#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:15:30 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058924.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_7058924
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_sum            'C18 H10 Cl4 I2 N2'
_chemical_formula_weight         649.88
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-09-06T14:44:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-09-20 deposited with the CCDC.    2019-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                110.4771(15)
_cell_angle_beta                 92.6533(12)
_cell_angle_gamma                94.5880(13)
_cell_formula_units_Z            1
_cell_length_a                   4.04426(6)
_cell_length_b                   10.88792(18)
_cell_length_c                   12.30931(18)
_cell_measurement_reflns_used    15376
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      77.133
_cell_measurement_theta_min      3.836
_cell_volume                     504.543(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      210(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0162502
_diffrn_orient_matrix_UB_12      -0.0136548
_diffrn_orient_matrix_UB_13      -0.1290498
_diffrn_orient_matrix_UB_21      0.0267305
_diffrn_orient_matrix_UB_22      0.1511584
_diffrn_orient_matrix_UB_23      0.0360616
_diffrn_orient_matrix_UB_31      0.382086
_diffrn_orient_matrix_UB_32      0.0045032
_diffrn_orient_matrix_UB_33      0.0026843
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18918
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.315
_diffrn_reflns_theta_min         3.845
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    29.399
_exptl_absorpt_correction_T_max  0.45
_exptl_absorpt_correction_T_min  0.134
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    2.139
_exptl_crystal_description       block
_exptl_crystal_F_000             306
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.771
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       0.0031(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2062
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0474P)²+0.1386P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0659
_reflns_Friedel_coverage         0
_reflns_number_gt                2014
_reflns_number_total             2062
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04833b2.cif
_cod_data_source_block           hut19_49_210
_cod_original_cell_volume        504.543(15)
_cod_database_code               7058924
_shelx_estimated_absorpt_t_min   0.126
_shelx_estimated_absorpt_t_max   0.333
_shelx_shelxl_version_number     2018/3
loop_
_symmetry_equiv_pos_as_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 0.70925(4) 0.71053(2) 0.28662(2) 0.03049(11) Uani 1 1 d . .
Cl1 Cl 0.4037(2) 0.73350(7) 0.54110(7) 0.0390(2) Uani 1 1 d . .
Cl2 Cl 0.2294(2) 0.98685(7) 0.72846(6) 0.03670(19) Uani 1 1 d . .
N1 N 0.8876(8) 0.4547(3) 0.1435(3) 0.0376(6) Uani 1 1 d . .
C1 C 0.5831(8) 0.8827(3) 0.4136(3) 0.0264(6) Uani 1 1 d . .
C2 C 0.4603(7) 0.8810(3) 0.5169(2) 0.0257(6) Uani 1 1 d . .
C3 C 0.3782(7) 0.9947(3) 0.6016(2) 0.0262(6) Uani 1 1 d . .
C4 C 1.0458(10) 0.4071(3) 0.2154(3) 0.0398(8) Uani 1 1 d . .
H4 H 1.114486 0.465122 0.291287 0.048 Uiso 1 1 calc R U
C5 C 1.1142(9) 0.2783(3) 0.1852(3) 0.0367(7) Uani 1 1 d . .
H5 H 1.230138 0.250614 0.239 0.044 Uiso 1 1 calc R U
C6 C 1.0109(8) 0.1893(3) 0.0745(3) 0.0303(6) Uani 1 1 d . .
C7 C 0.8453(9) 0.2380(3) -0.0010(3) 0.0335(7) Uani 1 1 d . .
H7 H 0.770885 0.181987 -0.077006 0.04 Uiso 1 1 calc R U
C8 C 0.7913(9) 0.3699(3) 0.0372(3) 0.0364(7) Uani 1 1 d . .
H8 H 0.680194 0.401289 -0.015016 0.044 Uiso 1 1 calc R U
C9 C 1.0787(8) 0.0505(3) 0.0435(3) 0.0300(6) Uani 1 1 d . .
H9 H 1.246974 0.032134 0.089115 0.036 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 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -4 7 0.0254
0 7 -3 0.0206
-3 1 -1 0.0667
0 4 -8 0.0449
-3 0 0 0.0713
3 0 0 0.0225
0 -6 -2 0.0356
0 -4 -5 0.0281
0 -6 -1 0.0337
0 6 2 0.0131
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
C1 I1 N1 170.07(10) . .
C8 N1 C4 116.6(3) . .
C8 N1 I1 135.2(2) . .
C4 N1 I1 106.3(2) . .
C2 C1 C3 117.2(3) . 2_676
C2 C1 I1 121.4(2) . .
C3 C1 I1 121.4(2) 2_676 .
C3 C2 C1 121.7(3) . .
C3 C2 Cl1 118.6(2) . .
C1 C2 Cl1 119.7(2) . .
C2 C3 C1 121.1(3) . 2_676
C2 C3 Cl2 119.7(2) . .
C1 C3 Cl2 119.2(2) 2_676 .
N1 C4 C5 123.9(3) . .
N1 C4 H4 118 . .
C5 C4 H4 118 . .
C4 C5 C6 119.6(3) . .
C4 C5 H5 120.2 . .
C6 C5 H5 120.2 . .
C5 C6 C7 116.9(3) . .
C5 C6 C9 119.2(3) . .
C7 C6 C9 123.9(3) . .
C8 C7 C6 119.3(3) . .
C8 C7 H7 120.4 . .
C6 C7 H7 120.4 . .
N1 C8 C7 123.8(3) . .
N1 C8 H8 118.1 . .
C7 C8 H8 118.1 . .
C9 C9 C6 125.3(4) 2_755 .
C9 C9 H9 117.3 2_755 .
C6 C9 H9 117.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.096(3) .
I1 N1 2.896(3) .
Cl1 C2 1.732(3) .
Cl2 C3 1.726(3) .
N1 C8 1.328(4) .
N1 C4 1.336(5) .
C1 C2 1.391(4) .
C1 C3 1.409(4) 2_676
C2 C3 1.388(4) .
C4 C5 1.374(5) .
C4 H4 0.94 .
C5 C6 1.389(5) .
C5 H5 0.94 .
C6 C7 1.391(4) .
C6 C9 1.475(4) .
C7 C8 1.386(4) .
C7 H7 0.94 .
C8 H8 0.94 .
C9 C9 1.328(6) 2_755
C9 H9 0.94 .
