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_1562888
_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         'C31 H50 O2'
_chemical_formula_sum            'C31 H50 O2'
_chemical_formula_weight         454.71
_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             2019-12-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 102.2000(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.99790(10)
_cell_length_b                   7.38870(10)
_cell_length_c                   16.0537(2)
_cell_measurement_reflns_used    13563
_cell_measurement_temperature    106(8)
_cell_measurement_theta_max      73.9920
_cell_measurement_theta_min      2.8460
_cell_volume                     1391.00(3)
_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      106(8)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.979
_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   9.00   0.50    0.50    --    0.00 -82.00 -90.00   50
  2  \w    -17.00  34.00   0.50    0.50    --    0.00  38.00-150.00  102
  3  \w     57.00  83.00   0.50    0.50    --    0.00  57.00 120.00   52
  4  \w    -18.00  35.00   0.50    0.50    --    0.00  57.00-120.00  106
  5  \w      2.00  27.00   0.50    0.50    --    0.00  57.00 120.00   50
  6  \w    -18.00  34.00   0.50    0.50    --    0.00  19.00 -30.00  104
  7  \w    -17.00   8.00   0.50    0.50    --    0.00  38.00  60.00   50
  8  \w    -17.00   8.00   0.50    0.50    --    0.00  38.00   0.00   50
  9  \w     47.00  72.00   0.50    0.50    --    0.00  57.00-120.00   50
 10  \w     -6.00  53.00   0.50    0.50    --    0.00  38.00-120.00  118
 11  \w     67.00  92.00   0.50    2.50    --   95.80  74.00 -68.53   50
 12  \w     70.00  95.00   0.50    2.50    --   95.80  66.00  89.60   50
 13  \w     69.00  95.00   0.50    2.50    --   95.80  72.00  20.90   52
 14  \w     70.00  96.00   0.50    2.50    --   95.80  72.00 -11.67   52
 15  \w     67.00  93.00   0.50    2.50    --   95.80  74.00  34.47   52
 16  \w     70.00  95.00   0.50    2.50    --   95.80  68.00 -46.08   50
 17  \w     72.00  97.00   0.50    2.50    --   95.80  60.00-102.27   50
 18  \w     71.00  96.00   0.50    2.50    --   95.80  64.00 -23.74   50
 19  \w     80.00 142.00   0.50    2.50    --   95.80  45.00 -30.00  124
 20  \w     62.00 126.00   0.50    2.50    --   95.80 -82.00 -30.00  128
 21  \w     11.00 126.00   0.50    2.50    --   95.80 -82.00-150.00  230
 22  \w    159.00 185.00   0.50    2.50    --   95.80  61.00-120.00   52
 23  \w     76.00 102.00   0.50    2.50    --   95.80  69.00 -59.06   52
 24  \w     76.00 175.00   0.50    2.50    --   95.80  45.00 -60.00  198
 25  \w     72.00  97.00   0.50    2.50    --   95.80  61.00  30.00   50
 26  \w     71.00 100.00   0.50    2.50    --   95.80  68.00-165.71   58
 27  \w     76.00 109.00   0.50    2.50    --   95.80  45.00 -90.00   66
 28  \w     76.00 178.00   0.50    2.50    --   95.80  45.00  60.00  204
 29  \w     73.00  99.00   0.50    2.50    --   95.80  61.00 -30.00   52
 30  \w     73.00  99.00   0.50    2.50    --   95.80  58.00  -3.33   52
 31  \w     27.00  53.00   0.50    2.50    --   95.80 -82.00 -30.00   52
 32  \w     76.00 182.00   0.50    2.50    --   95.80  45.00   0.00  212
 33  \w     63.00 111.00   0.50    2.50    --   95.80 -61.00 150.00   96
 34  \w     70.00  96.00   0.50    2.50    --   95.80  68.00-107.17   52
 35  \w     79.00 104.00   0.50    2.50    --   95.80  30.00  60.00   50
 36  \w      7.00 115.00   0.50    2.50    --   95.80 -45.00-120.00  216
 37  \w     72.00  97.00   0.50    2.50    --   95.80  61.00   0.00   50
 38  \w     15.00  40.00   0.50    2.50    --   95.80 -61.00 150.00   50
 39  \w     72.00  98.00   0.50    2.50    --   95.80  61.00 -60.00   52
 40  \w     76.00 102.00   0.50    2.50    --   95.80  61.00 -90.00   52
 41  \w     68.00  94.00   0.50    2.50    --   95.80  73.00  56.23   52
 42  \w     80.00 106.00   0.50    2.50    --   95.80  50.00  57.21   52
 43  \w     70.00  96.00   0.50    2.50    --   95.80  66.00   1.74   52
 44  \w     67.00  93.00   0.50    2.50    --   95.80  75.00 -87.31   52
 45  \w    157.00 182.00   0.50    2.50    --   95.80  54.00  -4.38   50
 46  \w     76.00 102.00   0.50    2.50    --   95.80  61.00  60.00   52
 47  \w     75.00 101.00   0.50    2.50    --   95.80  54.00  -4.38   52
;
_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      0.1310379000
_diffrn_orient_matrix_UB_12      -0.0121692000
_diffrn_orient_matrix_UB_13      0.0214648000
_diffrn_orient_matrix_UB_21      -0.0012028000
_diffrn_orient_matrix_UB_22      -0.0024393000
_diffrn_orient_matrix_UB_23      0.0957784000
_diffrn_orient_matrix_UB_31      -0.0077557000
_diffrn_orient_matrix_UB_32      -0.2082514000
_diffrn_orient_matrix_UB_33      -0.0024214000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_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            18843
_diffrn_reflns_point_group_measured_fraction_full 0.931
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.429
_diffrn_reflns_theta_min         2.816
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'MicroMax 007 (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76284
_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    1.086
_exptl_crystal_description       needle
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Flack x determined using 1939 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5129
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0357
_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^)+(0.0476P)^2^+0.2523P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0930
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    0.853
_reflns_Friedel_fraction_max     0.817
_reflns_number_gt                4890
_reflns_number_total             5129
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np0c01167_si_002.cif
_cod_data_source_block           zhangwenge_bzm-85_collect
_cod_database_code               1562888
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.827
_reflns_odcompleteness_completeness 99.93
_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:
 C23(H23), C5(H5), C26(H26), C17(H17), C29(H29)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C7(H7A,H7B), C25(H25A,H25B), C16(H16A,H16B), C2(H2A,H2B),
 C12(H12A,H12B), C6(H6A,H6B), C11(H11A,H11B), C15(H15A,H15B)
2.c X=CH2 refined with riding coordinates:
 C28(H28A,H28B)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C22(H22A,H22B,H22C), C20(H20A,H20B,H20C), C19(H19A,H19B,
 H19C), C21(H21A,H21B,H21C), C24(H24A,H24B,H24C), C31(H31A,H31B,H31C), C30(H30A,
 H30B,H30C)
2.e Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_shelx_res_checksum              99303
_shelx_hkl_checksum              92990
_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 1.671
_oxdiff_exptl_absorpt_empirical_full_min 0.570