Sporormielones A-E, bioactive novel C-C coupled orsellinic acid derivative dimers, and their biosynthetic origin.
Chen, Guo-Dong; Hu, Dan; Huang, Mei-Juan; Tang, Jia; Wang, Xiao-Xia; Zou, Jian; Xie, Jun; Zhang, Wei-Guang; Guo, Liang-Dong; Yao, Xin-Sheng; Abe, Ikuro; Gao, Hao; Chemical communications (Cambridge, England) 56 (2020) 4607–4610; doi:10.1039/d0cc00855a

data_7126235
_publ_section_title
;
 Sporormielones A-E, bioactive novel C-C coupled orsellinic acid
 derivative dimers, and their biosynthetic origin.
;
_journal_issue                   33
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4607
_journal_page_last               4610
_journal_paper_doi               10.1039/d0cc00855a
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C16 H16 O6'
_chemical_formula_sum            'C16 H16 O6'
_chemical_formula_weight         304.29
_chemical_name_common            'sporormielone E'
_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     direct
_audit_creation_date             2019-12-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-10 deposited with the CCDC.	2020-03-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1094(2)
_cell_length_b                   10.3354(2)
_cell_length_c                   14.8756(3)
_cell_measurement_reflns_used    6718
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.5470
_cell_measurement_theta_min      5.1560
_cell_volume                     1400.53(5)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_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     16.00  62.00   1.00    1.00    --   40.98 -99.00 150.00   46
  2  \w     48.00  74.00   1.00    1.00    --  106.95 -61.00 150.00   26
  3  \w     37.00 134.00   1.00    1.00    --  106.95 -30.00  60.00   97
  4  \w     83.00 177.00   1.00    1.00    --  106.95  45.00  60.00   94
  5  \w    115.00 170.00   1.00    1.00    --  106.95 125.00  30.00   55
  6  \w    147.00 175.00   1.00    1.00    --  106.95  45.00-120.00   28
  7  \w     87.00 113.00   1.00    1.00    --  106.95-125.00   0.00   26
  8  \w     77.00 119.00   1.00    1.00    --  106.95-125.00  60.00   42
  9  \w     34.00 117.00   1.00    1.00    --  106.95-125.00 -90.00   83
 10  \w     31.00  95.00   1.00    1.00    --   40.98-125.00   0.00   64
 11  \w     36.00 124.00   1.00    1.00    --  106.95 -61.00 -90.00   88
 12  \w     32.00 128.00   1.00    1.00    --  106.95 -77.00  60.00   96
 13  \w     33.00 156.00   1.00    1.00    --  106.95 -15.00-120.00  123
 14  \w    -62.00  -5.00   1.00    1.00    --  -40.98 125.00-180.00   57
 15  \w    -88.00  30.00   1.00    1.00    --  -40.98   0.00  30.00  118
 16  \w   -100.00 -20.00   1.00    1.00    --  -40.98 -37.00   0.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0845544000
_diffrn_orient_matrix_UB_12      0.1290265000
_diffrn_orient_matrix_UB_13      0.0029520000
_diffrn_orient_matrix_UB_21      0.1459161000
_diffrn_orient_matrix_UB_22      0.0746485000
_diffrn_orient_matrix_UB_23      -0.0070556000
_diffrn_orient_matrix_UB_31      -0.0122449000
_diffrn_orient_matrix_UB_32      -0.0014717000
_diffrn_orient_matrix_UB_33      -0.1032871000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9339
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.678
_diffrn_reflns_theta_min         5.211
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.935
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.096
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1081 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.43(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         2783
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0376
_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^)+(0.0651P)^2^+0.3171P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1044
_reflns_Friedel_coverage         0.718
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                2686
_reflns_number_total             2783
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc00855a2.cif
_cod_data_source_block           w15551
_cod_depositor_comments
'Adding full bibliography for 7126234--7126238.cif.'
_cod_database_code               7126235
_shelx_shelxl_version_number     2014/7
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C6'(H6')
2.b Idealised Me refined as rotating group:
 C1'(H1'A,H1'B,H1'C), C8'(H8'A,H8'B,H8'C), C8(H8A,H8B,H8C), C1(H1A,H1B,H1C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3'(H3'), O2(H2)
;
_shelx_res_checksum              46508
_shelx_hkl_checksum              92433
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.709