Asymmetric synthesis and biological evaluation of ottensinin and its analogues.
Liang, Jun-Ting; Xu, Zichen; Xie, Yong-Bin; Chen, Wen-Tao; He, Yu-Tao; Hu, Ya-Jian; Organic & biomolecular chemistry 23 (2025) 7120–7123; doi:10.1039/d5ob01028d

data_7160633
_publ_section_title
;
 Asymmetric synthesis and biological evaluation of ottensinin and its
 analogues.
;
_journal_issue                   30
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7120
_journal_page_last               7123
_journal_paper_doi               10.1039/d5ob01028d
_journal_volume                  23
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C22 H30 O3 S2'
_chemical_formula_sum            'C22 H30 O3 S2'
_chemical_formula_weight         406.58
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-21
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2025-06-17 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.857(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.0253(2)
_cell_length_b                   7.5941(2)
_cell_length_c                   20.2221(7)
_cell_measurement_reflns_used    5624
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.6890
_cell_measurement_theta_min      4.3560
_cell_volume                     1073.23(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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  -5.00   1.00    1.00    --  -40.73  38.00  90.00   58
  2  \w   -102.00 -16.00   1.00    1.00    --  -40.73 -38.00 -60.00   86
  3  \w     20.00 108.00   1.00    1.00    --   40.73  38.00 -90.00   88
  4  \w    -19.00  58.00   1.00    1.00    --   40.73 -57.00  90.00   77
  5  \w     55.00  95.00   1.00    1.00    --   40.73-133.00 -30.00   40
  6  \w     75.00 178.00   1.00    1.00    --  107.58  77.00  60.00  103
  7  \w     85.00 110.00   1.00    1.00    --  107.58 141.00 -57.00   25
  8  \w     45.00 108.00   1.00    1.00    --  107.58 -94.00 -90.00   63
  9  \w    111.00 139.00   1.00    1.00    --  107.58 -77.00-150.00   28
 10  \w     41.00  67.00   1.00    1.00    --  107.58 -77.00-150.00   26
 11  \w     95.00 175.00   1.00    1.00    --  107.58 125.00 150.00   80
 12  \w     60.00 108.00   1.00    1.00    --  107.58 -94.00-180.00   48
 13  \w    106.00 152.00   1.00    1.00    --  107.58 125.00 120.00   46
 14  \w     98.00 124.00   1.00    1.00    --  107.58 -45.00  30.00   26
 15  \w     36.00  74.00   1.00    1.00    --  107.58 -45.00  30.00   38
 16  \w     73.00 121.00   1.00    1.00    --  107.58-125.00 120.00   48
 17  \w     31.00 131.00   1.00    1.00    --  107.58 -30.00 120.00  100
 18  \w     95.00 121.00   1.00    1.00    --  107.58  45.00-180.00   26
 19  \w     97.00 151.00   1.00    1.00    --  107.58 125.00 -90.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0006238000
_diffrn_orient_matrix_UB_12      0.2024628000
_diffrn_orient_matrix_UB_13      -0.0044808000
_diffrn_orient_matrix_UB_21      0.0318463000
_diffrn_orient_matrix_UB_22      0.0117933000
_diffrn_orient_matrix_UB_23      0.0763613000
_diffrn_orient_matrix_UB_31      0.2182594000
_diffrn_orient_matrix_UB_32      -0.0022093000
_diffrn_orient_matrix_UB_33      -0.0031553000
_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  0.0470
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            6701
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.573
_diffrn_reflns_theta_min         2.196
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.395
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.135
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3975
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0688
_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^)+(0.1429P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1780
_refine_ls_wR_factor_ref         0.1796
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_full    0.886
_reflns_Friedel_fraction_max     0.834
_reflns_number_gt                3877
_reflns_number_total             3975
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01028d2.cif
_cod_data_source_block           ljt-4-4
_cod_depositor_comments
'Adding full bibliography for 7160633--7160635.cif.'
_cod_database_code               7160633
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N S'
_shelx_estimated_absorpt_t_max   0.779
_shelx_estimated_absorpt_t_min   0.701
_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
2.a Ternary CH refined with riding coordinates:
 C5(H5), C9(H9), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C)
;
_shelx_res_checksum              5214
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.336
_oxdiff_exptl_absorpt_empirical_full_min 0.499