Cytotoxicity and Anti-inflammatory Properties of Apigenin-Derived Isolaxifolin.
Chen, Yongsheng; Chen, Wan-Na; Hu, Nan; Banwell, Martin G.; Ma, Chenxi; Gardiner, Michael G.; Lan, Ping; Journal of natural products 82 (2019) 2451–2459; doi:10.1021/acs.jnatprod.9b00113

data_1552708
_publ_section_title
;
 Cytotoxicity and Anti-inflammatory Properties of Apigenin-Derived
 Isolaxifolin.
;
_journal_issue                   9
_journal_name_full               'Journal of natural products'
_journal_page_first              2451
_journal_page_last               2459
_journal_paper_doi               10.1021/acs.jnatprod.9b00113
_journal_volume                  82
_journal_year                    2019
_chemical_formula_moiety         'C25 H24 O5'
_chemical_formula_sum            'C25 H24 O5'
_chemical_formula_weight         404.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-12-17
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.559(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.0009(6)
_cell_length_b                   9.6431(3)
_cell_length_c                   16.4553(4)
_cell_measurement_reflns_used    4048
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.7870
_cell_measurement_theta_min      3.8410
_cell_volume                     4112.77(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.841
_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    -20.00  52.00   1.00  332.50    --   12.73 -99.00  30.00   72
  2  \w    -13.00  80.00   1.00  332.50    --   12.73  77.00 150.00   93
  3  \w    -51.00 -25.00   1.00  332.50    --   12.73 -77.00  30.00   26
  4  \w     13.00  39.00   1.00  332.50    --   12.73 -77.00  30.00   26
  5  \w    -40.00  54.00   1.00  332.50    --  -13.67  77.00-120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0197490000
_diffrn_orient_matrix_UB_12      -0.0086002000
_diffrn_orient_matrix_UB_13      0.0269316000
_diffrn_orient_matrix_UB_21      0.0184638000
_diffrn_orient_matrix_UB_22      0.0076473000
_diffrn_orient_matrix_UB_23      0.0338213000
_diffrn_orient_matrix_UB_31      -0.0042480000
_diffrn_orient_matrix_UB_32      0.0726570000
_diffrn_orient_matrix_UB_33      -0.0003735000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.841
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12687
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.841
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.358
_diffrn_reflns_theta_min         3.332
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83558
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4326
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0519
_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^)+(0.0572P)^2^+1.6238P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1342
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2885
_reflns_number_total             4326
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np9b00113_si_003.cif
_cod_data_source_block           mgb_yellow
_cod_database_code               1552708
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C26 H26 O4'
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_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:
 C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C16(H16), C17(H17), C19(H19), C20(H20), C23(H23)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C)
;
_shelx_res_checksum              28452
_shelx_hkl_checksum              15769
_ins_header
;
TITL MGB_yellow_scaled in C2/c 
REM C2/c (#15 in standard setting)
CELL 0.71073  26.000906   9.643142  16.455272  90.0000  94.5590  90.0000
ZERR    8.00   0.000646   0.000304   0.000356   0.0000   0.0023   0.0000
LATT  7
SYMM -x, y,-z+1/2 
SFAC C H O
UNIT 208.00 208.00 32.00
TREF
HKLF 4
END
;
_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 1.130
_oxdiff_exptl_absorpt_empirical_full_min 0.886