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#$Date: 2018-01-13 08:06:21 +0200 (Sat, 13 Jan 2018) $
#$Revision: 205172 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/23/2242323.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2242323
loop_
_publ_author_name
'Noland, Wayland E.'
'Britton, Doyle'
'Sutton, Gregory K.'
'Schneerer, Andrew K.'
'Tritch, Kenneth J.'
_publ_section_title
;
 Crystal structures of 2,4,6-triiodobenzonitrile and 2,4,6-triiodophenyl
 isocyanide
;
_journal_coeditor_code           LH5864
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              98
_journal_page_last               102
_journal_paper_doi               10.1107/S2056989017018217
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C7 H2 I3 N'
_chemical_formula_moiety         'C7 H2 I3 N'
_chemical_formula_sum            'C7 H2 I3 N'
_chemical_formula_weight         480.80
_chemical_melting_point          517
_chemical_name_common            I3CN
_chemical_name_systematic        2,4,6-Triiodobenzonitrile
_space_group_crystal_system      orthorhombic
_space_group_IT_number           74
_space_group_name_Hall           '-I 2b 2'
_space_group_name_H-M_alt        'I m m a'
_symmetry_space_group_name_Hall  '-I 2b 2'
_symmetry_space_group_name_H-M   'I m m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.0593(4)
_cell_length_b                   10.5346(5)
_cell_length_c                   13.0658(6)
_cell_measurement_reflns_used    2721
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.36
_cell_measurement_theta_min      2.48
_cell_volume                     971.66(8)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX3 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker VENTURE PHOTON-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8436
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.406
_diffrn_reflns_theta_min         2.484
_exptl_absorpt_coefficient_mu    9.588
_exptl_absorpt_correction_T_max  0.3438
_exptl_absorpt_correction_T_min  0.2810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 1996)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    3.287
_exptl_crystal_description       'square bipyramid'
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.890
_refine_diff_density_min         -0.598
_refine_ls_extinction_coef       0.00199(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2014 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     40
_refine_ls_number_reflns         1303
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.183
_refine_ls_R_factor_all          0.0142
_refine_ls_R_factor_gt           0.0134
_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)+(0.0078P)²+1.2371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0298
_refine_ls_wR_factor_ref         0.0302
_reflns_number_gt                1261
_reflns_number_total             1303
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lh5864sup1.cif
_cod_data_source_block           I3CN
_cod_database_code               2242323
_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   0.392
_shelx_estimated_absorpt_t_max   0.447
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'-x, y+1/2, -z'
'x, -y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'x, -y-1/2, z'
'-x, y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
I I2 0.5000 0.46395(2) 0.83491(2) 0.01267(4) Uani d 1
I I4 0.5000 0.7500 0.43429(2) 0.01359(4) Uani d 1
N N7 0.5000 0.7500 1.00506(18) 0.0167(4) Uani d 1
C C1 0.5000 0.7500 0.80692(18) 0.0103(4) Uani d 1
C C2 0.5000 0.63456(15) 0.75302(13) 0.0105(3) Uani d 1
C C3 0.5000 0.63428(16) 0.64671(13) 0.0117(3) Uani d 1
H H3 0.5000 0.5565 0.6100 0.014 Uiso calc 1
C C4 0.5000 0.7500 0.59458(19) 0.0113(4) Uani d 1
C C7 0.5000 0.7500 0.9170(2) 0.0130(4) Uani d 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 C1 C2 . 2_665 119.9(2)
C2 C1 C7 . . 120.07(11)
C2 C1 C7 2_665 . 120.07(11)
C3 C2 C1 . . 120.19(16)
C3 C2 I2 . . 120.65(12)
C1 C2 I2 . . 119.16(13)
C2 C3 C4 . . 119.07(16)
C2 C3 H3 . . 120.5
C4 C3 H3 . . 120.5
C3 C4 C3 2_665 . 121.6(2)
C3 C4 I4 2_665 . 119.19(11)
C3 C4 I4 . . 119.19(11)
N7 C7 C1 . . 180.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
I2 C2 . 2.0916(16)
I4 C4 . 2.094(2)
N7 C7 . 1.151(3)
C1 C2 . 1.405(2)
C1 C2 2_665 1.405(2)
C1 C7 . 1.438(3)
C2 C3 . 1.389(2)
C3 C4 . 1.396(2)
C3 H3 . 0.9500
C4 C3 2_665 1.396(2)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C2 C1 C2 C3 2_665 . 0.0000(10)
C7 C1 C2 C3 . . 180.0000(10)
C2 C1 C2 I2 2_665 . 180.0000(10)
C7 C1 C2 I2 . . 0.0000(10)
C1 C2 C3 C4 . . 0.0000(10)
I2 C2 C3 C4 . . 180.0000(10)
C2 C3 C4 C3 . 2_665 0.0000(10)
C2 C3 C4 I4 . . 180.0000(10)

_cod_database_fobs_code 2242323
