Diagnostic Absolute Configuration Determination of Tetraphenylethene Core-Based Chiral Aggregation-Induced Emission Compounds: Particular Fingerprint Bands in Comprehensive Chiroptical Spectroscopy
Li, Dan; Hu, Rongrong; Guo, Dong; Zang, Qiguang; Li, Jianhui; Wang, Yuekui; Zheng, Yan-Song; Tang, Ben Zhong; Zhang, Hui; The Journal of Physical Chemistry C 121 (2017) 20947–; doi:10.1021/acs.jpcc.7b06679

data_1547193
_publ_section_title
;
 Diagnostic Absolute Configuration Determination of Tetraphenylethene
 Core-Based Chiral Aggregation-Induced Emission Compounds: Particular
 Fingerprint Bands in Comprehensive Chiroptical Spectroscopy
;
_journal_issue                   38
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              20947
_journal_paper_doi               10.1021/acs.jpcc.7b06679
_journal_volume                  121
_journal_year                    2017
_chemical_formula_moiety         'C26 H20'
_chemical_formula_sum            'C26 H20'
_chemical_formula_weight         332.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-10-11
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.0957(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.78469(7)
_cell_length_b                   9.17234(4)
_cell_length_c                   10.79906(7)
_cell_measurement_reflns_used    32586
_cell_measurement_temperature    99.98(13)
_cell_measurement_theta_max      79.7180
_cell_measurement_theta_min      4.2760
_cell_volume                     921.262(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.9d (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.9d (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.9d (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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(13)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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  48.00   0.25    1.00    --    0.00  77.00   0.00  316
  2  \w    -33.00  39.00   0.25    1.00    --    0.00  82.00  90.00  288
  3  \w    -21.00  89.00   0.25    1.00    --    0.00  38.00-180.00  440
  4  \w    -33.00  39.00   0.25    1.00    --    0.00  82.00-150.00  288
  5  \w     85.00 197.00   0.25    2.50    --  107.20  45.00-120.00  448
  6  \w     81.00 197.00   0.25    2.50    --  107.20  61.00-180.00  464
  7  \w     85.00 197.00   0.25    2.50    --  107.20  45.00 -30.00  448
  8  \w    112.00 197.00   0.25    2.50    --  107.20  82.00  90.00  340
  9  \w     18.00 141.00   0.25    2.50    --  107.20 -82.00 120.00  492
 10  \w     18.00 139.00   0.25    2.50    --  107.20 -77.00  60.00  484
 11  \w     85.00 197.00   0.25    2.50    --  107.20  45.00   0.00  448
 12  \w     85.00 197.00   0.25    2.50    --  107.20  45.00 -90.00  448
 13  \w     18.00 139.00   0.25    2.50    --  107.20 -77.00-180.00  484
 14  \w     18.00 134.00   0.25    2.50    --  107.20 -61.00 120.00  464
 15  \w     81.00 197.00   0.25    2.50    --  107.20  61.00 150.00  464
 16  \w    112.00 197.00   0.25    2.50    --  107.20  82.00-120.00  340
 17  \w     18.00 141.00   0.25    2.50    --  107.20 -82.00   0.00  492
 18  \w     18.00 130.00   0.25    2.50    --  107.20 -30.00  60.00  448
 19  \w     82.00 197.00   0.25    2.50    --  107.20  59.00-161.24  460
 20  \w    -21.00  89.00   0.25    1.00    --    0.00  38.00  90.00  440
 21  \w    -33.00  39.00   0.25    1.00    --    0.00  82.00 -90.00  288
 22  \w    -29.00  89.00   0.25    1.00    --    0.00  19.00  60.00  472
 23  \w    -29.00  89.00   0.25    1.00    --    0.00  19.00 -60.00  472
 24  \w     18.00 141.00   0.25    2.50    --  107.20 -82.00 -60.00  492
 25  \w     82.00 197.00   0.25    2.50    --  107.20  58.00 124.83  460
 26  \w     81.00 197.00   0.25    2.50    --  107.20  61.00  90.00  464
 27  \w     81.00 197.00   0.25    2.50    --  107.20  61.00  30.00  464
