#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:15:30 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058922.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_7058922
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            'C16 H8 Cl4 I2 N4'
_chemical_formula_weight         651.86
_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             2019-09-05T11:55:25-00:00
_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                111.501(3)
_cell_angle_beta                 92.105(3)
_cell_angle_gamma                94.666(3)
_cell_formula_units_Z            1
_cell_length_a                   4.05043(19)
_cell_length_b                   10.8317(3)
_cell_length_c                   12.4043(3)
_cell_measurement_reflns_used    9356
_cell_measurement_temperature    270(2)
_cell_measurement_theta_max      76.721
_cell_measurement_theta_min      3.864
_cell_volume                     503.36(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.58a (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      270(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 0.956
_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      0.1498978
_diffrn_orient_matrix_UB_12      0.1446448
_diffrn_orient_matrix_UB_13      0.0679473
_diffrn_orient_matrix_UB_21      0.0578681
_diffrn_orient_matrix_UB_22      0.0188751
_diffrn_orient_matrix_UB_23      -0.1152971
_diffrn_orient_matrix_UB_31      -0.3472209
_diffrn_orient_matrix_UB_32      0.0483221
_diffrn_orient_matrix_UB_33      -0.000466
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.0615
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_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            16741
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.395
_diffrn_reflns_theta_min         3.84
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    29.501
_exptl_absorpt_correction_T_max  0.472
_exptl_absorpt_correction_T_min  0.068
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.40.58a (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 pale yellow'
_exptl_crystal_density_diffrn    2.15
_exptl_crystal_description       block
_exptl_crystal_F_000             306
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.832
_refine_diff_density_min         -1.11
_refine_diff_density_rms         0.154
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2041
_refine_ls_number_restraints     343
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0338
_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)+(0.0488P)²+0.9372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0911
_reflns_Friedel_coverage         0
_reflns_number_gt                1915
_reflns_number_total             2041
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04833b2.cif
_cod_data_source_block           hut19_48_270
_cod_database_code               7058922
_shelx_estimated_absorpt_t_min   0.101
_shelx_estimated_absorpt_t_max   0.299
_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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.77275(7) 0.29479(3) 0.20903(2) 0.04408(14) Uani 1 1 d . . . . .
Cl1 Cl 0.7191(4) -0.00688(13) 0.22783(10) 0.0521(3) Uani 1 1 d . . . . .
Cl2 Cl 0.9213(4) -0.26434(12) 0.04625(12) 0.0556(3) Uani 1 1 d . . . . .
C1 C 0.9079(11) 0.1182(4) 0.0838(4) 0.0360(9) Uani 1 1 d . . . . .
C2 C 0.8761(12) -0.0018(5) 0.1020(4) 0.0387(10) Uani 1 1 d . . . . .
C3 C 0.9669(13) -0.1182(5) 0.0192(4) 0.0400(10) Uani 1 1 d . . . . .
