Just at the limit: binding studies with neutral brominated terphenyl-derived halogen bond donors
Stoesser, Julian; Engelage, Elric; Belmonte, Debora; Huber, Stefan M.; CrystEngComm 25 (2023) 1501–1506; doi:10.1039/D2CE01629J

data_7246257
_publ_section_title
;
 Just at the limit: binding studies with neutral brominated
 terphenyl-derived halogen bond donors
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1501
_journal_page_last               1506
_journal_paper_doi               10.1039/D2CE01629J
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C18 Br4 F10, C9 H18 N3, I'
_chemical_formula_sum            'C27 H18 Br4 F10 I N3'
_chemical_formula_weight         1020.98
_space_group_crystal_system      orthorhombic
_space_group_IT_number           57
_space_group_name_Hall           '-P 2c 2b'
_space_group_name_H-M_alt        'P b c m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-07-04 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.3907(4)
_cell_length_b                   7.68010(10)
_cell_length_c                   42.9380(10)
_cell_measurement_reflns_used    5995
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      66.5
_cell_measurement_theta_min      3.0
_cell_volume                     6724.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_molecular_graphics
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -31.00  26.00   0.50    1.30    --  -47.45   5.00 -34.00  114
  2  \w    -40.00   8.00   0.50    1.30    --  -47.45  38.00   0.00   96
  3  \w    -48.00 -23.00   0.50    7.50    --  -86.25  45.00 -90.00   50
  4  \w    -54.00 -14.00   0.50    7.50    --  -86.25  61.00-180.00   80
  5  \w    -86.00 -44.00   0.50    7.50    --  -86.25 125.00  60.00   84
  6  \w   -120.00 -25.00   0.50    1.30    --  -47.45  -5.00 149.00  190
  7  \w    -18.00   7.00   0.50    1.30    --   47.45  -5.00 149.00   50
  8  \w     44.00  70.00   0.50    7.50    --  106.49 -61.00  30.00   52
  9  \w     77.00 105.00   0.50    7.50    --  106.49 -94.00 -30.00   56
 10  \w     73.00  99.00   0.50    7.50    --  106.49-125.00  60.00   52
 11  \w     86.00 111.00   0.50    7.50    --  106.49-125.00 150.00   50
 12  \w     41.00  72.00   0.50    7.50    --  106.49-125.00 150.00   62
 13  \w     35.00  62.00   0.50    7.50    --  106.49 -61.00   0.00   54
 14  \w     45.00  70.00   0.50    7.50    --  106.49 -61.00 -60.00   50
 15  \w     34.00  59.00   0.50    7.50    --  106.49 -61.00-120.00   50
 16  \w     77.00 108.00   0.50    7.50    --  106.49 -77.00-150.00   62
 17  \w     60.00  86.00   0.50    1.30    --   47.45   5.00 -34.00   52
 18  \w     66.00 178.00   0.50    7.50    --  106.49   5.00 -34.00  224
 19  \w    140.00 177.00   0.50    7.50    --  106.49  15.00-150.00   74
 20  \w    128.00 153.00   0.50    7.50    --  106.49  45.00-180.00   50
 21  \w    110.00 136.00   0.50    7.50    --  106.49  15.00-150.00   52
 22  \w     39.00  64.00   0.50    7.50    --  106.49 -77.00-150.00   50
 23  \w     36.00  62.00   0.50    7.50    --  106.49 -61.00 -30.00   52
 24  \w     34.00  68.00   0.50    7.50    --  106.49 -94.00 -30.00   68
 25  \w   -132.00 -92.00   0.50    7.50    --  -86.25  -5.00 149.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0235784000
_diffrn_orient_matrix_UB_12      0.0058554000
_diffrn_orient_matrix_UB_13      0.0340557000
_diffrn_orient_matrix_UB_21      0.0716818000
_diffrn_orient_matrix_UB_22      0.0079351000
_diffrn_orient_matrix_UB_23      -0.0112294000
_diffrn_orient_matrix_UB_31      -0.0034626000
_diffrn_orient_matrix_UB_32      0.2002735000
_diffrn_orient_matrix_UB_33      -0.0005552000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            39157
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.496
_diffrn_reflns_theta_max         66.496
_diffrn_reflns_theta_min         2.989
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    13.782
_exptl_absorpt_correction_T_max  0.682
_exptl_absorpt_correction_T_min  0.230
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018)
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            'translucent colourless'
_exptl_crystal_density_diffrn    2.017
_exptl_crystal_description       plate
_exptl_crystal_F_000             3872
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Slow evaporation of dichloromethane'
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.057
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         5995
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0315P)^2^+20.2053P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1051
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5328
_reflns_number_total             5995
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce01629j3.cif
_cod_data_source_block           js-pbr4i
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7246252--7246257.cif.
;
_cod_database_code               7246257
_shelx_shelxl_version_number     2018/3
_oxdiff_exptl_absorpt_empirical_full_min 0.467
_oxdiff_exptl_absorpt_empirical_full_max 2.104
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_shelx_res_checksum              13593