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_1569076
_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         'C20 H20 O4'
_chemical_formula_sum            'C20 H20 O4'
_chemical_formula_weight         324.36
_chemical_name_systematic        Isobavachalcone
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-02-21
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.215(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.354(4)
_cell_length_b                   15.2873(18)
_cell_length_c                   7.2681(11)
_cell_measurement_reflns_used    2154
_cell_measurement_temperature    296
_cell_measurement_theta_max      62.7220
_cell_measurement_theta_min      3.7060
_cell_volume                     2133.4(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL n/a (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.969
_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     24.00  58.00   0.50   10.31    --    0.00   0.00-180.00   68
  2  \w     -9.00  40.00   0.50   10.31    --    0.00  60.00 150.00   98
  3  \w    -75.00 -17.00   0.50   10.31    --    0.00  60.00 150.00  116
  4  \w   -176.00-135.00   0.50   41.24    --  -90.00  59.00 -45.56   82
  5  \w   -178.00-111.00   0.50   41.24    --  -90.00  59.00-137.52  134
  6  \w   -100.00  -2.00   0.50   41.24    --  -90.00  59.00-137.52  196
  7  \w    -89.00 -61.00   0.50   41.24    --  -90.00  59.00 -45.56   56
  8  \w   -177.00-118.00   0.50   41.24    --  -90.00  20.00  90.00  118
  9  \w   -176.00-150.00   0.50   41.24    --  -90.00  59.00  88.91   52
 10  \w   -121.00 -95.00   0.50   41.24    --  -90.00  59.00  88.91   52
 11  \w    -56.00  -9.00   0.50   41.24    --  -90.00  59.00  88.91   94
 12  \w   -178.00-100.00   0.50   41.24    --  -90.00  20.00 -90.00  156
 13  \w    -95.00  -1.00   0.50   41.24    --  -90.00  20.00 -90.00  188
 14  \w   -178.00 -93.00   0.50   41.24    --  -90.00  58.00 156.18  170
 15  \w    -39.00  -2.00   0.50   41.24    --  -90.00  58.00 156.18   74
 16  \w    -90.00 -57.00   0.50   41.24    --  -90.00  58.00 156.18   66
 17  \w   -129.00 -98.00   0.50   41.24    --  -90.00  59.00 -45.56   62
 18  \w    -84.00 -59.00   0.50   41.24    --  -90.00  57.00  17.19   50
 19  \w    -97.00 -56.00   0.50   41.24    --  -90.00  20.00  90.00   82
 20  \w   -171.00-138.00   0.50   41.24    --  -90.00  50.00  30.00   66
 21  \w    -39.00 -11.00   0.50   41.24    --  -90.00  50.00  30.00   56
 22  \w   -177.00-114.00   0.50   41.24    --  -90.00  50.00  90.00  126
 23  \w   -175.00-150.00   0.50   41.24    --  -90.00  40.00 -30.00   50
 24  \w    -60.00 -32.00   0.50   41.24    --  -90.00  40.00 -30.00   56
 25  \w   -167.00-141.00   0.50   41.24    --  -90.00  50.00 -90.00   52
 26  \w    -54.00 -26.00   0.50   41.24    --  -90.00  50.00 -90.00   56
 27  \w   -178.00-116.00   0.50   41.24    --  -90.00  57.00  17.19  124
;
_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      0.1304921000
_diffrn_orient_matrix_UB_12      0.0478106000
_diffrn_orient_matrix_UB_13      0.0567523000
_diffrn_orient_matrix_UB_21      0.0847725000
_diffrn_orient_matrix_UB_22      0.0514473000
_diffrn_orient_matrix_UB_23      -0.0568042000
_diffrn_orient_matrix_UB_31      -0.1461804000
_diffrn_orient_matrix_UB_32      0.0722129000
_diffrn_orient_matrix_UB_33      0.0030269000
_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  0.1271
_diffrn_reflns_av_unetI/netI     0.1160
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            15785
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.533
_diffrn_reflns_theta_min         3.696
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.010
_exptl_crystal_description       plate
_exptl_crystal_F_000             688
_exptl_crystal_preparation
;
purification from hexane acetonitrile 9:1
recristalization from ethanol
;
_exptl_crystal_recrystallization_method 'solvent evaporation from ethanol'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.061
_refine_diff_density_min         -0.734
_refine_diff_density_rms         0.266
_refine_ls_extinction_coef       0.48(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.918
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3809
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.918
_refine_ls_R_factor_all          0.3082
_refine_ls_R_factor_gt           0.2758
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5307
_refine_ls_wR_factor_ref         0.5557
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2178
_reflns_number_total             3809
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            IBC_autored.cif
_cod_data_source_block           ibc_autored
_cod_database_code               1569076
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C20O4H20
_chemical_oxdiff_usercomment     'Z etanolu'
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.848
_reflns_odcompleteness_completeness 96.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.66
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H13,H12)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H3), C9(H6), C8(H5), C6(H4), C17(H14), C15(H7), C11(H11), C12(H10), C14(H8)
2.c Idealised Me refined as rotating group:
 C19(H19,H20,H18), C20(H16,H17,H15)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H1), O3(H2), O4(H9)
;
_shelx_res_checksum              26180
_shelx_hkl_checksum              74638
_olex2_exptl_crystal_mounting_method 'oil, nylon loop'
_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 2.031
_oxdiff_exptl_absorpt_empirical_full_min 0.555