Cryptoyunnanones A‒H, Complex Flavanones from Cryptocarya yunnanensis
He, Qian; Fan, Yue; Liu, Yu; Rao, Li; You, Yun-Xia; Su, Yu; Zhou, Zhen; Xu, You-Kai; Zhang, Chuan-Rui; Journal of Natural Products  (2021) –; doi:10.1021/acs.jnatprod.1c00287

data_1564219
_publ_section_title
;
 Cryptoyunnanones A--H, Complex Flavanones from Cryptocarya yunnanensis
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.1c00287
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C34 H32 O7'
_chemical_formula_sum            'C34 H32 O7'
_chemical_formula_weight         552.59
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7559(2)
_cell_length_b                   14.8246(3)
_cell_length_c                   15.3854(3)
_cell_measurement_reflns_used    8194
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.3120
_cell_measurement_theta_min      4.1230
_cell_volume                     2681.31(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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     32.00 120.00   0.50    0.20    --   46.37  38.00 -65.00  176
  2  \w     90.00 178.00   0.50    1.00    --  107.00  61.00-180.00  176
  3  \w     92.00 178.00   0.50    1.00    --  107.00  38.00 -65.00  172
  4  \w    108.00 176.00   0.50    1.00    --  107.00  61.00  90.00  136
  5  \w     92.00 178.00   0.50    1.00    --  107.00  30.00  60.00  172
  6  \w     34.00 106.00   0.50    1.00    --  107.00 -96.00  29.00  144
  7  \w     34.00 112.00   0.50    1.00    --  107.00-125.00  90.00  156
  8  \w     18.00  95.00   0.50    0.20    --   46.37-125.00 -60.00  154
  9  \w     34.00 112.00   0.50    1.00    --  107.00-125.00-180.00  156
 10  \w     35.00 112.00   0.50    1.00    --  107.00-125.00-150.00  154
 11  \w     37.00 105.00   0.50    1.00    --  107.00-125.00 -60.00  136
 12  \w     34.00 106.00   0.50    1.00    --  107.00 -98.00 -67.00  144
 13  \w     34.00 107.00   0.50    1.00    --  107.00 -77.00 -60.00  146
 14  \w     38.00  67.00   0.50    1.00    --  107.00 -61.00-150.00   58
 15  \w     34.00  73.00   0.50    1.00    --  107.00 -61.00-180.00   78
 16  \w     34.00  73.00   0.50    1.00    --  107.00 -61.00 -30.00   78
 17  \w     34.00  73.00   0.50    1.00    --  107.00 -61.00  30.00   78
 18  \w     45.00  72.00   0.50    1.00    --  107.00 -61.00  90.00   54
 19  \w     34.00  73.00   0.50    1.00    --  107.00 -61.00 120.00   78
 20  \w    -29.00  28.00   0.50    0.20    --   46.37 -19.00   0.00  114
 21  \w    -27.00  45.00   0.50    0.20    --   46.37 -38.00 138.00  144
 22  \w    -24.00  29.00   0.50    0.20    --  -46.37  19.00-120.00  106
 23  \w    -69.00 -27.00   0.50    1.00    -- -100.00  61.00 -60.00   84
 24  \w   -106.00 -27.00   0.50    1.00    -- -100.00  96.00 137.00  158
;
_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      -0.1201517000
_diffrn_orient_matrix_UB_12      -0.0400816000
_diffrn_orient_matrix_UB_13      -0.0104325000
_diffrn_orient_matrix_UB_21      0.0295295000
_diffrn_orient_matrix_UB_22      -0.0294673000
_diffrn_orient_matrix_UB_23      -0.0933205000
_diffrn_orient_matrix_UB_31      0.0432426000
_diffrn_orient_matrix_UB_32      -0.0911863000
_diffrn_orient_matrix_UB_33      0.0348487000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27863
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.791
_diffrn_reflns_theta_min         4.141
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.369
_exptl_crystal_description       block
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.204
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
 Flack x determined using 1925 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(11)
_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     371
_refine_ls_number_reflns         5588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0498
_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^)+(0.0618P)^2^+0.8494P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1233
_refine_ls_wR_factor_ref         0.1290
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                4920
_reflns_number_total             5588
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np1c00287_si_002.cif
_cod_data_source_block           liw_24d_210108_2
_cod_database_code               1564219
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.962
_shelx_estimated_absorpt_t_min   0.926
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 O(H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C24(H24), C27(H27), C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C32(H32A,H32B), C25(H25A,H25B), C10(H10A,H10B), C22(H22A,
 H22B), C2(H2A,H2B), C28(H28A,H28B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C40(H40), C20(H20), C41(H41), C37(H37), C39(H39), C19(H19), C30(H30),
 C38(H38), C16(H16), C17(H17), C29(H29), C18(H18)
2.d Idealised tetrahedral OH refined as rotating group:
 O35(H35)
;
_shelx_res_checksum              56618
_shelx_hkl_checksum              77878
_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 1.484
_oxdiff_exptl_absorpt_empirical_full_min 0.603