Molecular tuning of the crystallization-induced emission enhancement of diphenyl-dibenzofulvene luminogens.
Abdollahi, Maryam F.; You, Jian; Wang, Tao; Zhao, Yuming; Chemical communications (Cambridge, England) 57 (2021) 484–487; doi:10.1039/d0cc07013k

data_7127552
_publ_section_title
;
 Molecular tuning of the crystallization-induced emission enhancement of
 diphenyl-dibenzofulvene luminogens.
;
_journal_issue                   4
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              484
_journal_page_last               487
_journal_paper_doi               10.1039/d0cc07013k
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C28 H22 O2'
_chemical_formula_sum            'C28 H22 O2'
_chemical_formula_weight         390.45
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-10-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-07-17 deposited with the CCDC.	2020-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.2256(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.76217(4)
_cell_length_b                   10.08021(3)
_cell_length_c                   14.38370(4)
_cell_measurement_reflns_used    113342
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.1300
_cell_measurement_theta_min      4.4390
_cell_volume                     1995.371(10)
_computing_cell_refinement       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_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      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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     26.00 120.00   0.50    0.10    --   47.95  76.00-113.00  188
  2  \w     85.00 178.00   0.50    0.80    --  107.75  76.00-113.00  186
  3  \w     95.00 178.00   0.50    0.80    --  107.75  30.00-120.00  166
  4  \w     95.00 178.00   0.50    0.80    --  107.75 125.00   0.00  166
  5  \w     95.00 178.00   0.50    0.80    --  107.75 125.00-120.00  166
  6  \w     95.00 178.00   0.50    0.80    --  107.75  45.00 -60.00  166
  7  \w     95.00 178.00   0.50    0.80    --  107.75  30.00-150.00  166
  8  \w     85.00 178.00   0.50    0.80    --  107.75  77.00 -30.00  186
  9  \w     85.00 178.00   0.50    0.80    --  107.75  77.00  90.00  186
 10  \w     85.00 178.00   0.50    0.80    --  107.75  77.00  90.00  186
 11  \w     91.00 178.00   0.50    0.80    --  107.75  61.00  90.00  174
 12  \w     85.00 178.00   0.50    0.80    --  107.75  77.00   0.00  186
 13  \w     85.00 178.00   0.50    0.80    --  107.75  77.00-150.00  186
 14  \w     85.00 178.00   0.50    0.80    --  107.75  77.00 -90.00  186
 15  \w     85.00 178.00   0.50    0.80    --  107.75  77.00  60.00  186
 16  \w     85.00 178.00   0.50    0.80    --  107.75  77.00 120.00  186
 17  \w     91.00 178.00   0.50    0.80    --  107.75  61.00 150.00  174
 18  \w     85.00 178.00   0.50    0.80    --  107.75  77.00  55.86  186
 19  \w     85.00 178.00   0.50    0.80    --  107.75  77.00-120.00  186
 20  \w     85.00 178.00   0.50    0.80    --  107.75  77.00  30.00  186
 21  \w     91.00 178.00   0.50    0.80    --  107.75  61.00 -60.00  174
 22  \w     85.00 178.00   0.50    0.80    --  107.75  77.00-180.00  186
 23  \w     91.00 178.00   0.50    0.80    --  107.75  61.00   0.00  174
 24  \w     91.00 178.00   0.50    0.80    --  107.75  61.00  60.00  174
 25  \w     85.00 178.00   0.50    0.80    --  107.75  77.00 -60.00  186
 26  \w     91.00 178.00   0.50    0.80    --  107.75  61.00-180.00  174
 27  \w     91.00 178.00   0.50    0.80    --  107.75  61.00-120.00  174
 28  \w     91.00 178.00   0.50    0.80    --  107.75  61.00  30.00  174
 29  \w     85.00 178.00   0.50    0.80    --  107.75  77.00 150.00  186
 30  \w     91.00 178.00   0.50    0.80    --  107.75  61.00 120.00  174
 31  \w     91.00 178.00   0.50    0.80    --  107.75  61.00 -30.00  174
 32  \w     44.00 139.00   0.50    0.10    --   66.00  76.00 141.91  190
 33  \w     47.00 143.00   0.50    0.10    --   70.00  77.00 -42.26  192
 34  \w     48.00 143.00   0.50    0.10    --   70.00  76.00 111.51  190
 35  \w     35.00 122.00   0.50    0.10    --   47.95  19.00 150.00  174
 36  \w     35.00 114.00   0.50    0.80    --  107.75 -76.00 119.00  158
 37  \w     35.00 112.00   0.50    0.80    --  107.75-125.00  90.00  154
 38  \w     35.00 108.00   0.50    0.80    --  107.75-111.00 148.49  146
 39  \w     35.00  79.00   0.50    0.80    --  107.75 -61.00 150.00   88
