Talaromynoids A-I, Highly Oxygenated Meroterpenoids from the Marine-Derived Fungus <i>Talaromyces purpureogenus</i> SCSIO 41517 and Their Lipid Accumulation Inhibitory Activities.
Huang, Zhong-Hui; Liang, Xiao; Li, Chan-Juan; Gu, Qiong; Ma, Xuan; Qi, Shu-Hua; Journal of natural products 84 (2021) 2727–2737; doi:10.1021/acs.jnatprod.1c00681

data_1565113
_publ_section_title
;
 Talaromynoids A-I, Highly Oxygenated Meroterpenoids from the
 Marine-Derived Fungus <i>Talaromyces purpureogenus</i> SCSIO 41517 and
 Their Lipid Accumulation Inhibitory Activities.
;
_journal_issue                   10
_journal_name_full               'Journal of natural products'
_journal_page_first              2727
_journal_page_last               2737
_journal_paper_doi               10.1021/acs.jnatprod.1c00681
_journal_volume                  84
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C26 H32 O9, C H4 O'
_chemical_formula_sum            'C27 H36 O10'
_chemical_formula_weight         520.56
_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     dual
_audit_creation_date             2019-03-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.6360(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.32300(10)
_cell_length_b                   13.9278(2)
_cell_length_c                   11.0616(2)
_cell_measurement_reflns_used    10981
_cell_measurement_temperature    99.9(5)
_cell_measurement_theta_max      73.5260
_cell_measurement_theta_min      5.2120
_cell_volume                     1240.66(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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      99.9(5)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_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    -26.00  28.00   0.50    0.50    --    0.00 -82.00  30.00  108
  2  \w    -23.00   3.00   0.50    0.50    --    0.00 -82.00-120.00   52
  3  \w    -28.00  27.00   0.50    0.50    --    0.00 -82.00-150.00  110
  4  \w    -32.00  31.00   0.50    0.50    --    0.00 -82.00 -60.00  126
  5  \w    -28.00  31.00   0.50    0.50    --    0.00 -82.00 150.00  118
  6  \w     76.00 173.00   0.50    2.00    --   95.20  15.00 -60.00  194
  7  \w    118.00 144.00   0.50    2.00    --   95.20  45.00  90.00   52
  8  \w      7.00  49.00   0.50    2.00    --   95.20 -77.00   0.00   84
  9  \w     16.00 111.00   0.50    2.00    --   95.20 -61.00  30.00  190
 10  \w     82.00 137.00   0.50    2.00    --   95.20  77.00  60.00  110
 11  \w      8.00  49.00   0.50    2.00    --   95.20 -30.00 120.00   82
 12  \w     76.00 181.00   0.50    2.00    --   95.20  45.00  60.00  210
 13  \w     76.00 102.00   0.50    2.00    --   95.20  45.00  90.00   52
 14  \w     79.00 104.00   0.50    2.00    --   95.20  61.00-120.00   50
 15  \w     80.00 156.00   0.50    2.00    --   95.20  45.00 120.00  152
 16  \w      6.00 123.00   0.50    2.00    --   95.20 -77.00  30.00  234
 17  \w    109.00 146.00   0.50    2.00    --   95.20  61.00-120.00   74
 18  \w     76.00 176.00   0.50    2.00    --   95.20  45.00 150.00  200
 19  \w      6.00 119.00   0.50    2.00    --   95.20 -15.00   0.00  226
 20  \w    149.00 178.00   0.50    2.00    --   95.20  77.00  60.00   58
 21  \w    109.00 149.00   0.50    2.00    --   95.20  15.00  60.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1687684000
_diffrn_orient_matrix_UB_12      0.0186429000
_diffrn_orient_matrix_UB_13      -0.0932426000
_diffrn_orient_matrix_UB_21      0.0652626000
_diffrn_orient_matrix_UB_22      0.0966169000
_diffrn_orient_matrix_UB_23      -0.0360541000
_diffrn_orient_matrix_UB_31      0.0618883000
_diffrn_orient_matrix_UB_32      -0.0505341000
_diffrn_orient_matrix_UB_33      -0.1036426000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11578
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.979
_diffrn_reflns_theta_min         5.212
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'MicroMax 007 (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.885
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_description       block
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 2185 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4843
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0352
_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^)+(0.0589P)^2^+0.3398P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.0964
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.945
_reflns_number_gt                4753
_reflns_number_total             4843
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np1c00681_si_002.cif
_cod_data_source_block           liangxiao_lx-t-6_collect
_cod_database_code               1565113
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C48 H72 N6 O20 '
_shelx_estimated_absorpt_t_max   0.933
_shelx_estimated_absorpt_t_min   0.843
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Ternary CH refined with riding coordinates:
 C14(H14), C5(H5), C23(H23), C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C6(H6A,H6B), C13(H13A,H13B)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C21(H21A,H21B,H21C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C25(H25A,H25B,H25C), C17(H17A,H17B,H17C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_shelx_res_checksum              72354
_shelx_hkl_checksum              74673
_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 1.573
_oxdiff_exptl_absorpt_empirical_full_min 0.687