Spiroconyone A, a new phytosterol with a spiro [5,6] ring system from Conyza japonica.
Xiao, Long-Gao; Zhang, Yu; Zhang, Hong-Li; Li, Ding; Gu, Qiong; Tang, Gui-Hua; Yu, Qian; An, Lin-Kun; Organic & biomolecular chemistry 18 (2020) 5130–5136; doi:10.1039/d0ob00666a

data_7157485
_publ_section_title
;
 Spiroconyone A, a new phytosterol with a spiro [5,6] ring system from
 Conyza japonica.
;
_journal_issue                   27
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5130
_journal_page_last               5136
_journal_paper_doi               10.1039/d0ob00666a
_journal_volume                  18
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C29 H48 O3, C H4 O'
_chemical_formula_sum            'C30 H52 O4'
_chemical_formula_weight         476.71
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-06-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-10 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.61847(5)
_cell_length_b                   9.54000(6)
_cell_length_c                   44.1844(3)
_cell_measurement_reflns_used    21401
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.7350
_cell_measurement_theta_min      3.9860
_cell_volume                     2789.81(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_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    -57.00 -11.00   0.50    0.05    --  -46.37  26.00-124.00   92
  2  \w   -165.00-130.00   0.50    0.20    -- -100.00 -98.00 -78.00   70
  3  \w   -127.00 -83.00   0.50    0.20    -- -100.00 -98.00 -78.00   88
  4  \w     69.00 116.00   0.50    0.20    --  105.44-134.00-148.00   94
  5  \w   -108.00 -83.00   0.50    0.05    --  -46.37-125.00 150.00   50
  6  \w    -20.00  59.00   0.50    0.05    --   46.37 -38.00 -30.00  158
  7  \w     85.00 139.00   0.50    0.20    --  105.44 125.00  60.00  108
  8  \w     68.00 104.00   0.50    0.20    --  105.44 -94.00-150.00   72
  9  \w     34.00  64.00   0.50    0.20    --  105.44 -94.00-150.00   60
 10  \w    152.00 178.00   0.50    0.20    --  105.44 125.00  60.00   52
 11  \w     55.00 119.00   0.50    0.20    --  105.44 -26.00  71.00  128
 12  \w    -99.00 -43.00   0.50    0.05    --  -46.37 -25.00  71.00  112
 13  \w   -108.00 -47.00   0.50    0.20    -- -100.00  45.00 -90.00  122
 14  \w    101.00 177.00   0.50    0.20    --  107.00  30.00  30.00  152
 15  \w     37.00  74.00   0.50    0.20    --  107.00 -77.00 -60.00   74
 16  \w     79.00 124.00   0.50    0.20    --  107.00 -77.00 -60.00   90
 17  \w     95.00 127.00   0.50    0.20    --  107.00  30.00 120.00   64
 18  \w    143.00 178.00   0.50    0.20    --  107.00  30.00 120.00   70
 19  \w     48.00  94.00   0.50    0.20    --  107.00-125.00  60.00   92
 20  \w     66.00 122.00   0.50    0.20    --  107.00 -45.00-180.00  112
 21  \w     23.00 118.00   0.50    0.05    --   46.37  77.00-180.00  190
 22  \w     23.00 118.00   0.50    0.05    --   46.37  77.00  30.00  190
 23  \w     30.00 118.00   0.50    0.05    --   46.37  57.00 -60.00  176
 24  \w   -173.00-138.00   0.50    0.20    -- -100.00 -61.00  90.00   70
 25  \w   -173.00 -76.00   0.50    0.20    -- -100.00 -77.00 -30.00  194
 26  \w     89.00 178.00   0.50    0.20    --  107.00  15.00-180.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0689938000
_diffrn_orient_matrix_UB_12      0.0683633000
_diffrn_orient_matrix_UB_13      0.0298492000
_diffrn_orient_matrix_UB_21      0.0344714000
_diffrn_orient_matrix_UB_22      0.1462901000
_diffrn_orient_matrix_UB_23      -0.0138391000
_diffrn_orient_matrix_UB_31      -0.2196111000
_diffrn_orient_matrix_UB_32      0.0014486000
_diffrn_orient_matrix_UB_33      -0.0115453000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            28419
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.884
_diffrn_reflns_theta_min         4.002
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.135
_exptl_crystal_description       plate
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Flack x determined using 2316 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_extinction_coef       0.00087(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0279
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0364P)^2^+0.6128P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0714
_refine_ls_wR_factor_ref         0.0720
_reflns_Friedel_coverage         0.709
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.963
_reflns_number_gt                5618
_reflns_number_total             5762
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob00666a2.cif
_cod_data_source_block           xiaolg_190612_2
_cod_depositor_comments          'Adding full bibliography for 7157485.cif.'
_cod_database_code               7157485
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.972
_shelx_estimated_absorpt_t_min   0.849
_diffrn_oxdiff_digest_frames
;
012ffef69f8732e3cba5f29d389dc8bb2d00972b085
;
_diffrn_oxdiff_digest_hkl
;
013e34511fd6d3278f037437678bd8cdcbd7f5
;
_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:
 C25(H25), C22(H22), C10(H10), C8(H8), C14(H14), C12(H12), C26(H26), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C13(H13A,H13B), C3(H3A,H3B), C2(H2A,H2B), C6(H6A,H6B), C7(H7A,
 H7B), C16(H16A,H16B), C11(H11A,H11B), C29(H29A,H29B)
2.c Aromatic/amide H refined with riding coordinates:
 C24(H24), C23(H23)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C31(H31A,H31B,
 H31C), C34(H34A,H34B,H34C), C19(H19A,H19B,H19C), C30(H30A,H30B,H30C)
2.e Idealised tetrahedral OH refined as rotating group:
 O18(H18), O0AA(H0AA)
;
_shelx_res_checksum              42073
_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 1.251
_oxdiff_exptl_absorpt_empirical_full_min 0.801