Naturally Occurring Chalcones with Aggregation-Induced Emission Enhancement Characteristics.
Budziak-Wieczorek, Iwona; Kamiński, Daniel; Skrzypek, Alicja; Ciołek, Anna; Skrzypek, Tomasz; Janik-Zabrotowicz, Ewa; Arczewska, Marta; Molecules (Basel, Switzerland) 28 (2023) 3412–; doi:10.3390/molecules28083412

data_1569074
_publ_section_title
;
 Naturally Occurring Chalcones with Aggregation-Induced Emission
 Enhancement Characteristics.
;
_journal_issue                   8
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              3412
_journal_paper_doi               10.3390/molecules28083412
_journal_volume                  28
_journal_year                    2023
_chemical_formula_moiety         'C18 H18 O5'
_chemical_formula_sum            'C18 H18 O5'
_chemical_formula_weight         314.341
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-01-31
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                97.847(3)
_cell_angle_beta                 93.939(6)
_cell_angle_gamma                95.084(4)
_cell_formula_units_Z            4
_cell_length_a                   7.4636(5)
_cell_length_b                   8.4407(3)
_cell_length_c                   25.5378(12)
_cell_measurement_reflns_used    7676
_cell_measurement_theta_max      68.0830
_cell_measurement_theta_min      5.2900
_cell_volume                     1582.17(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      297.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.9877
_diffrn_measured_fraction_theta_max 0.9371
_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    -88.00 -49.00   0.50    2.74    --    0.00  50.00-180.00   78
  2  \w     28.00  54.00   0.50    2.74    --    0.00  50.00-180.00   52
  3  \w    -84.00  91.00   0.50   10.95    --    5.00   0.00 -60.00  350
  4  \w   -178.00-117.00   0.50   10.95    --  -90.00  60.00 -45.05  122
  5  \w    -76.00 -31.00   0.50   10.95    --  -90.00  59.00-159.32   90
  6  \w   -178.00  -1.00   0.50   10.95    --  -90.00  10.00  30.00  354
  7  \w   -133.00-107.00   0.50   10.95    --  -90.00  59.00-159.32   52
  8  \w   -178.00-147.00   0.50   10.95    --  -90.00  59.00-101.49   62
  9  \w   -138.00 -81.00   0.50   10.95    --  -90.00  59.00-101.49  114
 10  \w   -148.00 -97.00   0.50   10.95    --  -90.00  60.00 145.35  102
 11  \w    -41.00 -15.00   0.50   10.95    --  -90.00  60.00 145.35   52
 12  \w   -179.00-121.00   0.50   10.95    --  -90.00  60.00  -2.13  116
 13  \w    -62.00 -36.00   0.50   10.95    --  -90.00  60.00  -2.13   52
 14  \w   -178.00-120.00   0.50   10.95    --  -90.00  30.00 150.00  116
 15  \w   -178.00 -86.00   0.50   10.95    --  -90.00  56.00  39.90  184
 16  \w    -95.00 -70.00   0.50   10.95    --  -90.00  40.00 120.00   50
 17  \w    -55.00 -30.00   0.50   10.95    --  -90.00  20.00  60.00   50
 18  \w   -178.00 -69.00   0.50   10.95    --  -90.00  50.00 150.00  218
 19  \w   -179.00-100.00   0.50   10.95    --  -90.00  60.00 123.38  158
 20  \w    -40.00 -13.00   0.50   10.95    --  -90.00  60.00 123.38   54
 21  \w   -178.00-141.00   0.50   10.95    --  -90.00  30.00 -30.00   74
 22  \w   -137.00-112.00   0.50   10.95    --  -90.00  30.00 -30.00   50
 23  \w    -42.00  -2.00   0.50   10.95    --  -90.00  30.00 -30.00   80
 24  \w   -161.00-135.00   0.50   10.95    --  -90.00  30.00-120.00   52
 25  \w   -126.00-100.00   0.50   10.95    --  -90.00  30.00-120.00   52
 26  \w    -57.00 -32.00   0.50   10.95    --  -90.00  30.00-120.00   50
 27  \w   -170.00-144.00   0.50   10.95    --  -90.00  56.00 -69.77   52
 28  \w   -127.00 -68.00   0.50   10.95    --  -90.00  56.00 -69.77  118
 29  \w   -171.00-146.00   0.50   10.95    --  -90.00  60.00  19.92   50
 30  \w   -164.00-136.00   0.50   10.95    --  -90.00  40.00 150.00   56
