Direct synthesis of dehydroselenocysteine-containing peptides from cysteine derivatives.
Sumida, Sao; Mori, Taiki; Shirakawa, Seiji; Organic & biomolecular chemistry 24 (2026) 1609–1613; doi:10.1039/d5ob01967b

data_7160978
_publ_section_title
;
 Direct synthesis of dehydroselenocysteine-containing peptides from
 cysteine derivatives.
;
_journal_issue                   8
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1609
_journal_page_last               1613
_journal_paper_doi               10.1039/d5ob01967b
_journal_volume                  24
_journal_year                    2026
_chemical_formula_moiety         'C15 H19 N O4 Se'
_chemical_formula_sum            'C15 H19 N O4 Se'
_chemical_formula_weight         356.27
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-10-05
_audit_creation_method
;
Olex2 1.5-ac5-020
(compiled 2021.11.16 svn.r5db059d7 for Rigaku Oxford Diffraction, GUI svn.r6430)
;
_audit_update_record
;
2025-12-23 deposited with the CCDC.	2026-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.3316(4)
_cell_length_b                   7.9185(2)
_cell_length_c                   26.4152(7)
_cell_measurement_reflns_used    6660
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3920
_cell_measurement_theta_min      3.3450
_cell_volume                     3206.89(14)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_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     35.00  73.00   0.50    0.70    --  107.73 -61.00  60.00   76
  2  \w     37.00  68.00   0.50    0.70    --  107.73 -61.00 -30.00   62
  3  \w     35.00  72.00   0.50    0.70    --  107.73 -77.00 -30.00   74
  4  \w     75.00 107.00   0.50    0.70    --  107.73 -77.00 -30.00   64
  5  \w    -23.00  45.00   0.50    0.17    --   46.08 -38.00  90.00  136
  6  \w    -27.00  20.00   0.50    0.17    --   46.08 -13.00 135.00   94
  7  \w    -24.00  27.00   0.50    0.17    --   46.08 -19.00   0.00  102
  8  \w     90.00 168.00   0.50    0.70    --  107.73  13.00 -53.00  156
  9  \w    -93.00 -31.00   0.50    0.70    -- -104.00  77.00 -60.00  124
 10  \w    -71.00 -37.00   0.50    0.70    -- -104.00 128.00   5.00   68
 11  \w   -110.00 -76.00   0.50    0.70    -- -104.00 128.00   5.00   68
 12  \w   -104.00 -72.00   0.50    0.70    -- -104.00 114.00 103.00   64
 13  \w    -65.00 -36.00   0.50    0.70    -- -104.00 114.00 103.00   58
 14  \w   -161.00 -89.00   0.50    0.70    -- -104.00 -61.00  90.00  144
 15  \w   -117.00 -89.00   0.50    0.17    --  -46.08-143.00 120.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0519069000
_diffrn_orient_matrix_UB_12      -0.0264119000
_diffrn_orient_matrix_UB_13      -0.0493191000
_diffrn_orient_matrix_UB_21      0.0842945000
_diffrn_orient_matrix_UB_22      -0.0226326000
_diffrn_orient_matrix_UB_23      0.0310371000
_diffrn_orient_matrix_UB_31      -0.0171213000
_diffrn_orient_matrix_UB_32      -0.1913390000
_diffrn_orient_matrix_UB_33      0.0031211000
_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  0.0327
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            13615
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.304
_diffrn_reflns_theta_min         3.346
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.305
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
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    1.476
_exptl_crystal_description       needle
_exptl_crystal_F_000             1456
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane-hexane'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.419
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         3263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0308
_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^)+(0.0441P)^2^+2.5544P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0803
_refine_ls_wR_factor_ref         0.0835
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2892
_reflns_number_total             3263
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01967b2.cif
_cod_data_source_block           241005-samplea_auto
_cod_depositor_comments          'Adding full bibliography for 7160978.cif.'
_cod_database_code               7160978
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C15H19NO4Se
_chemical_oxdiff_usercomment     100K
_shelx_estimated_absorpt_t_max   0.968
_shelx_estimated_absorpt_t_min   0.289
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_shelx_res_checksum              19613
_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 1.409
_oxdiff_exptl_absorpt_empirical_full_min 0.703