N1A N 0.612(4) 0.5581(6) 0.3670(9) 0.0468(19) Uani 0.542(15) 1 d G U P A 1
C4A C 0.450(3) 0.5993(8) 0.2872(7) 0.0464(19) Uani 0.542(15) 1 d G U P A 1
H4A H 0.378977 0.537812 0.213545 0.056 Uiso 0.542(15) 1 calc R U P A 1
C5A C 0.395(3) 0.7325(10) 0.3174(8) 0.046(2) Uani 0.542(15) 1 d G U P A 1
H5A H 0.287415 0.760064 0.26402 0.055 Uiso 0.542(15) 1 calc R U P A 1
C6A C 0.502(3) 0.8244(6) 0.4275(9) 0.0450(18) Uani 0.542(15) 1 d DG U P A 1
C7A C 0.664(3) 0.7831(8) 0.5073(7) 0.044(2) Uani 0.542(15) 1 d G U P A 1
H7A H 0.734868 0.844636 0.58097 0.053 Uiso 0.542(15) 1 calc R U P A 1
C8A C 0.718(3) 0.6500(9) 0.4771(8) 0.049(2) Uani 0.542(15) 1 d G U P A 1
H8A H 0.826433 0.622385 0.530497 0.059 Uiso 0.542(15) 1 calc R U P A 1
N2A N 0.447(2) 0.9610(10) 0.4510(9) 0.046(2) Uani 0.542(15) 1 d D U P A 1
N1B N 0.567(4) 0.5558(7) 0.3513(11) 0.052(2) Uani 0.458(15) 1 d G U P A 2
C4B C 0.425(4) 0.6298(12) 0.2944(8) 0.053(2) Uani 0.458(15) 1 d G U P A 2
H4B H 0.334711 0.587913 0.21824 0.063 Uiso 0.458(15) 1 calc R U P A 2
C5B C 0.417(4) 0.7664(11) 0.3514(11) 0.047(2) Uani 0.458(15) 1 d G U P A 2
H5B H 0.32201 0.815909 0.313299 0.057 Uiso 0.458(15) 1 calc R U P A 2
C6B C 0.552(4) 0.8290(7) 0.4652(10) 0.045(2) Uani 0.458(15) 1 d DG U P A 2
C7B C 0.694(4) 0.7550(11) 0.5221(8) 0.048(2) Uani 0.458(15) 1 d G U P A 2
H7B H 0.783776 0.796825 0.598248 0.057 Uiso 0.458(15) 1 calc R U P A 2
C8B C 0.701(4) 0.6184(11) 0.4651(11) 0.047(2) Uani 0.458(15) 1 d G U P A 2
H8B H 0.796479 0.568828 0.503191 0.057 Uiso 0.458(15) 1 calc R U P A 2
N2B N 0.548(3) 0.9707(11) 0.5291(10) 0.048(2) Uani 0.458(15) 1 d D U P A 2
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
0 6 1 0.0747
2 3 -2 0.0542
3 0 1 0.0594
0 -6 -1 0.0462
0 -4 8 0.0381
-3 0 -1 0.0276
0 7 -3 0.0515
0 4 -8 0.0132
1 3 5 0.062
0 -5 7 0.0339
0 1 -8 0.0283
2 4 2 0.0644
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 N1B 170.5(3) . .
C1 I1 N1A 173.4(3) . .
C3 C1 C2 118.2(4) 2_755 .
C3 C1 I1 120.8(3) 2_755 .
C2 C1 I1 121.0(3) . .
C3 C2 C1 120.8(4) . .
C3 C2 Cl1 119.4(4) . .
C1 C2 Cl1 119.8(4) . .
C2 C3 C1 121.0(4) . 2_755
C2 C3 Cl2 118.7(4) . .
C1 C3 Cl2 120.2(4) 2_755 .
C4A N1A C8A 120 . .
C4A N1A I1 99.4(5) . .
C8A N1A I1 138.0(5) . .
N1A C4A C5A 120 . .
N1A C4A H4A 120 . .
C5A C4A H4A 120 . .
C6A C5A C4A 120 . .
C6A C5A H5A 120 . .
C4A C5A H5A 120 . .
C5A C6A C7A 120 . .
C5A C6A N2A 116.8(7) . .
C7A C6A N2A 123.2(7) . .
C8A C7A C6A 120 . .
C8A C7A H7A 120 . .
C6A C7A H7A 120 . .
C7A C8A N1A 120 . .
C7A C8A H8A 120 . .
N1A C8A H8A 120 . .
N2A N2A C6A 114.1(12) 2_676 .
C4B N1B C8B 120 . .
C4B N1B I1 118.0(7) . .
C8B N1B I1 119.0(6) . .
C5B C4B N1B 120 . .
C5B C4B H4B 120 . .
N1B C4B H4B 120 . .
C4B C5B C6B 120 . .
C4B C5B H5B 120 . .
C6B C5B H5B 120 . .
C7B C6B C5B 120 . .
C7B C6B N2B 117.6(9) . .
C5B C6B N2B 122.4(9) . .
C6B C7B C8B 120 . .
C6B C7B H7B 120 . .
C8B C7B H7B 120 . .
C7B C8B N1B 120 . .
C7B C8B H8B 120 . .
N1B C8B H8B 120 . .
N2B N2B C6B 113.5(15) 2_676 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.103(4) .
I1 N1B 2.939(9) .
I1 N1A 2.949(7) .
Cl1 C2 1.725(5) .
Cl2 C3 1.732(5) .
C1 C3 1.392(7) 2_755
C1 C2 1.396(7) .
C2 C3 1.391(7) .
N1A C4A 1.39 .
N1A C8A 1.39 .
C4A C5A 1.39 .
C4A H4A 0.93 .
C5A C6A 1.39 .
C5A H5A 0.93 .
C6A C7A 1.39 .
C6A N2A 1.438(10) .
C7A C8A 1.39 .
C7A H7A 0.93 .
C8A H8A 0.93 .
N2A N2A 1.24(2) 2_676
N1B C4B 1.39 .
N1B C8B 1.39 .
C4B C5B 1.39 .
C4B H4B 0.93 .
C5B C6B 1.39 .
C5B H5B 0.93 .
C6B C7B 1.39 .
C6B N2B 1.448(12) .
C7B C8B 1.39 .
C7B H7B 0.93 .
C8B H8B 0.93 .
N2B N2B 1.20(3) 2_676
