#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:15:30 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058929.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_7058929
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                111.5050(10)
_cell_angle_beta                 90.5190(10)
_cell_angle_gamma                97.6160(10)
_cell_formula_units_Z            1
_cell_length_a                   4.0179(2)
_cell_length_b                   11.1807(6)
_cell_length_c                   12.1538(7)
_cell_measurement_reflns_used    5176
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      27.31
_cell_measurement_theta_min      3.14
_cell_volume                     502.51(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      190(2)
_diffrn_detector_area_resol_mean 8.3660
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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  0.0153
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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            6295
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.313
_diffrn_reflns_theta_min         1.804
_exptl_absorpt_coefficient_mu    3.666
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014(Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.141
_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         0.461
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2261
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0133
_refine_ls_R_factor_gt           0.0126
_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)+(0.0156P)²+0.1270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0315
_refine_ls_wR_factor_ref         0.0318
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2195
_reflns_number_total             2261
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04833b2.cif
_cod_data_source_block           eb889190_a
_cod_database_code               7058929
_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 0.21502(2) 0.70915(2) 0.79362(2) 0.02025(4) Uani 1 1 d . .
Cl1 Cl 0.28455(11) 0.99786(4) 0.76177(3) 0.02688(9) Uani 1 1 d . .
N1 N 0.3741(4) 0.45466(14) 0.64801(14) 0.0279(3) Uani 1 1 d . .
C1 C 0.3075(4) 0.24624(16) 0.48973(15) 0.0245(3) Uani 1 1 d . .
H1 H 0.234583 0.194671 0.409738 0.029 Uiso 1 1 calc R U
Cl2 Cl 0.09440(12) 1.25114(4) 0.94156(4) 0.02788(9) Uani 1 1 d . .
C2 C 0.2764(4) 0.37709(17) 0.53659(16) 0.0264(4) Uani 1 1 d . .
H2 H 0.180355 0.413557 0.486656 0.032 Uiso 1 1 calc R U
C3 C 0.5114(5) 0.40218(17) 0.71700(16) 0.0287(4) Uani 1 1 d . .
H3 H 0.584203 0.456752 0.796257 0.034 Uiso 1 1 calc R U
C4 C 0.5529(5) 0.27255(16) 0.67901(15) 0.0260(4) Uani 1 1 d . .
H4 H 0.650782 0.239294 0.731210 0.031 Uiso 1 1 calc R U
C5 C 0.4483(4) 0.19163(15) 0.56252(14) 0.0207(3) Uani 1 1 d . .
C6 C 0.4851(4) 0.05617(16) 0.51819(15) 0.0237(3) Uani 1 1 d . .
C7 C 0.0890(4) 0.88346(15) 0.91708(13) 0.0179(3) Uani 1 1 d . .
C8 C 0.1276(4) 0.99780(15) 0.89348(13) 0.0180(3) Uani 1 1 d . .
C9 C 0.0400(4) 1.11275(15) 0.97545(13) 0.0184(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
C2 N1 C3 117.54(15) .
C2 C1 C5 118.66(16) .
N1 C2 C1 123.57(16) .
N1 C3 C4 123.48(17) .
C3 C4 C5 118.74(16) .
C4 C5 C1 118.02(15) .
C4 C5 C6 121.18(15) .
C1 C5 C6 120.80(15) .
C6 C6 C5 179.7(3) 2_656
C9 C7 C8 118.22(14) 2_577
C9 C7 I1 120.58(11) 2_577
C8 C7 I1 121.20(11) .
C9 C8 C7 120.80(14) .
C9 C8 Cl1 119.26(12) .
C7 C8 Cl1 119.94(12) .
C7 C9 C8 120.98(14) 2_577
C7 C9 Cl2 120.30(12) 2_577
C8 C9 Cl2 118.72(12) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C7 2.1065(15) .
Cl1 C8 1.7259(16) .
N1 C2 1.334(2) .
N1 C3 1.338(2) .
C1 C2 1.385(2) .
C1 C5 1.398(2) .
Cl2 C9 1.7294(16) .
C3 C4 1.384(2) .
C4 C5 1.396(2) .
C5 C6 1.438(2) .
C6 C6 1.192(3) 2_656
C7 C9 1.398(2) 2_577
C7 C8 1.399(2) .
C8 C9 1.399(2) .
