#------------------------------------------------------------------------------
#$Date: 2021-01-07 08:20:26 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260759 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/60/7706009.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_7706009
loop_
_publ_author_name
'Mahmoudi, Ghodrat'
'Masoudiasl, Ardavan'
'Babashkina, Maria G.'
'Frontera, Antonio'
'Doert, Thomas'
'White, Jonathan M.'
'Zangrando, Ennio'
'Zubkov, Fedor I.'
'Safin, Damir A.'
_publ_section_title
;
 On the importance of π-hole spodium bonding in tricoordinated
 HgII complexes.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17547
_journal_page_last               17551
_journal_paper_doi               10.1039/d0dt03938a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C15 H11 Hg I N2 O2 S'
_chemical_formula_sum            'C15 H11 Hg I N2 O2 S'
_chemical_formula_weight         610.81
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-10-09 deposited with the CCDC.	2020-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.098(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.761(3)
_cell_length_b                   3.9611(5)
_cell_length_c                   15.6659(16)
_cell_measurement_reflns_used    1371
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      20.65
_cell_measurement_theta_min      2.66
_cell_volume                     1607.2(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2 Suite'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Diamond3.2 (Crystal Impact, 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.1287
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7427
_diffrn_reflns_point_group_measured_fraction_full 0.910
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.587
_diffrn_reflns_theta_min         2.662
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    11.634
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_correction_T_min  0.5846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker 2010'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.524
_exptl_crystal_description       needle
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.027
_refine_diff_density_max         1.775
_refine_diff_density_min         -2.040
_refine_diff_density_rms         0.271
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.114(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.915
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3945
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.915
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0506
_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)+(0.0010P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0886
_reflns_Friedel_coverage         0.668
_reflns_Friedel_fraction_full    0.820
_reflns_Friedel_fraction_max     0.640
_reflns_number_gt                2825
_reflns_number_total             3945
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03938a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7706009--7706010.cif.'
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7706009
_shelx_shelxl_version_number     2018/3
_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   0.269
_shelx_estimated_absorpt_t_max   0.744
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'
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
Hg Hg 0.55664(3) 0.71124(14) 0.74867(3) 0.02647(17) Uani 1 1 d . . . . .
S1 S 0.62120(14) 0.2737(11) 0.7701(3) 0.0230(9) Uani 1 1 d . . . . .
I1 I 0.48034(5) 1.0027(3) 0.78237(9) 0.0318(3) Uani 1 1 d . . . . .
C1 C 0.6278(6) 0.290(4) 0.6608(11) 0.024(4) Uani 1 1 d . . . . .
C2 C 0.6719(6) 0.151(5) 0.6544(10) 0.026(4) Uani 1 1 d . . . . .
H2 H 0.696986 0.052527 0.706982 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6799(6) 0.152(5) 0.5733(11) 0.028(4) Uani 1 1 d . . . . .
H3 H 0.710576 0.055986 0.570217 0.033 Uiso 1 1 calc R U . . .
C4 C 0.6442(8) 0.290(5) 0.4963(13) 0.034(5) Uani 1 1 d . . . . .
H4 H 0.649888 0.288840 0.440087 0.041 Uiso 1 1 calc R U . . .
C5 C 0.5988(6) 0.433(6) 0.5014(12) 0.027(5) Uani 1 1 d . . . . .
H5 H 0.574295 0.534629 0.448770 0.033 Uiso 1 1 calc R U . . .
C6 C 0.5897(6) 0.425(4) 0.5831(11) 0.025(4) Uani 1 1 d . . . . .
N1 N 0.5447(5) 0.563(3) 0.5904(9) 0.022(3) Uani 1 1 d . . . . .
C7 C 0.5015(6) 0.538(5) 0.5230(11) 0.022(4) Uani 1 1 d . . . . .
H7 H 0.500959 0.422258 0.469646 0.027 Uiso 1 1 calc R U . . .
C8 C 0.4548(7) 0.674(5) 0.5240(13) 0.028(5) Uani 1 1 d . . . . .
H8 H 0.455175 0.799038 0.576023 0.034 Uiso 1 1 calc R U . . .
C9 C 0.4099(7) 0.634(5) 0.4543(11) 0.029(4) Uani 1 1 d . . . . .
H9 H 0.409885 0.513697 0.401889 0.034 Uiso 1 1 calc R U . . .
C10 C 0.3605(6) 0.768(5) 0.4550(11) 0.027(4) Uani 1 1 d . . . . .
C11 C 0.3513(7) 0.842(6) 0.5347(14) 0.045(6) Uani 1 1 d . . . . .
H11 H 0.378220 0.803731 0.591880 0.054 Uiso 1 1 calc R U . . .
C12 C 0.3053(7) 0.968(5) 0.5345(13) 0.043(5) Uani 1 1 d . . . . .
H12 H 0.300977 1.022325 0.590398 0.052 Uiso 1 1 calc R U . . .
C13 C 0.2650(7) 1.015(5) 0.4514(14) 0.040(5) Uani 1 1 d . . . . .
H13 H 0.232989 1.102751 0.450462 0.048 Uiso 1 1 calc R U . . .
C14 C 0.2712(7) 0.937(5) 0.3714(13) 0.036(5) Uani 1 1 d . . . . .
H14 H 0.243433 0.963913 0.314623 0.043 Uiso 1 1 calc R U . . .
C15 C 0.3172(6) 0.822(5) 0.3742(11) 0.028(4) Uani 1 1 d . . . . .
N2 N 0.3223(6) 0.760(5) 0.2853(11) 0.045(5) Uani 1 1 d . . . . .
O1 O 0.3597(6) 0.868(5) 0.2744(9) 0.071(5) Uani 1 1 d . . . . .
