#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:15:30 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058931.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_7058931
loop_
_publ_author_name
'Juneja, Navkiran Kaur'
'Unruh, Daniel K.'
'Bosch, Eric'
'Groeneman , Ryan'
'Hutchins, Kristin M.'
_publ_section_title
;
 Effects of dynamic pedal motion and static disorder on thermal expansion
 within halogen bonded co-crystals
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/C9NJ04833B
_journal_year                    2019
_chemical_formula_moiety         'C12 H8 N2, C6 Cl4 I2'
_chemical_formula_sum            'C18 H8 Cl4 I2 N2'
_chemical_formula_weight         647.86
_chemical_name_common
'Cocrystal 1,2,4,5-tetrachlorobenzene and 1,2-bis(4-pyridyl)ethyne'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-09-24 deposited with the CCDC.    2019-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                111.4920(10)
_cell_angle_beta                 90.6710(10)
_cell_angle_gamma                97.3320(10)
_cell_formula_units_Z            1
_cell_length_a                   4.0502(2)
_cell_length_b                   11.1860(7)
_cell_length_c                   12.1964(7)
_cell_measurement_reflns_used    4869
_cell_measurement_temperature    270(2)
_cell_measurement_theta_max      27.24
_cell_measurement_theta_min      3.13
_cell_volume                     508.92(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'XSeed (Barbour, 2001)'
_computing_publication_material  'XSeed (Barbour, 2001)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      270(2)
_diffrn_detector_area_resol_mean 8.3660
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0163
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6363
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.239
_diffrn_reflns_theta_min         1.798
_exptl_absorpt_coefficient_mu    3.620
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014(Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.114
_exptl_crystal_description       cut
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.536
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2278
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0159
_refine_ls_R_factor_gt           0.0150
_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)+(0.0166P)²+0.1538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0356
_refine_ls_wR_factor_ref         0.0361
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2182
_reflns_number_total             2278
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04833b2.cif
_cod_data_source_block           eb885270_a
_cod_database_code               7058931
_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
I1 I 0.71479(3) 0.70971(2) 0.29431(2) 0.03049(5) Uani 1 1 d . .
Cl1 Cl 0.40991(15) 0.74923(5) 0.55799(5) 0.04115(12) Uani 1 1 d . .
N1 N 0.8744(5) 0.45411(16) 0.14797(17) 0.0409(4) Uani 1 1 d . .
C1 C 0.8080(5) 0.24605(19) -0.00939(18) 0.0356(4) Uani 1 1 d . .
H1 H 0.735449 0.195728 -0.087269 0.043 Uiso 1 1 calc R U
Cl2 Cl 0.22016(14) 1.00214(5) 0.73728(4) 0.03989(12) Uani 1 1 d . .
C2 C 0.7777(5) 0.3767(2) 0.0374(2) 0.0391(5) Uani 1 1 d . .
H2 H 0.684212 0.412467 -0.011344 0.047 Uiso 1 1 calc R U
C3 C 1.0110(6) 0.4012(2) 0.21596(19) 0.0420(5) Uani 1 1 d . .
H3 H 1.081757 0.454326 0.293328 0.050 Uiso 1 1 calc R U
C4 C 1.0536(6) 0.27191(19) 0.17808(18) 0.0381(5) Uani 1 1 d . .
H4 H 1.150157 0.239258 0.228791 0.046 Uiso 1 1 calc R U
C5 C 0.9488(5) 0.19154(17) 0.06222(17) 0.0296(4) Uani 1 1 d . .
C6 C 0.9849(5) 0.05594(19) 0.01816(18) 0.0346(4) Uani 1 1 d . .
C7 C 0.5883(4) 0.88351(17) 0.41738(15) 0.0251(3) Uani 1 1 d . .
C8 C 0.4622(4) 0.88756(17) 0.52433(15) 0.0261(3) Uani 1 1 d . .
C9 C 0.3750(4) 1.00233(17) 0.60599(15) 0.0257(3) 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'
Cl Cl 0.1484 0.1585 '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
C2 N1 C3 117.11(17) . .
C2 C1 C5 118.67(19) . .
N1 C2 C1 123.85(19) . .
N1 C3 C4 123.8(2) . .
C3 C4 C5 118.54(19) . .
C1 C5 C4 118.05(17) . .
C1 C5 C6 120.97(18) . .
C4 C5 C6 120.98(18) . .
C6 C6 C5 179.9(4) 2_755 .
C8 C7 C9 118.09(15) . 2_676
C8 C7 I1 120.76(13) . .
C9 C7 I1 121.15(13) 2_676 .
C7 C8 C9 121.06(16) . .
C7 C8 Cl1 120.19(13) . .
C9 C8 Cl1 118.75(14) . .
C8 C9 C7 120.85(16) . 2_676
C8 C9 Cl2 119.21(14) . .
C7 C9 Cl2 119.94(13) 2_676 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C7 2.1046(17) .
Cl1 C8 1.7296(18) .
N1 C2 1.329(3) .
N1 C3 1.333(3) .
C1 C2 1.383(3) .
C1 C5 1.388(3) .
Cl2 C9 1.7272(18) .
C3 C4 1.382(3) .
C4 C5 1.394(3) .
C5 C6 1.439(3) .
C6 C6 1.188(4) 2_755
C7 C8 1.394(2) .
C7 C9 1.398(2) 2_676
C8 C9 1.397(2) .
