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#$Date: 2023-12-01 18:11:06 +0200 (Fri, 01 Dec 2023) $
#$Revision: 287938 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/16/7221661.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_7221661
loop_
_publ_author_name
'Zhang, Zhong'
'Feng, Yan-Fang'
'Wei, Qiu-Yu'
'Hu, Kun'
'Chen, Zi-Lu'
'Liang, Fu-Pei'
_publ_section_title
;
 Metal-controlled structural variations of coordination architectures
 constructed from flexible 1H-benzimidazole-1-propionic acid
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              6724
_journal_paper_doi               10.1039/C5CE01250C
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C10 H10 Cl2 Hg N2 O2'
_chemical_formula_sum            'C10 H10 Cl2 Hg N2 O2'
_chemical_formula_weight         461.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-06-13 deposited with the CCDC.
2015-07-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.647(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.897(8)
_cell_length_b                   10.377(6)
_cell_length_c                   8.216(5)
_cell_measurement_reflns_used    6993
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.50
_cell_measurement_theta_min      2.39
_cell_volume                     1270.0(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0312
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            13644
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.37
_exptl_absorpt_coefficient_mu    12.530
_exptl_absorpt_correction_T_max  0.146
_exptl_absorpt_correction_T_min  0.093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.415
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.930
_refine_diff_density_min         -1.349
_refine_diff_density_rms         0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0221
_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)+(0.0450P)²+0.7000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0654
_refine_ls_wR_factor_ref         0.0676
_reflns_number_gt                2232
_reflns_number_total             2496
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ce01250c2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7221656--7221661.cif.'
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               7221661
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
Hg1 Hg 0.5000 1.05133(3) 0.2500 0.04188(10) Uani 1 2 d S
Hg2 Hg 0.5000 1.5000 0.0000 0.05242(11) Uani 1 2 d S
Cl1 Cl 0.51011(8) 1.21276(11) 0.00717(12) 0.0437(3) Uani 1 1 d .
Cl2 Cl 0.62208(8) 1.51407(12) 0.18093(16) 0.0512(3) Uani 1 1 d .
O1 O 0.0345(2) 0.6301(4) 0.0854(5) 0.0675(12) Uani 1 1 d .
O2 O 0.1140(3) 0.5151(4) -0.0856(6) 0.0662(12) Uani 1 1 d .
H2C H 0.0628 0.5044 -0.1302 0.099 Uiso 1 1 d R
N1 N 0.2437(2) 0.8619(3) 0.2226(4) 0.0355(8) Uani 1 1 d .
N2 N 0.3613(2) 0.9899(3) 0.2402(4) 0.0321(7) Uani 1 1 d .
C1 C 0.2128(3) 0.9837(5) 0.1864(5) 0.0376(10) Uani 1 1 d .
C2 C 0.1273(4) 1.0303(6) 0.1473(7) 0.0545(14) Uani 1 1 d .
H2 H 0.0776 0.9764 0.1399 0.065 Uiso 1 1 calc R
C3 C 0.1212(4) 1.1603(7) 0.1206(6) 0.0634(16) Uani 1 1 d .
H3 H 0.0654 1.1952 0.0941 0.076 Uiso 1 1 calc R
C4 C 0.1947(4) 1.2425(6) 0.1312(6) 0.0579(14) Uani 1 1 d .
H4 H 0.1868 1.3301 0.1118 0.069 Uiso 1 1 calc R
C5 C 0.2797(3) 1.1967(5) 0.1702(5) 0.0425(10) Uani 1 1 d .
H5 H 0.3292 1.2511 0.1775 0.051 Uiso 1 1 calc R
C6 C 0.2869(3) 1.0652(4) 0.1977(5) 0.0313(8) Uani 1 1 d .
C7 C 0.3330(3) 0.8708(4) 0.2525(5) 0.0348(9) Uani 1 1 d .
H7 H 0.3697 0.8011 0.2784 0.042 Uiso 1 1 calc R
C8 C 0.1915(3) 0.7436(5) 0.2159(5) 0.0434(10) Uani 1 1 d .
H8A H 0.1323 0.7640 0.2565 0.052 Uiso 1 1 d R
H8B H 0.2173 0.6768 0.2845 0.052 Uiso 1 1 d R
C9 C 0.1853(3) 0.6925(5) 0.0422(6) 0.0494(12) Uani 1 1 d .
H9A H 0.1825 0.7646 -0.0329 0.059 Uiso 1 1 calc R
H9B H 0.2390 0.6433 0.0185 0.059 Uiso 1 1 calc R
C10 C 0.1043(3) 0.6085(4) 0.0164(5) 0.0377(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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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'
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
N2 Hg1 N2 145.71(18) 2_655 .
N2 Hg1 Cl1 102.95(10) 2_655 2_655
N2 Hg1 Cl1 98.87(10) . 2_655
N2 Hg1 Cl1 98.87(10) 2_655 .
N2 Hg1 Cl1 102.95(10) . .
Cl1 Hg1 Cl1 100.17(7) 2_655 .
Cl2 Hg2 Cl2 180.0 . 3_685
Cl2 Hg2 Cl1 90.64(4) . .
Cl2 Hg2 Cl1 89.36(4) 3_685 .