O2 O 0.2879(6) 0.617(5) 0.2270(9) 0.066(5) 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'
I I -0.4742 1.8119 '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'
S S 0.1246 0.1234 '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
S1 Hg N1 78.1(3) . . ?
S1 Hg I1 153.40(10) . . ?
N1 Hg I1 118.9(3) . . ?
S1 Hg S1 98.19(13) . 1_565 ?
N1 Hg S1 99.2(3) . 1_565 ?
I1 Hg S1 98.84(9) . 1_565 ?
C1 S1 Hg 99.6(6) . . ?
C1 S1 Hg 101.3(5) . 1_545 ?
Hg S1 Hg 98.19(13) . 1_545 ?
C2 C1 C6 120.2(15) . . ?
C2 C1 S1 117.1(12) . . ?
C6 C1 S1 122.6(12) . . ?
C3 C2 C1 120.8(15) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.8(16) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 119.3(17) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 120.4(17) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 118.4(15) . . ?
C5 C6 N1 121.9(14) . . ?
C1 C6 N1 119.7(15) . . ?
C7 N1 C6 119.9(14) . . ?
C7 N1 Hg 126.5(11) . . ?
C6 N1 Hg 112.0(9) . . ?
N1 C7 C8 123.6(15) . . ?
N1 C7 H7 118.2 . . ?
C8 C7 H7 118.2 . . ?
C9 C8 C7 122.4(17) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C10 123.2(16) . . ?
C8 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C11 C10 C15 113.6(15) . . ?
C11 C10 C9 123.6(14) . . ?
C15 C10 C9 122.8(15) . . ?
C12 C11 C10 123.1(17) . . ?
C12 C11 H11 118.4 . . ?
C10 C11 H11 118.4 . . ?
C11 C12 C13 119.0(19) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 120.5(18) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 118.8(17) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C14 C15 C10 125.0(16) . . ?
C14 C15 N2 116.2(15) . . ?
C10 C15 N2 118.8(14) . . ?
O1 N2 O2 123.8(18) . . ?
O1 N2 C15 117.6(17) . . ?
O2 N2 C15 118.5(16) . . ?
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
Hg S1 2.428(4) . ?
Hg N1 2.451(13) . ?
Hg I1 2.6273(14) . ?
Hg S1 2.803(4) 1_565 ?
S1 C1 1.788(16) . ?
C1 C2 1.38(2) . ?
C1 C6 1.40(2) . ?
C2 C3 1.37(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.37(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.41(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.39(2) . ?
C5 H5 0.9500 . ?
C6 N1 1.40(2) . ?
N1 C7 1.286(19) . ?
C7 C8 1.41(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.34(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.47(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.39(3) . ?
C10 C15 1.41(2) . ?
C11 C12 1.37(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.39(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.36(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.34(2) . ?
C14 H14 0.9500 . ?
C15 N2 1.47(2) . ?
N2 O1 1.19(2) . ?
N2 O2 1.20(2) . ?
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
_geom_hbond_publ_flag
C2 H2 O2 0.95 2.52 3.19(2) 127.3 4 yes
C7 H7 I1 0.95 3.25 4.190(16) 170.9 2_564 yes
C8 H8 I1 0.95 3.16 4.06(2) 160.4 . yes
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
Hg S1 C1 C2 161.1(12) . . . . ?
Hg S1 C1 C2 -98.5(13) 1_545 . . . ?
Hg S1 C1 C6 -21.5(14) . . . . ?
Hg S1 C1 C6 79.0(14) 1_545 . . . ?
C6 C1 C2 C3 2(3) . . . . ?
S1 C1 C2 C3 179.8(14) . . . . ?
C1 C2 C3 C4 0(3) . . . . ?
C2 C3 C4 C5 0(3) . . . . ?
C3 C4 C5 C6 -2(3) . . . . ?
C4 C5 C6 C1 4(3) . . . . ?
C4 C5 C6 N1 -179.5(17) . . . . ?
C2 C1 C6 C5 -4(3) . . . . ?
S1 C1 C6 C5 178.9(14) . . . . ?
C2 C1 C6 N1 179.2(15) . . . . ?
S1 C1 C6 N1 2(2) . . . . ?
C5 C6 N1 C7 37(2) . . . . ?
C1 C6 N1 C7 -146.6(17) . . . . ?
C5 C6 N1 Hg -156.9(14) . . . . ?
C1 C6 N1 Hg 20.0(19) . . . . ?
C6 N1 C7 C8 -178.9(18) . . . . ?
Hg N1 C7 C8 17(3) . . . . ?
N1 C7 C8 C9 -177.4(18) . . . . ?
C7 C8 C9 C10 178.6(18) . . . . ?
C8 C9 C10 C11 -23(3) . . . . ?
C8 C9 C10 C15 159.4(18) . . . . ?
C15 C10 C11 C12 -3(3) . . . . ?
C9 C10 C11 C12 179.7(19) . . . . ?
C10 C11 C12 C13 2(3) . . . . ?
C11 C12 C13 C14 0(3) . . . . ?
C12 C13 C14 C15 -2(3) . . . . ?
C13 C14 C15 C10 1(3) . . . . ?
C13 C14 C15 N2 -176.7(17) . . . . ?
C11 C10 C15 C14 1(3) . . . . ?
C9 C10 C15 C14 178.7(18) . . . . ?
C11 C10 C15 N2 178.6(18) . . . . ?
C9 C10 C15 N2 -4(3) . . . . ?
C14 C15 N2 O1 132.5(19) . . . . ?
C10 C15 N2 O1 -45(3) . . . . ?
C14 C15 N2 O2 -44(3) . . . . ?
C10 C15 N2 O2 137.6(19) . . . . ?
