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_7126236
_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, H2 O'
_chemical_formula_sum            'C16 H18 O7'
_chemical_formula_weight         322.30
_chemical_name_common            'sporormielone D'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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                 110.641(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.4502(10)
_cell_length_b                   7.6047(4)
_cell_length_c                   15.7124(13)
_cell_measurement_reflns_used    2459
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.9730
_cell_measurement_theta_min      3.4740
_cell_volume                     1504.0(2)
_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    'ShelXD (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 0.980
_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    -65.00  34.00   1.00    1.00    --  -40.73  38.00 120.00   99
  2  \w     42.00  97.00   1.00    1.00    --   40.73-125.00 -30.00   55
  3  \w     48.00 127.00   1.00    3.00    --  107.58 -61.00-150.00   79
  4  \w     89.00 122.00   1.00    3.00    --  107.58-125.00 -30.00   33
  5  \w     38.00  96.00   1.00    1.00    --   40.73-125.00-180.00   58
  6  \w     29.00  60.00   1.00    3.00    --  107.58 -94.00-120.00   31
  7  \w     26.00 102.00   1.00    3.00    --  107.58 -94.00-180.00   76
  8  \w     28.00 127.00   1.00    3.00    --  107.58 -15.00-120.00   99
  9  \w     35.00 133.00   1.00    3.00    --  107.58 -45.00  30.00   98
 10  \w     34.00 122.00   1.00    3.00    --  107.58-125.00  90.00   88
 11  \w     29.00 151.00   1.00    3.00    --  107.58 -15.00 120.00  122
 12  \w    127.00 170.00   1.00    3.00    --  107.58 125.00 120.00   43
 13  \w    149.00 176.00   1.00    3.00    --  107.58 125.00-120.00   27
 14  \w    112.00 137.00   1.00    3.00    --  107.58 125.00-120.00   25
 15  \w    100.00 125.00   1.00    3.00    --  107.58 125.00-180.00   25
 16  \w     30.00  99.00   1.00    1.00    --   40.73  38.00-150.00   69
 17  \w    -49.00  -3.00   1.00    1.00    --  -40.73 125.00-180.00   46
 18  \w   -113.00 -16.00   1.00    1.00    --  -40.73 -38.00 -60.00   97
;
_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      0.0210252000
_diffrn_orient_matrix_UB_12      -0.0018945000
_diffrn_orient_matrix_UB_13      -0.0902358000
_diffrn_orient_matrix_UB_21      0.1204709000
_diffrn_orient_matrix_UB_22      -0.0094725000
_diffrn_orient_matrix_UB_23      0.0532639000
_diffrn_orient_matrix_UB_31      -0.0057930000
_diffrn_orient_matrix_UB_32      -0.2022911000
_diffrn_orient_matrix_UB_33      -0.0016484000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9690
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.736
_diffrn_reflns_theta_min         3.511
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.952
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71419
_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    1.423
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         2.381
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.221
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.342
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2986
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.342
_refine_ls_R_factor_all          0.1528
_refine_ls_R_factor_gt           0.1378
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3092
_refine_ls_wR_factor_ref         0.3308
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2336
_reflns_number_total             2986
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc00855a2.cif
_cod_data_source_block           w1521
_cod_depositor_comments
'Adding full bibliography for 7126234--7126238.cif.'
_cod_database_code               7126236
_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, All O(H,H) groups
2.a Free rotating group:
 O4(H4A,H4B)
2.b Ternary CH refined with riding coordinates:
 C6'(H6')
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C8(H8A,H8B,H8C), C1'(H1'A,H1'B,H1'C), C8'(H8'A,H8'B,H8'C)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3'(H3'), O1(H1)
;
_shelx_res_checksum              63733
_shelx_hkl_checksum              52189
_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 1.410
_oxdiff_exptl_absorpt_empirical_full_min 0.551