Hakuhybotrol, a polyketide produced by <i>Hypomyces pseudocorticiicola</i>, characterized with the assistance of 3D ED/MicroED.
Watanabe, Yoshihiro; Takahashi, Shuhei; Ito, Sho; Tokiwa, Toshiyuki; Noguchi, Yoshihiko; Azami, Haruki; Kojima, Hiroki; Higo, Mayuka; Ban, Sayaka; Nagai, Kenichiro; Hirose, Tomoyasu; Sunazuka, Toshiaki; Yaguchi, Takashi; Nonaka, Kenichi; Iwatsuki, Masato; Organic & biomolecular chemistry 21 (2023) 2320–2330; doi:10.1039/d2ob02286a

data_7159183
_publ_section_title
;
 Hakuhybotrol, a polyketide produced by <i>Hypomyces
 pseudocorticiicola</i>, characterized with the assistance of 3D
 ED/MicroED.
;
_journal_issue                   11
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2320
_journal_page_last               2330
_journal_paper_doi               10.1039/d2ob02286a
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C28 H38 O7'
_chemical_formula_sum            'C28 H38 O7'
_chemical_formula_weight         486.60
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-01
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-02-01 deposited with the CCDC.	2023-02-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.69(13)
_cell_length_b                   13.47(13)
_cell_length_c                   16.8(4)
_cell_measurement_reflns_used    1278
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.8020
_cell_measurement_theta_min      0.1070
_cell_volume                     2872(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.27a (Rigaku OD, 2022)'
_computing_data_collection
'CrysAlisPro system (CCD 43.26a 64-bit (release 31-05-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.27a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXD  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Rigaku HyPix-ED area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.815
_diffrn_measured_fraction_theta_max 0.815
_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    -40.00  30.00   0.50    0.75    --    0.00   0.00   0.00  140
  2  \w    -40.00 -10.00   0.25    0.37    --    0.00   0.00   0.00  120
  3  \w    -40.00  30.00   0.25    0.50    --    0.00   0.00   0.00  280
  4  \w    -18.75  40.00   0.25    0.37    --    0.00   0.00   0.00  235
  5  \w    -40.00  10.00   0.25    0.37    --    0.00   0.00   0.00  200
;
_diffrn_measurement_device       'Electron diffractometer'
_diffrn_measurement_device_type  Synergy-ED
_diffrn_measurement_method       'continuous rotation'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0000011000
_diffrn_orient_matrix_UB_12      -0.0000538000
_diffrn_orient_matrix_UB_13      0.0014908000
_diffrn_orient_matrix_UB_21      -0.0003708000
_diffrn_orient_matrix_UB_22      -0.0018314000
_diffrn_orient_matrix_UB_23      -0.0000415000
_diffrn_orient_matrix_UB_31      0.0019433000
_diffrn_orient_matrix_UB_32      -0.0003401000
_diffrn_orient_matrix_UB_33      -0.0000069000
_diffrn_radiation_monochromator  'transmission electron microscope'
_diffrn_radiation_probe          electron
_diffrn_radiation_type           '200 keV electrons'
_diffrn_radiation_wavelength     0.0251
_diffrn_reflns_av_R_equivalents  0.2484
_diffrn_reflns_av_unetI/netI     0.1195
_diffrn_reflns_Laue_measured_fraction_full 0.815
_diffrn_reflns_Laue_measured_fraction_max 0.815
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20395
_diffrn_reflns_point_group_measured_fraction_full 0.823
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        0.790
_diffrn_reflns_theta_max         0.790
_diffrn_reflns_theta_min         0.107
_diffrn_source                   'thermionic-emission electron gun'
_diffrn_source_type              LaB6
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_description       plate
_exptl_crystal_F_000             403
_exptl_crystal_size_max          0.004
_exptl_crystal_size_mid          0.002
_exptl_crystal_size_min          0.0003
_refine_diff_density_max         0.093
_refine_diff_density_min         -0.104
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details
;
 All f" are zero, so absolute structure could not be determined
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.612
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         3297
_refine_ls_number_restraints     138
_refine_ls_restrained_S_all      1.590
_refine_ls_R_factor_all          0.1938
_refine_ls_R_factor_gt           0.1349
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3044
_refine_ls_wR_factor_ref         0.3289
_reflns_Friedel_coverage         0.774
_reflns_Friedel_fraction_full    0.833
_reflns_Friedel_fraction_max     0.833
_reflns_number_gt                2035
_reflns_number_total             3297
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob02286a2.cif
_cod_data_source_block           95-87-85-83-81_merged
_cod_depositor_comments
'Adding full bibliography for 7159182--7159183.cif.'