 40  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00 120.00  142
 41  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00  60.00  142
 42  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00 -90.00  142
 43  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00-120.00  142
 44  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00 -60.00  142
 45  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00  30.00  142
 46  \w     35.00  79.00   0.50    0.80    --  107.75 -61.00  30.00   88
 47  \w     35.00  79.00   0.50    0.80    --  107.75 -61.00   0.00   88
 48  \w     35.00  79.00   0.50    0.80    --  107.75 -61.00  60.00   88
 49  \w     35.00 112.00   0.50    0.80    --  107.75-125.00  30.00  154
 50  \w     35.00 112.00   0.50    0.80    --  107.75-125.00-120.00  154
 51  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00-150.00  142
 52  \w     35.00 112.00   0.50    0.80    --  107.75-125.00   0.00  154
 53  \w     35.00 106.00   0.50    0.80    --  107.75 -94.00-180.00  142
 54  \w     36.00 121.00   0.50    0.10    --   47.95  37.00-150.00  170
 55  \w     41.00 135.00   0.50    0.10    --   62.00  74.00 -35.65  188
 56  \w     45.00 139.00   0.50    0.10    --   66.00  73.00-165.18  188
 57  \w     45.00 139.00   0.50    0.10    --   66.00  74.00-148.60  188
 58  \w     32.00 126.00   0.50    0.10    --   54.00  76.00   5.86  188
 59  \w     36.00 131.00   0.50    0.10    --   58.00  75.00 177.43  190
 60  \w     37.00 131.00   0.50    0.10    --   58.00  73.00  67.45  188
 61  \w     30.00 126.00   0.50    0.10    --   54.00  79.00 -35.77  192
 62  \w     34.00 131.00   0.50    0.10    --   58.00  79.00 -87.43  194
 63  \w     25.00 120.00   0.50    0.10    --   47.95  77.00  60.00  190
 64  \w     25.00 120.00   0.50    0.10    --   47.95  77.00 150.00  190
 65  \w     13.00  40.00   0.50    0.10    --   42.00  91.00  87.07   54
 66  \w      1.00  40.00   0.50    0.10    --   30.00  91.00   1.08   78
 67  \w      9.00  41.00   0.50    0.10    --   38.00  90.00 -49.08   64
 68  \w     25.00 120.00   0.50    0.10    --   47.95  77.00 -60.00  190
 69  \w     28.00 122.00   0.50    0.10    --   50.00  76.00-130.69  188
 70  \w     28.00 122.00   0.50    0.10    --   50.00  76.00 -93.02  188
 71  \w     15.00  43.00   0.50    0.10    --   42.00  86.00-178.85   56
 72  \w     13.00  41.00   0.50    0.10    --   42.00  90.00-126.12   56
 73  \w    -12.00  83.00   0.50    0.10    --   10.00  75.00 -36.68  190
 74  \w    -12.00  18.00   0.50    0.10    --   22.00 101.00 109.16   60
 75  \w    -16.00  28.00   0.50    0.10    --  -47.95  19.00  30.00   88
 76  \w    -43.00 -14.00   0.50    0.80    --  -86.25  45.00  60.00   58
 77  \w   -100.00 -13.00   0.50    0.80    --  -86.25  76.00-113.00  174
 78  \w    -70.00  25.00   0.50    0.10    --  -47.95  76.00-113.00  190
 79  \w    -26.00  30.00   0.50    0.10    --   47.95 -19.00-180.00  112
 80  \w   -120.00 -25.00   0.50    0.10    --  -47.95 -76.00 119.00  190
 81  \w    -24.00  70.00   0.50    0.10    --   47.95 -76.00 119.00  188
 82  \w   -126.00 -30.00   0.50    0.10    --  -54.00 -79.00 -75.89  192
 83  \w   -126.00 -30.00   0.50    0.10    --  -54.00 -79.00-168.05  192
 84  \w   -126.00 -32.00   0.50    0.10    --  -54.00 -74.00  24.31  188
 85  \w   -126.00 -30.00   0.50    0.10    --  -54.00 -79.00 120.13  192
 86  \w   -126.00 -30.00   0.50    0.10    --  -54.00 -79.00  52.93  192
 87  \w   -131.00 -34.00   0.50    0.10    --  -58.00 -80.00  92.43  194
 88  \w   -131.00 -34.00   0.50    0.10    --  -58.00 -79.00  -5.34  194
 89  \w   -135.00 -40.00   0.50    0.10    --  -62.00 -75.00  45.48  190
 90  \w   -131.00 -36.00   0.50    0.10    --  -58.00 -74.00 -34.25  190
 91  \w   -143.00 -51.00   0.50    0.80    --  -70.00 -68.00  12.81  184
 92  \w   -143.00 -51.00   0.50    0.80    --  -70.00 -67.00  -2.51  184
 93  \w   -143.00 -51.00   0.50    0.80    --  -70.00 -67.00-122.56  184
 94  \w   -143.00 -49.00   0.50    0.80    --  -70.00 -72.00-153.26  188
 95  \w   -135.00 -39.00   0.50    0.10    --  -62.00 -78.00-173.20  192
 96  \w   -146.00 -52.00   0.50    0.80    --  -74.00 -75.00-158.68  188
 97  \w   -139.00 -45.00   0.50    0.10    --  -66.00 -72.00-141.36  188
 98  \w   -139.00 -46.00   0.50    0.10    --  -66.00 -70.00  50.24  186
 99  \w   -139.00 -46.00   0.50    0.10    --  -66.00 -71.00 -66.67  186
