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_7160635
_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         'C20 H28 O2'
_chemical_formula_sum            'C20 H28 O2'
_chemical_formula_weight         300.42
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-07-07
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-07-07 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                91.255(4)
_cell_angle_beta                 97.617(4)
_cell_angle_gamma                114.449(5)
_cell_formula_units_Z            2
_cell_length_a                   6.3288(3)
_cell_length_b                   7.2917(4)
_cell_length_c                   20.5591(8)
_cell_measurement_reflns_used    7535
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.2320
_cell_measurement_theta_min      4.3280
_cell_volume                     852.96(8)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11232
_diffrn_reflns_point_group_measured_fraction_full 0.883
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.652
_diffrn_reflns_theta_min         2.176
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81611
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details
;
 Flack x determined using 1986 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         5791
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0683
_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^)+(0.1164P)^2^+0.7019P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1972
_refine_ls_wR_factor_ref         0.2063
_reflns_Friedel_coverage         0.745
_reflns_Friedel_fraction_full    0.771
_reflns_Friedel_fraction_max     0.720
_reflns_number_gt                5283
_reflns_number_total             5791
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01028d2.cif
_cod_data_source_block           ljt-otten
_cod_depositor_comments
'Adding full bibliography for 7160633--7160635.cif.'
_cod_database_code               7160635
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.945
_shelx_estimated_absorpt_t_min   0.925
_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:
 C00B(H00Q), C00J(H00J), C00M(H00Z), C00Y(H00Y)
2.b Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00F(H00D,H00E), C00L(H00W,H00X), C00Q(H00F,H00G), C00T(H00H,
 H00I), C00U(H1,HB), C00Z(H2,HC), C010(H01K,H01L), C011(H01M,H01N), C013(H01D,
 H01E), C014(H01F,H01G), C015(H01O,H01P)
2.c Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C00C(H00C), C00E(H00R), C00N(H00N), C00V(H00V)
2.d X=CH2 refined with riding coordinates:
 C00X(H00O,H00P), C018(H01T,H01U)
2.e Idealised Me refined as rotating group:
 C00K(H00S,H00T,H00U), C00S(H00,H,HA), C00W(H00K,H00L,H00M), C012(H01A,H01B,
 H01C), C016(H01H,H01I,H01J), C017(H01Q,H01R,H01S)
;
_shelx_res_checksum              40555
_olex2_submission_special_instructions 'No special instructions were received'