New Method for Extracting and Purifying Dihydromyricetin from <i>Ampelopsis grossedentata</i>.
Hu, Hongchao; Luo, Fan; Wang, Mingjie; Fu, Zhihuan; Shu, Xugang; ACS omega 5 (2020) 13955–13962; doi:10.1021/acsomega.0c01222

data_4517739
_publ_section_title
;
 New Method for Extracting and Purifying Dihydromyricetin from
 <i>Ampelopsis grossedentata</i>.
;
_journal_issue                   23
_journal_name_full               'ACS omega'
_journal_page_first              13955
_journal_page_last               13962
_journal_paper_doi               10.1021/acsomega.0c01222
_journal_volume                  5
_journal_year                    2020
_chemical_formula_moiety         'C15 H12 O8, 2(H2 O)'
_chemical_formula_sum            'C15 H16 O10'
_chemical_formula_weight         356.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-05-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 92.6270(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.37330(10)
_cell_length_b                   7.89610(10)
_cell_length_c                   24.1511(2)
_cell_measurement_reflns_used    17164
_cell_measurement_temperature    100.00(17)
_cell_measurement_theta_max      77.4170
_cell_measurement_theta_min      2.8230
_cell_volume                     2928.60(5)
_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      100.00(17)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.969
_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    -24.00  37.00   0.50    0.55    --   -0.90  82.00-180.00  122
  2  \w    -37.00  33.00   0.50    0.55    --   -0.90 -82.00-150.00  140
  3  \w     -6.00  22.00   0.50    0.55    --   -0.90 -82.00   0.00   56
  4  \w    -34.00  20.00   0.50    0.55    --   -0.90  82.00  60.00  108
  5  \w    -32.00  39.00   0.50    0.55    --    0.90  82.00 150.00  142
  6  \w    -72.00  28.00   0.50    0.55    --    0.90 -19.00 -60.00  200
  7  \w     17.00 132.00   0.50    4.00    --  105.10 -57.00-180.00  230
  8  \w     86.00 133.00   0.50    4.00    --  105.10 -82.00  30.00   94
  9  \w     21.00 139.00   0.50    4.00    --  105.10 -82.00-180.00  236
 10  \w     61.00 135.00   0.50    4.00    --  105.10 -77.00 -30.00  148
 11  \w    169.00 194.00   0.50    4.00    --  105.10  19.00-180.00   50
 12  \w     90.00 194.00   0.50    4.00    --  105.10  19.00  60.00  208
 13  \w     48.00  82.00   0.50    4.00    --  105.10 -82.00  30.00   68
 14  \w     37.00 140.00   0.50    4.00    --  105.10 -82.00 -60.00  206
 15  \w     88.00 113.00   0.50    4.00    --  105.10 -82.00 120.00   50
 16  \w     74.00 144.00   0.50    4.00    --  105.10  19.00-180.00  140
 17  \w     31.00  73.00   0.50    4.00    --  105.10 -57.00  90.00   84
 18  \w     74.00 190.00   0.50    4.00    --  105.10  19.00 120.00  232
 19  \w    161.00 186.00   0.50    4.00    --  105.10  82.00  90.00   50
 20  \w     16.00  61.00   0.50    4.00    --  105.10 -38.00 -30.00   90
;
_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      -0.0801245000
_diffrn_orient_matrix_UB_12      0.0544376000
_diffrn_orient_matrix_UB_13      -0.0363815000
_diffrn_orient_matrix_UB_21      0.0601852000
_diffrn_orient_matrix_UB_22      0.0575072000
_diffrn_orient_matrix_UB_23      -0.0456876000
_diffrn_orient_matrix_UB_31      -0.0049455000
_diffrn_orient_matrix_UB_32      -0.1783080000
_diffrn_orient_matrix_UB_33      -0.0257935000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            26415
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.781
_diffrn_reflns_theta_min         2.877
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    1.202
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83990
_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 white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_description       needle
_exptl_crystal_F_000             1488
_exptl_crystal_recrystallization_method needle
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         6048
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0344
_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^)+(0.0536P)^2^+1.1754P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0956
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5531
_reflns_number_total             6048
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao0c01222_si_001.cif
_cod_data_source_block           190629w
_cod_depositor_comments
;
          Adding full bibliography for 4517739.cif.

2025-07-29
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C30 H32 O20'
_cod_original_formula_weight         712.55
_cod_original_formula_moiety         '2(C15 H12 O8), H O, 3(H2 O)'
_cod_original_formula_units_Z            4
_cod_database_code               4517739
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         'C H O'
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H2(0.021) H37(0.02) H7(0.02) H13(0.02) H34(0.025) H26(0.025)
 H24(0.024) H3(0.025) H20(0.025) H29(0.026) H50(0.026) H49(0.027) H45(0.028)
 H1A(0.029) H25A(0.027) H25B(0.027) H38A(0.031) H38B(0.031) H8(0.015)
 H10(0.015) H48(0.016) H32(0.015) H30(0.016) H23(0.016) H11(0.015) H21(0.017)
 H35(0.014) H36(0.014) H12(0.015) H46(0.018)
 Fixed X: H2(-0.1581) H37(0.288) H7(0.0105) H13(-0.1743) H34(0.4844)
 H26(0.3125) H24(0.2589) H3(-0.2357) H20(-0.0321) H29(0.2256) H50(0.8535)
 H49(0.7428) H45(0.4298) H1A(-0.2752) H25A(0.3105) H25B(0.3757) H38A(0.2864)
 H38B(0.2309) H8(0.0349) H10(-0.1675) H48(0.6514) H32(0.5106) H30(0.2965)
 H23(0.1726) H11(-0.0816) H21(0.1398) H35(0.3894) H36(0.424) H12(-0.0382)
 H46(0.6144)
 Fixed Y: H2(0.5009) H37(0.0804) H7(0.2839) H13(0.1022) H34(0.2962)
 H26(0.4945) H24(0.645) H3(0.6868) H20(0.1711) H29(0.6537) H50(0.6898)
 H49(0.5558) H45(0.1452) H1A(0.5815) H25A(0.8865) H25B(0.7683) H38A(-0.2088)
 H38B(-0.1994) H8(0.2684) H10(0.5756) H48(0.5012) H32(0.2685) H30(0.5436)
 H23(0.5734) H11(0.4897) H21(0.41) H35(0.4665) H36(0.1149) H12(0.1428)
 H46(0.3447)
 Fixed Z: H2(0.0697) H37(0.782) H7(0.088) H13(0.3249) H34(0.5476) H26(0.5315)
 H24(0.4454) H3(0.1718) H20(0.4906) H29(0.6303) H50(0.8549) H49(0.9039)
 H45(0.9517) H1A(0.0063) H25A(0.408) H25B(0.4002) H38A(0.8166) H38B(0.7697)
 H8(0.2251) H10(0.2515) H48(0.8283) H32(0.6853) H30(0.7134) H23(0.37)
 H11(0.3283) H21(0.5267) H35(0.7897) H36(0.7733) H12(0.3121) H46(0.985)
;
_shelx_res_checksum              52076
_shelx_hkl_checksum              54866
_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 1.660
_oxdiff_exptl_absorpt_empirical_full_min 0.556