Computational and Experimental Analysis on the Conformational Preferences of Anticancer Saponin OSW-1
Fukaya, Keisuke; Urabe, Daisuke; Hiraizumi, Masato; Noguchi, Keiichi; Matsumoto, Takashi; Sakurai, Kaori; The Journal of Organic Chemistry  (2019) –; doi:10.1021/acs.joc.9b02085

data_4037754
_publ_section_title
;
 Computational and Experimental Analysis on the Conformational Preferences
 of Anticancer Saponin OSW-1
;
_journal_name_full               'The Journal of Organic Chemistry'
_journal_paper_doi               10.1021/acs.joc.9b02085
_journal_year                    2019
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C47 H68 O15, 0.5(C2 H3 N), 2.79(H2O)'
_chemical_formula_sum            'C48 H75.08 N0.5 O17.79'
_chemical_formula_weight         943.80
_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     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   6.5917(10)
_cell_length_b                   29.503(5)
_cell_length_c                   50.546(8)
_cell_measurement_reflns_used    6944
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      68.20
_cell_measurement_theta_min      28.50
_cell_volume                     9830(3)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       \w
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -60
_diffrn_reflns_number            54337
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.293
_diffrn_reflns_theta_min         3.020
_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       needle
_exptl_crystal_F_000             4071
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.652
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Flack x determined using 4666 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1457
_refine_ls_number_reflns         17652
_refine_ls_number_restraints     433
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0887
_refine_ls_R_factor_gt           0.0720
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1469P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2001
_refine_ls_wR_factor_ref         0.2219
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                13515
_reflns_number_total             17652
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b02085_si_002.cif
_cod_data_source_block           I
_cod_depositor_comments
;

2025-10-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C96 H150.16 N O35.58'
_cod_original_formula_weight         1887.60
_cod_original_formula_moiety         '2(C47 H68 O15), C2 H3 N, 5.579(H2O)'
_cod_original_formula_units_Z            4
_cod_database_code               4037754
_shelx_estimated_absorpt_t_min   0.767
_shelx_estimated_absorpt_t_max   0.976
_shelxl_version_number           2014-3
_shelx_res_checksum              53438
_shelx_hkl_checksum              40764