 31  \w   -164.00-139.00   0.50   10.95    --  -90.00  40.00 120.00   50
 32  \w   -105.00 -79.00   0.50   10.95    --  -90.00  30.00 150.00   52
 33  \w    -62.00  -2.00   0.50   10.95    --  -90.00  50.00 -30.00  120
 34  \w   -150.00-105.00   0.50   10.95    --  -90.00  20.00  60.00   90
 35  \w    -70.00 -37.00   0.50   10.95    --  -90.00  60.00 -45.05   66
 36  \w   -134.00-108.00   0.50   10.95    --  -90.00  40.00   0.00   52
 37  \w    -99.00 -10.00   0.50   10.95    --  -90.00  60.00  80.81  178
 38  \w    -39.00 -14.00   0.50   10.95    --  -90.00   0.00 -30.00   50
 39  \w   -141.00-116.00   0.50   10.95    --  -90.00  10.00 -90.00   50
 40  \w   -150.00-125.00   0.50   10.95    --  -90.00  30.00   0.00   50
 41  \w   -128.00-103.00   0.50   10.95    --  -90.00  40.00 -90.00   50
 42  \w    -92.00  -2.00   0.50   10.95    --  -90.00  50.00 120.00  180
 43  \w   -155.00 -88.00   0.50   10.95    --  -90.00  60.00-179.16  134
 44  \w   -165.00-138.00   0.50   10.95    --  -90.00  60.00  80.81   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1506666000
_diffrn_orient_matrix_UB_12      -0.0477764000
_diffrn_orient_matrix_UB_13      -0.0451918000
_diffrn_orient_matrix_UB_21      -0.1430884000
_diffrn_orient_matrix_UB_22      0.0329056000
_diffrn_orient_matrix_UB_23      0.0397614000
_diffrn_orient_matrix_UB_31      0.0075503000
_diffrn_orient_matrix_UB_32      0.1758309000
_diffrn_orient_matrix_UB_33      -0.0104864000
_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  0.0575
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.9877
_diffrn_reflns_Laue_measured_fraction_max 0.9371
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            20179
_diffrn_reflns_point_group_measured_fraction_full 0.9877
_diffrn_reflns_point_group_measured_fraction_max 0.9371
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         70.83
_diffrn_reflns_theta_min         5.26
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.796
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_F_000             666.431
_refine_diff_density_max         0.3164
_refine_diff_density_min         -0.2725
_refine_diff_density_rms         0.0766
_refine_ls_d_res_high            0.8162
_refine_ls_d_res_low             8.4046
_refine_ls_goodness_of_fit_ref   1.0364
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    60
_refine_ls_number_parameters     423
_refine_ls_number_reflns         5705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0364
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0788
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1890P)^2^+0.0844P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2327
_refine_ls_wR_factor_ref         0.2634
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              30
_reflns_limit_l_min              0
_reflns_number_gt                4091
_reflns_number_total             5705
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            HCH_THF.cif
_cod_data_source_block           2primIBC_THF
_cod_original_cell_volume        1582.17(15)
_cod_database_code               1569074
_chemical_oxdiff_formula         C20O5
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3B(H3B), C3A(H3A), C5A(H5A), C8B(H8B), C5B(H5B), C12B(H12B), C15B(H15B),
 C8A(H8A), C14B(H14B), C9A(H9A), C15A(H15A), C11A(H11A), C9B(H9B), C11B(H11B),
 C12A(H12A), C14A(H14A)
2.b Idealised Me refined as rotating group:
 C17A(H17d,H17e,H17f), C17B(H17a,H17b,H17c), C16A(H16d,H16e,H16f), C16B(H16a,
 H16b,H16c), C18A(H18d,H18e,H18f), C18B(H18a,H18b,H18c)
2.c Idealised tetrahedral OH refined as rotating group:
 O2B(H2B), O2A(H2A)
;
_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 3.698
_oxdiff_exptl_absorpt_empirical_full_min 0.334