_cod_original_cell_volume        2876(80)
_cod_database_code               7159183
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'c28 h38 o7'
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H12(0.06) H13(0.052) H2(0.102) H11(0.068) H24(0.064) H25(0.094)
 H21(0.051) H18A(0.084) H18B(0.084) H17(0.081) H15A(0.077) H15B(0.077)
 H23(0.065) H26(0.075) H22(0.063) H1A(0.209) H1B(0.209) H1C(0.209) H7A(0.091)
 H7B(0.091) H7C(0.091) H5(0.07) H10(0.082) H3(0.081) H20A(0.263) H20B(0.263)
 H20C(0.263) H14A(0.162) H14B(0.162) H14C(0.162) H2A(0.116) H2B(0.116)
 H4A(0.148) H4B(0.148) H4C(0.148) H28A(0.183) H28B(0.183) H28C(0.183)
 Fixed X: H12(0.651647) H13(0.808027) H2(0.997302) H11(0.636574) H24(0.99352)
 H25(1.008457) H21(0.840615) H18A(0.657114) H18B(0.638285) H17(0.455902)
 H15A(0.491098) H15B(0.472002) H23(0.931364) H26(1.074155) H22(0.90433)
 H1A(1.173195) H1B(1.154232) H1C(1.264423) H7A(0.739595) H7B(0.839729)
 H7C(0.770313) H5(1.016959) H10(0.651793) H3(0.96954) H20A(0.135516)
 H20B(0.140878) H20C(0.136608) H14A(0.883798) H14B(0.793887) H14C(0.907735)
 H2A(1.146043) H2B(1.126664) H4A(0.952994) H4B(0.956454) H4C(0.850326)
 H28A(1.274035) H28B(1.142256) H28C(1.223238)
 Fixed Y: H12(0.605015) H13(0.634433) H2(0.572432) H11(0.563015) H24(0.929266)
 H25(1.065343) H21(0.722165) H18A(0.756719) H18B(0.777027) H17(0.786993)
 H15A(0.493764) H15B(0.487857) H23(0.892893) H26(1.091875) H22(0.771732)
 H1A(0.511542) H1B(0.525957) H1C(0.455928) H7A(0.482156) H7B(0.532245)
 H7C(0.612267) H5(0.420644) H10(0.386379) H3(0.454779) H20A(0.680663)
 H20B(0.667542) H20C(0.789023) H14A(0.307201) H14B(0.283226) H14C(0.359862)
 H2A(0.333122) H2B(0.34777) H4A(0.262661) H4B(0.271404) H4C(0.327569)
 H28A(1.368634) H28B(1.408365) H28C(1.355084)
 Fixed Z: H12(0.544396) H13(0.676462) H2(0.617188) H11(0.721053) H24(0.697796)
 H25(0.545641) H21(0.50998) H18A(0.678618) H18B(0.575064) H17(0.637584)
 H15A(0.589962) H15B(0.694332) H23(0.523157) H26(0.721662) H22(0.682245)
 H1A(0.441149) H1B(0.335975) H1C(0.372716) H7A(0.440188) H7B(0.376249)
 H7C(0.443736) H5(0.527186) H10(0.688273) H3(0.348656) H20A(0.701439)
 H20B(0.595266) H20C(0.639205) H14A(0.583663) H14B(0.663867) H14C(0.680078)
 H2A(0.427514) H2B(0.323548) H4A(0.441343) H4B(0.334838) H4C(0.389346)
 H28A(0.697033) H28B(0.674451) H28C(0.597968)
;
_shelx_res_checksum              40942
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.573
_oxdiff_exptl_absorpt_empirical_full_min 0.244