#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:34:59 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229133 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/14/7231468.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_7231468
loop_
_publ_author_name
'Hutchins, Kristin M.'
'Unruh, Daniel K.'
'Carpenter, Dontrell D.'
'Groeneman, Ryan H.'
_publ_section_title
;
 Thermal expansion along one-dimensional chains and two-dimensional sheets
 within co-crystals based on halogen or hydrogen bonds
;
_journal_issue                   45
_journal_name_full               CrystEngComm
_journal_page_first              7232
_journal_paper_doi               10.1039/C8CE01090K
_journal_volume                  20
_journal_year                    2018
_chemical_formula_sum            'C18 H8 F4 I2 N2'
_chemical_formula_weight         582.06
_space_group_IT_number           58
_space_group_name_Hall           '-P 2 2n'
_space_group_name_H-M_alt        'P n n m'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      58
_symmetry_space_group_name_Hall  '-P 2 2n'
_symmetry_space_group_name_H-M   'P n n m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-05-08T15:01:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2018-06-18 deposited with the CCDC.
2018-08-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.6860(7)
_cell_length_b                   5.2395(2)
_cell_length_c                   11.1083(5)
_cell_measurement_reflns_used    5963
_cell_measurement_temperature    256(2)
_cell_measurement_theta_max      31.47
_cell_measurement_theta_min      3.67
_cell_volume                     912.96(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      256(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0316
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9763
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.515
_diffrn_reflns_theta_min         2.247
_exptl_absorpt_coefficient_mu    3.487
_exptl_absorpt_correction_T_max  0.8623
_exptl_absorpt_correction_T_min  0.7287
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.117
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.353
_exptl_crystal_size_min          0.067
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.12
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     67
_refine_ls_number_reflns         1591
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.12
_refine_ls_R_factor_all          0.02
_refine_ls_R_factor_gt           0.0178
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0171P)²+0.3306P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0422
_refine_ls_wR_factor_ref         0.0431
_reflns_number_gt                1471
_reflns_number_total             1591
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01090k2.cif
_cod_data_source_block           diIBPA_250k
_cod_depositor_comments
'Adding full bibliography for 7231456--7231470.cif.'
_cod_database_code               7231468
_shelx_estimated_absorpt_t_min   0.323
_shelx_estimated_absorpt_t_max   0.8
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x, -y, z'
'-x, -y, -z'
'x-1/2, -y-1/2, -z-1/2'
'-x-1/2, y-1/2, -z-1/2'
'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_calc_flag
I1 I 0.15887(2) 0.97305(3) 0 0.03012(6) Uani 1 d
F1 F 0.06006(9) 0.6780(3) -0.21154(10) 0.0640(4) Uani 1 d
N1 N 0.71547(13) 0.6548(4) 0 0.0399(5) Uani 1 d
C5 C 0.59093(13) 0.2752(4) 0 0.0318(4) Uani 1 d
C2 C 0.03132(11) 0.5929(3) -0.10513(14) 0.0326(3) Uani 1 d
C1 C 0.06411(12) 0.6894(4) 0 0.0259(4) Uani 1 d
C4 C 0.62281(12) 0.3728(4) 0.10666(17) 0.0409(4) Uani 1 d
H4 H 0.6029 0.3132 0.1803 0.049 Uiso 1 calc
C3 C 0.68483(13) 0.5606(4) 0.1020(2) 0.0443(4) Uani 1 d
H3 H 0.7061 0.6241 0.1742 0.053 Uiso 1 calc
C6 C 0.52678(16) 0.0799(5) 0 0.0339(4) Uani 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 0 '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'
F F 0.0171 0.0103 '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
C3 N1 C3 117.4(2) . 8
C4 C5 C4 117.8(2) . 8
C4 C5 C6 121.12(10) . .
C4 C5 C6 121.12(10) 8 .
F1 C2 C1 120.08(14) . .
F1 C2 C2 118.22(8) . 4_565
C1 C2 C2 121.70(9) . 4_565
C2 C1 C2 116.60(18) 8 .
C2 C1 I1 121.70(9) 8 .
C2 C1 I1 121.70(9) . .
C5 C4 C3 118.98(17) . .
C5 C4 H4 120.5 . .
C3 C4 H4 120.5 . .
N1 C3 C4 123.42(18) . .
N1 C3 H3 118.3 . .
C4 C3 H3 118.3 . .
C6 C6 C5 179.4(4) 5_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.1019(19) .
F1 C2 1.3414(18) .
N1 C3 1.326(2) .
N1 C3 1.326(2) 8
C5 C4 1.384(2) .
C5 C4 1.384(2) 8
C5 C6 1.435(3) .
C2 C1 1.3726(19) .
C2 C2 1.383(3) 4_565
C1 C2 1.3726(19) 8
C4 C3 1.385(3) .
C4 H4 0.93 .
C3 H3 0.93 .
C6 C6 1.186(5) 5_655
