#------------------------------------------------------------------------------
#$Date: 2020-05-13 04:35:15 +0300 (Wed, 13 May 2020) $
#$Revision: 252006 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/05/7240500.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_7240500
loop_
_publ_author_name
'Fotović, Luka'
'Stilinovic, Vladimir'
_publ_section_title
;
 Halogenide anions as halogen and hydrogen bond acceptors in
 iodopyridinium halogenides
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00534G
_journal_year                    2020
_chemical_formula_sum            'C10 H10 Cl I3 N2'
_chemical_formula_weight         574.35
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-04-07 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                89.566(5)
_cell_angle_beta                 70.547(6)
_cell_angle_gamma                81.668(6)
_cell_formula_units_Z            2
_cell_length_a                   8.2027(6)
_cell_length_b                   8.8661(5)
_cell_length_c                   11.4800(7)
_cell_measurement_reflns_used    2325
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      37.4488
_cell_measurement_theta_min      3.7466
_cell_volume                     778.18(9)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
;
SHELXT (Sheldrick, G. M. (2015). Acta Cryst. A71, 3-8.)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0716
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5878
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_min         3.765
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.176
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40084
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.451
_exptl_crystal_description       block
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.662
_refine_diff_density_min         -1.182
_refine_diff_density_rms         0.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3374
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0414
_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)+(0.0554P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.1126
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2243
_reflns_number_total             3374
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00534g2.cif
_cod_data_source_block           (2-IPyH)2ClI
_cod_database_code               7240500
_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, -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 0.53067(7) -0.01259(6) 0.26798(5) 0.05151(18) Uani 1 1 d . . . . .
I2 I 0.36212(7) 0.48172(6) 0.82512(5) 0.05355(18) Uani 1 1 d . . . . .
I3 I 0.29343(8) -0.21485(7) 0.14670(6) 0.0612(2) Uani 1 1 d . . . . .
Cl1 Cl 0.2269(3) 0.3473(2) 0.5222(2) 0.0590(5) Uani 1 1 d . . . . .
N1 N 0.6060(8) 0.2056(7) 0.4330(5) 0.0398(13) Uani 1 1 d . . . . .
H1 H 0.497611 0.238777 0.444900 0.048 Uiso 1 1 calc R U . . .
N2 N 0.0381(9) 0.5425(7) 0.7596(6) 0.0468(15) Uani 1 1 d . . . . .
H2 H 0.095430 0.471028 0.704962 0.056 Uiso 1 1 calc R U . . .
C1 C 0.6826(10) 0.0852(8) 0.3555(7) 0.0398(16) Uani 1 1 d . . . . .
C2 C 0.8547(11) 0.0339(9) 0.3307(7) 0.0483(19) Uani 1 1 d . . . . .
H2A H 0.911147 -0.047191 0.274040 0.058 Uiso 1 1 calc R U . . .
C10 C -0.1226(12) 0.5985(10) 0.7691(8) 0.056(2) Uani 1 1 d . . . . .
H10 H -0.172366 0.558930 0.716437 0.067 Uiso 1 1 calc R U . . .
C5 C 0.6851(11) 0.2751(9) 0.4911(7) 0.0489(19) Uani 1 1 d . . . . .
H5 H 0.626343 0.358429 0.544919 0.059 Uiso 1 1 calc R U . . .
C6 C 0.1114(11) 0.5939(8) 0.8318(7) 0.0463(18) Uani 1 1 d . . . . .
C3 C 0.9416(11) 0.1016(10) 0.3889(8) 0.059(2) Uani 1 1 d . . . . .
H3 H 1.059598 0.066571 0.373683 0.071 Uiso 1 1 calc R U . . .
C9 C -0.2192(13) 0.7115(10) 0.8524(8) 0.063(2) Uani 1 1 d . . . . .
H9 H -0.333536 0.748388 0.857531 0.076 Uiso 1 1 calc R U . . .
C8 C -0.1494(13) 0.7670(11) 0.9246(8) 0.066(3) Uani 1 1 d . . . . .
H8 H -0.213555 0.846103 0.981317 0.079 Uiso 1 1 calc R U . . .
C4 C 0.8591(13) 0.2231(11) 0.4716(8) 0.062(2) Uani 1 1 d . . . . .
H4 H 0.919626 0.269165 0.513387 0.075 Uiso 1 1 calc R U . . .
C7 C 0.0222(13) 0.7098(9) 0.9188(7) 0.059(2) Uani 1 1 d . . . . .
H7 H 0.073136 0.748272 0.971252 0.071 Uiso 1 1 calc R U . . .
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'
I I -0.4742 1.8119 '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'
Cl Cl 0.1484 0.1585 '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
C5 N1 C1 123.7(7) . . ?
C6 N2 C10 120.5(8) . . ?
N1 C1 C2 119.7(7) . . ?
N1 C1 I1 118.0(5) . . ?
C2 C1 I1 122.2(6) . . ?
C3 C2 C1 118.7(8) . . ?
N2 C10 C9 122.7(9) . . ?
N1 C5 C4 118.3(8) . . ?
N2 C6 C7 120.5(8) . . ?
N2 C6 I2 118.5(6) . . ?
C7 C6 I2 120.7(7) . . ?
C4 C3 C2 120.8(8) . . ?
C8 C9 C10 118.5(9) . . ?
C9 C8 C7 121.0(9) . . ?
C3 C4 C5 118.7(8) . . ?
C6 C7 C8 116.8(9) . . ?
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
I1 C1 2.115(7) . ?
I2 C6 2.128(8) . ?
N1 C5 1.287(9) . ?
N1 C1 1.333(9) . ?
N2 C6 1.294(10) . ?
N2 C10 1.308(10) . ?
C1 C2 1.352(11) . ?
C2 C3 1.327(11) . ?
C10 C9 1.351(12) . ?
C5 C4 1.377(12) . ?
C6 C7 1.378(11) . ?
C3 C4 1.377(13) . ?
C9 C8 1.288(12) . ?
C8 C7 1.405(13) . ?