 28  \w     74.00 197.00   0.25    2.50    --  107.20  15.00  90.00  492
 29  \w     81.00 197.00   0.25    2.50    --  107.20  61.00   0.00  464
 30  \w     81.00 197.00   0.25    2.50    --  107.20  61.00  60.00  464
 31  \w     81.00 197.00   0.25    2.50    --  107.20  61.00 -30.00  464
 32  \w     81.00 197.00   0.25    2.50    --  107.20  61.00-120.00  464
 33  \w     81.00 197.00   0.25    2.50    --  107.20  61.00 -90.00  464
 34  \w     85.00 197.00   0.25    2.50    --  107.20  45.00-180.00  448
 35  \w     81.00 197.00   0.25    2.50    --  107.20  61.00 -60.00  464
 36  \w     85.00 197.00   0.25    2.50    --  107.20  45.00 120.00  448
 37  \w     85.00 197.00   0.25    2.50    --  107.20  45.00  90.00  448
 38  \w     81.00 197.00   0.25    2.50    --  107.20  61.00-150.00  464
 39  \w     85.00 197.00   0.25    2.50    --  107.20  45.00 -60.00  448
 40  \w    -25.00  89.00   0.25    1.00    --    0.00  57.00  90.00  456
 41  \w    -29.00  89.00   0.25    1.00    --    0.00  19.00-120.00  472
 42  \w    -89.00  21.00   0.25    1.00    --    0.00 -38.00-150.00  440
 43  \w    -21.00  89.00   0.25    1.00    --    0.00  38.00  60.00  440
 44  \w     80.00 197.00   0.25    2.50    --  107.20  66.00  82.22  468
 45  \w     85.00 197.00   0.25    2.50    --  107.20  45.00 150.00  448
 46  \w     84.00 197.00   0.25    2.50    --  107.20  52.00  54.93  452
 47  \w     85.00 197.00   0.25    2.50    --  107.20  30.00 -60.00  448
 48  \w     85.00 197.00   0.25    2.50    --  107.20  45.00  30.00  448
 49  \w     81.00 158.25   0.25    2.50    --  107.20  61.00 115.00  309
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0114983000
_diffrn_orient_matrix_UB_12      -0.1448936000
_diffrn_orient_matrix_UB_13      -0.0747059000
_diffrn_orient_matrix_UB_21      0.0948140000
_diffrn_orient_matrix_UB_22      0.0632697000
_diffrn_orient_matrix_UB_23      -0.0771926000
_diffrn_orient_matrix_UB_31      0.1352824000
_diffrn_orient_matrix_UB_32      -0.0567252000
_diffrn_orient_matrix_UB_33      0.1048458000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0080
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            37563
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.002
_diffrn_reflns_theta_min         4.307
_diffrn_source                   'Microfocus Rotating Anode X-ray Source'
_diffrn_source_type              'MM007 (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.9d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       plate
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details
;
 Flack x determined using 1825 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_coef       0.0092(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0281
_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^)+(0.0315P)^2^+0.2149P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0719
_reflns_Friedel_coverage         0.863
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                3954
_reflns_number_total             3981
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jp7b06679_si_004.cif
_cod_data_source_block           tpe
_cod_depositor_comments
'Adding full bibliography for 1547193--1547194.cif.'
_cod_original_cell_volume        921.261(11)
_cod_database_code               1547193
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C2(H2), C16(H16), C6(H6), C19(H19), C13(H13), C8(H8), C15(H15),
 C5(H5), C23(H23), C3(H3), C4(H4), C9(H9), C14(H14), C00L(H00L), C20(H20),
 C10(H10), C11(H11), C22(H22), C21(H21)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.870
_shelx_estimated_absorpt_t_max   0.990
_shelx_estimated_absorpt_t_min   0.932
_shelx_hkl_checksum              33611
_shelx_res_checksum              37697
_shelx_shelxl_version_number     2016/4