Bioactive Polyhydroxanthones from Penicillium purpurogenum
Xue, Jinghua; Li, Hanxiang; Wu, Ping; Xu, Liangxiong; Yuan, Yunfei; Wei, Xiaoyi; Journal of Natural Products  (2020) –; doi:10.1021/acs.jnatprod.9b01071

data_1557801
_publ_section_title
;
 Bioactive Polyhydroxanthones from Penicillium purpurogenum
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.9b01071
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H18 O6, 0.5(H2 O)'
_chemical_formula_sum            'C15 H19 O6.5'
_chemical_formula_weight         303.30
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-11-08
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90
_cell_angle_beta                 90.183(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.8976(2)
_cell_length_b                   13.2445(4)
_cell_length_c                   11.7818(3)
_cell_measurement_reflns_used    6831
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.4950
_cell_measurement_theta_min      4.9420
_cell_volume                     1388.41(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13110
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.614
_diffrn_reflns_theta_min         3.752
_exptl_absorpt_coefficient_mu    0.961
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91474
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       block
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.112
_refine_ls_abs_structure_details
;
 Flack x determined using 2026 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         5214
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0943
_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^)+(0.0370P)^2^+9.9660P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2274
_refine_ls_wR_factor_ref         0.2289
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.934
_reflns_Friedel_fraction_max     0.880
_reflns_number_gt                4986
_reflns_number_total             5214
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np9b01071_si_003.cif
_cod_data_source_block           a
_cod_depositor_comments
;

2022-06-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C20 H25.33 O8.67'
_cod_original_formula_weight         404.40
_cod_original_formula_moiety         '1.33(C15 H18 O6), 0.67(H2 O)'
_cod_original_formula_units_Z            3
_cod_database_code               1557801
_shelx_estimated_absorpt_t_max   0.831
_shelx_estimated_absorpt_t_min   0.700
_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. Restrained distances
 O8-H8
 0.82 with sigma of 0.02
 O5-H5
 0.88 with sigma of 0.02
 O4-H4
 0.83 with sigma of 0.02
 O25-H25A
 0.82 with sigma of 0.02
 O25-H25B
 0.82 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C26(H26), C36(H36), C37(H37), C24(H24), C27(H27), C28(H28)
3.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C34(H34A,H34B)
3.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C32(H32), C40(H40), C35(H35), C41(H41), C42(H42)
3.d Tetrahedral OH refined with riding coordinates:
 O9(H9), O2(H2)
3.e Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C22(H22A,H22B,H22C), C39(H39A,H39B,H39C), C0AA(H0AA,H0AB,
 H0AC)
3.f Idealised tetrahedral OH refined as rotating group:
 O11(H11), O12(H12)
;
_shelx_res_checksum              81763
_shelx_hkl_checksum              55056
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'