Base-induced isomerization of red uroleuconaphins revisited: characterization and absolute stereochemistry of the yellow aphid pigments uroleuconaphins A2 and B2
Ozakai, Chiharu; Kitamura, Kei; Horikawa, Mitsuyo; Tsunoda, Tetsuto; Kaku, Hiroto; New Journal of Chemistry 46 (2022) 16256–16259; doi:10.1039/D2NJ02676G

data_7061769
_publ_section_title
;
 Base-induced isomerization of red uroleuconaphins revisited:
 characterization and absolute stereochemistry of the yellow aphid
 pigments uroleuconaphins A2 and B2
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16256
_journal_page_last               16259
_journal_paper_doi               10.1039/D2NJ02676G
_journal_volume                  46
_journal_year                    2022
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C32H32O12, 0.5(C4H8O2)'
_chemical_formula_sum            'C34 H36 O13'
_chemical_formula_weight         652.64
_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-2019/1
_audit_update_record
;
2022-05-08 deposited with the CCDC.	2022-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.3590(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4954(7)
_cell_length_b                   20.8647(13)
_cell_length_c                   13.5984(9)
_cell_measurement_reflns_used    8085
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.04
_cell_measurement_theta_min      2.23
_cell_volume                     3057.8(3)
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_molecular_graphics    'XSHELL V6.3.1'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayered conforcal mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.906
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18984
_diffrn_reflns_point_group_measured_fraction_full 0.875
_diffrn_reflns_point_group_measured_fraction_max 0.760
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.243
_diffrn_reflns_theta_min         1.597
_diffrn_source                   'rotating anode X-ray tube'
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 3781 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     869
_refine_ls_number_reflns         12642
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0388
_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^)+(0.0474P)^2^+0.3979P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0961
_reflns_Friedel_coverage         0.634
_reflns_Friedel_fraction_full    0.746
_reflns_Friedel_fraction_max     0.606
_reflns_number_gt                11076
_reflns_number_total             12642
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj02676g2.cif
_cod_data_source_block           15C1827b_a
_cod_depositor_comments
;

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C68 H72 O26'
_cod_original_formula_weight         1305.28
_cod_original_formula_moiety         '2(C32H32O12), C4H8O2'
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7061769
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.981
_shelx_estimated_absorpt_t_max   0.997
_shelx_res_checksum              64388