100  \w   -139.00 -46.00   0.50    0.10    --  -66.00 -71.00 123.89  186
101  \w   -139.00 -47.00   0.50    0.10    --  -66.00 -68.00 154.81  184
102  \w   -139.00 -43.00   0.50    0.10    --  -66.00 -77.00 -22.10  192
103  \w   -146.00 -51.00   0.50    0.80    --  -74.00 -76.00  53.03  190
104  \w   -159.00 -64.00   0.50    0.80    --  -86.25 -76.00 119.00  190
105  \w   -151.00 -55.00   0.50    0.80    --  -78.00 -76.00 171.31  192
106  \w   -151.00 -56.00   0.50    0.80    --  -78.00 -75.00 158.26  190
107  \w   -151.00 -57.00   0.50    0.80    --  -78.00 -72.00 -26.81  188
108  \w   -151.00 -56.00   0.50    0.80    --  -78.00 -75.00-111.38  190
109  \w   -151.00 -56.00   0.50    0.80    --  -78.00 -75.00 -77.38  190
110  \w   -154.00 -58.00   0.50    0.80    --  -82.00 -79.00-120.84  192
111  \w   -154.00 -60.00   0.50    0.80    --  -82.00 -75.00  94.10  188
112  \w   -159.00 -63.00   0.50    0.80    --  -86.00 -76.00  49.35  192
113  \w   -159.00 -65.00   0.50    0.80    --  -86.25 -72.00  61.04  188
114  \w   -159.00 -64.00   0.50    0.80    --  -86.25 -76.00 172.37  190
115  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00  30.00  192
116  \w   -159.00 -62.00   0.50    0.80    --  -86.25 -79.00 -81.25  194
117  \w   -159.00 -66.00   0.50    0.80    --  -86.25 -70.00 116.48  186
118  \w   -159.00 -65.00   0.50    0.80    --  -86.25 -73.00 149.26  188
119  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00 -30.00  192
120  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00-155.56  192
121  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00   0.00  192
122  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00 150.00  192
123  \w   -159.00 -67.00   0.50    0.80    --  -86.25 -67.00 121.81  184
124  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -78.00 -38.20  192
125  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00  13.01  192
126  \w   -159.00 -63.00   0.50    0.80    --  -86.25 -77.00  90.00  192
127  \w   -159.00 -62.00   0.50    0.80    --  -86.25 -79.00 -99.90  194
128  \w   -159.00 -62.00   0.50    0.80    --  -86.25 -79.00-130.43  194
;
_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      -0.0620296000
_diffrn_orient_matrix_UB_12      -0.0002477000
_diffrn_orient_matrix_UB_13      -0.0894034000
_diffrn_orient_matrix_UB_21      0.0073268000
_diffrn_orient_matrix_UB_22      0.1523600000
_diffrn_orient_matrix_UB_23      -0.0048213000
_diffrn_orient_matrix_UB_31      0.0928925000
_diffrn_orient_matrix_UB_32      -0.0121557000
_diffrn_orient_matrix_UB_33      -0.0587712000
_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  0.0521
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            156860
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.417
_diffrn_reflns_theta_min         4.438
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.629
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.651
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.61a (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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.153
_exptl_crystal_size_min          0.113
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4220
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0357
_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^)+(0.0448P)^2^+0.7000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.0918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4078
_reflns_number_total             4220
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc07013k2.cif
_cod_data_source_block           mf41
_cod_depositor_comments
'Adding full bibliography for 7127545--7127552.cif.'
_cod_original_cell_volume        1995.370(10)
_cod_database_code               7127552
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C28H22O2
_chemical_oxdiff_usercomment     colorless
_diffrn_oxdiff_digest_frames
;
01d2df697b3157513aadf147003735231b218147cb1
;
_diffrn_oxdiff_digest_hkl
;
01b931b50787aeaac2b63f9dd1a47daecd734c
;
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C16(H16), C17(H17), C19(H19), C20(H20), C23(H23), C24(H24), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C28(H28A,H28B,H28C)
;
_shelx_res_checksum              96248
_shelx_hkl_checksum              13856
_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 1.510
_oxdiff_exptl_absorpt_empirical_full_min 0.681