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_7056868
_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         'Br3 C6 F3, C14 H10'
_chemical_formula_sum            'C20 H10 Br3 F3'
_chemical_formula_weight         547.01
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_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                 98.8850(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.95830(10)
_cell_length_b                   14.36850(10)
_cell_length_c                   11.38620(10)
_cell_measurement_reflns_used    8744
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.2690
_cell_measurement_theta_min      4.0820
_cell_volume                     1771.29(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_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 0.985
_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    -30.00  24.00   1.00    1.00    --  -41.49  57.00 -60.00   54
  2  \w     36.00 115.00   1.00    1.00    --   41.49  37.00-120.00   79
  3  \w     81.00 111.00   1.00    1.00    --  107.52  61.00-180.00   30
  4  \w    145.00 178.00   1.00    1.00    --  107.52  61.00-180.00   33
  5  \w    139.00 165.00   1.00    1.00    --  107.52  77.00 -30.00   26
  6  \w    144.00 174.00   1.00    1.00    --  107.52 125.00  30.00   30
  7  \w    100.00 178.00   1.00    1.00    --  107.52  45.00 -60.00   78
  8  \w     78.00 113.00   1.00    1.00    --  107.52  77.00 -30.00   35
  9  \w     44.00 178.00   1.00    1.00    --  107.52   0.00  90.00  134
 10  \w     92.00 118.00   1.00    1.00    --  107.52-125.00 -60.00   26
 11  \w     39.00  90.00   1.00    1.00    --   41.49-125.00 -60.00   51
 12  \w     41.00 136.00   1.00    1.00    --  107.52 -61.00 -30.00   95
 13  \w     75.00 118.00   1.00    1.00    --  107.52-125.00 150.00   43
 14  \w     39.00  66.00   1.00    1.00    --  107.52-125.00 150.00   27
 15  \w     31.00 117.00   1.00    1.00    --  107.52 -77.00 120.00   86
 16  \w     25.00 108.00   1.00    1.00    --  107.52 -94.00 -30.00   83
 17  \w     34.00 106.00   1.00    1.00    --  107.52 -45.00-180.00   72
 18  \w    -67.00  32.00   1.00    1.00    --  -41.49  57.00 150.00   99
 19  \w   -107.00 -17.00   1.00    1.00    --  -41.49 -57.00   0.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1070949000
_diffrn_orient_matrix_UB_12      0.0683133000
_diffrn_orient_matrix_UB_13      0.0067025000
_diffrn_orient_matrix_UB_21      -0.0560735000
_diffrn_orient_matrix_UB_22      -0.0249476000
_diffrn_orient_matrix_UB_23      -0.1286384000
_diffrn_orient_matrix_UB_31      -0.0748824000
_diffrn_orient_matrix_UB_32      -0.0788307000
_diffrn_orient_matrix_UB_33      0.0466009000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12059
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.422
_diffrn_reflns_theta_min         4.993
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.739
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light orange'
_exptl_crystal_density_diffrn    2.051
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.327
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3517
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0192
_refine_ls_R_factor_gt           0.0176
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0203P)^2^+0.9160P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0428
_refine_ls_wR_factor_ref         0.0435
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3360
_reflns_number_total             3517
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7nj04536k2.cif
_cod_data_source_block           20170713b
_cod_depositor_comments
'Adding full bibliography for 7056866--7056869.cif.'
_cod_database_code               7056868
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         c1h1f1Br1
_reflns_odcompleteness_completeness 99.97
_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:
 C19(H19), C10(H10), C18(H18), C16(H16), C7(H7), C9(H9), C8(H8), C13(H13),
 C15(H15), C14(H14)
;
_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 1.593
_oxdiff_exptl_absorpt_empirical_full_min 0.750