Resorcylic Acid Lactones from an Ilyonectria sp.
Zhou, Jia; Gao, Ying; Chang, Jin-Ling; Yu, Heng-Yi; Chen, Juan; Zhou, Ming; Meng, Xiang-Gao; Ruan, Han-Li; Journal of Natural Products  (2020) –; doi:10.1021/acs.jnatprod.9b01167

data_1557894
_publ_section_title
;
 Resorcylic Acid Lactones from an Ilyonectria sp.
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.9b01167
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C20 H25 Cl O6'
_chemical_formula_sum            'C20 H25 Cl O6'
_chemical_formula_weight         396.85
_space_group_crystal_system      hexagonal
_space_group_IT_number           173
_space_group_name_Hall           'P 6c'
_space_group_name_H-M_alt        'P 63'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   21.5791(2)
_cell_length_b                   21.5791(2)
_cell_length_c                   8.59710(10)
_cell_measurement_reflns_used    21418
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.6540
_cell_measurement_theta_min      4.0850
_cell_volume                     3466.96(6)
_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 0.998
_diffrn_measured_fraction_theta_max 0.997
_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    -30.00  31.00   0.50    1.50    --    0.00 -82.00  60.00  122
  2  \w    -31.00   6.00   0.50    1.50    --    0.00 -82.00-180.00   74
  3  \w    -32.00  24.00   0.50    1.50    --    0.00 -82.00 -90.00  112
  4  \w    -42.00   6.00   0.50    1.50    --    0.00 -77.00 120.00   96
  5  \w    -31.00  29.00   0.50    1.50    --    0.00 -82.00 -30.00  120
  6  \w    -46.00   5.00   0.50    1.50    --    0.00 -77.00-150.00  102
  7  \w     22.00 118.00   0.50    6.00    --   94.60 -61.00 -60.00  192
  8  \w     49.00  75.00   0.50    6.00    --   94.60 -82.00-180.00   52
  9  \w      6.00 117.00   0.50    6.00    --   94.60 -61.00  90.00  222
 10  \w      5.00 115.00   0.50    6.00    --   94.60 -15.00 -60.00  220
 11  \w     35.00 118.00   0.50    6.00    --   94.60 -61.00-180.00  166
 12  \w     90.00 116.00   0.50    6.00    --   94.60 -82.00 -30.00   52
 13  \w     83.00 163.00   0.50    6.00    --   94.60  30.00 -60.00  160
 14  \w     13.00  38.00   0.50    6.00    --   94.60 -82.00  30.00   50
 15  \w      5.00 112.00   0.50    6.00    --   94.60 -45.00 150.00  214
 16  \w     28.00 121.00   0.50    6.00    --   94.60 -82.00  90.00  186
 17  \w     56.00  81.00   0.50    6.00    --   94.60 -82.00  30.00   50
 18  \w     84.00 109.00   0.50    6.00    --   94.60 -82.00  60.00   50
 19  \w     88.00 184.00   0.50    6.00    --   94.60  30.00 -90.00  192
 20  \w     38.00 126.00   0.50    6.00    --   94.60 -82.00 -60.00  176
 21  \w     77.00 107.00   0.50    6.00    --   94.60 -82.00-150.00   60
 22  \w     82.00 107.00   0.50    6.00    --   94.60 -82.00   0.00   50
 23  \w     77.00 102.00   0.50    6.00    --   94.60 -82.00 120.00   50
 24  \w     72.00 156.00   0.50    6.00    --   94.60  15.00-150.00  168
;
_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      0.0738428000
_diffrn_orient_matrix_UB_12      0.0685361000
_diffrn_orient_matrix_UB_13      -0.0052147000
_diffrn_orient_matrix_UB_21      0.0362333000
_diffrn_orient_matrix_UB_22      -0.0456912000
_diffrn_orient_matrix_UB_23      -0.0164735000
_diffrn_orient_matrix_UB_31      -0.0054847000
_diffrn_orient_matrix_UB_32      0.0021861000
_diffrn_orient_matrix_UB_33      -0.1783870000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            40031
_diffrn_reflns_point_group_measured_fraction_full 0.828
_diffrn_reflns_point_group_measured_fraction_max 0.814
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.838
_diffrn_reflns_theta_min         4.097
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.710
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71354
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_description       block
_exptl_crystal_F_000             1260
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 1210 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3813
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0264
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0428P)^2^+0.3921P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0690
_refine_ls_wR_factor_ref         0.0697
_reflns_Friedel_coverage         0.527
_reflns_Friedel_fraction_full    0.631
_reflns_Friedel_fraction_max     0.604
_reflns_number_gt                3687
_reflns_number_total             3813
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np9b01167_si_002.cif
_cod_data_source_block           20190703_zbf-44
_cod_original_cell_volume        3466.96(8)
_cod_database_code               1557894
_shelx_shelxl_version_number     2014/7
_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:
 C2(H2), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,
 H11B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5A), C17(H17)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O5(H5), O6(H6)
;
_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 1.487
_oxdiff_exptl_absorpt_empirical_full_min 0.700