho1 O3 146.33(14) 6_576 5_676 ?
O3 Ho1 O3 134.7(2) 6_576 5_676 ?
O2 Ho1 C15 86.51(15) 2_656 6_576 ?
O2 Ho1 C15 101.50(15) . 6_576 ?
O1 Ho1 C15 103.82(16) 2_666 6_576 ?
O1 Ho1 C15 68.72(16) 1_565 6_576 ?
O4 Ho1 C15 162.39(15) 5_676 6_576 ?
O4 Ho1 C15 26.57(14) 6_576 6_576 ?
O3 Ho1 C15 27.07(14) 6_576 6_576 ?
O3 Ho1 C15 144.50(15) 5_676 6_576 ?
O2 Ho1 C15 101.50(15) 2_656 5_676 ?
O2 Ho1 C15 86.50(15) . 5_676 ?
O1 Ho1 C15 68.72(16) 2_666 5_676 ?
O1 Ho1 C15 103.82(16) 1_565 5_676 ?
O4 Ho1 C15 26.57(14) 5_676 5_676 ?
O4 Ho1 C15 162.39(15) 6_576 5_676 ?
O3 Ho1 C15 144.50(15) 6_576 5_676 ?
O3 Ho1 C15 27.07(15) 5_676 5_676 ?
C15 Ho1 C15 168.6(2) 6_576 5_676 ?
C8 N1 C4 109.4(5) . . ?
C8 N1 H1 125.3 . . ?
C4 N1 H1 125.3 . . ?
C8 N2 C5 109.1(4) . . ?
C8 N2 H2 125.4 . . ?
C5 N2 H2 125.4 . . ?
C1 O1 Ho1 141.7(4) . 1_545 ?
C1 O2 Ho1 129.6(3) . . ?
C15 O3 Ho1 91.3(3) . 5_676 ?
C15 O4 Ho1 92.4(3) . 5_676 ?
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
C1 O1 1.249(6) . ?
C1 O2 1.263(7) . ?
C1 C2 1.515(7) . ?
C2 C3 1.373(7) . ?
C2 C7 1.404(8) . ?
C3 C4 1.387(7) . ?
C3 H3 0.9300 . ?
C4 N1 1.379(7) . ?
C4 C5 1.389(8) . ?
C5 N2 1.383(7) . ?
C5 C6 1.401(8) . ?
C6 C7 1.378(8) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 N2 1.344(7) . ?
C8 N1 1.344(7) . ?
C8 C9 1.465(7) . ?
C9 C10 1.400(8) . ?
C9 C14 1.417(8) . ?
C10 C11 1.380(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.530(8) . ?
C15 O4 1.245(7) . ?
C15 O3 1.266(7) . ?
C15 Ho1 2.781(6) 5_676 ?
Ho1 O2 2.283(4) 2_656 ?
Ho1 O2 2.283(4) . ?
Ho1 O1 2.306(4) 2_666 ?
Ho1 O1 2.306(4) 1_565 ?
Ho1 O4 2.435(4) 5_676 ?
Ho1 O4 2.435(4) 6_576 ?
Ho1 O3 2.447(4) 6_576 ?
Ho1 O3 2.447(4) 5_676 ?
Ho1 C15 2.781(6) 6_576 ?
Ho1 C15 2.781(6) 5_676 ?
N1 H1 0.8600 . ?
N2 H2 0.8600 . ?
O1 Ho1 2.306(4) 1_545 ?
O3 Ho1 2.447(4) 5_676 ?
O4 Ho1 2.435(4) 5_676 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 158.4(5) . . . . ?
O2 C1 C2 C3 -22.6(7) . . . . ?
O1 C1 C2 C7 -25.3(8) . . . . ?
O2 C1 C2 C7 153.6(5) . . . . ?
C7 C2 C3 C4 1.4(8) . . . . ?
C1 C2 C3 C4 177.5(5) . . . . ?
C2 C3 C4 N1 177.4(5) . . . . ?
C2 C3 C4 C5 -4.9(8) . . . . ?
N1 C4 C5 N2 1.3(6) . . . . ?
C3 C4 C5 N2 -176.9(5) . . . . ?
N1 C4 C5 C6 -177.1(5) . . . . ?
C3 C4 C5 C6 4.7(9) . . . . ?
N2 C5 C6 C7 -178.5(6) . . . . ?
C4 C5 C6 C7 -0.6(8) . . . . ?
C5 C6 C7 C2 -2.9(9) . . . . ?
C3 C2 C7 C6 2.6(9) . . . . ?
C1 C2 C7 C6 -173.6(5) . . . . ?
N2 C8 C9 C10 6.9(9) . . . . ?
N1 C8 C9 C10 -171.9(6) . . . . ?
N2 C8 C9 C14 -175.0(6) . . . . ?
N1 C8 C9 C14 6.2(10) . . . . ?
C14 C9 C10 C11 -0.5(11) . . . . ?
C8 C9 C10 C11 177.8(7) . . . . ?
C9 C10 C11 C12 1.6(13) . . . . ?
C10 C11 C12 C13 -1.0(12) . . . . ?
C11 C12 C13 C14 -0.7(11) . . . . ?
C12 C13 C14 C9 1.8(10) . . . . ?
C12 C13 C14 C15 -175.2(6) . . . . ?
C10 C9 C14 C13 -1.1(9) . . . . ?
C8 C9 C14 C13 -179.2(6) . . . . ?
C10 C9 C14 C15 175.3(6) . . . . ?
C8 C9 C14 C15 -2.7(10) . . . . ?
C13 C14 C15 O4 -7.3(8) . . . . ?
C9 C14 C15 O4 176.1(6) . . . . ?
C13 C14 C15 O3 168.1(6) . . . . ?
C9 C14 C15 O3 -8.5(9) . . . . ?
C13 C14 C15 Ho1 72.9(12) . . . 5_676 ?
C9 C14 C15 Ho1 -103.7(11) . . . 5_676 ?
N2 C8 N1 C4 0.2(6) . . . . ?
C9 C8 N1 C4 179.2(5) . . . . ?
C3 C4 N1 C8 177.0(6) . . . . ?
C5 C4 N1 C8 -1.0(6) . . . . ?
N1 C8 N2 C5 0.6(7) . . . . ?
C9 C8 N2 C5 -178.4(5) . . . . ?
C4 C5 N2 C8 -1.2(6) . . . . ?
C6 C5 N2 C8 177.0(6) . . . . ?
O2 C1 O1 Ho1 -3.4(10) . . . 1_545 ?
C2 C1 O1 Ho1 175.5(4) . . . 1_545 ?
O1 C1 O2 Ho1 92.6(6) . . . . ?
C2 C1 O2 Ho1 -86.2(5) . . . . ?
O4 C15 O3 Ho1 19.1(6) . . . 5_676 ?
C14 C15 O3 Ho1 -156.2(5) . . . 5_676 ?
O3 C15 O4 Ho1 -19.2(6) . . . 5_676 ?
C14 C15 O4 Ho1 156.3(4) . . . 5_676 ?
