Ternifolipyrons A–J: new cytotoxic α-pyrones from Isodon ternifolius (D. Don) Kudô
Elshamy, Abdelsamed I.; Mohamed, Tarik A.; Swapana, Ningombam; Kasai, Yusuke; Noji, Masaaki; Efferth, Thomas; Imagawa, Hiroshi; Hegazy, Mohamed-Elamir F.; Umeyama, Akemi; RSC Advances 13 (2023) 19710–19720; doi:10.1039/D3RA03146B

data_7246959
_publ_section_title
;
 Ternifolipyrons A--J: new cytotoxic \a-pyrones from Isodon ternifolius
 (D. Don) Kud\^o
;
_journal_issue                   29
_journal_name_full               'RSC Advances'
_journal_page_first              19710
_journal_page_last               19720
_journal_paper_doi               10.1039/D3RA03146B
_journal_volume                  13
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_sum            'C24 H27 Br O9'
_chemical_formula_weight         539.36
_chemical_name_systematic
'(2S,3R,6R,7R,E)-7-((4-bromobenzoyl)oxy)-6-methoxy-7-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)hept-4-ene-2,3-diyl diacetate'
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-03-07 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.1930(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.5903(13)
_cell_length_b                   6.6575(6)
_cell_length_c                   13.8833(13)
_cell_measurement_reflns_used    7428
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      29.194
_cell_measurement_theta_min      1.490
_cell_volume                     1236.3(2)
_computing_cell_refinement       'ApexII (Bruker AXS Inc.'
_computing_data_collection       'ApexII (Bruker AXS Inc.'
_computing_data_reduction        'ApexII (Bruker AXS Inc.'
_computing_molecular_graphics    'ApexII (Bruker AXS Inc.'
_computing_publication_material  'ApexII (Bruker AXS Inc.'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7428
_diffrn_reflns_point_group_measured_fraction_full 0.852
_diffrn_reflns_point_group_measured_fraction_max 0.748
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.194
_diffrn_reflns_theta_min         1.490
_diffrn_source                   'rotating anode'
_exptl_absorpt_coefficient_mu    1.712
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.426
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 1434 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4996
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w=1/[\s^2^(Fo^2^)] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0592
_reflns_Friedel_coverage         0.505
_reflns_Friedel_fraction_full    0.675
_reflns_Friedel_fraction_max     0.547
_reflns_number_gt                4579
_reflns_number_total             4996
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra03146b2.cif
_cod_data_source_block           p21_b
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7246959
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.426
_shelx_estimated_absorpt_t_max   0.950
_shelx_res_checksum              28252
_shelx_hkl_checksum              71928