#------------------------------------------------------------------------------
#$Date: 2019-10-29 06:15:30 +0200 (Tue, 29 Oct 2019) $
#$Revision: 220351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/89/7058920.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_7058920
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             2019-09-05T11:48:14-00:00
_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                111.499(3)
_cell_angle_beta                 92.051(3)
_cell_angle_gamma                94.643(3)
_cell_formula_units_Z            1
_cell_length_a                   4.02352(16)
_cell_length_b                   10.8276(3)
_cell_length_c                   12.3666(4)
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      77.239
_cell_measurement_theta_min      4.354
_cell_volume                     498.38(3)
_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 0.996
_diffrn_measured_fraction_theta_max 0.954
_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      0.1511926
_diffrn_orient_matrix_UB_12      0.1446434
_diffrn_orient_matrix_UB_13      0.0679137
_diffrn_orient_matrix_UB_21      0.0581746
_diffrn_orient_matrix_UB_22      0.018625
_diffrn_orient_matrix_UB_23      -0.1157755
_diffrn_orient_matrix_UB_31      -0.3493801
_diffrn_orient_matrix_UB_32      0.0485562
_diffrn_orient_matrix_UB_33      -0.0003308
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0564
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.954
_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            16416
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.386
_diffrn_reflns_theta_min         3.851
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    29.796
_exptl_absorpt_correction_T_max  0.473
_exptl_absorpt_correction_T_min  0.068
_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 pale yellow'
_exptl_crystal_density_diffrn    2.172
_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         0.881
_refine_diff_density_min         -1.171
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.09
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2012
_refine_ls_number_restraints     343
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0309
_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)+(0.0478P)²+0.7608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0798
_reflns_Friedel_coverage         0
_reflns_number_gt                1928
_reflns_number_total             2012
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04833b2.cif
_cod_data_source_block           hut19_48_210
_cod_database_code               7058920
_shelx_estimated_absorpt_t_min   0.1
_shelx_estimated_absorpt_t_max   0.296
_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 0.77181(6) 0.29495(2) 0.21024(2) 0.03408(12) Uani 1 1 d . . . . .
Cl1 Cl 0.7152(3) -0.00737(10) 0.22824(9) 0.0400(2) Uani 1 1 d . . . . .
Cl2 Cl 0.9177(3) -0.26508(10) 0.04557(9) 0.0430(3) Uani 1 1 d . . . . .
C1 C 0.9080(10) 0.1182(4) 0.0844(3) 0.0294(8) Uani 1 1 d . . . . .
C2 C 0.8746(10) -0.0020(4) 0.1023(3) 0.0307(8) Uani 1 1 d . . . . .
C3 C 0.9642(11) -0.1188(4) 0.0190(3) 0.0300(8) Uani 1 1 d . . . . .
N1A N 0.600(3) 0.5571(5) 0.3663(8) 0.0366(16) Uani 0.579(14) 1 d G U P A 1
