New betulin imine derivatives with antioxidant and selective antitumor activity
Iftime, Manuela-Maria; Ailiesei, Gabriela Liliana; Shova, Sergiu; Miron, Camelia; Tanaka, Hiromasa; Hori, Masaru; Marin, Luminita; New Journal of Chemistry 47 (2023) 16551–16563; doi:10.1039/D3NJ02738D

data_7062660
_publ_section_title
;
 New betulin imine derivatives with antioxidant and selective antitumor
 activity
;
_journal_issue                   35
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16551
_journal_page_last               16563
_journal_paper_doi               10.1039/D3NJ02738D
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         '0.5(C H4 O), C30 H48 O2'
_chemical_formula_sum            'C30.5 H50 O2.5'
_chemical_formula_weight         456.70
_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             2023-03-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-04-20 deposited with the CCDC.	2023-08-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.0481(6)
_cell_length_b                   25.4221(9)
_cell_length_c                   30.6301(14)
_cell_measurement_reflns_used    5313
_cell_measurement_temperature    200.00(14)
_cell_measurement_theta_max      25.4970
_cell_measurement_theta_min      1.7340
_cell_volume                     5488.2(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0797
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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     -5.00  85.00   0.50   80.00    --   17.79  77.00 120.00  180
  2  \w     35.00  68.00   0.50   80.00    --   17.79 178.00  90.00   66
  3  \w     57.00  84.00   0.50   80.00    --   17.79  57.00-150.00   54
  4  \w    -13.00  13.00   0.50   80.00    --   17.79 -99.00 -30.00   52
  5  \w    -65.00 -39.00   0.50   80.00    --  -15.60-178.00 150.00   52
  6  \w    -17.00   9.00   0.50   80.00    --   17.79 -99.00 -30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0147797000
_diffrn_orient_matrix_UB_12      0.0082349000
_diffrn_orient_matrix_UB_13      -0.0218696000
_diffrn_orient_matrix_UB_21      0.0407704000
_diffrn_orient_matrix_UB_22      0.0247913000
_diffrn_orient_matrix_UB_23      0.0049680000
_diffrn_orient_matrix_UB_31      0.0907955000
_diffrn_orient_matrix_UB_32      -0.0097706000
_diffrn_orient_matrix_UB_33      -0.0058195000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0772
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            24746
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         1.552
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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    1.105
_exptl_crystal_description       prism
_exptl_crystal_F_000             2024
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 1994 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.9(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     609
_refine_ls_number_reflns         9535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0735
_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^)+(0.0522P)^2^+0.5760P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1283
_refine_ls_wR_factor_ref         0.1390
_reflns_Friedel_coverage         0.736
_reflns_Friedel_fraction_full    0.958
_reflns_Friedel_fraction_max     0.958
_reflns_number_gt                7303
_reflns_number_total             9535
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj02738d2.cif
_cod_data_source_block           shi_3357_luma
_cod_depositor_comments
;
Adding full bibliography for 7062660--7062662.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C61 H100 O5'
_cod_original_formula_weight         913.40
_cod_original_formula_moiety         'C H4 O, 2(C30 H48 O2)'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        5488.3(6)
_cod_database_code               7062660
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C40 H40 O2'
_chemical_oxdiff_usercomment     Aldehida
_shelx_estimated_absorpt_t_max   0.993
_shelx_estimated_absorpt_t_min   0.961
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 Riding coordinates:
 C29B(H29A,H29B,H29C), C30B(H30A,H30B), C29A(H29D,H29E,H29F), C30A(H30C,H30D)
2.b Ternary CH refined with riding coordinates:
 C3B(H3B), C5B(H5B), C13B(H13B), C16B(H16B), C23B(H23B), C26B(H26B), C3A(H3A),
 C5A(H5A), C13A(H13A), C16A(H16A), C23A(H23A), C26A(H26A)
2.c Secondary CH2 refined with riding coordinates:
 C1B(H1BA,H1BB), C2B(H2BA,H2BB), C10B(H10A,H10B), C11B(H11A,H11B), C17B(H17A,
 H17B), C18B(H18A,H18B), C20B(H20A,H20B), C21B(H21A,H21B), C24B(H24A,H24B),
 C25B(H25A,H25B), C1A(H1AA,H1AB), C2A(H2AA,H2AB), C10A(H10C,H10D), C11A(H11C,
 H11D), C17A(H17C,H17D), C18A(H18C,H18D), C20A(H20C,H20D), C21A(H21C,H21D),
 C24A(H24C,H24D), C25A(H25C,H25D)
2.d Aromatic/amide H refined with riding coordinates:
 C27B(H27B), C27A(H27A)
2.e Idealised Me refined as rotating group:
 C1(H1C,H1D,H1E), C7B(H7BA,H7BB,H7BC), C8B(H8BA,H8BB,H8BC), C9B(H9BA,H9BB,
 H9BC), C14B(H14A,H14B,H14C), C19B(H19A,H19B,H19C), C7A(H7AA,H7AB,H7AC),
 C8A(H8AA,H8AB,H8AC), C9A(H9AA,H9AB,H9AC), C14A(H14D,H14E,H14F), C19A(H19D,H19E,
 H19F)
2.f Idealised tetrahedral OH refined as rotating group:
 O1(H1), O1B(H1B), O1A(H1A)
;
_shelx_res_checksum              14537
_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 1.456
_oxdiff_exptl_absorpt_empirical_full_min 0.790