Sesquiterpenes and Steroids from an Endophytic <i>Eutypella scoparia</i>.
Zhang, Wenge; Lu, Xiuxiang; Huo, Luqiong; Zhang, Sha; Chen, Yan; Zou, Zhenxing; Tan, Haibo; Journal of natural products  (2021) –; doi:10.1021/acs.jnatprod.0c01167

data_1562887
_publ_section_title
;
 Sesquiterpenes and Steroids from an Endophytic <i>Eutypella scoparia</i>.
;
_journal_name_full               'Journal of natural products'
_journal_paper_doi               10.1021/acs.jnatprod.0c01167
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H40 O3'
_chemical_formula_sum            'C28 H40 O3'
_chemical_formula_weight         424.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-07-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.779(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.2412(2)
_cell_length_b                   6.96080(10)
_cell_length_c                   15.8191(4)
_cell_measurement_reflns_used    6623
_cell_measurement_temperature    99.9(9)
_cell_measurement_theta_max      73.8360
_cell_measurement_theta_min      4.5700
_cell_volume                     1229.16(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(9)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_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     43.00  85.00   0.50    1.20    --    0.00  38.00  90.00   84
  2  \w     33.00  88.00   0.50    1.20    --    0.00  38.00-150.00  110
  3  \w    -33.00  30.00   0.50    1.20    --    0.00 -82.00  90.00  126
  4  \w    -31.00   6.00   0.50    1.20    --    0.00 -82.00  30.00   74
  5  \w    -63.00 -17.00   0.50    1.20    --    0.00 -19.00 -60.00   92
  6  \w     22.00  81.00   0.50    5.80    --   95.20 -45.00 -30.00  118
  7  \w    155.00 180.00   0.50    5.80    --   95.20  68.00  11.63   50
  8  \w     73.00 102.00   0.50    5.80    --   95.20  55.00   3.04   58
  9  \w     77.00 166.00   0.50    5.80    --   95.20  45.00-180.00  178
 10  \w    142.00 180.00   0.50    5.80    --   95.20  45.00  60.00   76
 11  \w      6.00  52.00   0.50    5.80    --   95.20 -61.00 -30.00   92
 12  \w     63.00 118.00   0.50    5.80    --   95.20 -61.00 -30.00  110
 13  \w     25.00 114.00   0.50    5.80    --   95.20 -45.00  30.00  178
 14  \w     86.00 120.00   0.50    5.80    --   95.20  45.00  90.00   68
 15  \w     70.00  96.00   0.50    5.80    --   95.20  68.00  11.63   52
 16  \w     71.00  98.00   0.50    5.80    --   95.20  65.00  42.12   54
 17  \w     78.00 182.00   0.50    5.80    --   95.20  45.00-150.00  208
 18  \w     78.00 119.00   0.50    5.80    --   95.20  45.00  60.00   82
 19  \w    121.00 183.00   0.50    5.80    --   95.20  65.00  42.12  124
 20  \w     72.00  99.00   0.50    5.80    --   95.20  61.00 -30.00   54
 21  \w     73.00  98.00   0.50    5.80    --   95.20  61.00  30.00   50
 22  \w     72.00 100.00   0.50    5.80    --   95.20  61.00  60.00   56
 23  \w     77.00 103.00   0.50    5.80    --   95.20  45.00   0.00   52
 24  \w     80.00 107.00   0.50    5.80    --   95.20  45.00  30.00   54
 25  \w     73.00  99.00   0.50    5.80    --   95.20  61.00  90.00   52
 26  \w    135.00 175.00   0.50    5.80    --   95.20  61.00  90.00   80
 27  \w     80.00 180.00   0.50    5.80    --   95.20  30.00  30.00  200
 28  \w     73.00 100.00   0.50    5.80    --   95.20  61.00   0.00   54
 29  \w    126.00 153.00   0.50    5.80    --   95.20  45.00  90.00   54
 30  \w     84.00 131.00   0.50    5.80    --   95.20  30.00 -30.00   94
 31  \w    144.00 171.00   0.50    5.80    --   95.20  55.00   3.04   54
 32  \w    143.00 170.00   0.50    5.80    --   95.20  67.00 -45.07   54
 33  \w     78.00 144.00   0.50    5.80    --   95.20  45.00 -30.00  132
 34  \w     71.00  96.00   0.50    5.80    --   95.20  67.00 -45.07   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0315869000
_diffrn_orient_matrix_UB_12      -0.0991234000
_diffrn_orient_matrix_UB_13      -0.0868302000
_diffrn_orient_matrix_UB_21      0.1340160000
_diffrn_orient_matrix_UB_22      -0.0382295000
_diffrn_orient_matrix_UB_23      -0.0049835000
_diffrn_orient_matrix_UB_31      -0.0101780000
_diffrn_orient_matrix_UB_32      -0.1942350000
_diffrn_orient_matrix_UB_33      0.0451998000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13985
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.070
_diffrn_reflns_theta_min         4.581
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'MicroMax 007 (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 1737 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4802
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0427
_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^)+(0.0644P)^2^+0.2217P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1097
_refine_ls_wR_factor_ref         0.1139
_reflns_Friedel_coverage         0.790
_reflns_Friedel_fraction_full    0.971
_reflns_Friedel_fraction_max     0.925
_reflns_number_gt                4309
_reflns_number_total             4802
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np0c01167_si_001.cif
_cod_data_source_block           zhangwenge_bmz-62_collect
_cod_database_code               1562887
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C54 H76 O8 '
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.920
_reflns_odcompleteness_completeness 99.88
_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:
 C5(H5), C17(H17), C20(H20), C9(H9), C24(H24), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C1(H1A,H1B), C12(H12A,H12B), C11(H11A,H11B), C2(H2A,H2B),
 C16(H16A,H16B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C22(H22), C6(H6), C23(H23)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C26(H26A,H26B,H26C), C28(H28A,H28B,
 H28C), C27(H27A,H27B,H27C)
2.e Idealised tetrahedral OH refined as rotating group:
 O27(H27)
;
_shelx_res_checksum              27070
_shelx_hkl_checksum              63410
_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 1.621
_oxdiff_exptl_absorpt_empirical_full_min 0.554