#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:15:30 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058925.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_7058925
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             2019-09-06T14:43:43-00:00
_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                110.424(2)
_cell_angle_beta                 92.656(2)
_cell_angle_gamma                94.579(2)
_cell_formula_units_Z            1
_cell_length_a                   4.03440(10)
_cell_length_b                   10.8835(2)
_cell_length_c                   12.2968(2)
_cell_measurement_reflns_used    15622
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      77.067
_cell_measurement_theta_min      3.823
_cell_volume                     502.782(19)
_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      190(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.963
_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      -0.0168696
_diffrn_orient_matrix_UB_12      -0.0153204
_diffrn_orient_matrix_UB_13      -0.1295593
_diffrn_orient_matrix_UB_21      0.0271462
_diffrn_orient_matrix_UB_22      0.1510116
_diffrn_orient_matrix_UB_23      0.0345461
_diffrn_orient_matrix_UB_31      0.3829633
_diffrn_orient_matrix_UB_32      0.0042477
_diffrn_orient_matrix_UB_33      0.0025333
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.963
_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            18940
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.22
_diffrn_reflns_theta_min         3.848
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    29.502
_exptl_absorpt_correction_T_max  0.448
_exptl_absorpt_correction_T_min  0.133
_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    2.146
_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         0.693
_refine_diff_density_min         -0.961
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2051
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0239
_refine_ls_R_factor_gt           0.0228
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0340P)²+0.4694P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0565
_refine_ls_wR_factor_ref         0.0578
_reflns_Friedel_coverage         0
_reflns_number_gt                1999
_reflns_number_total             2051
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04833b2.cif
_cod_data_source_block           hut19_49_190
_cod_database_code               7058925
_shelx_estimated_absorpt_t_min   0.126
_shelx_estimated_absorpt_t_max   0.332
_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 0.70851(4) 0.71034(2) 0.28631(2) 0.02651(9) Uani 1 1 d . .
Cl1 Cl 0.4016(2) 0.73318(7) 0.54100(7) 0.03423(18) Uani 1 1 d . .
Cl2 Cl 0.2281(2) 0.98678(7) 0.72868(6) 0.03242(17) Uani 1 1 d . .
N1 N 0.8866(8) 0.4552(3) 0.1434(2) 0.0327(6) Uani 1 1 d . .
C1 C 0.5824(7) 0.8828(3) 0.4136(2) 0.0227(6) Uani 1 1 d . .
C2 C 0.4591(7) 0.8806(3) 0.5168(2) 0.0231(6) Uani 1 1 d . .
C3 C 0.3773(7) 0.9947(3) 0.6017(2) 0.0234(6) Uani 1 1 d . .
C4 C 1.0464(9) 0.4075(3) 0.2159(3) 0.0345(7) Uani 1 1 d . .
H4 H 1.115644 0.466209 0.292659 0.041 Uiso 1 1 calc R U
C5 C 1.1156(9) 0.2786(3) 0.1855(3) 0.0312(7) Uani 1 1 d . .
H5 H 1.233924 0.250538 0.239808 0.037 Uiso 1 1 calc R U
C6 C 1.0107(8) 0.1893(3) 0.0743(3) 0.0253(6) Uani 1 1 d . .
C7 C 0.8452(9) 0.2377(3) -0.0011(3) 0.0288(6) Uani 1 1 d . .
H7 H 0.770417 0.181107 -0.078012 0.035 Uiso 1 1 calc R U
C8 C 0.7900(9) 0.3697(3) 0.0370(3) 0.0313(7) Uani 1 1 d . .
H8 H 0.676465 0.401028 -0.015961 0.038 Uiso 1 1 calc R U
C9 C 1.0791(8) 0.0506(3) 0.0435(3) 0.0267(6) Uani 1 1 d . .
H9 H 1.249953 0.032132 0.08964 0.032 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 4 -8 0.0449
-3 1 -1 0.0667
0 6 1 0.0131
0 -6 -2 0.0356
-3 0 0 0.0713
3 0 0 0.0225
0 7 -3 0.0206
0 -4 -5 0.0281
0 -6 -1 0.0337
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 116.4(3) . .
C8 N1 I1 135.5(2) . .
C4 N1 I1 106.1(2) . .
C2 C1 C3 117.5(3) . 2_676
C2 C1 I1 121.3(2) . .
C3 C1 I1 121.2(2) 2_676 .
C3 C2 C1 121.5(3) . .
C3 C2 Cl1 118.7(2) . .
C1 C2 Cl1 119.9(2) . .
C2 C3 C1 121.1(3) . 2_676
C2 C3 Cl2 119.6(2) . .
C1 C3 Cl2 119.3(2) 2_676 .
N1 C4 C5 123.8(3) . .
N1 C4 H4 118.1 . .
C5 C4 H4 118.1 . .
C4 C5 C6 119.5(3) . .
C4 C5 H5 120.3 . .
C6 C5 H5 120.3 . .
C7 C6 C5 117.1(3) . .
C7 C6 C9 123.9(3) . .
C5 C6 C9 119.0(3) . .
C8 C7 C6 119.3(3) . .
C8 C7 H7 120.4 . .
C6 C7 H7 120.4 . .
N1 C8 C7 123.9(3) . .
N1 C8 H8 118 . .
C7 C8 H8 118 . .
C9 C9 C6 125.3(4) 2_755 .
C9 C9 H9 117.4 2_755 .
C6 C9 H9 117.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.100(3) .
I1 N1 2.889(3) .
Cl1 C2 1.731(3) .
Cl2 C3 1.727(3) .
N1 C8 1.332(4) .
N1 C4 1.343(5) .
C1 C2 1.391(4) .
C1 C3 1.408(4) 2_676
C2 C3 1.390(4) .
C4 C5 1.376(5) .
C4 H4 0.95 .
C5 C6 1.395(4) .
C5 H5 0.95 .
C6 C7 1.387(4) .
C6 C9 1.475(4) .
C7 C8 1.387(4) .
C7 H7 0.95 .
C8 H8 0.95 .
C9 C9 1.330(6) 2_755
C9 H9 0.95 .
