Sustained release of matrine via salt formation with hesperetin
Zhu, Yujing; Shi, Xiaoju; Li, Duanxiu; Li, Shuang; Wang, Lin; Deng, Zongwu; Huang, Shaohua; Zhang, Hailu; CrystEngComm 26 (2024) 1090–1098; doi:10.1039/D3CE01129A

data_7248035
_publ_section_title
;
 Sustained release of matrine via salt formation with hesperetin
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              1090
_journal_page_last               1098
_journal_paper_doi               10.1039/D3CE01129A
_journal_volume                  26
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C16 H13 O6, C15 H25 N2 O'
_chemical_formula_sum            'C31 H38 N2 O7'
_chemical_formula_weight         550.63
_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     iterative
_audit_creation_date             2023-12-20
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-12-28 deposited with the CCDC.	2024-01-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.39690(10)
_cell_length_b                   10.20610(10)
_cell_length_c                   31.5288(4)
_cell_measurement_reflns_used    10073
_cell_measurement_temperature    212.99(10)
_cell_measurement_theta_max      76.2750
_cell_measurement_theta_min      4.5500
_cell_volume                     2702.01(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      213.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.959
_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     63.00 122.00   1.00    0.10    --   48.42-164.00 162.00   59
  2  \w     34.00 105.00   1.00    0.20    --  106.65 -99.00 120.00   71
  3  \w    -95.00 -58.00   1.00    0.20    --  -91.75 164.00-172.00   37
  4  \w   -138.00 -79.00   1.00    0.20    --  -91.75-116.00 -48.00   59
  5  \w   -143.00-117.00   1.00    0.20    --  -91.75 -82.00-160.00   26
  6  \w   -120.00 -73.00   1.00    0.10    --  -48.42-125.00 -30.00   47
  7  \w    -24.00  39.00   1.00    0.10    --   48.42 -38.00 -60.00   63
  8  \w     36.00  65.00   1.00    0.20    --  106.65 -57.00-180.00   29
  9  \w     52.00  87.00   1.00    0.20    --  106.65 -77.00 -90.00   35
 10  \w     34.00  66.00   1.00    0.20    --  106.65 -57.00 -90.00   32
 11  \w     99.00 178.00   1.00    0.20    --  106.65  41.00 176.00   79
 12  \w   -108.00 -79.00   1.00    0.20    --  -91.75 -41.00  23.00   29
 13  \w    -66.00 -22.00   1.00    0.20    --  -91.75  57.00  30.00   44
 14  \w    143.00 169.00   1.00    0.20    --  106.65  57.00-150.00   26
 15  \w     92.00 136.00   1.00    0.20    --  106.65  57.00-150.00   44
 16  \w     95.00 170.00   1.00    0.20    --  106.65 125.00   0.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            14592
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.422
_diffrn_reflns_theta_min         4.554
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.354
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details
;
 Flack x determined using 1966 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5298
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0417
_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^)+(0.0732P)^2^+0.2622P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1201
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    0.983
_reflns_Friedel_fraction_max     0.898
_reflns_number_gt                5019
_reflns_number_total             5298
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce01129a2.cif
_cod_data_source_block           MAT_HES
_cod_depositor_comments
'Adding full bibliography for 7248035--7248036.cif.'
_cod_database_code               7248035
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H3-O3
 0.82 with sigma of 0.02
 H5A-O5
 0.82 with sigma of 0.02
 H2-N2
 0.87 with sigma of 0.02
3. Others
 Sof(C22B)=Sof(H22B)=Sof(C21B)=Sof(H21C)=Sof(H21D)=Sof(C20B)=Sof(O4B)=1-FVAR(1)
 Sof(O4A)=Sof(C20A)=Sof(C21A)=Sof(H21A)=Sof(H21B)=Sof(C22A)=Sof(H22A)=FVAR(1)
4.a Riding coordinates:
 O5(H5A), O3(H3), N2(H2)
4.b Ternary CH refined with riding coordinates:
 C15(H15), C6(H6), C5(H5), C13(H13), C22A(H22A), C22B(H22B)
4.c Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C8(H8A,H8B), C14(H14A,H14B), C12(H12A,H12B),
 C9(H9A,H9B), C7(H7A,H7B), C4(H4A,H4B), C2(H2A,H2B), C3(H3A,H3B), C21A(H21A,
 H21B), C21B(H21C,H21D)
4.d Aromatic/amide H refined with riding coordinates:
 C30(H30), C17(H17), C24(H24), C27(H27), C28(H28)
4.e Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_shelx_res_checksum              16205
_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
;