C4A C 0.440(3) 0.5993(7) 0.2864(6) 0.0371(16) Uani 0.579(14) 1 d G U P A 1
H4A H 0.36657 0.537468 0.211702 0.045 Uiso 0.579(14) 1 calc R U P A 1
C5A C 0.389(2) 0.7330(8) 0.3168(7) 0.0362(17) Uani 0.579(14) 1 d G U P A 1
H5A H 0.281416 0.761527 0.262774 0.043 Uiso 0.579(14) 1 calc R U P A 1
C6A C 0.498(2) 0.8244(5) 0.4272(8) 0.0334(16) Uani 0.579(14) 1 d DG U P A 1
C7A C 0.658(3) 0.7822(7) 0.5072(6) 0.0351(18) Uani 0.579(14) 1 d G U P A 1
H7A H 0.731184 0.843985 0.581846 0.042 Uiso 0.579(14) 1 calc R U P A 1
C8A C 0.708(3) 0.6485(8) 0.4767(7) 0.0383(17) Uani 0.579(14) 1 d G U P A 1
H8A H 0.816341 0.619926 0.530776 0.046 Uiso 0.579(14) 1 calc R U P A 1
N2A N 0.444(2) 0.9617(8) 0.4518(7) 0.0377(17) Uani 0.579(14) 1 d D U P A 1
N1B N 0.575(5) 0.5559(8) 0.3518(12) 0.042(2) Uani 0.421(14) 1 d G U P A 2
C4B C 0.430(4) 0.6290(12) 0.2942(9) 0.042(2) Uani 0.421(14) 1 d G U P A 2
H4B H 0.339308 0.586141 0.216954 0.051 Uiso 0.421(14) 1 calc R U P A 2
C5B C 0.418(4) 0.7655(11) 0.3509(10) 0.037(2) Uani 0.421(14) 1 d G U P A 2
H5B H 0.320477 0.814988 0.311954 0.045 Uiso 0.421(14) 1 calc R U P A 2
C6B C 0.552(3) 0.8290(7) 0.4652(10) 0.035(2) Uani 0.421(14) 1 d DG U P A 2
C7B C 0.697(4) 0.7559(11) 0.5227(8) 0.038(2) Uani 0.421(14) 1 d G U P A 2
H7B H 0.787571 0.798735 0.600011 0.046 Uiso 0.421(14) 1 calc R U P A 2
C8B C 0.708(4) 0.6193(11) 0.4661(12) 0.038(2) Uani 0.421(14) 1 d G U P A 2
H8B H 0.806405 0.569887 0.505012 0.046 Uiso 0.421(14) 1 calc R U P A 2
N2B N 0.551(3) 0.9703(12) 0.5291(9) 0.038(2) Uani 0.421(14) 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
1 3 5 0.062
2 4 2 0.0644
0 1 -8 0.0283
0 -5 7 0.0339
0 4 -8 0.0132
0 7 -3 0.0515
-3 0 -1 0.0276
0 -4 8 0.0381
0 -6 -1 0.0462
3 0 1 0.0594
2 3 -2 0.0542
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 170.2(3) . .
C1 I1 N1A 173.2(2) . .
C2 C1 C3 118.4(4) . 2_755
C2 C1 I1 120.9(3) . .
C3 C1 I1 120.6(3) 2_755 .
C3 C2 C1 120.9(4) . .
C3 C2 Cl1 119.2(3) . .
C1 C2 Cl1 119.9(3) . .
C2 C3 C1 120.7(4) . 2_755
C2 C3 Cl2 119.0(3) . .
C1 C3 Cl2 120.3(3) 2_755 .
C4A N1A C8A 120 . .
C4A N1A I1 100.3(4) . .
C8A N1A I1 136.8(4) . .
C5A C4A N1A 120 . .
C5A C4A H4A 120 . .
N1A C4A H4A 120 . .
C4A C5A C6A 120 . .
C4A C5A H5A 120 . .
C6A C5A H5A 120 . .
C7A C6A C5A 120 . .
C7A C6A N2A 123.0(6) . .
C5A C6A N2A 117.0(6) . .
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 114.3(10) 2_676 .
C4B N1B C8B 120 . .
C4B N1B I1 117.7(6) . .
C8B N1B I1 119.7(6) . .
N1B C4B C5B 120 . .
N1B C4B H4B 120 . .
C5B C4B H4B 120 . .
C6B C5B C4B 120 . .
C6B C5B H5B 120 . .
C4B C5B H5B 120 . .
C5B C6B C7B 120 . .
C5B C6B N2B 123.0(9) . .
C7B C6B N2B 117.0(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(14) 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 2.106(4) .
I1 N1B 2.918(9) .
I1 N1A 2.942(6) .
Cl1 C2 1.724(4) .
Cl2 C3 1.730(4) .
C1 C2 1.394(6) .
C1 C3 1.396(6) 2_755
C2 C3 1.392(6) .
N1A C4A 1.39 .
N1A C8A 1.39 .
C4A C5A 1.39 .
C4A H4A 0.94 .
C5A C6A 1.39 .
C5A H5A 0.94 .
C6A C7A 1.39 .
C6A N2A 1.440(9) .
C7A C8A 1.39 .
C7A H7A 0.94 .
C8A H8A 0.94 .
N2A N2A 1.219(18) 2_676
N1B C4B 1.39 .
N1B C8B 1.39 .
C4B C5B 1.39 .
C4B H4B 0.94 .
C5B C6B 1.39 .
C5B H5B 0.94 .
C6B C7B 1.39 .
C6B N2B 1.443(12) .
C7B C8B 1.39 .
C7B H7B 0.94 .
C8B H8B 0.94 .
N2B N2B 1.21(2) 2_676