Cl2 Hg2 Cl1 89.36(4) . 3_685
Cl2 Hg2 Cl1 90.64(4) 3_685 3_685
Cl1 Hg2 Cl1 180.0 . 3_685
Hg1 Cl1 Hg2 130.73(5) . .
C10 O2 H2C 105.8 . .
C7 N1 C1 107.5(3) . .
C7 N1 C8 126.1(4) . .
C1 N1 C8 126.2(4) . .
C7 N2 C6 107.0(3) . .
C7 N2 Hg1 125.7(3) . .
C6 N2 Hg1 126.8(3) . .
N1 C1 C6 106.3(3) . .
N1 C1 C2 132.0(5) . .
C6 C1 C2 121.7(5) . .
C3 C2 C1 115.9(6) . .
C3 C2 H2 122.1 . .
C1 C2 H2 122.1 . .
C2 C3 C4 122.9(5) . .
C2 C3 H3 118.6 . .
C4 C3 H3 118.6 . .
C5 C4 C3 121.4(5) . .
C5 C4 H4 119.3 . .
C3 C4 H4 119.3 . .
C4 C5 C6 116.4(5) . .
C4 C5 H5 121.8 . .
C6 C5 H5 121.8 . .
C5 C6 C1 121.8(4) . .
C5 C6 N2 130.6(4) . .
C1 C6 N2 107.6(4) . .
N2 C7 N1 111.6(4) . .
N2 C7 H7 124.2 . .
N1 C7 H7 124.2 . .
N1 C8 C9 110.9(4) . .
N1 C8 H8A 106.9 . .
C9 C8 H8A 110.6 . .
N1 C8 H8B 111.9 . .
C9 C8 H8B 108.4 . .
H8A C8 H8B 108.2 . .
C10 C9 C8 112.0(4) . .
C10 C9 H9A 109.2 . .
C8 C9 H9A 109.2 . .
C10 C9 H9B 109.2 . .
C8 C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
O1 C10 O2 123.1(4) . .
O1 C10 C9 121.3(4) . .
O2 C10 C9 115.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 N2 2.163(3) 2_655
Hg1 N2 2.163(3) .
Hg1 Cl1 2.6108(15) 2_655
Hg1 Cl1 2.6108(15) .
Hg2 Cl2 2.3404(15) .
Hg2 Cl2 2.3404(15) 3_685
Hg2 Cl1 2.985(2) .
Hg2 Cl1 2.985(2) 3_685
O1 C10 1.211(5) .
O2 C10 1.291(6) .
O2 H2C 0.8497 .
N1 C7 1.353(5) .
N1 C1 1.376(6) .
N1 C8 1.453(6) .
N2 C7 1.309(6) .
N2 C6 1.397(5) .
C1 C6 1.393(6) .
C1 C2 1.397(7) .
C2 C3 1.370(9) .
C2 H2 0.9300 .
C3 C4 1.391(9) .
C3 H3 0.9300 .
C4 C5 1.386(7) .
C4 H4 0.9300 .
C5 C6 1.387(7) .
C5 H5 0.9300 .
C7 H7 0.9300 .
C8 C9 1.525(6) .
C8 H8A 0.9698 .
C8 H8B 0.9700 .
C9 C10 1.501(6) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
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
N2 Hg1 Cl1 Hg2 -108.89(11) 2_655
N2 Hg1 Cl1 Hg2 97.74(11) .
Cl1 Hg1 Cl1 Hg2 -3.91(3) 2_655
Cl2 Hg2 Cl1 Hg1 58.01(7) .
Cl2 Hg2 Cl1 Hg1 -121.99(7) 3_685
N2 Hg1 N2 C7 6.3(3) 2_655
Cl1 Hg1 N2 C7 -122.8(3) 2_655
Cl1 Hg1 N2 C7 134.5(3) .
N2 Hg1 N2 C6 -164.1(3) 2_655
Cl1 Hg1 N2 C6 66.7(3) 2_655
Cl1 Hg1 N2 C6 -35.9(3) .
C7 N1 C1 C6 -0.7(4) .
C8 N1 C1 C6 -175.7(4) .
C7 N1 C1 C2 -179.6(5) .
C8 N1 C1 C2 5.4(8) .
N1 C1 C2 C3 179.0(5) .
C6 C1 C2 C3 0.2(7) .
C1 C2 C3 C4 -0.1(8) .
C2 C3 C4 C5 0.0(8) .
C3 C4 C5 C6 0.0(7) .
C4 C5 C6 C1 0.1(6) .
C4 C5 C6 N2 -179.3(4) .
N1 C1 C6 C5 -179.3(4) .
C2 C1 C6 C5 -0.2(7) .
N1 C1 C6 N2 0.2(4) .
C2 C1 C6 N2 179.3(4) .
C7 N2 C6 C5 179.8(4) .
Hg1 N2 C6 C5 -8.4(6) .
C7 N2 C6 C1 0.3(4) .
Hg1 N2 C6 C1 172.2(3) .
C6 N2 C7 N1 -0.8(5) .
Hg1 N2 C7 N1 -172.8(3) .
C1 N1 C7 N2 0.9(5) .
C8 N1 C7 N2 175.9(4) .
C7 N1 C8 C9 -92.5(5) .
C1 N1 C8 C9 81.6(5) .
N1 C8 C9 C10 -155.9(4) .
C8 C9 C10 O1 34.4(7) .
C8 C9 C10 O2 -147.0(5) .
