Effect of geometry factors on the priority of σ-hole⋯π and π-hole⋯π bond in phosphorescent cocrystals formed by pyrene or phenanthrene and trihaloperfluorobenzenes
Li, Lili; Wu, Wen Xin; Liu, Zheng Fei; Jin, Wei Jun; New Journal of Chemistry 42 (2018) 10633–; doi:10.1039/C7NJ04536K

data_7056866
_publ_section_title
;
 Effect of geometry factors on the priority of \s-hole&#x22EF;\p and
 \p-hole&#x22EF;\p bond in phosphorescent cocrystals formed by pyrene or
 phenanthrene and trihaloperfluorobenzenes
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10633
_journal_paper_doi               10.1039/C7NJ04536K
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C6 F3 I3, C16 H10'
_chemical_formula_sum            'C22 H10 F3 I3'
_chemical_formula_weight         712.00
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-07-17
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-11-16 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.12210(10)
_cell_length_b                   17.6080(2)
_cell_length_c                   22.7903(3)
_cell_measurement_reflns_used    3958
_cell_measurement_temperature    285(1)
_cell_measurement_theta_max      73.2590
_cell_measurement_theta_min      5.3700
_cell_volume                     2055.46(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.6a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      285(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_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    -58.00  31.00   1.00    1.08    --  -41.49  37.00-120.00   89
  2  \w     12.00  81.00   1.00    1.08    --   41.49 -99.00  90.00   69
  3  \w     73.00  98.00   1.00    1.08    --   41.49-125.00   0.00   25
  4  \w     36.00 108.00   1.00    4.33    --  107.52 -94.00 120.00   72
  5  \w     24.00  62.00   1.00    1.08    --   41.49-125.00   0.00   38
  6  \w     37.00 134.00   1.00    4.33    --  107.52 -61.00-120.00   97
  7  \w     91.00 135.00   1.00    4.33    --  107.52 -77.00 -60.00   44
  8  \w     84.00 171.00   1.00    4.33    --  107.52  61.00  30.00   87
  9  \w    112.00 147.00   1.00    4.33    --  107.52 103.00  85.00   35
 10  \w    128.00 177.00   1.00    4.33    --  107.52  77.00-150.00   49
 11  \w     87.00 112.00   1.00    4.33    --  107.52  77.00-150.00   25
 12  \w     30.00  55.00   1.00    1.08    --   41.49-125.00-180.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1539995000
_diffrn_orient_matrix_UB_12      -0.0693210000
_diffrn_orient_matrix_UB_13      0.0224445000
_diffrn_orient_matrix_UB_21      -0.1027401000
_diffrn_orient_matrix_UB_22      -0.0473916000
_diffrn_orient_matrix_UB_23      -0.0519559000
_diffrn_orient_matrix_UB_31      0.2369673000
_diffrn_orient_matrix_UB_32      0.0245084000
_diffrn_orient_matrix_UB_33      -0.0370090000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            7069
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.507
_diffrn_reflns_theta_min         3.879
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    36.114
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.15693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.6a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.301
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.390
_refine_diff_density_min         -1.453
_refine_diff_density_rms         0.253
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2051
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0511
_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^)+(0.0863P)^2^+5.1285P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1425
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1862
_reflns_number_total             2051
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj04536k2.cif
_cod_data_source_block           20170301a
_cod_depositor_comments
'Adding full bibliography for 7056866--7056869.cif.'
_cod_database_code               7056866
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c1h1f1i1
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C10(H10)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.268
_oxdiff_exptl_absorpt_empirical_full_min 0.516