Lignans and [11]-chaetoglobosins from <i>Pseudeurotium bakeri</i> and their immunosuppressive activity.
Duan, Fangfang; Qin, Chunlun; Sang, Zihuan; Wei, Xiaoyi; Ruan, Hanli; Organic & biomolecular chemistry 22 (2024) 2271–2278; doi:10.1039/d3ob02109b

data_7159816
_publ_section_title
;
 Lignans and [11]-chaetoglobosins from <i>Pseudeurotium bakeri</i> and
 their immunosuppressive activity.
;
_journal_issue                   11
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2271
_journal_page_last               2278
_journal_paper_doi               10.1039/d3ob02109b
_journal_volume                  22
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H20 O5, 2(H2 O)'
_chemical_formula_sum            'C18 H24 O7'
_chemical_formula_weight         352.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-12-25 deposited with the CCDC.	2024-02-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.55080(10)
_cell_length_b                   12.47630(10)
_cell_length_c                   16.58680(10)
_cell_measurement_reflns_used    13593
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.4990
_cell_measurement_theta_min      4.4180
_cell_volume                     1769.52(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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    -27.00   0.00   0.50    0.50    --    0.00  73.00 107.49   54
  2  \w    -28.00  29.00   0.50    0.50    --    0.00 -82.00 120.00  114
  3  \w    -28.00  31.00   0.50    0.50    --    0.00 -82.00 -30.00  118
  4  \w    -32.00  28.00   0.50    0.50    --    0.00 -82.00-150.00  120
  5  \w    -27.00  -1.00   0.50    0.50    --    0.00 -82.00  90.00   52
  6  \w    -16.00  39.00   0.50    0.50    --    0.00  38.00   0.00  110
  7  \w     11.00  86.00   0.50    0.50    --   94.60 -77.00  30.00  150
  8  \w     41.00 125.00   0.50    0.50    --   94.60 -82.00 -90.00  168
  9  \w      5.00 100.00   0.50    0.50    --   94.60 -30.00-150.00  190
 10  \w     82.00 151.00   0.50    0.50    --   94.60  77.00-120.00  138
 11  \w     12.00 108.00   0.50    0.50    --   94.60 -15.00-120.00  192
 12  \w     81.00 126.00   0.50    0.50    --   94.60 -82.00   0.00   90
 13  \w     85.00 171.00   0.50    0.50    --   94.60  77.00-180.00  172
 14  \w     71.00 173.00   0.50    0.50    --   94.60  61.00 -30.00  204
 15  \w      6.00  97.00   0.50    0.50    --   94.60 -61.00-150.00  182
 16  \w     27.00  70.00   0.50    0.50    --   94.60 -82.00   0.00   86
 17  \w     17.00 126.00   0.50    0.50    --   94.60 -82.00 120.00  218
 18  \w     91.00 130.00   0.50    0.50    --   94.60  82.00 120.00   78
 19  \w     84.00 115.00   0.50    0.50    --   94.60 -82.00-150.00   62
 20  \w    144.00 170.00   0.50    0.50    --   94.60  77.00 -60.00   52
 21  \w    113.00 144.00   0.50    0.50    --   94.60  77.00 150.00   62
 22  \w     75.00 102.00   0.50    0.50    --   94.60 -30.00-120.00   54
 23  \w     51.00  77.00   0.50    0.50    --   94.60 -82.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0374162000
_diffrn_orient_matrix_UB_12      -0.0751507000
_diffrn_orient_matrix_UB_13      0.0710811000
_diffrn_orient_matrix_UB_21      0.0319445000
_diffrn_orient_matrix_UB_22      0.0921487000
_diffrn_orient_matrix_UB_23      0.0596229000
_diffrn_orient_matrix_UB_31      -0.1733312000
_diffrn_orient_matrix_UB_32      0.0332614000
_diffrn_orient_matrix_UB_33      -0.0043427000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18877
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.924
_diffrn_reflns_theta_min         4.435
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.850
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details
;
 Flack x determined using 1443 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(5)
_refine_ls_extinction_coef       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3543
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0243
_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^)+(0.0314P)^2^+0.3788P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0637
_reflns_Friedel_coverage         0.728
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                3464
_reflns_number_total             3543
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob02109b2.cif
_cod_data_source_block           20210601_ps-7
_cod_depositor_comments
'Adding full bibliography for 7159816--7159818.cif.'
_cod_database_code               7159816
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.943
_shelx_estimated_absorpt_t_min   0.727
_reflns_odcompleteness_completeness 100.00
_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, All O(H,H) groups
2.a Free rotating group:
 O7(H7C,H7D), O6(H6A,H6B)
2.b Ternary CH refined with riding coordinates:
 C8'(H8')
2.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C7'(H7'A,H7'B)
2.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4A), C2(H2A), C2'(H2'), C4'(H4')
2.e Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C9'(H9'A,H9'B,H9'C)
2.f Idealised tetrahedral OH refined as rotating group:
 O2(H2), O1(H1), O4(H4), O3(H3)
;
_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 1.962
_oxdiff_exptl_absorpt_empirical_full_min 0.499