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#$Date: 2022-09-27 12:43:06 +0300 (Tue, 27 Sep 2022) $
#$Revision: 278217 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/58/8105886.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_8105886
loop_
_publ_author_name
'Reiss, Guido J.'
_publ_section_title
;
 Halogen and hydrogen bonding in the layered crystal structure of
 2-iodoanilinium triiodide, C6H7I4N
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              899
_journal_page_last               902
_journal_paper_doi               10.1515/ncrs-2019-0127
_journal_volume                  234
_journal_year                    2019
_chemical_formula_sum            'C6 H7 I4 N'
_chemical_formula_weight         600.73
_chemical_name_common            '2-iodoanilinium triiodide'
_chemical_name_systematic        '2-iodobenzenaminium triiodide'
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 114.051(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.2818(2)
_cell_length_b                   6.55289(16)
_cell_length_c                   11.0561(3)
_cell_measurement_reflns_used    3629
_cell_measurement_temperature    109
_cell_measurement_theta_max      32.67
_cell_measurement_theta_min      3.10
_cell_volume                     614.08(3)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
;
_computing_molecular_graphics    'DIAMOND 4.52(Brandenburg, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELX (Sheldrick, 2008)'
_diffrn_ambient_temperature      109
_diffrn_detector_area_resol_mean 16.2711
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6606
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.997
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_min         3.707
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    10.101
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.210
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    3.249
_exptl_crystal_description       plate
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.2531
_exptl_crystal_size_mid          0.1333
_exptl_crystal_size_min          0.0096
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.142
_refine_ls_extinction_coef       0.00085(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         1466
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0180
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0150P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0351
_refine_ls_wR_factor_ref         0.0367
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1296
_reflns_number_total             1466
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0127_suppl.cif
_cod_data_source_block           exp_1027_109
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               8105886
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.88099(4) 0.250000 0.03135(3) 0.02161(10) Uani 1 2 d S T P . .
N1 N 0.8563(5) 0.250000 0.3175(4) 0.0163(9) Uani 1 2 d DS T P . .
H11 H 0.849(4) 0.250000 0.396(3) 0.034(10) Uiso 1 2 d DS U P . .
H12 H 0.911(4) 0.138(5) 0.315(3) 0.034(10) Uiso 1 1 d D U . . .
C1 C 0.6981(6) 0.250000 0.2069(5) 0.0155(11) Uani 1 2 d DS T P . .
C2 C 0.6836(6) 0.250000 0.0786(5) 0.0138(10) Uani 1 2 d S T P . .
C3 C 0.5335(6) 0.250000 -0.0243(5) 0.0165(11) Uani 1 2 d S T P . .
H3 H 0.522156 0.250000 -0.111808 0.020 Uiso 1 2 calc R U P . .
C4 C 0.4018(6) 0.250000 0.0040(5) 0.0195(11) Uani 1 2 d S T P . .
H4 H 0.301644 0.250000 -0.064539 0.023 Uiso 1 2 calc R U P . .
C5 C 0.4188(6) 0.250000 0.1348(5) 0.0215(12) Uani 1 2 d S T P . .
H5 H 0.329780 0.250000 0.153573 0.026 Uiso 1 2 calc R U P . .
C6 C 0.5663(6) 0.250000 0.2365(5) 0.0163(11) Uani 1 2 d S T P . .
H6 H 0.577935 0.250000 0.324080 0.020 Uiso 1 2 calc R U P . .
I2 I 0.95898(4) 0.250000 0.67290(3) 0.01430(9) Uani 1 2 d S T P . .
I3 I 0.60419(3) 0.250000 0.62212(3) 0.01337(8) Uani 1 2 d S T P . .
I4 I 0.28733(4) 0.250000 0.58194(3) 0.01551(9) Uani 1 2 d S T P . .
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'
I I -0.4742 1.8119 '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
C1 N1 H11 111(2) . .
C1 N1 H12 111(2) . .
H11 N1 H12 107(3) . .
C1 N1 H12 111(2) . 4_565
H11 N1 H12 107(3) . 4_565
H12 N1 H12 109(5) . 4_565
C2 C1 C6 121.3(5) . .
C2 C1 N1 120.2(4) . .
C6 C1 N1 118.5(4) . .
C1 C2 C3 119.3(4) . .
C1 C2 I1 122.0(4) . .
C3 C2 I1 118.7(4) . .
C4 C3 C2 119.9(5) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 120.1(5) . .
C3 C4 H4 120.0 . .
C5 C4 H4 120.0 . .
C6 C5 C4 120.3(5) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
C5 C6 C1 119.2(5) . .
C5 C6 H6 120.4 . .
C1 C6 H6 120.4 . .
I4 I3 I2 178.862(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C2 2.100(5) .
N1 C1 1.479(6) .
N1 H11 0.90(3) .
N1 H12 0.90(3) .
N1 H12 0.90(3) 4_565
C1 C2 1.368(6) .
C1 C6 1.389(7) .
C2 C3 1.394(7) .
C3 C4 1.379(7) .
C3 H3 0.9300 .
C4 C5 1.390(7) .
C4 H4 0.9300 .
C5 C6 1.373(7) .
C5 H5 0.9300 .
C6 H6 0.9300 .
I2 I3 3.1069(4) .
I3 I4 2.7896(4) .
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
N1 H11 I2 0.90(3) 2.81(3) 3.647(4) 156(3) . yes
N1 H12 I2 0.90(3) 2.79(3) 3.6795(19) 168(3) 3_756 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
C6 C1 C2 C3 0.000(1) . . . .
N1 C1 C2 C3 180.000(1) . . . .
C6 C1 C2 I1 180.000(1) . . . .
N1 C1 C2 I1 0.000(1) . . . .
C1 C2 C3 C4 0.000(1) . . . .
I1 C2 C3 C4 180.0 . . . .
C2 C3 C4 C5 0.000(0) . . . .
C3 C4 C5 C6 0.000(1) . . . .
C4 C5 C6 C1 0.000(1) . . . .
C2 C1 C6 C5 0.000(1) . . . .
N1 C1 C6 C5 180.000(1) . . . .
